Upcountry Real Estate Search

Upcountry Homes for Sale

The Charm of Upcountry Real Estate

Upcountry real estate offers a unique charm that is hard to find in other areas. Situated away from the hustle and bustle of the city, Upcountry properties are surrounded by breathtaking views of lush greenery and rolling hills. The peaceful and serene environment makes it an ideal choice for those seeking a retreat from the fast-paced urban life.

Property Options in Upcountry

From cozy cottages to sprawling estates, Upcountry real estate offers a diverse range of property options to suit every taste and budget. Whether you are looking for a quaint mountain cabin or a luxurious hilltop mansion, Upcountry has something for everyone. With its mix of traditional and contemporary architectural styles, you are sure to find a property that meets your preferences.

Upcoming Developments in Upcountry

As Upcountry continues to gain popularity, there are several upcoming developments in the pipeline that are set to enhance the real estate market in the area. From new luxury condominiums to upscale shopping and dining establishments, Upcountry is poised for growth and expansion. These developments not only add value to existing properties but also elevate the overall quality of life in the area.

Investing in Upcountry Real Estate

With its increasing demand and limited supply, investing in Upcountry real estate can be a smart financial move. Properties in Upcountry have shown steady appreciation over the years, making them a valuable asset for potential investors. Whether you are looking to purchase a vacation home or a rental property, Upcountry offers a solid investment opportunity that promises long-term returns.

Living the Upcountry Lifestyle

Living in Upcountry is more than just owning a piece of real estate – it's a lifestyle choice. Residents enjoy a close-knit community, access to outdoor recreational activities, and a slower pace of life that is hard to find elsewhere. Whether you are a nature enthusiast, an art lover, or simply seeking a peaceful retreat, Upcountry real estate offers a lifestyle that is both idyllic and fulfilling.

Our website features the best Upcountry real estate search for homes available. It is the only site you will ever need! It is easy-to-use and updated by the official REALTOR®’s database every 15 minutes. 

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire.

Upcountry Homes for Sale

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Newest Upcountry Homes for Sale

$1,500,000
3 Beds 3 Baths 402737 MLS Fee Simple Tenure
Welcome to this upcountry charmer in the Meadows at Makawao Subdivision, a well-maintained and spacious split-level design located on a serene cul-de-sac. This well-maintained property sits on a generous 7,209 sq ft lot, offering a fully fenced backyard adorned with mature fruit trees, including citrus, avocado, guava, and lychee—perfect for enjoying fresh fruit right from your garden. As you enter, you'll be greeted by a large entry room leading into the home’s bright and open living spaces. The upper level features a living room, dining area, and kitchen with vaulted ceilings, creating an inviting atmosphere. The kitchen is equipped a pantry, brushed granite countertops, custom dark cherry wood cabinetry, and stainless steel appliances, including a GE gas range fueled by two large propane tanks safely stored outside. This 1,774 sq ft home includes three bedrooms and three full bathrooms. The master bedroom, located on the upper level, boasts a private bath with natural travertine tile flooring, marble walls, and a shower/tub with glass doors. Unique touches like two porcelain basin bowls on a custom varnished monkey-pod wood countertop add a touch of luxury. An additional bedroom upstairs also features air conditioning for your comfort. The second level offers a large living space with a versatile bonus room, ideal for use as an office, nursery, or craft space, along with a laundry room complete with all necessary connections. Flooring throughout the home includes elegant bamboo on the stairs and lower level, bamboo-design vinyl in the laundry room, 18-inch travertine tiles in the kitchen and upstairs bathrooms, and 16-inch ceramic tiles in the bedrooms. Ceiling fans are present in all rooms except the bathrooms and kitchen, ensuring comfort throughout the year. Step outside to your spacious concrete patio, accessible from the lower-level living room through a double-pane sliding glass door with built-in blinds. This area is perfect for entertaining or simply enjoying the tranquility of the Makawao outdoors. The backyard is fully fenced, providing privacy and security, along with a sprinkler system to keep your garden lush. This home is conveniently located to upcountry parks, upcountry schools, and shopping and is just a short walk from Makawao Town. The neighborhood's cul-de-sac features sidewalks and streetlights, enhancing the safety and community feel. Additional storage space is available under the entry stairway and in the garage, ensuring ample room for all your belongings. While this home does not come with a washer and dryer, all connections are in place for easy installation. Don’t miss the opportunity to make this your own, schedule a visit today and experience the charm and comfort of this exceptional property.

217 N Makaleha Pl, Makawao

Listing courtesy of Maui Real Estate 808.

$8,800,000
3 Beds 4 Baths 402707 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, Kula

Listing courtesy of Hawaii Life (W).

