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 ExpertSet on a spacious 0.5-acre lot in beautiful Kula, this charming two-story home offers 3 bedrooms, 2 bathrooms, and approximately 2,032 square feet of living space. Fresh ...
Listing courtesy of Shore To Shore Realty, Inc..
Sold before Listed- A CPR unit B consisting of an expansive fruit orchard and bicoastal views
Listing courtesy of Island Sotheby's International Realty(M).
Recently completed, brand New custom 5,000 sq ft home with a 3 car garage in the magnificent Kula I'o neighborhood. Perched at the top of a hill, lot 29 a 2.5 acre parcel...
Listing courtesy of Big Wave Realty LLC.
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).
Welcome home to 742 Kekona Place, tucked into the heart of Makawao. If you love the charm of country living, the sense of community that comes with a small town, & the co...
Listing courtesy of Coldwell Banker Island Prop-Ku.
This prime 5-acre lot in lovely Kula Meadows is ready to build, and features a dramatic, hidden, and very private -- yet beautifully developed -- location in lower Kula. ...
Listing courtesy of Keller Williams Realty Maui-Ki.
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 Residential CPR. I...
Listing courtesy of Keller Williams Realty Maui-Ka.
Bring your vision and a contractor to this unique Makawao opportunity. Situated to capture a partial ocean view, this property offers a rare setup featuring a one-bedroom...
Listing courtesy of Compass-W.
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).
This 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.
Discover your own private paradise in this beautifully renovated 2-bedroom, 1-bath cottage nestled in the heart of serene Upcountry Maui. Located at a cool and comfortabl...
Listing courtesy of ENRG Realty.
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).
Heavenly Kula! This fully fenced property of just over 6 acres is a beautiful pastoral slice of Upcountry life. Located around the 2200' elevation, the climate here is on...
Listing courtesy of Compass.
One of the most turnkey development opportunities in Upcountry Maui. This 1.8-acre vacant lot comes with its own three rare 5/8" county water meters and county-approved b...
Listing courtesy of Coldwell Banker Island Prop-Ku.
Sold before listed.
Listing courtesy of Compass.
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).
Tucked away on a quiet cul-de-sac in one of Kula's most sought-after neighborhoods, this beautifully updated 5-bedroom residence combines Upcountry privacy with sweeping ...
Listing courtesy of Island Sotheby's International Realty(M).
Beautifully maintained and move-in ready, this single-story Mediterranean-style home is tucked away on an extremely quiet cul-de-sac within the highly sought-after Kula S...
Listing courtesy of Nathalie Mullinix Rlty Universal Inc.
Beyond a gated entry, this beautifully maintained Lower Kula home is set on a fully usable one-acre CPR property (Unit A of a 2-unit CPR) with Rural 0.5-acre zoning, offe...
Listing courtesy of West Maui Land Company Inc.
Wow! Bi-coastal views from Molokini to Paia! This perfectly positioned home and ohana on 1/2 acre of land, in the highly desirable Kula Mala neighborhood, features privac...
Listing courtesy of Haleakala Realty, LLC.
This is a Residential Condo Property, and this unit is approved for a main house. Located in desirable Lower Kula, this well-maintained Upcountry property offers expansiv...
Listing courtesy of Island Sotheby's International Realty(M).
Located off a private road, Kapiki Pl not far from Ocean Vodka, this 19 acre parcel has it all. Exceptional views, ideal climate, level topo, 1 inch water meter and your ...
Listing courtesy of Hawaii Life (W).
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.
Enjoy enchanting bicoastal views of Maui, and Lanai, Molokini and Kaho’olawe in an ever-changing palette from sunrise to sunset here on this exceptional Kula farmstead. ...
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).
Be the first to call this brand-new home, completed in 2026, your own! Located in the very sought out Kualono subdivision, this thoughtfully designed 3-bedroom, 3.5-bath ...
Listing courtesy of Keller Williams Realty Maui-Ka.
Sold before listed.
Listing courtesy of Coldwell Banker Island Prop(Ka).
Wonderful opportunity in the desirable Pukalani area! This charming 984 sq. ft. home is situated on a level half-acre lot, offering ample space and potential for expansio...
Listing courtesy of Shore To Shore Realty, Inc..
Perched along desirable Alaluana Road in Olinda, this exceptional vacant parcel offers breathtaking mountain and ocean views in one of Upcountry Maui's most scenic locati...
Listing courtesy of Hawaii Life (MA).
Discover one of Upcountry Maui's most exceptional opportunities, an extraordinary 3-acre estate parcel nestled within the highly sought-after Kula I'o neighborhood. Perch...
Listing courtesy of Keller Williams Realty Maui-Ka.
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.
