Upcountry Homes with Mountain/Ocean View

Upcountry Homes with Mountain/Ocean View

Welcome to Upcountry Maui, a hidden gem that beautifully encapsulates the spirit of Hawaii. Nestled in the lush hills of Maui, this enchanting region offers a unique blend of breathtaking mountain and ocean views, making it a sought-after destination for those seeking tranquility and natural beauty.

Upcountry is characterized by its cooler climate, vibrant agricultural landscapes, and charming small towns like Makawao and Kula. Here, residents enjoy a slower pace of life, surrounded by rolling hills, sprawling pastures, and stunning vistas that stretch to the horizon. The area is renowned for its rich cultural heritage, local art scenes, and the warm hospitality of its community.

Imagine waking up to the soft sounds of nature, with panoramic views of both majestic mountains and the sparkling Pacific Ocean right outside your window. Homes in Upcountry Maui are designed to embrace the magnificent scenery, featuring expansive windows and spacious decks that invite the outdoors in. Whether you’re sipping your morning coffee or hosting a sunset gathering, the views will leave you in awe.

In addition to its natural beauty, Upcountry is a hub for outdoor enthusiasts. With nearby hiking trails, horseback riding, and the famous Haleakal? National Park, adventure awaits at every turn. Plus, the local farmers’ markets and organic farms provide fresh produce, allowing you to savor the flavors of Maui.

Discover the charm of Upcountry Maui, where your dream home awaits amid the stunning backdrop of mountains and ocean. Experience a lifestyle that harmonizes nature, community, and serenity—your perfect paradise in paradise!

Newest Upcountry Homes with Mountain/Ocean View

734 Upper Kimo Dr, Kula
$975,000
2 Beds ⋅ 1 Baths ⋅ 411123 MLS ⋅ Fee Simple Tenure
Welcome to 734 Upper Kimo Drive, where breathtaking bi-coastal views, Upcountry charm, and numerous possibilities come together in one extraordinary setting. Perched along the slopes of Haleakala, this special property captures sweeping views of Maui’s North and South Shores, offering a spectacular panorama stretching from the mountains to the Pacific Ocean. Steeped in the rich agricultural heritage of Upcountry Maui, this remarkable location celebrates a lifestyle defined by open spaces, rolling green pastures, and a deep connection to the land. Enjoy warm summer days, cooler winter nights, refreshing mountain breezes, and the peaceful rhythm of country living. The property features an approximately 900-square-foot, two-bedroom ohana, along with an elevated building site offering an exceptional opportunity to envision and create your dream home while taking full advantage of the epic views. Whether you’re looking to establish an Upcountry retreat, embrace Maui’s agricultural lifestyle, or create a legacy property for generations to come, 734 Lower Kimo Drive offers a rare opportunity to turn that vision into reality. This is more than just a property. It’s an opportunity to experience the very best of Upcountry Maui, where spectacular scenery, agricultural heritage, and an extraordinary lifestyle come together.

734 Upper Kimo Dr, Kula

Listing courtesy of Coldwell Banker Island Prop(S).

462 Ainakula Rd, Kula
$4,500,000
3 Beds ⋅ 4 Baths ⋅ 411120 MLS ⋅ Fee Simple Tenure
Views Galore. Kula Orchards Coffee Farm Estate is Maui’s gem, a true estate on the slopes of Haleakala at 3200ft elevation with a sweeping wide unobstructed bicoastal view, just 25 minutes to town. Set behind gates on 2.77 fully fenced acres, this one-of-a-kind estate unfolds around a custom three-bedroom, three-and-a-half-bath residence with three car garage. An expansive open-beam great room creates the heart of the home, complemented by white oak floors, custom cherry cabinetry, and new appliances in the kitchen and laundry room. Other features include solar panels with Tesla battery, reverse osmosis water filter, resort style decks and a large multipurpose or game room. The home is tastefully furnished with custom Kimo’s furniture and has 2 separate entertainment systems with surround sound. Winding paths lead from the residence into established orchards where coffee grows alongside cacao, avocado, citrus, peach, apricot, apple, pear, papaya, banana, pineapple, guava, olive, tropical flowers, and other carefully cultivated plantings. A greenhouse and 12-zone smart irrigation system support the agricultural landscape while a new custom flex building offers additional space for agricultural pursuits. A bonus new improvement to the property is a separate 5/8-inch water meter offering an option to build an additional residence or expand the orchards.

