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Makawao Real Estate
55 Listings

Older neighborhoods in beautiful Upcountry Makawao are island-style homes originally built for residents employed on the HC&S sugar plantation, Haleakala Ranch, and in town. Today, the charm of Makawao, Hali’imaile, and the paniolo culture still attracts buyers. However, with the tourism surge beginning in the 1970s, Upcountry Maui got “discovered,” and residential land became available. Larger homes were built on spacious lots and gated estates of two or more acres tucked on the slopes of Haleakalā. Expansive views of central Maui, the West Maui Mountains, and the North Shore are easily satisfied in buyers’ wish lists.

Prominently situated in Maunaolu Plantation, one of Maui’s most highly-desired gated communities, lies 15 Oheala Pl, an exceptional + timeless single-family home that redefines quintessential North Shore living. Comprising 2 beds and 2 baths, this idyllic residence boasts the utmost in finishes and details, meticulously manicured mature landscaping, and an unparalleled location, being that it’s halfway to Paia and Makawao. This property also enjoys jaw-dropping ocean and Haleakala views from every angle– an absolute dream! Meander along the driveway and find yourself enamored by the greenery that surrounds you. Follow the staircase to the home’s primary level and find yourself welcomed by a thoughtfully-designed open concept floor plan, that takes you from the modern kitchen into the primary living area, that unveils an oversized lanai and panoramic views of the pacific. The perfect space to enjoy a pau hana cocktail + Maui sunset! Newly renovated, the kitchen features ample counter space, tasteful marble finishes with high-end european fixtures, and stainless steel appliances. The master bedroom enjoys ample space and its own ensuite master marble-finish bathroom, with a spa-soaking tub and walk-in shower. The home is complete with an additional bedroom, office upstairs, single car garage and a separate storage bay. The awe continues outside, as this home is perched atop 2.2 pristine acres, with an open + beautiful gulch- the perfect place to enjoy paradise and quiet, serene, living– while also being perfect for pets to roam! Uniquely agriculturally-zoned, this property offers an array of potential + opportunities to build not only another home, but also a large garage / storage barn. The residence is surrounded by inspiring and mature growth trees and well maintained foliage. Centrally-located, this property is less than 10 minutes from Rodeo in Polo Grounds, Makawao and only a mere 15 minutes from world famous surf + windsurfing destinations in North Shore, including the renowned Ho’okipa beach. Moreover, this property enjoys unrivaled access to some of Maui’s most pristine, uncrowded beaches– perfect for surfing, swimming, kite, foil, windsurfing, you name it! Don’t miss out on the opportunity to own a residence built off of the utmost in refined living within a convenient and highly-sought after location, top-rated schools, and unmatched quality and design.

15 oheala pl, Makawao

Home in maunaolu plantation

$2,699,900 | 2 bd, 2 ba | 986 sqft

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Take a step back to simpler times in this Makawao home. When your neighbors were family and summer days were spent in the garden tending to your orchid & anthurium flowers. Community is key to this home, located on a close knit one lane road and just a leisure stroll to Historic Makawao Town. If you’ve spent any time in Makawao, you would know the weather here is a wonderful mix of sunshine, sprinkles and rainbows all year round. So ideal for backyard bbq’s, bountiful gardens and quality time with special people. This well-loved home is ready for the right owners who can relish in the beauty of life in delightful Makawao.

3580 kalua pl, Makawao

Home in makawao elementary

$499,000 | 2 bd, 1 ba | 800 sqft

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Welcome to 106 Koehana, a charming and serene 4-bedroom, 4-bathroom oasis nestled at the top of a cul-de-sac on the outskirts of the picturesque upcountry town of Makawao. This idyllic retreat backs onto open fields, offering the perfect blend of privacy and comfort. The bright and airy living space features high open beam ceilings and grand windows, allowing ample natural light as well as views of the surrounding fields and Haleakala as well as the North Shore with Kahakuloa and Molokai. The gourmet kitchen boasts stainless steel appliances, including an induction cooktop and a spacious butcher block island, perfect for entertaining and preparing delicious meals. Take a break in the giant bay window and nook with your favorite beverage and then step outside onto the lanai and immerse yourself in the tranquility of your private paradise. The spacious primary suite offers more big windows and plenty of natural light, with an ensuite bathroom that includes a dual sink vanity and soaking tub. The flexible floor plan is perfect for extended family and friends. Lightning fast fiber optic internet and the bonus top floor loft make for the perfect home office.The beautifully maintained yard offers ample space for relaxation, outdoor activities, and gardening. 106 Koehana's prime location delivers the best of all worlds—a peaceful, rural setting just minutes away from Makawao's charming boutiques, art galleries, and restaurants as well as Pukalani and its shopping to the west. Kahului and the North Shore beaches are just 15 minutes down the hill.

