Maui Properties

Perched in coveted Upcountry Maui, this original Plantation-style 3-bedroom home captures breathtaking north and south shore views, sweeping across the entire Central Valley to the majestic West Maui Mountains. Large picture windows in the living room take in the huge view as does the kitchen window. A full bath adjoins the bedrooms while a half bath completes the laundry room. An enclosed patio opens up with patio doors to the living room and the large 2 car garage and work area. Rich with timeless charm and character, this property offers an incredible opportunity to restore and create one of the area's most desirable residences. Set up high on a spacious lot, the property features a magnificent mature monkeypod tree, expansive outdoor space, and endless potential for indoor-outdoor island living. With R-3 zoning, there is also the added possibility of constructing an additional dwelling, making this an exceptional investment or multigenerational opportunity. Bring your vision and transform this special property into a true Upcountry gem — where stunning views, classic Hawaiian charm, and future potential come together in one remarkable setting.

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 something rare. Perched in the serene highlands of Upcountry Maui, this is the kind of place people spend years searching for. Set on 1.58 private acres, the 3,291 sq ft estate is designed to live as beautifully as it looks. Vaulted wood-beam ceilings soar overhead, generous skylights flood the interior with golden light, and expansive lanais blur the line between inside and out — framing those iconic sunset views from nearly every room. Step outside and the grounds unfold like a private botanical retreat. Manicured rose gardens and vibrant tropical blooms wind through the landscape alongside mature fruit trees — apple, citrus, peach, and more — while a tranquil koi pond anchors it all in a setting that feels genuinely cinematic. This is outdoor living at its most intentional. The home itself has been meticulously updated: remodeled primary and guest bathrooms, new kitchen appliances, washer and dryer, owned solar, a new roof, luxury plank vinyl flooring, and a full interior and exterior repaint. The lower level has been thoughtfully converted into a private ohana suite — complete with full kitchen and bath — offering seamless flexibility for guests, extended family, or income potential. Soak in the private spa with ocean views stretching to the horizon. Work on passion projects in the enclosed workshop. Harvest fruit from your own trees before breakfast. At 17526 Haleakala Hwy, the pace of life slows down just enough to remind you why Maui isn't just a place to live — it's a place to truly be.

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, Maalaea Bay and island of Lanai, with a 2 bedroom home, and a separate carport. Cool, country setting at approximately 3,800 ft elevation with shady trees including avocado, jacaranda and silver oak, zoned agricultural. About a half mile to Kekaulike Ave. Property is part of the Waiakoa Estates Property Owners Association. Some photos digitally altered to remove personal items.

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 build your Upcountry Maui dream estate. Privately situated within a boutique subdivision of only 16 lots, the property captures breathtaking bi-coastal ocean views, stunning Haleakala vistas, and unforgettable sunsets, all while offering remarkable convenience to the island’s key destinations. Positioned in the lower portion of the subdivision, this premier parcel enjoys minimal rooflines within the view plane, creating an exceptional sense of openness and privacy. Multiple potential build sites allow you to thoughtfully design a custom estate that maximizes the panoramic scenery and ideal year-round Kula climate. Located in the highly desirable lower Kula area, Kula Meadows offers the perfect balance of peaceful Upcountry living and accessibility, approximately 12 minutes to Kahului, 25 minutes to Maui’s South Shore, and 20 minutes to the North Shore. With completed building plans, HOA approval, and Maui County permits ready to be pulled, this property is primed for the next owner to bring their vision to life. Surrounded by luxury estates in one of Maui’s most coveted communities, this is a rare chance to secure one of the last available lots in Kula Meadows and create a legacy property with some of the island’s most captivating views.

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 and long-term upside. Current rents are over $13,000/month. There are 5 one bedroom units, and 3 two bedroom units. Situated on just over half an acre, the property features four separate structures with a total of eight tenant-occupied units, creating an income-producing compound in one of Upcountry Maui’s most desirable locations. Tenants enjoy dedicated parking, on-site laundry, and the convenience of being moments from Makawao’s shops, restaurants, galleries, and local charm. Numerous improvements have already been completed, making this an attractive opportunity for an investor looking to step into an established rental property with immediate income potential. The property also has 3 water meters. Listing includes photos of one of the 8 units. A truly one-of-a-kind upcountry investment property.

