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845 Puapana Pl, Makawao
$808,000
2 Beds ⋅ 1 Baths ⋅ 411092 MLS ⋅ ACTIVE Status
Makawao Oasis, over 8800 sq. ft. lot, Haleakala View, Bananas galore, on a flag lot. Tiny home that lives large, approx. 400 sq. ft. 2 Loft bedrooms, (one king size, the other queen) incineration toilet, 35,000 gallon water catchment, spacious covered deck area approx. 12 ft. X 24 ft. deck approx. 20 ft X 30 ft. detached shed with deck approx.12X12. All Deck is similar to Trek. Fully insulated and weather protection. Mini-Split A/C and Heat. Washer/dryer and new on demand hot water heater. Tiny home built byTiny Mountain Homes in Oregon 2021. Electric connected to property. Private drive, avocado tree, jacaranda and other beautiful plants, a must see. Your Dream home oculd be built on the lot, and create peek a boo ocean views. Check with county zoning.

845 Puapana Pl, Makawao

Listing courtesy of Chris Bakeman Realty LLC.

1018 Ulele St Unit Unit B, Makawao
$744,000
2 Beds ⋅ 1 Baths ⋅ 411070 MLS ⋅ ACTIVE Status
Upcountry Cottage with Ocean Views & Open Yard This freestanding 2-bedroom, 1-bath cottage offers approximately 600 sq. ft. of living space and was renovated in 2023. The bright, open-concept kitchen and living area creates a welcoming atmosphere, with partial ocean views from both spaces. Updated vinyl flooring, kitchen appliances purchased in 2025, and a washer and dryer purchased in 2026 add to the home’s appeal. Enjoy the added convenience of a 200 sq. ft. carport, providing covered outdoor space, along with an open yard offering room to enjoy the fresh Upcountry air. Located just minutes from Makawao town’s shopping, dining, schools, and parks, this move-in-ready cottage combines everyday convenience with the cooler climate and relaxed lifestyle of Upcountry Maui. This is Unit B of a two-unit CPR. Don’t miss your chance to make this exceptional property your own—schedule a showing today!

1018 Ulele St Unit Unit B, Makawao

Listing courtesy of Keller Williams Realty Maui-Ka.

93 Piiholo Rd Unit B, Makawao
$725,000
411068 MLS ⋅ ACTIVE Status
This is a Residential Condo Property, Unit B of the Piiholo Meadows Condominium, and is approved for a cottage (farm dwelling of up to 1,500 square feet of living area). Ocean views stretch across Maui’s North Shore to the island of Molokai from these 3.550 acres of open Upcountry pasture on Piiholo Road in Makawao. The property offers convenient access, a manageable footprint, and views of the West Maui Mountains across the isthmus, making it well suited to a farm cottage, a garden-focused homestead, or a peaceful Upcountry retreat. Mornings here are cool and green, and evenings bring sunset light over the ocean and quiet. Makawao town is just minutes away, with galleries, boutiques, cafes, paniolo heritage, the Hui No’eau Visual Arts Center, and the local favorite, Komoda Bakery. Kahului, the airport, and Paia's beaches are an easy drive. Recorded subdivision CC&Rs include protected ocean-view corridors and architectural review, which help preserve the neighborhood’s character and views. There are no monthly HOA dues. The Piiholo area receives consistent Upcountry rainfall, making rainwater catchment a practical and widely used option. Agricultural zoning.

93 Piiholo Rd Unit B, Makawao

Listing courtesy of Compass-W.

