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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).

$2,293,000

Nestled in the desirable Kualono neighborhood of Upcountry Maui, this remarkable 2018-built single-family home at 7 Lilinoe Place in Makawao offers approximately 3,284 square feet of luxurious space with 3 bedrooms, 2 living areas, office and 3.5 bathrooms on a generous 18,465-square-foot lot. Located on a quiet cul-de-sac, the property enjoys a central Upcountry location with close proximity to some of the island’s best schools, as well as easy access to both Kula and Haleakala Highways. Step inside to discover an entertainer’s delight, where thoughtful design and generous spaces flow seamlessly for hosting family and friends. The open layout is complemented by high-end finishes and abundant natural light throughout. One of the home’s most captivating features is its breathtaking bi-coastal views, offering sweeping panoramas that capture the magic of Maui from both ocean sides—an extraordinary rarity in Upcountry living. Whether enjoying morning coffee or evening sunsets, the vistas create a serene and inspiring backdrop for everyday life. A combination of air conditioning and whole-house fans ensure the most comfortable temperatures with minimal energy use year-round. Outside, the grounds shine with high-quality, meticulously maintained landscaping that transforms the large lot into a private oasis. Lush tropical plantings, thoughtful hardscaping, and expansive outdoor areas provide the ideal setting for al fresco dining, relaxation, or simply soaking in the beauty of the surrounding landscape. This stunning property represents an exceptional opportunity to own a modern, move-in-ready home in one of Maui’s most sought-after Upcountry enclaves. Experience the perfect blend of privacy, views, convenience, and island elegance.

3 Beds ⋅ 4 Baths ⋅ 409206 MLS ⋅ Fee Simple Tenure

Nestled in the desirable Kualono neighborhood of Upcountry Maui, this remarkable 2018-built single-family home at 7 Lilinoe Place in Makawao offers approximately 3,284 square feet of luxurious space with 3 bedrooms, 2 living areas, office and 3.5 bathrooms on a generous 18,465-square-foot lot. Located on a quiet cul-de-sac, the property enjoys a central Upcountry location with close proximity to some of the island’s best schools, as well as easy access to both Kula and Haleakala Highways. Step inside to discover an entertainer’s delight, where thoughtful design and generous spaces flow seamlessly for hosting family and friends. The open layout is complemented by high-end finishes and abundant natural light throughout. One of the home’s most captivating features is its breathtaking bi-coastal views, offering sweeping panoramas that capture the magic of Maui from both ocean sides—an extraordinary rarity in Upcountry living. Whether enjoying morning coffee or evening sunsets, the vistas create a serene and inspiring backdrop for everyday life. A combination of air conditioning and whole-house fans ensure the most comfortable temperatures with minimal energy use year-round. Outside, the grounds shine with high-quality, meticulously maintained landscaping that transforms the large lot into a private oasis. Lush tropical plantings, thoughtful hardscaping, and expansive outdoor areas provide the ideal setting for al fresco dining, relaxation, or simply soaking in the beauty of the surrounding landscape. This stunning property represents an exceptional opportunity to own a modern, move-in-ready home in one of Maui’s most sought-after Upcountry enclaves. Experience the perfect blend of privacy, views, convenience, and island elegance.

7 Lilinoe Pl, Makawao

Listing courtesy of Hawaiian Style Realty LLC.

$2,155,000

Tucked away on 2 lush, usable acres, this striking Upcountry home blends the warmth of an urban cabin with the clean lines of a modern farm cottage. Vaulted, wood-clad ceilings with exposed beams and skylights flood the interiors with natural light, highlighting rich eucalyptus walls, sleek blue-green cabinetry, and curated designer finishes throughout. The heart of the home is an open-concept kitchen and living area that spills effortlessly onto expansive lanais and garden patios—perfect for gathering or a quiet cup of coffee surrounded by nature. The stylish primary suite opens to private outdoor space and showcases thoughtful architectural detail with texture, tone, and flow in every direction. Beyond the home, this is a working organic farm complete with six greenhouses, a massive garage, walk-in cold storage, and a versatile ag office/workspace. Whether you’re a grower, creative, or someone seeking privacy and purpose, this is a rare lifestyle property that’s both inspiring and income-producing.