This newly refreshed Kula retreat pairs a beautifully updated main residence with a detached cottage, offering the flexibility that makes this property truly exceptional. Set on nearly three-quarters of an acre just two properties from the open ranchlands of Haleakala Ranch, the property offers exceptional flexibility for extended family, a private studio, potential rental income, or exploring its CPR potential to unlock the possibility of two separately titled properties on one exceptional parcel. Both the main residence and cottage enjoy ocean views, cool Upcountry breezes, and the privacy of neighboring half-acre lots. The cottage enjoys its own lanai and views, making it well suited for extended family, guests, a private office, or supplemental income from day one. Permitted plans to expand the cottage to approximately 840 square feet, plus a covered lanai and outdoor kitchen, create even greater flexibility for the future. Inside the main home, hardwood and cork flooring, a classic Jøtul fireplace, and a light-filled primary suite make the everyday feel considered. Nearly 800 square feet of multi-level decking extends the living space outdoors, creating the perfect setting for quiet mornings, unforgettable sunsets, and the relaxed rhythm of Upcountry living. Designed to evolve with your life, the property is equally suited for welcoming family, working from home, generating supplemental income, or exploring its long-term CPR potential. Minutes from Makawao, Pukalani, top schools, and Upcountry's favorite local spots, this exceptional property offers a rare opportunity to enjoy the beauty, flexibility, and enduring appeal that make Kula one of Maui's most treasured places to call home.

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 mountain views, cool breezes, and a true Upcountry ranch feel. Located within the Kaluanui Ridge 7-lot subdivision, the property is conveniently positioned between Makawao and Paia, with approximately a 5-minute drive in either direction. At an elevation of about 1200 ft this area reportedly gets an average of about 59 inches of rainfall per year and mostly sunny days all year round. This spacious property offers the privacy, open space, and quiet rural lifestyle that make Upcountry Maui so desirable. The land is mostly fenced and includes an approx. one-acre fenced animal pasture, making it well suited for livestock, farming, homesteading, or creating your ideal Maui country retreat. The lot also borders a drainage reserve, providing additional privacy and a natural buffer. Two existing container home dwellings are already in place. The larger dwelling features 4 bedrooms, a kitchen, bathroom, 40ft storage container, off-grid solar system with 21 PV panels, inverter setup, and roughly 14 kWh of 48V battery storage, and an 800-gallon water catchment system. The second container dwelling includes 2 bedrooms, 1 bathroom, kitchen, and catchment system, with power available by generator or from the main solar setup. Enjoy privacy, acreage, views, and the peaceful beauty of Maui’s Upcountry lifestyle—all while remaining close to town, beaches, schools, shops, and conveniences.

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 quiet Ponimoi Place, this 1.28-acre Upcountry parcel offers privacy while remaining just minutes from Kula conveniences. This exceptional property combines privacy, flexibility, and convenience with a coveted 5/8-inch County water meter already installed and active. Zoned RU-1 with an agricultural tax classification, the property is enhanced by mature avocado, plum, loquat, and macadamia nut trees, along with established privacy vines creating a peaceful Upcountry setting. Build your dream estate, working farm, or forever home while enjoying Kula’s ideal climate and expansive island vistas. Recently surveyed with property boundaries clearly identified.

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 quietly appears, a subtle introduction to what lies ahead. A whisper of what came before. Keep driving. The landscape begins to unfold. And then you arrive. A refined modern architectural private retreat. Exposed beams. Oak floors. Walls of Andersen windows drawing the landscape inward from every direction. Once cattle ranch land, these twenty-two rolling acres of open pasture and mature eucalyptus and jacaranda have evolved into one of Maui’s most distinctive private estates. Deer move effortlessly through the golden afternoon light. Birdsong replaces background noise. The silence here feels restorative, the kind that settles into you. The former owner named it Pheasant Ridge for good reason. Originally built in 2001 and thoughtfully reimagined in 2019, the main home was designed for a deeply intentional way of living. The open-concept kitchen, dining, and living spaces flow together in one expansive, light-filled room anchored by a fireplace and framed entirely by the land beyond. The primary suite faces Haleakala. The guest suite offers its own en-suite bath and soaking tub worthy of a primary retreat. This is not beach Maui. The air is cooler. The light lingers longer. Life moves at its own pace. Evenings call for the warmth of a fireplace, and there will be evenings worthy of it. A Pilates studio occupies the garage. A separate she - shed is settled into the surrounding landscape. AG zoning and open pasture invite horses, livestock, or simply the freedom of open land returning to its natural purpose.

Home in Lower Kula on half-acre lot in a wonderful neighborhood. Home and property will need care to resurrect, refurbish and renew. This is an intestate probate sale and is subject to multiple heirs approval and/or court confirmation. Sold AS-IS. Do not enter property without listing agent, property is occupied and with dogs. Home may not match County records. Call for more information.

