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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.
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).
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.
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).
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.
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.
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.
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.
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).
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).
Sold before listed.
Listing courtesy of Island Sotheby's International Realty(M).
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).
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.
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).
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.
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.
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).
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).
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.
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).
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.
Sold before listed.
Listing courtesy of Island Sotheby's International Realty(L).
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 Int'l Rlty(W).
Discover Hoku’ula 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 Int'l Rlty(M).
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).
Sold before listed.
Listing courtesy of Island Sotheby's International Realty(L).
Sold before listed.
Listing courtesy of Island Sotheby's International Realty(L).
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.
Sold before listed.
Listing courtesy of Island Sotheby's Int'l Rlty(W).
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).
Sold before listed.
Listing courtesy of Island Sotheby's International Realty(L).
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).
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.
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).
Sold before listed
Listing courtesy of Island Sotheby's Int'l Rlty(M).
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.
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.
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).
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.
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.
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.
Sold before listed.
Listing courtesy of Island Sotheby's International Realty(L).
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).
Sold before listed.
Listing courtesy of Island Sotheby's International Realty(L).
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.
Represented Buyer in purchase, Seller unrepresented.
Listing courtesy of General Public.