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 ExpertSpacious, private, and full of character, 25 Lumahai Place, just off Olinda Road, sits on 2.88 acres with sweeping ocean and West Maui mountain views, cool fresh air, and...
Listing courtesy of Compass-W.
Set on 2.78 remarkably usable acres at approximately 2,300 feet in elevation, this exceptional property captures one of the most expansive panoramas in all of Kula I'O. F...
Listing courtesy of Maui Real Estate Advisors LLC.
Perched in coveted Upcountry Maui, this original Plantation-style 3-bedroom home captures breathtaking north and south shore views, sweeping across the entire Central Val...
Listing courtesy of Corcoran Pacific Properties.
Some properties simply stop you in your tracks. From the moment you arrive at 17526 Haleakala Hwy, the sweeping bi-coastal views make it immediately clear that this is so...
Listing courtesy of Coldwell Banker Island Prop(P).
20 Kuulani Pl, Kula offers two beautiful wooded acres in the Waiakoa area of Kula with stunning bi-coastal ocean views. Views to the North Shore, West Maui Mountains, Maa...
Listing courtesy of Delmore Realty.
2756 Leolani Place offers a unique opportunity to own a single-level home in the heart of Upcountry Maui. Situated on approximately 11,630 square feet, this 3-bedroom, 2-...
Listing courtesy of Hawai'i Modern Realty.
One of the final remaining vacant parcels in the private gated community of Kula Meadows, this exceptional 3.5 acre homesite offers an increasingly rare opportunity to bu...
Listing courtesy of eXp Realty.
If you're looking for a prime Upcountry location to build your Maui dream home, look no further! This beautiful 10.6=acre Kula property offers a large, prepared building ...
Listing courtesy of Coldwell Banker Island Prop(S).
Nestled in the heart of charming Makawao town, 7 Hoolai St is a private sanctuary that blends island living with modern comfort. Surrounded by lush, tall hedges and secur...
Listing courtesy of Compass-W.
This newly refreshed Kula retreat pairs a beautifully updated main residence with a detached cottage, offering the flexibility that makes this property truly exceptional....
Listing courtesy of Island Sotheby's International Realty(M).
Ultimate, Convenient and Epic Location and WOWZA BIG Bi-coastal Kula views! What a canvas on which to create your Maui dream home property for fabulous living. Ideal cli...
Listing courtesy of Island Sotheby's International Realty(M).
1304 Naalae offers exceptional privacy, usable land, and panoramic bi-coastal views in a desirable Upcountry micro climate. This single-level Pueblo-style residence is de...
Listing courtesy of Coldwell Banker Island Prop(S).
A great opportunity in Upcountry Kula—this 1.28-acre parcel is NOT a CPR and features its own installed and active 5/8-inch Maui County water meter. Offered at $785,000, ...
Listing courtesy of Kokua Realty LLC.
Home in Lower Kula on half-acre lot in a wonderful neighborhood. Home and property will need care to resurrect, refurbish and renew. This is an intestate probate sale and...
Listing courtesy of Hawaii Life (W).
Discreetly positioned off Kula Highway, the approach reveals very little. A winding drive. A narrowing road. Then, through the trees, a freshly painted 1933 guest cottage...
Listing courtesy of Island Sotheby's International Realty(M).
Step into the charm of 270 Pau Hana Road, nestled in the peaceful heart of Makawao, Maui. This beautifully designed, contemporary 2-bedroom, 1-bathroom home effortlessly ...
Listing courtesy of Compass-W.
Don't miss an opportunity to own in Kula at an exceptional price point! This move-in-ready 3-bedroom, 2-bath Unit A of a residential duplex captures gorgeous Haleakala su...
Listing courtesy of Equity One Real Estate Inc (M).
If home is where your horse is, try imagining yourself on this 9.618-acre ranch in the heart of Maui's cowboy town, Makawao! With a 16-stall horse barn and a climate-cont...
Listing courtesy of Equity One Real Estate Inc (M).
