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 ExpertNestled 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).
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.
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.