Makawao/Olinda/Haliimaile real estate in Upcountry, Maui is our specialty. Our team is committed to making the buying and selling of real estate in Makawao/Olinda/Haliimaile, Upcountry Maui a pleasurable and rewarding experience. Our website allows you to search all active Makawao/Olinda/Haliimaile homes 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.
LOVELY 3 BEDROOM 1 BATH WITH COUNTRY CHARM. SPACIOUS LIVING ROOM WITH A LARGE PICTURE WINDOW AND VINTAGE WINDOWS OVER LOOKING THE BEAUTIFUL FLOWER GARDENS. CHARMING KITC...
Listing courtesy of REMAX Properties.
Fully Renovated Upcountry Gem with Ohana & Expansive Outdoor Living **Seller now offering a $42,000 credit to Buyers closing cost! Nestled in the heart of Upcountry Maui,...
Listing courtesy of Berkshire Hathaway Maui Prop-L.
Nestled at the end of a peaceful cul-de-sac in Maui Uplands, this charming 2-bedroom, 1-bathroom home sits on a 0.757-acre lot and has been recently updated with new floo...
Listing courtesy of Keller Williams Realty Maui-Ka.
Introducing this stunning 2022 custom-built, single-level home set on an expansive lot within the gated Kualono subdivision in Makawao...offering a tranquil retreat surro...
Listing courtesy of Coldwell Banker Island Prop(Ka).
Nestled in the heart of historic Makawao town, this charming property offers a perfect blend of comfort, convenience, and natural beauty. The spacious 1,437 sq. ft. singl...
Listing courtesy of Coldwell Banker Island Prop-Ku.
Great opportunity to experience easy country living in sunny Pukalani! This delightful single-level home is nestled on a generous 7,832 sq ft corner lot and consists of 3...
Listing courtesy of Coldwell Banker Island Prop(S).
Welcome to 566 Hoene Street in Makawao, situated on a quiet cul-de-sac featuring a custom-built home on a 3/4-acre terraced lot in the Maui Uplands subdivision. This 2-...
Listing courtesy of Redfin Corporation.
Sold prior to listing in the MLS.
Listing courtesy of Keller Williams Realty Maui-Ka.
Rare ground floor, no stairs offering at "The Gardens Upcountry"! Fabulous VIEWS on the property of the North shore and West Maui Mountains. Spacious 2 bedroom, 2 bath...
Listing courtesy of The Agency Maui.
Escape to your own private paradise in this beautifully remodeled Upcountry home, perched just above Olinda Forest. This stunning two-story residence offers breathtaking ...
Listing courtesy of Coldwell Banker Island Prop(S).
The PERFECT family Home and LOCATION with many EXTRAS!!! A must see! Ideally located in the heart of Pukalani, this single family home has an EXCEPTIONAL attached separat...
Listing courtesy of Maui Lifestyle Realty LLC.
Maui Uplands – New Home! Discover a unique opportunity to own this newly built home in the highly desirable Maui Uplands, just minutes from Makawao Town. This stunning re...
Listing courtesy of Compass.
Maui Uplands – New Home! The Cottage! Discover a unique opportunity to own this newly built home in the highly desirable Maui Uplands, just minutes from Makawao Town. Thi...
Listing courtesy of Compass-W.
Welcome to the gated neighborhood of Olinda Ranch Estates, where breathtaking panoramic views take center stage. This 2,505 sq. ft. sanctuary offers a peaceful ambiance, ...
Listing courtesy of Hawaii Life (W).
Nestled in the highly sought-after Maui Uplands neighborhood, this property offers a rare blend of privacy, charm, and versatility in the heart of Upcountry Maui. This we...
Listing courtesy of Island Sotheby's Int'l Rlty(M).
Nestled on a pristine half-acre lot, this remarkable, 2808 sq. ft custom-built residence offers luxury and expansive views of both the North and South Shores, the West Ma...
Listing courtesy of Coldwell Banker Island Prop(S).
