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 #401182

3060 S Kihei Rd

$42,500,000
  • 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 #402644

203 Plantation Club Dr

$16,595,000
  • 6 Beds
  • 7.50 Baths
  • 8,252 SqFt
203 Plantation Club Drive is perched about 100 feet above sea level on a private bluff with breathtaking ocean views! The property is within The Plantation Estates at Kapalua and home to The Plantation Course; often ranked as the best resort golf cou...
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 #401166

4520 Makena Alanui Dr

$12,900,000
  • 0 Beds
  • 0.00 Baths
  • 0 SqFt
This coveted Makena homesite optimizes the finest in luxury coastal living. Spanning 3.349 acres, 4520 Makena Alanui offers breathtaking views of Makena’s glistening coastline and the turquoise waters surrounding Molokini, Kahoolawe, Lanai, and Wes...
Land
Photo of Listing #400666

95 & 285 Kekaulike Ave

$11,500,000
  • 3 Beds
  • 2.50 Baths
  • 6,148 SqFt
Situated on Maui’s Upcountry serene landscape, this exquisite estate offers stunning panoramic ocean and mountain views across 22.25 acres of pristine pastoral land. The property features a spacious 5,361 sq ft main residence and large detached cot...
Residential
Photo of Listing #401168

4584 Makena Rd

$11,000,000
  • 2 Beds
  • 3.50 Baths
  • 2,760 SqFt
Over an acre of beachfront property on one of the most exclusive areas of Maui awaits, 4584 Makena Rd is a rare opportunity for the savvy Buyer looking for privacy, spacious surroundings, yet in the midst of Valley Isle’s best. Located on one of th...
Residential
Photo of Listing #402636

353 Huahua Pl, Unit Lot 11

$6,950,000
  • 3 Beds
  • 3.50 Baths
  • 3,543 SqFt
Welcome to 353 and 355 Huahua Place, a contemporary modern architectural masterpiece located in the premier gated community of Kula l'o, nestled in the heart of Upcountry Maui. Enjoy expansive ocean views of both the North and South shores of Maui an...
Residential
Photo of Listing #401006

1 Bay Dr, Unit 2504

$6,495,000
  • 3 Beds
  • 3.50 Baths
  • 2,789 SqFt
The Montage Residences Kapalua Bay is nestled along the shoreline overlooking one of Maui’s most popular beaches, Kapalua Bay. This stunning condominium residence enjoys a desirable upper-level location that opens to panoramic ocean views of the P...
Residential
Photo of Listing #402256

519 Hana Hwy

$5,950,000
  • 3 Beds
  • 3.00 Baths
  • 1,309 SqFt
Oceanfront in Kuau, this charming home and cottage offer a serene retreat just moments from Paia Town. The beach house provides unparalleled ocean views, while the primary suite captures an ever-evolving masterpiece (are you ready to watch turtles an...
Residential
Photo of Listing #400699

1 Bay Dr, Unit 3704

$5,500,000
  • 2 Beds
  • 2.50 Baths
  • 1,774 SqFt
Welcome to Montage Residences Kapalua Bay 3704, a gem among Hawaii's most coveted luxury resorts. This exquisite 2-bedroom, 2.5-bathroom unit is located on the penthouse level, ensuring unparalleled privacy and breathtaking views. Situated on the 7th...
Residential
Photo of Listing #400706

972 Kai Hele Ku St

$5,495,000
  • 4 Beds
  • 4.50 Baths
  • 3,184 SqFt
Nestled on the slopes of the West Maui mountains, this stunning home blends modern elegance and island charm to create an idyllic and relaxing retreat. Located on over an acre of lushly landscaped grounds, it is perfectly oriented to take in the swe...
Residential
Photo of Listing #402935

36 Kai Malu #202 Dr, Unit 5-d

$4,500,000
  • 3 Beds
  • 3.00 Baths
  • 1,742 SqFt
Discover the epitome of luxury living in Wailea with La'i Loa 5-D, a highly coveted 3-bedroom condominium boasting unrivaled craftsmanship and modern design. This brand-new unit seamlessly integrates indoor and outdoor living, offering sweeping ocean...
Residential
Photo of Listing #402216

34b Uhaloa Pl, Unit 1b

$4,500,000 In Escrow
  • 3 Beds
  • 3.00 Baths
  • 2,345 SqFt
Location! Location! Location! An exclusive single story townhome offering at the Palms at Manele with breathtaking unobstructed panoramic ocean vistas, including views of Hulopoe Beach at Manele Bay and Sweetheart Rock, from its prime location over...
Residential
Photo of Listing #401323

187 Heleuma Pl

$4,200,000
  • 4 Beds
  • 3.50 Baths
  • 2,986 SqFt
This well-kept residence is situated within a small subset of the Wailea Kialoa neighborhood, a prestigious gated community known for its exclusivity and access to South Maui’s offerings. With just 23 homesites in this enclave, its especially quiet...
Residential
Photo of Listing #401165

