Island Sotheby's Int. Realty Listings

Welcome to one of the most extraordinary private estates in the world — an iconic expression of coastal luxury at 7505 Makena Road. Set on a full acre of lush, meticulously curated grounds with protected ocean view corridors along Maui’s most co...

BRAND NEW HOME NEVER OCCUPIED MOVE IN READY. An exceptional residence where uncompromising attention to detail and a harmonious fusion of comfort and nature creates a testament to unparalleled quality and sophistication. Where every day is an opport...

This 54+ acre estate is one of a kind---a secluded and private retreat. With careful attention paid to every detail, it provides a rare opportunity for those seeking privacy, seclusion, and a peaceful lifestyle in one of the most desirable areas on M...

Beachfront living on the sandy end of Halama Street. Offered for the first time, this Smith Builders Maui residence combines timeless design with a coveted oceanfront setting. The home was crafted with enduring materials including Monier tile roof, H...

Perched on a sweeping green slope with panoramic ocean and mountain views, this award-winning Haiku retreat blends modern architecture with the serene elegance of a high-end sanctuary. Designed by renowned firm SEE Architecture, the home draws inspir...

Above a quarter mile of untouched North Shore coastline rises a rare opportunity to own one of Maui’s most extraordinary oceanfront estates. 400 Mehana Road commands sweeping 180 degree views of the Pacific from its elevated perch 275 feet above th...

Situated on Maui’s Upcountry serene landscape, this Legacy Estate offers stunning panoramic ocean and mountain views across 22.25 acres of pristine pastoral land. The first parcel of 10.46 acres features a spacious main residence and large detached...

Extraordinary Upcountry Maui Estate. Prominently situated on 5.276 acres with bi-coastal views overlooking all of Maui and the islands beyond. Designed by renowned Maui architect Hans Riecke and masterfully built by Maui’s renowned Paul Beagle. Th...

Over an acre of direct beachfront in Makena is an exceptional rarity — and 4584 Makena Road stands as one of the most compelling value opportunities along Maui's coastline. Positioned on Poolenalena Beach, the property offers expansive grounds, exc...

A rare opportunity to own a gated multi-structural coastal estate with beach access just steps away. Set at the end of a quiet cul-de-sac, this versatile property offers 4 bedrooms and 2.5 baths, featuring warm wood floors, open floor plan, a detac...

With views of Kapalua Bay and year-round sunsets, Residence 1103 is one of the most sought-after direct oceanfront locations in all of Kapalua. This first-floor single-level residence spans over 2900 sq ft with 3 bedrooms plus a den and offers breath...

Welcome to the Ironwoods, an oceanfront enclave in the heart of the Kapalua Resort. This beautifully renovated 3-bedroom, 3-bath condominium is positioned directly on the bluff with commanding views of the Pacific and the Bay Course. This exception...

Set against the dramatic backdrop of the Pacific, 1008 Sunset Place offers a rare opportunity to own a refined island residence in the heart of Kapalua. Perfectly positioned to capture glowing sunsets, gentle trade winds, and sweeping ocean views, th...

Discover elevated island living in one of Maui’s most desirable gated communities—Lanikeha at the Kaanapali Golf Estates. This exceptional single-level, newly built 4-bedroom custom residence offers refined craftsmanship, contemporary island desi...

Welcome to Hokulani 325! This stunning oceanfront condo offers unparalleled views and luxurious living in one of the most sought-after resort areas in Kaanapali. From the moment you step inside, you'll be greeted by an open-concept design that maximi...

Experience the serenity of true beachfront living at 3036 Kalua Koi Way, an exceptional Molokai estate on nearly six acres along Papohaku Beach. Blending elegant Japanese-Hawaiian design with seamless indoor-outdoor living, the property includes a ma...

BIG TIME VIEWS AT THE TOP OF PINEAPPLE HILL Set within the gated Pineapple Hill subdivision, 212 Crestview Road residence features a 3,674 square foot 3 bedroom, 3 and a half bath home on a 10,987 square foot lot with commanding views from the top r...

Beautifully remodeled in 2022, this single-level ocean-view residence at the Ironwoods captures the effortless luxury and serenity of Kapalua living. Custom sliding pocket doors open to an expansive lanai with sweeping views of Honolua Bay and the lu...

Set on a full, undivided agricultural parcel in the upper elevations of Launiupoko—an increasingly rare offering—this striking 2-bedroom, 3-bath residence by acclaimed Maui architect Greg Skog captures commanding ocean, mountain, and outer-island...

Situated along the Kapalua coastline, this oceanfront sanctuary sits in a premier front-row position offering panoramic views of the ocean and the outer island of Moloka’i, year-round sunsets, and a front-row seat to whale season. Inside, the vill...

Don't miss this rare opportunity to own a multi-unit property in the heart of Kihei. Being centrally located, it's an easy walk to South Maui Gardens, the Cove and the Triangle. The size of the lot is 1.15 acres with each unit having its own yard and...

