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$1,599,000
4 Beds ⋅ 2 Baths ⋅ 410773 MLS ⋅ ACTIVE Status
Over two acres on Makawao Avenue, held by the same owners for generations. The property sits up on a rise in the band between Pukalani and Makawao, with Haleakala above it and open sky in every direction. Cool mornings, usable ground, and a location that needs no explaining to anyone who knows upcountry. The parcel is zoned agricultural and largely open. Room for pasture, orchard, gardens, animals, or equipment, with space left over. A 4 bedroom, 2 bath home sits on the property and is ready to live in now. Makawao town and the shops and restaurants along Baldwin Avenue are minutes away, with Kahului a short drive down the hill. Over two acres fronting Makawao Avenue rarely becomes available, and property held this long tends to sell once and stay put. Come see it in person, since the size and the setting read differently on the ground than they do in photos. Contact your agent to schedule a private showing.

640 Makawao Ave, Makawao

Listing courtesy of Keller Williams Realty Maui-Ka.

$1,100,000
3 Beds ⋅ 2 Baths ⋅ 410627 MLS ⋅ ACTIVE Status
Welcome home to 742 Kekona Place, tucked into the heart of Makawao. If you love the charm of country living, the sense of community that comes with a small town, & the convenience of being approximately 20 minutes from the beach, this Upcountry home offers a wonderful blend of it all. Thoughtfully maintained and beautifully updated, 742 Kekona Place is a home where the attention to detail is immediately apparent. The kitchen was refreshed in 2026 with quartz countertops, high-end cabinetry, new lighting fixtures, & a bespoke backsplash inspired by the colors & movement of the sea. Automatic blinds add another thoughtful touch, bringing both convenience and a clean, modern feel to the home. The 500+ sqft garage has been transformed into the ultimate hangout space, creating an incredible extension of the home & an easy connection between indoor and outdoor living. Whether used as a game room, home gym, workshop, entertaining space, or the ultimate "mancave," it adds flexibility and plenty of room to spread out. Outside is where this property truly comes to life. Tropical landscaping, hot tub, ambient lighting, & multiple seating areas create a private backyard oasis that feels especially magical in the evenings. The front lanai wraps around the side of the home, offering even more space to relax outdoors, while a high-end fence accented with beautiful lighting adds privacy & a polished, resort-like feel. The location is equally special. Enjoy fast access to Makawao town with new sidewalks being built, as well as nearby Eddie Tam Park where a new playground is also being added. The Makawao Rodeo grounds are closeby too, putting some of Upcountry’s best-loved community spots right at your fingertips. Every corner of 742 Kekona Place has been thoughtfully enhanced with an eye toward comfort, function, & the smallest details. Come experience this special home for yourself & feel the magic of Makawao.

742 Kekona Pl, Makawao

Listing courtesy of Coldwell Banker Island Prop-Ku.

$795,000
3 Beds ⋅ 2 Baths ⋅ 410551 MLS ⋅ ACTIVE Status
Bring your vision and creativity to this fixer-upper opportunity in quaint Haliimaile town. The current structure is not livable and 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.

$835,000
4 Beds ⋅ 2 Baths ⋅ 410447 MLS ⋅ ACTIVE Status
Warm 4-bedroom, 2-bath home in the heart of Makawao! Conveniently located within walking distance to schools, parks, shopping, and local restaurants, this property offers the charm of Upcountry living in a well-established neighborhood where neighbors know and care for one another. Situated on a quiet, private street, the home provides a peaceful setting while remaining close to everyday conveniences. This longtime family home has been expanded over the years, creating additional living space. The improvements were completed without permits, and county records do not reflect the current configuration. Buyers are advised to conduct their own due diligence regarding the property's condition, improvements, and county records. Property is served by county water, a cesspool, and county trash service. Open House: Sunday, August 9, from 10:00 AM to 2:00 PM. Come explore the possibilities this centrally located Makawao home has to offer!

