Upcountry Homes with Fee Simple Land tenure

Welcome to Upcountry Maui, a hidden gem that beautifully marries the allure of island living with the charm of rural tranquility. Nestled in the heart of Maui, this enchanting region offers breathtaking views of the lush landscapes, rolling hills, and vibrant gardens that make it a sought-after destination for both residents and visitors alike. Known for its cooler climate and stunning vistas, Upcountry is the perfect escape from the hustle and bustle of coastal life, providing a serene backdrop for those seeking a more laid-back lifestyle.

One of the many appealing aspects of Upcountry Maui is its diverse selection of homes, particularly those with Fee Simple land tenure. This means that homeowners enjoy complete ownership of both their property and the land it sits on, giving them the freedom to personalize and invest in their slice of paradise. Whether you’re looking for a charming cottage in Makawao, a sprawling estate in Kula, or a cozy ranch in Olinda, Upcountry offers a variety of properties that cater to different lifestyles and budgets.

In addition to its picturesque homes, Upcountry is rich in cultural experiences, featuring local markets, art galleries, and farm-to-table dining that showcase the best of Hawaiian agriculture. Residents can enjoy hiking trails, breathtaking sunsets, and a strong sense of community, all while being just a short drive from the stunning beaches of the coast. Embrace the unique charm of Upcountry Maui, where every day feels like a vacation and the possibilities for adventure are endless. Come discover your dream home in this idyllic paradise!

Newest Upcountry Homes with Fee Simple Land tenure

$1,795,000

5 Beds ⋅ 4 Baths ⋅ 410364 MLS ⋅ Fee Simple Tenure

Tucked away on a quiet cul-de-sac in one of Kula's most sought-after neighborhoods, this beautifully updated 5-bedroom residence combines Upcountry privacy with sweeping ocean and mountain views. Filled with natural light, the main level features an open living area, a renovated kitchen, central air conditioning, and seamless access to the lanai, creating an inviting space for everyday living and entertaining. The lower level offers exceptional flexibility with two bedrooms, two full baths, and a separate sitting area, providing comfortable space for long-term guests, a home office, creative studio, or additional living quarters. Owned photovoltaic solar panels, a garage with durable epoxy flooring and bonus flex space, mature tropical landscaping, and a peaceful setting completes this thoughtfully designed Kula home.

40 Kapalulu Pl, Kula

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

$1,450,000

5 Beds ⋅ 4 Baths ⋅ 410362 MLS ⋅ Fee Simple Tenure

Exceptional multi-generational living or investment opportunity in the heart of Pukalani! Situated on a generous 10,000 sq. ft. lot overlooking the 13th hole of the Pukalani Golf Course, this versatile property offers multiple living spaces, beautiful golf course views, and energy-efficient upgrades. The main residence features a beautifully remodeled single-level 3-bedroom, 2-bath home (updated in 2026) with modern finishes and comfortable living spaces. Upstairs, you'll find a spacious 880 sq. ft. 2-bedroom, 1-bath unit complete with a 176 sq. ft. covered deck, providing a peaceful setting to relax and enjoy the surrounding views. A separate 420 sq. ft. ground-level studio at the rear of the property is currently tenant-occupied, offering excellent income potential. The home is equipped with 62 owned photovoltaic (PV) panels and backup batteries, helping to reduce energy costs while providing added peace of mind. Whether you're looking for a primary residence with rental income, a multi-generational home, or an investment property, this unique Pukalani offering delivers flexibility, location, and value. Enjoy the convenience of Upcountry living with schools, shopping, dining, parks, and community amenities just minutes away.

2806 Iolani St, Makawao

Listing courtesy of Compass.

$1,295,000

3 Beds ⋅ 2 Baths ⋅ 410360 MLS ⋅ Fee Simple Tenure

Beautifully maintained and move-in ready, this single-story Mediterranean-style home is tucked away on an extremely quiet cul-de-sac within the highly sought-after Kula School District. Extensively remodeled in 2022 with additional improvements through 2026, the home features real koa hardwood floors, marble countertops, a wood-burning fireplace, and a bright, functional floor plan. Enjoy peekaboo ocean views from the kitchen and dining room, along with beautiful Haleakala views from the living room. The stucco exterior, concrete tile terracotta roof, Mediterranean archways, and solid wood garage door offer timeless style and durable, low-maintenance finishes. Recent improvements include exterior and interior painting, garage door refinishing, a completed indoor laundry room, refreshed landscaping, and a new large-capacity hot water tank. The home also features solar hot water, county water, and excellent water pressure. A home inspection, termite inspection, and cesspool inspection were completed in June 2025. The County of Maui also completed inspections as part of the CPR process, confirming the home is conforming. Inspection reports are available upon request. The property includes an 11,500-square-foot Unit A CPR lot with a private driveway and R-1 Residential (Half Acre) zoning. Conveniently located just minutes from Kula Lodge, approximately 14 minutes from Kulamalu Town Center and the Kula Farmers Market, and about 25 minutes from Kahului Airport and Spreckelsville Beach. A special opportunity to enjoy peaceful Upcountry living in a beautifully cared-for home that’s ready to welcome its next owners. 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.

