Maui Properties

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 bedrooms and 2.5 baths total, split across two living spaces. Ideal for multigenerational living, rental income, or simply extra room to grow into. The original aluminum roof nods to the home's plantation-era roots, while the interior has been renovated and well maintained over the years — tile, vinyl & laminate bamboo flooring, updated cabinetry, granite counters, and an open kitchen-to-dining flow. This home wears its age honestly and needs some TLC, but the bones are solid and the potential is real. Outside, a covered carport leads to a shaded, plant-filled patio, and a deck off the back opens onto a spacious yard framed by banana trees & more. From a few spots around the home, you'll catch genuine peek-a-boo ocean views — a rare bonus at this price point. A neighborhood park sits just around the corner. The biggest opportunity: the lot is zoned R-1 Residential with Urban zoning, opening the door to build up to 2 additional accessory dwelling units (buyer to verify all zoning/ADU potential with the County). 27 Paina Street is an honest home with good bones and real upside, ready for an owner to bring it to its full potential. The property is currently tenant-occupied. Do not disturb tenants. Contact your go-to Realtor for more info today! The Owner is a licensed Realtor in the State of Hawai'i.

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 expansive ocean views, numerous established fruit trees, and a beautifully landscaped 1.265-acre setting. The Island home has been thoughtfully cared for and is being offered furnished, providing a move-in-ready opportunity. Recent improvements include a brand-new roof and the conversion of the former carport into an enclosed detached garage with an EV charger. The property also offers abundant storage throughout. Mature fruit trees and established landscaping not only enhance the property but also qualify it for favorable agricultural water rates through its income-producing orchard. The property is gated and fenced for privacy and functionality. This offering is Unit A of a CPR property and includes approximately 1.265 acres. The county water meter is shared between the Unit A&B CPR units.

Tucked away off the street in a 6-unit CPR community, this 3-bedroom, 1-bath home offers a unique opportunity to create something special. Built in 1978 and situated on post and pier construction, the 864 sq. ft. residence is ready for a complete refresh, making it an excellent option for buyers looking to renovate and add value. One of the property's standout features is the expansive approximately 300 sq. ft. deck, where you can enjoy ocean and West Maui Mountain views while taking advantage of Maui's year-round indoor-outdoor lifestyle. Because the home is set back from the road, it offers a sense of privacy that isn't immediately apparent from the street. Whether you're an investor, contractor, or buyer with a vision, this property presents a rare chance to reimagine a home in an established setting. Bring your ideas, your creativity, and your toolbox—this is an opportunity to transform this property into something truly your own. This property is a CPR and being sold “AS IS”.

Enjoy the best of Upcountry Maui from this beautifully maintained Kula Kai residence offering spectacular bi-coastal ocean views, comfortable single-level living, and exceptional flexibility. The thoughtfully designed 3 bedroom, 3 bathroom main home offers 2,340 sq. ft. of living space and is complemented by a private detached 680 sq. ft. 1 bedroom cottage, ideal for extended family, guests, or additional living space. Recent improvements include a new roof and fresh interior and exterior paint. The open-concept floor plan is highlighted by vaulted wood ceilings, a gas fireplace in the living room, abundant natural light, and an updated kitchen complete with a large quartz island, premium appliances, dual ovens, and a walk-in pantry. A loft above the main living area provides the perfect space for a home office or quiet retreat with sweeping island views. The spacious primary suite includes dual walk-in closets, a spa-inspired bath, and an adjoining bonus room ideal for an office, fitness room, or library. Outdoor living is a true highlight, with multiple lanais, an outdoor kitchen, and landscaped grounds featuring mature fruit trees and terraced gardens. Stargaze from the private hot tub and rinse off after a day in the garden in the outdoor shower. Additional amenities include split-system air conditioning, whole-house water filtration, on-demand hot water, separate utility services for the main home and cottage, photovoltaic infrastructure in place (panels not reinstalled following the new roof), an oversized attached two-car garage with loft storage, a second two-car garage beneath the cottage, and a versatile detached studio perfect for creative or recreational use. Located in one of Kula's most desirable neighborhoods at approximately 2,500 feet elevation, this exceptional property offers the ideal combination of privacy, panoramic views, and the cool Upcountry climate, all within easy reach of schools, shopping, dining, and Central Maui.

