Island Sotheby's International Realty
3628 Baldwin Avenue, 96768 Makawao (United States)
Listings of the agency
Listings for sale: 1 to 20 / 31
- 44Video
Apartment with pool Kihei (United States)
In 2015, a family from Idaho built this home for one purpose: to bring everyone together on the ocean in Maui. A place where children and grandchildren could land, spread out, and stay awhile. A decade later, it is offered for the first time. Fee simple, sandy beachfront on the quiet end of Halama Street, built by Smith Builders Maui with materials chosen to outlast the people who chose them. Inside, the craftsmanship is deliberate and quiet. Douglas fir wainscoting, artisan wallpaper, Rocky Mountain hardware. Five ensuite bedrooms, so everyone has their own space and no one is underfoot. The primary suite claims the entire upper level: dual closets, a dedicated office, its own laundry, and an oversized covered lanai exclusive to the upper floor. Ocean views to the front, mountain and garden views beyond. Whoever owns this home can host the whole family and still have somewhere to breathe. The kitchen, dining, and living spaces open directly to the coast. Pool, lawn, palms, then sandy beach, then ocean. The Pacific is not a backdrop here. It is the reason for all of it. The 3-car garage includes an upstairs ohana, ready for an onsite caretaker or extended family overflow. Monier tile roof, Hardie siding, copper gutters: a home that locks, leaves, and waits without complaint. Quiet enough to feel removed. Close enough to Kihei’s dining and conveniences that proximity is never a question. This is what multigenerational ownership looks like on Maui.
…$12,400,0006bedrooms7bathroomsland 1,619m²By Island Sotheby's International Realty
- 493D visit
House Kula (United States)
Set on a quiet cul-de-sac in the desirable Kulamanu neighborhood, this well-appointed home offers ocean and mountain views with the comfort and efficiency Upcountry buyers value. The flexible floor plan includes four bedrooms plus a dedicated office, ideal for work-from-home or additional living space. Upstairs living areas are cooled by central air conditioning, while 24 net-metered photovoltaic panels provide meaningful energy savings. Enjoy the convenience of being minutes from Upcountry schools, shopping, dining, and everyday amenities, all within a well-established Upcountry community known for its sense of space, cooler climate, and close-knit neighborhood feel. The garage has been thoughtfully upgraded with epoxy floors, a split-system air conditioner, and a Murphy bed—creating a versatile, climate-controlled space ideal for a kids’ play zone, home gym, guest overflow, or mancave. A rare combination of views, functionality, and location in one of Upcountry Maui’s most sought-after residential areas.
…$1,795,0005bedrooms4bathroomsland 971m²By Island Sotheby's International Realty
- 49Video3D visit
House Kula (United States)
Life here moves at a calmer pace. Set in the quiet Kula Orchards neighborhood at approximately 3,000 feet elevation, this Upcountry home offers cooler air, quiet evenings, and slow, unhurried mornings. Updated in 2021 and well cared for, it’s a place that feels settled and easy. The kitchen naturally becomes the center of daily life—morning coffee, shared meals, and conversations that linger. Living spaces open easily to a large deck, where mornings start outside and evenings wind down with shifting light toward the ocean and Haleakalā in the distance. It’s a home that invites you to open the doors, step outside, and take a breath. Inside, the spaces are comfortable and practical, supporting both quiet time and gathering without effort. Modern touches are in place; smart home wiring, stone countertops, and stainless-steel appliances, but the focus remains on livability and flow. Outside, the setting stays peaceful and low-key, with thoughtful improvements that simply make life easier; widened driveway, a low-maintenance yard. Quiet, grounded, and welcoming, this home suits those who value space, simplicity, and the steady rhythm of Upcountry living—where days feel a little longer and life feels a little more balanced.
