Nestled in the lush upcountry of Maui, Makawao offers a unique blend of small-town charm and breathtaking natural beauty. Whether you're searching for a luxury home, a serene ranch, or a piece of vacant land, our curated listings cater to every lifestyle.
Makawao is renowned for its cool climate, artistic community, and proximity to world-class beaches and outdoor adventures. Imagine waking up to crisp mornings, exploring local boutiques, and enjoying the laid-back island lifestyle that only Maui can offer.
For more information about buying property in Maui, check out our Buying Guide or browse other available listings across the island here .
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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.
Discover the possibilities with this captivating 2-bedroom, 1-bathroom cottage situated on a little over half an acre of flat, fully usable land. Built in 2013, this well...
Listing courtesy of Shore To Shore Realty, Inc..
Sold before listed.
Listing courtesy of REMAX Hawaii Maui.
Sold before listed
Listing courtesy of Island Sotheby's International Realty(L).
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.
Sold before listed.
Listing courtesy of Island Sotheby's International Realty(M).
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).
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.
Bring your vision and creativity to this fixer-upper opportunity in quaint Haliimaile town. The current structure is not livable and will require renovation and repairs. ...
Listing courtesy of Realty 1st Inc.
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.
Discover a rare opportunity to own approximately 11.3 acres in the peaceful Hali’imaile/Makawao area. This private agricultural-zoned Lot A CPR parcel offers ocean and mo...
Listing courtesy of Hawaii Life (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.
Sold before List. Prime Commercial Location in Makawao Town with B-CT zoning consisting of two retail units of approximately 616 sf & 550 sf with parking.
Listing courtesy of Compass-W.
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).
This property is the Main house of a residential CPR. Built in 2021, this beautifully maintained 3-bedroom, 2.5-bath home offers the perfect blend of modern comfort and U...
Listing courtesy of Island Sotheby's International Realty(M).
Secluded at the top of Olinda and surrounded by state forest, 115 Alaluana Road offers privacy and profound quiet above Makawao town. Set on 1.4 agricultural acres, this ...
Listing courtesy of Compass-W.
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.
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).
Exceptional multi-generational living or investment opportunity in the heart of Pukalani! Situated on a generous 10,000 sq. ft. lot overlooking the 13th hole of the Pukal...
Listing courtesy of Compass.
Where Potential Meets Pa'ina! This Hali'imaile property is currently situated as a single-story, 3-bedroom, 1.5-bath main home plus a 1-bedroom, 1-bath studio — 4 bedroom...
Listing courtesy of Real Broker.
Welcome to your dream home in the heart of the historic Haliimaile Plantation Village! This beautifully maintained 4-bedroom, 2-bathroom residence offers the perfect blen...
Listing courtesy of Keller Williams Realty Maui-Ka.
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.
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).
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).
Perched just above Makawao Town, 1131 Kehau Place captures the essence of Upcountry living with sweeping ocean and West Maui Mountain views, cool trade winds, and the con...
Listing courtesy of Compass-W.
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.
Located in Baldwin Ranch Estates, this property is a refined expression of contemporary plantation coastal design, where timeless architecture and effortless indoor-outdo...
Listing courtesy of Hawaii Life (W).
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.
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).
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.
Also listed under Residential MLS #409724. This unique multi-structure, multi-unit property offers a rare opportunity for investors seeking strong cash flow and long-ter...
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.
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).
LUXURY UPSCALE Home in KULAMALU HILLTOP GATED COMMUNITY Available for purchase is this beautifully updated custom home located in the highly sought-after Kulamalu Hillto...
Listing courtesy of Hawaii Life (W).
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.
Sold before listed.
Listing courtesy of Island Sotheby's International Realty(M).
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.
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).
Discover Hokuula in the quaint town of Haliimaile, nestled on the gentle slopes of Haleakala, overlooking Maui’s world-renowned Northshore coastline. Expansive ocean and ...
Listing courtesy of Island Sotheby's International Realty(L).
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.
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.
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.
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.
This 3 bedroom, 1 bathroom home offers approximately 1,132 square feet of interior living space and is situated on a spacious 8,730 square foot lot. Ready for renovation,...
Listing courtesy of Shore To Shore Realty, Inc..
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.
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).
265 Ohaoha Place offers the kind of Upcountry Maui lifestyle so many dream about. This spacious, single-level estate property is located in the gated community of Maunaol...
Listing courtesy of Island Sotheby's International Realty(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.
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).
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.
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.
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).
Sold before listed.
Listing courtesy of Island Sotheby's Int'l Rlty(W).
Welcome to Maui Uplands! This beautiful 2-bedroom, 2-bath home with views of the West Maui mountains was fully renovated in 2023. Luxury vinyl flooring, custom bathrooms,...
Listing courtesy of Pacific Image Properties.
Front Row on the 15th! Situated at the end of the 15th hole of Pukalani Golf Course, with impressive bi-coastal and fairway views, this 4-bedroom, 3-full bath split-leve...
Listing courtesy of Keller Williams Realty Maui-Ka.
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.
Enjoy space, flexibility, and privacy in this charming 3-bedroom, 2-bath home situated on 2 beautiful, useable, acres (not a CPR). Tucked away at the end of a cul-de-sac...
Listing courtesy of Island Sotheby's International Realty(M).
