Haliimaile Homes for Sale

Welcome to Haliimaile, a hidden gem nestled in the lush landscapes of Makawao, Maui. This charming neighborhood offers a unique blend of tranquil rural living while being just a stone's throw away from the vibrant culture and amenities of nearby towns. Renowned for its stunning views of the West Maui Mountains and its close-knit community, Haliimaile is a place where the spirit of Aloha thrives.

As you explore the neighborhood, you'll find a delightful mix of single-family homes that capture the essence of island living. Many properties boast expansive yards, perfect for family gatherings or simply soaking in the sun. The architecture reflects a harmonious blend of traditional Hawaiian style and modern comforts, providing a warm and inviting atmosphere. Homes for sale in Haliimaile often feature spacious interiors, beautiful gardens, and breathtaking views, making them ideal for those seeking a serene retreat.

One of the standout features of Haliimaile is its proximity to local attractions. Just a short drive away, you can enjoy the charming shops and eateries of Makawao, known for its artistic vibe and rich history. Outdoor enthusiasts will appreciate the nearby hiking trails, waterfalls, and the stunning beaches of Maui, offering endless opportunities for adventure.

Whether you're a first-time homebuyer or looking to invest in a piece of paradise, Haliimaile presents a unique opportunity to embrace the Maui lifestyle. With homes for sale that cater to a variety of tastes and budgets, your dream home awaits in this enchanting neighborhood. Come experience the magic of Haliimaile and discover why this community is truly one of a kind!

Newest Haliimaile Homes for Sale

$750,000

3 Beds ⋅ 2 Baths ⋅ 410551 MLS ⋅ Fee Simple Tenure

Bring your vision and creativity to this fixer-upper opportunity in quaint Haliimaile town. The current structure will require renovation and repairs. Ideal for investors and contractors. Please DO NOT ENTER the property without an appointment. Don't miss the opportunity to transform this property into something special. Information may differ from County records.

918 Hiilani St, Makawao

Listing courtesy of Realty 1st Inc.

$839,000

4 Beds ⋅ 3 Baths ⋅ 410310 MLS ⋅ Fee Simple Tenure

Where Potential Meets Pa'ina! This Hali'imaile property is currently situated as a single-story, 3-bedroom, 1.5-bath main home plus a 1-bedroom, 1-bath studio — 4 bedrooms and 2.5 baths total, split across two living spaces(and may have nonconformities, Buyers to do their due diligence.) Ideal for multigenerational living, rental income, or simply extra room to grow into. The original aluminum roof nods to the home's plantation-era roots, while the interior has been renovated and well maintained over the years — tile, vinyl & laminate bamboo flooring, updated cabinetry, granite counters, and an open kitchen-to-dining flow. This home wears its age honestly and needs some TLC, but the bones are solid and the potential is real. Outside, a covered carport leads to a shaded, plant-filled patio, and a deck off the back opens onto a spacious yard framed by banana trees & more. From a few spots around the home, you'll catch genuine peek-a-boo ocean views — a rare bonus at this price point. A neighborhood park sits just around the corner. The biggest opportunity: the lot is zoned R-1 Residential with Urban zoning, opening the door to build up to 2 additional accessory dwelling units (buyer to verify all zoning/ADU potential with the County). 27 Paina Street is an honest home with good bones and real upside, ready for an owner to bring it to its full potential. The property is currently tenant-occupied. Do not disturb tenants. Contact your go-to Realtor for more info today! The Owner is a licensed Realtor in the State of Hawai'i.

27 Paina St, Makawao

Listing courtesy of Real Broker.

$1,169,000

4 Beds ⋅ 2 Baths ⋅ 410269 MLS ⋅ Fee Simple Tenure

Welcome to Upcountry Maui and historic Hali?imaile Plantation Village. This beautifully maintained 4-bedroom, 2-bathroom home offers a versatile floor plan with two separate living areas, providing flexibility for a growing family, multigenerational living, guests, or additional living space. The home also features 12 leased photovoltaic (PV) panels, helping to offset electricity costs and add energy efficiency to the property. Outside, enjoy a private, fully fenced backyard that truly sets this property apart. The lush edible landscape includes mango, citrus, lilikoi, avocado, and an impressive pineapple patch, along with a large chicken coop, peaceful fish pond, and multi-level children's playsets. There is plenty of space to enjoy the outdoors, garden, entertain, and experience the slower pace of Upcountry living. Adding even more value is the property's future potential. County-approved permits are already in place for a second-story addition featuring an additional bedroom, bathroom, and private balcony. The approved plans provide the opportunity to expand the home to 5 bedrooms and 3 bathrooms while taking advantage of panoramic ocean and mountain views from the new upper level. A unique opportunity to own a well-maintained Upcountry home with flexible living space, a productive tropical yard, PV, privacy, and an approved path for future expansion—all in the historic community of Hali?imaile Plantation Village. Don’t miss your chance—contact your favorite Realtor today to schedule a private viewing!

40 Leie St, Makawao

Listing courtesy of Keller Williams Realty Maui-Ka.

$1,725,000

4 Beds ⋅ 3 Baths ⋅ 407513 MLS ⋅ Fee Simple Tenure

Discover Hoku’ula 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. Hoku’ula 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, split AC, rain gutters, 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.

139 Maiaku St Unit Lot 168, Makawao

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

$1,825,000

4 Beds ⋅ 3 Baths ⋅ 407512 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 single-story Floor Plan A home has 4 bedrooms and 3 bathrooms. Features include an open floor plan, 9 foot ceilings, split AC, rain gutters, 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.

179 Maiaku St Unit Lot 165, Makawao

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

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Based on information from the Multiple Listing Service of Hicentral MLS, Ltd. Listings last updated on . Information is deemed reliable but not guaranteed. Copyright: 2026 by HiCentral MLS, Ltd. IDX information is provided exclusively for consumers' personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.