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Some properties are simply beautiful. Others leave you feeling something long after you’ve gone. Perched along the breathtaking slopes of Olinda Road on over 2 private acres, this extraordinary Upcountry estate is the kind of place people spend years hoping to find on Maui. Expansive yet deeply inviting, refined yet grounded, it offers a rare sense of peace and awe the moment you arrive. Towering skies, sweeping bi-coastal views, cool Olinda air, and the feeling of being completely surrounded by Maui’s natural beauty make this property truly unforgettable. Designed for gathering, celebrating, resting, and living fully, the estate offers a stunning 5,000+ sq ft main residence, attached apartment, detached cottage, and expansive barn/workspace creating an incredibly rare opportunity for multigenerational living, deep community, creativity, and connection. At the center of the home, the kitchen naturally draws people together with its breathtaking Spalted Mango island, custom cabinetry, artistic concrete countertops, and walls of windows framing Maui’s North and South Shores. It is easy to picture slow mornings with coffee as the clouds roll over Haleakala, long meals shared around the table, and evenings where conversations continue long after sunset. Outside, the grounds feel abundant and alive. Mature avocado trees produce some of the best avocados you will ever taste alongside thriving banana and citrus trees woven throughout the property. The infinity-edge pool, spa, pickleball court, basketball court, expansive lawns, and countless outdoor gathering spaces create an environment where family and friends naturally want to linger. Inside, every space has been thoughtfully designed to feel both grand and welcoming. Multiple living areas, a sunroom with a fireplace, spacious bedrooms, and beautifully curated finishes throughout create a home that lives as comfortably as it entertains. Whether hosting intimate dinners, large celebrations, retreats, weddings, or simply enjoying a quiet evening under the stars, the property adapts effortlessly to every season of life. What makes this estate truly special is not simply its size, amenities, or breathtaking views. It is the feeling of possibility that exists here. It is a place where generations can gather, where children can run freely, where creativity can flourish, and where some of life's most meaningful moments naturally unfold. Rarely does a property combine luxury, privacy, functionality, and soul in such a remarkable way. 1630 Olinda Road is more than a home. It is a legacy property, an Upcountry sanctuary, and a once-in-a-lifetime opportunity to own one of Maui's truly exceptional estates.

4 Beds ⋅ 5 Baths ⋅ 409844 MLS ⋅ Fee Simple Tenure

Some properties are simply beautiful. Others leave you feeling something long after you’ve gone. Perched along the breathtaking slopes of Olinda Road on over 2 private acres, this extraordinary Upcountry estate is the kind of place people spend years hoping to find on Maui. Expansive yet deeply inviting, refined yet grounded, it offers a rare sense of peace and awe the moment you arrive. Towering skies, sweeping bi-coastal views, cool Olinda air, and the feeling of being completely surrounded by Maui’s natural beauty make this property truly unforgettable. Designed for gathering, celebrating, resting, and living fully, the estate offers a stunning 5,000+ sq ft main residence, attached apartment, detached cottage, and expansive barn/workspace creating an incredibly rare opportunity for multigenerational living, deep community, creativity, and connection. At the center of the home, the kitchen naturally draws people together with its breathtaking Spalted Mango island, custom cabinetry, artistic concrete countertops, and walls of windows framing Maui’s North and South Shores. It is easy to picture slow mornings with coffee as the clouds roll over Haleakala, long meals shared around the table, and evenings where conversations continue long after sunset. Outside, the grounds feel abundant and alive. Mature avocado trees produce some of the best avocados you will ever taste alongside thriving banana and citrus trees woven throughout the property. The infinity-edge pool, spa, pickleball court, basketball court, expansive lawns, and countless outdoor gathering spaces create an environment where family and friends naturally want to linger. Inside, every space has been thoughtfully designed to feel both grand and welcoming. Multiple living areas, a sunroom with a fireplace, spacious bedrooms, and beautifully curated finishes throughout create a home that lives as comfortably as it entertains. Whether hosting intimate dinners, large celebrations, retreats, weddings, or simply enjoying a quiet evening under the stars, the property adapts effortlessly to every season of life. What makes this estate truly special is not simply its size, amenities, or breathtaking views. It is the feeling of possibility that exists here. It is a place where generations can gather, where children can run freely, where creativity can flourish, and where some of life's most meaningful moments naturally unfold. Rarely does a property combine luxury, privacy, functionality, and soul in such a remarkable way. 1630 Olinda Road is more than a home. It is a legacy property, an Upcountry sanctuary, and a once-in-a-lifetime opportunity to own one of Maui's truly exceptional estates.

1630 Olinda Rd, Makawao

Listing courtesy of Keller Williams Realty Maui-Ka.

$2,800,000

265 Ohaoha Place offers the kind of Upcountry Maui lifestyle so many dream about. This spacious, single-level estate property is located in the gated community of Maunaolu Plantation Estates, ideally situated between historic Makawao Town and lively Paia Town. Set on 2 flat, usable, and beautifully manicured acres, the property is complimented by many mature fruit trees, creating a peaceful and inviting setting with ample room to enjoy wide-open space and island living. The approximately 2,456 sq ft main home features 4 bedrooms, 2 full baths, and 2 half baths, while the approximately 1,006 cottage built in 2021, offers 2 bedrooms, 2 full baths, and an expansive covered patio that serves as a true highlight for relaxed outdoor living. Both dwellings feature new roofs and owned PV solar, adding efficiency and long- term value. Rich with original charm, the property presents a wonderful opportunity for a new owner to make it their own. With nearby access to some of Maui’s most sought-after schools, beautiful Haleakala views, and endless space to dream and grow, 265 Ohaoha Place is a rare Upcountry offering.

4 Beds ⋅ 3 Baths ⋅ 409299 MLS ⋅ Fee Simple Tenure

265 Ohaoha Place offers the kind of Upcountry Maui lifestyle so many dream about. This spacious, single-level estate property is located in the gated community of Maunaolu Plantation Estates, ideally situated between historic Makawao Town and lively Paia Town. Set on 2 flat, usable, and beautifully manicured acres, the property is complimented by many mature fruit trees, creating a peaceful and inviting setting with ample room to enjoy wide-open space and island living. The approximately 2,456 sq ft main home features 4 bedrooms, 2 full baths, and 2 half baths, while the approximately 1,006 cottage built in 2021, offers 2 bedrooms, 2 full baths, and an expansive covered patio that serves as a true highlight for relaxed outdoor living. Both dwellings feature new roofs and owned PV solar, adding efficiency and long- term value. Rich with original charm, the property presents a wonderful opportunity for a new owner to make it their own. With nearby access to some of Maui’s most sought-after schools, beautiful Haleakala views, and endless space to dream and grow, 265 Ohaoha Place is a rare Upcountry offering.

265 Ohaoha Pl, Makawao

Listing courtesy of Island Sotheby's International Realty(M).

$2,550,000

Beautiful, ocean view Kama’aina estate ideally located in Lower Olinda…just ¼ mile to Seabury Hall. Completely remodeled, charming and elegant plantation-style home built in the 1939 has all the character of times gone by with the refined touches of today’s thoughtful upgrades. Wrap-around covered lanai overlooks the pool, spa, views and natural beauty of the grounds. Entry lanai opens to spacious living room with fir floors and fireplace. Bright & open kitchen and dining area are also positioned to enjoy the ocean and sunset views and also opens up to covered lanai. Upper level also features three bedrooms and one bath—including beautiful primary bedroom with private lanai. Completely remodeled downstairs works as an ideal guest quarters and features nice bedroom area, disappearing privacy doors, large bathroom, kitchenette and open living area with fireplace…from which you may step right out to pool area and spa. Enjoy the fruit and ambiance of having many mature trees. Nicely landscaped grounds feature design by Chris Curtis with automated sprinklers, large amazing fruit trees, irrigation and dramatic night lighting. Tasteful circular driveway welcomes you from the gated entry off of Olinda Road. Workshop/studio space with toilet/sink and outdoor shower off of garage. Solar hot water, Photo voltic grid-tie plus battery system and gas fireplaces. Abundant built in storage, book-cases and drawers. Mature & fruit trees include: mango, avocado, acai berry, lemon, lime, kukui, coffee, lychee, grapefruit, surnam cherry, tangerine, longuan, magnolia, coral & monkeypod. Completely fenced.

