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. esta...

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...

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....

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...

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...

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...

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...

Perched high above Launiupoko, this 2-bedroom, 3-bath architectural masterpiece by Greg Skog captures sweeping ocean and mountain views and embodies Maui’s effortless indoor outdoor lifestyle. The single-level, 994 sq. ft. home with no stairs fe...

SERENITY FOUND!! This extraordinary oceanfront estate offers privacy, self-sustainability and creative inspiration in equal measures. Overlooking breathtaking Waipio Bay in magical Huelo, these 2 acres, fully permitted, 5 structure tropical retreat h...

Immaculately maintained 5-bedroom, 6-bath, 5,000+ sq. ft. home on 2 acres with exceptional indoor-outdoor living. Enjoy a built-in saline pool & jacuzzi as well as a sauna, and cold plunge. The chef’s kitchen features a custom island and butler�...

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...

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...

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...

Welcome to Pineapple Hill, where elegance meets the effortless beauty of Maui’s world-renowned Kapalua Resort. Perched in one of Maui’s most sought-after communities, this gracious home offers breathtaking panoramic ocean, island, and sunse...

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 land...

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. Locat...

Rarely do the stars align as they have here – the character and beauty of a light-filled mid-century modern home custom designed by renowned Maui architect Harry Rice, has been thoughtfully and meticulously upgraded into a modern and luxurious, ...

Ideally positioned near the top of an exclusive cul-de-sac in one of Wailea’s most desirable gated communities, 206 Heleuma Place captures the essence of refined Hawaiian island living. Gentle trade winds drift through open, airy interiors where...

Picture-perfect Lot 7 in Papaanui Makena offers an exceptional opportunity to create a dream home on 0.472 acres in one of Maui’s most peaceful and picturesque locations. Overlooking the historic Makena Landing, this lot boasts expansive, south-...

Welcome to this exceptional 4,620 sq. ft., 4-bedroom, 4-bathroom estate situated on 2 serene acres in one of Upcountry Maui’s most desirable neighborhoods—Kula 200. Thoughtfully designed to capture breathtaking ocean and mountain views, thi...

Tucked away in the lush landscapes of Haiku, this one-of-a-kind residence—affectionately known as Chateau Kokomo—pairs the presence of a grand French chateau with the warmth of a countryside farmhouse. Inside, it feels intimate and timeless...

Welcome to 1520 Kilinoe Place, a thoughtfully designed 4,445 sq. ft. residence nestled in the heart of Waikapu. Tucked away at the end of a quiet cul-de-sac, this striking 3-bedroom, 3-bonus rooms and 4.5-bath home offers exceptional privacy, lush su...

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 tranquil...

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...

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 comfor...

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...

Also listed as Condominium (MLS 407521) Front-row, single-level 2BR/2BA with den in desirable Hokulani Golf Villas. Enjoy 12' ceilings throughout and a spacious great room with stunning golf course, ocean, island, and sunset views. Energy-efficient f...

Also listed as Single Family Residential (MLS 407522) Front-row, single-level 2BR/2BA with den in desirable Hokulani Golf Villas. Enjoy 12' ceilings throughout and a spacious great room with stunning golf course, ocean, island, and sunset views. Ener...

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...

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...

Look no further for your island paradise than this exceptional two-bedroom, two-bath property, priced under $2 million. Experience the ultimate in luxury living with 1,080 square feet of thoughtfully designed space, Hotel-zoned to continue as a succe...

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 1...

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 communit...

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 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 1...

Beautifully remodeled 4-bedroom, 3-bath home bordering Haleakala Ranch in popular Kula Kai. The entire home has been remodeled and updated in recent years and pride of ownership shines throughout. The main level features high-vaulted ceilings in th...

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 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 1...

In the cool breezes of Keokea, where the road nears Grandma’s Coffee House and morning walks on Thompson Road are a daily ritual, sits a timeless 1948 plantation home that feels both rooted in history and alive with possibility. The main residen...

Discover luxury and convenience with this rare single-level, 2-bedroom, 2-bathroom end unit at the prestigious Masters at Kaanapali. Located in a quiet, gated community on the scenic Kaanapali Hillside, this beautifully remodeled condo boasts no stai...

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 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 1...