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$1,195,000
5 Beds 3 Baths 410149 MLS Fee Simple Tenure
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. Bring your vision to life! Call your realtor, easy to see!

84 Kilakila Pl, Makawao

Listing courtesy of eXp Realty.

$1,599,000
5 Beds 4 Baths 410140 MLS Fee Simple Tenure
Nestled along a peaceful country road in highly sought-after Kula, this beautifully remodeled 5-bedroom, 3.5-bath residence offers the perfect blend of modern comfort, Upcountry charm, and breathtaking natural beauty. Backing expansive pastureland, the property enjoys exceptional privacy and panoramic views stretching from the Pacific Ocean to majestic Haleakala. Set amidst lush, manicured grounds, the property is a true tropical retreat featuring mature jacaranda trees, swaying palms, bamboo, and an abundance of fruit trees including avocado, lemon, and orange. Enjoy cool Upcountry breezes while harvesting fresh fruit from your own backyard and taking in the stunning scenery. Filled with natural light, the open-concept interior showcases warm wood flooring and thoughtfully updated finishes throughout. The inviting kitchen features crisp white cabinetry, generous counter space, and a functional layout designed for both everyday living and effortless entertaining. The kitchen and living room are perfectly positioned to capture sweeping views of rolling pastureland, while the seamless indoor-outdoor design creates an airy, open atmosphere throughout the home. The main level offers four spacious bedrooms, along with a versatile bonus room that can easily serve as a media room, home office, playroom, or second living area. Two of the bedrooms enjoy private access to outdoor spaces, providing exceptional flexibility for guests, extended family, or multigenerational living. Large windows throughout the home frame lush tropical greenery, bringing vibrant natural beauty and a sense of tranquility into every room.Occupying the entire upper level, the primary suite serves as a private sanctuary complete with spectacular mountain and coastal views. Enjoy a spa-inspired ensuite features a soaking tub perfectly positioned beneath a picture window, creating the ultimate setting to relax and unwind. Outdoor enthusiasts will appreciate the custom rock-climbing wall and close proximity to Haleakala's world-class hiking and biking trails. A two-car garage and utility shed provide additional storage and workspace. Offering privacy, functionality, and the quintessential Upcountry Maui lifestyle, this exceptional property captures the beauty and tranquility that make Kula one of Maui's most coveted communities. Contact your favorite Realtor to schedule a private showing.

506 Kolohala Dr, Kula

Listing courtesy of Keller Williams Realty Maui-Ki.

$1,098,800
3 Beds 2 Baths 410124 MLS Fee Simple Tenure
Located on lower Pulehuiki Road in Upper Kula (96790), this 0.47-acre Agricultural-zoned CPR Unit B (ohana) offers mountain views toward Haleakala and southwest-facing sunset views from the living area and backyard. The house is Approx. 1,108 sq ft with 3 bedrooms and 1.5 bath, with new vinyl plank and tile flooring, a wood-burning fireplace, and two-car carport. The house also features a new open-concept kitchen and living room space, and new bathrooms. This AG zoned parcel includes established garden beds, avocado, pomegranate and fig trees, flowering plants, and open space suitable for additional planting. Traditional Upcountry kiawe hog-wire fencing defines this portion of the property. It is located approx. 400 yards from Haleakala Highway (Route 37) and near Kula town amenities including La Provence and Kula Hardware and Nursery, with convenient access to other Upcountry Maui destinations. With the best climate on Maui, and the ability to walk to a French bakery and café, how can Upcountry Living get any better? This is a Residential CPR Unit B .47 acres of the 2.07 acres total in the CPR. The Unit A main house unit on 1.62 acres of vacant land is available separately, see MLS#408775. Call your favorite Realtor for a showing today, and please do not enter either unit of this this Property without an appointment.

230 Pulehuiki Rd Unit Unit B, Kula

Listing courtesy of Coldwell Banker Island Prop(P).