1 Beds ⋅ 2 Baths ⋅ 408070 MLS ⋅ Fee Simple Tenure

Tucked away on 2 lush, usable acres, this striking Upcountry home blends the warmth of an urban cabin with the clean lines of a modern farm cottage. Vaulted, wood-clad ceilings with exposed beams and skylights flood the interiors with natural light, highlighting rich eucalyptus walls, sleek blue-green cabinetry, and curated designer finishes throughout. The heart of the home is an open-concept kitchen and living area that spills effortlessly onto expansive lanais and garden patios—perfect for gathering or a quiet cup of coffee surrounded by nature. The stylish primary suite opens to private outdoor space and showcases thoughtful architectural detail with texture, tone, and flow in every direction. Beyond the home, this is a working organic farm complete with six greenhouses, a massive garage, walk-in cold storage, and a versatile ag office/workspace. Whether you’re a grower, creative, or someone seeking privacy and purpose, this is a rare lifestyle property that’s both inspiring and income-producing.

200 Hoopalua Dr, 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.

$1,775,000

Sold before listed.

4 Beds ⋅ 3 Baths ⋅ 411238 MLS ⋅ Fee Simple Tenure

Sold before listed.

141 Hokupa St Unit 32, Makawao

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

$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.

$1,395,000

Sold Before Listed

4 Beds ⋅ 2 Baths ⋅ 409870 MLS ⋅ Fee Simple Tenure

Sold Before Listed

2981 Aina Lani Dr, Makawao

Listing courtesy of Coldwell Banker Island Prop(S).

$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.

$1,350,000

Exceptional multi-generational living or investment opportunity in the heart of Pukalani! Situated on a generous 10,000 sq. ft. lot overlooking the 13th hole of the Pukalani Golf Course, this versatile property offers multiple living spaces, beautiful golf course views, and energy-efficient upgrades. The main residence features a beautifully remodeled single-level 3-bedroom, 2-bath home (updated in 2026) with modern finishes and comfortable living spaces. Upstairs, you'll find a spacious 880 sq. ft. 2-bedroom, 1-bath unit complete with a 176 sq. ft. covered deck, providing a peaceful setting to relax and enjoy the surrounding views. A separate 420 sq. ft. ground-level studio at the rear of the property is currently tenant-occupied, offering excellent income potential. The home is equipped with 62 owned photovoltaic (PV) panels and backup batteries, helping to reduce energy costs while providing added peace of mind. Whether you're looking for a primary residence with rental income, a multi-generational home, or an investment property, this unique Pukalani offering delivers flexibility, location, and value. Enjoy the convenience of Upcountry living with schools, shopping, dining, parks, and community amenities just minutes away.

5 Beds ⋅ 4 Baths ⋅ 410362 MLS ⋅ Fee Simple Tenure

Exceptional multi-generational living or investment opportunity in the heart of Pukalani! Situated on a generous 10,000 sq. ft. lot overlooking the 13th hole of the Pukalani Golf Course, this versatile property offers multiple living spaces, beautiful golf course views, and energy-efficient upgrades. The main residence features a beautifully remodeled single-level 3-bedroom, 2-bath home (updated in 2026) with modern finishes and comfortable living spaces. Upstairs, you'll find a spacious 880 sq. ft. 2-bedroom, 1-bath unit complete with a 176 sq. ft. covered deck, providing a peaceful setting to relax and enjoy the surrounding views. A separate 420 sq. ft. ground-level studio at the rear of the property is currently tenant-occupied, offering excellent income potential. The home is equipped with 62 owned photovoltaic (PV) panels and backup batteries, helping to reduce energy costs while providing added peace of mind. Whether you're looking for a primary residence with rental income, a multi-generational home, or an investment property, this unique Pukalani offering delivers flexibility, location, and value. Enjoy the convenience of Upcountry living with schools, shopping, dining, parks, and community amenities just minutes away.