462 Ainakula Rd, Kula

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

122 Ka Dr, Kula
$1,875,000
3 Beds ⋅ 3 Baths ⋅ 411090 MLS ⋅ Fee Simple Tenure
Expansive ocean and island views take center stage from this spacious 3-bedroom, 2.5-bath, 3,034 sq. ft. home near the top of popular Kula Kai. The open main level is filled with natural light, with large windows framing the impressive views and sliding doors opening to a covered deck—an ideal extension of the living space and a wonderful place to enjoy the Upcountry setting. The main residence also features PV panels and an attached 2-car garage. Set on over one-third of an acre, the property includes a detached 1-bedroom cottage with its own driveway and carport, providing excellent flexibility for guests, extended living, a home office or potential rental use. Located in long-established Kula Kai, this property offers generous living space, versatility and truly remarkable views. All furniture and furnishings are either staged or virtually staged.

122 Ka Dr, Kula

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

50 Kaalele Pl, Kula
$2,700,000
4 Beds ⋅ 3 Baths ⋅ 411081 MLS ⋅ Fee Simple Tenure
At the top of Kula’s sought-after Kulamanu neighborhood sits Kaalele Place: where the sunlight reflects off the manicured hedgerows, framing some of the best views on the island. As you approach the very top of the neighborhood, 50 Kaalele Place comes into view. With striking Hawaiian-style architecture, its presence will make you proud to call it home. Unobstructed five-island views from the entire main floor (including the luxurious primary suite), impeccable high-end finishes, a curb appeal rarely found in Upcountry: this is the house that asks you to compromise absolutely nothing. Long-term guests and family will appreciate the private lower level, with its own expansive living areas, 1-car garage, as well as a spacious full bath and bright guest bedroom with walls of windows. The star of the show, however, is the main level. After entering through the automatic gate clad with exotic hardwood, pull into your oversized 2-car garage, and enter your home, only to be greeted by views that will take your breath away, day or night. This level boasts tall wood-accented ceilings, a primary suite you will never want to leave, a stunning two-sided fireplace, a chef’s kitchen with a SubZero refrigerator and Wolf gas range, two additional bedrooms, an additional full bath, and a lanai framed by high-end zero-maintenance aluminum Knotwood railing and pillars. With whole-house water filtration, a top-of-the line solar + Tesla battery system that all-but eliminates your grid reliance, and the ability to live exclusively on one level if desired, this house thought of everything - so you don’t have to. No to-do lists, no compromises, no worries - 50 Kaalele Place is a home you can take the time to enjoy.

50 Kaalele Pl, Kula

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

93 Piiholo Rd Unit B, Makawao
$725,000
411068 MLS ⋅ Fee Simple Tenure
This is a Residential Condo Property, Unit B of the Piiholo Meadows Condominium, and is approved for a cottage (farm dwelling of up to 1,500 square feet of living area). Ocean views stretch across Maui’s North Shore to the island of Molokai from these 3.550 acres of open Upcountry pasture on Piiholo Road in Makawao. The property offers convenient access, a manageable footprint, and views of the West Maui Mountains across the isthmus, making it well suited to a farm cottage, a garden-focused homestead, or a peaceful Upcountry retreat. Mornings here are cool and green, and evenings bring sunset light over the ocean and quiet. Makawao town is just minutes away, with galleries, boutiques, cafes, paniolo heritage, the Hui No’eau Visual Arts Center, and the local favorite, Komoda Bakery. Kahului, the airport, and Paia's beaches are an easy drive. Recorded subdivision CC&Rs include protected ocean-view corridors and architectural review, which help preserve the neighborhood’s character and views. There are no monthly HOA dues. The Piiholo area receives consistent Upcountry rainfall, making rainwater catchment a practical and widely used option. Agricultural zoning.

93 Piiholo Rd Unit B, Makawao

Listing courtesy of Compass-W.

