Upcountry Homes with Fee Simple Land tenure

Upcountry Homes with Fee Simple Land tenure

Welcome to Upcountry Maui, a hidden gem that perfectly blends the charm of rural living with the breathtaking beauty of Hawaii. Nestled in the lush hills of Maui, Upcountry offers a unique lifestyle characterized by stunning vistas, cool breezes, and a vibrant agricultural community. This picturesque region is home to quaint towns like Makawao and Pukalani, where you’ll find artisanal shops, local farmers' markets, and delightful eateries that showcase the island's rich culture and flavors.

One of the standout features of Upcountry Maui is its diverse range of homes, particularly those with Fee Simple land tenure. This means that homeowners have complete ownership of both the property and the land it resides on, providing a sense of security and freedom that is highly sought after. Whether you’re looking for a charming plantation-style home, a modern retreat with panoramic views, or a spacious ranch with room for your horses, Upcountry has something to suit every taste and lifestyle.

Living in Upcountry means enjoying a slower pace of life, with easy access to outdoor adventures such as hiking, horseback riding, and exploring the stunning landscapes of Haleakal? National Park. The region's cooler climate is a refreshing contrast to the coastal areas, making it an ideal spot for those who appreciate nature and tranquility.

Discover the magic of Upcountry Maui, where you can enjoy the best of island living while investing in a home with Fee Simple land tenure—your slice of paradise awaits!

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.

$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.

$2,900,000
410300 MLS ⋅ Fee Simple Tenure
Located off a private road, Kapiki Pl not far from Ocean Vodka, this 19 acre parcel has it all. Exceptional views, ideal climate, level topo, 1 inch water meter and your own private reservoir. Included in the sale is a new liner for the 5,000 gal reservoir. This sale is subject to the Seller effecting a Tax Deferred exchange under section 1031 of the Internal Revenue Code

Omaopio Rd, Kula

Listing courtesy of Hawaii Life (W).

$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).

$2,288,888
3 Beds ⋅ 4 Baths ⋅ 410231 MLS ⋅ Fee Simple Tenure
Be the first to call this brand-new home, completed in 2026, your own! Located in the very sought out Kualono subdivision, this thoughtfully designed 3-bedroom, 3.5-bath residence offers 1,995 sq. ft. of modern living space on an expansive 18,208 sq. ft. lot. The flexible floor plan provides versatility to suit a variety of needs, while elegant Imperial Veneer Finish walls adds timeless character and refined craftsmanship throughout this custom home. Enjoy breathtaking mountain views of Haleakala and stunning bicoastal views from this exceptional property. With no neighbor directly behind, the home offers an added sense of openness and privacy. The landscape is ready for your personal vision, creating the opportunity to design outdoor spaces that reflect your style. Call your favorite realtor to schedule a private showing today.

94 Leiohu Cir, Makawao

Listing courtesy of Keller Williams Realty Maui-Ka.

$849,000
410191 MLS ⋅ Fee Simple Tenure
Stunning bi-coastal ocean, Haleakala, and mountain views highlight this exceptionally buildable Kula parcel, offering a rare blend of beauty, privacy, and usability. Located in a boutique gated agricultural community with no HOA fees, the property features multiple prime building sites and the cool, ideal climate that makes Upcountry living so desirable. Designated as Unit B of the Hoomaikai Place Condominium Property Regime, it is approved for a 1,500 sq. ft. secondary farm dwelling, creating the perfect opportunity for your dream agricultural retreat or custom Upcountry home. Underground utilities are already in place, making it even easier to bring your vision to life. Call your favorite REALTOR® today to schedule a private showing.

182 Hoomaikai Pl Unit Unit B, Kula

Listing courtesy of Equity One Real Estate Inc (M).

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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.