Island Sotheby's Int. Realty Listings

An exclusive opportunity awaits to own a legacy property nestled upon the pristine sands of Keawakapu Beach. Spread on over 5,000 square feet of interior living space, this trophy estate offers unrivaled panoramic views of year-round sunsets, gentle ...

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...

Introducing one of the most rare offerings in the Hawaii luxury real estate market: Makena Surf A-103. Built as the largest Makena Surf unit at a substantial 3,415 square feet of interior living space seamlessly expanded with over 900 square feet of ...

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...

An iconic gated estate in Lahaina where refined architecture, rare craftsmanship, and natural beauty converge. Set on 52.775 acres across two TMKs, this 6,640 sq. ft. single-level residence offers commanding ocean views with the West Maui Mountains a...

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...

Who says that you can't be immersed in nature and luxury simultaneously? Tucked away in Honolua Ridge, a community within the Plantation Estates, this gracious 4-acre estate borders 2,749 acres of conservation land. The 2023 renovation combines impec...

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...

Experience the pinnacle of island living, on the private island of Lanai. Nestled in one of the most desirable locations within the prestigious Manele Bay development, adjacent to the five-star Four Seasons Resort Lanai and a pristine marine sanctuar...

The beachfront escape of your dreams! Own one of only a few built estates on 5.95 acres of land on the best stretch of Papohaku Beach, one of Hawaii’s largest white sand beaches. Comfortable and elegant, the main home was built in 2012 and features...

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...

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...

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...

Situated at the end of a quiet cul-de-sac within one of South Maui’s premier gated communities, 206 Heleuma Place offers a serene island lifestyle with ocean views and thoughtfully designed indoor-outdoor living. This warm and inviting single level...

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 sunset view...

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...

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, tur...

The availability of this property represents a very rare opportunity to own nearly six acres of land on one of Hawaii’s last pristine beaches. Wake up to the rhythmic lull of the Pacific and breathe in the fresh salty air as you step outside to a l...

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...

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 ...

Sweeping Ocean & Mountain Views in Coveted Kula 200! Welcome to this exceptional 4,620 sq ft, 4-bedroom, 4-bath home on 2 serene acres in one of Upcountry Maui’s most desirable neighborhoods – Kula 200. Thoughtfully designed to capture stunning ...

Nestled along the 5th hole of the retired Koele Golf Course on the quiet island of Lanai, this two-story residence showcases luxury living with breathtaking vistas. Upon entering, one is greeted by an executive home office featuring wood built-ins a...

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-fac...

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...

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 ...

Introducing an extraordinary oceanfront property located in one of Maui's crown jewels - Kipahulu. This 6.7-acre parcel boasts expansive views across the Alenuihaha channel to the majestic Big Island, plus commanding coastline views to the east & wes...

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...

Perched above one of Hawaii’s longest white sand beaches, The Bluff House is a private 5.29-acre oceanfront estate offering breathtaking coastal views, unmatched privacy, and pure island serenity. Behind the gated entry, a substantial custom drive ...

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, ...

Welcome to The Ridge 2323-24, a stunningly remodeled gem perched on the top floor of Kapalua’s prestigious Ridge Villas. This exquisite property offers breathtaking views, seamlessly blending casual island elegance with the natural beauty of Kapalu...

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...

Welcome to Charming Haiku. Built in 2019, this custom 5-bedroom, 3-bathroom home is ideally situated on a beautifully landscaped 0.95-acre lot, zoned Rural 1/2 Acre, just a short stroll from the shops and eateries at Pauwela Cannery. Take in breathta...

Also listed as a Condominium (MLS#405192). Step into this beautifully crafted 3-bedroom, 2.5-bathroom two story home offering 2,450 sq. ft. of elegant living space. Tiger wood floors add warmth and sophistication, complemented with tile throughout th...

Also listed as Single Family Residential (MLS#405191). Step into this beautifully crafted 3-bedroom, 2.5-bathroom two story home offering 2,450 sq. ft. of elegant living space. Tiger wood floors add warmth and sophistication, complemented with tile t...

Welcome to Wailea’s Premier Condominium Retreat. Experience the best of island living in one of Wailea’s most coveted condominium complexes. Keala O Wailea. Privacy. Expansive Ocean views. This highly sought after second story floor plan with a d...

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...

Welcome to your dream beachfront escape at the renowned Mana Kai Resort, located on the pristine shores of Keawakapu Beach, one of South Maui’s most coveted locations. This spectacular 2-bedroom, 2-bathroom condominium offers 767 sq. ft. of luxurio...

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...

Elevate your Maui lifestyle to this beautiful Upcountry area. You will enjoy cool temps year-round that do not require air conditioning. Located a mere 10 min. drive to Pukalani and Makawao, where all shopping, schools and other conveniences are fo...

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...

Experience the charm of country living in this beautifully updated single-level custom home, set on 2 usable acres of lush, gated property. Boasting 2,566 sq. ft. of living space, this 3-bedroom, 3.5-bathroom residence offers new luxury vinyl plank (...

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-...

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-...

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...

Beautiful mostly level Ocean & Mountain view CPR property. Many mature fruit trees and surrounded by established vegetation for ultimate in privacy. This 3BR/3BA home has a cool and unique floor plan allowing for many possibilities: main living qua...

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-...

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-...

Experience the epitome of a Maui beach lifestyle in this exquisite fully remodeled ground floor corner condo with a reconfigured floor plan that allows for an additional “Flexi-room” at The Masters in Ka’anapali. With the largest corner layout,...