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 blend of Upcountry charm and incredible future potential. Step inside to discover a bright and versatile layout designed to adapt to your lifestyle. Whether you are looking for a spacious family home, an ideal setup for multigenerational living, or a savvy opportunity for potential rental income, this property accommodates it all with ease. The outdoor oasis is an absolute showstopper, boasting a fully fenced garden area that functions as a lush, edible paradise. Harvest your own fresh tropical fruit from a mature orchard featuring White Pirie Mango, Tango Mandarin, Ruby Star Grapefruit, Tahitian Lime, Dragonfruit, Purple Lilikoi, Apple Bananas, Mountain Apple, Kaffir Lime, Avocado, Papaya, and an impressive patch of 50 pineapple plants. The property also features a large chicken coop for farm-fresh eggs, a peaceful pond complete with fish and mature water plants, a wooden children's swingset, and a two-story wood play set. Whether you are relaxing on the shaded back patio or watching the kids play, this backyard is a private island sanctuary. What truly sets this property apart is an extraordinary, future-proof asset: the owners have fully approved permits in hand to build up! Skip the months of county delays and immediately expand your living space to capture breathtaking ocean and mountain views. Location! 40 Leie St places you just moments away from local favorites like the Haliimaile General Store, excellent schools, and the vibrant culture of Makawao town, all while being just a short drive down the hill to Maui’s North Shore beaches. Opportunities with this level of versatility, pre-approved growth potential, and sustainable lifestyle features rarely hit the Haliimaile market. Don’t miss your chance—contact your favorite Realtor today to schedule a private viewing!

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. The 4.767 picturesque acres are fully fenced, gated and cleared. Numerous meandering rock walls and stamped lava rock stairs gently terrace the land for easy access to multiple pastures, mature Jacaranda trees, citrus orchards, avocado, olive, a variety of fruit trees, and a coffee orchard - all flourishing in this rich volcanic soil. Rare protea and vibrant ornamentals spot the lush green landscape with rainbow colors and enticing fragrance. The stately residence was crafted from solid 2x6 construction and perfectly positioned to maximize the sweeping ocean vistas and mauka views of Haleakala Crater. Covered lanais, vaulted ceilings, hardwood flooring, and built-in window seating enhance the cozy charm. A chef’s kitchen for preparing the farm’s bounty features Wolf and Bosch stainless-steel appliances, granite countertops, and a large walk-in pantry. Downstairs is a guest suite with a separate entrance, large family room, and two-car garage. Additional conveniences include a whole-house water filtration system, Reverse Osmosis water, and a 14-panel photovoltaic system with a Tesla backup battery. The Keokea location is removed from daily hustle and bustle, and yet still easily accessible via paved country roads amid an extensive agricultural community network. Live simply and sustainably at this timeless country estate. Contact your Realtor to schedule a showing today!

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 property is a custom-crafted 2-bedroom bamboo home that blends natural beauty, sustainability, and timeless design. Bamboo is prized around the world for its strength, warmth, and renewable qualities, creating a truly unique living environment. A long ribbon driveway welcomes you to the home, where custom craftsmanship and thoughtful details create living spaces with views of the surrounding countryside and the ocean beyond. The property is well equipped with abundant potable water supplied by three 30,000-gallon water storage tanks, providing ample capacity for the home and agricultural uses. A spacious barn adds versatility, featuring a separate apartment and a large workshop currently used for woodworking. Whether you're looking for space to farm, create, work, or simply enjoy the Upcountry lifestyle, this property offers endless possibilities. An opportunity to own a private Maui property where craftsmanship, sustainability, and quiet country living come together. So peaceful!

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 microclimates. Recently renovated, this expansive 6 bedroom, 4 bathroom residence captures refreshing trade winds, beautiful ocean and North Shore views, and the privacy and tranquility that make this area so special. This two-story home’s greatest asset is its remarkably versatile floor plan, thoughtfully designed to provide exceptional separation of living spaces, with separate entrances for both levels, that feels like getting two homes for the price of one. Whether accommodating multigenerational living, extended family, long-term guests, a private home office, creative studio, fitness space, or simply providing room for everyone to spread out, the possibilities are endless. Indoor and outdoor spaces blend seamlessly, creating an inviting setting for entertaining, gathering with family and friends, or enjoying peaceful mornings and cool Upcountry evenings surrounded by nature. The fenced yard offers ample room for pets, gardening, outdoor recreation, or creating your own private sanctuary. Recently CPR’d and move-in ready, this property offers flexibility rarely found in today’s market. Conveniently located just minutes from Makawao Town’s acclaimed restaurants, cafes, boutiques, and renowned art galleries, while also providing easy access to Seabury Hall, Carden Academy, Montessori School of Maui, and many of the island’s premier public and private schools. Whether you’re seeking room to grow, a flexible layout to fit your evolving lifestyle, or simply a peaceful retreat with room for everyone, 35 Pukiki Place delivers an exceptional combination of space, comfort, privacy, and convenience in one of Upcountry Maui’s most coveted locations. Experience the side of Maui where life slows down. This is a CPR Residential condo Unit #A.