$6,950,000
3 Beds 4 Baths 402636 MLS Fee Simple Tenure
Welcome to 353 and 355 Huahua Place, a contemporary modern architectural masterpiece located in the premier gated community of Kula l'o, nestled in the heart of Upcountry Maui. Enjoy expansive ocean views of both the North and South shores of Maui and the islands beyond. This property embodies a blend of innovative design and meticulous craftsmanship offering a sophisticated and serene living environment that seamlessly integrates luxury and comfort. Constructed with thoughtful execution, this main residence and spacious cottage is carefully engineered to optimize privacy and space. Both design and layout reflect contemporary modern living, with tremendous consideration for style and Island living. The home's exceptional features include expansive 12 ft high pocket doors that open the living and kitchen areas to the covered lanai and pool decks, with a BBQ area, fire pit, pool and hot tub, creating a seamless indoor-outdoor living experience perfect for entertaining. Additionally, the flexible floor plan boasts a large entertainment room and bar, a spacious chef's kitchen with Café appliances, Merbau hardwood floors throughout, Caesar quartz countertops, Lumens lighting and a fully automated Lutron control system throughout. Situated on a total of 3.5 acres, this property is comprised of two lots being sold together. The main home offers 3 bedrooms and 3.5 bathrooms plus an additional game room on 1.1 acres, while the spacious cottage includes 3 bedrooms, 2 baths on 2.4 acres. Both homes boasts expansive bicoastal ocean and mountain views and contemporary luxury living at its finest.

353 Huahua Pl Unit Lot 11, Kula

Listing courtesy of Island Sotheby's Int'l Rlty(M).

$5,000,000
5 Beds 6 Baths 402475 MLS Fee Simple Tenure
Embrace the epitome of elegance and tranquility at this magnificent country chateau featuring unparalleled bi-coastal views, stretching from the picturesque turquoise waters of the South Shore, across the lush island, the majestic West Maui and Kahalawai Mountains, all the way to the Kahukoloa Cliffs and the aqua-blue ocean and surf spots of the Northern Shoreline. Nestled at an ideal elevation with a year-round temperate climate on the lower slopes of Haleakala, discover this extraordinary 6,400-plus square-foot estate. Set on 4.4 acres, this property presents a myriad of possibilities for your dream lifestyle. Envision your own serene wine or table grape garden, or an expansive equestrian estate complete with a sizable riding ring, stables, and barn, or explore various farming and planting opportunities. The estate's versatile landscape is perfectly suited to bring your dreams to life. The unique combination of timeless elegance, tropical ambiance, and resort-like amenities ensure a luxurious lifestyle in one of Maui's most breathtaking locations. Central access to activities such as surfing, diving, snorkeling, sparkling white sandy beaches, golf, biking, and nearby fine dining, local entertainment and attractions, make this property a perfect blend of elegance and convenience. The expansive acreage surrounding the home offers endless possibilities to envision and create your own outdoor dreams fulfilled. Here, you will forge a legacy of cherished memories and a life well-lived in this modern, tropical oasis. Embrace the beauty and tranquility of Maui from this exceptional country chateau, where elegance meets island paradise. Enter this awe-inspiring home greeted by soaring ceilings and sophisticated interiors. Featuring an expansive open floor plan, gleaming marble flooring, and stately formal living area perfect for lavish entertaining. Flow effortlessly into the opulent dining area and expansive kitchen, equipped with plenty of storage and a huge walk-in pantry, culminating in jaw-dropping bi-coastal views that inspire culinary creativity, setting the stage for memorable gatherings and elegant soirees. From there, circulate to the indoor/outdoor living of a sparkling pool, relaxing jacuzzi and barbecue area perfect for luxurious entertaining, complete with built-in barbecue center, counter seating and cabana with restroom, shower, and changing area. The grand staircase effervescently swirls upward, ascending to the entertainment/game room, exuding an air of timeless charm and refinement. Upon entering the palatial primary suite, the ambiance and high ceilings offer a tranquil retreat with breathtaking ocean views and a wrap-around lanai. The luxurious en-suite spa bathroom ensures ultimate relaxation. The manor includes an office/media room, a full laundry room, garage, and two large covered parking areas, all accessible via long, meandering driveways. This large estate offers much flexibility, with a separate 2-bedroom 'ohana, featuring its own entrance and large yard. Also, the main residence offers multiple bedrooms, baths, and additional living areas. The plumeria and papaya trees tempt the senses with tropical beauty and scents, while the lushly landscaped grounds and gated entry provide privacy and a sense of exclusivity. Indulge in the refined ambiance of the chateau's spacious interiors, designed to offer the ultimate in comfort and style. Grab this rare opportunity to own a piece of paradise in one of the most sought-after locations in the world. Schedule a viewing today and experience the magic of this exceptional estate for yourself. Make this your home, or your home away from home!

3446 Omaopio Rd, Kula

Listing courtesy of Keller Williams Realty Maui-Ki.