93 Piiholo Rd Unit A, Makawao
$1,025,000
411067 MLS ⋅ ACTIVE Status
This is a Residential Condo Property, Unit A of the Piiholo Meadows Condominium, and is approved for the main house. Sweeping North Shore ocean views define this 12.007-acre property of rolling Upcountry pasture at the end of a quiet stretch of Piiholo Road in Makawao. From the main home site, the Pacific stretches across Maui’s North Shore to the island of Molokai on the horizon, with the West Maui Mountains across the isthmus. Turn around, and a lush, forested gulch wraps the back of the property, adding green views and natural privacy. A trail leads down from the pasture into scenic Maliko Gulch, whose streambed flows seasonally after Upcountry rains, a memorable walk right from your own land. Up top, roughly six and a half acres of open, usable pasture are ready for a home site, gardens, orchards, or horses. This is Upcountry living at its best: cool mornings, green hillsides, and ocean views that stretch for miles, yet only minutes from Makawao town, with its galleries, boutiques, cafes, the Hui No’eau Visual Arts Center, and the famous cream puffs at Komoda Bakery. Kahului, the airport, and the North Shore beaches of Paia are an easy drive. Recorded subdivision CC&Rs include protected ocean-view corridors and architectural review, which help preserve the neighborhood’s character and views. There are no monthly HOA dues. The Piiholo area receives consistent Upcountry rainfall, making rainwater catchment a practical and widely used option.

93 Piiholo Rd Unit A, Makawao

Listing courtesy of Compass-W.

1160 Ehu Rd, Makawao
$1,500,000
3 Beds ⋅ 2 Baths ⋅ 411002 MLS ⋅ ACTIVE Status
Enjoy the space, privacy and cooler climate of Upcountry living in this single-level 3-bedroom, 2-bath home set on 2.5 level, usable acres. High vaulted ceilings create an open, airy feel, while a wrap-around covered deck extends the living space outdoors and provides a comfortable setting to enjoy the peaceful surroundings. The fully fenced and gated property features an expansive green lawn with plenty of room to enjoy the acreage. A detached 2.5-car garage offers space for two vehicles plus a workshop, storage or hobby area. Privately situated yet easy to show, this Upcountry property combines comfortable single-level living with generous usable land and versatile outdoor space. Photos have been virtually staged. This is not a CPR. Zoning allows for 1 main house, a 2nd dwelling of up to 1,500 sf. (permitting conditions apply).

1160 Ehu Rd, Makawao

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

11 Huliamahi Pl Unit Unit B, Makawao
$750,000
411001 MLS ⋅ ACTIVE Status
Looking to build Upcountry? 11 Huliamahi Place offers a compelling combination of location, views, and usability. This B unit of a two-unit CPR offers an acre of gently sloped land, views of the ocean, Haleakala, and the West Maui Mountains, and entitlements to build a cottage of up to 1,500 square feet. There is plenty of space to build your home, grow a garden, and plant an orchard. Private water and underground utilities run to the land. There is a storage container for you to keep gardening tools, and building supplies before you build. The location is hard to beat for convenience and climate. It is just minutes away from Kulamalu. There you will find the Saturday Upcountry Farmer’s market, food trucks, Longs Drugs, Farm to Table food at Marlow, organic produce at Okoa Farms Store, and libations at the Lahaina Brewing Company. Other Upcountry restaurants, shops, and amenities are close by in Pukalani and Makawao Town. Central Maui and North Shore Beaches are just 15 minutes away. If you are interested in building your home and life Upcountry, contact your favorite Realtor to arrange a showing.

11 Huliamahi Pl Unit Unit B, Makawao

Listing courtesy of The Maui Real Estate Team Inc.

143 Leiohu Cir, Makawao
$2,641,000
3 Beds ⋅ 3 Baths ⋅ 410991 MLS ⋅ ACTIVE Status
Enjoy cool upcountry breezes, bicoastal views and the convenience of nearby Makawao Town in this thoughtfully upgraded ranch style residence. Situated in a gated community on a peaceful cul-de-sac, this home showcases quality upgrades and timeless finishes throughout including; cherry wood cabinetry, soft close drawers, gas cooktop, double ovens, new dishwasher and quartz countertops blending warmth and functionality. The home includes a gas fireplace, gas tankless water heater, 15 PV panels (leased, transferable to qualified buyer) and a Tesla charger delivering modern performance with island practicality. The outdoor space is equally inviting with established grapefruit, lemon and avocado trees. A beautiful home being offered furnished (with a separate bill of sale) , bring your personal touch and make 143 Lei‘ohu Circle your Maui Dream Home.