$1,135,000
4 Beds 3 Baths 410105 MLS Fee Simple Tenure
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 granite countertops, stainless-steel appliances, and modern finishes throughout. Opening seamlessly into a living area cooled by a high ceiling fan, this space creates an inviting open-concept layout perfect for entertaining. Step through a double-paned sliding glass door onto an expansive covered lanai ideal for outdoor dining. The floor plan includes two bedrooms on the main level, while upstairs you'll find a loft area and a third bedroom, providing additional space for a home office or a playroom! Around the back of the main house is a separate entrance leading to a private studio-style fourth bedroom complete with its own bathroom and kitchenette. This separate living space offers excellent flexibility for extended family, guests, or anyone seeking added privacy with its own secluded patio area for enjoying the cool afternoons. The property has outdoor garden beds ready for planting and a mature lychee tree, papayas, and dragon fruit. And parking allows for 4 cars! This versatile property is a must-see, so call your favorite realtor and take a look. One of the photos is digitally staged.

16 Makani Rd, Makawao

Listing courtesy of Equity One Real Estate Inc (M).

$2,395,000
5 Beds 4 Baths 409724 MLS Fee Simple Tenure
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.

15 Olinda Rd, Makawao

Listing courtesy of eXp Realty.

$1,325,000
2 Beds 2 Baths 410052 MLS Fee Simple Tenure
Now offering a $20,000 buyer credit at closing! 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-and-a-half-bath cottage offer the perfect setup and much more. The well-cared-for main home includes a covered, screened lanai with ocean and mountain views, an owned solar system to keep electric bills down, and a flex room that could serve as a third bedroom, hobby room, or home office. A covered hot tub is a great place to watch the sunset and melt away the day’s cares. Plenty of storage is available, including a large closet off the carport and a separate shed for all your yard tools or Maui toys. The cute, cozy cottage has its own lanai with views of Haleakala, the West Maui Mountains, and the ocean. The well-landscaped property offers a mix of beautiful flowers, edibles, and native plants. Handsome stone terraces at the front of the property are interspersed with lime, sugar cane, kalo (taro), pohole fern, starfruit, ohia, papaya, banana, and a variety of herbs. The property’s convenient location is within walking distance of Pukalani Park, the Upcountry Pool, and Pukalani Terrace Shopping Center. It is a short drive d to Central Maui or North Shore Beaches. It's a tidy, move-in-ready package for Upcountry Home buyers. Contact your favorite Maui Realtor to set up a showing today.

191 Alohilani St, Makawao

Listing courtesy of The Maui Real Estate Team Inc.

$1,479,000
3 Beds 3 Baths 409999 MLS Fee Simple Tenure
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 easy access to Pukalani Terrace Shopping Center and Pukalani Superette, and approx. a 15-minute drive to Kahului. It features many upgrades including but not limited to, tub to shower conversions in the main house and ohana, beautifully retiled pool with ceramic tiles with a new heating system installed in 2026, the main house interior walls are newly plastered, also a full kitchen remodel and new flooring throughout the main house. The back deck overlooks the pool and is great for outdoor entertaining and summertime pool parties and the backyard is fully fenced and secure from off property access. The 2nd home ohana features a walk-in pantry, easy access to a spacious back yard and covered lanai off the primary bedroom, and a covered gazebo for outdoor gatherings.

3260 Kihapai Pl, Makawao

Listing courtesy of Welcome Hawaii Properties.

$2,600,000
3 Beds 3 Baths 409910 MLS Fee Simple Tenure
Secluded retreat, yet only 35 minutes from Maui’s airport, phenomenal views, ultimate privacy, and ideal year-round climate. This property can be your personal sanctuary. The beautiful 2000 sf single-level home has 3 bedrooms and 3 baths with spacious living and dining room opening up through French doors to covered lanai. The primary suite, with large double shower and ocean view soaking tub, opens out to large split-level deck and garden where you may relax and relish the views and serenity. One of the other two bedrooms is also large, en-suite with private bath and garden access. Wood flooring and cathedral ceilings throughout. Rare, below Kula Highway location. Mature landscaping boasts majestic rows of Italian Cypress, coffee orchard and mature pepper, jacaranda, avocado and mac-nuts. Artistic touches, incredible front door hardware, classic windows. Quality and solid construction with cedar exterior siding. Fantastic vantage for breathtaking sunsets and dazzling stargazing. Charming, converted ‘water tank’ at top of property is ideal for art studio or guests. This is the main home/Unit 1 of the “Keo Kea Farms” CPR, and land area is 1.69 acres. Additional bonus of large, detached workshop/garage (holds 2 vehicles) & storage. Paved (besides one small section) 1/4 mile driveway winds down to the gated entry (shared with CPR neighbor).