10 Ualei Pl

$4,100,000
  • 0 Beds
  • 0.00 Baths
  • 0 SqFt
Makena luxury awaits on this 1.71-acres flat lot in the prestigious One Palauea Bay gated community. With only two vacant lots left in this highly sought-after enclave of 17 one-acre plus parcels, now is the time to build your dream residence. Surro...
Land
Photo of Listing #401591

47 Wailau Pl, Unit #a

$4,000,000
  • 3 Beds
  • 2.50 Baths
  • 2,606 SqFt
Discover this beautifully designed, custom-built 2606 square foot, 3 bedroom, 2.5 bathroom masterpiece including a pool and spa. Enjoy and live the island life in this extremely well-built home with detailed considerations throughout. The kitchen, pa...
Residential
Photo of Listing #402834

39 Lahaole Pl, Unit Lot 14

$3,950,000
  • 4 Beds
  • 5.50 Baths
  • 4,456 SqFt
Exceptional Maui Estate prominently situated in Maluhia Country Ranches! This extraordinary and spacious residence on 2.25 acres is nestled on the slopes of the West Maui Mountains, offering breathtaking and sweeping panoramic ocean views of the Nort...
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 #400602

62 Ironwood Ln, Unit 62

$3,495,000
  • 2 Beds
  • 3.00 Baths
  • 2,032 SqFt
Escape to this tranquil retreat in the exclusive gated oceanfront community of The Ironwoods at the Kapalua Resort. This single level ocean view residence has been reimagined, with incomparable finishes and a casually elegant design. The fully permit...
Residential
Photo of Listing #401634

Hana Hwy

$3,400,000
  • 1 Beds
  • 1.00 Baths
  • 1,161 SqFt
639 feet of ocean frontage with 6.72 acres of flat and gently sloping oceanfront pastures located in Kipahulu, Maui's closest point to The Big Island. The property is surrounded by open fields, unobstructed ocean views, the sound of whales breaching ...
Residential
Photo of Listing #400739

240 Kaunaoa Dr

$2,500,000
  • 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 #402185

500 Bay Dr, Unit 37b2-4

$2,450,000
  • 2 Beds
  • 2.50 Baths
  • 1,503 SqFt
Nestled along the Kapalua coast, this single level two bedroom enjoys an ideal location at the Bay Villas. As you step into this beautifully designed residence, you are greeted by breathtaking views of the Pacific Ocean and open greenspace. The spaci...
Residential
Photo of Listing #401057

100 Ridge Rd, Unit 1523-24

$2,295,000
  • 2 Beds
  • 3.00 Baths
  • 1,756 SqFt
Enjoy dramatic ocean views from this two bedroom villa at The Ridge in Kapalua. The sweeping views extend along the Kapalua coast out toward Honolua Bay and across the Plantation Course. The entry level opens to the vista, and here you’ll find a ...
Residential
Photo of Listing #402592

698 Kaupakalua Rd

$2,200,000
  • 3 Beds
  • 3.00 Baths
  • 2,076 SqFt
Welcome to the family compound you’ve been dreaming of. Not one, not two, but THREE detached, well-separated and fully permitted structures on 2.53 acres on the North Shore. This beautiful, mostly- level, ocean and mountain view property is full ...
Residential
Photo of Listing #399781

4067 S Paua Way

$2,174,500
  • 3 Beds
  • 2.00 Baths
  • 1,492 SqFt
This beautiful home is currently tenant occupied until August 2025 at the rate of $12,000 a month which includes the monthly HOA fees that cover basic cable, water, sewer, garbage, landscape, community pool, community tennis/pickleball court and on-s...
Residential
Photo of Listing #401969

1032 S Kihei Rd, Unit B-323

$2,170,000
  • 3 Beds
  • 3.00 Baths
  • 1,392 SqFt
Welcome to the epitome of Hawaii island living at Maui Sunset B-323, one of the most perfectly located condominiums in Kihei. This exquisite third-floor condo offers three bedrooms and three bathrooms, encompassing nearly 1,400 square feet of luxurio...
Residential
Photo of Listing #402919

2960 S Kihei Rd, Unit 312

$2,140,000
  • 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 #401477

20 Hui Rd I, Unit 44

$1,999,000 In Escrow
  • 2 Beds
  • 2.00 Baths
  • 1,128 SqFt
Step into the magic of Alaeloa, a small enclave of 42 private cottages and duplexes situated on the Napili Coast. Alaeloa 44 is a beautiful two-bedroom duplex residence featuring panoramic ocean views anchored by the neighbor island of Moloka’i. ...
Residential
Photo of Listing #402097

4800 Pohakuloa Rd

$1,997,000
  • 4 Beds
  • 3.50 Baths
  • 3,514 SqFt
Welcome to your slice of paradise on the sunny shores of Molokai's extremely desirable West End! This remarkable oceanfront retreat sprawls over 5 acres of pristine land, offering a haven of relaxation and adventure. Nestled just steps away from Kap...
Residential
Photo of Listing #402471