…$1,349,0004bedrooms3bathroomsland 716m²By Island Sotheby's International Realty
- Contract pending23
Land Kula (United States)
Ultimate, Convenient and Epic Location and WOWZA BIG Bi-coastal Kula views! What a canvas on which to create your Maui dream home property for fabulous living. Ideal climate zone. 6.72 acres of level and gently sloped land. Water meter. Appealing, end of cul-de-sac location. Across from Kula 200 and just above and overlooking Kamehameha Schools. Within 3 minutes to Farmer’s Market, Longs, Food Trucks, Marlow’s and more. Walk to neighboring Kamehameha School, 5 minute drive to King K, and 7 minutes to Seabury Hall. Fully fenced. Kihei side of parcel also overlooks beautiful Kalakohi gulch. Far enough and downhill from Kula Highway so that road noise is little to none. Plenty of room to grow your own. Ideal climate for citrus, avo’s, coffee, bananas and more. The value here is not just in the land as it exists today — it’s in the substantial work already invested toward unlocking potential. This rare Upcountry Kula acreage has a subdivision application in process. This exceptional parcel offers breathtaking bi-coastal views, agricultural flexibility, and the opportunity for future lot division subject to County of Maui approvals and completion of all subdivision requirements. Current ownership has invested significant time toward entitlement progression, creating a compelling opportunity for buyers seeking long-term value, legacy estate planning, or strategic land investment.
…$1,750,00027,195m²By Island Sotheby's International Realty
- 483D visit
Apartment with terrace Kula (United States)
Kula Legacy Property with Bi-Coastal Views, Detached Cottage + CPR Potential. Some homes are built. This one was grown. Set on nearly ¾ acre in the heart of Kula, just two properties from the open ranchlands of Haleakalā Ranch, this home offers something increasingly rare, lasting bi-coastal view protection, privacy and a true multi-generational lifestyle. Alternatively, you could enjoy living in a bright and spacious home while earning income from the separate cottage on the property. Positioned among half-acre parcels on a gentle slope, this property captures sweeping bi-coastal ocean views against the majestic backdrop of Haleakalā, creating a daily perspective that will quietly become part of your life. The main home was expanded over decades to meet the needs of a growing family, blending warmth, functionality, and character throughout. Hardwood floors softened by generations, cork flooring in quieter spaces, and a Jotul fireplace create a home that feels grounded and authentic. The kitchen, living, and gathering spaces open toward the ocean views, while the rear of the home offers private, restful retreat spaces. The expansive primary suite features a cozy electric fireplace, sitting area and en-suite bathroom with dual vanities. An expansive four-level front deck - nearly 800 sq. ft. - creates four distinct coastal view and outdoor living environments for morning coffee, sunset dinners, family gatherings, and quiet escapes, all connected by one continuous relationship to Upcountry Maui’s extraordinary landscape. The detached cottage with lanai and its own bi-coastal view, adds exceptional flexibility for extended family, guests, or rental income. Vaulted ceilings and with separate storage and permitted plans already in place to expand to approximately 840 sq. ft. plus a 320 sq. ft. covered lanai and outdoor kitchen. This is more than a home, it is a rare Upcountry compound where generations can live connected but never crowded, surrounded by open sky, mountain air, and views that never lose their magic. A unique opportunity to own a true Kula legacy property with lifestyle, income potential, and long-term upside.
…$2,095,0004bedrooms3bathroomsland 2,711m²By Island Sotheby's International Realty
- 213D visit
Seaside apartment with pool Kihei (United States)
Kihei Kai Nani 142 offers an unparalleled blend of tropical tranquility and vibrant island living. This hotel-zoned resort is situated just steps from the golden sands of Kamaole Beach II, where pristine waters and breathtaking sunsets await. Whether you're seeking a serene retreat or an adventurous getaway, this property serves as the perfect gateway to all that Maui has to offer. Lush tropical landscaping surrounds the property, creating an oasis-like atmosphere. Guests and residents can take advantage of the resort's amenities, including a large sparkling pool, barbecue areas, and ample parking. The resort's prime location places you within walking distance of Kihei's best dining, shopping, and recreational opportunities. Stroll to nearby cafes, boutique shops, or take advantage of the proximity to world-class sandy beaches. Whether you're looking for a personal retreat, a vacation rental opportunity, or both, Kihei Kai Nani 142 is a versatile gem in one of Maui's most sought-after destinations.
