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 ExpertPeaceful. Private. Full of potential. Tucked away in a quiet cul-de-sac in Makawao, 254 Kapuahi Street offers the perfect blend of serene Upcountry living while keeping y...
Listing courtesy of Real Broker LLC.
Yes, you're seeing it right. Beautiful Remodeled Home within the last few years. Convenient location at the beginning of Makawao off of Haleakala Highway, it's 20 minutes...
Listing courtesy of Keller Williams Realty Maui-Ka.
If ever there were a Swiss Army knife of a house, this is it! 39 Kamila Street might be Kula Highlands’ most flexible property. The main house has an upstairs world, a do...
Listing courtesy of Hawaii Life (MA).
This property features a spacious 3BR/2BA main home with vaulted ceilings that create an airy, open atmosphere. The living areas are bright and inviting, with beautiful ...
Listing courtesy of Island Sotheby's Int'l Rlty(M).
Situated at the meeting point of Makawao and Pukalani, this pristine property boasts stunning mountain and pastoral views that define Upcountry living. The extended drive...
Listing courtesy of Island Sotheby's Int'l Rlty(M).
This classic and charming plantation home with HUGE MAUI OCEANVIEWS sits on 5 beautiful acres with an 18 stall horse barn and 2 arenas!!! Set nicely off the road, the hom...
Listing courtesy of Equity One Real Estate Inc (P).
A diamond in the rough! 10,001 square foot level lot in a wonderful, quaint neighborhood! Land has a slight slope just in the back area of the property. This "Arizumi"...
Listing courtesy of Pono Real Estate LLC.
Welcome to your dream home in Pukalani! This charming 3-bedroom, 2-bath residence offers stunning ocean views and a spacious, beautifully landscaped yard and porch perfec...
Listing courtesy of Commercial Prop of Maui LLC.
Be wowed by spectacular, unmatchable bi-coastal views from this contemporary two-level residence. In one of the most desirable Upcountry Maui neighborhoods, highlighted b...
Listing courtesy of Maui Home and Life LLC.
This stunning Kula property is a true gem, offering breathtaking bi-coastal views from its expansive 825 sq. ft. deck. The primary residence, featuring 2,885 sq. ft. of b...
Listing courtesy of Coldwell Banker Island Prop-Ku.
Just steps away from Makawao Town, 1255 Makawao Ave is a beautifully remodeled 1,100 sqft 3bd/2bth home with a 2 car covered carport and an additional storage building. T...
Listing courtesy of Coldwell Banker Island Prop-KP.
Tucked away at the end of a quiet cul-de-sac, this 2BR/2BA home is perched on 2+ private acres with ocean views. But there’s so much more waiting to be discovered! Imag...
Listing courtesy of Island Sotheby's Int'l Rlty(M).
Sold before listed. Buyer is a licensed Realtor in the State of Hawaii.
Listing courtesy of General Public.
Beautifully contemporary remodeled large home with room(s) for everyone. Upstairs is the main suite, roomy and spacious with a stargazing, Olinda ocean view lanai deck t...
Listing courtesy of Island Sotheby's Int'l Rlty(M).
Set on 2.77 acres with sweeping ocean and mountain views, this Maui property combines natural beauty with convenience. Located in a sweet spot just minutes from Kula Elem...
Listing courtesy of REMAX Hawaii Maui.
Experience the best of Upcountry Maui living with this breathtaking property, perfectly situated in the heart of Kula. As you step inside, you'll immediately notice the...
Listing courtesy of Millennium Realty Inc.
This very sweet two bedroom/ one bathroom home is located in a convenient Makawao location. The home interior has been freshly painted. The bedrooms and living room hav...
Listing courtesy of Equity One Real Estate Inc (M).
Expansive bicoastal ocean views with over 3 acres to build your picture perfect estate in Kula. Nestled beneath the rolling green hills of Thompson Road, letyour creative...
Listing courtesy of Century 21 Island Homes.
Located in peaceful, central Pukalani, this recently updated home combines modern upgrades with upcountry charm. The newly remodeled kitchen is a standout feature, offeri...
Listing courtesy of Maui Luxury Real Estate LLC.
Nestled in the enchanting landscape of Olinda, this magical property is a hidden gem that offers far more than meets the eye. Your breath will be taken away once you ente...
Listing courtesy of Coldwell Banker Island Prop(P).