One of the Finest up Country Properties now available with 4 gated entrances. 7.8 Acres of Fabulous pasture, mountain & ocean views. A farmers Paradise with good soil to...
Listing courtesy of REMAX Properties.
Located in the very desirable Pukalani community with a beautiful sunset view, this 2 bedroom 2 bath home with an extra living area is a must see. Nice large yard space, ...
Listing courtesy of Kokua Realty LLC.
Gently sloped lot with room to expand. Home has extra family room for more options. Well maintained and move in ready. Mature fruit trees to enjoy: dragon fruit, mango...
Listing courtesy of Claire's Realty LLC.
Peaceful. 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.
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.
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.
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).
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).
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).
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.
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).
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).
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.
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).
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.
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).
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.
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.
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).
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.
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).
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.
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).
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.
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.
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.
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.
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.
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).
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).
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.
A CHARMING 2 BD/RM 1 BATH IN THE HEART OF HISTORIC MAKAWAO TOWN. OWNER DID IMPROVEMENTS IN 2019. CUTE COUNTRY KITCHEN WITH LAMINATE FLOORING IN THE LIVING ROOM. HOME SITS...
Listing courtesy of REMAX Properties.
Charming Remodeled Makawao Ranch Acres Home Breezes flow through this spacious, home. New Roofing tops both the main house and cottage.The open kitchen boasts updated cou...
Listing courtesy of Keller Williams Realty Maui-Ka.
Perched on a hill, this upcountry home has amazing sunrise and sunset vibes. A high ceiling in the living room give the room an airy and artistic feel. The sliding door...
Listing courtesy of Hawaii Life (W).
Experience upcountry living at its finest! 1310 Olinda Rd, Makawao, offers over 2 acres of serene landscapes with two detached 3 bed/2 bath houses, plenty of space for ad...
Listing courtesy of Coldwell Banker Island Prop-Ku.
Quaint 3 bed, 2 bath home in the heart of Makawao. Located near Eddie Tam Recreational Center, down Maha Rd. Dwelling is vacant, with new appliances (range, refrigerat...
Listing courtesy of Shore To Shore Realty, Inc..
A rare opportunity at the heart of Pukalani, This fully renovated 1,750 square ft 3 bedroom 2 bath with cozy 450 square ft Ohana is an idyllic upcountry home for the fami...
Listing courtesy of Big Wave Realty LLC.
INCREDIBLE opportunity to own, private flag lot off of Makani Road in Pukalani. Two 2 bed. 1 bath cottages on this lot and possible room for more. First time on the mar...
Listing courtesy of Chris Bakeman Realty LLC.
Sold prior to listing.
Listing courtesy of Island Sotheby's Int'l Rlty(M).
Welcome to 2815 Palalani Street in Pukalani, Maui! This beautiful home, built in 1980, has been lovingly maintained by the current owners for the last 25 years. With 2572...
Listing courtesy of Coldwell Banker Island Prop(S).
Sold before listed.
Listing courtesy of General Public.
Pukalani is Hawaiian for "Hole in Heaven" or "Heaven Gate". This is appropriately named because the weather is so fantastic, it could be raining on all sides of Pukalani,...
Listing courtesy of Coldwell Banker Island Prop(S).
Revel in the ocean views from this Pukalani 3 bedroom, 2.5 bathroom home located in the Kua’aina Mauka, Upcounty's newest residential community. Completed in 2022, the tw...
Listing courtesy of Hawaii Life (W).
Welcome to your opportunity for multi-generational living or an income-generating investment property nestled in Upcountry, Pukalani, Maui. Situated on a generous lot at ...
Listing courtesy of Island Sotheby's Int'l Rlty(M).
Entered for statistical purposes only. Sold before listed.
Listing courtesy of Keller Williams Realty Maui-Ka.
Exceptional investment opportunity awaits with this charming cottage situated on a generously sized half-acre flat lot in the desirable Pukalani area. Strategically posit...
Listing courtesy of Shore To Shore Realty, Inc..