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 located in one of Maui’s most sought-after microclimates, where cool trade winds, beautiful ocean and North Shore views, and a serene setting create an exceptional place to call home. Thoughtfully designed with an emphasis on indoor-outdoor living, the spacious 253 square foot covered lanai and enclosed carport provide the perfect space for entertaining, dining, or simply unwinding while enjoying the surrounding beauty. Recently CPR’d and complete with its own septic system, this move-in-ready home offers the ideal blend of comfort, functionality, and low-maintenance living. The fully fenced yard provides ample space for pets, gardening, and enjoying the Upcountry lifestyle, with room to create your own private oasis. Conveniently located just minutes from Makawao Town’s charming boutiques, local restaurants, cafés, and renowned art galleries, you’ll also appreciate easy access to Seabury Hall, Carden Academy, Montessori School of Maui, and many of the island’s top public and private schools. If you’ve been searching for the “right-sized” Upcountry home that combines privacy, convenience, breathtaking views, and a true sense of tranquility, 37 Pukiki Place delivers. This is a CPR Residential condo Unit #B.

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 residence offers 1,995 sq. ft. of modern living space on an expansive 18,208 sq. ft. lot. The flexible floor plan provides versatility to suit a variety of needs, while elegant Imperial Veneer Finish walls adds timeless character and refined craftsmanship throughout this custom home. Enjoy breathtaking mountain views of Haleakala and stunning bicoastal views from this exceptional property. With no neighbor directly behind, the home offers an added sense of openness and privacy. The landscape is ready for your personal vision, creating the opportunity to design outdoor spaces that reflect your style. Call your favorite realtor to schedule a private showing today.

Hollow tile house and cottage on a 1/2-acre lot in Pukalani. Both need EXTENSIVE work including but not limited to new roofs. This is a "contractor special". Both homes have significant termite damage in the wood (roof beams, around windows, etc.) however the hollow tile walls seem to be fairly intact. CASH SALE ONLY. Owners will be present at all showings. Do not go on the property without an appointment.

Stunning bi-coastal ocean, Haleakala, and mountain views highlight this exceptionally buildable Kula parcel, offering a rare blend of beauty, privacy, and usability. Located in a boutique gated agricultural community with no HOA fees, the property features multiple prime building sites and the cool, ideal climate that makes Upcountry living so desirable. Designated as Unit B of the Hoomaikai Place Condominium Property Regime, it is approved for a 1,500 sq. ft. secondary farm dwelling, creating the perfect opportunity for your dream agricultural retreat or custom Upcountry home. Underground utilities are already in place, making it even easier to bring your vision to life. Call your favorite REALTOR® today to schedule a private showing.

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 expansion, including the possibility of constructing a secondary dwelling, subject to county regulations and approvals. While the home could benefit from some updating and TLC, it presents an excellent opportunity to create your ideal Upcountry residence or investment property. Conveniently located near schools, shopping, parks, the aquatic center, and the golf course, this property combines everyday convenience with the peaceful ambiance of one of Maui's most sought-after neighborhoods. Enjoy beautiful views of the majestic Haleakala mountain range from your doorstep. Fumigated in July 2026.

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 privacy, peace, and usable outdoor space. Relax year-round on the spacious wraparound covered deck, complete with a brand-new hot tub—an ideal spot to unwind while enjoying the tranquil surroundings. The detached 2.5-car garage provides ample room for two vehicles plus extra space for storage, hobbies, or a workshop. Whether you're looking for room to garden, entertain, keep pets, or simply enjoy the serenity of country living, this property offers endless possibilities in a quiet, secluded setting. Recent survey, floor plan, and tent fumigation warranty are available in the Associated Documents.

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 locations. The dramatic sloped topography is enhanced by several terraces, creating visual interest and providing a unique setting for a custom home designed to complement the land's natural contours. The lower portion of the property is planted with renowned Hawaiian Koa hardwood trees, adding to the property's natural beauty and Upcountry character. Enjoy cool Olinda temperatures, spectacular sunsets, and panoramic vistas stretching from the slopes of Haleakala to the coastline. Overhead electricity is available, and catchment water systems are common in the area. Conveniently located just minutes from Makawao Town while offering the peace and privacy of Upcountry living. Buyer to conduct their own due diligence regarding water, utilities, building feasibility, grading requirements, access, and all development possibilities.