9314 Kula Hwy Unit Unit A, Kula

Listing courtesy of Island Sotheby's International Realty(M).

$2,495,000
4 Beds 4 Baths 409902 MLS Fee Simple Tenure
This Kula property consists of THREE separate homes on 2.736 acres with a combined living area of over 6,000 square feet. Located at approximately 3,000 feet elevation, the homes sit on a gated and fully fenced parcel with coveted county zoning of Rural Half Acre. The property offers ocean and multi-island views, with a neighboring Koa forest as a natural backdrop and includes a fenced pasture area. The property includes 60 owned photovoltaic panels, two electric meters plus a sub-meter, two water tanks (1,500 gallons and 1,000 gallons), and a 5/8-inch county water meter. Additional features include a commercial-grade carbon fiber water filtration system, five standalone storage structures, and pasture area. The location provides convenient access to Upcountry schools, shopping, and all the best that Kula has to offer. The three homes can serve as a family compound or for multiple living and rental uses. This is the opportunity you have been waiting for.

16 Kekaulike Ave, Kula

Listing courtesy of Compass-W.

$1,825,000
3 Beds 2 Baths 409893 MLS Fee Simple Tenure
Tucked just off coveted Polipoli Road in Kula, this remarkable Upcountry estate is a rare blend of artistic legacy, architectural pedigree, and timeless Maui beauty. Once home to celebrated Hawai‘i artist and educator Richard “Dick” L. Nelson — creator of the renowned Tri-Hue watercolor technique the property reflects a life inspired by creativity, tranquility, and the extraordinary natural surroundings of Upcountry Maui. Designed in collaboration with distinguished mid-century architect Edward Sullam, a protégé of legendary architect Vladimir Ossipoff and architect of the original Shops at Wailea, the residence was thoughtfully positioned to embrace breathtaking bi-coastal views stretching from mountain to ocean. A charming one-bedroom cottage welcomes you near the entry, while the main residence sits gracefully atop the property, capturing panoramic vistas, golden sunsets, and the peaceful ambiance that makes Kula one of Maui’s most treasured communities. The home showcases quality construction and timeless architectural design with expansive windows, skylights, and abundant natural light throughout. Rich character and warmth are felt in every space. One of the three bedrooms served as Dick Nelson’s private art studio and features its own separate entrance, creating endless possibilities for a creative retreat, guest suite, family room, home office, or private sanctuary. The spacious primary suite offers two walk-in closets and easy access to a beautifully appointed bath with dual vanities, walk-in shower, and heated towel bar. The additional bedroom is ideal for guests, or flexible work-from-home living. The kitchen features koa-accented cabinetry, updated built-in appliances, and stainless-steel refrigeration, blending island character with everyday functionality. The open plan living/dining/kitchen features a wood burning fireplace, vaulted wood ceiling, built in credenza and a front viewing deck perfect for drinks at sunset. A two-car garage with loft storage adds convenience and practicality. Located in the heart of Kula, this exceptional property offers the coveted Upcountry lifestyle — cool evenings, scenic paths, and close proximity to beloved local destinations including Grandma’s Coffee House, Kula Bistro, the Kula Market, Haleakala Waldorf School, and Kula Elementary. Nearby attractions such as the Lavender Farm, Strawberry Farm, and Ulupalakua Ranch & Winery complete the idyllic Maui experience. Rarely does a property combine such artistic provenance, architectural significance, and awe-inspiring beauty. This is more than a home, it is a legacy property where inspiration, serenity, and Maui’s finest views come together in perfect harmony.

162 Koheo Rd, Kula

Listing courtesy of ENRG Realty.

$4,750,000
3 Beds 4 Baths 409873 MLS Fee Simple Tenure
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 residence, designed by renowned architect Jim Hestand of Maui Architectural Group, is an absolute work-of-art. Almost entirely constructed with old-growth redwood, the architectural inspiration was designed for the well-known concerts and poetry gatherings among the owners in the days of its grandeur...a true legacy property. The main home has recently been thoroughly and lovingly returned to its original beauty and beyond, with the remodeling and modernizing of the kitchen and bathrooms. All of the out-buildings, concrete driveway and landscaping have also been restored. Rare peace and privacy are assured within the grounds. The 2nd residence is reminiscent of a mountain cabin vibe. The 2 residences are separated by many usable acres of trees and orchards. One could certainly imagine this property being ideal for horses. In between the two homes there is an artist/musician studio with flexible use. There are 2 water meters, serving each end of the property. Additionally, there is a large garage/workshop and a useful farm structure. Pi'iholo, is known for cool days and cooler evenings with passing mists, reliable rainfall and refreshing trade winds. There are several respected public schools and excellent private schools in the region. Farmers markets, supermarkets and roadside stands assure you can keep your shopping Up Country. The range of restaurants is remarkable. And for health care, Up Country has it all.