$799,000
3 Beds 2 Baths 402314 MLS Leasehold Tenure
Welcome to Tranquil Kula Living: Nestled in the serene heart of Kula Maui, this charming 3 bed 2 bath home offers a refreshing escape from the hustle and bustle, inviting you to savor the cool, crisp climate and embrace the essence of country living. Nature's Bounty at Your Doorstep: Surround yourself with nature's abundance as you explore the sprawling grounds adorned with an array of fruit trees, creating a picturesque orchard right in your backyard. enjoy a bounty of flavors right at your fingertips. Cozy Retreat with Modern Comforts: Step inside this cozy retreat where modern comforts meet rustic charm. The warm and inviting interior welcomes you to unwind and gather with loved ones in the spacious living areas, creating cherished memories against a backdrop of Maui's scenic beauty. Outdoor Oasis for Entertaining: Embrace the Maui lifestyle outdoors in your own private oasis. Whether it's hosting a barbecue under the stars or simply soaking in the tranquil ambiance, the expansive outdoor space offers endless opportunities for relaxation and entertainment. Conveniently Located Yet Tucked Away: Enjoy the best of both worlds with convenient access to amenities and attractions while still relishing the privacy and tranquility of country living. Explore the nearby shops, restaurants, and recreational activities before returning to your peaceful sanctuary in Kula. A Place to Call Home: Whether you're seeking a permanent residence or a vacation retreat, this Kula gem offers the perfect blend of comfort, convenience, and natural beauty. Come experience the allure of Maui's cool climate and embrace the laid-back lifestyle you've been dreaming of. Hawaiian Homes Lease--Must be 50% Hawaiian and qualified with DHHL for all showings. This is a leasehold property--THE RV IS NOT PART OF THE SALE, it can be purchased via a bill of sale or included if the offer if the offer is strong and acceptable to the seller

54 Keanuhea St, Kula

Listing courtesy of NextHome Hometown Realty Group.

$2,099,999
2 Beds 2 Baths 402241 MLS Fee Simple Tenure
SELLER FINANCING AVAILABLE!! Welcome home to 272 Huahua in Kula I’O, a breathtaking oasis on the slopes of Haleakala. Situated just over 2,000 feet above Maui's pristine beaches, this rare gem is nestled in one of Kula's most luxurious communities. This spacious permitted two-bedroom lives like a three-bedroom house with 2,918 sqft under roof offering ample outdoor living space, a three-car garage, and over 1.3 acres of serene land. As you arrive, the stunning custom entrance greets you with a beautiful waterfall and koi pond, perfectly paired with high vaulted ceilings and seamless indoor/outdoor design. Step inside to discover an open-concept layout that instantly captivates with mesmerizing views of lush greenery and vibrant blues from every window. The heart of this home is it's perfectly paired kitchen and living room, designed for seamless living and entertaining. The chef's kitchen boasts high-end appliances, elegant stone countertops, and ample storage space, making it a dream for culinary enthusiasts. The southern wing features a luxurious and private primary bedroom with an en suite bathroom, complete with a dual vanity and walk-in shower. The northern wing houses the secondary bedroom, a bathroom with a soaking tub, and an additional room that functions effortlessly as a third bedroom. Imagine stepping through the living room's sliding glass door, which seamlessly opens to an expansive BBQ area, merging indoor comfort with outdoor luxury. This effortless transition invites you to enjoy al fresco dining and entertaining, surrounded by breathtaking views and the soothing sounds of nature. Plus, with a pool permit already in place, you have the exciting opportunity to add a custom pool, transforming your outdoor space into a private resort. It's the perfect setting for creating unforgettable memories with family and friends, enhancing the home's allure and functionality. Experience the perfect Maui lifestyle with ideal temperatures and an atmosphere that exudes tranquility and luxury. Kula I’O is a highly sought-after neighborhood where agriculture meets privacy and sophistication. As you drive into the gated subdivision, you'll be greeted by manicured pathways, fresh Kula breezes, and panoramic ocean views. This 236-acre community spans over 35 large lots and offers unparalleled privacy while being conveniently located near shopping, dining, beaches, a hospital, and Maui's top-rated schools. Nestled just below Haleakala National Park and close to world-renowned hiking trails, botanical gardens, and rolling green hills, this location truly embodies the essence of Kula. Don’t miss your chance to own this one-of-a-kind property—contact your favorite realtor to schedule a showing today! Experience the unparalleled beauty and luxury of 272 Huahua and make it your own.

272 Huahua St, Kula

Listing courtesy of Keller Williams Realty Maui-Ki.

