Lovelymauihomes.com Search Results

172 Oliona St Unit 130, Makawao

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

Perched in the gentle hills of Pukalani, where cool Upcountry breezes meet sweeping island views, this newly reimagined estate captures the essence of modern Maui luxury and effortless island living. As you arrive, sunlight filters through a canopy of palms, and new tropical landscaping creates a graceful first impression. Designed with multiple entrances for flexible living, the home unfolds with effortless sophistication. Abundant windows bathe each space in natural light, framing the stunning island vistas beyond.The lower level offers a private retreat or secondary living area that can serve as a full primary suite or guest quarters. This level features two bedrooms, including a luxurious primary suite with a spa-inspired en-suite bath, complete with a soaking tub, dual-head waterfall shower, and expansive walk-in closet. A secondary living room, kitchenette with bar, additional bedroom, and full bath extend seamlessly to a private lanai, perfect for relaxing and taking in the surrounding beauty. Upstairs, airy open-concept living with vaulted ceilings and panoramic Upcountry views defines the main level. Featuring 3 additional bedrooms, and three full bathrooms, including two with private en-suites. Each upstairs bedroom enjoys direct lanai access, where mountain vistas, cool Upcountry breezes, and soft ocean glimpses complete the serene setting. The designer kitchen, with quartz waterfall countertops, quality cabinetry, premium appliances, and a large walk-in pantry with full sized washer and dryer, blends functionality with refined style. The kitchen flows effortlessly into the great room and out to the upper lanai, creating a seamless indoor-outdoor experience ideal for entertaining or simply watching the sky turn pink at sunset. With a 4-car garage, brand-new roof, and luxury finishes throughout, every detail of this home reflects thoughtful craftsmanship. Just moments from Pukalani Country Club, where morning tee times and scenic fairways await. as well as local cafés, schools, and hiking trails, this exceptional estate offers a rare blend of refined design, natural beauty, and relaxed island living.

5 Beds ⋅ 4 Baths ⋅ 407722 MLS ⋅ Fee Simple Tenure

Perched in the gentle hills of Pukalani, where cool Upcountry breezes meet sweeping island views, this newly reimagined estate captures the essence of modern Maui luxury and effortless island living. As you arrive, sunlight filters through a canopy of palms, and new tropical landscaping creates a graceful first impression. Designed with multiple entrances for flexible living, the home unfolds with effortless sophistication. Abundant windows bathe each space in natural light, framing the stunning island vistas beyond.The lower level offers a private retreat or secondary living area that can serve as a full primary suite or guest quarters. This level features two bedrooms, including a luxurious primary suite with a spa-inspired en-suite bath, complete with a soaking tub, dual-head waterfall shower, and expansive walk-in closet. A secondary living room, kitchenette with bar, additional bedroom, and full bath extend seamlessly to a private lanai, perfect for relaxing and taking in the surrounding beauty. Upstairs, airy open-concept living with vaulted ceilings and panoramic Upcountry views defines the main level. Featuring 3 additional bedrooms, and three full bathrooms, including two with private en-suites. Each upstairs bedroom enjoys direct lanai access, where mountain vistas, cool Upcountry breezes, and soft ocean glimpses complete the serene setting. The designer kitchen, with quartz waterfall countertops, quality cabinetry, premium appliances, and a large walk-in pantry with full sized washer and dryer, blends functionality with refined style. The kitchen flows effortlessly into the great room and out to the upper lanai, creating a seamless indoor-outdoor experience ideal for entertaining or simply watching the sky turn pink at sunset. With a 4-car garage, brand-new roof, and luxury finishes throughout, every detail of this home reflects thoughtful craftsmanship. Just moments from Pukalani Country Club, where morning tee times and scenic fairways await. as well as local cafés, schools, and hiking trails, this exceptional estate offers a rare blend of refined design, natural beauty, and relaxed island living.

346 Hiolani St, Makawao

Listing courtesy of Keller Williams Realty Maui-Ki.

$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).

$1,560,000

Sold before listed.

4 Beds ⋅ 3 Baths ⋅ 408483 MLS ⋅ Fee Simple Tenure

Sold before listed.

102 Maiaku St Unit 152, Makawao

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

$1,515,000

Sold before listed.

4 Beds ⋅ 3 Baths ⋅ 407904 MLS ⋅ Fee Simple Tenure

Sold before listed.

22 Maiaku St Unit 145, Makawao

Listing courtesy of Island Sotheby's Int'l Rlty(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.

$1,400,000

Enjoy space, flexibility, and privacy in this charming 3-bedroom, 2-bath home situated on 2 beautiful, useable, acres (not a CPR). Tucked away at the end of a cul-de-sac and bordered by a gulch, the setting feels peaceful and secluded. Inside, adaptable living areas easily accommodate a growing household, remote work, hobbies, or guests. The covered deck gives the feeling of indoor/ outdoor living and is a great place to entertain…..or curl up with a good book. Neat, clean and well-cared for, this home is move-in ready. And did I mention: it’s being sold furnished! Just bring your personal touches and enjoy.