10 Meakoho Pl, Kula

Listing courtesy of Nathalie Mullinix Rlty Universal Inc.

$1,499,000

3 Beds ⋅ 2 Baths ⋅ 410344 MLS ⋅ Fee Simple Tenure

Beyond a gated entry, this beautifully maintained Lower Kula home is set on a fully usable one-acre CPR property (Unit A of a 2-unit CPR) with Rural 0.5-acre zoning, offering exceptional privacy and sweeping ocean, neighbor island, and Haleakala views. Vaulted ceilings and expansive windows fill the home with natural light, while bamboo flooring, travertine, slate accents, granite surfaces, and maple shaker cabinetry create a warm, timeless interior. Designed for both everyday living and entertaining, the spacious kitchen features an oversized granite island, gas cooking, new stainless steel appliances, an integrated wine cooler, and flows seamlessly into the open living and dining areas. Covered lanais extend the living space outdoors, creating the perfect setting to relax, dine, and enjoy Maui's year-round indoor/outdoor lifestyle. The thoughtfully designed primary suite is a private retreat, complete with its own ocean-view lanai, dedicated office, walk-in closet, and spacious ensuite bath with dual vanities, a soaking tub, and separate shower. The level one-acre property offers endless possibilities for gardening, recreation, entertaining, or simply enjoying the peaceful Upcountry setting and panoramic views. Conveniently located just minutes from Kula's beloved farmers market, schools, shopping, cafés, and everyday conveniences, this property offers the ideal balance of privacy, convenience, and the relaxed Upcountry lifestyle.

2255 Lower Kula Rd Unit A, Kula

Listing courtesy of West Maui Land Company Inc.

$2,395,000

3 Beds ⋅ 2 Baths ⋅ 410327 MLS ⋅ Fee Simple Tenure

Wow! Bi-coastal views from Molokini to Paia! This perfectly positioned home and ohana on 1/2 acre of land, in the highly desirable Kula Mala neighborhood, features privacy, convenience, and quality construction. The homes feature stucco exteriors, tile and copper roofing, an owned photovoltaic system, and quality materials throughout. The oversized garage features a grand rooftop lanai with bi-coastal views, including Molokini, Kahoolawe, Lanai, Molokai, the West Maui Mountains, and Haleakala, for sunset entertaining and stargazing. Bonus, permitted 364 sq/ft space perfect for a gym, yoga space, or home office is in addition to the home's 2674 square feet. The built in custom closet in the primary bedroom, kitchen pantry, fireplace, outdoor shower, huge family/game room (with ground floor outdoor entertaining space), and beautiful rock walls are just some of the features that make this home special. The ohana has its own separate driveway and parking, while the main home has an elegant gated entry providing privacy and security. Please do not disturb the ohana tenants. Mahalo. OPEN HOUSE SUNDAY 7/26 12pm-4pm

56 Lopaka Pl, Kula

Listing courtesy of Haleakala Realty, LLC.

$1,150,000

3 Beds ⋅ 2 Baths ⋅ 410322 MLS ⋅ Fee Simple Tenure

Escape to your own Upcountry paradise in one of Kula's most sought-after locations. Perched at a comfortable 3,000-foot elevation on the slopes of Haleakala, this charming 3-bedroom, 1.5-bath home offers the perfect blend of cool mountain breezes, breathtaking scenery, and peaceful country living. Tucked away at the end of a quiet cul-de-sac in the intimate Hookano Place neighborhood of just a dozen homes, this property sits on a spacious 10,868 sq. ft. lot with spectacular bi-coastal ocean views, West Maui Mountain vistas, and unforgettable sunsets. The home has been thoughtfully updated with five split-system A/C and heating units, remodeled bathrooms featuring elegant Carrara marble with soft-close cabinetry, fresh interior paint, upgraded electrical, Trex decking, and a five-year-old composition roof. The inviting living room boasts soaring cathedral ceilings and a cozy wood-burning stove, while the kitchen is equipped with a Bosch dishwasher and LG stainless steel refrigerator. The drive-through carport provides convenient access to the expansive backyard, complete with a detached storage shed. Interim zoning may offer the opportunity to build a detached cottage, subject to County approval, creating additional flexibility and future potential. Enjoy the convenience of nearby Keokea Park, Ching Store & Gas Station, and the iconic Grandma's Coffee House, biking, walking, all just minutes away. If you've been dreaming of cooler temperatures, panoramic views, and the serenity of Upcountry Maui, this exceptional Kula property is your opportunity to own a piece of paradise. Experience one of the best climates on Earth, it's good for the soul. Property to be sold in AS IS Condition. Sale is subject to lien holder approval.