$1,350,000
3 Beds 2 Baths 402166 MLS Fee Simple Tenure
A rare opportunity at the heart of Pukalani, This fully renovated 1,750 square ft 3 bedroom 2 bath with cozy 450 square ft Ohana is an idyllic upcountry home for the family. With new oak flooring throughout, the expansive floor plan features a living room and family room with an inviting newly remodeled kitchen at the center. Contemporary solid bamboo cabinetry, granite counter tops, and all new appliances set the stage for culinary creativity, with a barstool seating arrangement open to the living room, and dining area directly adjacent. Natural sunlight fills the living space through wide sliding glass doors opening to the two level lanai. Down the hall, two bedrooms with closet space and fully remodeled bathroom lead to the spacious primary bedroom with ensuite remodeled bathroom, rain style shower, and private sliding glass door accessible to the wide lanai. The fashion of this home speaks to an excellent quality of intentional craftsmanship and care with outstanding functionality for the modern family. As seen from the parking area, a large covered carport opens to a nice laundry room behind contemporary sliding barn door on the left, and tiled mudroom medium area before stepping to the side entry, or straight through the sliders to a cozy cobble stone back patio area. Accessible through a separate walkway from the street side of the home is the fully renovated Ohana with new kitchen, all new finishes, flooring and washer/dryer unit . The single bedroom features a fully renovated bathroom and sliding glass doors opening to private lanai seating area. Both lanai's from the main house and Ohana have separate walkways to the back yard featuring banana, avocado, coffee and citrus trees below the garden terraces. A truly remarkable home, fully remodeled with quality and style, in a spectacular upcountry location. Showings by appointment only. Mahalo!

2730 Keikilani St, Makawao

Listing courtesy of Big Wave Realty LLC.

$2,480,000
3 Beds 4 Baths 402164 MLS Fee Simple Tenure
Absolutely mesmerizing bicoastal ocean views! From this premier location in the prestigious Kula Nani Estates neighborhood, there are unobstructed panoramic views of Maui’s north and south shores from almost every room! This craftsman-inspired upcountry home is perched near the top of two cleared, gently rolling acres of pristine agricultural land all usable and ready for a myriad of farm and orchard uses. Plenty of storage in the approximately 800 SF garage and ag building. With easy access from the driveway, the main floor of the home has vaulted open beam ceilings, large windows, and skylights for loads of natural light. Front and rear lanais for a seamless indoor-outdoor lifestyle. Off the country kitchen is both a large pantry and generous utility room to bring in garden bounty and farm fresh eggs from the chicken coop. The primary suite with dual walk-in closets was architecturally designed for serenity with soft lighting in the tray ceiling and a brand new spa bathroom complete with a soaking tub and bidet. Downstairs is configured as guest/extended family quarters with an additional family room, kitchenette, and private lanai access with more of those outstanding views. Central heating throughout and a wood burning fireplace enhance the cozy comforts on those cooler Kula evenings. The entire home was freshly painted inside & out, there’s a new roof and new Trex decking, new kitchen appliances, and brand new plush carpeting to deliver a full turnkey experience. Call your realtor to schedule a showing today!

98 Wahelani St, Kula

Listing courtesy of Compass.

$1,699,000
3 Beds 2 Baths 402123 MLS Fee Simple Tenure
Discover the perfect blend of Mediterranean charm and contemporary elegance at 10 Meakoho Place, nestled in the serene uplands of Kula, Maui. This exquisite property spans over half an acre, boasting two fully renovated homes with separate entrances, ensuring privacy and convenience. The main residence, a beautifully crafted 1,480 sq ft home, features a two-car garage and a private yard, ideal for intimate gatherings or serene solitude. Every detail has been meticulously upgraded in 2022, including quartz countertops, Koa plank floors, and midcentury modern finishes that complement it's Mediterranean architecture, highlighted by a robust clay tile roof. Just a short walk away sits a charming 907 sq ft cottage with its own separate driveway, carport, and breathtaking islandwide views, providing a perfect retreat for guests or as an established income-producing rental. Like the main house, the cottage was thoughtfully renovated in 2022 with high-end materials such as quartz, travertine and koa wood, ensuring both luxury and durability. Located in the heart of Kula, 10 Meakoho PI is just a minute away from top-rated restaurants and local boutiques. Within a 5-10 minute drive, you can explore lavender and strawberry farms, experience Maui's famous goat yoga, and enjoy local parks and highly esteemed schools. The convenience continues with a grocery store just five minutes away and the airport a mere 25-minute drive, making this location as practical as it is picturesque. Whether you're basking in the sunset from the cottage's viewing deck or enjoying the seclusion of your private garden, 10 Meakoho Pl offers a unique opportunity to own a piece of Maui's coveted upcountry lifestyle. Experience the blend of agricultural richness and luxury living in this truly spectacular setting that Kula has to offer.

10 Meakoho Pl, Kula

Listing courtesy of First Hawaiian Realty.