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 forward more quickly. Building plans have already been submitted for permit review, providing future owners with the option to continue moving forward with the current design or pursue their own vision. Either way, much of the early groundwork has already been completed. Positioned at the upper portion of the development along a natural gulch, this 0.339-acre CPR homesite enjoys exceptional privacy along with sweeping South Shore, ocean, and mountain views. The setting feels established and grounded, with mature avocado, loquat, peach, and silver dollar eucalyptus trees thoughtfully retained throughout the property. The homesite has been selectively cleared to maximize usability while preserving the character of the land, creating an ideal balance between functionality and natural beauty. The submitted plans are designed for a 1,200 sq ft two-story residence, though buyers may choose to modify the plans or pursue their own design subject to applicable approvals. Located within the gated community of Pohakuokala Views, Unit 1 is part of a thoughtfully planned 10-unit CPR consisting of nine residential homesites and a dedicated native restoration area. County water service is provided through a shared system, with Unit 1 allocated for a residence of up to three bedrooms and two bathrooms. Owners also benefit from a private fire protection system currently being installed and infrastructure planning that has already addressed many of the challenges typically associated with vacant land development. Just 15 minutes from Kulamalu Town Center, farmers markets, restaurants, and daily conveniences, the property offers the ideal balance of privacy, views, and accessibility. For buyers who want to spend less time navigating the permitting process and more time planning their future home, Unit 1 presents a compelling opportunity within one of Upcountry Maui's most thoughtfully designed communities. Contact your Realtor today for additional information, submitted plans, and a private tour of the property.

Don't miss an opportunity to own in Kula at an exceptional price point! This move-in-ready 3-bedroom, 2-bath Unit A of a residential duplex captures gorgeous Haleakala sunrises and ocean sunsets from each of 3 lanais. The flexible floor plan features a bedroom and full bath on the main level, a primary suite and guest room upstairs, plus a bonus room below- ideal for an office or hobby room. A scenic gulch borders the rear of the property, adding to its natural beauty and charm. This is a rare opportunity to enjoy the Kula lifestyle and incredible views without the million-dollar price tag.

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-controlled tack room, a huge riding arena used for horse shows, training, and riding lessons, and farm buildings filling every corner, this has been a working ranch for the last 25 years. The primary dwelling was originally built as a barn but was converted into a 4-bedroom, 3-bath, 2,914 sq. ft. amazing home with windows looking out on the ranch as well as barn-high ceilings that give a spacious feeling to the heart of the house! Enjoy extreme comfort with cooling and heating mini-splits in every room! Wind down the rustic center spiral staircase to the mother-in-law style lower-level, where you'll find 2 of the bedrooms and the laundry room. Across from the main arena is the original home that is now a completely rebuilt cottage with a large attached studio... a great place for a ranch manager to live. The possibilities are endless with this versatile property!

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 cul-de-sac, this flaglot property features a total of two living spaces, offering flexibility for extended family, rental income, or guest accommodations. The main home includes a spacious 2-bedroom, 1-bath layout with approximately 700 sq ft of living space. Attached is a 1-bedroom, 1-bath ohana of approximately 504 sq ft, providing additional privacy and functionality. Enjoy the large deck area, perfect for relaxing or entertaining while taking in the beautiful Upcountry views and cool Kula breezes. This property does needs TLC, making it an excellent opportunity for buyers looking to add value and customize to their taste. Being sold as-is. Conveniently located and easy to show, as the owners have relocated to the mainland. Don’t miss this chance to invest in a multi-unit property in sought-after Kula—opportunities like this are few and far between!

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-coastal ocean views reaching to Moloka’i and Lana’i. A legacy estate of this caliber defines tranquil upcountry living at its best, creating a home to celebrate life’s landmarks. Resting at 2,200 feet on Haleakala’s western slope, this unique residence enjoys the best of the mild upcountry climate. Kula residents appreciate year-round Springtime with gentle Pacific breezes and consistently comfortable temperatures. Panoramic views of the Pacific greet you throughout the home’s interiors. Oversized picture windows in the living room and primary suite frame these reach-out-and-touch unequaled vistas, changing throughout the day as the light does. The main residence’s light-filled, lofty spaces seamlessly meld together with 5 bedrooms and 3.5 baths, spanning 3,644 square feet. The home's custom Mediterranean architecture and local craftsmanship embrace simplicity, which defines the unique upcountry lifestyle. In addition to those ocean views, there are forty native fruit trees (avocado, mango, citrus, mangosteen, star apple, lychee, peach, nectarine, star fruit), honoring the land and the year-round outdoor living experience. A separate suite with a private entrance is the perfect flex space for a creative studio, work-from-home office, full-size gym with infrared sauna, second kitchen, full bathroom, private deck, and yard. The main residence has brand-new Wolf appliances, including an induction range, refrigerator, and dishwasher. Custom new white oak hardwood flooring throughout is the canvas for your personal design statement. Discover the custom yurt with 20ft ceilings, including ocean and unequaled Haleakala’s views. Walking trails wind throughout the property's landscape, with ocean views at every turn, and are a natural amenity to this perfect retreat. The redesigned pool and spa are the home’s centerpiece, boasting a 40-foot saltwater pool with solar heating. Imagine experiencing the best of Kula from sunrise to sunset, 365 days a year. Visit this Upcountry Kula home, and you will discover it is exactly where you are meant to be.