143 Leiohu Cir, Makawao

Listing courtesy of Keller Williams Realty Maui-Ki.

189 Hokupa St Unit Lot 36, Makawao
$1,525,000
4 Beds ⋅ 3 Baths ⋅ 410946 MLS ⋅ ACTIVE Status
Discover Hoku’ula in the charming town of Haliimaile, set on the mild slopes of Haleakala and overlooking Maui’s famous North Shore. Construction is underway, with an estimated completion date of November 2026. Expansive ocean and mountain views will greet you from this bottom row, two-story C floor plan home with 4 bedrooms and 2.5 bathrooms. Features include; 9 foot ceilings, open layout, covered lanai, and an attached two car garage. Notable amenities include; split air-condition, rain gutters, stainless-steel appliances, double paned windows, soft close cabinetry, upgraded carpet, upgraded LVP flooring, Kohler tubs, sinks and toilets. Located just minutes from Kahului’s modern conveniences and the quiet appeal of Paia and Makawao. This is truly a unique opportunity to own your piece of paradise on Maui, a wonderful place to call home. All renderings and floor plans are conceptual and are not intended to be an actual depiction of the home, driveway, or landscaping. Square footage and room sizes are approximate. Buyer and Buyer's Agent to conduct due diligence.

189 Hokupa St Unit Lot 36, Makawao

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

1199 Freitas Pl Pl, Makawao
$1,200,000
3 Beds ⋅ 2 Baths ⋅ 410916 MLS ⋅ ACTIVE Status
Up country living at its best downtown Makawao. Lightfilled 3 bed, 2 bath one story home, new vinyl windows throughout. Expansive living room that moves into a large entertainment room, & an additional room that leads to the covered patio. Enjoy the large fenced lot filled with an abundance of fruit trees, established hedge for privacy, & roomy tool shed. The main bath has been beautifully remodeled with custom tile, counter top, & storage. Kitchen boasts new countertops & tile backsplash. The original kitchen sink stainless steel with side boards, not to be missed. Huge 2 car garage with storage, laundry room & bath with furo. Detached cottage is approx. 660 st. ft with its own electric meter and carport. A blank canvas for you to make it your own. Easy to show. This location is close to the Makawao rest., shops, entertainment, famous Komoda Bakery, schools, gyms, and other amenities.

1199 Freitas Pl Pl, Makawao

Listing courtesy of Chris Bakeman Realty LLC.

640 Makawao Ave, Makawao
$1,549,000
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.

1102 Mailuna Pl, Makawao
$1,475,000
3 Beds ⋅ 3 Baths ⋅ 410602 MLS ⋅ ACTIVE Status
Tucked privately at the top of a cul-de-sac, this beautifully appointed 3-bedroom, 3-bath home plus office is a Makawao residence that offers a rare combination of thoughtful design, lush surroundings, private pool, intimate outdoor spaces, and an exceptionally flexible floor plan. The home feels both gracious and wonderfully easy to live in, with a sense of privacy and tranquillity that is increasingly difficult to find. Upstairs, an inviting living room is warmed by a cozy gas fireplace, while expansive windows draw in abundant natural light and frame the verdant surroundings. The kitchen and living spaces open naturally toward the home's vine-draped lanai on the lee side- the Owner's favorite place to gather, dine, and enjoy the sweet views toward Makawao sunsets. The spacious primary suite offers a private retreat, complete with built-in bookshelves and a serene sense of separation from the rest of the home. Downstairs feels like its own private world. Two additional bedrooms and an exceptionally generous second living room create a versatile configuration for guests, extended family, a home office, or live-in relatives. From the bedrooms, step directly onto your private lanai and toward the pool and gardens, creating an effortless connection to the outdoors. Outside, the beautifully landscaped grounds are designed for privacy and enjoyment. A fabulous intimate lap pool and cozy pool pavilion provides a peaceful focal point for this residence. For energy efficiency, the property is also equipped with 32 photovoltaic panels. The location is equally compelling. Enjoy the charm of Makawao town within walking distance, while Kahului and Baldwin Beach are approximately 20 minutes away. Here, thoughtful architecture, lush grounds, privacy, flexible living spaces, and an enviable Upcountry setting come together in a truly special property. A distinctive home with wonderful possibilities.