2806 Iolani St, Makawao

Listing courtesy of Compass.

$1,350,000

On the fairway at Pukalani Country Club, with Cook pines lining the edges and the ocean visible on the horizon, 272 Hololani Street is the kind of Upcountry address that doesn't come up often. The covered lanai faces west toward the golf course, with North Shore and South Shore coastline visible in either direction. Sunsets here are a show, almost every night. The trees that line the golf course bring the birds, and the birds bring the mornings to life. A private pool sits just off the main living area. The setting is easy, open, and green in every direction. Twenty-two net-metered PV panels keep the bills in check. The two-car garage keeps the practical side covered. And Pukalani Country Club, with its cooler temperatures, sometimes uncrowded fairways, and community feel, keeps the lifestyle exactly where Upcountry buyers want it.

3 Beds ⋅ 2 Baths ⋅ 409143 MLS ⋅ Fee Simple Tenure

On the fairway at Pukalani Country Club, with Cook pines lining the edges and the ocean visible on the horizon, 272 Hololani Street is the kind of Upcountry address that doesn't come up often. The covered lanai faces west toward the golf course, with North Shore and South Shore coastline visible in either direction. Sunsets here are a show, almost every night. The trees that line the golf course bring the birds, and the birds bring the mornings to life. A private pool sits just off the main living area. The setting is easy, open, and green in every direction. Twenty-two net-metered PV panels keep the bills in check. The two-car garage keeps the practical side covered. And Pukalani Country Club, with its cooler temperatures, sometimes uncrowded fairways, and community feel, keeps the lifestyle exactly where Upcountry buyers want it.

272 Hololani St, Makawao

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

$1,305,000

Lovingly cared for by original owners, this property offers an abundance of storage/worksheds, carports, and endless possibilities. Situated on a spacious 18,700 sq. ft. lot, fenced on 3 sides, there is plenty of room to grow your own food and enjoy the Upcountry lifestyle. The main home is a single level 3 bedroom, 2 bath, residence featuring a large covered lanai, storage and carport. In addition, there is a detached 2 bedroom, 1 bath cottage with its own storage & carport. A third unit offers 1 bedroom, 1 bath, and a separate electric meter. Additional features include an owned PV system and a recently installed septic system. Conveniently located with easy access to town and upcountry amenities. Tax records may not match existing improvements; buyers and buyers' agent should conduct their own due diligence. Easy to show, wont last long. Tenant in one cottage donot walk the property without appointment.

3 Beds ⋅ 2 Baths ⋅ 409897 MLS ⋅ Fee Simple Tenure

Lovingly cared for by original owners, this property offers an abundance of storage/worksheds, carports, and endless possibilities. Situated on a spacious 18,700 sq. ft. lot, fenced on 3 sides, there is plenty of room to grow your own food and enjoy the Upcountry lifestyle. The main home is a single level 3 bedroom, 2 bath, residence featuring a large covered lanai, storage and carport. In addition, there is a detached 2 bedroom, 1 bath cottage with its own storage & carport. A third unit offers 1 bedroom, 1 bath, and a separate electric meter. Additional features include an owned PV system and a recently installed septic system. Conveniently located with easy access to town and upcountry amenities. Tax records may not match existing improvements; buyers and buyers' agent should conduct their own due diligence. Easy to show, wont last long. Tenant in one cottage donot walk the property without appointment.

3275 Kihapai Pl, Makawao

Listing courtesy of Chris Bakeman Realty LLC.