93 Piiholo Rd Unit A, Makawao
$1,025,000
411067 MLS ⋅ Fee Simple Tenure
This is a Residential Condo Property, Unit A of the Piiholo Meadows Condominium, and is approved for the main house. Sweeping North Shore ocean views define this 12.007-acre property of rolling Upcountry pasture at the end of a quiet stretch of Piiholo Road in Makawao. From the main home site, the Pacific stretches across Maui’s North Shore to the island of Molokai on the horizon, with the West Maui Mountains across the isthmus. Turn around, and a lush, forested gulch wraps the back of the property, adding green views and natural privacy. A trail leads down from the pasture into scenic Maliko Gulch, whose streambed flows seasonally after Upcountry rains, a memorable walk right from your own land. Up top, roughly six and a half acres of open, usable pasture are ready for a home site, gardens, orchards, or horses. This is Upcountry living at its best: cool mornings, green hillsides, and ocean views that stretch for miles, yet only minutes from Makawao town, with its galleries, boutiques, cafes, the Hui No’eau Visual Arts Center, and the famous cream puffs at Komoda Bakery. Kahului, the airport, and the North Shore beaches of Paia are an easy drive. Recorded subdivision CC&Rs include protected ocean-view corridors and architectural review, which help preserve the neighborhood’s character and views. There are no monthly HOA dues. The Piiholo area receives consistent Upcountry rainfall, making rainwater catchment a practical and widely used option.

93 Piiholo Rd Unit A, Makawao

Listing courtesy of Compass-W.

41 Poha Pl, Pukalani
$2,700,000
4 Beds ⋅ 3 Baths ⋅ 411027 MLS ⋅ Fee Simple Tenure
1973 was the year Secretariat ran the fastest Triple Crown in history, American troops came home from Vietnam, and lines at gas stations wrapped around the block. But in Kula 200, someone poured a masonry foundation on a fresh two-acre lot and built a home meant to last. When a stretch of Upcountry agricultural land was divided into two hundred two-acre parcels, it gave rise to what is known today as Kula 200, one of the most sought-after pockets along the edge of Kula and Pukalani/Makawao. Built in 1973, with a distinctive brick and masonry exterior, generously proportioned rooms, vaulted tongue-and-groove ceilings, and a wood-burning fireplace anchoring the sunken living room. Two bedrooms are en-suite, and a library/den and an extra room off primary suite create additional flexibility. Storage is abundant throughout. The setting may be the property's greatest asset. Positioned at the end of a cul-de-sac with no through traffic, the home sits privately within two fully fenced acres with a new lawn, zoned irrigation, mature landscaping, and views stretching across the valley to the West Maui Mountains, ocean, and Haleakala. Much of the interior remains original, and that's part of the opportunity. Rather than paying for someone else's renovation choices, the next owner can approach the home as a blank canvas and create an interior specific to their own taste. An enclosed sunroom and lanai take advantage of the views and Upcountry setting, while an owned photovoltaic system adds a practical update to this 1973 home. Currently tenant-occupied through May 2027, there is time to plan thoughtfully for what comes next. Two private acres, enduring craftsmanship, expansive views, and a Kula 200 location ready for its next chapter.

41 Poha Pl, Pukalani

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

143 Leiohu Cir, Makawao
$2,641,000
3 Beds ⋅ 3 Baths ⋅ 410991 MLS ⋅ Fee Simple Tenure
Enjoy cool upcountry breezes, bicoastal views and the convenience of nearby Makawao Town in this thoughtfully upgraded ranch style residence. Situated in a gated community on a peaceful cul-de-sac, this home showcases quality upgrades and timeless finishes throughout including; cherry wood cabinetry, soft close drawers, gas cooktop, double ovens, new dishwasher and quartz countertops blending warmth and functionality. The home includes a gas fireplace, gas tankless water heater, 15 PV panels (leased, transferable to qualified buyer) and a Tesla charger delivering modern performance with island practicality. The outdoor space is equally inviting with established grapefruit, lemon and avocado trees. A beautiful home being offered furnished (with a separate bill of sale) , bring your personal touch and make 143 Lei‘ohu Circle your Maui Dream Home.