1102 Mailuna Pl, Makawao

Listing courtesy of Equity One Real Estate Inc (P).

918 Hiilani St, Makawao
$750,000
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 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.

30 Pahaa Pl, Makawao
$1,095,000
4 Beds ⋅ 3 Baths ⋅ 410550 MLS ⋅ ACTIVE Status
Welcome to 30 Paha‘a Place, a beautifully updated and exceptionally versatile Upcountry Maui home tucked away on a flag lot at the end of a quiet cul-de-sac in Pukalani. Situated on approximately ¼ acre, this private property offers generous indoor and outdoor living, a flexible floor plan, mature landscaping and numerous recent improvements, including nearly 1000 additional square feet of bonus living space with beautiful ocean views from the backyard and Haleakala views from the front yard. The bright and refreshed main residence features new interior paint and numerous updated doors, fixtures and finishes. The well-appointed kitchen offers cherry cabinetry, granite countertops, stainless steel appliances and gas cooking. Photovoltaic solar panels, solar hot water and seven split-system A/C units add comfort and energy efficiency throughout the property. A converted garage now serves as a spacious bonus room/gym with Murphy bed, offering flexible possibilities for recreation, work or guests. The attached nohana space has also been substantially upgraded with a remodeled kitchen and bathroom, stacked washer/dryer and an enclosed former porch creating additional usable space. Outside, a newly stained deck and patio overlook the spacious, fully fenced yard shaded by mature fruit trees, with two sheds providing additional storage and garden space. Multiple avocado trees, fig, citrus, banana, lime, dragonfruit, pineapple and a bountiful spice garden offers options for additional income, or just to enjoy the bounties of island living. Conveniently located near Pukalani and Makawao shopping, schools, parks and Upcountry amenities, and approximately 15 minutes from Kahului and the North Shore, 30 Paha‘a Place offers the space, flexibility and relaxed lifestyle that make Upcountry Maui living so special. Private. Updated. Versatile. Energy-conscious. And ready for its next chapter.

30 Pahaa Pl, Makawao

Listing courtesy of Keller Williams Realty Maui-Ka.

2759 Baldwin Ave Unit A, Makawao
$1,495,000
410547 MLS ⋅ ACTIVE Status
Owner financing is possible! Discover a rare opportunity to own approximately 11.3 acres in the peaceful Hali’imaile/Makawao area. This private agricultural-zoned Lot A CPR parcel offers ocean and mountain views, cool breezes, and a true Upcountry ranch feel. Located within the Kaluanui Ridge 7-lot subdivision, the property is conveniently positioned between Makawao and Paia, with approximately a 5-minute drive in either direction. At an elevation of about 1200 ft this area reportedly gets an average of about 59 inches of rainfall per year and mostly sunny days all year round. This spacious property offers the privacy, open space, and quiet rural lifestyle that make Upcountry Maui so desirable. The land is mostly fenced and includes an approx. one-acre fenced animal pasture, making it well suited for livestock, farming, homesteading, or creating your ideal Maui country retreat. The lot also borders a drainage reserve, providing additional privacy and a natural buffer. Two existing container home dwellings are already in place. The larger dwelling features 4 bedrooms, a kitchen, bathroom, 40ft storage container, off-grid solar system with 21 PV panels, inverter setup, and roughly 14 kWh of 48V battery storage, and an 800-gallon water catchment system. The second container dwelling includes 2 bedrooms, 1 bathroom, kitchen, and catchment system, with power available by generator or from the main solar setup. Enjoy privacy, acreage, views, and the peaceful beauty of Maui’s Upcountry lifestyle—all while remaining close to town, beaches, schools, shops, and conveniences.

2759 Baldwin Ave Unit A, Makawao

Listing courtesy of Hawaii Life (W).