28 Hookano Pl, Kula

Listing courtesy of Emerald Club Realty Inc.

$1,695,000

4 Beds ⋅ 2 Baths ⋅ 410314 MLS ⋅ Fee Simple Tenure

This is a Residential Condo Property, and this unit is approved for a main house. Located in desirable Lower Kula, this well-maintained Upcountry property offers expansive ocean views, numerous established fruit trees, and a beautifully landscaped 1.265-acre setting. The Island home has been thoughtfully cared for and is being offered furnished, providing a move-in-ready opportunity. Recent improvements include a brand-new roof and the conversion of the former carport into an enclosed detached garage with an EV charger. The property also offers abundant storage throughout. Mature fruit trees and established landscaping not only enhance the property but also qualify it for favorable agricultural water rates through its income-producing orchard. The property is gated and fenced for privacy and functionality. This offering is Unit A of a CPR property and includes approximately 1.265 acres. The county water meter is shared between the Unit A&B CPR units.

1195 Omaopio Rd Unit Unit A, Kula

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

$775,000

3 Beds ⋅ 1 Baths ⋅ 410285 MLS ⋅ Fee Simple Tenure

Tucked away off the street in a 6-unit CPR community, this 3-bedroom, 1-bath home offers a unique opportunity to create something special. Built in 1978 and situated on post and pier construction, the 864 sq. ft. residence is ready for a complete refresh, making it an excellent option for buyers looking to renovate and add value. One of the property's standout features is the expansive approximately 300 sq. ft. deck, where you can enjoy ocean and West Maui Mountain views while taking advantage of Maui's year-round indoor-outdoor lifestyle. Because the home is set back from the road, it offers a sense of privacy that isn't immediately apparent from the street. Whether you're an investor, contractor, or buyer with a vision, this property presents a rare chance to reimagine a home in an established setting. Bring your ideas, your creativity, and your toolbox—this is an opportunity to transform this property into something truly your own. This property is a CPR and being sold “AS IS”.

46 Kulalani Dr Unit #119B, Kula

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

$2,350,000

3 Beds ⋅ 3 Baths ⋅ 410282 MLS ⋅ Fee Simple Tenure

Enjoy the best of Upcountry Maui from this beautifully maintained Kula Kai residence offering spectacular bi-coastal ocean views, comfortable single-level living, and exceptional flexibility. The thoughtfully designed 3 bedroom, 3 bathroom main home offers 2,340 sq. ft. of living space and is complemented by a private detached 680 sq. ft. 1 bedroom cottage, ideal for extended family, guests, or additional living space. Recent improvements include a new roof and fresh interior and exterior paint. The open-concept floor plan is highlighted by vaulted wood ceilings, a gas fireplace in the living room, abundant natural light, and an updated kitchen complete with a large quartz island, premium appliances, dual ovens, and a walk-in pantry. A loft above the main living area provides the perfect space for a home office or quiet retreat with sweeping island views. The spacious primary suite includes dual walk-in closets, a spa-inspired bath, and an adjoining bonus room ideal for an office, fitness room, or library. Outdoor living is a true highlight, with multiple lanais, an outdoor kitchen, and landscaped grounds featuring mature fruit trees and terraced gardens. Stargaze from the private hot tub and rinse off after a day in the garden in the outdoor shower. Additional amenities include split-system air conditioning, whole-house water filtration, on-demand hot water, separate utility services for the main home and cottage, photovoltaic infrastructure in place (panels not reinstalled following the new roof), an oversized attached two-car garage with loft storage, a second two-car garage beneath the cottage, and a versatile detached studio perfect for creative or recreational use. Located in one of Kula's most desirable neighborhoods at approximately 2,500 feet elevation, this exceptional property offers the ideal combination of privacy, panoramic views, and the cool Upcountry climate, all within easy reach of schools, shopping, dining, and Central Maui.

68 Ka Dr, Kula

Listing courtesy of Compass-W.

