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85 Ulana St, Makawao
$1,700,000
5 Beds ⋅ 3 Baths ⋅ 411184 MLS ⋅ ACTIVE Status
Welcome to 85 Ulana Street, a versatile Upcountry property located in the desirable Maui Uplands neighborhood of Makawao. Situated in a peaceful residential setting, the property features a spacious 5-bedroom, 3-bath main residence along with a detached 2-bedroom, 1-bath cottage, offering excellent flexibility for extended family, guests, a home office, or rental income. Mature landscaping and the generous outdoor space create a private Upcountry atmosphere with room to enjoy Maui’s year-round indoor-outdoor lifestyle. Maui Uplands is conveniently located between Makawao and Pukalani, providing easy access to schools, shopping, restaurants, and everyday conveniences while maintaining the quiet residential feel Upcountry is known for. Community amenities include a swimming pool, tennis court, and clubhouse. With a main residence and detached cottage, 85 Ulana Street presents a unique opportunity for those looking for additional living space, rental potential, or a flexible multi-generational property in one of Makawao’s established neighborhoods.

85 Ulana St, Makawao

Listing courtesy of Commercial Prop of Maui LLC.

3260 Kihapai Pl, Makawao
$1,449,000
3 Beds ⋅ 3 Baths ⋅ 411172 MLS ⋅ ACTIVE Status
This is it! A super convenient location, a house and ohana, heated swimming pool and best of all… The seller is offering a 4.25% Assumable VA loan…and yes, non-veterans are eligible. This property has been well cared for and is ready for a buyer that wants a turnkey move-in experience. With a 2 to 3 minute drive to Pukalani Terrace and Pukalani Superette, and approximately a 15 minute drive to Kahului makes this property ideally located. The main house features many upgrades including, but not limited to, a 19-panel PV system with Enphase battery back-up, a full kitchen remodel, new flooring throughout, new window coverings, the interior walls are newly plastered, a tub to shower conversion in the main bath, and a beautifully retiled pool with heating system installed in 2026. The back deck overlooks the heated pool and is perfect for outdoor entertaining and year around swimming. The backyard is fully fenced for privacy and security. The 2nd home features a 19 panel PV system, solar water, newer appliances, new kitchen counter and large pantry, and easy access to a spacious back yard, with a covered lanai and gazebo for outdoor gatherings.

3260 Kihapai Pl, Makawao

Listing courtesy of Welcome Hawaii Properties.

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.

26 Kula Hwy Unit Unit D, Pukalani
$548,000
411061 MLS ⋅ ACTIVE Status
BUILD YOUR MAUI HOME HERE. New Developer Offering! This shy 3/4 acre property is one of two CPR’d Spatial Units currently being offered for sale. Plenty of Room to BUILD YOUR HOME with lots of space for a wonderful yard, garden, open space, or agricultural purposes. Lovely, all Useable, Gently Sloping, approx. 31,799 SF Lot, Makai (oceanside) of the Kula Hwy. above Pukalani. The property is conveniently located to Shopping, Maui's most revered Educational Institutions and the finest UpCountry Maui has to offer. The property offers nice Central Maui, & West Maui Mountain Views with a North Shore corridor view, blending with lots of Sunshine, Fresh Air and just enough Moisture to make this an Ideal Living Climate and Elevation. At night the Stars Abound as do the Twinkling Lights of Central Maui. The Airport and Costco are approx. 15 minutes away, the Hospital 20 minutes, Makawao Town approx. 5 minutes away and not far to Paia, Beaches and World Class Surf. Grasp this wonderful opportunity to own your Piece of UpCountry Maui and begin the Next Chapter of your Life today!

26 Kula Hwy Unit Unit D, Pukalani

Listing courtesy of Maui Real Estate Advisors LLC.

26 Kula Hwy Unit Unit E, Pukalani
$298,000
411062 MLS ⋅ ACTIVE Status
BUILD YOUR MAUI HOME HERE. New Developer Offering! This is one of two CPR’d Spatial Units currently being offered for sale. Room to BUILD YOUR OHANA (Accessory Dwelling) with some space for a wonderful small yard, garden, or whatever your heart desires. Lovely, all Useable, Gently Sloping, property Makai (oceanside) of the Kula Hwy. above Pukalani. The property is conveniently located to Shopping, Maui's most revered Educational Institutions and the finest UpCountry Maui has to offer. The property offers potential Central Maui, Kahului Harbor & West Maui Mountain Views blending with lots of Sunshine, plenty of Fresh Air and just enough Moisture to make this what many consider to be an Ideal Living Climate and Elevation. At night the Stars Abound as do the Twinkling Lights of Central Maui. The Airport and Costco are approx. 15 minutes away, the Hospital 20 minutes away, Makawao Town approx. 5 minutes and not far to Paia, Beaches and World Class Surf. Grasp this wonderful opportunity to own your Piece of UpCountry Maui and begin the Next Chapter of your Life today!

26 Kula Hwy Unit Unit E, Pukalani

Listing courtesy of Maui Real Estate Advisors LLC.