Welcome to 37 Manu Street, a single-story gem nestled in the highly sought-after Kula Kai neighborhood. This 3-bedroom, 2.5-bath home boasts 2,150 sqft of thoughtfully de...
Listing courtesy of Hawaii Life (W).
This unique Upcountry Maui estate embodies the essence of island living, offering privacy, space, and unparalleled beauty. The main house includes a three-bedroom, two b...
Listing courtesy of Hawaii Life (MA).
On the Southern (Kula) side of Olinda, perched directly above the vast Haleakala Ranch pasture lands, at approximately 3,100' elevation with privacy & quite literally inc...
Listing courtesy of Hugh Starr & Co LLC.
On the Southern (Kula) side of Olinda, perched directly above the vast Haleakala Ranch pasture lands, at approximately 3,100' elevation with privacy & quite literally inc...
Listing courtesy of Hugh Starr & Co LLC.
This offering includes a total of five ranch acreage parcels, the combined total area being 40.25 acres, each parcel with water service and underground utilities..& with ...
Listing courtesy of Hugh Starr & Co LLC.
On the Southern (Kula) side of Olinda, perched directly above the vast Haleakala Ranch pasturelands, at approximatley 3,100' elevation with privacy & quite literally inco...
Listing courtesy of Hugh Starr & Co LLC.
25 Mano is a great fixer in a quiet neighborhood with beautifully manicured grounds that have orange, ruby red grapefruit and banana trees. The first level of the home in...
Listing courtesy of Coldwell Banker Island Prop-KP.
Panoramic bi-coastal ocean views, island of Lanai, W. Maui MT. + Central & North shore areas. Private 3.864 acres, approx. 3700 elevation, land has terraced & leveled are...
Listing courtesy of Hawaii Equity Management LLC.
Attention value seekers! Here you go, a beautiful half-acre almost flat parcel with a cottage (aka ohana) + enclosed carport near the street, and all that land behind the...
Listing courtesy of Coldwell Banker Island Prop(S).
Looking for a blank slate to create your peaceful Kula home? Welcome to your half-acre getaway nestled on a quiet cul-de-sac. Here's the scoop: No county water meter, and...
Listing courtesy of Equity One Real Estate Inc (M).
The one you’ve been waiting for in Kula! This is your opportunity to own an all usable, gentle sloping, 1 acre CPR'd homesite on Maui. Located near the top of Omaopio Roa...
Listing courtesy of Coldwell Banker Island Prop(S).
This exceptional 3.5-acre lot in Kula offers breathtaking bi-coastal views, capturing the beauty of Haleakala, the West Maui Mountains, the South Shore, the North Shore, ...
Listing courtesy of Compass-W.
Quality finishes, ocean views, a large covered lanai, a two-car garage, and lots of bonus space make this Pukalani Residential Condo a great option for Upcountry buyers. ...
Listing courtesy of The Maui Real Estate Team Inc.
This peaceful Makawao residence offers the charm of small-town living. With bamboo floors, an updated kitchen, 3 bedrooms, and 2 newly updated baths, this adorable home i...
Listing courtesy of Equity One Real Estate Inc (M).
Charming Vintage Gem in Pukalani, Maui Nestled in the serene and sought-after community of Pukalani, this 3-bedroom, 2-bath home is a unique treasure. With 2,073 sq. ft. ...
Listing courtesy of Compass.
It's time to call this up-country main house plus detached Ohana home. The approximate 0.5-acre property is located towards the end of a cul-de-sac in Maui Uplands, one ...
Listing courtesy of Hawaii Life (W).
Welcome to your dream executive home nestled in the breathtaking climate of Kula, perched at a perfect 2,948' elevation. This custom-built masterpiece is not just a house...
Listing courtesy of Coldwell Banker Island Prop(P).
Stunning 2-acre property nestled in the serene landscapes of Kula. With sweeping views of the Pacific Ocean and West Maui Mountains, this property offers the perfect canv...
Listing courtesy of West Maui Land Company Inc.
CUSTOM BUILT IN 2021! (NOT CPR'D) Plantation home in the heart of quaint Makawao town offering views of Haleakala, West Maui Mountains and the ocean! This home has a stan...
Listing courtesy of Redfin Corporation.
Welcome home to 486 Kaiaulu Loop in Makawao, offering the perfect blend of privacy, versatility, and expansion potential. Situated on over half an acre, this home include...