…$494,0001bedroom1bathroomland 2.1haBy Island Sotheby's International Realty
- 44Video
Contemporary apartment Kula (United States)
Discreetly positioned off Kula Highway, the approach reveals very little. A winding drive. A narrowing road. Then, through the trees, a freshly painted 1933 guest cottage quietly appears, a subtle introduction to what lies ahead. A whisper of what came before. Keep driving. The landscape begins to unfold. And then you arrive. A refined modern architectural private retreat. Exposed beams. Oak floors. Walls of Andersen windows drawing the landscape inward from every direction. Once cattle ranch land, these twenty-two rolling acres of open pasture and mature eucalyptus and jacaranda have evolved into one of Maui’s most distinctive private estates. Deer move effortlessly through the golden afternoon light. Birdsong replaces background noise. The silence here feels restorative, the kind that settles into you. The former owner named it Pheasant Ridge for good reason. Originally built in 2001 and thoughtfully reimagined in 2019, the main home was designed for a deeply intentional way of living. The open-concept kitchen, dining, and living spaces flow together in one expansive, light-filled room anchored by a fireplace and framed entirely by the land beyond. The primary suite faces Haleakalā. The guest suite offers its own en-suite bath and soaking tub worthy of a primary retreat. This is not beach Maui. The air is cooler. The light lingers longer. Life moves at its own pace. Evenings call for the warmth of a fireplace, and there will be evenings worthy of it. A Pilates studio occupies the garage. A separate she - shed is settled into the surrounding landscape. AG zoning and open pasture invite horses, livestock, or simply the freedom of open land returning to its natural purpose.
…$5,999,9994bedrooms4bathroomsland 9.2haBy Island Sotheby's International Realty
- 38Video
House Wailuku (United States)
Welcome to Villas at Kehalani unit 901 — a beautifully maintained 3-bedroom, 2.5-bath townhome in one of Central Maui’s most desirable gated communities. This highly sought after corner unit offers exceptional privacy, abundant natural light, and sweeping views of the Central Valley, ocean, Haleakala, and the West Maui Mountains. The open-concept floor plan is thoughtfully designed for comfortable island living and easy entertaining. All three bedrooms are located upstairs to maximize the views, including a spacious primary suite with a walk-in closet and ensuite bath. Central A/C and an attached 2-car garage — a rare find in condominium living — add comfort and convenience. The home is impeccably maintained and truly move-in ready. Located within the 550 acre master-planned Kehalani community, residents enjoy wide sidewalks, neighborhood parks, cool breezes, and close proximity to schools, shopping, and medical facilities. Villas at Kehalani offers refined island living in the heart of Wailuku.
…$1,245,0003bedrooms3bathroomsland 7haBy Island Sotheby's International Realty
- 29Video3D visit
House with garden Kihei (United States)
Also listed as Single Family Residential (MLS 407521) In a recent interview with our Seller, we asked her, “what have you loved about living here……and why the heck are you selling?” This was her reply: I love: 1. I love the ocean and sunset views from my home. 2. The pool & spa area also have an amazing view –and a club house with a ‘chef’s kitchen’ that can be reserved by residents for their own private parties. 3. We have the best on-site manager! 4. The community is gated so there is no ‘through traffic’ 5. The maintenance fees cover the yard work right up to my foundation – and the grounds are beautifully maintained. 6. GREAT location! Close to shopping, doctors, gyms, beach, schools & the brewery! 7. Dog friendly I’m sad to be leaving because the neighborhood is so great and getting better all the time. But I have an opportunity to be closer to my horses and after 10 years of commuting Upcountry I want to take advantage of that. But.…there is a lot that I’ll miss about this place.