106 koehana pl, Makawao

Home in Makawao

$1,225,000 | 4 bd, 4 ba | 2,714 sqft

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Rare upcountry offering at this serene private cottage. Surrounded by an enchanting forest, it’s just a 10 minute drive up from Makawao town. Captivating North shore ocean views from the 576 SF covered, wraparound lanai. This spacious 729 SF, one bedroom, one bath, has vaulted cedar wood ceilings, granite countertops, and travertine tile throughout. Fresh paint in and out, 2 split AC units to keep you cool in the summer and cozy in the winter. This is unit B of the CPR property, & has over 3/4 (.8520) of an acre of agriculturally zoned land. There is a large fenced yard area for animals or a garden. Fruit trees in the yard include Citrus and Mango. Enjoy a separate fenced area with a deck for barbecues, fires, or just relaxing while taking in the majestic views. This is not a drive-by property. Please call for an appointment to view.

72 lumahai pl #b, Makawao

Home in Makawao

$998,000 | 1 bd, 1 ba | 729 sqft

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934 akaaka st, Makawao

Home in Makawao

$890,000 | 3 bd, 2 ba | 1,104 sqft

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Majestically sitting atop Maliko Point, you’ll find a private estate hidden behind a modern designed security gate with LED inlay lighting. Located on the North Shore of Maui, is a 2022 renovated 3 bedroom, 3 bath home inclusive with a 1500 sqft detached cottage totaling 5256 sqft of interior living on 1.35 acres. Sounds of the waves below, the incredible all encompassing 180 degree view of the Pacific Ocean, the stunning sunrise and sunset lit skies, and starry nights are some of the magic that this property offers. The home was renovated and redesigned by internationally renowned Architectural design firm LM Design Group Inc (LMDGI). Rich history behind the protected historical easement which borders the westerly side of the property. The estate is minutes from world renowned surf spots such as Ho'okipa and Jaws. Also minutes away from the charming town of Paia, full of boutiques and restaurants. In the other direction, you’ll find Haiku town, farmers markets, local eateries and fantastic hiking paths. Don’t miss the opportunity to own a rare Maui estate.

2175 hana highway, Haiku

Home in makawao

$12,000,000 | 3 bd, 3 ba | 3,756 sqft

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Ultimate location. Lower Olinda, just ¼ mile from Seabury Hall, a few minutes to Makawao, and easy access to Upcountry schools, services and forest walks. Property has charming and unique older structures, is located off of and has access from Olinda Road, and backs up to Haleakala Ranch. Three homes show on tax records: 1) the largest, built in 1920, was permitted as 5 bed/1 bath and tax records reflect 1534 sf. 2) Accessory Dwelling, built in 1927, 295 sf; and 3) Accessory Dwelling, built 1920, 2 rooms/1 bath, 422 sf. Strong rental income and good tenant history. Abundant, mature fruit trees (avocado, citrus, surinam cherry) and tropical foliage. Other improvements reflected on tax records include a garage.

580 olinda rd, Makawao

Home in lower olinda

$1,595,000 | 4 bd, 1 ba | 1,534 sqft

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Welcome to a rare offering in Kula 200. Here you will find this 3 bedroom, 2.5 bath Rustic Style solid old growth redwood/cedar wood home which is surrounded by greenery from the mature orchard of avocado, lychee, macadamia, papaya, orange, lime, longan, figs, coffee trees and more! The 1,400 sq. ft. wrap around deck offers the organic living style of the outdoors, where you can enjoy Bi-Coastal ocean and sunset views. The interior continues with the natural rough aged solid wood casual style living which includes a stone fire place, open beamed ceilings, skylights in the upper loft for stargazing. Simplicity, privacy, Home Sweet Home!