Listing courtesy of Keller Williams Realty Maui-Ka.
Welcome to Kula Mala! Discover this charming single level home in this idyllic Kula neighborhood and boasting terrific Haleakala and West Maui Mts. views! If convenienc...
Listing courtesy of Island Sotheby's Int'l Rlty(M).
Situated in the highly desirable Maui Uplands, 675 Hoene St offers island charm and a welcoming atmosphere in one of Maui's most beloved upcountry neighborhoods. This coz...
Listing courtesy of Coldwell Banker Island Prop(P).
Exceptional 2-Acre Homesite in Kula, Hawaii – A Rare Opportunity at 1351 Pulehuiki Road Set amidst the serene landscapes of Upcountry Maui, this 2-acre prime lot at 1351...
Listing courtesy of Berkshire Hathaway Maui Prop-L.
Welcome to this charming plantation home on half an acre of land in the heart of Makawao. This nostalgic, gated 1950s home was meticulously cared for and offers ample spa...
Listing courtesy of Compass.
This beautiful, move in ready home sits on the 10th fairway of the Pukalani golf course offering a great setting overlooking the course and the pond. Recently remodeled t...
Listing courtesy of Compass.
Welcome to Your Upcountry Oasis in the Meadows at Makawao Subdivision! Nestled on a peaceful cul-de-sac, this charming split-level home offers the perfect blend of space,...
Listing courtesy of Maui Real Estate 808.
Sold before Listed.
Listing courtesy of Fine Island Properties LLC.
Located in the heart of Makawao that is known for having all the charm of a cowboy town complete with its famous 4th of July Makawao Rodeo and annual parade! Explore the ...
Listing courtesy of Emerald Club Realty Inc.
Down the street from Eddie Tam Rec. Center, With recent cosmetic updates, this home is ready for its new owner to add their personal touch. Featuring an updated kitchen i...
Listing courtesy of Compass.
Best location ever in Makawao! Huge, RURAL parcel on a large, quiet cul-de-sac in Upland Estates. A RARE income producing home PLUS cottage with a magnificent yard and g...
Listing courtesy of Equity One Real Estate Inc (P).
Seize this opportunity to own two acres of paradise on the slopes of Haleakala in Kula. The main house (284 Waiakoa Rd.) and the separate cottage (15 Waiakoa Pl.) offer t...
Listing courtesy of Coldwell Banker Island Prop-Ku.
Picture this- your daily drive is filled with beautiful jacarandas and silver oak trees that line the upcountry highways. The clouds and cool Kula breeze roll down the mo...
Listing courtesy of Keller Williams Realty Maui-Ka.
PRICE ADJUSTMENT!! Welcome home! Enjoy some fantastic central Maui, ocean & mountain views from the living area & deck of this Beautiful 3 bedroom, 2.5 bath Kula home. Th...
Listing courtesy of Yoshida Realty Group.
Beautiful parcel located in the woods of Olinda! This is a new Developer Offering. This large 1.45 Acre parcel is Unit B of the CPR and allows for the building of an 'O...
Listing courtesy of Equity One Real Estate Inc (P).
Aloha and welcome to 2445 Piiholo Rd, a sanctuary of serenity and seclusion. Nestled on 2+ acres of lush forested land, this property offers unparalleled privacy and tra...
Listing courtesy of Coldwell Banker Island Prop-Ku.
Retreat Upcountry to this charming 2/1, Kula cottage on the slopes of Haleakala. You will enjoy sweeping views from mauka to makai and a rural setting. It is picturesqu...
Listing courtesy of Equity One Real Estate Inc (M).
Experience the perfect blend of elegance and modernity in this contemporary 4-bedroom, 3-bathroom home, offering breathtaking bi-coastal ocean views, set on 1.4 acres in ...
Listing courtesy of Compass.
Just off route 37 and reminiscent of malted shakes, Elvis on vinyl and drive-in movies this home will take you back. Creative buyers will treasure the original 1950’s sli...
Listing courtesy of Island Sotheby's Int'l Rlty(M).
LOCATION, convenience AND privacy all wrapped up in this sweet single story 2br, 2ba home with a 2 car Garage and ample storage. There is also a large Sunroom and small o...
Listing courtesy of Maui Lifestyle Realty LLC.