…$1,950,0002bedrooms2bathroomsBy Island Sotheby's International Realty
- 29Video3D visit
Apartment Kihei (United States)
Also listed as Single Family Residential (MLS 407522) In a recent interview with our Seller, we asked her, “what have you loved about living here……and why the heck are you selling?” This was her reply: I love: 1. I love the ocean and sunset views from my home. 2. The pool & spa area also have an amazing view –and a club house with a ‘chef’s kitchen’ that can be reserved by residents for their own private parties. 3. We have the best on-site manager! 4. The community is gated so there is no ‘through traffic’ 5. The maintenance fees cover the yard work right up to my foundation – and the grounds are beautifully maintained. 6. GREAT location! Close to shopping, doctors, gyms, beach, schools & the brewery! 7. Dog friendly I’m sad to be leaving because the neighborhood is so great and getting better all the time. But I have an opportunity to be closer to my horses and after 10 years of commuting Upcountry I want to take advantage of that. But.…there is a lot that I’ll miss about this place.
…$1,950,0002bedrooms2bathroomsBy Island Sotheby's International Realty
- Contract pending503D visit
House with pool Makawao (United States)
Beautiful, ocean view Kama’aina estate ideally located in Lower Olinda…just ¼ mile to Seabury Hall. Completely remodeled, charming and elegant plantation-style home built in the 1939 has all the character of times gone by with the refined touches of today’s thoughtful upgrades. Wrap-around covered lanai overlooks the pool, spa, views and natural beauty of the grounds. Entry lanai opens to spacious living room with fir floors and fireplace. Bright & open kitchen and dining area are also positioned to enjoy the ocean and sunset views and also opens up to covered lanai. Upper level also features three bedrooms and one bath—including beautiful primary bedroom with private lanai. Completely remodeled downstairs works as an ideal guest quarters and features nice bedroom area, disappearing privacy doors, large bathroom, kitchenette and open living area with fireplace…from which you may step right out to pool area and spa. Enjoy the fruit and ambiance of having many mature trees. Nicely landscaped grounds feature design by Chris Curtis with automated sprinklers, large amazing fruit trees, irrigation and dramatic night lighting. Tasteful circular driveway welcomes you from the gated entry off of Olinda Road. Workshop/studio space with toilet/sink and outdoor shower off of garage. Solar hot water, Photo voltic grid-tie plus battery system and gas fireplaces. Abundant built in storage, book-cases and drawers. Mature & fruit trees include: mango, avocado, acai berry, lemon, lime, kukui, coffee, lychee, grapefruit, surnam cherry, tangerine, longuan, magnolia, coral & monkeypod. Completely fenced.
…$2,600,0003bedrooms2bathroomsland 8,094m²By Island Sotheby's International Realty
- Contract pending453D visit
House Pukalani (United States)
On the fairway at Pukalani Country Club, with Cook pines lining the edges and the ocean visible on the horizon, 272 Hololani Street is the kind of Upcountry address that doesn't come up often. The covered lanai faces west toward the golf course, with North Shore and South Shore coastline visible in either direction. Sunsets here are a show, almost every night. The trees that line the golf course bring the birds, and the birds bring the mornings to life. A private pool sits just off the main living area. The setting is easy, open, and green in every direction. Twenty-two net-metered PV panels keep the bills in check. The two-car garage keeps the practical side covered. And Pukalani Country Club, with its cooler temperatures, sometimes uncrowded fairways, and community feel, keeps the lifestyle exactly where Upcountry buyers want it.