29 Mikiola St, Makawao
$1,100,000
2 Beds ⋅ 1 Baths ⋅ 410471 MLS ⋅ ACTIVE Status
Large sunny easy to build one-half-acre lot with a two-bedroom one bath accessory dwelling. The location of the accessory dwelling towards the rear of the lot provides ample space for your new main dwelling and another accessory dwelling. Amazingly easy to build lot that is flat with multiple building sites to provide privacy and room for your desired home. Accessary dwelling is well maintained to allow living on site or rental income. Reroofed and deck repairs made. On the mauka side of Mikiola with some pine trees in the front, give you that country living feeling. Bearing trees on property include avocado, coconut, lime, and Lemon.

29 Mikiola St, Makawao

Listing courtesy of ZT Hawaii LLC.

3566 Kalua Pl, Makawao
$750,000
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.

185 Hololani St, Makawao
$1,239,000
3 Beds ⋅ 3 Baths ⋅ 410434 MLS ⋅ ACTIVE Status
Set atop a quarter-acre lot across from the 12th fairway in Pukalani Terrace, 185 Hololani Street offers the rare combination of move-in-ready comfort and future potential. The home features 3 bedrooms, 2.5 baths, plus a versatile bonus room ideal as a dedicated office or fourth bedroom, abundant storage, a separate storage room or workshop, and two carports with covered parking for up to three vehicles. A rare private sewer connection enhances the property's long-term flexibility, allowing you to fully enjoy and maximize the land without the constraints of a cesspool or septic system. Whether you envision a future cottage or ADU, expanded living space, or simply the luxury of a generous yard, the possibilities are yours to explore (subject to County approval). Just minutes from Pukalani Country Club, shopping, parks, historic Makawao town, Kulamalu Town Center & food trucks, and some of Maui's most distinguished private schools, this is Upcountry living with room to imagine more.

185 Hololani St, Makawao

Listing courtesy of Coldwell Banker Island Prop(S).

281 Maha Rd Unit Unit A, Makawao
$1,100,000
410399 MLS ⋅ ACTIVE Status
One of the most turnkey development opportunities in Upcountry Maui. This 1.8-acre vacant lot comes with its own three rare 5/8" county water meters and county-approved building plans for a main house with an attached ohana ready to break ground. Skip the years of waiting for the county, architectural fees, and uncertainty. Lot A is zoned R-3, which allows for a total of three homes of any size to be built. On level to gently sloping topography, the site offers sweeping views of the North Shore, Haleakala, and the West Maui Mountains. Tucked at the end of a quiet road, you get the peace of a private country setting while still being walking distance to the shops, restaurants, and charm of historic Makawao Town. Baldwin Beach is 10 minutes down the hill, and Costco and the airport are about 20 minutes away. At nearly 1,500 feet elevation, the weather is consistently cool and comfortable. Three water meters. R-3 zoning on nearly two acres. Approved plans in hand. Unit A of a 5.68 acre 3-unit CPR. The hidden gem you've been looking for!

281 Maha Rd Unit Unit A, Makawao

Listing courtesy of Coldwell Banker Island Prop-Ku.

305 Iini Way, Makawao
$1,333,333
4 Beds ⋅ 4 Baths ⋅ 410393 MLS ⋅ ACTIVE Status
In the Hawaiian language, Iini means "to desire, yearn for, or long for"—a fitting introduction to this tastefully renovated 4-bedroom, 3.5-bath home with a new shingle roof conveniently located in Makawao. The well-designed floor plan places the spacious living and dining areas at the center of the home, separating two bedrooms on each side to provide both privacy and functionality. The remodeled kitchen features custom cabinetry, a gas range, and a convenient pass-through window to the outdoor dining area, making entertaining a breeze. This versatile space can also serve as a covered carport when desired. Recent upgrades include luxury vinyl plank flooring, split A/C throughout, instant water heater shared by primary bath and 2nd bedroom bath, and numerous thoughtful updates throughout. Beyond the dining area, the covered pavilion and expansive interlocking deck tile patio create an inviting outdoor retreat with plenty of room for relaxing, entertaining, or enjoying Makawao's comfortable Upcountry climate. 305 Iini Way—a home you'll be longing to come home to.