3 Beds ⋅ 2 Baths ⋅ 409252 MLS ⋅ Fee Simple Tenure

Beautiful, ocean view Kama’aina estate ideally located in Lower Olinda…just ¼ mile to Seabury Hall. Completely remodeled, charming and elegant plantation-style home built in the 1939 has all the character of times gone by with the refined touches of today’s thoughtful upgrades. Wrap-around covered lanai overlooks the pool, spa, views and natural beauty of the grounds. Entry lanai opens to spacious living room with fir floors and fireplace. Bright & open kitchen and dining area are also positioned to enjoy the ocean and sunset views and also opens up to covered lanai. Upper level also features three bedrooms and one bath—including beautiful primary bedroom with private lanai. Completely remodeled downstairs works as an ideal guest quarters and features nice bedroom area, disappearing privacy doors, large bathroom, kitchenette and open living area with fireplace…from which you may step right out to pool area and spa. Enjoy the fruit and ambiance of having many mature trees. Nicely landscaped grounds feature design by Chris Curtis with automated sprinklers, large amazing fruit trees, irrigation and dramatic night lighting. Tasteful circular driveway welcomes you from the gated entry off of Olinda Road. Workshop/studio space with toilet/sink and outdoor shower off of garage. Solar hot water, Photo voltic grid-tie plus battery system and gas fireplaces. Abundant built in storage, book-cases and drawers. Mature & fruit trees include: mango, avocado, acai berry, lemon, lime, kukui, coffee, lychee, grapefruit, surnam cherry, tangerine, longuan, magnolia, coral & monkeypod. Completely fenced.

690 Olinda Rd, Makawao

Listing courtesy of Island Sotheby's International Realty(M).

$2,500,000

Spanning 19.5 acres of rolling countryside on coveted Olinda Road, this remarkable Upcountry Maui property feels like a step back to a simpler time. Framed by expansive open land, mature trees, and the cool elevations of Olinda, the property embodies the charm and character of Maui’s ranching heritage while offering endless possibilities for its next chapter. At its heart sits a classic plantation-style homestead, rich with history and timeless appeal. Whether thoughtfully restored, expanded, or reimagined, the home provides a wonderful foundation for creating a legacy estate, working farm, or peaceful country retreat. As one wanders the grounds, you'll discover mature landscaping, established avocado and fruit trees, and a landscape that has been lovingly cultivated over the years. The land itself is both beautiful and functional, offering ample space for agriculture, animals, gardens, or simply enjoying the privacy and serenity of country living. Complementing the property are a spacious five-car carport, workshop, and agricultural studio, providing flexibility for ranching operations, equipment storage, creative pursuits, or entrepreneurial ventures. Surrounded by panoramic Upcountry beauty and conveniently located within one of Maui's most desirable locations, this property offers a rare opportunity to embrace and live Maui’s island lifestyle.

3 Beds ⋅ 2 Baths ⋅ 409998 MLS ⋅ Fee Simple Tenure

Spanning 19.5 acres of rolling countryside on coveted Olinda Road, this remarkable Upcountry Maui property feels like a step back to a simpler time. Framed by expansive open land, mature trees, and the cool elevations of Olinda, the property embodies the charm and character of Maui’s ranching heritage while offering endless possibilities for its next chapter. At its heart sits a classic plantation-style homestead, rich with history and timeless appeal. Whether thoughtfully restored, expanded, or reimagined, the home provides a wonderful foundation for creating a legacy estate, working farm, or peaceful country retreat. As one wanders the grounds, you'll discover mature landscaping, established avocado and fruit trees, and a landscape that has been lovingly cultivated over the years. The land itself is both beautiful and functional, offering ample space for agriculture, animals, gardens, or simply enjoying the privacy and serenity of country living. Complementing the property are a spacious five-car carport, workshop, and agricultural studio, providing flexibility for ranching operations, equipment storage, creative pursuits, or entrepreneurial ventures. Surrounded by panoramic Upcountry beauty and conveniently located within one of Maui's most desirable locations, this property offers a rare opportunity to embrace and live Maui’s island lifestyle.

1423 Olinda Rd, Makawao

Listing courtesy of Island Sotheby's International Realty(M).

$1,810,000

A rare 5-acre offering along the highly desired upper stretch of Olinda Road, this property delivers the kind of views and setting that define Upcountry living. Positioned beside Haleakala Ranch core lands, the acreage opens toward sweeping bi-coastal vistas, South Shore sunsets, and the rolling pastureland that makes Olinda so treasured. Framed by a striking jacaranda, a towering ficus, and mature landscaping that has evolved over decades, the land carries both history and potential. Multiple vantage points at higher elevations reveal some of the property’s most impressive outlooks—expansive, cinematic, and uniquely private. Improvements on the property include the main house, a secondary rental unit, and a separate art studio. These structures reflect the charm of an earlier era and offer flexible footprints for those looking to update or reimagine the spaces. Many buyers will approach the property with a vision for renovation or new construction to fully maximize the land’s potential. What remains highly valuable is the combination of acreage, established concrete infrastructure, County water service, and a remarkable setting rarely available in this part of Makawao/Olinda.

1 Beds ⋅ 2 Baths ⋅ 408071 MLS ⋅ Fee Simple Tenure

A rare 5-acre offering along the highly desired upper stretch of Olinda Road, this property delivers the kind of views and setting that define Upcountry living. Positioned beside Haleakala Ranch core lands, the acreage opens toward sweeping bi-coastal vistas, South Shore sunsets, and the rolling pastureland that makes Olinda so treasured. Framed by a striking jacaranda, a towering ficus, and mature landscaping that has evolved over decades, the land carries both history and potential. Multiple vantage points at higher elevations reveal some of the property’s most impressive outlooks—expansive, cinematic, and uniquely private. Improvements on the property include the main house, a secondary rental unit, and a separate art studio. These structures reflect the charm of an earlier era and offer flexible footprints for those looking to update or reimagine the spaces. Many buyers will approach the property with a vision for renovation or new construction to fully maximize the land’s potential. What remains highly valuable is the combination of acreage, established concrete infrastructure, County water service, and a remarkable setting rarely available in this part of Makawao/Olinda.

1854 Olinda Rd, Makawao

Listing courtesy of Island Sotheby's International Realty(M).

$1,800,000

Discover tranquility and ultimate privacy at this exceptional Upcountry Maui estate. Nestled on the slopes of Haleakala and bordered by a lush gulch, this 3,433 sqft residence and detached cottage are set on two sprawling acres, creating a serene personal retreat. Step into the main home and you will be greeted by an inviting atmosphere. With soaring vaulted ceilings and large picture windows that perfectly frame the expansive ocean views, you will feel like you have nowhere else to be. The recently remodeled kitchen allows you to seamlessly transition to outdoor living on the generous wrap-around lanai, and enjoy breathtaking sunsets year-round. The primary bedroom is on the main floor and the home also has a loft space, perfect for an art studio or yoga space. This home is both expansive, yet cozy, creating a perfect sanctuary. The lower level offers incredible flexibility with a spacious 2-bedroom, 1-bathroom suite, ideal for extended family or guests, as well as a detached cottage that is seperately metered, and has it's own driveway & entrance. Attached to the main home is a 1 car garage as well as a separate 2 car carport along with plenty of space for storage. This is a rare chance to own a versatile and secluded piece of paradise, where the beauty of Upcountry living unfolds around you.