360 hoopalua dr, Makawao

Home in kula 200

$2,195,000 | 3 bd, 2 ba | 2,234 sqft

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Welcome to your quintessential plantation style home conveniently located in the heart of Makawao Town. Built in 1947 and completely remodeled in 2017, enjoy the old Hawaii style charm with the updated conveniences of new appliances, new luxury vinyl plank flooring, blinds and a freshly painted interior. This 4 bedroom, 3.5 bath home offers a rare investment property opportunity to live in the 3 bedroom, 2 bath main house and to rent out the attached studio. Three lanai's with Trex decking provide private outdoor living space, and the zero maintenance Syn Lawn front yard is fenced-in and surrounded by a hibiscus privacy hedge. A covered carport and two separate driveways provide ample parking. An additional locked storage room and a separate laundry room are attached to the carport. 34 Ai Street is ideally located just moments to boutique shops, cafes, restaurants, art galleries, schools and the Eddie Tam recreation fields in Makawao.

34 ai st, Makawao

Home in makawao town

$1,175,000 | 4 bd, 3 ba | 1,234 sqft

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Looking for an income-generating investment property or multi-generational living on a spacious lot within walking distance to Pukalani Park, stores, and restaurants in beautiful upcountry Maui? Look no further! Here you will find a three-bedroom, one-bath main house with an attached studio including a full bath and a detached three-bedroom, two-bath cottage nestled in a lush private half-acre lot. The main house has a large covered lanai, skylights in the kitchen and bathroom, a fireplace, built-in shelving, recessed lighting, hardwood floors, and natural light throughout, all with an ocean view, including the West Maui Mountains and Molokai. The attached studio Ohana has two private entrances and an entryway through the connected one-car garage and carport. With a private deck, it is well suited as a rental or mother-in-law suite. The detached cottage is found at the end of the driveway, with multiple parking spaces. This three-bedroom, two-full-bath detached cottage boasts a private deck with a laundry closet and a split-bedroom floor plan. The property is lush with greenery, mature trees, an irrigation system, fully fenced with a sliding gate entry and is equipped with a PV solar. You will find a well-constructed shed in the lower corner of the lot with storage space or extra space for creativity. In addition, near the main house, you will find a separate small deck with an ocean view and electricity, the perfect size for a hot tub. From the front of the property, you have spectacular views of Haleakala, truly giving Pukalani its name, the heavenly gate. This amazing upcountry opportunity will not last long! Schedule your private showing now!

148 ehilani st, Makawao

Home in Makawao

$1,425,000 | 3 bd, 2 ba | 1,214 sqft

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Absolutely gorgeous private paradise on 2.1 acres, only 2 miles from downtown Makawao. ALL FULLY RENOVATED AND MOVE IN READY. 2824 sf 4 bedroom, 4.5 bath contemporary main house, plus a 886 sf 2 bedroom, 2 bath contemporary detached cottage, and a separate detached 2 car garage ready for your toys, cars, etc. All on 2.1 acres of lush land with mature fruit trees with ample space for additional structures, pool? other?. The property is bordered by the Makawao Forest Preserve and boasts a variety of mature fruit trees including macadamia nut, guava, proteas, avocado, orange, lychee, mango, apple, pear, tangerine, lime, and banana. Everything is immaculate. The main house boasts a picture-perfect wrap-around lanai, inviting you to savor your morning coffee while taking in the breathtaking views and listening to the melody of birds singing. Upon entering the home, you'll be greeted by a light-filled great room with vaulted ceilings. The home has been beautifully renovated in a modern farmhouse style, featuring warm-oak LVP flooring, crisp white baseboards, black hardware and railings throughout, and three fireplaces (two gas and one wood-burning). The kitchen has been outfitted with new quartz countertops, shaker cabinets, and stainless steel appliances. The master suite is located on the first floor and features a newly renovated bathroom with a freestanding tub and walk-in rain shower. The property also includes a designated carport and ample parking. Close to the Montessori School, Seabury Hall, Carden Academy, and Waldorf Schools. Only minutes to beautiful hiking and mountain bike trails in the nearby forest and just a short drive to the charming town of Paia, Baldwin Beach, Baby Beach, the world-renowned surf destination Ho'okipa, and the Maui Country Club. Don’t miss this opportunity to own your own piece of paradise. With agricultural zoning, the options for creating your own homestead are endless. This property has not been CPR'd yet which could provide addition options for equity building. Please do not disturb. Showings by appointment only. Open to work with 1031 exchange investors.

