Upcountry Maui is our specialty. Our team is committed to making the buying and selling of real estate in Upcountry, Hawaii a pleasurable and rewarding experience. Our website allows you to search all active Upcountry homes, condos & land for sale. It is easy to use and navigate through property searches. You can also save searches and get daily email alerts of new listings as they become available.
From the rolling hills of Kula to the charming communities of Makawao and Pukalani, Upcountry Maui offers cooler temperatures, panoramic island views, spacious properties, and a peaceful country lifestyle. Whether you're looking for a family home, an agricultural estate, or a luxury retreat, our local experts are here to help you find the perfect property.
Talk With an Upcountry Maui ExpertOn the fairway at Pukalani Country Club, with Cook pines lining the edges and the ocean visible on the horizon, 272 Hololani Street is the kind of Upcountry address that ...
Listing courtesy of Island Sotheby's International Realty(M).
Welcome to Maui Uplands! This beautiful 2-bedroom, 2-bath home with views of the West Maui mountains was fully renovated in 2023. Luxury vinyl flooring, custom bathrooms,...
Listing courtesy of Pacific Image Properties.
Front Row on the 15th! Situated at the end of the 15th hole of Pukalani Golf Course, with impressive bi-coastal and fairway views, this 4-bedroom, 3-full bath split-leve...
Listing courtesy of Keller Williams Realty Maui-Ka.
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 ...
Listing courtesy of Nathalie Mullinix Rlty Universal Inc.
If architecture is a language and the built form its voice, then a great architect is, ultimately, a master storyteller. 29 Kolonahe is evidence of such mastery from arch...
Listing courtesy of Hawaii Life (W).
Enjoy space, flexibility, and privacy in this charming 3-bedroom, 2-bath home situated on 2 beautiful, useable, acres (not a CPR). Tucked away at the end of a cul-de-sac...
Listing courtesy of Island Sotheby's International Realty(M).
Step back in time and experience the warmth and character of this enchanting 1951 plantation-style home. Filled with vintage charm and timeless craftsmanship, this single...
Listing courtesy of Compass-W.
Set above a picturesque gulch in desirable Pukalani, this home captures sweeping North Shore ocean views. Wildlife is frequently seen in the valley below, adding to the e...
Listing courtesy of Island Sotheby's International Realty(M).
Welcome home to 272 Huahua in Kula I’O, a breathtaking oasis on the slopes of Haleakala. Situated just over 2,000 feet above Maui's pristine beaches, this rare gem is nes...
Listing courtesy of Keller Williams Realty Maui-Ki.
Welcome to 3584 Baldwin Avenue in the heart of Makawao—where Upcountry charm meets thoughtful design and everyday comfort. This beautifully finished single-level 3-bedroo...
Listing courtesy of Compass-W.
Upcountry Maui living with many thoughtful upgrades and flexible space! 34 Alaluana Rd #B offers approximately 2,500 sq ft under roof, including a 960 sq ft upper level w...
Listing courtesy of Real Broker.
Nestled in the prestigious gated community of Kulamalu Hilltop in Pukalani, Maui, this stunning residence is a true sanctuary of luxury and comfort. Soaring vaulted ceili...
Listing courtesy of Compass-W.
1.62-acre AG vacant land with the Main house CPR entitlement, Ocean & Haleakala views and Flag lot privacy. Located on lower Pulehuiki Road in Upper Kula (96790), Unit A ...
Listing courtesy of Coldwell Banker Island Prop(P).
AS-IS sale. Rare opportunity in Pukalani, located next to Old Haleakala Highway. This approximately quarter-acre (11,155 sq ft) property features two dwellings. The main ...
Listing courtesy of eXp Realty.
$30,000 Seller-credit to Buyer at close of escrow!!! This is the Upcountry Maui home you have been waiting for! Situated in Pukalani, close to shopping, dining, great pu...
Listing courtesy of Island Sotheby's International Realty(M).
Tucked away on a quiet Kula culdesac, 25 Hoi Hoi Place, Unit A offers privacy, flexibility, and sweeping island views. This partially remodeled 1-bedroom, 1-bath residen...
Listing courtesy of Keller Williams Realty Maui-Ka.
Rare Opportunity to build your dream home on this half acre parcel with breathtaking views at 3000 feet elevation in prestigious Kula on the slopes of Haleakala. Envision...
Listing courtesy of Hawaii Life (W).
Discover a rare investment opportunity just steps away from the charming town of Makawao! This diverse property features 3 livable structures. A main house built in 1964,...