$1,795,000
4 Beds 4 Baths 401986 MLS Fee Simple Tenure
Situated on a magnificently landscaped 18,086 s.f. corner lot in Kula’s revered Kulamanu subdivision, this 4 bedroom, 3.5 bathroom, 2,280 s.f., 2-level custom home enjoys lovely West Maui Mountain & coastal ocean views. Passing through the decorative entry trellis there is a rather unique bridge to the front door. The front entrance features 2 vertical leaded glass panels & is bordered on both sides by concave glass-block columns. The main living, kitchen, & dining areas are filled with light as the West-facing great room wall is virtually all glass. There is a custom stone fireplace with a double-edged granite mantel. The kitchen's center island, surrounding counters & backsplash are all rendered in matching granite. The central living area feels uplifting as the cathedral ceilings soar in all directions. The main level primary bedroom, with its vaulted ceilings, spacious walk-in closet, & elegant en-suite bath, enjoys pastoral upcountry views & opens onto the West-facing lanai which features a lovely jacuzzi spa. A large den/mother-in-law guest suite, with separate access, on the lower level has an elaborate wet bar & a dedicated bathroom. There are 2 bedrooms downstairs that share another full bath. All 3 garage spaces have direct access to the house. A large backyard surrounded by lush mature landscaping is extremely private & serene. Kulamanu has all underground utilities & is extremely convenient to many of Maui’s finest schools, along with all the amenities of nearby Pukalani & Makawao! Many of Maui’s year-round residents & professionals prefer Kula’s temperate climate, & the quiet upcountry lifestyle that 9 Paliuli Place offers. This is a Great Opportunity for the right Buyer!

9 Paliuli Pl, Kula

Listing courtesy of Maui Real Estate Advisors LLC.

$3,295,000
4 Beds 4 Baths 401963 MLS Fee Simple Tenure
Custom built, large executive home with garage parking for 5 cars located in the perfect climate of Kula. Take advantage of all that upcountry Maui has to offer and be near Waldorf School, Kula Bistro and the fantastic weekly farmer's market. Enjoy big bicoastal ocean views and panoramic sunrises and sunsets from one of your 3 quiet lanais, while listening to the grass grow. The Seller is only the second person to have owned this fantastic house and no detail was spared in the construction of this well maintained, turn-key estate. Soaring ceilings and solid Sapele mahogany 8' double entry doors, interior doors, all trim, moldings, casings and curved banister. Travertine floors in all bathrooms, 2 fireplaces, smooth interior walls, Thermadore 6-burner gas range and lpe wood outdoor railings and garage door frame. Luxurious primary bath with a 6' foot long soaking tub and expansive walk-in closet with mahogany shelving throughout. The entire 2 acre property is fenced with an automatic gate at entry. Owned, net-metered PV system and solar hot water keep the electric bills extremely low. **ASK FOR A COPY OF THE VERY LOW UTILITY BILLS! There is a completely detached 'ag building' with endless possibilities and this property also allows for a second farm dwelling to be built. 885 Pulehuiki enjoys great quality of soil--probably the best in all of Maui. The properties around 885 are all about two acres or much more. 885 enjoys an ideal elevation or “Goldilocks” elevation including ideal temperate weather year round with the gentle trade winds, the temperature is not too hot or too cool, the humidity also is perfect or “Goldilocks!” **SELLER FINANCING IS AVAILABLE WITH SUPERB TERMS! Easy-to-show :)

885 Pulehuiki Rd, Kula

Listing courtesy of Coldwell Banker Island Prop(P).

$2,500,000
3 Beds 2 Baths 401952 MLS Fee Simple Tenure
Two homes plus a "recreation building" plus a detached two-car garage and pool, all fully permitted. This is a unique opportunity in Kula as you can't buy two homes at this price! Set upon a 1.22-acre parcel, this rare find's structures are strategically positioned to offer unparalleled privacy for all. The main residence, a 3-bedroom, 2-bathroom home spanning 1569 square feet, features an attached two-car garage for added convenience. Adjacent is the charming "ohana," a second 3-bedroom, 2-bathroom dwelling with 1212 square feet of living space. Adding to the allure is the versatile recreation/pool cabana, which has doubled as a nohana, complete with 1 bedroom, 1 bathroom, an office, and a loft area, providing an additional 750 square feet of living space. Completing the ensemble is a detached 2-car garage, offering ample storage and parking options. Beyond the structures lies a large in-ground pool, a rare find in Kula, slated for relining and equipped with a security cover and solar heating for year-round enjoyment. Conveniently situated, this property is surrounded by upcountry conveniences, including the Haleakala Waldorf School, Kula School, Kula Community Complex, Kula Post Office, Kula Bistro, and Morihara Store. Don't miss your chance to own this one-of-a-kind property in the heart of Kula—call your favorite Realtor and to schedule a viewing today and discover the endless possibilities awaiting you!

