Every single-family home for sale in Upcountry Maui, from Kula and Makawao to Pukalani, Olinda and Haliimaile, updated daily from the Maui MLS. The newest listings are below.
Upcountry is the area on the western slopes of Haleakala, above Central Maui. Higher elevation brings cooler temperatures, ocean and West Maui mountain views, and a rural feel built on Maui's ranching and farming history. Homes range from in-town houses in Pukalani and Makawao to estate properties and acreage in Kula, Olinda and Ulupalakua.
The Maui Property Team at Compass helps buyers and sellers in Kula, Makawao, Pukalani and across Maui, and our team leader lives in Kula. We can preview homes for off-island buyers and walk you through water, wastewater, zoning and insurance questions. Learn more about our team, or return to the Maui MLS search.
Welcome to 734 Upper Kimo Drive, where breathtaking bi-coastal views, Upcountry charm, and numerous possibilities come together in one extraordinary setting. Perched alon...
Listing courtesy of Coldwell Banker Island Prop(S).
Views Galore. Kula Orchards Coffee Farm Estate is Maui’s gem, a true estate on the slopes of Haleakala at 3200ft elevation with a sweeping wide unobstructed bicoastal vie...
Listing courtesy of Island Sotheby's International Realty(L).
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...
Listing courtesy of Chris Bakeman Realty LLC.
Expansive ocean and island views take center stage from this spacious 3-bedroom, 2.5-bath, 3,034 sq. ft. home near the top of popular Kula Kai. The open main level is fil...
Listing courtesy of Island Sotheby's International Realty(M).
At the top of Kula’s sought-after Kulamanu neighborhood sits Kaalele Place: where the sunlight reflects off the manicured hedgerows, framing some of the best views on the...
Listing courtesy of Island Sotheby's International Realty(M).
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...
Listing courtesy of Keller Williams Realty Maui-Ka.
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 ...
Listing courtesy of Island Sotheby's International Realty(M).
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 a...
Listing courtesy of Island Sotheby's International Realty(M).
Enjoy cool upcountry breezes, bicoastal views and the convenience of nearby Makawao Town in this thoughtfully upgraded ranch style residence. Situated in a gated communit...
Listing courtesy of Keller Williams Realty Maui-Ki.
Coming soon. Currently tenant occupied.
Listing courtesy of Coldwell Banker Island Prop(Ka).
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 e...
Listing courtesy of Chris Bakeman Realty LLC.
3 1/2 acres of fertile farm ground with 1 1/2" water meter and bonus buildings. Seller may Carry Owner Financing with large down and fair terms. (2) 2 Bedroom 1 bath ho...
Listing courtesy of Pacific Shores Realty.
Breathtaking Multi-Island Views & Serene Upcountry Living on 2+ Acres! Welcome to your pristine retreat tucked away and perched in the cool Kula air with stunning, unobs...
Listing courtesy of Island Sotheby's International Realty(M).
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 i...
Listing courtesy of Keller Williams Realty Maui-Ka.
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 ...
Listing courtesy of Compass-W.
Experience the Upcountry lifestyle with this exceptional value in sought-after Kulamanu. Nestled on a large and private corner lot, this well-established 4-bedroom, 3.5...
Listing courtesy of Kulamanu Realty.
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 thoug...
Listing courtesy of Equity One Real Estate Inc (P).
Discover the exceptional opportunity to own over 21 acres of agricultural land in beautiful Kula, Maui. Offering expansive ocean and mountain views across Central Maui. ...
Listing courtesy of Yoshida Realty Group.
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 Re...
Listing courtesy of Keller Williams Realty Maui-Ka.
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. ...
Listing courtesy of Keller Williams Realty Maui-Ka.
This property is a Residential Condo Property approved for the Main House, Unit A of the Pueo Hills Condominium. Contemporary Maui living comes to life in this thoughtful...
Listing courtesy of Equity One Real Estate Inc (M).