…$1,429,0003bedrooms2bathroomsland 890m²By Island Sotheby's International Realty
- Contract pending19Video
Apartment with terrace Kihei (United States)
Experience the magic of Maui sunsets from your private lanai at Kihei Surfside, set on 1.5 acres of spectacular oceanfront property. This one-bedroom, one-and-a-half bath condo is located in the hotel zone, allowing short-term rentals while also offering the comfort of a perfect primary or second home. Resort-style amenities include a pool, barbecue area, putting green, and an expansive park-like lawn ideal for relaxing by the ocean. Just minutes to Wailea and renowned restaurants, shopping, and golf. Watch whales in winter, sunsets year-round and enjoy the ease of a full furnished move-in-ready unit with split AC. Best-priced unit available at time of listing.
…$900,0001bedroom2bathroomsland 6,070m²By Island Sotheby's International Realty
- Contract pending26
Apartment Makawao (United States)
A rare 5-acre offering along the highly desired upper stretch of Olinda Road, this property delivers the kind of views and setting that define Upcountry living. Positioned beside Haleakalā Ranch core lands, the acreage opens toward sweeping bi-coastal vistas, South Shore sunsets, and the rolling pastureland that makes Olinda so treasured. Framed by a striking jacaranda, a towering ficus, and mature landscaping that has evolved over decades, the land carries both history and potential. Multiple vantage points at higher elevations reveal some of the property’s most impressive outlooks—expansive, cinematic, and uniquely private. Improvements on the property include the main house, a secondary rental unit, and a separate art studio. These structures reflect the charm of an earlier era and offer flexible footprints for those looking to update or reimagine the spaces. Many buyers will approach the property with a vision for renovation or new construction to fully maximize the land’s potential. What remains highly valuable is the combination of acreage, established concrete infrastructure, County water service, and a remarkable setting rarely available in this part of Makawao/Olinda.
…$1,895,0003bedrooms2bathroomsland 2.2haBy Island Sotheby's International Realty
- Contract pending45
House with garden Pukalani (United States)
Welcome to Kula 200 — one of Upcountry Maui’s most sought-after agricultural subdivisions known for its spacious lots, privacy, and serene country setting. Situated on a 2-acre parcel, this single-level home offers the ideal blend of comfort, sustainability, and convenience. The 4-bedroom, 4-bath residence plus den spans approximately 3,002 sq. ft. of interior living space, thoughtfully designed to capture the best of Upcountry’s perfect elevation and climate. A large living room with skylight and open beam ceilings creates a bright and inviting gathering space, while the covered entry and porte cochere offer a gracious welcome and easy access to the oversized 3-car garage. Enjoy gentle breezes, pocket ocean views, and the peaceful feeling of established surroundings in this well-loved community. The property is truly a gardener’s paradise, featuring an abundant orchard of mature fruit trees — tangerine, lemon, grapefruit, mango, papaya, guava, orange, avocado, and star fruit — inviting a self-sustaining lifestyle. With agricultural zoning, there’s ample room to expand, cultivate, or simply enjoy the wide-open space and privacy. Propane Powered Back-up Generator and Water Filtration System. A photovoltaic system and solar hot water support energy efficiency, while the single-level layout provides easy living and a seamless connection between indoor and outdoor spaces. Located just minutes from Pukalani, Makawao, and Kula amenities, this home offers the tranquility of country living with the convenience of nearby schools, shops, and dining. Come experience the charm, space, and sustainability that make Kula 200 a truly special place to call home. Propane Powered Back-up Generator and Water Filtration System.
…$1,999,0004bedrooms4bathroomsland 8,094m²By Island Sotheby's International Realty
- 6
Land Hana (United States)
Rare opportunity to own a unique swath of agriculturally zoned land totaling 5.79 acres with plantation-era roots. Once utilized as an old plantation track road, this unique parcel has a distinctive, narrow, road-like configuration and is not your typical vacant land lot. One end of parcel offers road frontage along Hana Highway with nearby utilities providing accessibility. Own unique acreage in one of Maui’s most treasured rural communities for potential creative agricultural pursuits, as a botanical or cultural corridor, for meaningful land stewardship, or for a collectors-type land holding.
