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$1,235,000
2 Beds ⋅ 1 Baths ⋅ 409753 MLS ⋅ Fee Simple Tenure
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.

20 Kuulani Pl, Kula

Listing courtesy of Delmore Realty.

$1,849,000
3 Beds ⋅ 2 Baths ⋅ 409590 MLS ⋅ Fee Simple Tenure
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.

1041 Lower Kimo Rd, Kula

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

$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).

$940,000
3 Beds ⋅ 2 Baths ⋅ 409472 MLS ⋅ Fee Simple Tenure
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.

320 Kulalani Dr Unit Unit A, Kula

Listing courtesy of Equity One Real Estate Inc (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).

$3,950,000
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.

$968,000
3 Beds ⋅ 2 Baths ⋅ 409182 MLS ⋅ Fee Simple Tenure
Incredible Value in Makawao! Discover the charm of Upcountry living in this maintained single-level home, ideally situated on a quiet cul-de-sac in one of Makawao's most desirable neighborhoods. Filled with natural light and refreshing cross breezes, this inviting 3-bedroom, 2-bath home features vaulted ceilings, owned photovoltaic panels, solar hot water, wood flooring, and a functional layout designed for comfortable island living. The spacious yard is perfect for entertaining, gardening, or creating your own outdoor retreat. The two-car garage features high open ceilings, providing excellent storage and exciting potential for additional living space, adding 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 ideal blend of Upcountry charm and everyday convenience. With exceptional value in one of Maui's most sought-after communities, this is an opportunity you won't want to miss. Schedule your private showing today!

1088 Mamalu Pl, Makawao

Listing courtesy of Compass.

$4,499,995
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.

$1,150,000
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. All comments, data is provided by seller or seller's representatives. Buyer to confirm all & hold all parties harmless from any discrepancy data in the mls and advertising. Limited Service–Data Entry Addendum signed by seller/s must be signed by buyer/s with Purchase Contract.

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 requires major renovation. It is currently being used for storage and is not in livable 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 cesspools. Conveniently located with a restaurant next door and a gas station across the street. Grocery stores, restaurants, coffee shops, and banks are all within one mile, providing everyday convenience.

3321 Old Haleakala Hwy, Makawao

Listing courtesy of eXp Realty.

$3,975,000
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).

$9,750,000
3 Beds ⋅ 3 Baths ⋅ 408478 MLS ⋅ Fee Simple Tenure
A truly rare offering in coveted Keokea. This exceptional Upcountry estate is perfectly positioned between Kula and Ulupalakua, presenting an unparalleled living experience in one of Maui’s most sought-after areas. Surrounded by sweeping natural beauty and rich island heritage, Keokea embodies tranquility and timeless charm. Set on 6.5 acres of meticulously manicured grounds, the property offers remarkable privacy while remaining conveniently close to shops, dining, and endless outdoor pursuits. Unobstructed ocean and Haleakala views serve as a breathtaking backdrop from every vantage point. Offered for sale by the original owner—renowned builder Keith Troxel—this custom, rustic-contemporary ranch-style residence is ideally situated at 2,300 feet in elevation, just below the Oprah Winfrey Estate and Sun Yat Sen Park. Enter through solid wrought iron doors that open to the elegant main residence with two primary suites thoughtfully positioned at opposite ends of the home for enhanced privacy. Interiors are appointed with acacia wood and travertine flooring throughout, while the expansive chef’s kitchen showcases a custom Monkeypod wood island, premium appliances, and granite countertops—perfect for both entertaining and everyday living. Seamlessly blending indoor and outdoor living, the home opens to an expansive lanai overlooking a resort-style pool and spa, set amidst park-like grounds and framed by panoramic ocean vistas. Enhancing the estate is a beautifully designed carriage-style cottage with a three-car garage below, offering flexibility for guests or extended living. The property is fully fenced and gated, complete with a barn and arena, and features a large ¾-inch water meter, allowing for potential future expansion. This is a once-in-a-lifetime opportunity to own a slice of heaven that is so unique, you will not find it anywhere else on Maui. Lister is owner.

337 Kealakapu Rd, Kula

Listing courtesy of Compass-W.

$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).