130 Kai Malina Pkwy, Unit Nr332

$1,995,000
  • 2 Beds
  • 2.00 Baths
  • 1,080 SqFt
This Hotel-zoned two-bedroom condominium featuring 1,080 square feet of living space at Honua Kai is a gem, offering exceptional value and modern comforts. Priced attractively, it stands out as one of the best-valued two-bedroom vacation-rentable con...
Residential
Photo of Listing #402630

2217 Auina Pl

$1,895,000 In Escrow
  • 3 Beds
  • 2.00 Baths
  • 2,017 SqFt
Nestled in a tranquil cul-de-sac in Kihei, Maui, 2217 Auina Pl is a charming 3-bedroom, 2-bathroom home, perfectly blending island living with comfort. Offering 2,017 sq. ft. of interior space on an 8,298 sq. ft. lot, this well-maintained home feels ...
Residential
Photo of Listing #401836

50 Puu Anoano St, Unit 4207

$1,895,000
  • 2 Beds
  • 2.00 Baths
  • 1,269 SqFt
This extremely rare, single level, two-bedroom, two-bathroom end unit with NO STAIRS and private entry, is waiting for you! Unit #4207 is exquisitely remodeled with extra attention paid to those with possible mobility issues. The primary suite is sp...
Residential
Photo of Listing #402755

10 Wailea Ekolu Pl, Unit 1305

$1,850,000
  • 2 Beds
  • 2.00 Baths
  • 1,071 SqFt
Welcome to Wailea Ekolu 1305, a newly renovated 2-bedroom, 2-bathroom haven that captures lovely ocean views and embodies Hawaiian-style luxury. This meticulously maintained ground-floor condo features upscale touches and stylish décor throughout. E...
Residential
Photo of Listing #402557

3200 Wailea Alanui Dr, Unit 1001

$1,850,000
  • 2 Beds
  • 2.00 Baths
  • 1,242 SqFt
Welcome to Palms at Wailea 1001, a ground floor, 2-bedroom, 2-bath condo in the highly desirable Building 10. This ideally located unit, next to the greenbelt, offers privacy and expansive ocean views from both the living area and the large lanai. As...
Residential
Photo of Listing #401608

3150 Wailea Alanui Dr, Unit 3507

$1,850,000
  • 2 Beds
  • 2.00 Baths
  • 1,194 SqFt
Discover the epitome of refined island living in this meticulously maintained and tastefully remodeled 2-bedroom, 2-bathroom condominium nestled within the prestigious Wailea Palms community. Boasting a serene ambiance and modern amenities, this resi...
Residential
Photo of Listing #401473

153 Kualapa Pl, Unit 53

$1,825,000
  • 3 Beds
  • 3.00 Baths
  • 2,022 SqFt
Welcome home to the Vintage at Kaanapali. This charming cottage is beautifully renovated. The many upgrades include hardwood light oak floors, and the kitchen has been reimagined with all new cabinetry and countertops, a redesigned kitchen island, n...
Residential
Photo of Listing #402346

3200 Wailea Alanui Dr, Unit 1603

$1,750,000
  • 1 Beds
  • 2.00 Baths
  • 1,022 SqFt
What sets this listing apart from others.. With only three owners, this lovely condo was formerly a year-round residence. Over the last eleven years, the current owner has enjoyed '10/10 Excellent' reviews as a vacation rental (allowed). With its pri...
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 #398923

Haliimaile Rd, 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 #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 #402521

2750 Kalapu Dr, Unit 4

$1,650,000
  • 2 Beds
  • 2.00 Baths
  • 1,450 SqFt
Owned and imagined by style icon Lynn Factor of the Max Factor cosmetics family for her Maui retreat, this distinctive home is located in the exclusive International Colony Club. The ICC is a golf cart friendly community, made up of 45 free-standing...
Residential
Photo of Listing #402231

46703 Hana Hwy

$1,650,000
  • 2 Beds
  • 2.00 Baths
  • 1,600 SqFt
Welcome to the Gold Coast of Hana, Maui, where consistent trade winds, frequent rainbows, and abundant sunshine are the everyday norm. On clear days, enjoy breathtaking ocean views with the backdrop of Hawaii Island, and during whale season, prepare ...
Residential
Photo of Listing #400301

500 Kapalua Dr, Unit 25t6-7

$1,645,000
  • 2 Beds
  • 2.00 Baths
  • 1,344 SqFt
Nestled on the Kapalua Bay Course, this beautifully upgraded Golf Villa is perched on the 5th tee with sweeping views of the golf course and the Pacific Ocean. This villa offers the ultimate blend of comfort, convenience, and island-style elegance. ...
Residential
Photo of Listing #400450

29 Oliona St, Unit Lot 143

$1,625,000
  • 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 #397766

85 Hokupa St, Unit Lot 184

$1,625,000 In Escrow
  • 4 Beds
  • 3.00 Baths
  • 1,960 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 #397765

Haliimaile Rd, Unit Lot 179

$1,595,000 In Escrow
  • 4 Beds
  • 3.00 Baths
  • 1,960 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 #400449

27 Mulehu St, Unit Lot 115

$1,585,000
  • 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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