3 Beds ⋅ 2 Baths ⋅ 406954 MLS ⋅ Fee Simple Tenure

Discover tranquility and ultimate privacy at this exceptional Upcountry Maui estate. Nestled on the slopes of Haleakala and bordered by a lush gulch, this 3,433 sqft residence and detached cottage are set on two sprawling acres, creating a serene personal retreat. Step into the main home and you will be greeted by an inviting atmosphere. With soaring vaulted ceilings and large picture windows that perfectly frame the expansive ocean views, you will feel like you have nowhere else to be. The recently remodeled kitchen allows you to seamlessly transition to outdoor living on the generous wrap-around lanai, and enjoy breathtaking sunsets year-round. The primary bedroom is on the main floor and the home also has a loft space, perfect for an art studio or yoga space. This home is both expansive, yet cozy, creating a perfect sanctuary. The lower level offers incredible flexibility with a spacious 2-bedroom, 1-bathroom suite, ideal for extended family or guests, as well as a detached cottage that is seperately metered, and has it's own driveway & entrance. Attached to the main home is a 1 car garage as well as a separate 2 car carport along with plenty of space for storage. This is a rare chance to own a versatile and secluded piece of paradise, where the beauty of Upcountry living unfolds around you.

1365 Piiholo Rd, Makawao

Listing courtesy of Keller Williams Realty Maui-Ka.

$1,728,215

Discover Hokuula in the quaint town of Haliimaile, nestled on the gentle slopes of Haleakala, overlooking Maui’s world-renowned Northshore coastline. Expansive ocean and mountain views will greet you from this soon to be Upcountry community of 196-single family homes. Featuring contemporary architecture with six unique, 4-bedroom models on lots of approximately 7,500 to 10,000 square feet. Hokuula offers a variety of diverse floor plans in single and two-story designs. In addition, ohana dwellings are available on various lots, providing even more versatility. Each home has been thoughtfully designed. This upstairs living F floor plan home has 4 bedrooms and 2.5 bathrooms. Features include an open floor plan, 9 foot ceilings, covered lanai, attached two car garage. Highlighted amenities consist of stainless-steel appliances, double paned windows, soft close cabinetry. A walking path around the perimeter of the community will provide another way to enjoy the panoramic views from Hali?imaile. Located just a few minutes from the modern conveniences of Kahului as well as the quaint charms of Paia and Makawao. This is truly a unique opportunity to own your piece of paradise on Maui, a wonderful place to call home. Developer reserves the right to modify floor plans, elevations, specifications, features, and prices without prior notice. Square footage and room sizes are approximate. All renderings and floor plans are conceptual and are not intended to be an actual depiction of the home, driveway, or landscaping. Prices vary between floor plan and lot selections along with view corridors. Buyer and Buyer's Agent to conduct due diligence.

4 Beds ⋅ 3 Baths ⋅ 409853 MLS ⋅ Fee Simple Tenure

Discover Hokuula in the quaint town of Haliimaile, nestled on the gentle slopes of Haleakala, overlooking Maui’s world-renowned Northshore coastline. Expansive ocean and mountain views will greet you from this soon to be Upcountry community of 196-single family homes. Featuring contemporary architecture with six unique, 4-bedroom models on lots of approximately 7,500 to 10,000 square feet. Hokuula offers a variety of diverse floor plans in single and two-story designs. In addition, ohana dwellings are available on various lots, providing even more versatility. Each home has been thoughtfully designed. This upstairs living F floor plan home has 4 bedrooms and 2.5 bathrooms. Features include an open floor plan, 9 foot ceilings, covered lanai, attached two car garage. Highlighted amenities consist of stainless-steel appliances, double paned windows, soft close cabinetry. A walking path around the perimeter of the community will provide another way to enjoy the panoramic views from Hali?imaile. Located just a few minutes from the modern conveniences of Kahului as well as the quaint charms of Paia and Makawao. This is truly a unique opportunity to own your piece of paradise on Maui, a wonderful place to call home. Developer reserves the right to modify floor plans, elevations, specifications, features, and prices without prior notice. Square footage and room sizes are approximate. All renderings and floor plans are conceptual and are not intended to be an actual depiction of the home, driveway, or landscaping. Prices vary between floor plan and lot selections along with view corridors. Buyer and Buyer's Agent to conduct due diligence.

43 Maiaku St Unit Lot 176, Makawao

Listing courtesy of Island Sotheby's International Realty(L).

$1,725,000

Sold before listed.

4 Beds ⋅ 3 Baths ⋅ 410620 MLS ⋅ Fee Simple Tenure

Sold before listed.

105 Hokupa St Unit 29, Makawao

Listing courtesy of Island Sotheby's International Realty(M).

$1,725,000

Discover Hokuula in the quaint town of Haliimaile, nestled on the gentle slopes of Haleakala, overlooking Maui’s world-renowned Northshore coastline. Expansive ocean and mountain views will greet you from this soon to be Upcountry community of 196-single family homes. This single-story Floor Plan A home with a detached 1 bedroom 1 bathroom Ohana is located on the highly desirable bottom row of the neighborhood, backing up to undeveloped agriculture zoned land. Features of this home include 4 bedrooms and 3 bathrooms with an open floor plan, 9-foot ceilings, covered lanai, and attached two car garage. Highlighted amenities consist of stainless-steel appliances, double paned windows, soft close cabinetry. A walking path around the perimeter of the community will provide another way to enjoy the panoramic views from Haliimaile. Located just a few minutes from the modern conveniences of Kahului as well as the quaint charms of Paia and Makawao. This is truly a unique opportunity to own your piece of paradise on Maui, a wonderful place to call home. Developer reserves the right to modify floor plans, elevations, specifications, features, and prices without prior notice. Square footage and room sizes are approximate. All renderings and floor plans are conceptual and are not intended to be an actual depiction of the home, driveway, or landscaping. Prices vary between floor plan and lot selections along with view corridors. Buyer and Buyer's Agent to conduct due diligence.

4 Beds ⋅ 3 Baths ⋅ 398923 MLS ⋅ Fee Simple Tenure

Discover Hokuula in the quaint town of Haliimaile, nestled on the gentle slopes of Haleakala, overlooking Maui’s world-renowned Northshore coastline. Expansive ocean and mountain views will greet you from this soon to be Upcountry community of 196-single family homes. This single-story Floor Plan A home with a detached 1 bedroom 1 bathroom Ohana is located on the highly desirable bottom row of the neighborhood, backing up to undeveloped agriculture zoned land. Features of this home include 4 bedrooms and 3 bathrooms with an open floor plan, 9-foot ceilings, covered lanai, and attached two car garage. Highlighted amenities consist of stainless-steel appliances, double paned windows, soft close cabinetry. A walking path around the perimeter of the community will provide another way to enjoy the panoramic views from Haliimaile. Located just a few minutes from the modern conveniences of Kahului as well as the quaint charms of Paia and Makawao. This is truly a unique opportunity to own your piece of paradise on Maui, a wonderful place to call home. Developer reserves the right to modify floor plans, elevations, specifications, features, and prices without prior notice. Square footage and room sizes are approximate. All renderings and floor plans are conceptual and are not intended to be an actual depiction of the home, driveway, or landscaping. Prices vary between floor plan and lot selections along with view corridors. Buyer and Buyer's Agent to conduct due diligence.

93 Hokupa St Unit Lot 28, Makawao

Listing courtesy of Island Sotheby's International Realty(L).

$1,725,000

Discover Hokuula in the quaint town of Haliimaile, nestled on the gentle slopes of Haleakala, overlooking Maui’s world-renowned Northshore coastline. Expansive ocean and mountain views will greet you from this soon to be Upcountry community of 196-single family homes. This single-story Floor Plan A home with a detached 1 bedroom 1 bathroom Ohana is located on the highly desirable bottom row of the neighborhood, backing up to undeveloped agriculture zoned land. Features of this home include 4 bedrooms and 3 bathrooms with an open floor plan, 9-foot ceilings, covered lanai, and attached two car garage. Highlighted amenities consist of stainless-steel appliances, double paned windows, soft close cabinetry. A walking path around the perimeter of the community will provide another way to enjoy the panoramic views from Haliimaile. Located just a few minutes from the modern conveniences of Kahului as well as the quaint charms of Paia and Makawao. This is truly a unique opportunity to own your piece of paradise on Maui, a wonderful place to call home. Developer reserves the right to modify floor plans, elevations, specifications, features, and prices without prior notice. Square footage and room sizes are approximate. All renderings and floor plans are conceptual and are not intended to be an actual depiction of the home, driveway, or landscaping. Prices vary between floor plan and lot selections along with view corridors. Buyer and Buyer's Agent to conduct due diligence.