…$380,00023,431m²By Island Sotheby's International Realty
- Contract pending243D visit
Apartment with pool Kihei (United States)
Front-row living at Sugar Beach Resort. This oceanfront residence sits right on the sand, offering a true front-row seat to Maui’s coastline. From morning light over the water to golden sunsets and the sound of waves (& whales!) just beyond the lanai, this is beach living at its most effortless. The layout is open and comfortable, with a bright kitchen, relaxed living space, and a bedroom that feels calm and private. Large sliding doors blur the line between indoors and out, drawing you toward the ocean and the steady rhythm of the shore. Sugar Beach Resort is known for its long sandy beach, central location, and easy access to both North and South Maui. Whether you’re looking for a place to unwind, a base for island adventures, or an investment beachfront retreat, this one invites you to slow down and stay awhile. Sometimes the best seat in the house is right on the beach.
…$888,0001bedroom1bathroomland 1.7haBy Island Sotheby's International Realty
- 253D visit
Apartment with pool Kihei (United States)
Experience the ultimate beachfront lifestyle with this stunning direct oceanfront condo at Sugar Beach Resort! Located on the tranquil shores of North Kihei, this property offers breathtaking, unobstructed views of the Pacific Ocean, miles of golden sand, and year-round sunsets.
…$888,0001bedroom1bathroomland 1.7haBy Island Sotheby's International Realty
- Contract pending50Video
Apartment Kula (United States)
A spacious and gorgeous 3BR/3BA, two-story home with ground-level access on both floors. Outstanding privacy and sweeping views of the South Shore, West Maui, North Shore, and Haleakalā. The flexible floor plan can function as up to five bedrooms, with offices on each level and a large open-concept kitchen, living, and dining area that forms the central gathering space. Two oversized primary bedrooms, a sauna, and a 3-car garage provide additional space. Wraparound lanais and oversized windows bring in natural light and frame the surrounding Maui landscape. A wood-accented interior provides warmth and balance throughout the home. A separate detached workshop offers excellent potential for an art studio, yoga room, or creative space. The property also includes a privately situated 2BR/1BA cottage rental with a carport, well separated from the main home and out of sight. An adjacent gulch enhances the sense of privacy. An extra-long circular driveway offers creative possibilities for rollerblading, walking, bike riding, wagon pulling, and countless other adventures. Opportunity to create a terraced garden or landscaped centerpiece. Located in a desirable Kula climate zone at an ideal upcountry elevation, the property spans just under 4 acres and is conveniently positioned near the post office, Kula Park and Fire Station, hardware store, coffee shop, and other essentials. A rare offering - homes like this are seldom available.
…$2,488,0005bedrooms4bathroomsland 1.6haBy Island Sotheby's International Realty
- Contract pending293D visit
Apartment Kihei (United States)
Welcome to Shores of Maui, a boutique complex of just 50 units located directly across from Cove Park—one of Maui’s most popular beginner surf and stand-up paddle spots. From this condo you can relax on your lanai and watch surfers and daily surf lessons with the Pacific as your backdrop. This well-situated condo offers easy island living with an open living area, full kitchen, and a comfortable bedroom retreat. Step outside and enjoy the ocean view, pool, spa, tennis courts, and BBQ area within this intimate, low-density community. The location is one of the best in South Kihei: leave the car and walk to a wide variety of restaurants, beach bars, coffee shops, and local boutiques, as well as grocery stores and conveniences. World-class beaches, snorkeling, and golf are just a short drive away. Whether you’re looking for an active lifestyle—surfing, paddling, tennis—or simply unwinding at sunset from your lanai, Shores of Maui offers the ideal blend of resort-style amenities and walkable convenience in the heart of Kihei.
…$659,0001bedroom1bathroomland 7,082m²By Island Sotheby's International Realty
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