Listing courtesy of Island Sotheby's International Realty(M).
Located in the highly desirable Kula Kai neighborhood, this well-situated 2-story residence (Unit B (CPR) of the Kula Vista Condominium) offers privacy, VIEWS, and everyd...
Listing courtesy of Equity One Real Estate Inc (P).
Set across two fully usable acres in one of Kula most desirable microclimates, this exceptional agricultural-zoned estate presents a rare fusion of refined luxury, privac...
Listing courtesy of Berkshire Hathaway Maui Prop-L.
Set along the edge of a scenic gulch, this beautifully maintained Kula residence captures uninterrupted panoramic views of Maui’s south shore, from Maalaea Bay to Kahoola...
Listing courtesy of Island Sotheby's International Realty(M).
Also listed as Commercial-For sale - MLS# 408462. Best Mixed Use, Turnkey business/residential complex, Landmark & Iconic Maui, HI property. $26K/mo. existing & diversif...
Listing courtesy of Nathalie Mullinix Rlty Universal Inc.
Sold before listed.
Listing courtesy of Coldwell Banker Island Prop(P).
“Pending Continue To Show” Sellers accepting back up offers. Perched in the serene elevations of Upcountry Maui, this property combines breathtaking views with privacy an...
Listing courtesy of Ihu Properties LLC.
Situated on Maui’s Upcountry serene landscape, this Legacy Estate offers stunning panoramic ocean and mountain views across 22.25 acres of pristine pastoral land. The fir...
Listing courtesy of Island Sotheby's International Realty(M).
Perched in Maui’s coveted KULA Community, this exceptional estate (encompassing the MAIN HOME, DETACHED STUDIO, DETACHED BATH HOUSE & 864 SF BARN / WORKSHOP ) captures th...
Listing courtesy of Maui Real Estate Advisors LLC.
Renovated modern retreat in the heart of Kula. This beautifully updated home on ¾ of an acre offers stunning bi-coastal and year-round sunset views. The open-concept layo...
Listing courtesy of Island Sotheby's International Realty(M).
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 (...
Listing courtesy of Coldwell Banker Island Prop(Ka).
Welcome to 1072 Aala Place, a charming upcountry property tucked away on a quiet cut-de-sac in the heart of Makawao and experience the perfect blend of comfort, privacy, ...
Listing courtesy of Real Broker.
Nestled in the heart of charming Makawao, this versatile Maui home offers the perfect blend of space, privacy, and island lifestyle. Situated on a generous 10,000+ sq. ft...
Listing courtesy of Maui Property Managers LLC.
Located in cool Upcountry Kula on the majestic slopes of Haleakala, this property captures amazing views of the Pacific, South Maui, and Ma'alaea. Enjoy the peacefulness ...
Listing courtesy of ENRG Realty.
Perched in coveted Lower Kula, this Mediterranean-inspired villa commands a truly superb setting with breathtaking Coast-to-Coast VIEWS! Tucked behind a private, gated en...
Listing courtesy of Equity One Real Estate Inc (P).
Welcome to this thoughtfully upgraded 4-bedroom, 3-bath home in desirable Pukalani, offering the perfect blend of comfort, quality construction, and the Upcountry lifesty...
Listing courtesy of Coldwell Banker Island Prop(Ka).
Set on a quiet cul-de-sac in Kula, 33 and 35 Puakea Place offer the relaxed appeal of Upcountry living with the rare convenience of walkability to local schools and neigh...
Listing courtesy of Compass-W.
Multi-generational residence on the 9th tee of the Pukalani Country Club golf course. No flooding, no leaking, no problems during the recent storms. This 2476 square foot...
Listing courtesy of Romvari Realty Ltd.
Also listed under 'Commercial' MLS 408225 TWO large commercial lots totaling 1.65 acres present a rare offering in a highly desirable corner location in Pukalani's Kula...
Listing courtesy of Equity One Real Estate Inc (P).
Set within mature, fruit-bearing trees—lemon, avocado, cherimoya, apple and bananas—this redwood cottage offers a calm, connected feel to the land. Vaulted living room ce...
Listing courtesy of Island Sotheby's International Realty(M).
Tucked away on 2 lush, usable acres, this striking Upcountry home blends the warmth of an urban cabin with the clean lines of a modern farm cottage. Vaulted, wood-clad ce...
Listing courtesy of Island Sotheby's International Realty(M).
A rare 5-acre offering along the highly desired upper stretch of Olinda Road, this property delivers the kind of views and setting that define Upcountry living. Positione...