$1,399,000
3 Beds ⋅ 2 Baths ⋅ 408348 MLS ⋅ Fee Simple Tenure
Bring your vision to this peaceful Upcountry property nestled just below the cool cloud line of Upper Piiholo. Set on two (2) beautifully established acres, this three (3) bedroom two (2) bath home offers more than twenty six hundred (2600+) square feet of interior space along with views that create an inspiring backdrop for a thoughtful renovation. Native trees, tall pines, and fragrant eucalyptus surround this property, offering both privacy and a deep connection to the land. The home is ready for someone who appreciates character and craftsmanship and wants to restore it to its original charm. A generous wraparound deck already frames the exterior, inviting a seamless indoor and outdoor lifestyle. Inside, the main level features an open living, dining and kitchen area with vaulted ceilings and a striking stone accented fireplace. Two (2) bedrooms and a full bath completes this floor. The primary suite rests on the upper level, offering treetop views and natural light. The finished basement offers a one (1) car parking garage and a large room, perfect for a home office, home theatre or possibly a work out/yoga studio. With internet available and plenty of room to reimagine both indoor and outdoor spaces, this property is a rare opportunity to create something truly special. Whether you update the existing layout or transform it into a more modern Upcountry retreat, the setting and foundation are already in place. This much loved home is waiting for its next chapter.

2400 Piiholo Rd, Makawao

Listing courtesy of Coldwell Banker Island Prop(Ka).

$1,395,000
4 Beds ⋅ 3 Baths ⋅ 408229 MLS ⋅ Fee Simple Tenure
Multi-generational residence on the 9th tee of the Pukalani Country Club golf course. No flooding, no leaking, no problems during the recent storms. This 2476 square foot home can be sold fully furnished, includes two central air conditioning units in a walkable attic and a private entry studio with full bathroom and a second kitchen. Nestled in a quiet cul-de-sac and conveniently located to schools, shopping and community swimming pool.

2874 Ualani Pl Unit 15, Pukalani

Listing courtesy of Romvari Realty Ltd.

$1,188,888
4 Beds ⋅ 3 Baths ⋅ 407702 MLS ⋅ Fee Simple Tenure
New price improvement! Price is below appraised value. Ready for new homeowners to complete. Majority of the renovations have been done. New appliances are also included. Seller motivated and easy to see.

2839 Iwalani St, Makawao

Listing courtesy of HomeSmart Island Homes.

$1,250,000
5 Beds ⋅ 3 Baths ⋅ 407699 MLS ⋅ Fee Simple Tenure
Discover modern Upcountry living in this fully renovated Pukalani home offering flexible space and room to grow. Ideally located in the heart of Upcountry Maui, this beautifully updated 5-bedroom, 3-bath residence blends contemporary comfort with timeless island charm. Thoughtfully redesigned from top to bottom, the home features upgraded plumbing and electrical, new windows, walls, doors, split-system A/C, and a full suite of stainless-steel appliances. Inside, you’ll find high-quality finishes throughout, including luxury vinyl plank flooring, custom cabinetry, quartz countertops, and beautifully tiled walk-in showers. Set on a spacious 10,000 sq ft R-3 zoned lot with no HOA, the property provides generous outdoor space for entertaining, gardening, or future expansion. The versatile layout offers ideal options for multigenerational living or potential rental income. This move-in-ready home is vacant and easy to show on short notice. Don’t miss your chance—contact your favorite Realtor today to schedule a private viewing!

81 Kumano Dr, Pukalani

Listing courtesy of Berkshire Hathaway Maui Prop-L.

$1,495,000
3 Beds ⋅ 2 Baths ⋅ 407661 MLS ⋅ Fee Simple Tenure
Welcome to 1199 Freitas Place in Makawao town — a well-cared-for home that combines functional design with classic island living. This is truly one of the best values in Makawao on a $/sf basis! The property features a 1635 square foot, 3-bed/2-bath main residence and a 667 square foot detached Ohana. Both structures are situated on a lush 0.39 acre corner lot with established fruit trees and versatile outdoor spaces. The main home has been freshly repainted and maintained with great attention to detail. Its thoughtful layout provides a welcoming atmosphere with space for relaxation and entertaining. The separate Ohana, previously used as a hair salon, offers an open floor plan ready to be tailored to your needs — whether as an additional living area, creative workspace, or guest suite. The fenced-in yard showcases a diverse fruit orchard featuring mountain apples, oranges, tangerines, lemons, limes, bananas, peaches, curry leaf, Suriname cherries, ginger and turmeric. Additional structures include a workspace and storage shed, offering flexibility for hobbies or projects, an ocean view deck for relaxing or sunset dinners, and a large generator to keep the home fully powered during outages. The dryer, cooktop and oven are all gas powered. Owners average electric bill has been less than $100/month! Located within walking distance of Makawao Town and Makawao Elementary School, you’ll enjoy the convenience of local shops, dining, and community events, all while feeling tucked away in your own private oasis. This is a property that’s been genuinely cared for, offering a lifestyle that blends nature, creativity, and Maui comfort.