$1,285,000

Front Row on the 15th! Situated at the end of the 15th hole of Pukalani Golf Course, with impressive bi-coastal and fairway views, this 4-bedroom, 3-full bath split-level home with soaring ceilings has been genuinely invested in over time. A three-year-old roof with 50-year shingles, three split ACs intalled in 2024, photovoltaic with net metering to keep electric bills low, remote-controlled shades, an expansive 1-year-old wood deck and newer carpet and are the kind of upgrades that reflect real value. The bedrooms are generously sized, with two on the upper level and two on the lower level. The oversized 2-car garage has storage for all your hobbies. Outside, mature professionally-landscaped gardens surround the fenced-in yard and reveal years of cultivation. The house is not visible from the street and is set at the end of a long private drive. Homes with this combination of setting, condition, and views are rare.

4 Beds ⋅ 3 Baths ⋅ 409008 MLS ⋅ Fee Simple Tenure

Front Row on the 15th! Situated at the end of the 15th hole of Pukalani Golf Course, with impressive bi-coastal and fairway views, this 4-bedroom, 3-full bath split-level home with soaring ceilings has been genuinely invested in over time. A three-year-old roof with 50-year shingles, three split ACs intalled in 2024, photovoltaic with net metering to keep electric bills low, remote-controlled shades, an expansive 1-year-old wood deck and newer carpet and are the kind of upgrades that reflect real value. The bedrooms are generously sized, with two on the upper level and two on the lower level. The oversized 2-car garage has storage for all your hobbies. Outside, mature professionally-landscaped gardens surround the fenced-in yard and reveal years of cultivation. The house is not visible from the street and is set at the end of a long private drive. Homes with this combination of setting, condition, and views are rare.

240 Nalani St, Makawao

Listing courtesy of Keller Williams Realty Maui-Ka.

$1,230,000

Experience the best of Upcountry Maui with this beautifully updated single-level home overlooking the Pukalani Golf Course. Brand new flooring, interior paint, stylish light fixtures, and ceiling fans, this move-in-ready home offers comfortable island living in one of Maui's most sought-after communities. Enjoy stunning views of majestic Haleakala from the property while relaxing in the beautifully manicured yard, complete with mature Samoan coconut palms that create a peaceful tropical setting. The spacious two-car garage includes an additional storage area that is perfect for a workshop, hobby space, home gym, or extra storage. One of the unique benefits of this home is direct access to the Pukalani Golf Course, where residents can enjoy peaceful evening walks along the fairways after play has concluded. Pukalani's cool trade winds and ideal year-round climate are complemented by convenient access to Upcountry's charming restaurants, shopping, schools, and farmers markets. World-famous Hookipa Beach Park and Baldwin Beach are just a short drive away, offering the perfect combination of cool Upcountry living and Maui's beautiful North Shore beaches. Whether you're searching for a full-time residence or a peaceful island retreat, this thoughtfully updated home combines comfort, convenience, and the relaxed Maui lifestyle.

3 Beds ⋅ 2 Baths ⋅ 410120 MLS ⋅ Fee Simple Tenure

Experience the best of Upcountry Maui with this beautifully updated single-level home overlooking the Pukalani Golf Course. Brand new flooring, interior paint, stylish light fixtures, and ceiling fans, this move-in-ready home offers comfortable island living in one of Maui's most sought-after communities. Enjoy stunning views of majestic Haleakala from the property while relaxing in the beautifully manicured yard, complete with mature Samoan coconut palms that create a peaceful tropical setting. The spacious two-car garage includes an additional storage area that is perfect for a workshop, hobby space, home gym, or extra storage. One of the unique benefits of this home is direct access to the Pukalani Golf Course, where residents can enjoy peaceful evening walks along the fairways after play has concluded. Pukalani's cool trade winds and ideal year-round climate are complemented by convenient access to Upcountry's charming restaurants, shopping, schools, and farmers markets. World-famous Hookipa Beach Park and Baldwin Beach are just a short drive away, offering the perfect combination of cool Upcountry living and Maui's beautiful North Shore beaches. Whether you're searching for a full-time residence or a peaceful island retreat, this thoughtfully updated home combines comfort, convenience, and the relaxed Maui lifestyle.