143 Leiohu Cir, Makawao

Listing courtesy of Keller Williams Realty Maui-Ki.

1175 Kamehameiki Rd, Kula
$1,200,000
3 Beds ⋅ 2 Baths ⋅ 410974 MLS ⋅ Fee Simple Tenure
Coming soon. Currently tenant occupied.

1175 Kamehameiki Rd, Kula

Listing courtesy of Coldwell Banker Island Prop(Ka).

Hoomaikai Pl Unit Lot 7, Kula
$2,900,000
410932 MLS ⋅ Fee Simple Tenure
Discover an extraordinary opportunity in Lower Kula with this exceptional 35-acre property located within the exclusive seven-lot Makani O Kula community. Set at approximately 1,400 to 1,900 feet in elevation, the property captures sweeping ocean, West Maui Mountain, and Haleakala views while offering the privacy, open space, and tranquility that make Upcountry Maui so special. Ideally positioned just above the popular Surfing Goat Dairy and near Ocean Vodka, the property feels wonderfully secluded yet remains exceptionally convenient to Pukalani, Makawao, Kahului, and Central Maui. This rare combination of privacy and accessibility makes it an ideal setting for a private estate, family retreat, agricultural compound, or self-sustainable farm. Much of the infrastructure is already in place, providing an excellent foundation to bring your vision to life. The property features underground utilities, a 5/8-inch County water meter, an additional private water well, and perimeter fencing. With 35 acres of remarkable Upcountry land, dramatic panoramic views, comfortable elevation, and convenient access to both Upcountry and town, this is a truly unique opportunity to create something special in one of Maui's most desirable rural settings. Entire property is fenced. Please do not enter without the listing agent present. Seller is a licensed real estate broker in the State of Missouri.

Hoomaikai Pl Unit Lot 7, Kula

Listing courtesy of Coldwell Banker Island Prop-Ku.

Kamehameiki Rd, Kula
$1,900,000
410896 MLS ⋅ Fee Simple Tenure
Discover the beauty and tranquility of Kula with this exceptional 9.2-acre agricultural property with bi-coastal ocean and Haleakala views and a 5/8” county water meter, offering a rare opportunity to own a piece of Upcountry Maui. Set among Kula’s rolling hills and lush green landscape, the property provides a peaceful setting with the natural beauty and refreshing climate that make this area so desirable. Zoned agricultural, the property offers a versatile canvas for creating a private Upcountry retreat establishing agricultural use, or pursuing other permitted uses. The expansive acreage provides plenty of room to bring your vision to life while enjoying the space, privacy, and open surroundings that are increasingly difficult to find on Maui. Kula is celebrated for its cooler temperatures, refreshing trade winds, fertile agricultural lands, and stunning natural surroundings. From the peaceful atmosphere to the expansive Upcountry landscape, this property offers the opportunity to create something truly special in one of Maui's most sought-after regions. Whether your vision is a private country farm, ranch, or simply owning a significant parcel of land in beautiful Kula, this property presents a unique opportunity to enjoy the space, serenity, and character of Upcountry Maui. The property extends from Kamehameiki Rd to Pulehuiki Rd and it is best viewed from the Pulehuiki Rd side of the property where it is partially cleared.

Kamehameiki Rd, Kula

Listing courtesy of Carol Ball & Assocs.

Kamehameiki Rd, Kula
$725,000
410879 MLS ⋅ Fee Simple Tenure
Create your own private retreat on this stunning parcel in the highly desirable area of Kula on the island of Maui. At an ideal elevation, this lot offers breathtaking bicoastal views of Maui's North and South shores. You'll be captivated by the natural beauty that surrounds you. Enjoy Kula's cool climate and peaceful ambiance while being in close proximity to all the conveniences including ample shopping, great restaurants, beautiful parks, golfing, and all that Maui has to offer. This is a rare offering that combines privacy, space, and unobstructed views, making it an extraordinary opportunity to embrace island living at its finest.

Kamehameiki Rd, Kula

Listing courtesy of Coldwell Banker Island Prop(Ka).

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