1199 Freitas Pl, Makawao

Listing courtesy of Compass-W.

$6,499,000
3 Beds ⋅ 3 Baths ⋅ 407426 MLS ⋅ Fee Simple Tenure
Set in one of Kula’s premier Upcountry locations, this nearly 4,000 sq ft single-level residence showcases modern design, seamless flow, and commanding views of Lanai, Kahoolawe, and Molokini. Clean architectural lines, high ceilings, and expansive glass walls create a sense of openness while framing the panoramic ocean views. The thoughtfully designed floor plan centers around a spacious great room that connects the living, dining, and kitchen areas to an expansive lanai, ideal for effortless indoor-outdoor living and enjoying evening sunsets. The kitchen is a contemporary showpiece with custom cabinetry, stone countertops, and top-tier appliances, designed for both form and function. The spacious primary suite, located at one end of the home, features walk-in closets, dual sinks, and a private office entrance. Two guest suites are thoughtfully placed on the opposite side of the living space, ensuring privacy and maintaining the same standard of quality as the rest of the home with upper loft areas for additional space. The home includes three bedrooms and three bathrooms, along with a 1,100 sq ft garage that includes an office and storage, and a 600 sq ft auxiliary building suitable for a studio or other creative space. This contemporary home was designed with intention where every room connects to the land, light, and views that define Kula living.

7850 Kula Hwy, Kula

Listing courtesy of Hawaii Life (W).

$3,650,000
4 Beds ⋅ 4 Baths ⋅ 407233 MLS ⋅ Fee Simple Tenure
CPR Unit A currently under construction with a completion date of 2026, this brand new 6,000 sq ft under roof home can be fully customized to become your dream hale. Situated in the highly desired gated Kula I'o subdivision on 1.5 acres of flat usable land, theres plenty of space for your garden, animals, or a large barn. At 2,280 feet above sea level, this 4 bed 4 bath house enjoys a perfect year round climate. Integrating large sliding glass doors and a expansive covered lanai, optional infinity lap pool can be provided with spa, Baja ledges, and fountain bubblers overlook a gorgeous sun setting ocean view.

172 Huahua Pl Unit Unit A, Kula

Listing courtesy of Big Wave Realty LLC.

$2,300,000
4 Beds ⋅ 4 Baths ⋅ 407108 MLS ⋅ Fee Simple Tenure
Upcountry Maui Living at Its Finest. Perched in the heart of Kula, this Upcountry home captures Maui’s most breathtaking vistas—spanning bicoastal ocean, sunsets between multiple islands, and the majestic West Maui Mountains. The upper level welcomes you with an open-concept design where the kitchen, dining, primary bedroom and living areas flow as a single level home. A cozy fireplace and expansive picture windows frame the island’s beauty, creating the perfect setting to gather. Downstairs, three spacious bedrooms enjoy equally stunning views, offering plenty of room for family, guests, or creative spaces. Both floors open to lanais with brand-new railings—perfect spots to take in the landscaped grounds, flourishing fruit trees, and ever-changing skies. Here, mornings begin with birdsongs, days are filled with sunshine and cool Upcountry breezes, and evenings bring unforgettable sunsets over the coastline. The photovoltaic system is connected through net metering, which significantly reduces electricity expenses and enables efficient, worry-free use of the air conditioning. This is more than a home—it’s a tranquil retreat where the very best of Maui’s climate and natural beauty converge.

214 Kulamanu Cir, Kula

Listing courtesy of Coldwell Banker Island Prop(P).