Great opportunity to own a beautiful property in Makawao, priced to sell quickly! A precious 3 bed, 3 bath home on a 1/2 acre lot with close to 400 sq ft lanai, and larg...
Listing courtesy of Keller Williams Realty Maui-Ka.
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).
Experience the best of Upcountry Maui with this beautifully updated single-level home overlooking the Pukalani Golf Course. Brand new flooring, interior paint, stylish li...
Listing courtesy of Island Sotheby's International Realty(M).
Near the top of The Ridge at Kulamanu, in a private cul-de-sac, this stunning 2020-built Kula home offers grand curb appeal and breathtaking, unobstructed bi-coastal ocea...
Listing courtesy of Compass-W.
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.
Looking for a home with multi-generational living options or a mortgage helper? Look no further than 191 Alohilani. This two-bedroom, two-bath home and two-bedroom, one-a...
Listing courtesy of The Maui Real Estate Team Inc.
Set within the sought-after Kulamanu neighborhood, this charming 3-bedroom, 2-bath home offers the quintessential Upcountry Maui lifestyle. Perched in an ideal Kula locat...
Listing courtesy of Island Sotheby's International Realty(M).
This property really is a little gem. It has been well cared for and ready for a buyer that wants a turnkey move in experience. The location is super convenient with eas...
Listing courtesy of Welcome Hawaii Properties.
Spanning 19.5 acres of rolling countryside on coveted Olinda Road, this remarkable Upcountry Maui property feels like a step back to a simpler time. Framed by expansive o...
Listing courtesy of Island Sotheby's International Realty(M).
Experience a true time capsule sanctuary in the cool climate of Pukalani. This beautifully preserved 1961 “island on an island” estate perfectly captures the essence of c...
Listing courtesy of Island Sotheby's International Realty(M).
Rare opportunity to own one of the only vacant land offerings in Lower Olinda. Ideally located just 5 Mins from charming Makawao Town, this exceptional 2-acre parcel offe...
Listing courtesy of Compass-W.
Perched on the coveted slopes of Kula, this exceptional 2-acre estate captures the essence of Upcountry Maui living. Thoughtfully designed to embrace the breathtaking pan...
Listing courtesy of Island Sotheby's International Realty(M).
Set on nearly 8 acres of pasture in a gated Kula setting, this gorgeous estate offers privacy, scale, and sweeping 360-degree views. The main living area centers around a...
Listing courtesy of Hawaii Life (W).
Nestled on a spacious 1.22-acre parcel, this unique and charming home offers the perfect blend of island living and rustic cabin-style comfort. Partially remodeled in 202...
Listing courtesy of Shore To Shore Realty, Inc..
Perfectly located in Upcountry Maui's highly coveted Kula Glen subdivision, 860 Holopuni Road offers a rare combination of spaciousness, dramatic architecture, and except...
Listing courtesy of Equity One Real Estate Inc (M).
Newly reduced by $50,000 and now offered at $499,000, Pohakuokala Views Unit 6 is one of Upcountry Maui’s best opportunities at this price point. Buyers who have searched...
Listing courtesy of West Maui Land Company Inc.
Tucked away beyond the second gate at Pohakuokala Views, Unit 3 is one of the community's most desirable homesites. This 0.73-acre CPR Main House homesite is situated on ...
Listing courtesy of West Maui Land Company 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).
This Kula property consists of THREE separate homes on 2.736 acres with a combined living area of over 6,000 square feet. Located at approximately 3,000 feet elevation, t...
Listing courtesy of Compass-W.
Lovingly cared for by original owners, this property offers an abundance of storage/worksheds, carports, and endless possibilities. Situated on a spacious 18,700 sq. ft....
Listing courtesy of Chris Bakeman Realty LLC.
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).
Sold Before Listed
Listing courtesy of Coldwell Banker Island Prop(S).
Premium Large Vacant Lot with breathtaking Ocean and Mountain Views. This 13,205 Sq. Ft. lot is located at the top of the highly sought after, beautifully maintained Kula...
Listing courtesy of Kulamanu Realty.
Some properties are simply beautiful. Others leave you feeling something long after you’ve gone. Perched along the breathtaking slopes of Olinda Road on over 2 private a...
Listing courtesy of Keller Williams Realty Maui-Ka.
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.
Set on 2.78 remarkably usable acres at approximately 2,300 feet in elevation, this exceptional property captures one of the most expansive panoramas in all of Kula I'O. F...
Listing courtesy of Maui Real Estate Advisors LLC.
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.
Some properties simply stop you in your tracks. From the moment you arrive at 17526 Haleakala Hwy, the sweeping bi-coastal views make it immediately clear that this is so...