4074 & 4078 Lower Kula Rd, Kula

Listing courtesy of Beachology Inc.

$4,995,000
4 Beds 3 Baths 401626 MLS Fee Simple Tenure
Stunning 5.5 acre property in the Kula Meadows gated community, featuring a newly constructed 4 bed / 3 bath primary residence with detached dual-door garage, 2 bed / 2 bath cottage, and big bi-coastal views with ample outdoor entertaining space. Both the primary residence and cottage are fully fenced with separate gated driveways. The primary home boasts an expansive great room with engineered hardwood flooring, vaulted ceilings, gas fireplace and gorgeous built-ins. The kitchen is welcoming with an oversized island, silestone countertops, custom white oak cabinets, gas range and stainless steel appliances. Enjoy meals in either your adjacent dining room or slide open the glass doors to your large covered lanai with travertine floors and dine al fresco with a view. The primary suite and guest bedrooms are in separate wings flanking the great room. The primary suite features a windowed walk-in closet, large porcelain-tiled bathroom complete with dual vanities, walk-in shower, soaking tub, and door to a private outdoor shower. The primary bedroom opens out to the covered lanai with ocean views. Three additional bedrooms and two bathrooms (one ensuite) complete the opposite wing, along with a dedicated laundry room and bonus loft space. Dual central AC systems keep the home cool in the summer months. The cottage also enjoys central AC, attached garage, large wrap-around lanai, luxury vinyl flooring, silestone kitchen counters, hickory custom cabinets and stainless steel appliances. The property is home to a myriad of citrus, mango, and avocado trees, and you can enjoy the outdoors with your own pickleball court, a full sized sand volleyball court with lights, picnic tables for gatherings next to your covered pergola, greenhouse with aquaponics system, storage shed, gazebo, and separate fenced-in areas for chickens and livestock. Call your favorite Realtor to schedule a showing today!

62 Opalipali Pl, Kula

Listing courtesy of Coldwell Banker Island Prop(S).

$7,988,000
3 Beds 5 Baths 401418 MLS Fee Simple Tenure
A magnificent 360 degree view on one level, this gated Kula estate offers an Upcountry lifestyle, a great location and privacy, on nearly 8 acres of pasture land. Your main living room takes place in the spacious great room with 11' ceilings, custom pocket sliding doors & a 6' fireplace. This property has it all: rustic reclaimed elm floors, African Mahogany, Silver Oak, and teak throughout. The kitchen features long granite counters & premium paneled appliances. The master bedroom has built-in bookshelves, and custom walk-in closet. Adjoining is an ensuite bath with a steam room. Enjoy movies in a sound-proof viewing room with a high definition projector and surround-sound. Downstairs work out in the exercise room with quiet cork flooring, mirrored walls and TV. The laundry room has a built-in central vacuum, granite counters & a laundry chute from the master closet. The separate downstairs guest room has a walk-in shower & opens to a patio & lanai. The outdoor cabana sports a beautiful pool & spa, quartzite deck, BBQ, fire pit, sauna, outdoor shower & powder room. Enjoy the anti-glare, big screen TV, So nos music system & commercial grade WiFi throughout. This country estate features a 3-car garage with a view, a barn & a tack shed, that can double as an extra guest room or an additional 2-car garage. Landscaped with mature fruit trees & a tiered herb garden, this well-constructed residence has many more custom features & amenities. You must see it to appreciate it!

Kula

Listing courtesy of Coldwell Banker Island Prop(S).

$1,930,000
3 Beds 3 Baths 401051 MLS Fee Simple Tenure
Nestled on 2.52 acres on the serene slopes of Haleakala in Upper Kula, this classic mid-century Hawaiian property transports you to a world where tranquility reigns supreme. Approaching the property, you're greeted by a majestic old growth Magnolia Tree and vibrant Hydrangea and Camelia bushes, setting the tone for the natural beauty that surrounds this home. With Sweeping views, starlit nights, and absolute privacy, this haven provides an idyllic retreat. The recently updated single-level Ranch style home boasts an inviting open floor plan, highlighted by soaring open beam ceilings and skylights that flood the space with natural light. The spacious country kitchen, adorned with new Butcher block countertops and ample cabinet space, beckons culinary exploration. The seamless flow from the Great Room to the expansive Lanai creates seamless indoor-outdoor gatherings, embracing the essence of Hawaiian living. At the heart of the home stands a magnificent 16Ft lava rock fireplace, offering warmth and comfort on cooler evenings. The property boasts versatility with a flex space within the main home and a complete studio unit with full kitchen and bath. Separated well from the main house, the detached Studio cottage offers potential with the possibility of expansion. Bordering Haleakala Ranch, the property ensures privacy and a sense of seclusion. Adding a touch of Historical charm, a vintage train car from the Old Lahaina Kaanapali Railroad Company adorns the property. This charming piece of Lahaina history, utilized by the current owner as overflow space, features a recently rehabilitated exterior and a spacious deck offering breathtaking bicoastal views. A soft renovation completed in 2023 enhances the property's allure, and with three distinct units this exceptional property seamlessly blends vintage allure with contemporary touches, inviting you to embrace a lifestyle that harmonizes comfort, style, and timeless appeal. Discover a one-of-a-kind property that encapsulates the essence of Hawaii's beauty, history and offers an upcountry living experience that is both captivating and truly unique. Actual square footage may not match Maui County records and should be verified via an Appraisal report. Call your favorite REALTOR to view this property. DO NOT ENTER PROPERTY WITHOUT AN APPOINTMENT, OR DURING POSTED OPEN HOUSE EVENT.

