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 ExpertEnjoy 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 opportunity to acquire an established, successful business. Complete...
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).
Nestled in a peaceful and mature neighborhood, this 3-bedroom, 1-bath, 988 sq. ft. home offers a serene escape with convenient access to the best of Upcountry living. Jus...
Listing courtesy of Century 21 Island Homes.
Don’t miss this rare opportunity to own a spacious home on 1.64 acres in desirable Lower Kula. Originally built in 1937, and most recently remodeled in 2017, this home fe...
Listing courtesy of Equity One Real Estate Inc (M).
Exceptional Upcountry Living in Upper Kula. This beautiful single-level 4-bedroom, 2.5-bathroom home offers the perfect blend of comfort, style, and sustainability. Set o...
Listing courtesy of Equity One Real Estate Inc (M).
Huge Opportunity, Seller is Highly motivated to find a buyer for this - Pukalani Gem, 3 bed 2 bath home can be used as a 3 bed 1 bath Main Area and the 520 square foot ad...
Listing courtesy of Keller Williams Realty Maui-Ka.
Amazing opportunity in a quiet, family-friendly Upcountry neighborhood. This 3-bedroom, 1-bath home on a spacious 10,074 sq ft lot is full of potential! The Main home pro...
Listing courtesy of Coldwell Banker Island Prop(S).
Welcome to the heart of historic Makawao Town! This delightful 2-bedroom, 1-bath home sits on a spacious, fully fenced lot-perfect for pets and room to grow. Nestled in M...
Listing courtesy of Coldwell Banker Island Prop-Ku.
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.
There’s a kind of magic to life in Kula, the golden hush of sunset stretching across the lanai, the sweep of clouds over Haleakala’s summit, and the deep breath of calm t...
Listing courtesy of Maui Real Estate Advisors LLC.
This lovely property has not been offered for sale in 27 years. Over this time, the Seller has truly cultivated, cared for, and loved this home. With its expansive ocean ...
Listing courtesy of Island Sotheby's Int'l Rlty(M).
Welcome to 609 Loulu Way. This fresh two-story residence on a quiet cul-de-sac offers contemporary living, detailed upgrades & exceptional flexibility while still offerin...
Listing courtesy of REMAX Hawaii Maui.
Welcome to this exceptional 4,620 sq. ft., 4-bedroom, 4-bathroom estate situated on 2 serene acres in one of Upcountry Maui’s most desirable neighborhoods—Kula 200. Thoug...
Listing courtesy of Island Sotheby's International Realty(M).
TERRIFIC Pukalani Golf Course VIEW home offers a wonderful and flexible floor plan with both upstairs and downstairs living areas! There are fabulous tradewinds that natu...
Listing courtesy of Equity One Real Estate Inc (P).
Maui - Move in Ready: Beautiful Architects home in the cool breeze Up-Country region with an amazing bi-coastal view. Designed for aging with all essential rooms on th...
Listing courtesy of Kulamanu Realty.
Escape to privacy and comfort in this single-level home on 2.5 fully fenced and gated acres. This spacious 3-bedroom, 2-bath retreat features an open floor plan with hig...
Listing courtesy of Island Sotheby's Int'l Rlty(M).
Kula Bliss! Nestled at approximately 3000 feet elevation sits this hilltop gem, immaculately kept, single level luxury residence, just below Kula Lodge. Breathtaking uno...
Listing courtesy of Keller Williams Realty Maui-Ka.
Welcome to 172 Ikea Place Unit C in lower Pukalani offering the best of Upcountry living with the ideal climate, stunning bicoastal ocean views, the majestic West Maui Mo...
Listing courtesy of Kokua Realty LLC.
In the heart of Upcountry Maui, this Kula Highlands home offers a lifestyle defined by golden sunsets, cool mountain breezes, and sweeping bi-coastal ocean views. At appr...
Listing courtesy of Hawaii Life (W).
New price as of 3/31/26, bring your offer! Interior remodeled to include all new light fixtures, electrical outlets, switches, toilets, paint, ceiling fans, quartz counte...
Listing courtesy of Keller Williams Honolulu.
Represented Buyer in purchase, Seller unrepresented.
Listing courtesy of General Public.
Elevate your Maui lifestyle to this beautiful Upcountry area. You will enjoy cool temps year-round that do not require air conditioning. Located a mere 10 min. drive to...
Listing courtesy of Island Sotheby's Int'l Rlty(M).
Excellent opportunity to personalize this classic home in sunny Pukalani! This charming single-level home is nestled on a generous 7,606 sq ft lot and consists of 3 bedro...
Listing courtesy of Coldwell Banker Island Prop(S).
Charming Upcountry Cottage with Breathtaking Views! Nestled on the slopes of Haleakala and ideally positioned on a cul-de-sac road, this lovely 2-bedroom, 1-bath cottage ...
Listing courtesy of Pacific Image Properties.
Welcome to this recently renovated and versatile 4 bedroom, 3 bath home, thoughtfully converted into three separate living spaces with their own entrances. Perfect for mu...
Listing courtesy of Whalers Investment Group LLC.