Welcome to Maui Uplands, often considered the gem of Makawao. This quality-built 3-bedroom, 2-bath home, along with a separate 2-bedroom, 1-bath detached cottage, is set ...
Listing courtesy of REMAX Hawaii Maui.
Pukalani Fairway Estates – Unit #5 offers a rare blend of Upcountry charm, privacy, and natural beauty in one of Pukalani’s most desirable communities: 24 homes nestled o...
Listing courtesy of REMAX Hawaii Maui.
Welcome to perfection in Upcountry Kula. Imagine a private retreat spanning 2.367 acres, surrounded by the abundant natural beauty of the land, combined with pristine bi-...
Listing courtesy of Compass-W.
Beautiful, ocean view Kama’aina estate ideally located in Lower Olinda…just ¼ mile to Seabury Hall. Completely remodeled, charming and elegant plantation-style home built...
Listing courtesy of Island Sotheby's International Realty(M).
Enjoy cool, clean air and Upcountry living in this meticulously maintained residential condominium in the Cottages at Kulamalu. This 4-bedroom, 3-bathroom home features o...
Listing courtesy of Hawaii Life (W).
Sold before listed.
Listing courtesy of Coldwell Banker Island Prop(P).
Exceptional 58-acre agricultural estate comprised of eight separate TMKs, featuring a unique combination of high-quality improvements, established income, and long-term f...
Listing courtesy of Hawaii Life (W).
Sold before listed
Listing courtesy of Compass-W.
A newly completed 2023 Custom home in the prestigious Kula Io subdivision. This 4 bedroom 4 bath home sits on a 2 acre CPR'd lot of gorgeous land with amazing sunset oce...
Listing courtesy of Big Wave Realty LLC.
Nestled in the desirable Kualono neighborhood of Upcountry Maui, this remarkable 2018-built single-family home at 7 Lilinoe Place in Makawao offers approximately 3,284 sq...
Listing courtesy of Hawaiian Style Realty LLC.
Also listed as Single Family Home, MLS #409194 Beautiful golf course home—your opportunity to step into island living with this move-in ready retreat. The charming backya...
Listing courtesy of Hawaiian Style Realty LLC.
Start your morning with Haleakala and end your day watching the sun melt into the Pacific... all from one property. This Kula home offers ocean views from the front and m...
Listing courtesy of Keller Williams Realty Maui-Ka.
Exceptional Opportunity in Kula. Discover the perfect canvas to build your Maui dream home on this beautiful parcel located in the desirable Kulalani neighborhood. This ...
Listing courtesy of Royal Realty LLC.
Now offered at an exceptional new price, this beautifully maintained single-level home is an incredible opportunity to own on a quiet cul-de-sac in the heart of Makawao. ...
Listing courtesy of Compass.
Life here moves at a calmer pace. Set in the quiet Kula Orchards neighborhood at approximately 3,000 feet elevation, this Upcountry home offers cooler air, quiet evenings...
Listing courtesy of Island Sotheby's International Realty(M).
Views, views, views from both upstairs and downstairs! Enjoy breathtaking bi-coastal ocean views of both the North Shore and South Shore from this beautifully renovated 4...
Listing courtesy of Coldwell Banker Island Prop(S).
Sophistication and simplicity do a remarkable tango together at this rarely offered upcountry condo. Located between Makawao and Pukalani, this elegant courtyard style gr...
Listing courtesy of Hawaii Life (MA).
On 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).
When HOME is the destination. Set in an IDEAL UPCOUNTRY location, this ENTERTAINER'S DREAM is where luxury, RESORT INSPIRED amenities, and Maui’s natural beauty merge in ...
Listing courtesy of Maui Real Estate Advisors LLC.
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).
This is an opportunity of a Lifetime! Almost 6 acres of all useable Kula with a 1-inch water meter. If you dream of bi-coastal views but with a warmer Kula climate, this ...
Listing courtesy of Live Maui Real Estate LLC.
$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 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.
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.