4 Beds ⋅ 3 Baths ⋅ 398922 MLS ⋅ Fee Simple Tenure

Discover Hokuula in the quaint town of Haliimaile, nestled on the gentle slopes of Haleakala, overlooking Maui’s world-renowned Northshore coastline. Expansive ocean and mountain views will greet you from this soon to be Upcountry community of 196-single family homes. This single-story Floor Plan A home with a detached 1 bedroom 1 bathroom Ohana is located on the highly desirable bottom row of the neighborhood, backing up to undeveloped agriculture zoned land. Features of this home include 4 bedrooms and 3 bathrooms with an open floor plan, 9-foot ceilings, covered lanai, and attached two car garage. Highlighted amenities consist of stainless-steel appliances, double paned windows, soft close cabinetry. A walking path around the perimeter of the community will provide another way to enjoy the panoramic views from Haliimaile. Located just a few minutes from the modern conveniences of Kahului as well as the quaint charms of Paia and Makawao. This is truly a unique opportunity to own your piece of paradise on Maui, a wonderful place to call home. Developer reserves the right to modify floor plans, elevations, specifications, features, and prices without prior notice. Square footage and room sizes are approximate. All renderings and floor plans are conceptual and are not intended to be an actual depiction of the home, driveway, or landscaping. Prices vary between floor plan and lot selections along with view corridors. Buyer and Buyer's Agent to conduct due diligence.

85 Hokupa St Unit Lot 27, Makawao

Listing courtesy of Island Sotheby's International Realty(W).

$1,715,000

LUXURY UPSCALE Home in KULAMALU HILLTOP GATED COMMUNITY Available for purchase is this beautifully updated custom home located in the highly sought-after Kulamalu Hilltop neighborhood in Lower Kula. Tucked within a private gated enclave of only 12 custom residences, this exceptional home offers the perfect balance of Upcountry tranquility and everyday convenience. Enjoy walking distance to the popular Saturday Upcountry Farmers Market, restaurants, shops, and services, while maintaining quick access to schools (Seabury, Carden, Kamehameha, King Kekaulike, Waldorf), Kahului, and the rest of Maui. Inside, the spacious open-concept floor plan is filled with natural light and thoughtfully updated with designer finishes throughout. Recent improvements include a stunning remodeled fireplace, custom windows and trim, upgraded lighting, AC throughout, and modern fixtures that create a warm island aesthetic. The gourmet kitchen features extensive cabinetry, a large island, and seamless flow into the dining and living spaces—perfect for entertaining or everyday family living. The oversized primary master suite offers a peaceful retreat with abundant natural light and elegant finishes. Property Highlights: • Approximately 2,800 sq ft • Oversized two car garage • 3 Bedrooms, 2.5 Bathrooms • Private gated community with only 12 homes • Spacious open-concept floor plan • Remodeled designer fireplace feature wall • Custom windows, trim, and upgraded lighting • Split-system air conditioning • Gourmet kitchen with oversized island • Beautiful primary suite • Professionally landscaped fully fenced yard • Walking distance to Kulamalu Farmers Market • Convenient access to schools, shopping, dining, and the highway This is a rare opportunity to enjoy one of Upcountry Maui's most desirable neighborhoods in a thoughtfully upgraded custom home.

3 Beds ⋅ 3 Baths ⋅ 409975 MLS ⋅ Fee Simple Tenure

LUXURY UPSCALE Home in KULAMALU HILLTOP GATED COMMUNITY Available for purchase is this beautifully updated custom home located in the highly sought-after Kulamalu Hilltop neighborhood in Lower Kula. Tucked within a private gated enclave of only 12 custom residences, this exceptional home offers the perfect balance of Upcountry tranquility and everyday convenience. Enjoy walking distance to the popular Saturday Upcountry Farmers Market, restaurants, shops, and services, while maintaining quick access to schools (Seabury, Carden, Kamehameha, King Kekaulike, Waldorf), Kahului, and the rest of Maui. Inside, the spacious open-concept floor plan is filled with natural light and thoughtfully updated with designer finishes throughout. Recent improvements include a stunning remodeled fireplace, custom windows and trim, upgraded lighting, AC throughout, and modern fixtures that create a warm island aesthetic. The gourmet kitchen features extensive cabinetry, a large island, and seamless flow into the dining and living spaces—perfect for entertaining or everyday family living. The oversized primary master suite offers a peaceful retreat with abundant natural light and elegant finishes. Property Highlights: • Approximately 2,800 sq ft • Oversized two car garage • 3 Bedrooms, 2.5 Bathrooms • Private gated community with only 12 homes • Spacious open-concept floor plan • Remodeled designer fireplace feature wall • Custom windows, trim, and upgraded lighting • Split-system air conditioning • Gourmet kitchen with oversized island • Beautiful primary suite • Professionally landscaped fully fenced yard • Walking distance to Kulamalu Farmers Market • Convenient access to schools, shopping, dining, and the highway This is a rare opportunity to enjoy one of Upcountry Maui's most desirable neighborhoods in a thoughtfully upgraded custom home.

32 Ohia Lehua Pl, Makawao

Listing courtesy of Hawaii Life (W).

$1,695,000

Sold before listed

4 Beds ⋅ 3 Baths ⋅ 410639 MLS ⋅ Fee Simple Tenure

Sold before listed

117 Hokupa St Unit 30, Makawao

Listing courtesy of Island Sotheby's International Realty(L).

$1,690,000

Welcome to Maui Uplands, often considered the gem of Makawao. This quality-built 3-bedroom, 2-bath home, along with a separate 2-bedroom, 1-bath detached cottage, is set on beautifully landscaped grounds in one of Upcountry Maui’s most desirable communities. Surrounded by rock walls, fruit trees, and lush tropical plantings, the property is truly a gardener’s delight. Maui Uplands is unique offering underground utilities as well as a community center, pool, and tennis courts—adding to the appeal of this well-loved neighborhood. The home’s charming entrance invites you to linger on the comfortable covered lanai, where you can enjoy views of the garden and stone barbecue area. Inside, the hardwood floors and vaulted ceilings create a warm, airy sense of space. The open-concept kitchen, dining, and living areas, just off the lanai, provide an ideal setting for both entertaining and relaxed island living. The downstairs area offers flexible space suitable for a variety of uses. The 2-bedroom cottage, conveniently located near the property’s entrance, features its own private yard, deck, ample storage, and carport—offering comfort, privacy, and excellent potential for rental income.

3 Beds ⋅ 2 Baths ⋅ 409264 MLS ⋅ Fee Simple Tenure

Welcome to Maui Uplands, often considered the gem of Makawao. This quality-built 3-bedroom, 2-bath home, along with a separate 2-bedroom, 1-bath detached cottage, is set on beautifully landscaped grounds in one of Upcountry Maui’s most desirable communities. Surrounded by rock walls, fruit trees, and lush tropical plantings, the property is truly a gardener’s delight. Maui Uplands is unique offering underground utilities as well as a community center, pool, and tennis courts—adding to the appeal of this well-loved neighborhood. The home’s charming entrance invites you to linger on the comfortable covered lanai, where you can enjoy views of the garden and stone barbecue area. Inside, the hardwood floors and vaulted ceilings create a warm, airy sense of space. The open-concept kitchen, dining, and living areas, just off the lanai, provide an ideal setting for both entertaining and relaxed island living. The downstairs area offers flexible space suitable for a variety of uses. The 2-bedroom cottage, conveniently located near the property’s entrance, features its own private yard, deck, ample storage, and carport—offering comfort, privacy, and excellent potential for rental income.

250 Ulana St, Makawao

Listing courtesy of REMAX Hawaii Maui.

$1,645,000

Sold before listed.

4 Beds ⋅ 3 Baths ⋅ 409930 MLS ⋅ Fee Simple Tenure

Sold before listed.