Welcome to the Meadows at Makawao subdivision. 244 N Makaleha Pl offers a unique opportunity to own a piece of Upcountry Maui. This 1,774 sq ft, 3 bedroom 3 bath single-f...
Listing courtesy of Ihu Properties LLC.
Welcome to the ultimate compound in Upcountry Maui. Located in Kula 200, Upcountry’s most desirable subdivision, and filled with every feature needed for your own private...
Listing courtesy of The Maui Real Estate Team Inc.
Exceptional opportunity to build in Upcountry Maui! Unit A of the Pueo Hills Condominium is a vacant CPR land unit offering Kula breezes, ocean & mountain views, and tran...
Listing courtesy of Island Sotheby's Int'l Rlty(M).
Epic Views, Elegant Living – Your Upcountry Dream Home Awaits Wake up to sunrises over majestic Haleakala and wind down with breathtaking bi-coastal sunsets—all from this...
Listing courtesy of Hawaii Life (W).
Nestled just a stone's throw from Makawao Town, Burns Place offers the perfect blend of classic charm and modern convenience. This delightful neighborhood features 1950s ...
Listing courtesy of Emerald Club Realty Inc.
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.
Imagine greeting each day with unobstructed views of Maui’s North and South Shores, the majestic West Maui Mountains, and glimpses of Haleakala’s gentle slopes. This is l...
Listing courtesy of eXp Realty.
Panoramic bi-coastal ocean and neighbor island views. Experience stunning sunsets and gorgeous Haleakala and West Maui Mountain vistas. This modern single-level countrys...
Listing courtesy of Hawaii Life (W).
sold prior to listing.
Listing courtesy of General Public.
By far the best bicoastal view in Lower Kula, this property situated on a plateau in the peaceful enclave of gated community, Kula Meadows, with just one lot in front, ha...
Listing courtesy of Papazian Properties LLC.
Welcome to Kula – Embrace the Essence of Upcountry Living! Nestled in the enchanting Kula Mala neighborhood, this delightful 5-bedroom 3.5 bath home offers a perfect bl...
Listing courtesy of Keller Williams Realty Maui-Ka.
Enjoy breathtaking sunset ocean views every evening from this meticulously maintained custom home, tucked into one of the most sought-after neighborhoods in Kula. Cherish...
Listing courtesy of Romvari Realty Ltd.
Perched ideally in Upcountry Kula on 1.52 acres of serene land, this 2-bedroom, 2.5-bathroom Custom home offers the perfect retreat—quiet, peaceful, and surrounded by nat...
Listing courtesy of Island Sotheby's Int'l Rlty(M).
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.
Extraordinary Upcountry Maui Estate. Prominently situated on 5.276 acres with bi-coastal views overlooking all of Maui and the islands beyond. Designed by renowned Maui ...
Listing courtesy of Island Sotheby's International Realty(M).
Stunning , sweeping, Bi-coastal Ocean & Mountain views welcomes you to this meticulously maintained sweet & very charming Kula home. Gorgeous, warm inviting County-Style ...
Listing courtesy of Maui Home and Life LLC.
Charming Kula Cottage with Ocean & Haleakala Views – 91 Waiakoa Rd Nestled in Kula, this charming 2-bedroom, 1-bathroom home offers views of the North Shore, ocean, Molok...
Listing courtesy of Discovery Makena Realty LLC.
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.
A large Section of Historic former Erehwon Ranch, gently sloped pasture lands between 2125 ft & 2525 ft elevation in central Lower Kula, 0.15 mile below the Kula Post Off...
Listing courtesy of Hugh Starr & Co LLC.
Discover the perfect blend of Mediterranean charm and contemporary elegance at 10 Meakoho Pl, nestled in the serene uplands of Kula, Maui. This exquisite property spans o...
Listing courtesy of Keller Williams Realty Maui-Ka.
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.
Smell the fresh Kula air at 1440 Kekaulike Avenue! This charming property offers two cozy homes nestled in a wonderful Kula neighborhood. The main home features 1 bedroom...
Listing courtesy of Compass-W.
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.
Extremely easy to show...COMPLETELY VACANT AND READY FOR IMMEDIATE OCCUPANCY.....Price Repositioned as seller is motivated to sell....Welcome to beautiful Upcountry Maui!...
Listing courtesy of Coldwell Banker Island Prop(Ka).
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).
Looking to build a perch at the perfect elevation of 3000' and w/ outstanding bi-coastal and mountain views? If so, this property is your solution! Lot 55 Ainakula Rd. ...
Listing courtesy of Equity One Real Estate Inc (M).
Nestled on a terraced 2-acre parcel, this private Upcountry retreat is a lush sanctuary featuring a mature drip-irrigated mango orchard, citrus trees, dragon fruit, banan...
Listing courtesy of Island Sotheby's Int'l Rlty(M).
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.
Fulfill your Maui Dreams with exceptional Bicoastal Ocean and Mountain views in an extraordinary gated estate offering panoramic ocean views from nearly every room. Perfe...
Listing courtesy of Keller Williams Realty Maui-Ki.
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.
Welcome to Kula l'0, and this beautiful Upcountry single-level residence, which features ADA amenities and walkways. This property sits at the perfect elevation of approx...
Listing courtesy of Coldwell Banker Island Prop(S).