17501 Haleakala Hwy, Kula

Listing courtesy of Compass.

$11,400,000
3 Beds 3 Baths 400565 MLS Fee Simple Tenure
A RARE OPPORTUNITY IN COVETED KEOKEA! This one-of-a-kind Upcountry property will fulfill your dreams of unparalleled living on Maui. Multiple dwellings and the surrounding 6.5 acres of manicured land offers complete privacy. Secluded yet still convenient to stores, dining and outdoor activities. Experience unobstructed ocean and Haleakala Mountain views at this spectacular location offered by the original owner, renowned builder Keith Troxel. This custom, rustic-contemporary, ranch-style home is ideally situated at 2,200’ elevation, just below the Oprah Winfrey Estate and Sun Yat Sen Park. Enter through solid wrought iron entry doors and experience the elegant main house of approx. 3,260 sq. ft., with two primary suites, situated at opposite ends of the home with acacia wood and travertine flooring throughout. The large chef’s kitchen includes a custom Monkeypod wood island and granite countertops. Enjoy the large 2,400 sq. ft. lanai surrounding the beautiful pool and spa, while taking in the park-like setting and expansive ocean views, with the city lights below. The 1,000 sq. ft. carriage style 3-car garage features a gorgeous upstairs cottage with a covered deck, boasting stunning ocean and Haleakala Mountain views. The property is fully fenced with gated entry, multiple terraced retaining rock walls, two fire pit areas, mature trees, walking trails, a barn, riding arena and beautiful landscaping. A large ¾” county water meter is included, which allows for expansion of the main house. This is a once in a lifetime opportunity to own your 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.

$3,890,000
4 Beds 3 Baths 399834 MLS Fee Simple Tenure
Can you imagine owning a place located just minutes from Central Maui in the Upcountry area of Makawao? River Bend Ranch offers two dwellings; one is a 4 bedroom, 2.5 bath main dwelling AND detached living areas for family, friends, office or rental income, a stable with tack room and office, dog kennel, pasture land and your own private arena. Imagine living only five to ten minutes from Upcountry public and private schools, and five minutes from the center of both Makawao and Pukalani towns. This property is centrally located and yet has privacy and space...most people have no idea it even exists. The bones and infrastructure of this special property needs to be seen to be appreciated. The property is ready to be loved by a buyer who wants to take the amazing existing layout, and make it their own. While deemed reliable, the information contained herein may contain inaccuracies. Property includes a 4 bedroom, 2.5 bath main house, and detached cottage: One contains 2 bedroom/2 bath, approximately 1000 square feet living area. It is currently rented at $2900 monthly, including water and electric, with multiple parking spots available on property. The two bedroom ohana is upstairs/downstairs, and is attached to the stable. This property has a fenced in pasture and separate fenced arena. Property has not been renovated and needs some work. Seller is highly motivated. Easy to show because the main dwelling is vacant. Ohana shown on second showing request with qualified buyer. While deemed reliable, the information may contain some inaccuracies. Buyer and buyers agent to do their own due diligence for any information they deem necessary to complete this purchase.

680 Makani Rd, Makawao

Listing courtesy of Savio Realty Ltd.