2450 Piiholo Rd, Makawao

Listing courtesy of Coldwell Banker Island Prop(P).

$1,999,000
4 Beds 3 Baths 409809 MLS Fee Simple Tenure
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 temperatures that feel like spring year round. A 2,732 square foot main home and detached cottage, 5-7 minutes from Seabury Hall and Makawao Town. The main home's soaring wood-beam ceilings and wood-burning fireplace set a warm, welcoming tone from the moment you walk in. The living and dining areas flow naturally to a the lanai where the views take center stage. The kitchen is generous in size, flooded with natural light, and thoughtfully appointed with granite and butcher block countertops, a farmhouse sink, walk-in pantry, and a picture window perfectly framing the landscape outside. New refrigerator and stove were added in 2026, along with an updated under-sink water filtration system. A solar PV system with battery storage keeps energy costs in check. The primary suite is privately situated with vaulted ceilings, a gas stove, and a beautifully updated ensuite featuring dual vanities, walk-in shower, and soaking tub. Fresh paint and a fully redone second bathroom reflect the care and attention put into this home. Two additional bedrooms, a dedicated laundry room, built-in storage, and a finished loft, ideal as a library, playroom, or fun creative space, complete the main level. Downstairs, a separate 1-bedroom, 1-bath space with its own entrance and newly added sliding door offers excellent flexibility for guests, extended family, or a home office. The recently remodeled detached cottage has its own driveway, parking area, and cement stairs, providing true separation and privacy, and built to last. Perfect for multigenerational living, long-term guests, or rental income. Extensive eucalyptus clearing has opened up the property, improving views, natural light, and usable space while preserving its peaceful Upcountry character. Wake to birds singing and fall asleep to the sound of wind moving through the trees.

25 Lumahai Pl, Makawao

Listing courtesy of Compass-W.

$989,000
3 Beds 2 Baths 409804 MLS Fee Simple Tenure
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.

2840 Koea Pl, Makawao

Listing courtesy of Corcoran Pacific Properties.

$4,999,999
2 Beds 3 Baths 409543 MLS Fee Simple Tenure
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.

8515 Kula Hwy, Kula

Listing courtesy of Island Sotheby's International Realty(M).

$1,100,000
2 Beds 1 Baths 409336 MLS Fee Simple Tenure
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!

40 Kalihi Pl, Kula

Listing courtesy of Tri-Isle Rlty & Dev Co Inc.

$3,400,000
4 Beds 3 Baths 409325 MLS Fee Simple Tenure
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!

61 Kee Rd, Makawao

Listing courtesy of Equity One Real Estate Inc (M).

$1,100,000
3 Beds 3 Baths 409260 MLS Fee Simple Tenure
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.

2811 Liholani St Unit #5, Pukalani

Listing courtesy of REMAX Hawaii Maui.

$4,995,000
5 Beds 4 Baths 409257 MLS Fee Simple Tenure
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.

1260 Naalae Rd, Kula

Listing courtesy of Compass-W.

$13,999,000
409243 MLS Fee Simple Tenure
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.

7700 Kula Hwy, Kula

Listing courtesy of Hawaii Life (W).

$3,490,000
4 Beds 4 Baths 409234 MLS Fee Simple Tenure
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!

280 Huahua Pl Unit Lot 21, Unit A, Kula

Listing courtesy of Big Wave Realty LLC.

