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.
Welcome to your own private retreat! This comfortable, single-level 3-bedroom, 2-bath home sits on 2.5 level, fully fenced and gated acres, offering the perfect blend of ...
Listing courtesy of Island Sotheby's International Realty(M).
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).
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.
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.
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).
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.
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).
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).
Incredible Value in Makawao! Discover the charm of Upcountry living in this maintained single-level home, ideally situated on a quiet cul-de-sac in one of Makawao's most ...
Listing courtesy of Compass.
Looking to build Upcountry? 11 Huliamahi Place offers a compelling combination of location, views, and usability. This B unit of a two-unit CPR offers an acre of gently s...
Listing courtesy of The Maui Real Estate Team Inc.
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.
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.
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).
** 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.
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 1199 Freitas Place in Makawao town — a well-cared-for home that combines functional design with classic island living. This is truly one of the best values in ...
Listing courtesy of Compass-W.
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).
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).
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).
Vacant Residential Parcel in Makawao Town proper, newly-fenced, with County 5/8th inch water meter on site, adjacent to fire protection, fronting paved County-maintained ...
Listing courtesy of Hugh Starr & Co LLC.
Welcome to the enchanting town of Makawao, Maui, where charming paniolo (cowboy) culture meets breathtaking natural beauty. If you're searching for a unique slice of paradise, look no further than the diverse selection of Makawao homes for sale. This vibrant community offers a rich blend of history, arts, and outdoor activities, making it an ideal destination for families, retirees, and anyone looking to embrace the laid-back Hawaiian lifestyle.
The real estate in Makawao is not only diverse but also offers a variety of options, from quaint cottages to expansive ranch-style properties, all nestled against the backdrop of lush greenery and stunning upcountry views. With its welcoming atmosphere and strong sense of community, investing in Makawao real estate presents an opportunity to embrace a lifestyle full of adventure, culture, and tranquility in one of Hawaii's most picturesque settings.
Curious what your Makawao home is worth? Get answers fast with maui.realestate. Choose a quick instant home value estimate for an immediate snapshot, or book a professional in-home valuation for a detailed market analysis tailored to your property.
Nestled on the green slopes of Haleakalā, Makawao is the heart of Upcountry Maui, where paniolo (cowboy) heritage meets a vibrant arts scene and a relaxed, small-town lifestyle. Buyers searching for Makawao homes for sale are drawn to the cooler climate, lush landscapes, and a true sense of community that’s just minutes from Central Maui amenities and North Shore beaches. From historic storefronts to forested trails and spacious agricultural lots, real estate in Makawao offers a rare blend of character, comfort, and room to grow.
Whether you’re looking for a plantation-style cottage in town, an acreage property in Olinda with sweeping ocean and mountain views, or family-ready houses for sale in Makawao near schools and parks, this Upcountry enclave delivers exceptional quality of life—plus easy access to the best of Maui, including Paia, Kahului, Kihei, and Haleakalā National Park.
Makawao’s lifestyle is defined by neighborly connections, local traditions, and year-round outdoor living. The historic main street is lined with galleries, boutiques, and eateries, while surrounding ranchlands, farms, and forests invite horseback riding, hiking, and weekend adventures. Annual events like the Makawao Rodeo and the Makawao 3rd Friday celebration bring the community together and highlight the area’s deep cultural roots.
Families exploring real estate in Makawao appreciate the variety of neighborhoods—from classic in-town streets to tucked-away country roads—each offering its own personality and set of amenities. Many areas feature larger lots, mature trees, and space for home gardens or small orchards, all while staying close to schools and recreational facilities.
Makawao is home to respected public and private schools, making it a strong choice for families prioritizing education. From elementary through college preparatory, you’ll find supportive learning environments and active parent communities.
Upcountry Maui is an outdoor lover’s dream, and Makawao puts it all at your doorstep. Families and athletes alike enjoy manicured sports facilities, shady forest trails, and quick access to beaches and national park terrain.