$4,950,000
3 Beds 3 Baths 400590 MLS Fee Simple Tenure
Exceptional 9 bedroom, Upcountry retreat with two homes and an accessory building. 10.15 acres. Two water meters. Ocean, bay and mountain views. Ideal for equestrian pursuits. Escape to the serene countryside of Maui with this breathtaking, trophy property on the slopes of Haleakala and nestled below the cloud line. Located on mostly flat acreage and surrounded by majestic State forest, the property offers a truly enchanting experience. This remarkable estate, located well off the road and down a long driveway lined by trees, features two residences and a third adapted to guest quarters, providing ample space for living, working, as well as hosting visitors and guest workers.  Designed by Maui Architectural Group, the primary residence is an architectural gem, 3,229sf in size, and crafted from exquisite redwood, and additional hardwoods throughout. The vastness of the great room is highlighted by the ceiling reaching upwards twenty feet. The home was extensively renovated in 2023 by two of the original builders, who have meticulously brought it back to its fullest potential. Included is a gorgeous new kitchen, with endless counters, hardwood cabinets, two dishwashers, and a sub-zero refrigerator. Enjoy the convenience of a greenhouse directly off the kitchen area. There is also a second greenhouse attached to the spacious two car garage and workshop. The detached ohana is 1,742sf with three bedrooms and two baths. There is a bonus studio above the ohana’s double-car garage. The third structure is an accessory building consisting of 721sf with two bedrooms, one bathroom and a loft. The total square footage for the three homes is 5,692sf. The sign above the entrance reads “Olina”, meaning joy. With distinctive architectural designs, and artisan attention to detail, you won't find another property like this anywhere. The home is replete with stories and history. It has been a place where Maui gathered for poetry readings, dinner parties, and concerts. Unplug from the daily grind and immerse yourself in the tranquil surroundings. Wake up to stunning views, breathe in the fresh mountain air and explore the lush forest trails just steps from your doorstep. Whether you seek relaxation, inspiration, or a connection to nature, the property offers the ideal retreat. Don't miss the opportunity to own this one-of-a-kind country oasis, which has been described as the “Piiholo Picasso”. Embrace the privacy and serenity of the location, while still being within easy reach of urban amenities. The historical town of Makawao, Kahului, Maui Airport and Seabury Hall & Haleakala Waldorf schools are within a brief drive.

2450 Piiholo Rd, Makawao

Listing courtesy of Net Positive Realty.

$3,300,000
4 Beds 2 Baths 400406 MLS Fee Simple Tenure
HOME AND DETACHED OHANA available in lower Kula! 451 Lower Kimo Drive presents a unique opportunity to own a piece of Maui's rich history and unparalleled beauty. Iconic properties such as this one rarely become available. They just don't make them like they used to. This cherished 5.6 acre family estate has been lovingly passed down through generations and is being listed for the first time in many decades. Boasting an extraordinary lower Kula location, this estate offers the perfect blend of privacy, tranquility, and the quintessential Maui lifestyle you've been dreaming of. Stroll across the manicured grounds to pick citrus and avocado, and since the property borders Haleakala Ranch, you simply cannot beat the location. Two charming homes grace the pastoral grounds, making it perfect for multigenerational living, as well as rental opportunities. The possibilities are endless. The location of 451 Lower Kimo is exceptionally convenient to both the Kula Community Center and Historic Makawao Town. Lots of nearby restaurants, food trucks, art galleries, fine boutiques, and overall upscale amenities. The Haleakala Waldorf School, Carden Academy, and Seabury Hall Preparatory School are all within a 10-15 minute drive of this property. 451 Lower Kimo Drive has long been a coveted address, and this opportunity is not to be missed. Discover the beauty and legacy of this unique estate today!

451 Lower Kimo Dr, Kula

Listing courtesy of Coldwell Banker Island Prop(S).

$2,695,000
3 Beds 4 Baths 399122 MLS Fee Simple Tenure
Completely & meticulously renovated in 2020, this approximately 3,079 s.f., 3 bedroom, 3.5 bathroom custom residence offers the quintessential Kula bi-coastal view experience! The stucco exterior walls & the glazed ceramic roof tiles, plus the copper gutters & downspouts, set the bar regarding quality. The elegant solid walnut front door is accentuated with finely detailed aluminum channels; a design theme present throughout the home. Upon entering, you are mesmerized by the compelling view of the West Maui Mountains, North & Southwest Coastlines, & the expansive Central Valley below. You will enjoy lofted white-washed ceilings, limestone floors, & recessed LED & custom pendant art lighting in the great room & kitchen/dining areas. Elegant warm-toned, soft-close, kitchen cabinets are juxtaposed with rich patterns of the fusion quartz center island, perimeter countertops, & full-height backsplash! There are brand-new stainless steel Bosch appliances, ample pantry space, & built-in wine cooler & wine rack. Wrapping around the kitchen, great room, & primary suite are spacious lanai areas with Ipe wood & stainless steel cable railings. The walnut-framed, book-matched, fusion quartz fireplace is a masterpiece! The elegant stairway to the lower level den & two bedroom suites features a Carrera marble hand-rail that adds a touch of elegance. All bathrooms feature under-lit furniture style cabinetry, porcelain tiled walls, & custom glass feature tiles, along with stone floors & quartz counters. A walnut feature wall adds warmth to the lower level den area, which also enjoys panoramic views. The Ohana finishes are consistent with the main house. There is a large motor court area & ample parking. There is also a significant amount of enclosed storage space. Enjoy life in stunning upcountry Maui!

15287 Haleakala Hwy, Kula

Listing courtesy of Maui Real Estate Advisors LLC.

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