45 Hokupa St Unit 24, Makawao

Listing courtesy of Island Sotheby's International Realty(M).

$1,595,000

Discover Hokuula in the quaint town of Haliimaile, nestled on the gentle slopes of Haleakala, overlooking Maui’s world-renowned Northshore coastline. Expansive ocean and mountain views will greet you from this soon to be Upcountry community of 196-single family homes. Featuring contemporary architecture with six unique, 4-bedroom models on lots of approximately 7,500 to 10,000 square feet. Hokuula offers a variety of diverse floor plans in single and two-story designs. In addition, ohana dwellings are available on various lots, providing even more versatility. Each home has been thoughtfully designed. This upstairs living design, D floor plan home, has 4 bedrooms and 3 bathrooms. Features include an open floor plan, 9 foot ceilings, covered lanai, attached two car garage. Highlighted amenities consist of stainless-steel appliances, double paned windows, soft close cabinetry. A walking path around the perimeter of the community will provide another way to enjoy the panoramic views from Haliimaile. Located just a few minutes from the modern conveniences of Kahului as well as the quaint charms of Paia and Makawao. This is truly a unique opportunity to own your piece of paradise on Maui, a wonderful place to call home. Developer reserves the right to modify floor plans, elevations, specifications, features, and prices without prior notice. Square footage and room sizes are approximate. All renderings and floor plans are conceptual and are not intended to be an actual depiction of the home, driveway, or landscaping. Prices vary between floor plan and lot selections along with view corridors. Buyer and Buyer's Agent to conduct due diligence.

4 Beds ⋅ 3 Baths ⋅ 397765 MLS ⋅ Fee Simple Tenure

Discover Hokuula in the quaint town of Haliimaile, nestled on the gentle slopes of Haleakala, overlooking Maui’s world-renowned Northshore coastline. Expansive ocean and mountain views will greet you from this soon to be Upcountry community of 196-single family homes. Featuring contemporary architecture with six unique, 4-bedroom models on lots of approximately 7,500 to 10,000 square feet. Hokuula offers a variety of diverse floor plans in single and two-story designs. In addition, ohana dwellings are available on various lots, providing even more versatility. Each home has been thoughtfully designed. This upstairs living design, D floor plan home, has 4 bedrooms and 3 bathrooms. Features include an open floor plan, 9 foot ceilings, covered lanai, attached two car garage. Highlighted amenities consist of stainless-steel appliances, double paned windows, soft close cabinetry. A walking path around the perimeter of the community will provide another way to enjoy the panoramic views from Haliimaile. Located just a few minutes from the modern conveniences of Kahului as well as the quaint charms of Paia and Makawao. This is truly a unique opportunity to own your piece of paradise on Maui, a wonderful place to call home. Developer reserves the right to modify floor plans, elevations, specifications, features, and prices without prior notice. Square footage and room sizes are approximate. All renderings and floor plans are conceptual and are not intended to be an actual depiction of the home, driveway, or landscaping. Prices vary between floor plan and lot selections along with view corridors. Buyer and Buyer's Agent to conduct due diligence.

20 Hokupa St Unit Lot 179, Makawao

Listing courtesy of Island Sotheby's International Realty(W).

$1,500,000

Secluded at the top of Olinda and surrounded by state forest, 115 Alaluana Road offers privacy and profound quiet above Makawao town. Set on 1.4 agricultural acres, this classic Frank Stiller pole home reflects decades of island living through its natural, lived-in character. The two-bedroom, two-bath residence spans 2,113 square feet across two connected, single-level living spaces. Vaulted open-beam ceilings, skylights, and broad windows draw sunlight and greenery indoors, while twin lofts add versatility. The flexible floor plan offers separate great rooms, each with a wood-burning stove, for hosting, working, or creative pursuits. An open-air entry courtyard welcomes you home, while wraparound decks invite outdoor living. The back lanai sets the stage for morning coffee, relaxed meals, sunset gatherings, and stargazing. Beyond the home, an open lawn and a blue-rock retaining wall define the outdoor space, while a 600-square-foot greenhouse with garden beds offers room for growing and hands-on projects. Beneath the main living area, 1,250 covered square feet provide workspace and storage, complemented by an outdoor shower. 115 Alaluana is a unique Upcountry retreat—offering adaptable living spaces, abundant room to work and create, and an intimate connection to nature for those seeking solitude.

2 Beds ⋅ 2 Baths ⋅ 410416 MLS ⋅ Fee Simple Tenure

Secluded at the top of Olinda and surrounded by state forest, 115 Alaluana Road offers privacy and profound quiet above Makawao town. Set on 1.4 agricultural acres, this classic Frank Stiller pole home reflects decades of island living through its natural, lived-in character. The two-bedroom, two-bath residence spans 2,113 square feet across two connected, single-level living spaces. Vaulted open-beam ceilings, skylights, and broad windows draw sunlight and greenery indoors, while twin lofts add versatility. The flexible floor plan offers separate great rooms, each with a wood-burning stove, for hosting, working, or creative pursuits. An open-air entry courtyard welcomes you home, while wraparound decks invite outdoor living. The back lanai sets the stage for morning coffee, relaxed meals, sunset gatherings, and stargazing. Beyond the home, an open lawn and a blue-rock retaining wall define the outdoor space, while a 600-square-foot greenhouse with garden beds offers room for growing and hands-on projects. Beneath the main living area, 1,250 covered square feet provide workspace and storage, complemented by an outdoor shower. 115 Alaluana is a unique Upcountry retreat—offering adaptable living spaces, abundant room to work and create, and an intimate connection to nature for those seeking solitude.

115 Alaluana Rd, Makawao

Listing courtesy of Compass-W.

$1,460,000

Welcome to your luxury upcountry home, just a short stroll to Makawao Town but worlds apart. This 4 bedroom, 3 bath house is located at the bottom of a gated driveway inside a master planned development, providing privacy and a "front row seat" on the panoramic, bi-coastal ocean views found there. Upstairs you will find the great room, 3 bedrooms, 2 baths and a spacious, partially covered deck (already roughed in for a hot tub) with elevated north and south shore views. The 4th bedroom and 3rd bath are located on the lower level with a family room and separate entrance, providing a flexible living space that is also perfect for extended family or guests. The spacious 2 car garage has storage alcoves for all the Maui toys, as well as a large workshop area and separate storage room inside. Two outdoor sheds provide additional storage. Other extras include an owned, 24 panel PV solar system on a net meter, a level 2 EV charger, and hard wired surround sound and deck speakers. This home is built to last with lpe decking, hardie board siding, and copper flashings on the exterior, along with bamboo and tiger wood flooring and natural stone interiors. It is sold turn-key, and includes high end custom furnishings. Owner's personal items inside the garage are excluded. This is a Residential CPR. Buyer and Buyer's Agent shall do their own due diligence regarding the use and structures on the property. Owner listed.

4 Beds ⋅ 3 Baths ⋅ 408002 MLS ⋅ Fee Simple Tenure

Welcome to your luxury upcountry home, just a short stroll to Makawao Town but worlds apart. This 4 bedroom, 3 bath house is located at the bottom of a gated driveway inside a master planned development, providing privacy and a "front row seat" on the panoramic, bi-coastal ocean views found there. Upstairs you will find the great room, 3 bedrooms, 2 baths and a spacious, partially covered deck (already roughed in for a hot tub) with elevated north and south shore views. The 4th bedroom and 3rd bath are located on the lower level with a family room and separate entrance, providing a flexible living space that is also perfect for extended family or guests. The spacious 2 car garage has storage alcoves for all the Maui toys, as well as a large workshop area and separate storage room inside. Two outdoor sheds provide additional storage. Other extras include an owned, 24 panel PV solar system on a net meter, a level 2 EV charger, and hard wired surround sound and deck speakers. This home is built to last with lpe decking, hardie board siding, and copper flashings on the exterior, along with bamboo and tiger wood flooring and natural stone interiors. It is sold turn-key, and includes high end custom furnishings. Owner's personal items inside the garage are excluded. This is a Residential CPR. Buyer and Buyer's Agent shall do their own due diligence regarding the use and structures on the property. Owner listed.