Listing courtesy of Island Sotheby's International Realty(M).
2846 Omaopio Rd is the place where you can have it all: a Lower Kula estate that blends usable land, privacy, rental income, and a sustainable lifestyle all on one proper...
Listing courtesy of Coldwell Banker Island Prop(S).
Welcome to your luxury upcountry home, just a short stroll to Makawao Town but worlds apart. This 4 bedroom, 3 bath house is located at the bottom of a gated driveway ins...
Listing courtesy of Coldwell Banker Island Prop-Ku.
Welcome to your new heavenly retreat! HOME TO BE BUILT exclusively by Ridgeline Homes, Inc. A 2 story, 4 bedroom 2 ½ bath home, provides open concept and Ocean and Mounta...
Listing courtesy of Kulamanu Realty.
Spectacular Golf Course Views from this exquisite remodel! In the heart of Pukalani, this charming estate offers the best of Upcountry living with comfort and flexibilit...
Listing courtesy of Century 21 Island Homes.
Located on quiet Ponimoi Place, a county right-of-way with only a handful of nearby homes, Unit B of the Kula Ohia Lehua CPR offers 1.48 acres of exceptionally usable Upc...
Listing courtesy of West Maui Land Company Inc.
Kula Hawaiian Homestead Residence This distinguished 4-bedroom, 2-bath home, built in 2005, sits on a sprawling 36,155 sq. ft. (0.83 acre) cleared Hawaiian Homes lot, off...
Listing courtesy of Locations LLC.
Positioned along the upper rise of Pohakuokala Views, Unit 4 is a 0.64-acre CPR Main House homesite offering an exceptional combination of location, views, usability, and...
Listing courtesy of West Maui Land Company Inc.
You have found the LOWEST PRICED VACANT LAND ANYWHERE ON MAUI!! Also Listed as RESIDENTIAL (per County Tax Records) MLS 407884. The previous dwelling that was built in 19...
Listing courtesy of Romvari Realty Ltd.
You have found the LOWEST PRICED VACANT LAND ANYWHERE ON MAUI!! Also Listed as Vacant Land MLS 407885. The previous dwelling that was built in 1917 has been removed, alth...
Listing courtesy of Romvari Realty Ltd.
ALOHA! 2-bedroom, 1 bath approximately 700 square foot ranch home sitting on 25,726 square foot lot in the heart of Kula of Highway 37 near Kula Botanical Gardens. It wil...
Listing courtesy of REALHome Services & Solutions.
A remarkable 16.965-acre Upcountry offering, this Kula property blends expansive land, elevated views, and multiple structures with exceptional redevelopment potential. T...
Listing courtesy of SHK Realty LLC.
A spacious and gorgeous 3BR/3BA, two-story home with ground-level access on both floors. Outstanding privacy and sweeping views of the South Shore, West Maui, North Shore...
Listing courtesy of Island Sotheby's International Realty(M).
Welcome to your own slice of Hawaiian paradise at 50 Poha Place, nestled in the coveted Kula 200 community of Maui. This expansive estate spreads across a lush 2-acre can...
Listing courtesy of Compass-W.
Perched in the gentle hills of Pukalani, where cool Upcountry breezes meet sweeping island views, this newly reimagined estate captures the essence of modern Maui luxury ...
Listing courtesy of Keller Williams Realty Maui-Ki.
Views from this naturally bright and welcoming home in Pukalani ideally positioned on a corner lot. Lots to discover from the manicured lawn and thoughtfully designed gar...
Listing courtesy of ENRG Realty.
New price improvement! Price is below appraised value. Ready for new homeowners to complete. Majority of the renovations have been done. New appliances are also inclu...
Listing courtesy of HomeSmart Island Homes.
Discover modern Upcountry living in this fully renovated Pukalani home offering flexible space and room to grow. Ideally located in the heart of Upcountry Maui, this beau...
Listing courtesy of Berkshire Hathaway Maui Prop-L.
Welcome to Makani O Kula, one of Upcountry Maui’s most exclusive gated communities. Tucked away at the end of a quiet cul-de-sac, 126 Hoomaikai Place offers unmatched pri...
Listing courtesy of Coldwell Banker Island Prop-Ku.
Exceptional 1.562-acre homesite on quiet Ponimoi Place in Kula's desirable Upcountry region. Unit A of the Kula Ohia Lehua CPR, this Rural 1 Acre parcel offers panoramic ...
Listing courtesy of West Maui Land Company Inc.
