Island Sotheby's Int. Realty Listings

Our realty brokerage and its associates are pleased to highlight the following properties.  If you're selling your home with us, we'll feature your property here too, so that it receives optimal exposure on our site and throughout our wide network of Sotheby's Realty marketing channels. If you're a home buyer, contact us - our agents are experts in their respective markets at the most granular level and will be happy to assist in locating the perfect property.

For those interested in any of the ISIR listing, please feel free to contact us for a prompt response.

Island Sotheby's International Realty Presents

Photo of Listing #404835

3060 S Kihei Rd

$27,500,000
  • 4 Beds
  • 5.50 Baths
  • 5,435 SqFt
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 ...
Residential
Photo of Listing #403334

210 Naio Pl

$16,000,000
  • 4 Beds
  • 4.50 Baths
  • 4,720 SqFt
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...
Residential
Photo of Listing #403071

4406 Makena Rd, Unit B

$15,750,000
  • 4 Beds
  • 4.00 Baths
  • 3,550 SqFt
Ocean Bliss Maui is a direct oceanfront property boasting unobstructed views of the Pacific and located at the southern end of the Wailea resort oceanfront pathway. Grandfathered in for its proximity to the shoreline and protected by a quarter-mile ...
Residential
Photo of Listing #405065

4850 Makena Alanui Rd, Unit A-103

$15,500,000
  • 3 Beds
  • 3.50 Baths
  • 3,415 SqFt
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 ...
Residential
Photo of Listing #402660

40723 Hana Hwy

$15,000,000
  • 2 Beds
  • 2.00 Baths
  • 1,812 SqFt
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...
Residential
Photo of Listing #405489

730 Lower Kimo Dr

$11,000,000
  • 3 Beds
  • 4.00 Baths
  • 7,102 SqFt
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...
Residential
Photo of Listing #404520

94 Keoawa Pl

$9,800,000
  • 5 Beds
  • 5.50 Baths
  • 7,199 SqFt
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...
Residential
Photo of Listing #405961

3857 Waakaula Pl

$6,500,000
  • 4 Beds
  • 4.00 Baths
  • 4,292 SqFt
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...
Residential
Photo of Listing #405274

61 Polihua Pl, Unit 11a

$5,450,000
  • 3 Beds
  • 3.50 Baths
  • 3,385 SqFt
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...
Residential
Photo of Listing #404469

3036 Kalua Koi Way

$5,330,000
  • 2 Beds
  • 2.50 Baths
  • 3,794 SqFt
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...
Residential
Photo of Listing #403953

519 Hana Hwy

$4,888,000 In Escrow
  • 3 Beds
  • 3.00 Baths
  • 1,309 SqFt
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...
Residential
Photo of Listing #406189

206 Heleuma Pl

$4,775,000
  • 2 Beds
  • 2.50 Baths
  • 3,169 SqFt
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...
Residential
Photo of Listing #405060

324 Cook Pine Dr

$4,250,000
  • 3 Beds
  • 3.50 Baths
  • 3,670 SqFt
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...
Residential
Photo of Listing #403317

130 Kai Malina Pkwy, Unit Sr325

$4,200,000
  • 3 Beds
  • 3.00 Baths
  • 1,600 SqFt
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...
Residential
Photo of Listing #405093

2944 Kalua Koi Rd

$3,950,000
  • 6 Beds
  • 6.00 Baths
  • 4,896 SqFt
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...
Residential
Photo of Listing #404496

77 Auhana Rd

$3,950,000
  • 12 Beds
  • 2.00 Baths
  • 4,200 SqFt
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...
Residential Income
Photo of Listing #405563

36 Kai Malu #202 Dr, Unit 5-d

$3,900,000 In Escrow
  • 3 Beds
  • 3.00 Baths
  • 1,742 SqFt
Introducing one of the best values in the Hawaii luxury market: La'i Loa 5-D. This highly coveted 3-bedroom condominium boasts unrivaled craftsmanship, a modern design, and one of the best locations within the heart of the Wailea master-planned commu...
Residential
Photo of Listing #404454

1 Bay Dr, Unit 4304

$3,800,000
  • 2 Beds
  • 2.50 Baths
  • 1,774 SqFt
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 ...
Residential
Photo of Listing #401221

180 Kaunaoa Dr

$3,500,000 In Escrow
  • 4 Beds
  • 2.50 Baths
  • 3,045 SqFt
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...
Residential
Photo of Listing #404052

5171 Makena Rd

$3,499,000
  • 0 Beds
  • 0.00 Baths
  • 0 SqFt
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...
Land
Photo of Listing #405873

40685 Hana Hwy

$3,200,000
  • 3 Beds
  • 2.00 Baths
  • 2,012 SqFt
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...
Residential
Photo of Listing #404203

500 Bay Dr, Unit 23b3

$3,200,000
  • 2 Beds
  • 3.00 Baths
  • 1,503 SqFt
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 ...
Residential
Photo of Listing #405595

133 Kaula Ili Way

$2,995,000
  • 3 Beds
  • 2.00 Baths
  • 2,626 SqFt
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 ...
Residential
Photo of Listing #401634

40344 Hana Hwy

$2,950,000
  • 1 Beds
  • 1.00 Baths
  • 1,161 SqFt
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...
Residential
Photo of Listing #406149