Dream your future here... With your imagination to enhance, update, or transform this very special property, the possibilities are wide & wonderful! The lovely settin...
Listing courtesy of Millennium Realty Inc.
Here is an opportunity you do not want to miss! This 3 bedroom 1 bathroom home offers room to grow! No Association fees, close proximity to Pukalani Elementary school, co...
Listing courtesy of BHGRE Advantage Realty Valley Isle.
Welcome to 3344 Kihapai Place, a sweet and quintessential Upcountry home nestled in the heart of Pukalani. This charming single-level residence boasts a 3 bedroom, 1 bath...
Listing courtesy of Island Sotheby's Int'l Rlty(M).
Upcountry living at its best! Located in a quiet cul-de-sac in the heart of Makawao and just a short walk from the Eddie Tam Memorial Center is this adorable house and co...
Listing courtesy of Hawaii Life (W).
Welcome to Kehau Place just above Makawao town. This lovely property is ideally located to stores, restaurants and schools. It has the convenience of urban living while h...
Listing courtesy of Equity One Real Estate Inc (M).
In the perfect climate of beautiful Lower Kula, sits Hale O Na Pua flower farm; a completely fenced and gated 2-acre oasis close to all the amenities, yet a world away. T...
Listing courtesy of Equity One Real Estate Inc (M).
Where can you find over an acre of land with a gentle slope of avocado trees, a 3 bedroom house, a one bedroom cottage, two workshops plus tons of storage? And a very cu...
Listing courtesy of Equity One Real Estate Inc (M).
Property being sold with vacant adjoining lot TMK 2-2-4-8-18 1.5 acres. Total of approximately 2 acres of flat usable land with incredible Mountain views of Haleakala! Co...
Listing courtesy of Millennium Realty Inc.
Welcome to an exquisite Upcountry Estate, perfectly positioned halfway up Olinda Rd on a secluded 2+ acre lot, offering breathtaking panoramic views. The meticulously pla...
Listing courtesy of Compass.
Steps from Makawao town, the location is excellent. This home would make a great primary residence or rental investment property. If you like to garden, this is the perfe...
Listing courtesy of Coldwell Banker Island Prop(S).
Privately located at the end of a cul-de-sac, at an elevation of 3317 feet above sea level and surrounded by the Waihou Spring Forest Reserve, this charming home beckons ...
Listing courtesy of Coldwell Banker Island Prop-Ku.
Privacy, ultimate location, gorgeous home with mature landscaping. Custom built, nearly new, 2 Bed/2 Bath, single level cottage with 2200+ sf under roof including large g...
Listing courtesy of Island Sotheby's Int'l Rlty(M).
A Unique Residential Opportunity. Nestled in a quiet cul-de-sac off Baldwin Avenue, this large 5 bedroom, 4 bath single-family home is uniquely divided in to 4 distinct l...
Listing courtesy of Island Sotheby's International Realty(L).
Paradise in Pukalani! Tucked away in the serene Kua’aina Mauka, a new and peaceful countryside neighborhood gem, you'll find this less than 2-year-old home that's still s...
Listing courtesy of Real Broker LLC.
Welcome yourself home to comfortable and easy Upcountry living! This charming, CPR residential condo presents a wonderful opportunity with its 3 bedrooms and 1 bathroom l...
Listing courtesy of Island Sotheby's Int'l Rlty(M).
One of the most beautiful units in the highly sought after "The Gardens Upcountry"! Fabulous VIEWS from this spacious 2 bedroom, 2.5 bath home featuring vaulted ceilings ...
Listing courtesy of Equity One Real Estate Inc (P).
House and cottage in Makawao Ranch Acres! Step into the 3 bedroom, 1 bath, 780 square foot main house, where a vaulted ceiling in the living room creates an inviting and ...
Listing courtesy of Compass.
Welcome to this beautiful home located in the upcountry of Makawao, Hi. With 3 bedrooms & 2.5 bathrooms, this spacious residence offers a comfortable and inviting living ...
Listing courtesy of Whalers Investment Group LLC.