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. Perched at just over 2,000 feet elevation, this remarkable property enjoys one of Kula's most desirable climates while capturing breathtaking panoramic bicoastal views stretching from the sparkling waters of the South Shore to the dramatic coastline of the North Shore. The islands of Lana?i, Moloka?i, and Kaho?olawe, along with the majestic West Maui Mountains and Haleakala, create an unforgettable backdrop in every direction. From sunrise illuminating Haleakala to spectacular sunsets melting into the Pacific, every day offers a new masterpiece. The gently sloping topography provides multiple premier building sites, allowing you to design a custom estate that embraces both privacy and Maui's incredible natural beauty. Adding to its appeal, the property offers the potential for a Condominium Property Regime (CPR), presenting an exceptional opportunity to create multiple estate parcels, a family compound, or maximize future investment potential. Buyers are encouraged to conduct their own due diligence regarding CPR possibilities. The property's rich volcanic soil and ideal Upcountry climate make it perfect for farming, orchards, vineyards, equestrian pursuits, or simply creating a private sanctuary surrounded by Maui's lush landscape. Enjoy cool trade winds, crisp mountain air, and year-round comfortable temperatures, all while being just minutes from Kula's charming restaurants, local farms, schools, and the conveniences of Pukalani, Makawao, and Kahului. Whether you envision a luxury residence, a modern farmhouse, or a legacy estate to be enjoyed for generations, this rare offering provides the perfect canvas. Few properties combine expansive acreage, world-class bicoastal views, the prestige of the Kula I?o neighborhood, and the flexibility of CPR potential in such an exceptional setting. Experience the very best of Kula, where privacy, beauty, and endless possibilities come together on one remarkable piece of Maui.

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 timeless charm. The property lies on 4.38 acres of vibrant, open land. It could be your own little oasis, with lush landscaping and tranquility within a short driving distance to charming Makawao Town. The main residence is custom-built with rich redwood walls on both the interior and exterior, a dramatic fireplace hearth formed from black lava rock, teak bannisters, and other handcrafted architectural details throughout. The brand-new deck stretches around the home, providing glorious views of both the mountains and the North Shore. This home was built with love, and the living experience is sure to be warm and absolutely unforgettable. Beyond the primary residence, this property boasts a separate cottage with its own private entrance. This second dwelling offers exceptional flexibility for guests, extended family, or even rental potential.

Create. Entertain. Gather. Thrive. Welcome home to Lower Kula, where cool Upcountry mornings, gentle trade winds, the majestic slopes of Haleakala, and the sparkling Pacific beyond become part of your everyday life, reminding you why so many dream of calling Kula home. Behind electric gates on a fully fenced half-acre at a coveted 2,550' elevation, this remarkable home has evolved over the years from a modest Upcountry cottage into nearly 5,900 SF of exceptional Upcountry living, blending comfort, creativity, and flexibility in a way few properties can. Dramatic pole-house architecture showcases soaring ceilings, clerestory windows, abundant natural light, tile and wood flooring, a colossal chef's kitchen, and an expansive 60' lanai where the Bullfrog M7 spa, cool Upcountry evenings, and star-filled skies invite you to linger long after sunset with family and friends. A private bedroom and bath with separate entrance, wine cellar, abundant storage, and five split-system A/C units further enhance the home's versatility. The lower level currently serves as the gallery, studio, and production space of internationally recognized fine art photographer Randy Hufford, ready to evolve with your own vision. Whether you envision extended ohana living, inspiring creative space, welcoming guests, or simply room to pursue your passions, the possibilities are as expansive as the home itself. Two gated entrances connected by upper and lower driveways provide exceptional flexibility, while mature citrus and avocado trees, fragrant gardenias, raised garden beds, a separate dog kennel, and owned photovoltaic panels with battery storage create your private Upcountry sanctuary. Just minutes from La Provence, Kula ACE Hardware, many of Upcountry Maui's beloved farms, gardens, local treasures and a short drive to Baldwin Beach, this is more than a home—it's a place to grow your family, welcome friends, old and new, pursue your passions, and create memories that will last a lifetime.

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 expansive lanai, kitchen, and the primary bathroom's vintage tub! The generous fenced grounds—including a permitted 80-foot shed, large yard, and fruit trees—provide ample space to relax, entertain, or play, while an outdoor shower enhances the island lifestyle. A newly installed 1500-gallon septic system is a very valuable improvement for future owners on Maui! Ideally located near parks, shopping, trendy Upcountry eateries, and the popular Saturday farmers market, this timeless haven blends views, open-air living, opportunity, versatility, and location convenience. Layout and square footage may differ from tax records. Call your realtor, easy to see!