246 Hololani St, Makawao

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

$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.

$1,124,000

Experience a true time capsule sanctuary in the cool climate of Pukalani. This beautifully preserved 1961 “island on an island” estate perfectly captures the essence of classic Hawai'i living. Impeccably maintained to its original vintage style, visitors frequently describe this property as a peaceful Shangri-la. Step into a bygone era of authentic island architecture while enjoying total peace of mind. This home features top-tier modern upgrades designed for longevity and sustainability. Upgrades include: a premium new standing seam roof, an eco-friendly, custom, high capacity, seamless rain gutter system that services 800 gallons of water catchment. Ultra durable, fire resistant, high-end composite siding. 14 panel solar system, equipped with Tesla battery. Designed entirely around the outdoor lifestyle, the backyard is a bustling food forest and tropical wonderland. The gardens are irrigated for effortless upkeep. Harvest fresh Mango, Avocado, Papaya, Guava, Lilikoi, Tangelo, Lemon, Ruby Red Grapefruit, and Valencia Orange. Pick fresh Red Flame and Thompson grapes, and harvest highly nutritious Moringa and Mamaki. Walk through a vibrant canopy of rare Jade Vine, 'Ohi'a Lehua, Hong Kong Orchid, fragrant Plumeria, exotic Ti’ and a plethora of orchids. Embrace the ultimate farm-to-table lifestyle right in your own backyard. This property features five expansive fully established above ground garden beds. Cultivate your own culinary herbs and vegetables just steps from your kitchen, offering a seamless transition from garden to gourmet dining. Fully fenced property for your pets and privacy. Not included in the main house, are 2 additional flex-spaces ready for your vision. This rare Pukalani treasure seamlessly blends historical charm, sustainability, and an agricultural paradise.

3 Beds ⋅ 1 Baths ⋅ 409996 MLS ⋅ Fee Simple Tenure

Experience a true time capsule sanctuary in the cool climate of Pukalani. This beautifully preserved 1961 “island on an island” estate perfectly captures the essence of classic Hawai'i living. Impeccably maintained to its original vintage style, visitors frequently describe this property as a peaceful Shangri-la. Step into a bygone era of authentic island architecture while enjoying total peace of mind. This home features top-tier modern upgrades designed for longevity and sustainability. Upgrades include: a premium new standing seam roof, an eco-friendly, custom, high capacity, seamless rain gutter system that services 800 gallons of water catchment. Ultra durable, fire resistant, high-end composite siding. 14 panel solar system, equipped with Tesla battery. Designed entirely around the outdoor lifestyle, the backyard is a bustling food forest and tropical wonderland. The gardens are irrigated for effortless upkeep. Harvest fresh Mango, Avocado, Papaya, Guava, Lilikoi, Tangelo, Lemon, Ruby Red Grapefruit, and Valencia Orange. Pick fresh Red Flame and Thompson grapes, and harvest highly nutritious Moringa and Mamaki. Walk through a vibrant canopy of rare Jade Vine, 'Ohi'a Lehua, Hong Kong Orchid, fragrant Plumeria, exotic Ti’ and a plethora of orchids. Embrace the ultimate farm-to-table lifestyle right in your own backyard. This property features five expansive fully established above ground garden beds. Cultivate your own culinary herbs and vegetables just steps from your kitchen, offering a seamless transition from garden to gourmet dining. Fully fenced property for your pets and privacy. Not included in the main house, are 2 additional flex-spaces ready for your vision. This rare Pukalani treasure seamlessly blends historical charm, sustainability, and an agricultural paradise.

44 Lino Pl, Makawao

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

$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.

How much is your home worth?

How much is your home worth?