$955,000
3 Beds 2 Baths 409182 MLS Fee Simple Tenure
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. Filled with natural light and refreshing Upcountry breezes, this inviting 3-bedroom, 2-bath home features vaulted ceilings, wood flooring, owned photovoltaic panels, solar hot water and a functional layout designed for comfortable island living. Step outside to a spacious backyard that's perfect for entertaining, gardening or creating your own private outdoor retreat. The oversized two-car garage with soaring ceilings provides abundant storage and exciting potential for additional living space, offering flexibility to fit your future needs. Conveniently located just minutes from charming Makawao Town, Eddie Tam Park, schools, shopping and local dining and only about 15 minutes from Kahului and Maui's beautiful beaches, this home offers the perfect blend of Upcountry charm and everyday convenience. Offering exceptional value in the heart of Makawao, this home is priced to sell and ready for its next owner. Don't miss this incredible opportunity. Schedule your private showing today!

1088 Mamalu Pl, Makawao

Listing courtesy of Compass.

$4,395,000
4 Beds 4 Baths 409092 MLS Fee Simple Tenure
When HOME is the destination. Set in an IDEAL UPCOUNTRY location, this ENTERTAINER'S DREAM is where luxury, RESORT INSPIRED amenities, and Maui’s natural beauty merge in harmony. Upon entry, BI-COASTAL OCEAN AND MOUNTAIN vistas unfold like nature’s own work of art. Thoughtfully renovated and expanded in 2025, the home was re-imagined as a place of beauty, recreation, and restoration. Perched at Kulamalu Hilltop, an exclusive and highly coveted gated enclave of just 13 residences, this 4-bedroom, 4-bath home offers approximately 3,882 square feet under roof, including a 3-car garage. Soaring ceilings create architectural volume, while hybrid Koa flooring and Roman Gold Travertine establish a rich foundation. In the foyer, a custom glass-enclosed 150+ bottle wine display makes a striking impression. The main living area is anchored by a split-faced marble wall, linear fireplace, suspended glass sculpture chandeliers, and sliding glass walls that open effortlessly to the outdoors, creating the kind of seamless indoor-outdoor living that defines the Maui lifestyle. A private resort unfolds with a natural-style infinity-edge lap swimmable water feature echoing the stillness of a reflection pond. Practice greens with six golf holes, two tee boxes, a sand bunker, and gathering areas with fire pits create a sublime, curated outdoor experience. A gourmet kitchen designed for culinary creativity and entertaining features a multifunctional workstation sink with LED temperature display, waterfall and rain dance functions, Sub-Zero, Wolf, and Bosch appliances, Calacatta West quartz counters, and a beveled glass tile backsplash. The Primary Suite Retreat offers a serene sitting area positioned to take in both ocean and mountain views, with an ensuite spa-like bathroom, dual-sided gas fireplace, and walk-in closet. The game room may also serve as a great room, private lounge, media retreat, or flex space. Tech features include dual-zone AC, Nest thermostat, Blink security, and app-enabled smart home integration. Special features include: This entertainer's dream estate offers bi-coastal ocean and outer island views at Upcountry Maui's most coveted elevation, with convenient access to Maui's top-rated schools. Six-hole private practice green with two tee boxes and sand bunker, natural-style infinity-edge lap pool, extensively and thoughtfully renovated and expanded in 2025, Sub-Zero and Wolf gourmet kitchen, dual-sided gas fireplace, La Cantina sliding pocket doors, custom glass-enclosed 150+ bottle wine display, suspended glass sculpture chandeliers, hybrid Koa flooring and Roman Gold travertine, 40-panel PV solar system, and Tesla EV charging. Gated enclave of just 13 residences. Please see the full list of improvements and features. The pineapple cultivation supports the property’s agricultural land classification, resulting in reduced water rates and other benefits. 35 Ohia Lehua Place offers a rare expression of Upcountry luxury, artfully designed, deeply restorative, and shaped by an awe-inspiring view of nature.

35 Ohia Lehua Pl, Pukalani

Listing courtesy of Maui Real Estate Advisors LLC.

$1,125,000
3 Beds 2 Baths 408939 MLS Fee Simple Tenure
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 schools and Historical Makawao Town and short drive to town, beaches, and airport. 3 bedroom 2 baths can be divided into a separate 1 bd 1 ba attached ohana with private yard, kitchen, driveway, and entrance that easily could be rented. A new perimeter fence has created 5 enclosed unique yards. Living on a private road is safe for kids and pets. Extra large, tall carport with a workshop and observation deck on top with an incredible view creates one of the best spaces on the property. Pictures don't do it justice I'm able to email more detailed pictures I look forward to hearing from you.