$1,650,000

2 Beds ⋅ 2 Baths ⋅ 410267 MLS ⋅ Fee Simple Tenure

Follow the country road to the very top of Piiholo Road, where peaceful Upcountry living, privacy, and breathtaking surroundings await. Nestled on this exceptional 3 Acre property is a custom-crafted 2-bedroom bamboo home that blends natural beauty, sustainability, and timeless design. Bamboo is prized around the world for its strength, warmth, and renewable qualities, creating a truly unique living environment. A long ribbon driveway welcomes you to the home, where custom craftsmanship and thoughtful details create living spaces with views of the surrounding countryside and the ocean beyond. The property is well equipped with abundant potable water supplied by three 30,000-gallon water storage tanks, providing ample capacity for the home and agricultural uses. A spacious barn adds versatility, featuring a separate apartment and a large workshop currently used for woodworking. Whether you're looking for space to farm, create, work, or simply enjoy the Upcountry lifestyle, this property offers endless possibilities. An opportunity to own a private Maui property where craftsmanship, sustainability, and quiet country living come together. So peaceful!

156 Alaluana Rd, Makawao

Listing courtesy of Coldwell Banker Island Prop(P).

$999,000

2 Beds ⋅ 1 Baths ⋅ 410243 MLS ⋅ Fee Simple Tenure

Nestled on a private road, 37 Pukiki Place offers the peace, privacy, and tranquility that define Upcountry Maui living. This recently renovated single-level residence is located in one of Maui’s most sought-after microclimates, where cool trade winds, beautiful ocean and North Shore views, and a serene setting create an exceptional place to call home. Thoughtfully designed with an emphasis on indoor-outdoor living, the spacious 253 square foot covered lanai and enclosed carport provide the perfect space for entertaining, dining, or simply unwinding while enjoying the surrounding beauty. Recently CPR’d and complete with its own septic system, this move-in-ready home offers the ideal blend of comfort, functionality, and low-maintenance living. The fully fenced yard provides ample space for pets, gardening, and enjoying the Upcountry lifestyle, with room to create your own private oasis. Conveniently located just minutes from Makawao Town’s charming boutiques, local restaurants, cafés, and renowned art galleries, you’ll also appreciate easy access to Seabury Hall, Carden Academy, Montessori School of Maui, and many of the island’s top public and private schools. If you’ve been searching for the “right-sized” Upcountry home that combines privacy, convenience, breathtaking views, and a true sense of tranquility, 37 Pukiki Place delivers. This is a CPR Residential condo Unit #B.

37 Pukiki Pl Unit B, Makawao

Listing courtesy of Coldwell Banker Island Prop(S).

$1,499,000

6 Beds ⋅ 4 Baths ⋅ 410242 MLS ⋅ Fee Simple Tenure

Tucked away on a peaceful private road, 35 Pukiki Place presents a rare opportunity to enjoy the best of Upcountry Maui living in one of the island’s most desirable microclimates. Recently renovated, this expansive 6 bedroom, 4 bathroom residence captures refreshing trade winds, beautiful ocean and North Shore views, and the privacy and tranquility that make this area so special. This two-story home’s greatest asset is its remarkably versatile floor plan, thoughtfully designed to provide exceptional separation of living spaces, with separate entrances for both levels, that feels like getting two homes for the price of one. Whether accommodating multigenerational living, extended family, long-term guests, a private home office, creative studio, fitness space, or simply providing room for everyone to spread out, the possibilities are endless. Indoor and outdoor spaces blend seamlessly, creating an inviting setting for entertaining, gathering with family and friends, or enjoying peaceful mornings and cool Upcountry evenings surrounded by nature. The fenced yard offers ample room for pets, gardening, outdoor recreation, or creating your own private sanctuary. Recently CPR’d and move-in ready, this property offers flexibility rarely found in today’s market. Conveniently located just minutes from Makawao Town’s acclaimed restaurants, cafes, boutiques, and renowned art galleries, while also providing easy access to Seabury Hall, Carden Academy, Montessori School of Maui, and many of the island’s premier public and private schools. Whether you’re seeking room to grow, a flexible layout to fit your evolving lifestyle, or simply a peaceful retreat with room for everyone, 35 Pukiki Place delivers an exceptional combination of space, comfort, privacy, and convenience in one of Upcountry Maui’s most coveted locations. Experience the side of Maui where life slows down. This is a CPR Residential condo Unit #A.

35 Pukiki Pl Unit A, Makawao

Listing courtesy of Coldwell Banker Island Prop(S).

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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.