41 Poha Pl, Pukalani
$2,700,000
4 Beds ⋅ 3 Baths ⋅ 411027 MLS ⋅ ACTIVE Status
1973 was the year Secretariat ran the fastest Triple Crown in history, American troops came home from Vietnam, and lines at gas stations wrapped around the block. But in Kula 200, someone poured a masonry foundation on a fresh two-acre lot and built a home meant to last. When a stretch of Upcountry agricultural land was divided into two hundred two-acre parcels, it gave rise to what is known today as Kula 200, one of the most sought-after pockets along the edge of Kula and Pukalani/Makawao. Built in 1973, with a distinctive brick and masonry exterior, generously proportioned rooms, vaulted tongue-and-groove ceilings, and a wood-burning fireplace anchoring the sunken living room. Two bedrooms are en-suite, and a library/den and an extra room off primary suite create additional flexibility. Storage is abundant throughout. The setting may be the property's greatest asset. Positioned at the end of a cul-de-sac with no through traffic, the home sits privately within two fully fenced acres with a new lawn, zoned irrigation, mature landscaping, and views stretching across the valley to the West Maui Mountains, ocean, and Haleakala. Much of the interior remains original, and that's part of the opportunity. Rather than paying for someone else's renovation choices, the next owner can approach the home as a blank canvas and create an interior specific to their own taste. An enclosed sunroom and lanai take advantage of the views and Upcountry setting, while an owned photovoltaic system adds a practical update to this 1973 home. Currently tenant-occupied through May 2027, there is time to plan thoughtfully for what comes next. Two private acres, enduring craftsmanship, expansive views, and a Kula 200 location ready for its next chapter.

41 Poha Pl, Pukalani

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

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.

71 Makawao Ave Unit 3, Pukalani
$935,000
2 Beds ⋅ 3 Baths ⋅ 410936 MLS ⋅ ACTIVE Status ⋅ Gardens Upcountry BLDG.
These units rarely come on the market in this highly desirable small condo complex in Pukalani/Makawao. Built in a U shape around a very sweet courtyard and elegant park like setting, the complex has just 20 units and is very centrally located. The upcountry vibe and trade winds make for cooler and gentler living with easy access to Haleakala Hwy and just a 12 minute drive to Kahului. The unit is very gracious with high cathedral ceilings downstairs, and an open winding staircase to the two bedrooms with en-suite baths upstairs. The entrance leads into the main living area, including a half bath, with lots of windows for spectacular light, and the kitchen and dining area downstairs are in the back of the unit where there's a small yard and space to sit outside or grill on the bbq. The unit is tenant occupied and has been for some time; with rental income at $3,500/month.

71 Makawao Ave Unit 3, Pukalani

Listing courtesy of Keller Williams Realty Maui-Ka.

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.

23 Kino St, Pukalani
$599,000
410854 MLS ⋅ ACTIVE Status
Gently sloping lot with an installed water meter. Zoned R-3 so a house and cottage are possible. Newer neighborhood on the Makawao side of Haleakala Hwy. Sign on lot.

23 Kino St, Pukalani

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

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.

190 Aliiolani St, Pukalani
$1,659,000
3 Beds ⋅ 2 Baths ⋅ 410729 MLS ⋅ ACTIVE Status
Unique on Maui, and nestled in the sought-after Upcountry community of Pukalani, this multi-unit property presents a rare chance to own a plantation style home, inviting cottage, versatile workshop, and two separate flex spaces, all set on over 1/2 acre of fully fenced land. The main residence has just been updated with new interior paint, new vinyl plank flooring, and a revamped kitchen featuring beautiful quartz countertops. It is move-in ready with a bright, clean, fresh feel. Enjoy panoramic views of Haleakala and the West Maui Mountains by day and town lights by night as you unwind in the backyard fire pit area. Two strategically positioned flex space studios offer options for a home office, studio, extra storage, or a small business. The layout ensures privacy with generous spacing between the main house, cottage, and workshop, making it ideal for multi-generational living or rental opportunities. There's also potential for a CPR, offering added flexibility for future development or investment. Situated in one of Maui's most ideal climates, this property is minutes away from multiple schools, community parks, boutique shopping, a local golf course, and variety of favorite dining spots. Truly a must-see opportunity that cannot be fully appreciated from a drive-by. Please schedule a private tour through your realtor today.

190 Aliiolani St, Pukalani

Listing courtesy of Compass-W.

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).

84 Loha St Unit Unit C, Pukalani
$1,100,000
2 Beds ⋅ 3 Baths ⋅ 410570 MLS ⋅ ACTIVE Status
Perched in Upcountry Maui with sweeping ocean views, this custom Pukalani residence is a rare blend of craftsmanship and comfort. The home is Unit C of a very friendly Residential CPR. Imperial plaster walls run throughout, lending a warm, hand-finished texture you won't find in a typical build, while thoughtful custom touches elevate every room. Enjoy a spacious covered lanai, a two-car garage, and generous bonus space in the large finished loft. Upstairs, the main living level features two bedrooms and two bathrooms.The kitchen features quartzite countertops, glass-front cabinetry, and bar seating. Vaulted ceilings in the kitchen and living room create a bright and airy environment. Downstairs, a flex space with separate entrance and half bath offer a great opportunity for guests. Contact your favorite Realtor to schedule a showing.

84 Loha St Unit Unit C, Pukalani

Listing courtesy of Keller Williams Realty Maui-Ka.

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.

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).

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).

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