3586 Kalua Pl, Makawao

Listing courtesy of Nathalie Mullinix Rlty Universal Inc.

$8,800,000
3 Beds 4 Baths 408938 MLS Fee Simple Tenure
If architecture is a language and the built form its voice, then a great architect is, ultimately, a master storyteller. 29 Kolonahe is evidence of such mastery from architect Ron Radziner, co-founder of renowned firm Marmol Radziner. This upcountry Maui home, built by legendary craftsman John Cahill, is an enduring, livable work of art—and Marmol Radziner’s first house in Hawaii. At the edge of a dramatic tropical valley, a triad of structures rises from an impeccably landscaped garden: main house, art studio and office, and carport and music studio. Glass, cedar, and honed lava playfully direct sunlight throughout the day—from its morning appearance to its dramatic sunset finale. Outside, gardens of native 'Ohi'a lehua, Koa, Puakenikeni, 'A'ali'i, Alahe'e and orchards of banana, papaya, mango, lychee, longan, citrus, avocados and more adorn the hillside. Listening to the voices of the land, the site, and the vision of his clients (fine artist, musician, and actor), Radziner created an oasis of modern design, inspired artistry, and native landscaping that simply feels good to live in. Radziner’s design at 29 Kolonahe tells a story of beauty, ease, and delight: the power of inhabiting a space that’s brilliantly crafted in alignment with the land where it is situated. Experience it yourself. This property is a Residential CPR and includes 1.719 acres of land.

29 Kolonahe Pl Unit A, Kula

Listing courtesy of Hawaii Life (W).

$895,000
3 Beds 1 Baths 408706 MLS Fee Simple Tenure
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 house offers approximately 720 sq ft with 3 bedrooms and 1 bathroom, and will require major renovation. It is currently being used for storage and is not in good condition. The half bathroom and garage remain as foundations only. The ohana unit is approximately 600 sq ft with 2 bedrooms and 1 bathroom, offering excellent rental income potential. Both dwellings are connected to 2 cesspools. Conveniently located, restaurant and gas station near. Grocery stores, restaurants, coffee shops, and banks are all within one mile for additional convenience.

3321 Old Haleakala Hwy, Makawao

Listing courtesy of eXp Realty.

$3,950,000
5 Beds 3 Baths 408491 MLS Fee Simple Tenure
Set across two fully usable acres in one of Kula most desirable microclimates, this exceptional agricultural-zoned estate presents a rare fusion of refined luxury, privacy, and productive farm-to-table living—framed by commanding west-facing ocean and sunset views over the West Maui Mountains and the neighboring outer islands. The single-level main residence is thoughtfully designed with no interior steps, soaring vaulted ceilings, and expansive window walls that flood the home with natural light while capturing sweeping panoramic vistas. Contemporary farm-style finishes complement the home’s elevated setting, creating a sophisticated yet relaxed Upcountry living experience. A large oversized covered lanai extends the interior living space outdoors, ideal for entertaining, dining, and daily sunset enjoyment. A separate-entry mother-in-law’s quarters provides flexible accommodations for extended family, guests, or on-site support. The main home also features an attached two-car garage, offering convenience and secure storage. The outdoor amenities elevate the property to a true private retreat. A resort-style pool deck showcases a swimming pool, jacuzzi, and waterfall water feature, all overlooking rolling pasturelands and enjoying exceptional privacy due to the home’s commanding elevation above neighboring properties. Mature landscaping, expansive manicured lawns, and a wide variety of established fruit trees create a lush, estate-like environment. Adding significant versatility is a detached three-bedroom cottage with its own private driveway, a dedicated two-car garage, and additional carport parking equipped with electric vehicle charging—ideal for extended family living, guest accommodations, or potential rental use. The property also includes a detached yoga studio / agricultural outbuilding, along with two separate greenhouse structures, supporting both wellness-oriented uses and agricultural production. The home is equipped with solar and two Tesla batteries, providing energy efficiency and reliable backup power. Historically operated as a working farm with hosted tours and yoga experiences, the land continues to produce substantial fruit and agricultural yield, enabling a true farm-to-table lifestyle for daily living and entertaining. The entire estate has been upgraded and remodeled and is offered in move-in-ready condition, allowing immediate enjoyment without compromise. Centrally located within Kula, the property is just minutes from the area's most sought-after restaurants, shops, and Upcountry destinations, while maintaining a rare sense of elevation, openness, and tranquility. A distinctive opportunity to own a luxury contemporary farm estate in one of Maui’s most ideal climates—where sunset views, productive land, and elevated island living seamlessly converge.