1115 Pookela Rd, Makawao

Listing courtesy of Coldwell Banker Island Prop-Ku.

$1,363,950

“Pending Continue To Show” Sellers accepting back up offers. Perched in the serene elevations of Upcountry Maui, this property combines breathtaking views with privacy and expansive land, offering exceptional potential for the future. At approximately 3,000 feet above sea level, it enjoys cool, crisp mountain air and a unique natural setting. Consisting of two separate TMKs totaling 1.14 acres. This Lindal Cedar residence offers three bedrooms and two bathrooms on approximately 0.20 acres, along with an adjacent 0.94-acre agricultural parcel that is currently seventh on the County water meter waitlist. Both parcels are being sold together, allowing flexibility for expansion, creative use, or long-term planning. The property embraces its surroundings with vaulted ceilings and large windows that capture views of mature trees and distant ocean scenery. With a wraparound deck, enjoy a warm and inviting interior with a strong connection to the outdoors. Featuring a welcoming open-concept layout, the home is designed for both effortless daily living and seamless entertaining. With the adjacent parcel, the property’s potential is elevated for agricultural use, thoughtful accommodation, or future expansion. Property is Pending continue to show. Sellers are open to taking any backup offers and/or showings.

3 Beds ⋅ 2 Baths ⋅ 408402 MLS ⋅ Fee Simple Tenure

“Pending Continue To Show” Sellers accepting back up offers. Perched in the serene elevations of Upcountry Maui, this property combines breathtaking views with privacy and expansive land, offering exceptional potential for the future. At approximately 3,000 feet above sea level, it enjoys cool, crisp mountain air and a unique natural setting. Consisting of two separate TMKs totaling 1.14 acres. This Lindal Cedar residence offers three bedrooms and two bathrooms on approximately 0.20 acres, along with an adjacent 0.94-acre agricultural parcel that is currently seventh on the County water meter waitlist. Both parcels are being sold together, allowing flexibility for expansion, creative use, or long-term planning. The property embraces its surroundings with vaulted ceilings and large windows that capture views of mature trees and distant ocean scenery. With a wraparound deck, enjoy a warm and inviting interior with a strong connection to the outdoors. Featuring a welcoming open-concept layout, the home is designed for both effortless daily living and seamless entertaining. With the adjacent parcel, the property’s potential is elevated for agricultural use, thoughtful accommodation, or future expansion. Property is Pending continue to show. Sellers are open to taking any backup offers and/or showings.

1733 Piiholo Rd Rd, Makawao

Listing courtesy of Ihu Properties LLC.

$1,211,000

Great opportunity to own a beautiful property in Makawao, priced to sell quickly! A precious 3 bed, 3 bath home on a 1/2 acre lot with close to 400 sq ft lanai, and large over-sized primary bedroom, new paint, renovated with new plumbing, new appliances, granite countertops, partial handicap access, separate downstairs Man Cave/family/game room, surf board shaping workshop, carport, fruit trees, sunset views, a must see! Call your favorite Realtor today!

3 Beds ⋅ 3 Baths ⋅ 410128 MLS ⋅ Fee Simple Tenure

Great opportunity to own a beautiful property in Makawao, priced to sell quickly! A precious 3 bed, 3 bath home on a 1/2 acre lot with close to 400 sq ft lanai, and large over-sized primary bedroom, new paint, renovated with new plumbing, new appliances, granite countertops, partial handicap access, separate downstairs Man Cave/family/game room, surf board shaping workshop, carport, fruit trees, sunset views, a must see! Call your favorite Realtor today!

80 Mokuahi St, Makawao

Listing courtesy of Keller Williams Realty Maui-Ka.

$1,100,000

Sold before List. Prime Commercial Location in Makawao Town with B-CT zoning consisting of two retail units of approximately 616 sf & 550 sf with parking.

410443 MLS ⋅ Fee Simple Tenure

Sold before List. Prime Commercial Location in Makawao Town with B-CT zoning consisting of two retail units of approximately 616 sf & 550 sf with parking.

1160 Makawao Ave, Makawao

Listing courtesy of Compass-W.

$1,085,000

This property is the Main house of a residential CPR. Built in 2021, this beautifully maintained 3-bedroom, 2.5-bath home offers the perfect blend of modern comfort and Upcountry convenience. Ideally situated in Pukalani with easy access to Haleakala Highway. The thoughtfully designed floor plan features bright, open living spaces, contemporary finishes, and a well-appointed kitchen with stainless steel appliances, creating a welcoming atmosphere for everyday living and entertaining. Step outside to a spacious yard with plenty of room for children, furry family members, gardening, or weekend gatherings. Additional highlights include a spacious two-car garage with a dedicated 220-volt outlet, making it ready for electric vehicle charging, along with ample room for storage and outdoor gear. A solar hot water system adds to the home’s energy-efficient features. Conveniently located near some of Upcountry Maui’s highly regarded schools, parks, shopping, dining, and recreational opportunities, this move-in-ready home offers quality construction, modern amenities, and the relaxed Upcountry lifestyle you’ve been searching for.

3 Beds ⋅ 3 Baths ⋅ 410426 MLS ⋅ Fee Simple Tenure

This property is the Main house of a residential CPR. Built in 2021, this beautifully maintained 3-bedroom, 2.5-bath home offers the perfect blend of modern comfort and Upcountry convenience. Ideally situated in Pukalani with easy access to Haleakala Highway. The thoughtfully designed floor plan features bright, open living spaces, contemporary finishes, and a well-appointed kitchen with stainless steel appliances, creating a welcoming atmosphere for everyday living and entertaining. Step outside to a spacious yard with plenty of room for children, furry family members, gardening, or weekend gatherings. Additional highlights include a spacious two-car garage with a dedicated 220-volt outlet, making it ready for electric vehicle charging, along with ample room for storage and outdoor gear. A solar hot water system adds to the home’s energy-efficient features. Conveniently located near some of Upcountry Maui’s highly regarded schools, parks, shopping, dining, and recreational opportunities, this move-in-ready home offers quality construction, modern amenities, and the relaxed Upcountry lifestyle you’ve been searching for.

136 Tam Yau Pl Unit 12H, Makawao

Listing courtesy of Island Sotheby's International Realty(M).

$1,078,000

Perched just above Makawao Town, 1131 Kehau Place captures the essence of Upcountry living with sweeping ocean and West Maui Mountain views, cool trade winds, and the convenience of being just minutes from schools, restaurants, shopping, and everyday essentials. This move-in-ready home has been thoughtfully updated with remodeled bathrooms and a refreshed kitchen featuring new stainless steel appliances. Large windows and inviting living spaces frame the stunning views, creating a seamless connection between indoor comfort and Maui’s natural beauty. Situated on a 5-bedroom septic system, the property offers flexibility and future potential. The lower level provides additional space that could serve a variety of uses, including a home office, guest quarters, or future expansion possibilities. Whether you’re enjoying morning coffee while taking in the panoramic views or unwinding at sunset as the West Maui Mountains glow in the distance, this property offers the perfect blend of privacy, convenience, and the Upcountry lifestyle that so many seek. Easy to show and ready for its next chapter.

3 Beds ⋅ 2 Baths ⋅ 410138 MLS ⋅ Fee Simple Tenure

Perched just above Makawao Town, 1131 Kehau Place captures the essence of Upcountry living with sweeping ocean and West Maui Mountain views, cool trade winds, and the convenience of being just minutes from schools, restaurants, shopping, and everyday essentials. This move-in-ready home has been thoughtfully updated with remodeled bathrooms and a refreshed kitchen featuring new stainless steel appliances. Large windows and inviting living spaces frame the stunning views, creating a seamless connection between indoor comfort and Maui’s natural beauty. Situated on a 5-bedroom septic system, the property offers flexibility and future potential. The lower level provides additional space that could serve a variety of uses, including a home office, guest quarters, or future expansion possibilities. Whether you’re enjoying morning coffee while taking in the panoramic views or unwinding at sunset as the West Maui Mountains glow in the distance, this property offers the perfect blend of privacy, convenience, and the Upcountry lifestyle that so many seek. Easy to show and ready for its next chapter.