From morning coffee to farm-to-table dinners, Makawao’s food scene is as authentic as it is delicious. Stroll the historic town for artisanal finds, then stock up on fresh produce and everyday essentials just minutes away.
Living in Makawao means you can enjoy a quiet Upcountry lifestyle without sacrificing convenience. Central Maui workplaces, the airport, and the North Shore are all easily accessible, making commutes manageable and weekend adventures effortless.
Makawao homes for sale range from historic cottages and single-level ranch homes to custom estates with ocean vistas and multi-acre agricultural parcels. Many properties feature lanais, fruit trees, and flexible floor plans, and select lots may permit an ohana dwelling according to Maui County guidelines (buyers should verify). With a mix of classic and contemporary architecture, real estate in Makawao appeals to first-time buyers, move-up families, and those seeking a peaceful second home.
From lifestyle benefits to long-term appeal, Makawao stands out among Maui communities. Buyers comparing Upcountry neighborhoods often choose Makawao for its blend of character, convenience, and value.
As you explore Makawao homes for sale, consider your ideal microclimate, commute, and how you’ll use your land. Elevation can influence temperature and rainfall, while different neighborhoods offer unique vibes—from in-town walkability to quiet, forested retreats.
Real estate in Makawao is a cornerstone of Upcountry Maui living, offering an alternative to the resort corridors of South and West Maui. Buyers considering houses for sale in Makawao often weigh comparable opportunities in nearby Pukalani and Kula, but Makawao’s historic town center, arts culture, and equestrian roots set it apart. Its balanced location—close to Kahului, Paia, and Haleakalā—adds everyday practicality to its undeniable charm.
If you’re beginning your search for Makawao homes for sale, you’ll find an inviting community with a timeless Upcountry spirit, excellent schools, abundant recreation, and a range of property types to suit your needs. From first-time buyers to those seeking a serene island retreat, Makawao offers a lifestyle that’s authentically Maui—beautiful, connected, and built to last.
Stay informed on the latest trends in the Makawao real estate market. As local Makawao experts, we know the area's homes, condos, and neighborhoods inside and out—and can help you make the best decisions whether you're buying or selling in today’s market. Contact us for questions or to request more detailed market statistics.
Discover the best places to live on Maui from world-class beach resorts and golf communities to charming Upcountry retreats. Explore each region and its unique neighborhoods to find the perfect fit for your Maui lifestyle and real estate goals.
Explore Maui's full spectrum of neighborhoods—from sun-soaked beachfront communities and quiet harbor villages to cool Upcountry enclaves and remote East Maui hideaways. Each pocket of the island carries its own character, climate, and real estate mix, so browse the complete list below to discover the neighborhood that best matches your lifestyle, budget, and investment goals.
Maui's condo landscape spans oceanfront resort residences in Kaanapali and Wailea, beachside vacation retreats in Kihei and Napili, affordable townhome communities Upcountry, and boutique low-rises across the island. Browse every major condo building on Maui to compare amenities, locations, and current inventory—and find the property that fits your use case, whether primary residence, second home, or investment rental.
Make your Makawao dream home a reality with maui.realestate. Whether you’re buying a beachfront retreat, selling a luxury estate, or investing in a vacation property, our team delivers deep local expertise, market insight, and a smooth, stress-free process from start to finish. From Wailea and Kihei to Upcountry and beyond, discover how our proven strategies help you buy confidently and sell for top value.
Christopher Barca, a founding member of Compass Hawai’i and one of Maui’s top agents, brings decades of real estate expertise and over 25 years of island living. With a background in film location management and education from Manhattan’s School of Visual Arts and the University of Hawai’i, he offers unmatched market knowledge, a keen eye for design and architecture, and a talent for showcasing a property’s true potential. As a member of the Compass Sports & Entertainment Division, Chris provides world-class marketing and guidance for everyone from first-time buyers to seasoned investors, all while staying laid-back, passionate, and deeply connected to Maui’s business and creative communities.