40 Pulehu Nui Rd, Kula

Listing courtesy of Berkshire Hathaway Maui Prop-L.

$1,795,000
3 Beds 4 Baths 408488 MLS Fee Simple Tenure
Set along the edge of a scenic gulch, this beautifully maintained Kula residence captures uninterrupted panoramic views of Maui’s south shore, from Maalaea Bay to Kahoolawe. The elevated setting ensures privacy, open skies, and a daily connection to nature. Inside, an airy open-concept great room features vaulted ceilings, warm wood flooring, and a striking lava rock fireplace. Large picture windows frame ocean vistas and greenery while flooding the interior with natural light. The well-appointed kitchen—complete with granite countertops, stainless appliances, and cherry wood cabinetry—flows seamlessly to the dining area and covered lanai, ideal for al-fresco meals overlooking the coastline. The flexible floor plan is perfectly suited for extended family or guests, offering separate living spaces that provide comfort and versatility. A two-car garage with extra-high ceilings provides ample storage for vehicles and island gear. Additional highlights include net-metered photovoltaic panels with battery backup, split-zone air conditioning for year-round comfort, and lush tropical landscaping that enhances the home’s serene setting. Experience Kula’s coveted climate and breathtaking views in this thoughtfully designed, custom home.

183 Kulamanu Cir, Kula

Listing courtesy of Island Sotheby's International Realty(M).

$4,999,000
2 Beds 1 Baths 408461 MLS Fee Simple Tenure
Also listed as Commercial-For sale - MLS# 408462. Best Mixed Use, Turnkey business/residential complex, Landmark & Iconic Maui, HI property. $26K/mo. existing & diversified residential & commercial rental income with 5,000sf commercial space and 1800sf residential space currently leased with 100% occupancy. Multiple very profitable business opportunities grossing over $1.2mil/yr. Additional rental and business income being added. This property is way less than free!! Subdividable and CPRable. Exceptional, 360 deg views in perfect weather, very affluent Lower Kula area of $2-15mil homes. This growing area needs more business development with a huge upside potential in the near future. Destined to be a possible $40mil project-mixed use condos, medical plaza, hotel/restaurant, or Kula Town Center. Purchase now at a high cap rate and realize your future income ambitions with this unique offering in Paradise. Almost an acre, all utilities, 2 water meters, level and all useable. Over $150K in repairs/upgrades recently. Owner or SBA financing with best terms available. 1031 Exchange, Sale Leaseback, or Lease Option possible. More info/pics at Loopnet.com and Bizbuysell.com. Do Not Disturb businesses/tenants. Shown by appt only. Beware!! Vicious guard dog on site 24/7. You will not find a better, more lucrative deal Anywhere!

3135 Lower Kula Rd, Kula

Listing courtesy of Nathalie Mullinix Rlty Universal Inc.

$9,950,000
3 Beds 3 Baths 408390 MLS Fee Simple Tenure
Situated on Maui’s Upcountry serene landscape, this Legacy Estate offers stunning panoramic ocean and mountain views across 22.25 acres of pristine pastoral land. The first parcel of 10.46 acres features a spacious main residence and large detached cottage/studio. The second parcel of 11.79 acres is accompanied with a 2-bedroom 2-bath cottage, ideal for guests or caretakers, with room to build a main residence, and barn. Both parcels have separate water meters. Designed by Hans Riecke and Brian Bolter and constructed by Stephen King and Bill King, this impressive main residence includes an expansive great room with soaring ceilings, four stone fireplaces, a spacious open kitchen with top of the line appliances, dining areas, open sitting-room, office and den, a beautiful primary suite with spacious walk in closets and built-ins, two large guest rooms and covered decks for the enjoyment of the property, providing additional areas for entertaining guests and relaxation. The features throughout the homes exemplify fine craftsmanship with exotic hardwoods and custom finishes. A koa tree forest, producing olive orchard, and citrus orchard are among the many landscape features. This Extraordinary Estate is an Upcountry Maui treasure to behold.

95 & 285 Kekaulike Ave, Kula

Listing courtesy of Island Sotheby's International Realty(M).