Kula/Ulupalakua/Kanaio Homes with Pool

Welcome to the enchanting neighborhoods of Kula, Ulupalakua, and Kanaio, nestled in the heart of Maui, Hawaii. Known for their breathtaking landscapes and serene atmosphere, these areas offer a unique blend of rural charm and modern living, making them a sought-after destination for both residents and visitors alike.

Kula, perched on the slopes of Haleakalā, boasts panoramic views of the island and the Pacific Ocean. This vibrant community is characterized by its agricultural roots, with lush farms and gardens that produce some of the freshest local produce. The cool, elevated climate is a refreshing contrast to the coastal heat, making it an ideal spot for those who appreciate a tranquil lifestyle amidst nature.

Ulupalakua, often referred to as the "Wine Country of Maui," features rolling hills and scenic vistas. Home to the renowned Maui Winery, it offers a unique opportunity to enjoy exquisite wines while soaking in the beauty of the landscape. The area is rich in history and culture, providing a glimpse into the island's heritage.

Kanaio, with its rugged coastline and dramatic cliffs, is a hidden gem that offers a more secluded atmosphere. Here, you can find stunning ocean views and a sense of peace that is hard to replicate elsewhere.

For those seeking a home with a pool, Kula, Ulupalakua, and Kanaio present a range of stunning properties. Imagine stepping out into your own private oasis, where you can unwind while taking in the breathtaking views of the island. With a variety of homes available, from charming single-family residences to luxurious estates, you’ll find the perfect sanctuary to call your own in this idyllic Maui paradise. Embrace the lifestyle you’ve always dreamed of in these remarkable neighborhoods!

Newest Kula/Ulupalakua/Kanaio Homes with Pool

$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.

$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.

$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).

$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.

$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.

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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.