3566 Kalua Pl, Makawao

Listing courtesy of Tri-Isle Rlty & Dev Co Inc.

$1,169,000
4 Beds ⋅ 2 Baths ⋅ 410269 MLS ⋅ ACTIVE Status
Welcome to your dream home in the heart of the historic Haliimaile Plantation Village! This beautifully maintained 4-bedroom, 2-bathroom residence offers the perfect blend of Upcountry charm and incredible future potential. Step inside to discover a bright and versatile layout designed to adapt to your lifestyle. Whether you are looking for a spacious family home, an ideal setup for multigenerational living, or a savvy opportunity for potential rental income, this property accommodates it all with ease. The outdoor oasis is an absolute showstopper, boasting a fully fenced garden area that functions as a lush, edible paradise. Harvest your own fresh tropical fruit from a mature orchard featuring White Pirie Mango, Tango Mandarin, Ruby Star Grapefruit, Tahitian Lime, Dragonfruit, Purple Lilikoi, Apple Bananas, Mountain Apple, Kaffir Lime, Avocado, Papaya, and an impressive patch of 50 pineapple plants. The property also features a large chicken coop for farm-fresh eggs, a peaceful pond complete with fish and mature water plants, a wooden children's swingset, and a two-story wood play set. Whether you are relaxing on the shaded back patio or watching the kids play, this backyard is a private island sanctuary. What truly sets this property apart is an extraordinary, future-proof asset: the owners have fully approved permits in hand to build up! Skip the months of county delays and immediately expand your living space to capture breathtaking ocean and mountain views. Location! 40 Leie St places you just moments away from local favorites like the Haliimaile General Store, excellent schools, and the vibrant culture of Makawao town, all while being just a short drive down the hill to Maui’s North Shore beaches. Opportunities with this level of versatility, pre-approved growth potential, and sustainable lifestyle features rarely hit the Haliimaile market. 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.

$1,650,000
2 Beds ⋅ 2 Baths ⋅ 410267 MLS ⋅ ACTIVE Status
Follow the country road to the very top of Piiholo Road, where peaceful Upcountry living, privacy, and breathtaking surroundings await. Nestled on this exceptional 3 Acre property is a custom-crafted 2-bedroom bamboo home that blends natural beauty, sustainability, and timeless design. Bamboo is prized around the world for its strength, warmth, and renewable qualities, creating a truly unique living environment. A long ribbon driveway welcomes you to the home, where custom craftsmanship and thoughtful details create living spaces with views of the surrounding countryside and the ocean beyond. The property is well equipped with abundant potable water supplied by three 30,000-gallon water storage tanks, providing ample capacity for the home and agricultural uses. A spacious barn adds versatility, featuring a separate apartment and a large workshop currently used for woodworking. Whether you're looking for space to farm, create, work, or simply enjoy the Upcountry lifestyle, this property offers endless possibilities. An opportunity to own a private Maui property where craftsmanship, sustainability, and quiet country living come together. So peaceful!

156 Alaluana Rd, Makawao

Listing courtesy of Coldwell Banker Island Prop(P).

$989,000
3 Beds ⋅ 2 Baths ⋅ 409804 MLS ⋅ ACTIVE Status
Perched in coveted Upcountry Maui, this original Plantation-style 3-bedroom home captures breathtaking north and south shore views, sweeping across the entire Central Valley to the majestic West Maui Mountains. Large picture windows in the living room take in the huge view as does the kitchen window. A full bath adjoins the bedrooms while a half bath completes the laundry room. An enclosed patio opens up with patio doors to the living room and the large 2 car garage and work area. Rich with timeless charm and character, this property offers an incredible opportunity to restore and create one of the area's most desirable residences. Set up high on a spacious lot, the property features a magnificent mature monkeypod tree, expansive outdoor space, and endless potential for indoor-outdoor island living. With R-3 zoning, there is also the added possibility of constructing an additional dwelling, making this an exceptional investment or multigenerational opportunity. Bring your vision and transform this special property into a true Upcountry gem — where stunning views, classic Hawaiian charm, and future potential come together in one remarkable setting.