1131 Kehau Pl, Makawao

Listing courtesy of Compass-W.

$1,020,000

Upcountry Maui living with many thoughtful upgrades and flexible space! 34 Alaluana Rd #B offers approximately 2,500 sq ft under roof, including a 960 sq ft upper level with 1 bed / 1 bath and open-concept layout. The remodeled kitchen and bath (2022) feature granite and marble countertops, bar seating island, built-in window seat, and a wood-burning fireplace for cozy Makawao evenings. In 2025, the upstairs was further refreshed with refinished wood floors, updated lighting, refinished doors, trim, baseboards, and countertops. Enjoy 704 sq ft of lanai space with a newly extended partially covered patio and freshly repainted deck for improved year-round indoor/outdoor living. The lower level offers over 1,500 sq ft of finished space with separate entrance and tall ceilings, conforming as shop/storage. Since 2022, improvements include added walls and windows for natural light, refinished floors, and additional lighting—creating exceptional flexibility for workshop, creative, or hobby use. Major maintenance items have been addressed, including exterior siding and rot repairs, deck and railing improvements, rebuilt exterior stairs, resealed front wall, and added fencing along Alaluana Road. The landscaped grounds feature mature fruit and ornamental trees (avocado, peach, guava, lemon, macadamia, coffee and more), a serene pond with goldfish, private hot tub, garden area, and chicken coop. Private, cool-climate setting just minutes to Makawao Town, Seabury Hall, King Kekaulike & Kamehameha Schools, and Makawao Forest Reserve. No HOA. This is a CPR’d property. This home is a MUST-SEE!

1 Beds ⋅ 1 Baths ⋅ 408900 MLS ⋅ Fee Simple Tenure

Upcountry Maui living with many thoughtful upgrades and flexible space! 34 Alaluana Rd #B offers approximately 2,500 sq ft under roof, including a 960 sq ft upper level with 1 bed / 1 bath and open-concept layout. The remodeled kitchen and bath (2022) feature granite and marble countertops, bar seating island, built-in window seat, and a wood-burning fireplace for cozy Makawao evenings. In 2025, the upstairs was further refreshed with refinished wood floors, updated lighting, refinished doors, trim, baseboards, and countertops. Enjoy 704 sq ft of lanai space with a newly extended partially covered patio and freshly repainted deck for improved year-round indoor/outdoor living. The lower level offers over 1,500 sq ft of finished space with separate entrance and tall ceilings, conforming as shop/storage. Since 2022, improvements include added walls and windows for natural light, refinished floors, and additional lighting—creating exceptional flexibility for workshop, creative, or hobby use. Major maintenance items have been addressed, including exterior siding and rot repairs, deck and railing improvements, rebuilt exterior stairs, resealed front wall, and added fencing along Alaluana Road. The landscaped grounds feature mature fruit and ornamental trees (avocado, peach, guava, lemon, macadamia, coffee and more), a serene pond with goldfish, private hot tub, garden area, and chicken coop. Private, cool-climate setting just minutes to Makawao Town, Seabury Hall, King Kekaulike & Kamehameha Schools, and Makawao Forest Reserve. No HOA. This is a CPR’d property. This home is a MUST-SEE!

34 Alaluana Rd Unit B, Makawao

Listing courtesy of Real Broker.

$1,010,000

Step into the charm of 270 Pau Hana Road, nestled in the peaceful heart of Makawao, Maui. This beautifully designed, contemporary 2-bedroom, 1-bathroom home effortlessly combines comfort and style. 744 square feet of inviting living space, (can be expanded to 1,500 sf) with an additional 312 square feet of covered lanai—ideal for soaking up Maui’s breathtaking beauty. Perched on over a half-acre of level, fully useable, CPRd land, this comfortable home offers plenty of room to unwind, entertain, or simply bask in privacy. From the lanai, delight in stunning sunsets, ocean vistas and views of Kahakuloa, while indoors, a thoughtfully crafted interior awaits. The chef’s kitchen is a standout, complemented by sleek, high-tech glass sliding doors that blur the line between indoor and outdoor living. Whether you’re savoring morning coffee with a view or hosting an intimate gathering under the stars, this home is ready to deliver the ultimate island lifestyle. Move-in-ready and brimming with tranquility, this is your chance to embrace Makawao's serene vibe and call this little slice of paradise your own. Don’t wait—your Maui retreat awaits!

2 Beds ⋅ 1 Baths ⋅ 409525 MLS ⋅ Fee Simple Tenure

Step into the charm of 270 Pau Hana Road, nestled in the peaceful heart of Makawao, Maui. This beautifully designed, contemporary 2-bedroom, 1-bathroom home effortlessly combines comfort and style. 744 square feet of inviting living space, (can be expanded to 1,500 sf) with an additional 312 square feet of covered lanai—ideal for soaking up Maui’s breathtaking beauty. Perched on over a half-acre of level, fully useable, CPRd land, this comfortable home offers plenty of room to unwind, entertain, or simply bask in privacy. From the lanai, delight in stunning sunsets, ocean vistas and views of Kahakuloa, while indoors, a thoughtfully crafted interior awaits. The chef’s kitchen is a standout, complemented by sleek, high-tech glass sliding doors that blur the line between indoor and outdoor living. Whether you’re savoring morning coffee with a view or hosting an intimate gathering under the stars, this home is ready to deliver the ultimate island lifestyle. Move-in-ready and brimming with tranquility, this is your chance to embrace Makawao's serene vibe and call this little slice of paradise your own. Don’t wait—your Maui retreat awaits!

270 Pau Hana Rd Unit B, Makawao

Listing courtesy of Compass-W.

$999,999

Nestled in the heart of charming Makawao town, 7 Hoolai St is a private sanctuary that blends island living with modern comfort. Surrounded by lush, tall hedges and secured with fencing and a gated entry, this 3-bedroom, 2-bath home offers both serenity and convenience. Step inside to discover a freshly painted interior with an inviting open floor plan, abundant natural light, and airy spaces designed for relaxed living. The large windows bring the outdoors in, while the gas range in the kitchen adds a practical yet stylish touch for home chefs. Outside, a spacious open lanai beckons for morning coffee, evening gatherings, or simply soaking in the peaceful surroundings. The beautifully landscaped yard showcases tropical touches, including some of the best banana plants you’ll ever find. This move-in-ready home also offers flexibility—configure part of the layout into a mother-in-law suite with its own living area and kitchenette, perfect for extended family or potential rental income. Need extra storage? The large storage building on the property has you covered. Enjoy the best of Makawao’s vibrant community while retreating to your own private oasis. This property is truly a rare find—don’t let it slip away!

3 Beds ⋅ 2 Baths ⋅ 409706 MLS ⋅ Fee Simple Tenure

Nestled in the heart of charming Makawao town, 7 Hoolai St is a private sanctuary that blends island living with modern comfort. Surrounded by lush, tall hedges and secured with fencing and a gated entry, this 3-bedroom, 2-bath home offers both serenity and convenience. Step inside to discover a freshly painted interior with an inviting open floor plan, abundant natural light, and airy spaces designed for relaxed living. The large windows bring the outdoors in, while the gas range in the kitchen adds a practical yet stylish touch for home chefs. Outside, a spacious open lanai beckons for morning coffee, evening gatherings, or simply soaking in the peaceful surroundings. The beautifully landscaped yard showcases tropical touches, including some of the best banana plants you’ll ever find. This move-in-ready home also offers flexibility—configure part of the layout into a mother-in-law suite with its own living area and kitchenette, perfect for extended family or potential rental income. Need extra storage? The large storage building on the property has you covered. Enjoy the best of Makawao’s vibrant community while retreating to your own private oasis. This property is truly a rare find—don’t let it slip away!

7 Hoolai St, Makawao

Listing courtesy of Compass-W.