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 on the greens of the Pukalani Golf Course. This 3-bedroom, 2.5-bath single-family Residential Condo is uniquely positioned to capture stunning views of Mauna Kahalawai and the central valley creating a serene backdrop to everyday living. The upper level features an open-concept design with vaulted ceilings and abundant natural light, flowing to a spacious lanai—perfect for relaxing or entertaining. The sellers have installed concrete steps and railings leading from the garage to the yard below. The house foyer is enclosed - allowing entrance from the garage directly into the home. The lower level includes three bedrooms and access to a truly special outdoor space. The entire yard has been thoughtfully planted with native Hawaiian plants and enhanced with garden paths creating a park like retreat. Enjoy being among o'hia and other native plants and alongside the rare yellow hibiscus (ma'o hau hele), Hawaii’s State Flower. The primary suite offers an ensuite bath, dual vanity, and walk-in closet. Additional highlights include a 2-car garage with full-sized laundry. Easy access to the golf course, shops, Farmers Market, and restaurants. Listing is a Residential condominium.

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 ocean and mountain views, a covered entry porch, central A/C, and a two-car garage. The property also includes a beautifully manicured fenced backyard with a covered lanai. The layout offers three bedrooms and two bathrooms on the second level, with one bedroom and one bathroom conveniently located on the first floor. The home is ideally situated near Longs Drugs and is just minutes away from Foodland, the Pukalani Community Center, the Upcountry Pool, local restaurants, and banks. Several schools: Carden Academy, Montessori School of Maui, Seabury Hall Preparatory Academy, and Haleakala Waldorf School are all located within a 2 to 15-minute drive. Additionally, it is only 15 minutes from the airport and Costco.

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 ocean views. Over 5000 square feet of living, garage, and spacious lanai make this well designed house a wonderful place to call your home. Conveniently located just 18 mins from town, its the perfect place to be. At 2200 feet elevation the weather is perfect! Banana, macademia nut, and citrus trees are planted and ready to provide your family with fresh organic food. Fully fenced, and privately located, this is one of the best properties in the subdivision. This property is a CPR & is being sold as unit A, come take a look around sunset and prepare to be amazed!

Exceptional 58-acre agricultural estate comprised of eight separate TMKs, featuring a unique combination of high-quality improvements, established income, and long-term flexibility. The property includes four substantial ag buildings, two fully automated commercial greenhouses, and extensive infrastructure throughout. Improvements include a 1,300 sq ft Ag Office/Studio (2023) with slab-on-grade construction, 2x6 framing, Marvin windows, hardwood floors, split-pitch roof, R-19/R-30 insulation, Lutron automated lighting and shades, and Sonos audio. A 4,200 sq ft Ag Shop/Storage/Office offers 12’ walls, a 12/12 standing-seam metal roof, loft with hardwood flooring, and a Solark/Discovery off-grid PV system with 74kW storage. A 5,000 sq ft bolt-together Curvco galvanized corrugated metal ag shop with (2) 11' x 11' roll-up doors provides additional covered workspace and storage. A 2,400 sq ft Ag Warehouse with 12’ walls and standing-seam metal roof is also supported by the same off-grid solar system. Two 3,600 sq ft Agri-Tech Solar-Lite greenhouses, both fully automated and have supported a proven agricultural operation. Existing leases generate substantial income. Significant site work has been completed, including approximately 4,000 linear feet of 12-foot-wide asphalt drive providing secondary ingress/egress, an additional 800 linear feet of asphalt and concrete, four 12’ x 100’ concrete swales, and approximately 8,000 linear feet of perimeter game fencing. Roughly 40 acres have been cleared of old-growth wattle. This is a solid opportunity to acquire a large-scale, income-producing agricultural property with new infrastructure, multiple revenue streams, and long-term value.