3 Beds ⋅ 2 Baths ⋅ 408932 MLS ⋅ Fee Simple Tenure

Enjoy space, flexibility, and privacy in this charming 3-bedroom, 2-bath home situated on 2 beautiful, useable, acres (not a CPR). Tucked away at the end of a cul-de-sac and bordered by a gulch, the setting feels peaceful and secluded. Inside, adaptable living areas easily accommodate a growing household, remote work, hobbies, or guests. The covered deck gives the feeling of indoor/ outdoor living and is a great place to entertain…..or curl up with a good book. Neat, clean and well-cared for, this home is move-in ready. And did I mention: it’s being sold furnished! Just bring your personal touches and enjoy.

113 Ehu Iki Pl, Makawao

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

$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).

$1,395,000

Sold before listed.

4 Beds ⋅ 3 Baths ⋅ 408603 MLS ⋅ Fee Simple Tenure

Sold before listed.

118 Maiaku St Unit 153, Makawao

Listing courtesy of Island Sotheby's Int'l Rlty(W).

$1,395,000

Sold before listed.

4 Beds ⋅ 3 Baths ⋅ 408440 MLS ⋅ Fee Simple Tenure

Sold before listed.

91 Maiaku St Unit 172, Makawao

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

$1,395,000

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 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 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 ⋅ 397763 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 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.

55 Maiaku St Unit Lot 175, Makawao

Listing courtesy of Island Sotheby's Int'l Rlty(W).

$1,375,000

Sold before listed.

4 Beds ⋅ 3 Baths ⋅ 408680 MLS ⋅ Fee Simple Tenure

Sold before listed.

115 Maiaku St Unit 170, Makawao

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

$1,375,000

Welcome to true Upcountry Maui living in Makawao Ranch Acres! Tucked away at the end of a quiet cul-de-sac, this charming property features the main home, a detached cottage, and additional space above the garage. The fairly level lot includes both front and back yards, perfect for outdoor entertaining, gardening, and enjoying privacy. Inside, the main house showcases dramatic vaulted ceilings, a fireplace, and an open floor plan. The property is ideally located within walking distance of Historic Downtown Makawao’s galleries, restaurants, The Eddie Tam Memorial Recreation Center, Public Library, schools and a short drive to Kahului Airport, Paia, and Maui’s famed North Shore beaches. This rare Upcountry compound offers flexible living configurations—ideal for multi-generational living, a guest rental, or simply experiencing the Upcountry lifestyle.

3 Beds ⋅ 2 Baths ⋅ 407634 MLS ⋅ Fee Simple Tenure

Welcome to true Upcountry Maui living in Makawao Ranch Acres! Tucked away at the end of a quiet cul-de-sac, this charming property features the main home, a detached cottage, and additional space above the garage. The fairly level lot includes both front and back yards, perfect for outdoor entertaining, gardening, and enjoying privacy. Inside, the main house showcases dramatic vaulted ceilings, a fireplace, and an open floor plan. The property is ideally located within walking distance of Historic Downtown Makawao’s galleries, restaurants, The Eddie Tam Memorial Recreation Center, Public Library, schools and a short drive to Kahului Airport, Paia, and Maui’s famed North Shore beaches. This rare Upcountry compound offers flexible living configurations—ideal for multi-generational living, a guest rental, or simply experiencing the Upcountry lifestyle.

11 Keola Pl, Makawao

Listing courtesy of Commercial Prop of Maui LLC.

$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).

$1,325,000

Sold before listed

4 Beds ⋅ 3 Baths ⋅ 408790 MLS ⋅ Fee Simple Tenure

Sold before listed

127 Maiaku St Unit 169, Makawao

Listing courtesy of Island Sotheby's Int'l Rlty(W).

$1,325,000

Sold before listed.

4 Beds ⋅ 4 Baths ⋅ 408262 MLS ⋅ Fee Simple Tenure

Sold before listed.

67 Maiaku St Unit Lot 174, Makawao

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

$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.

$1,180,000

Nestled in the heart of charming Makawao, this versatile Maui home offers the perfect blend of space, privacy, and island lifestyle. Situated on a generous 10,000+ sq. ft. lot, the property features a 3-bedroom, 2-bath main residence upstairs filled with natural light and cool upcountry breezes. Downstairs, a 2 bedroom ohana provides flexible living options—ideal for extended family, guests, or potential rental income—while still maintaining a sense of privacy. The expansive lot offers room to garden, entertain, or simply enjoy the peaceful surroundings and open skies that Makawao is known for. Located in one of Maui’s most desirable upcountry communities, you’re just minutes from local schools, shops, restaurants, and the artistic charm of Makawao town, with cooler temperatures and a true neighborhood feel. This property presents a rare opportunity to enjoy multi-generational living or added income potential in a serene, sought-after setting. *A 3D Virtual Tour is available