305 Iini Way, Makawao

Listing courtesy of Equity One Real Estate Inc (M).

40 Leie St, Makawao
$1,169,000
4 Beds ⋅ 2 Baths ⋅ 410269 MLS ⋅ ACTIVE Status
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.

156 Alaluana Rd, Makawao
$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).

37 Pukiki Pl Unit B, Makawao
$999,000
2 Beds ⋅ 1 Baths ⋅ 410243 MLS ⋅ ACTIVE Status
Nestled on a private road, 37 Pukiki Place offers the peace, privacy, and tranquility that define Upcountry Maui living. This recently renovated single-level residence is located in one of Maui’s most sought-after microclimates, where cool trade winds, beautiful ocean and North Shore views, and a serene setting create an exceptional place to call home. Thoughtfully designed with an emphasis on indoor-outdoor living, the spacious 253 square foot covered lanai and enclosed carport provide the perfect space for entertaining, dining, or simply unwinding while enjoying the surrounding beauty. Recently CPR’d and complete with its own septic system, this move-in-ready home offers the ideal blend of comfort, functionality, and low-maintenance living. The fully fenced yard provides ample space for pets, gardening, and enjoying the Upcountry lifestyle, with room to create your own private oasis. Conveniently located just minutes from Makawao Town’s charming boutiques, local restaurants, cafés, and renowned art galleries, you’ll also appreciate easy access to Seabury Hall, Carden Academy, Montessori School of Maui, and many of the island’s top public and private schools. If you’ve been searching for the “right-sized” Upcountry home that combines privacy, convenience, breathtaking views, and a true sense of tranquility, 37 Pukiki Place delivers. This is a CPR Residential condo Unit #B.

37 Pukiki Pl Unit B, Makawao

Listing courtesy of Coldwell Banker Island Prop(S).

35 Pukiki Pl Unit A, Makawao
$1,350,000
6 Beds ⋅ 4 Baths ⋅ 410242 MLS ⋅ ACTIVE Status
Tucked away on a peaceful private road, 35 Pukiki Place presents a rare opportunity to enjoy the best of Upcountry Maui living in one of the island’s most desirable microclimates. Recently renovated, this expansive 6 bedroom, 4 bathroom residence captures refreshing trade winds, beautiful ocean and North Shore views, and the privacy and tranquility that make this area so special. This two-story home’s greatest asset is its remarkably versatile floor plan, thoughtfully designed to provide exceptional separation of living spaces, with separate entrances for both levels, that feels like getting two homes for the price of one. Whether accommodating multigenerational living, extended family, long-term guests, a private home office, creative studio, fitness space, or simply providing room for everyone to spread out, the possibilities are endless. Indoor and outdoor spaces blend seamlessly, creating an inviting setting for entertaining, gathering with family and friends, or enjoying peaceful mornings and cool Upcountry evenings surrounded by nature. The fenced yard offers ample room for pets, gardening, outdoor recreation, or creating your own private sanctuary. Recently CPR’d and move-in ready, this property offers flexibility rarely found in today’s market. Conveniently located just minutes from Makawao Town’s acclaimed restaurants, cafes, boutiques, and renowned art galleries, while also providing easy access to Seabury Hall, Carden Academy, Montessori School of Maui, and many of the island’s premier public and private schools. Whether you’re seeking room to grow, a flexible layout to fit your evolving lifestyle, or simply a peaceful retreat with room for everyone, 35 Pukiki Place delivers an exceptional combination of space, comfort, privacy, and convenience in one of Upcountry Maui’s most coveted locations. Experience the side of Maui where life slows down. This is a CPR Residential condo Unit #A.

35 Pukiki Pl Unit A, Makawao

Listing courtesy of Coldwell Banker Island Prop(S).