TThis rare Kamaole Kula property is situated on Maui's leeward, sunset coast at an elevation of 2,450 feet. It boasts stunning bi-coastal views and a low-humidity climate...
Listing courtesy of Compass-W.
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 am...
Listing courtesy of ZT Hawaii LLC.
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...
Listing courtesy of Tri-Isle Rlty & Dev Co Inc.
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 potentia...
Listing courtesy of Coldwell Banker Island Prop(S).
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 r...
Listing courtesy of Equity One Real Estate Inc (M).
Enjoy the best of Upcountry Maui from this beautifully maintained Kula Kai residence offering spectacular bi-coastal ocean views, comfortable single-level living, and exc...
Listing courtesy of Compass-W.
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...
Listing courtesy of Coldwell Banker Island Prop(P).
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...
Listing courtesy of Coldwell Banker Island Prop(S).
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 micro...
Listing courtesy of Coldwell Banker Island Prop(S).
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 tim...
Listing courtesy of Coldwell Banker Island Prop(S).
Room to Grow. Space to Create. A Home That Evolves With You. Behind electric gates on a fully fenced half-acre at a coveted 2,550' elevation, this nearly 5,900 SF home of...
Listing courtesy of Hawaiian Voyage Realty.
This super charming 5-bedroom, 2.5-bathroom home in Pukalani is set on nearly 14,000 sq.ft., the property showcases sweeping 180-degree ocean and mountain views from its ...
Listing courtesy of eXp Realty.
Nestled along a peaceful country road in highly sought-after Kula, this beautifully remodeled 5-bedroom, 3.5-bath residence offers the perfect blend of modern comfort, Up...
Listing courtesy of Keller Williams Realty Maui-Ki.
Located on lower Pulehuiki Road in Upper Kula (96790), this 0.47-acre Agricultural-zoned CPR Unit B (ohana) offers mountain views toward Haleakala and southwest-facing su...
Listing courtesy of Coldwell Banker Island Prop(P).
Wake up in the heart of Makawao in this charming 1,404 sq. ft 4-bedroom, 3-bath home. Under high ceilings, this thoughtfully designed upgraded kitchen features beautiful ...
Listing courtesy of Equity One Real Estate Inc (M).
Also listed under Multi-Dwelling (MLS 409725). This unique multi-unit property (4 structures, 8 units) offers a rare opportunity for investors seeking strong cash flow an...
Listing courtesy of eXp Realty.
House and cottage! Now offering a $20,000 buyer credit at closing. The main home has two-bedrooms, with a bonus room that could be used as a third bedroom. The cottage ha...
Listing courtesy of The Maui Real Estate Team Inc.
Secluded retreat, yet only 35 minutes from Maui’s airport, phenomenal views, ultimate privacy, and ideal year-round climate. This property can be your personal sanctuary...
Listing courtesy of Island Sotheby's International Realty(M).
Tucked just off coveted Polipoli Road in Kula, this remarkable Upcountry estate is a rare blend of artistic legacy, architectural pedigree, and timeless Maui beauty. Once...
Listing courtesy of ENRG Realty.
This 10 acre Piiholo property at 4,000' elevation borders a 41-acre State forest and has incredible ocean and mountain views. The very distinctive and extraordinary main ...
Listing courtesy of Coldwell Banker Island Prop(P).
Spacious, 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.
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.
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.
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).
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).
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.
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).
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.
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.
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.
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).
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.
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).
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).
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.
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.
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.
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).
Endless horticultural possibilities await on this rare AG-zoned, turnkey property, with the potential opportunity to acquire an established, successful business. Complete...
Listing courtesy of Coldwell Banker Island Prop(P).
100 Kalelemuku is a newly completed (2025) architectural estate set within Kula I'o, a gated enclave that redefines upcountry luxury. This landmark estate is fully fenced...
Listing courtesy of Welcome Hawaii Properties.
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.