3 Beds ⋅ 2 Baths ⋅ 408316 MLS ⋅ Fee Simple Tenure

Nestled in the heart of charming Makawao, this versatile Maui home offers the perfect blend of space, privacy, and island lifestyle. Situated on a generous 10,000+ sq. ft. lot, the property features a 3-bedroom, 2-bath main residence upstairs filled with natural light and cool upcountry breezes. Downstairs, a 2 bedroom ohana provides flexible living options—ideal for extended family, guests, or potential rental income—while still maintaining a sense of privacy. The expansive lot offers room to garden, entertain, or simply enjoy the peaceful surroundings and open skies that Makawao is known for. Located in one of Maui’s most desirable upcountry communities, you’re just minutes from local schools, shops, restaurants, and the artistic charm of Makawao town, with cooler temperatures and a true neighborhood feel. This property presents a rare opportunity to enjoy multi-generational living or added income potential in a serene, sought-after setting. *A 3D Virtual Tour is available

70 Munoz St, Makawao

Listing courtesy of Maui Property Managers LLC.

$1,150,000

Welcome to 3584 Baldwin Avenue in the heart of Makawao—where Upcountry charm meets thoughtful design and everyday comfort. This beautifully finished single-level 3-bedroom, 2-bath home offers an ideal blend of modern upgrades and classic country character, just steps from the shops and restaurants of Makawao Town. Inside, warm acacia engineered hardwood flooring flows seamlessly throughout, creating a cohesive and inviting feel. The kitchen is both stylish and functional, featuring stainless steel appliances, polished concrete countertops, hardwood cabinetry, and an oversized farmhouse sink—perfect for gathering, cooking, and entertaining. An efficient heat pump AC system, along with ceiling fans, ensures year-round comfort in Makawao’s sought-after climate. Step outside to enjoy the home’s welcoming oversized wraparound front deck, ideal for morning coffee, sunset conversations, or just taking in the Upcountry ambiance. Cedar shingle siding adds timeless appeal and enhances the home’s classic plantation aesthetic. A versatile bonus room with its own covered deck offers flexible space for a home office, studio, guest overflow, or creative retreat. This is an exceptional opportunity to own a move-in-ready home in one of Upcountry Maui’s most desirable and walkable towns. Some photos virtually staged.

3 Beds ⋅ 2 Baths ⋅ 408912 MLS ⋅ Fee Simple Tenure

Welcome to 3584 Baldwin Avenue in the heart of Makawao—where Upcountry charm meets thoughtful design and everyday comfort. This beautifully finished single-level 3-bedroom, 2-bath home offers an ideal blend of modern upgrades and classic country character, just steps from the shops and restaurants of Makawao Town. Inside, warm acacia engineered hardwood flooring flows seamlessly throughout, creating a cohesive and inviting feel. The kitchen is both stylish and functional, featuring stainless steel appliances, polished concrete countertops, hardwood cabinetry, and an oversized farmhouse sink—perfect for gathering, cooking, and entertaining. An efficient heat pump AC system, along with ceiling fans, ensures year-round comfort in Makawao’s sought-after climate. Step outside to enjoy the home’s welcoming oversized wraparound front deck, ideal for morning coffee, sunset conversations, or just taking in the Upcountry ambiance. Cedar shingle siding adds timeless appeal and enhances the home’s classic plantation aesthetic. A versatile bonus room with its own covered deck offers flexible space for a home office, studio, guest overflow, or creative retreat. This is an exceptional opportunity to own a move-in-ready home in one of Upcountry Maui’s most desirable and walkable towns. Some photos virtually staged.

3584 Baldwin Ave, Makawao

Listing courtesy of Compass-W.

$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.

$1,100,000

Discover a rare investment opportunity just steps away from the charming town of Makawao! This diverse property features 3 livable structures. A main house built in 1964, two separate cottages constructed in 1942, all currently tenant-occupied. In addition, there is a spacious Quonset hut. The Quonset hut presents versatility, suitable for a workshop, art studio, music studio, or additional storage. The homes are set amongst a lush, mature landscape with avocado trees, a variety of thriving citrus and bananas. A tropical ambiance and plenty of potential for fruitful harvests. This unique property layout is ideal for anyone seeking rental income, or multi-generational living arrangement. With existing tenants in place. Don't miss this unique opportunity to own a piece of paradise close to Makawao, where rural charm meets modern convenience!

2 Beds ⋅ 1 Baths ⋅ 408575 MLS ⋅ Fee Simple Tenure

Discover a rare investment opportunity just steps away from the charming town of Makawao! This diverse property features 3 livable structures. A main house built in 1964, two separate cottages constructed in 1942, all currently tenant-occupied. In addition, there is a spacious Quonset hut. The Quonset hut presents versatility, suitable for a workshop, art studio, music studio, or additional storage. The homes are set amongst a lush, mature landscape with avocado trees, a variety of thriving citrus and bananas. A tropical ambiance and plenty of potential for fruitful harvests. This unique property layout is ideal for anyone seeking rental income, or multi-generational living arrangement. With existing tenants in place. Don't miss this unique opportunity to own a piece of paradise close to Makawao, where rural charm meets modern convenience!

1260 Makawao Ave, Makawao

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

$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.

How much is your home worth?

How much is your home worth?