$3,559,000
3 Beds ⋅ 2 Baths ⋅ 406880 MLS ⋅ Fee Simple Tenure
Endless horticultural possibilities await on this rare AG-zoned, turnkey property, with the potential for SELLER FINANCING. Complete with a valuable 2-inch water meter, this operational property is full of opportunity. Enjoy the pleasant Kula country weather, breathtaking ocean and mountain views, and the ideal climate for cultivating your own future. Situated on 4.5 acres, the grounds are equipped with a variety of irrigated greenhouses, multiple accessory buildings, and two homes, perfect for both comfortable living or as caretaker's retreat. Recent upgrades include: state-of-the-art Fohse 06i grow lights, an automated irrigation and fertilization system, a custom ventilation and cooling system, new pollen screens, a CAT backup generator with a 2500 triple wall diesel gas tank, and updated electrical. This property is ready for seamless operation. With a successful history as a nursery and a fully licensed hemp farm, this property presents a unique business opportunity for a creative new buyer. Don't miss your chance to be a part of a thriving new enterprise.

248 Piliwale Rd, Kula

Listing courtesy of Coldwell Banker Island Prop(P).

$9,995,000
5 Beds ⋅ 5 Baths ⋅ 406423 MLS ⋅ Fee Simple Tenure
100 Kalelemuku is a newly completed (2025) architectural estate set within Kula I'o, a gated enclave that redefines upcountry luxury. This landmark estate is fully fenced and gated, offering sweeping bi-coastal and mountain views across 3.6 acres. The estate offers 7,085 square feet of interior living space, including a 6,070-square-foot primary residence, a 1,015-square-foot two-bedroom ohana, together with a 2,718-square-foot covered lanai and an expansive 1,728-square-foot garage and storage. Every element is designed to celebrate indoor-outdoor living, with a seamless connection to the estate's refined, beautifully planned outdoor spaces. At the heart of the home is a dramatic great room, airy, open, and braced by vaulted ceilings and Fleetwood glass doors that frame vistas of Haleakala and the Pacific. The space flows into a sculptural Gaggenau kitchen, where waterfall-edge quartzite counters, custom cabinetry, and designer fixtures create a kitchen as elegant as it is functional. The home's layout is thoughtfully designed, featuring dual wings that ensure both seclusion and connection to the living areas. One wing houses the primary suite, complete with a private garden retreat, custom dressing room, and spa-style bath featuring luxurious surfaces and fixtures. Two additional bedroom suites are nearby, each with its own en-suite bath. The second primary suite opens directly to the lanai and a second garden retreat, offering ideal accommodations for guests or multi-generational living. A fourth bedroom and a media/flex room complete this wing, providing versatile space for work or relaxation. Each area offers residents seamless access to outdoor living. A sprawling covered lanai includes a full Lynx barbecue kitchen, outdoor refrigeration, and a 42" Trident grill, all shaded and designed for year-round use. Beyond, a 47-foot pool with a Baja shelf, jetted spa, and panoramic views complete the resort-like experience. Every finish in the home reflects a dedication to craftsmanship and contemporary luxury – exquisite wood flooring, Shibusa Tortora and Pietra Italia tile. Gaggenau appliances are featured throughout the kitchen and bar, including refrigeration columns, dual-zone wine and beverage coolers, and a custom coffee system. The bathrooms are appointed with marble and quartzite counters, soaking tubs and premium fixtures. The Ohana guest residence mirrors the same attention to detail. Fully self-contained with two bedrooms and two bathrooms, it features a Thermador kitchen suite, Teak cabinetry, a private garage, and its own covered lanai with a built-in Blaze grill - perfect for long-term guests. Set against the peaceful rhythm of upcountry life yet elevated by modern design and premium appointments, 100 Kalelemuku is a rare new-build offering in one of Maui's most desirable settings. Whether you're watching the sun rise over Haleakala or winding down with a sunset over the Pacific, every moment is choreographed around its beautiful setting and luxurious amenities. Inquire today for a private tour and the opportunity to see this incredible upcountry estate in person.

100 Kalelemuku Pl, Kula

Listing courtesy of Welcome Hawaii Properties.

Based on information from the Multiple Listing Service of Hicentral MLS, Ltd. Listings last updated on . Information is deemed reliable but not guaranteed. Copyright: 2026 by HiCentral MLS, Ltd. IDX information is provided exclusively for consumers' personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.