1065 piiholo rd, Makawao

Home in olinda/makawao

$2,995,000 | 4 bd, 4 ba | 2,555 sqft

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Magical Piiholo where the farmers have been growing produce, trees and shrubs since 1936. There are 3 unique homes, an office, as well as an artist loft, and a Mega Greenhouse. Maintained with an eye for beauty, this special home is one of a kind. There is a viable business and income are available. Incredibly lush and private, with views from the mountain to the ocean. This is a must see. Building #1 is a 3/1 and is 865sf. Building #2 is 5/2.5 and is 1508sf. And Building #3 is 2/1 and is 816 sf.

2040 piiholo road, Makawao

Multi-dwelling in makawao

$1,999,999 | bd, 0 ba | sqft

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Magical Piiholo where the farmers have been growing produce, trees and shrubs since 1936. There are 3 unique homes, an office, as well as an artist loft, and a Mega Greenhouse. Maintained with an eye for beauty, this special home is one of a kind. There is a viable business and income are available. Incredibly lush and private, with views from the mountain to the ocean. This is a must see.

2040 piiholo rd, Makawao

Multi-dwelling in Makawao

$1,999,999 | bd, 2 ba | 865 sqft

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Great investment opportunity! Lots of potential in this Main house and detached cottage on just over a half acre in highly coveted Maui Uplands neighborhood....one of upcountry Maui's most desirable developments. Residents have access to a private clubhouse with pool, tennis courts and social areas. Situated on the slopes of Haleakala with just enough altitude to enjoy the cooler breezes and predictable weather. This property is situated on a gulch with many mature trees to create a very private feel. The main house has been updated with a granite kitchen, newer cabinetry and flooring throughout. New, high capacity septic system installed 2014. Currently being used as a rental/investment property that collects $6500/mo with lease in place on the main house. Cottage is month to month.

205 ulana st, Makawao

Home in maui uplands

$1,495,000 | 3 bd, 2 ba | 1,550 sqft

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Big Views from this elevated Residential CPR lot close to Pukalani town center and community pool. This listing includes the purchase of Unit B: TMK 2-2-3-030-013-0002 a 3,681 SF lot along with plans for a 719 SF Cottage with 177 SF lanai and 464 SF carport. In addition to the Cottage, a barn can be built on unit C.

37 alohi pl #unit c, Makawao

Land in Makawao

$499,000 | 18,587 sqft

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Welcome Home to the Jewel of the sought after Residences at Kulamalu. The premium finishes on this gorgeous Executive home include Mahogany trim, granite counters, reverse osmosis system to the kitchen sink and the ice maker, split system air conditioning, solid Maple cabinets, exquisite bar, custom ceiling in the upper gathering room, custom exterior trim, double French lead glass entry doors, a bonus office off the front of the home, a grand, stamped pavement driveway, AND A 3 CAR GARAGE. 2967 Aina Lani is a prime location, bordering the Pukalani golf course greenery, while featuring a beautiful covered lanai that's ideal for entertaining, lush and private landscaping, and a soothing hot tub. This is a rare opportunity to live in a very peaceful setting, close to private and public schools, shopping, Pukalani pool and community center, Marlow's, and Mahalo Aleworks. Location, location, location, and a beautiful, custom built home.

2967 aina lani dr, Makawao

Home in pukalani

$1,793,000 | 4 bd, 3 ba | 2,511 sqft

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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.

0 haliimaile rd #lot 153, Makawao

Home in haliimaile

$1,560,000 | 4 bd, 3 ba | 1,960 sqft

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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.

0 haliimaile rd #lot 179, Makawao

Home in haliimaile

$1,595,000 | 4 bd, 3 ba | 1,960 sqft

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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.

0 haliimaile rd #lot 173, Makawao

Home in haliimaile

$1,395,000 | 4 bd, 2 ba | 2,082 sqft

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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.

0 haliimaile rd #lot 175, Makawao

Home in haliimaile

$1,395,000 | 4 bd, 2 ba | 2,082 sqft

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