Listing courtesy of Coldwell Banker Island Prop(P).
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.
2756 Leolani Place offers a unique opportunity to own a single-level home in the heart of Upcountry Maui. Situated on approximately 11,630 square feet, this 3-bedroom, 2-...
Listing courtesy of Hawai'i Modern Realty.
One of the final remaining vacant parcels in the private gated community of Kula Meadows, this exceptional 3.5 acre homesite offers an increasingly rare opportunity to bu...
Listing courtesy of eXp Realty.
If you're looking for a prime Upcountry location to build your Maui dream home, look no further! This beautiful 10.6=acre Kula property offers a large, prepared building ...
Listing courtesy of Coldwell Banker Island Prop(S).
Nestled in the heart of charming Makawao town, 7 Hoolai St is a private sanctuary that blends island living with modern comfort. Surrounded by lush, tall hedges and secur...
Listing courtesy of Compass-W.
Ultimate, Convenient and Epic Location and WOWZA BIG Bi-coastal Kula views! What a canvas on which to create your Maui dream home property for fabulous living. Ideal cli...
Listing courtesy of Island Sotheby's International Realty(M).
1304 Naalae offers exceptional privacy, usable land, and panoramic bi-coastal views in a desirable Upcountry micro climate. This single-level Pueblo-style residence is de...
Listing courtesy of Coldwell Banker Island Prop(S).
Gently elevated 1.28-acre Kula parcel offering panoramic ocean views spanning both Kahului Harbor and Maalaea Bay. Located just off Haleakala Hwy "aka Crater Road" via qu...
Listing courtesy of Kokua Realty LLC.
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).
Step into the charm of 270 Pau Hana Road, nestled in the peaceful heart of Makawao, Maui. This beautifully designed, contemporary 2-bedroom, 1-bathroom home effortlessly ...
Listing courtesy of Compass-W.
Building in Upcountry Maui can be a lengthy process, making opportunities like Pohakuokala Views Unit 1 especially appealing for buyers looking to save time and move forw...
Listing courtesy of West Maui Land Company Inc.
Welcome to 40 Kalihi Pl, Kula, HI 96790—a rare opportunity to own a versatile multi-family property in one of Upcountry Maui’s most desirable areas. Situated on a quiet ...
Listing courtesy of Tri-Isle Rlty & Dev Co Inc.
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).
Welcome to Maui Uplands, often considered the gem of Makawao. This quality-built 3-bedroom, 2-bath home, along with a separate 2-bedroom, 1-bath detached cottage, is set ...
Listing courtesy of REMAX Hawaii Maui.
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.
Beautiful, ocean view Kama’aina estate ideally located in Lower Olinda…just ¼ mile to Seabury Hall. Completely remodeled, charming and elegant plantation-style home built...
Listing courtesy of Island Sotheby's International Realty(M).
Enjoy cool, clean air and Upcountry living in this meticulously maintained residential condominium in the Cottages at Kulamalu. This 4-bedroom, 3-bathroom home features o...
Listing courtesy of Hawaii Life (W).
Sold before listed.
Listing courtesy of Coldwell Banker Island Prop(P).
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).
Sold before listed
Listing courtesy of Compass-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.
Nestled in the desirable Kualono neighborhood of Upcountry Maui, this remarkable 2018-built single-family home at 7 Lilinoe Place in Makawao offers approximately 3,284 sq...
Listing courtesy of Hawaiian Style Realty LLC.
Also listed as Single Family Home, MLS #409194 Beautiful golf course home—your opportunity to step into island living with this move-in ready retreat. The charming backya...
Listing courtesy of Hawaiian Style Realty LLC.
Start your morning with Haleakala and end your day watching the sun melt into the Pacific... all from one property. This Kula home offers ocean views from the front and m...
Listing courtesy of Keller Williams Realty Maui-Ka.
Exceptional Opportunity in Kula. Discover the perfect canvas to build your Maui dream home on this beautiful parcel located in the desirable Kulalani neighborhood. This ...
Listing courtesy of Royal 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.
Life here moves at a calmer pace. Set in the quiet Kula Orchards neighborhood at approximately 3,000 feet elevation, this Upcountry home offers cooler air, quiet evenings...
Listing courtesy of Island Sotheby's International Realty(M).
Views, views, views from both upstairs and downstairs! Enjoy breathtaking bi-coastal ocean views of both the North Shore and South Shore from this beautifully renovated 4...
Listing courtesy of Coldwell Banker Island Prop(S).
On the fairway at Pukalani Country Club, with Cook pines lining the edges and the ocean visible on the horizon, 272 Hololani Street is the kind of Upcountry address that ...
Listing courtesy of Island Sotheby's International Realty(M).