Wake up to the rhythmic lull of the Pacific and soft trade winds across miles of white sand at Papohaku Beach—one of Hawaii’s most secluded shorelines. Welcome to Papohaku Beach House, a rare oceanfront retreat on nearly six acres with 300 feet o...

Proudly presented for sale is a stunning single-level estate that masterfully blends contemporary design, privacy, and seamless indoor / outdoor living, all in one of the North Shore’s most sought-after neighborhoods. Set on an immaculately landsca...

Set at the end of a quiet cul-de-sac, 1821 Halama Street enjoys a truly special position overlooking the expansive 36 acre Kalama Park, offering sweeping ocean views, whale watching in season, and unforgettable sunsets. The sense of openness created ...

Located along the Kapalua coast, this oceanfront Bay Villa features breathtaking, unobstructed views of the Pacific Ocean, Molokai, and the dramatic coastline. With no stairs to access, this is a rare single-level, two-bedroom villa--one of only six ...

265 Ohaoha Place offers the kind of Upcountry Maui lifestyle so many dream about. This spacious, single-level estate property is located in the gated community of Maunaolu Plantation Estates, ideally situated between historic Makawao Town and lively ...

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 touche...

Important: Although addressed as “Unit B,” this CPR parcel includes full MAIN HOME building rights. At the time of listing, this property represents one of the most attainable opportunities to own acreage in Launiupoko with full main-home rights,...

Beyond the end of a private driveway, 41 Leleaka Place offers rare privacy with expansive ocean views from nearly every room. The large, upgraded kitchen is centered in the home and designed for both cooking and gathering. Separated living spaces pro...

Within the gated community of Wailea Pualani, 384 Pualoa Nani Place is a design forward residence that blends privacy, craftsmanship, and modern comfort in a truly special setting. This 3 bedroom, 2 bathroom home with a large dedicated office spans 2...

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 Haleakala. The flexible floor plan can function as up to five bedrooms, wi...

An extraordinary highlight of this 7.76-acre, off-the-grid property is a secluded, natural swimming hole fed by the pristine waters of the Koukouai Stream flowing from Haleakala's slope – a rare and exceptional feature for those seeking tranquility...

Honua Kai Hokulani 336 presents a rare opportunity to own a never-rented, impeccably maintained 2-bedroom, 2-bath corner residence in one of North Kaanapali's most sought-after resort communities. Located on the third floor, this desirable corner uni...

Tucked away on 2 lush, usable acres, this striking Upcountry home blends the warmth of an urban cabin with the clean lines of a modern farm cottage. Vaulted, wood-clad ceilings with exposed beams and skylights flood the interiors with natural light, ...

This beautifully upgraded single-story home sits on an expansive 10,000 sq ft lot with no HOA, offering flexibility, privacy, and tons of potential. Ideally located just minutes from championship golf, popular restaurants, world-famous beaches, sceni...

Also listed as Condominium (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 h...

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 v...

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, sus...

An unparalleled opportunity awaits you to own a piece of land on the privately owned Hawaiian island of Lanai. Nestled in the prestigious Koele district, this property offers a tranquil escape from the hustle and bustle of the world. Experience a lif...

This beautifully remodeled villa is perched on the top floor of the Kapalua Ridge Villas overlooking the Kapalua Bay Course. This exquisite property offers breathtaking views, seamlessly blending casual island elegance with the natural beauty of the ...

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,...

Set along the edge of a scenic gulch, this beautifully maintained Kula residence captures uninterrupted panoramic views of Maui’s south shore, from Maalaea Bay to Kahoolawe. The elevated setting ensures privacy, open skies, and a daily connection t...

Huge price reduction on a fully remodeled single-level 3-bedroom, 2-bath home in gated Kapalani Estates, located across from a white sand beach and near shops and dining in West Maui. Situated in a quiet cul-de-sac, this bright home features vaulted ...

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 Haleakala Ranch core lands, the acreage opens toward sweeping bi-coasta...

Discover Hokuula in the quaint town of Haliimaile, nestled on the gentle slopes of Haleakala, overlooking Maui’s world-renowned Northshore coastline. Expansive ocean and mountain views will greet you from this soon to be Upcountry community of 196-...

With commanding ocean and mountain views, the fully-furnished single level main residence offers a rare opportunity for those seeking privacy yet it is minutes away from Hana town, Hana Maui Resort, and the world famous Hamoa Beach. The 4.6 acre pr...

Discover Hoku’ula in the quaint town of Haliimaile, nestled on the gentle slopes of Haleakala, overlooking Maui’s world-renowned Northshore coastline. Expansive ocean and mountain views will greet you from this soon to be Upcountry community of 1...

Discover Hokuula in the quaint town of Haliimaile, nestled on the gentle slopes of Haleakala, overlooking Maui’s world-renowned Northshore coastline. Expansive ocean and mountain views will greet you from this soon to be Upcountry community of 196-...