Modern comfort meets Upcountry charm in this beautifully appointed single-level home in the heart of Kula. Thoughtfully designed with 3 bedrooms and 2 bathrooms, this res...
Listing courtesy of Coldwell Banker Island Prop(S).
Welcome to true Upcountry Maui living in Makawao Ranch Acres! Tucked away at the end of a quiet cul-de-sac, this charming property features the main home, a detached cott...
Listing courtesy of Commercial Prop of Maui LLC.
5 bedrooms, 5 baths and nearly 4000 sf of living space, PLUS and additional 2 bedroom ohana with separate driveway, makes this Kula rental property quite a value proposit...
Listing courtesy of Compass-W.
Sold Prior to List
Listing courtesy of Compass-W.
Welcome to Kula 200 — one of Upcountry Maui’s most sought-after agricultural subdivisions known for its spacious lots, privacy, and serene country setting. Situated on a ...
Listing courtesy of Island Sotheby's International Realty(M).
Build your dream home on this cleared and ready-to-build 1.09-acre parcel in Kula. Zoned Rural ½ Acre, this designated Unit B of a CPR allows one to build up to 2 single ...
Listing courtesy of Island Sotheby's International Realty(M).
Set in one of Kula’s premier Upcountry locations, this nearly 4,000 sq ft single-level residence showcases modern design, seamless flow, and commanding views of Lanai, Ka...
Listing courtesy of Hawaii Life (W).
Enjoy an enchanting Upcountry Lifestyle in Kula Glen. This property has a four-bedroom, two-bathroom home, a detached two-car garage, and a detached two-bedroom, two-bath...
Listing courtesy of The Maui Real Estate Team Inc.
2.1 acres of vacant land in the Kula Glen subdivision. Ocean and Mountain views with varied topography ranging from level to steep. There is no county water meter to the ...
Listing courtesy of The Maui Real Estate Team Inc.
Step into timeless charm with this classic 1960s ranch-style home, offering single-level living in a highly sought-after location, Kula Kai! Featuring iconic mid-century ...
Listing courtesy of Equity One Real Estate Inc (P).
Welcome to Cottages at Kulamalu, the newest condo complex in upcountry Maui. This detached single family home is a residential condo with a 2-car garage, a private fenced...
Listing courtesy of Coldwell Banker Island Prop(S).
Poised gracefully on approximately ¾ of an Acre in the heart of Kula, this distinguished 4-bedroom, 2-bathroom single-level residence, offers 1,664 sq. ft. of light-fille...
Listing courtesy of Keller Williams Realty Maui-Ka.
Sold before listed. Concession in the amount of $4,867.01.
Listing courtesy of Redfin Corporation.
Welcome to 1123 Kehau Place — a timeless 3-bedroom, 2-bath plantation-style home nestled on a peaceful hillside just above historic Makawao Town. This classic residence w...
Listing courtesy of ENRG Realty.
CPR Unit A currently under construction with a completion date of 2026, this brand new 6,000 sq ft under roof home can be fully customized to become your dream hale. Situ...
Listing courtesy of Big Wave Realty LLC.
Nestled in Maui's desirable Upcountry, this 15+ acre CPR Unit B offers a rare chance to create your dream retreat. With its own private 5/8" water meter, septic system, d...
Listing courtesy of Equity One Real Estate Inc (M).
This is an amazing and RARE opportunity to own a SINGLE LEVEL home and POOL in Kula 200! Put your own touches and remodeling ideas together for this home with great bone...
Listing courtesy of Equity One Real Estate Inc (P).
Upcountry Maui Living at Its Finest. Perched in the heart of Kula, this Upcountry home captures Maui’s most breathtaking vistas—spanning bicoastal ocean, sunsets between ...
Listing courtesy of Coldwell Banker Island Prop(P).
Property is a flag lot with approximately 11,025 sf of land. It appears a large capacity septic tank is in place and recently installed roof on both the main and cottage....
Listing courtesy of East Gate Realty.
Welcome to 3576 Pahala Street, This charming 3-bedroom, 1-bath home with additional flexible living space. Just down the street from the boutiques and cafés of historic M...
Listing courtesy of Island Sotheby's Int'l Rlty(M).
***Broker Assisted in the Sale of an Unlisted Property.***
Listing courtesy of Maui Real Estate Advisors LLC.
Welcome home to this refreshed Upcountry gem in the sought after Kula Kai subdivision. Set on a beautifully landscaped 0.38-acre lot, this home blends privacy, function, ...
Listing courtesy of Compass-W.