Welcome to 3584 Baldwin Avenue in the heart of Makawao—where Upcountry charm meets thoughtful design and everyday comfort. This beautifully finished single-level 3-bedroo...
Listing courtesy of Compass-W.
Upcountry Maui living with many thoughtful upgrades and flexible space! 34 Alaluana Rd #B offers approximately 2,500 sq ft under roof, including a 960 sq ft upper level w...
Listing courtesy of Real Broker.
Sold before listed.
Listing courtesy of Island Sotheby's Int'l Rlty(W).
Sold before listed
Listing courtesy of Island Sotheby's Int'l Rlty(W).
AS-IS sale. Rare opportunity in Pukalani, located next to Old Haleakala Highway. This approximately quarter-acre (11,155 sq ft) property features two dwellings. The main ...
Listing courtesy of eXp Realty.
Sold before listed.
Listing courtesy of Island Sotheby's International Realty(M).
Sold before listed.
Listing courtesy of Island Sotheby's Int'l Rlty(W).
Discover a rare investment opportunity just steps away from the charming town of Makawao! This diverse property features 3 livable structures. A main house built in 1964,...
Listing courtesy of Island Sotheby's International Realty(M).
Sold before listed.
Listing courtesy of Island Sotheby's International Realty(M).
Sold before listed.
Listing courtesy of Island Sotheby's International Realty(L).
Sold before listed.
Listing courtesy of Coldwell Banker Island Prop(P).
Sold before listed.
Listing courtesy of Island Sotheby's Int'l Rlty(W).
“Pending Continue To Show” Sellers accepting back up offers. Perched in the serene elevations of Upcountry Maui, this property combines breathtaking views with privacy an...
Listing courtesy of Ihu Properties LLC.
Sold before listed.
Listing courtesy of Island Sotheby's International Realty(L).
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).
Welcome to 1072 Aala Place, a charming upcountry property tucked away on a quiet cut-de-sac in the heart of Makawao and experience the perfect blend of comfort, privacy, ...
Listing courtesy of Real Broker.
Nestled in the heart of charming Makawao, this versatile Maui home offers the perfect blend of space, privacy, and island lifestyle. Situated on a generous 10,000+ sq. ft...
Listing courtesy of Maui Property Managers LLC.
Sold before listed.
Listing courtesy of Island Sotheby's International Realty(L).
Thoughtfully reimagined Upcountry residence set on roughly three acres in Maunaolu Plantation, showcasing ocean and mountain views with easy access to the North Shore, Ma...
Listing courtesy of Island Sotheby's International Realty(M).
** Sale includes MLS #s 408092, 408093, 408094, 408095, 408096, 408097, 408098, 408099, 408100, 408101, 408143, 408102, 408103, 408104, 408106 & 408107 ** Rare opportuni...
Listing courtesy of Commercial Prop of Maui LLC.
** Sale includes MLS #s 408092, 408093, 408094, 408095, 408096, 408097, 408098, 408099, 408100, 408101, 408143, 408102, 408103, 408104, 408106 & 408107 ** Rare opportuni...
Listing courtesy of Commercial Prop of Maui LLC.
** Sale includes MLS #s 408092, 408093, 408094, 408095, 408096, 408097, 408098, 408099, 408100, 408101, 408143, 408102, 408103, 408104, 408106 & 408107 ** Rare opportuni...
Listing courtesy of Commercial Prop of Maui LLC.
Tucked away on 2 lush, usable acres, this striking Upcountry home blends the warmth of an urban cabin with the clean lines of a modern farm cottage. Vaulted, wood-clad ce...
Listing courtesy of Island Sotheby's International Realty(M).
A rare 5-acre offering along the highly desired upper stretch of Olinda Road, this property delivers the kind of views and setting that define Upcountry living. Positione...
Listing courtesy of Island Sotheby's International Realty(M).
Welcome to your luxury upcountry home, just a short stroll to Makawao Town but worlds apart. This 4 bedroom, 3 bath house is located at the bottom of a gated driveway ins...
Listing courtesy of Coldwell Banker Island Prop-Ku.
Spectacular Golf Course Views from this exquisite remodel! In the heart of Pukalani, this charming estate offers the best of Upcountry living with comfort and flexibilit...
Listing courtesy of Century 21 Island Homes.
Sold before listed.
Listing courtesy of Island Sotheby's Int'l Rlty(W).
Welcome to your own slice of Hawaiian paradise at 50 Poha Place, nestled in the coveted Kula 200 community of Maui. This expansive estate spreads across a lush 2-acre can...
Listing courtesy of Compass-W.
Sold before listed.
Listing courtesy of Island Sotheby's Int'l Rlty(M).
Perched in the gentle hills of Pukalani, where cool Upcountry breezes meet sweeping island views, this newly reimagined estate captures the essence of modern Maui luxury ...
Listing courtesy of Keller Williams Realty Maui-Ki.
New price improvement! Price is below appraised value. Ready for new homeowners to complete. Majority of the renovations have been done. New appliances are also inclu...
Listing courtesy of HomeSmart Island Homes.
Welcome to true Upcountry Maui living in Makawao Ranch Acres! Tucked away at the end of a quiet cul-de-sac, this charming property features the main home, a detached cott...
Listing courtesy of Commercial Prop of Maui LLC.