Alaluana Rd, Makawao
$550,000
410167 MLS ⋅ ACTIVE Status
Perched along desirable Alaluana Road in Olinda, this exceptional vacant parcel offers breathtaking mountain and ocean views in one of Upcountry Maui's most scenic locations. The dramatic sloped topography is enhanced by several terraces, creating visual interest and providing a unique setting for a custom home designed to complement the land's natural contours. The lower portion of the property is planted with renowned Hawaiian Koa hardwood trees, adding to the property's natural beauty and Upcountry character. Enjoy cool Olinda temperatures, spectacular sunsets, and panoramic vistas stretching from the slopes of Haleakala to the coastline. Overhead electricity is available, and catchment water systems are common in the area. Conveniently located just minutes from Makawao Town while offering the peace and privacy of Upcountry living. Buyer to conduct their own due diligence regarding water, utilities, building feasibility, grading requirements, access, and all development possibilities.

Alaluana Rd, Makawao

Listing courtesy of Hawaii Life (MA).

1740 Piiholo Rd, Makawao
$2,649,000
5 Beds ⋅ 4 Baths ⋅ 410159 MLS ⋅ ACTIVE Status
Crest the rolling hills and you’ll discover this breathtaking Upcountry Maui estate: a one-of-a-kind property with a rare combination of privacy, expansive space, and timeless charm. The property lies on 4.38 acres of vibrant, open land. It could be your own little oasis, with lush landscaping and tranquility within a short driving distance to charming Makawao Town. The main residence is custom-built with rich redwood walls on both the interior and exterior, a dramatic fireplace hearth formed from black lava rock, teak bannisters, and other handcrafted architectural details throughout. The brand-new deck stretches around the home, providing glorious views of both the mountains and the North Shore. This home was built with love, and the living experience is sure to be warm and absolutely unforgettable. Beyond the primary residence, this property boasts a separate cottage with its own private entrance. This second dwelling offers exceptional flexibility for guests, extended family, or even rental potential.

1740 Piiholo Rd, Makawao

Listing courtesy of Coldwell Banker Island Prop(S).

2350 Baldwin Ave Unit B, Makawao
$4,400,000
2 Beds ⋅ 3 Baths ⋅ 410147 MLS ⋅ ACTIVE Status
Located in Baldwin Ranch Estates, this property is a refined expression of contemporary plantation coastal design, where timeless architecture and effortless indoor-outdoor living come together against a backdrop of sweeping ocean and West Maui Mountain views. Designed by Jeff Lundahl, the residence is oriented to capture Maui's natural beauty from nearly every room, with expansive pocketing doors opening to an oversized covered lanai that becomes a seamless extension of the living space. The gated entry to resort-inspired grounds are designed for both relaxation and entertaining, featuring a sparkling pool, a pool cabana with a lounge area, a bathroom, and an outdoor shower, all surrounded by beautifully landscaped living areas that embrace Maui's year-round climate. A spacious three-bay garage of more than 1,000 square feet includes versatile air conditioned flex space and a bathroom, providing options for a home gym, workshop, creative studio, and additional storage for surfboards, bikes, and other North Shore pursuits. Positioned between the charming boutiques and cafés of Makawao and the vibrant beaches and lifestyle of Paia, this exceptional property has refreshing trade winds, panoramic vistas, and convenient access to some of Maui's most sought-after schools, world-class beaches and connections to Maui's North Shore lifestyle. The is Unit B of a CPR.

2350 Baldwin Ave Unit B, Makawao

Listing courtesy of Hawaii Life (W).

16 Makani Rd, Makawao
$1,125,000
4 Beds ⋅ 3 Baths ⋅ 410105 MLS ⋅ ACTIVE Status
Wake up in the heart of Makawao in this charming 1,404 sq. ft 4-bedroom, 3-bath home. Under high ceilings, this thoughtfully designed upgraded kitchen features beautiful granite countertops, stainless-steel appliances, and modern finishes throughout. Opening seamlessly into a living area cooled by a high ceiling fan, this space creates an inviting open-concept layout perfect for entertaining. Step through a double-paned sliding glass door onto an expansive covered lanai ideal for outdoor dining. The floor plan includes two bedrooms on the main level, while upstairs you'll find a loft area and a third bedroom, providing additional space for a home office or a playroom! Around the back of the main house is a separate entrance leading to a private studio-style fourth bedroom complete with its own bathroom and kitchenette. This separate living space offers excellent flexibility for extended family, guests, or anyone seeking added privacy with its own secluded patio area for enjoying the cool afternoons. Outdoor garden beds are ready for planting with a mature lychee tree, papayas, and dragon fruit. This versatile property is a must-see, so call your favorite realtor and take a look. One of the photos is digitally staged.