1520 Kilinoe Pl

$2,795,000
  • 3 Beds
  • 4.50 Baths
  • 4,445 SqFt
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...
Residential
Photo of Listing #403321

41 Leleaka Pl, Unit #a

$2,750,000
  • 3 Beds
  • 2.50 Baths
  • 2,529 SqFt
Nestled in a secluded area of Haiku, this plantation-style, self-sustaining home is awash with natural light, offering abundant indoor and outdoor living opportunities. The spacious covered lanais and panoramic views, combined with stylish yet minima...
Residential
Photo of Listing #405634

200 Hoopalua Dr

$2,689,000
  • 1 Beds
  • 2.00 Baths
  • 1,156 SqFt
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, ...
Residential
Photo of Listing #405061

1461 Naalae Rd

$2,300,000 In Escrow
  • 4 Beds
  • 2.50 Baths
  • 2,569 SqFt
Nestled on a terraced 2-acre parcel, this private Upcountry retreat is a lush sanctuary featuring a mature drip-irrigated mango orchard, citrus trees, dragon fruit, bananas and avocado and a beautifully curated kitchen garden adorned with natives and...
Residential
New
Photo of Listing #406231

67 Wailea Gateway Pl, Unit 6-203

$2,299,000
  • 2 Beds
  • 2.00 Baths
  • 1,241 SqFt
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...
Residential
Photo of Listing #405080

100 Ridge Rd, Unit 2323-4

$2,245,000
  • 2 Beds
  • 3.00 Baths
  • 1,756 SqFt
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...
Residential
Photo of Listing #405554

1855 Haiku Rd, Unit Unit C

$2,200,000
  • 5 Beds
  • 3.00 Baths
  • 2,505 SqFt
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...
Residential
Photo of Listing #405191

270 Umeke St, Unit Apt 41

$2,200,000
  • 3 Beds
  • 2.50 Baths
  • 2,450 SqFt
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...
Residential
Photo of Listing #405192

270 Umeke St, Unit 41

$2,200,000
  • 3 Beds
  • 2.50 Baths
  • 2,450 SqFt
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...
Residential
Photo of Listing #402919

2960 S Kihei Rd, Unit 312

$1,995,000
  • 2 Beds
  • 2.00 Baths
  • 767 SqFt
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...
Residential
Photo of Listing #400739

240 Kaunaoa Dr

$1,995,000
  • 0 Beds
  • 0.00 Baths
  • 0 SqFt
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...
Land
Photo of Listing #404111

130 Kai Malina Pkwy, Unit Nr332

$1,859,000
  • 2 Beds
  • 2.00 Baths
  • 1,080 SqFt
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...
Residential
Photo of Listing #405557

4696 Kula Hwy, Unit Unit B

$1,850,000 In Escrow
  • 2 Beds
  • 2.50 Baths
  • 1,071 SqFt
Perched ideally in Upcountry Kula on 1.52 acres of serene land, this 2-bedroom, 2.5-bathroom Custom home offers the perfect retreat—quiet, peaceful, and surrounded by nature. Built in 2020, this property boasts bi-coastal views and stunning year-ro...
Residential
Photo of Listing #406141

40 Kaui Pl

$1,825,000
  • 3 Beds
  • 3.00 Baths
  • 1,976 SqFt
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...
Residential
Photo of Listing #404630

133 Oleander Pl

$1,795,000 In Escrow
  • 3 Beds
  • 3.00 Baths
  • 1,892 SqFt
Exceptional Ocean Views in Kahana Ridge! Nestled at the top of a cul-de-sac in the highly sought-after Kahana Ridge neighborhood, this stunning home has been completely remodeled in 2024. Updates include a brand-new kitchen, modern bathrooms, update...
Residential
Photo of Listing #398890

181 Kalo Rd

$1,750,000
  • 3 Beds
  • 2.00 Baths
  • 1,599 SqFt
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...
Residential
Photo of Listing #404789

1699 Kaupakalua Rd

$1,749,000 In Escrow
  • 3 Beds
  • 3.50 Baths
  • 2,566 SqFt
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 (...
Residential
Photo of Listing #398923

93 Hokupa St, Unit Lot 28

$1,725,000 In Escrow
  • 4 Beds
  • 3.00 Baths
  • 1,456 SqFt
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-...
Residential
Photo of Listing #398922

Haliimaile Rd, Unit Lot 27

$1,725,000 In Escrow
  • 4 Beds
  • 3.00 Baths
  • 1,456 SqFt
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-...
Residential
Photo of Listing #406148

50 Puu Anoano St, Unit 4207

$1,695,000
  • 2 Beds
  • 2.00 Baths
  • 1,269 SqFt
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...
Residential
Photo of Listing #404062

50 Puu Anoano St, Unit 1105

$1,695,000
  • 2 Beds
  • 2.00 Baths
  • 1,544 SqFt
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,...
Residential
Photo of Listing #397749

Haliimaile Rd, Unit Lot 19

$1,685,000 In Escrow
  • 4 Beds
  • 3.50 Baths
  • 2,095 SqFt
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-...
Residential
Photo of Listing #403961

43 Maiaku St, Unit Lot 176

$1,655,000
  • 4 Beds
  • 2.50 Baths
  • 2,280 SqFt
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-...
Residential
Photo of Listing #405946

65 Oliona St, Unit Lot 140

$1,625,000
  • 4 Beds
  • 3.50 Baths
  • 2,095 SqFt
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-...
Residential
    
 

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