You’ll find 39 Aeloa Road at the very end of a short, quiet lane, home to only three other lots. This pleasant house and cottage enjoy sweeping views of Maui’s central va...
Listing courtesy of The Maui Real Estate Team Inc.
The lifestyle you've been waiting for in Lower Kula! Never offered before, this beautiful OCEAN VIEW home PLUS cottage are privately situated on 2.2 acres of lovingly car...
Listing courtesy of Equity One Real Estate Inc (P).
Nestled on the edge of the golf course on the lower slopes of Haleakala, this charming single-family 3-bedroom, 2.5-bath home presents the perfect balance of convenience,...
Listing courtesy of Island Sotheby's International Realty(L).
Where you can make your dreams a reality! Enjoy the vast views of rainbows, rosy morning skies, sunsets glinting off the ocean and glittering stars at night. This well pr...
Listing courtesy of BHGRE Advantage Realty Valley Isle.
Amazing opportunity to own a home and cottage in Pukalani. The main house features 3 bedrooms, 2 baths, 2 living areas and has been lovingly maintained over the years. Th...
Listing courtesy of Fine Island Properties LLC.
Perched upon an elevated knoll above the surrounding neighborhood, this split-level home captures fantastic views of the north shore, ocean, and West Maui Mountains from ...
Listing courtesy of Kokua Realty LLC.
Discover two newly remodeled homes in the picturesque Upcountry community of Pukalani! Surrounded by fragrant plumeria, palms, and starfruit, the homes are conveniently l...
Listing courtesy of eXp Realty.
BUILD YOUR MAUI HOME HERE! New Developer Offering! This is one of three CPR’d Units currently being offered for sale. Plenty of Room to BUILD YOUR HOME with lots of spac...
Listing courtesy of Maui Real Estate Advisors LLC.
BUILD YOUR MAUI HOME HERE. New Developer Offering! This is one of three CPR’d Spatial Units currently being offered for sale. Plenty of Room to BUILD YOUR HOME with lots...
Listing courtesy of Maui Real Estate Advisors LLC.
In a tranquil setting bordering the Pukalani Golf Course, unit #4 at Liholani Golf Villas has 3 bedrooms and 2.5 bathrooms. The ensuite primary bedroom with a large walk ...
Listing courtesy of Coldwell Banker Island Prop(S).
Discover your slice of paradise with this stunning 4.075-acre lot located in the prestigious gated Kula I'O community. This prime lot offers unparalleled views of Maui's ...
Listing courtesy of Maui Luxury Real Estate LLC.
Sellers are motivated! Tucked away in peaceful Kula, this delightful residential CPR home is perfect for relaxed island living. Enjoy the expansive screened-in covered la...
Listing courtesy of Compass.
Makawao charmer, shows beautifully! Located on a quiet cul-de-sac just outside of Makawao town, this immaculate sweet upcountry home features high open beam ceilings and ...
Listing courtesy of Hawaiian Style Realty LLC.
Sold before listing.
Listing courtesy of Hawaii Life (W).
Located on the golf course and in one of the nicest neighborhoods in Pukalani (Kulamalu), this attractive, well-maintained, single-story, 3BR/2BA home on the golf course ...
Listing courtesy of Island Sotheby's Int'l Rlty(M).
Kula perfection. Discover serenity and luxury on this private, tree-lined estate on Haleakala's slopes. With breathtaking multi-island, crater and Maui coastline VIEWS, t...
Listing courtesy of Equity One Real Estate Inc (P).
Welcome to Upcountry living with this single story, 3 bedroom and 3 bath home situated at the end of the cul-de-dac on 2 acres in the beautiful Subdivision of Kula 200 an...
Listing courtesy of Coldwell Banker Island Prop(Ka).
Broker assisted in a sale of an unlisted property. Broken Title, property had remote meter to be relocated. Access via Hawaiian Homelands.
Listing courtesy of Hawaii Life (MA).
Welcome to 321 Hokulani in upcountry Pukalani. The home is set back on the property and must be seen to appreciate the privacy. Mature trees greet you as you approach t...
Listing courtesy of PKR Realty.
Prime location on corner of Makawao avenue and Miner Place, this R-3 zoned lot consists of 0.86 Acres of land and includes two 1930’s era homes. While the structures are ...
Listing courtesy of Island Sotheby's Int'l Rlty(M).