16 Makani Rd, Makawao

Listing courtesy of Equity One Real Estate Inc (M).

15 Olinda Rd, Makawao
$2,350,000
5 Beds ⋅ 4 Baths ⋅ 409724 MLS ⋅ ACTIVE Status
Also listed under Multi-Dwelling (MLS 409725). This unique multi-unit property (4 structures, 8 units) offers a rare opportunity for investors seeking strong cash flow and long-term upside. There are 5 one bedroom units, and 3 two bedroom units. Situated on just over half an acre, the property features four separate structures with a total of eight tenant-occupied units, creating an income-producing compound in one of Upcountry Maui’s most desirable locations. Tenants enjoy dedicated parking, on-site laundry, and the convenience of being moments from Makawao’s shops, restaurants, galleries, and local charm. Numerous improvements have already been completed, making this an attractive opportunity for an investor looking to step into an established rental property with immediate income potential. The property also has 3 water meters. Listing includes photos of one of the 8 units. A truly one-of-a-kind upcountry investment property.

15 Olinda Rd, Makawao

Listing courtesy of eXp Realty.

15 Olinda Rd, Makawao
$2,350,000
11 Beds ⋅ 8 Baths ⋅ 409725 MLS ⋅ ACTIVE Status
Also listed under Residential MLS #409724. This unique multi-structure, multi-unit property offers a rare opportunity for investors seeking strong cash flow and long-term upside. There are 5 one bedroom units, and 3 two bedroom units. Situated on just over half an acre, the property features 4 separate structures with a total of 8 tenant-occupied units, creating an income-producing compound in one of Upcountry Maui’s most desirable locations. Tenants enjoy dedicated parking, on-site laundry, and the convenience of being moments from Makawao’s shops, restaurants, galleries, and local charm. Numerous improvements have already been completed, making this an attractive opportunity for an investor looking to step into an established rental property with immediate income potential. The property also has 3 water meters. Listing includes photos of one of the 8 units. A truly one-of-a-kind Upcountry investment property.

15 Olinda Rd, Makawao

Listing courtesy of eXp Realty.

2450 Piiholo Rd, Makawao
$4,750,000
3 Beds ⋅ 4 Baths ⋅ 409873 MLS ⋅ ACTIVE Status
This 10 acre Piiholo property at 4,000' elevation borders a 41-acre State forest and has incredible ocean and mountain views. The very distinctive and extraordinary main residence, designed by renowned architect Jim Hestand of Maui Architectural Group, is an absolute work-of-art. Almost entirely constructed with old-growth redwood, the architectural inspiration was designed for the well-known concerts and poetry gatherings among the owners in the days of its grandeur...a true legacy property. The main home has recently been thoroughly and lovingly returned to its original beauty and beyond, with the remodeling and modernizing of the kitchen and bathrooms. All of the out-buildings, concrete driveway and landscaping have also been restored. Rare peace and privacy are assured within the grounds. The 2nd residence is reminiscent of a mountain cabin vibe. The 2 residences are separated by many usable acres of trees and orchards. One could certainly imagine this property being ideal for horses. In between the two homes there is an artist/musician studio with flexible use. There are 2 water meters, serving each end of the property. Additionally, there is a large garage/workshop and a useful farm structure. Pi'iholo, is known for cool days and cooler evenings with passing mists, reliable rainfall and refreshing trade winds. There are several respected public schools and excellent private schools in the region. Farmers markets, supermarkets and roadside stands assure you can keep your shopping Up Country. The range of restaurants is remarkable. And for health care, Up Country has it all.

2450 Piiholo Rd, Makawao

Listing courtesy of Coldwell Banker Island Prop(P).

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