Welcome to Kula Kai, one of Kula’s most desirable, quiet, and friendly neighborhoods. This beautifully maintained home offers 4 bedrooms and 3 bathrooms, plus an addition...
Listing courtesy of Hawaii Life (W).
Discover tranquility and ultimate privacy at this exceptional Upcountry Maui estate. Nestled on the slopes of Haleakala and bordered by a lush gulch, this 3,433 sqft resi...
Listing courtesy of Keller Williams Realty Maui-Ka.
In the cool breezes of Keokea, where the road nears Grandma’s Coffee House and morning walks on Thompson Road are a daily ritual, sits a timeless 1948 plantation home tha...
Listing courtesy of Island Sotheby's Int'l Rlty(M).
505 Alae Road is truly unique—a magical Upcountry hideaway framed by flowers, gardens, and panoramic views stretching acrossocean views and the majestic West Maui Mountai...
Listing courtesy of Coldwell Banker Island Prop(P).
Nestled in the desirable climate of lower Olinda, this newly completed CPR offers a gently sloping 2.5-acre pasture to build your Upcountry dream home. Unit B of the CPR ...
Listing courtesy of REMAX Hawaii Maui.
Endless horticultural possibilities await on this rare AG-zoned, turnkey property, with the potential for SELLER FINANCING. Complete with a valuable 2-inch water meter, t...
Listing courtesy of Coldwell Banker Island Prop(P).
Beautifully remodeled 4-bedroom, 3-bath home bordering Haleakala Ranch in popular Kula Kai. The entire home has been remodeled and updated in recent years and pride of o...
Listing courtesy of Island Sotheby's Int'l Rlty(M).
Listing Update: Seller is now also offering a 50% co-ownership interest for $1,050,000 for second-home owners. Nestled in the sweet spot of Kula weather on Copp Road, thi...
Listing courtesy of Keller Williams Realty Maui-L.
1401 Na‘alae Road Unit A – Kula. Discover the rare beauty of Upcountry living on this .754-acre agricultural-zoned CPR lot in highly sought-after Kula. Unit A is designat...
Listing courtesy of West Maui Land Company Inc.
This home is exceptional. A craftsman build with loving care and his workmanship and craft is apparent un everything from the flooring to the fireplace. The primary sui...
Listing courtesy of Tri-Isle Rlty & Dev Co Inc.
Spectacular recently constructed two bedroom, two bath cottage with oversized lanai’s on just over 2 acres of NON-CPR’d flat, useable land with commanding bi-coastal ocea...
Listing courtesy of Coldwell Banker Island Prop(S).
Welcome to 10 Alohi Place – a rare Upcountry Maui opportunity featuring a 3-bedroom, 1 bath main home, and a 2-bedroom 1 bath detached cottage on an expansive 19,624 sq f...
Listing courtesy of HomeSmart Island Homes.
Charming 1948 Home in Sought-After Lower Kula. Nestled on a spacious 14,952 sq ft lot, this delightful home radiates the timeless charm of old Hawaii. The property featu...
Listing courtesy of Equity One Real Estate Inc (M).
This home sits at a wonderful location, a corner ocean view lot on the golf course end of Haulani Street, on approximately .51 acres. This home is ready for new owners, ...
Listing courtesy of Keller Williams Realty Maui-Ka.
Welcome to Kula Glen, one of Upcountry Maui’s most prized neighborhoods. Situated in the “goldilocks” climate zone at 2,000 feet elevation, sunny mornings melt into cool ...
Listing courtesy of Compass-W.
Discover the magic of Maui living in this sweet 2-bedroom, 1-bath plantation-style cottage, nestled on a truly special property bursting with fruiting trees. The efficien...
Listing courtesy of Coldwell Banker Island Prop(S).
With its vaulted ceiling and ocean view, you will love the feeling of this functional cottage. Additionally, the 300 sf covered Lanai not only adds additional living spac...
Listing courtesy of Island Sotheby's Int'l Rlty(M).
Calling all cowboys! Come see this adorable retro rambler that has been owned by the same family for 55 years. Awesome location in Makawao Ranch Acres, walking distance t...
Listing courtesy of Equity One Real Estate Inc (M).
Beautiful and pristine Upcountry pastureland just outside of Makawao Town with large acreage at 11.883 acres. Conveniently located close to shops and restaurants but pri...
Listing courtesy of Big Wave Realty LLC.
This well-crafted Upcountry home offers sweeping bi-coastal ocean views, cool mountain breezes, and a flexible layout designed for both comfortable living and long-term v...
Listing courtesy of Coldwell Banker Island Prop(S).