Are you looking for 1 house on 2 acres? How about 2 houses on 2 acres in Kula with views of Haleakala, the West Maui Mountains and of course ocean views!! Located in be...
Listing courtesy of Keller Williams Realty Maui-Ki.
Only lot currently for sale in the Kualono Subdivision. Nearly a 1/2 acre with ocean and central Maui views. Gated subdivision with HOA Association. 5/8" water meter inst...
Listing courtesy of Commercial Prop of Maui LLC.
Home Sweet Home! Please consider this new listing nestled in charming Upcountry Maui. This three bedroom two bath- 2-story house will need TLC and sweat equity to resto...
Listing courtesy of Millennium Realty Inc.
Move-in ready home that was remodeled in 2017: new roof, paint, tile and vinyl floors. New range/oven and dishwasher. Located at end of cul-de-sac in Makawao. The site ab...
Listing courtesy of Classic Maui Properties Inc.
This 3 acre vacant lot is situated on the slopes of Haleakala at approximately 3200 elevation. There is no water meter on the property, but as of January 2022, it is #66...
Listing courtesy of Shore To Shore Realty, Inc..
Modern meets Makawao. This stunning 1 bedroom, 2 bath residence offers an unparalleled blend of luxury, style & comfort. Completed in 2024, the open-concept living area ...
Listing courtesy of BHGRE Advantage Realty Valley Isle.
Nestled within an exclusive gated community of several small farm lots, this newly constructed residence rests at the end of a quiet cul-de-sac on an expansive 8-acres, o...
Listing courtesy of Compass.
This is a leasehold property. Beautiful Kula upcountry Waiohuli Hawaiian Home Lands subdivision. Enjoy the breathtaking views from the wrap around lanai. Great opportunit...
Listing courtesy of Keller Williams Honolulu.
This high quality, thoughtfully crafted Kula home overlooks Central Maui and has panoramic bi-coastal ocean views. Located by Cooke Road and Hapapa Road, this area is ric...
Listing courtesy of Hawaii Life (W).
Introducing 90 Kilakila Place, a remarkable vacant land lot offering an impressive total lot size of 13,503 Sq. Ft. Located in the serene area of Pukalani, this property ...
Listing courtesy of Compass.
Welcome to 180 Makana Road, where potential meets the Upcountry lifestyle. Located at the end of a private road, this 6 acre parcel provides privacy and a canvas to build...
Listing courtesy of Hawaii Life (W).
Nestled at the end of a peaceful cul-de-sac in the desirable Pukalani Terrace & Country Club neighborhood, 2689 Palalani Pl. offers a serene retreat with unparalleled bi-...
Listing courtesy of Compass.
KULA SACRED GARDENS, where your senses will come alive, is awaiting the active and young at heart. IF you are looking for endless ocean views and enjoy a few stairs, you ...
Listing courtesy of Compass.
Sold Before Listed
Listing courtesy of Coldwell Banker Island Prop(S).
Charming cottage with fresh country air, in the heart of Makawao. One of four residential CPR's on a half-acre, second unit from Ukiu Rd. Recently renovated with a new ...
Listing courtesy of Delmore Realty.
Discover this charming multi-family property right in the heart of Makawao town! This cozy 3- bedroom, 1-bath main house boasts a comfortable 820 square feet of living sp...
Listing courtesy of Island Sotheby's Int'l Rlty(M).
This prime location, situated on the border of Kula and Pukalani (just above the Kula 200 neighborhood), offers two spatial (vacant land) condominium units (B & C) spanni...
Listing courtesy of Island Sotheby's Int'l Rlty(M).
Prime location for a custom building site in the Pukalani/ Makawao region. Nearly a 1/4 acre of residentially zoned (R3) property in Upcountry Maui. This is a rare offeri...
Listing courtesy of Hawaii Life (MA).
Enjoy expansive bi-coastal ocean and mountain views from this 8.473 acre agricultural parcel in lower Kula served by a one inch county water meter. This desirable locatio...
Listing courtesy of Carol Ball & Assocs.
This one-of-a kind property is truly a nature lover's paradise with its own private hiking trails on 2-acres, creating the essence of a Makawao Forrest retreat. It's Maui...
Listing courtesy of Compass.
If you're seeking expansive views, serene surroundings, and cool weather on acreage, then you'll love 686 Waiakoa Road, nestled in the charming Waiakoa area of Kula. This...
Listing courtesy of Compass.