Island Sotheby's Int. Realty Listings

Welcome to one of the most extraordinary properties in the world and a true icon of coastal luxury: 7505 Makena Road. Set on a full acre of lush land with unobstructed ocean view corridors along Maui’s coveted coastline, this 10,500 sq. ft. estate ...

An exceptional residence where uncompromising attention to detail and a harmonious fusion of comfort and nature create a testament to unparalleled quality and sophistication. Where every day is an opportunity to savor the beauty and tranquility that...

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...

An iconic gated estate in Lahaina where refined architecture, rare craftsmanship, and Maui’s natural beauty come together in extraordinary fashion. Set across 52.775 acres spanning two TMKs, this 6,640 square foot single-level residence enjoys comm...

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...

A modern architectural masterpiece set on over 5.8 acres, this Maui estate captures unobstructed ocean vistas and dramatic mountain backdrops from one of Olowalu’s most desirable settings. Completed in 2020, the residence is the result of exception...

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, the Montage 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 brea...

Experience the pinnacle of luxury island living at 3857 Waakaula Place. Nestled within the prestigious gated subdivision of Wailea Golf Estates and bordered by the iconic Wailea Blue Golf Course, this elegant 4,292 sq. ft. residence boasts sweeping o...

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...

Situated on the ocean in Kuau, these two homes (each with its own water meter!) offer a peaceful escape just minutes from Paia Town. The beachfront house boasts sweeping ocean views and a front-row seat to the Tavares Bay surf break, while the primar...

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...

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...

Experience the epitome of island elegance with Villa PH108, a stunning 2-bedroom, 2.5-bathroom + den ground-floor residence located in the exclusive Penthouse building of Wailea Beach Villas, a coveted beachfront resort in the heart of the Wailea Res...

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...

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...

Immaculately maintained 5-bedroom, 6-bath estate with over 5,000 sq. ft. of living on two fully fenced, gated acres designed for connection, retreat, and effortless indoor-outdoor living. The inviting floor plan welcomes friends and family, anchored ...

Discover unparalleled luxury at The Montage Kapalua Bay. This spacious two bedroom residence features ocean views from the living room and both bedroom suites, as well as a generous lanai, perfect for watching Maui’s exceptional sunsets. Located ...

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 ...

A spacious and gorgeous 3BR/3BA, 2-story home, with both levels on the ground. Outstanding privacy and sweeping views of the South Shore, West Maui, North Shore, and Haleakala. The flexible floor plan can function as 5 bedrooms, with offices on each ...

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...

Perched above Lahaina in the sought-after Launiupoko hillside, this main home parcel spans over two level acres, offering unmatched privacy, panoramic views, and flexibility. The charming 1,024-square-foot plantation-style home is move-in ready, refr...

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...

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, ...

Thoughtfully reimagined Upcountry residence set on roughly three acres in Maunaolu Plantation, showcasing ocean and mountain views with easy access to the North Shore, Makawao, Paia, and Central Maui conveniences. The interior layout is designed for ...

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...

Why settle for a condo when you can enjoy the comfort and privacy of a single-level home with a finished 2-car garage, in a gated community—and still never mow a lawn? Welcome to Kapalani Estates, a boutique community in West Maui offering resort-s...

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...

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,...

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...

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 ...

Kipahulu Master-craftsman Home with Panoramic Ocean & Mountain Views This 3 bedroom and 1.5 bath home was built by a renowned East Maui builder and master woodworker. It features gorgeous, custom, old-growth mahogany cabinetry and trim throughout...

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...

Discover effortless island living - own this beautiful single-level home within the gated, executive community of The Vintage at Kaanapali. Perfectly positioned on the world-famous Kaanapali Golf Course and moments to Whalers Village, Vintage 70 is a...

Discover effortless island living - own this beautiful single-level home within the gated, executive community of The Vintage at Kaanapali. Perfectly positioned on the world-famous Kaanapali Golf Course and moments to Whalers Village, Vintage 70 is a...