2840 Koea Pl, Makawao

Listing courtesy of Corcoran Pacific Properties.

$955,000
3 Beds ⋅ 2 Baths ⋅ 409182 MLS ⋅ ACTIVE Status
Now offered at an exceptional new price, this beautifully maintained single-level home is an incredible opportunity to own on a quiet cul-de-sac in the heart of Makawao. Filled with natural light and refreshing Upcountry breezes, this inviting 3-bedroom, 2-bath home features vaulted ceilings, wood flooring, owned photovoltaic panels, solar hot water and a functional layout designed for comfortable island living. Step outside to a spacious backyard that's perfect for entertaining, gardening or creating your own private outdoor retreat. The oversized two-car garage with soaring ceilings provides abundant storage and exciting potential for additional living space, offering flexibility to fit your future needs. Conveniently located just minutes from charming Makawao Town, Eddie Tam Park, schools, shopping and local dining and only about 15 minutes from Kahului and Maui's beautiful beaches, this home offers the perfect blend of Upcountry charm and everyday convenience. Offering exceptional value in the heart of Makawao, this home is priced to sell and ready for its next owner. Don't miss this incredible opportunity. Schedule your private showing today!

1088 Mamalu Pl, Makawao

Listing courtesy of Compass.

$1,125,000
3 Beds ⋅ 2 Baths ⋅ 408939 MLS ⋅ ACTIVE Status
Your whole family will have space in this energy efficient, turnkey, Bungalow Style, multi-level "Mini Mansion" It's nestled Upcountry on Haleakala. Walking distance to schools and Historical Makawao Town and short drive to town, beaches, and airport. 3 bedroom 2 baths can be divided into a separate 1 bd 1 ba attached ohana with private yard, kitchen, driveway, and entrance that easily could be rented. A new perimeter fence has created 5 enclosed unique yards. Living on a private road is safe for kids and pets. Extra large, tall carport with a workshop and observation deck on top with an incredible view creates one of the best spaces on the property. Pictures don't do it justice I'm able to email more detailed pictures I look forward to hearing from you. All comments, data is provided by seller or seller's representatives. Buyer to confirm all & hold all parties harmless from any discrepancy data in the mls and advertising. Limited Service–Data Entry Addendum signed by seller/s must be signed by buyer/s with Purchase Contract.

3586 Kalua Pl, Makawao

Listing courtesy of Nathalie Mullinix Rlty Universal Inc.

$1,399,000
3 Beds ⋅ 2 Baths ⋅ 408348 MLS ⋅ ACTIVE Status
Bring your vision to this peaceful Upcountry property nestled just below the cool cloud line of Upper Piiholo. Set on two (2) beautifully established acres, this three (3) bedroom two (2) bath home offers more than twenty six hundred (2600+) square feet of interior space along with views that create an inspiring backdrop for a thoughtful renovation. Native trees, tall pines, and fragrant eucalyptus surround this property, offering both privacy and a deep connection to the land. The home is ready for someone who appreciates character and craftsmanship and wants to restore it to its original charm. A generous wraparound deck already frames the exterior, inviting a seamless indoor and outdoor lifestyle. Inside, the main level features an open living, dining and kitchen area with vaulted ceilings and a striking stone accented fireplace. Two (2) bedrooms and a full bath completes this floor. The primary suite rests on the upper level, offering treetop views and natural light. The finished basement offers a one (1) car parking garage and a large room, perfect for a home office, home theatre or possibly a work out/yoga studio. With internet available and plenty of room to reimagine both indoor and outdoor spaces, this property is a rare opportunity to create something truly special. Whether you update the existing layout or transform it into a more modern Upcountry retreat, the setting and foundation are already in place. This much loved home is waiting for its next chapter.

2400 Piiholo Rd, Makawao

Listing courtesy of Coldwell Banker Island Prop(Ka).