$990,000

Welcome to 1123 Kehau Place — a timeless 3-bedroom, 2-bath plantation-style home nestled on a peaceful hillside just above historic Makawao Town. This classic residence with R-3 Zoning offers 1,392 sq ft of living space filled with warmth, character, and sweeping bi-coastal views that stretch to Moloka‘i. Step inside to find gorgeous hardwood floors, custom built-in cabinetry, and inviting wood accents that highlight the home’s old-world charm. The spacious kitchen, updated with slate tile flooring, granite counters, a center island, and crisp white cabinetry, balances plantation character with modern convenience — perfect for gatherings and home-cooked meals. Both bathrooms have been tastefully remodeled, one featuring a tub/shower with hibiscus tile accents, and the other boasting a walk-in shower, double sinks, and space to add your dream clawfoot tub. Set on a generous 11,250 sq ft lot, this property provides room for creativity and expansion — whether you envision a cottage, orchard, or lush tropical gardens. Enjoy morning coffee on the lanai while taking in the magnificent Upcountry breezes and panoramic views. With its quiet surroundings and close proximity to Makawao’s charming shops, galleries, cafes, and schools, this home offers the perfect blend of tranquility and close to town living. Whether you’re seeking a peaceful primary residence or a retreat steeped in Upcountry charm, this Makawao gem is not to be missed.

3 Beds ⋅ 1 Baths ⋅ 407239 MLS ⋅ Fee Simple Tenure

Welcome to 1123 Kehau Place — a timeless 3-bedroom, 2-bath plantation-style home nestled on a peaceful hillside just above historic Makawao Town. This classic residence with R-3 Zoning offers 1,392 sq ft of living space filled with warmth, character, and sweeping bi-coastal views that stretch to Moloka‘i. Step inside to find gorgeous hardwood floors, custom built-in cabinetry, and inviting wood accents that highlight the home’s old-world charm. The spacious kitchen, updated with slate tile flooring, granite counters, a center island, and crisp white cabinetry, balances plantation character with modern convenience — perfect for gatherings and home-cooked meals. Both bathrooms have been tastefully remodeled, one featuring a tub/shower with hibiscus tile accents, and the other boasting a walk-in shower, double sinks, and space to add your dream clawfoot tub. Set on a generous 11,250 sq ft lot, this property provides room for creativity and expansion — whether you envision a cottage, orchard, or lush tropical gardens. Enjoy morning coffee on the lanai while taking in the magnificent Upcountry breezes and panoramic views. With its quiet surroundings and close proximity to Makawao’s charming shops, galleries, cafes, and schools, this home offers the perfect blend of tranquility and close to town living. Whether you’re seeking a peaceful primary residence or a retreat steeped in Upcountry charm, this Makawao gem is not to be missed.

1123 Kehau Pl, Makawao

Listing courtesy of ENRG Realty.

$965,000

Welcome to Maui Uplands! This beautiful 2-bedroom, 2-bath home with views of the West Maui mountains was fully renovated in 2023. Luxury vinyl flooring, custom bathrooms, a bright and functional kitchen are just some of the wonderful features of this spacious 1,012 sqft home. Attic insulation was installed to maximize the efficiency of a new Bosch central AC and heating system for those hot summer days and cool upcountry winter mornings. A 200amp power upgrade was completed to the home in April of 2024 along with a Tesla Wall Charger. A privacy fence, brand new hot tub, and concrete slab are the icing on the cake to this sweet upcountry retreat. Maui Upland residents enjoy access to a private, gated pool and tennis courts. Whether you're relaxing indoors or taking in the Mountain views from your lanai, this home is designed to provide a comfortable and enjoyable living experience, making it a perfect place to call home. This is unit B of a CPR Property.

2 Beds ⋅ 2 Baths ⋅ 409078 MLS ⋅ Fee Simple Tenure

Welcome to Maui Uplands! This beautiful 2-bedroom, 2-bath home with views of the West Maui mountains was fully renovated in 2023. Luxury vinyl flooring, custom bathrooms, a bright and functional kitchen are just some of the wonderful features of this spacious 1,012 sqft home. Attic insulation was installed to maximize the efficiency of a new Bosch central AC and heating system for those hot summer days and cool upcountry winter mornings. A 200amp power upgrade was completed to the home in April of 2024 along with a Tesla Wall Charger. A privacy fence, brand new hot tub, and concrete slab are the icing on the cake to this sweet upcountry retreat. Maui Upland residents enjoy access to a private, gated pool and tennis courts. Whether you're relaxing indoors or taking in the Mountain views from your lanai, this home is designed to provide a comfortable and enjoyable living experience, making it a perfect place to call home. This is unit B of a CPR Property.

101 Ulana St Unit B, Makawao

Listing courtesy of Pacific Image Properties.

$930,000

Sold before listed.

2 Beds ⋅ 2 Baths ⋅ 410725 MLS ⋅ Fee Simple Tenure

Sold before listed.

530 Olinda Rd, Makawao

Listing courtesy of REMAX Hawaii Maui.

$900,000

Welcome to 1072 Aala Place, a charming upcountry property tucked away on a quiet cut-de-sac in the heart of Makawao and experience the perfect blend of comfort, privacy, and the cool Upcountry climate Maui is known for. Inside, you'll enjoy an abundance of natural light streaming through the large picture window overlooking the lush greenery. The open living space flows seamlessly into the kitchen and dining areas, creating an ideal setting for gatherings or relaxed everyday living. Generously sized bedrooms provide comfort and flexibility for family, guests, or a home office. Step outside to your peaceful backyard oasis, surrounded by lush fruit trees and vibrant tropical plants. The property sits on a spacious half acre lot with room for expansion. Located just minutes from Makawao Town's boutiques, cafes, a conveniences, and a short drive to Pukalani, Haiku and premier Upcountry schools, this home is positioned for both lifestyle and convenience. Call your favorite REALTOR to schedule a private showing of this must see property.

2 Beds ⋅ 1 Baths ⋅ 408346 MLS ⋅ Fee Simple Tenure

Welcome to 1072 Aala Place, a charming upcountry property tucked away on a quiet cut-de-sac in the heart of Makawao and experience the perfect blend of comfort, privacy, and the cool Upcountry climate Maui is known for. Inside, you'll enjoy an abundance of natural light streaming through the large picture window overlooking the lush greenery. The open living space flows seamlessly into the kitchen and dining areas, creating an ideal setting for gatherings or relaxed everyday living. Generously sized bedrooms provide comfort and flexibility for family, guests, or a home office. Step outside to your peaceful backyard oasis, surrounded by lush fruit trees and vibrant tropical plants. The property sits on a spacious half acre lot with room for expansion. Located just minutes from Makawao Town's boutiques, cafes, a conveniences, and a short drive to Pukalani, Haiku and premier Upcountry schools, this home is positioned for both lifestyle and convenience. Call your favorite REALTOR to schedule a private showing of this must see property.

1072 Aala Pl, Makawao

Listing courtesy of Real Broker.

$700,001

This 3 bedroom, 1 bathroom home offers approximately 1,132 square feet of interior living space and is situated on a spacious 8,730 square foot lot. Ready for renovation, this property presents an excellent opportunity for buyers looking to customize, improve, or invest in an Upcountry Maui property with potential. Conveniently located near Haliimaile General Store and a nearby community park, the property enjoys a desirable location with easy access to local dining, outdoor recreation, and everyday conveniences. Bring your vision and creativity to restore and transform this property into something truly special.

3 Beds ⋅ 1 Baths ⋅ 409542 MLS ⋅ Fee Simple Tenure

This 3 bedroom, 1 bathroom home offers approximately 1,132 square feet of interior living space and is situated on a spacious 8,730 square foot lot. Ready for renovation, this property presents an excellent opportunity for buyers looking to customize, improve, or invest in an Upcountry Maui property with potential. Conveniently located near Haliimaile General Store and a nearby community park, the property enjoys a desirable location with easy access to local dining, outdoor recreation, and everyday conveniences. Bring your vision and creativity to restore and transform this property into something truly special.

34 Paihua St, Makawao

Listing courtesy of Shore To Shore Realty, Inc..

How much is your home worth?

How much is your home worth?