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 #397789

210 Naio Pl, Unit Mahana Estate Lot 7

$16,000,000
  • 4 Beds
  • 4.50 Baths
  • 4,720 SqFt
Welcome to a masterpiece of Modern Hawaiian Architecture seamlessly blending with the breathtaking beauty of Maui's panoramic ocean views. Nestled within the exclusive Mahana Estates, a gated enclave in the world-renowned Kapalua Resort, this ultra-l...
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

$12,500,000
  • 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 #401002

110 Woodrose Pl, Unit Lot 94

$5,900,000
  • 3 Beds
  • 3.50 Baths
  • 3,038 SqFt
Set within the gated Pineapple Hill subdivision in the Kapalua resort, 110 Woodrose Place features a 3,038 square foot 3 bedroom, 3 and a half bath home on a lot of 9,963 square feet. Attention to detail and quality of finishes is evident throughout...
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 #401323

187 Heleuma Pl

$4,900,000
  • 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 #401221

180 Kaunaoa Dr

$3,500,000
  • 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 #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 #401421

149 Holomoana Way, Unit 102

$3,400,000
  • 3 Beds
  • 3.00 Baths
  • 1,802 SqFt
Immerse yourself in the pinnacle of luxury living at this exceptional condo within the prestigious Makali'i at Wailea, situated in one of Maui's newest and most coveted developments. Offering a panoramic ocean view, this stunning residence creates an...
Residential
Photo of Listing #401129

712 Fairway Dr, Unit Lot 58

$3,300,000 In Escrow
  • 3 Beds
  • 3.00 Baths
  • 2,361 SqFt
Nestled in the prestigious enclave of Pineapple Hill overlooking the 5th fairway of the Kapalua Bay Golf Course, 712 Fairway Drive offers a luxurious retreat amidst Maui's breathtaking natural beauty. This spacious single-level three-bedroom, two-bat...
Residential
Photo of Listing #398360

4955 Uakea Rd

$3,300,000
  • 3 Beds
  • 2.50 Baths
  • 1,476 SqFt
Situated on Hana Bay, the 1500 s.f. 2 bedroom, 2 ½ bath home has sweeping views of Hana Bay and beyond. Landscaping provides privacy, yet it is within walking distance to the beach at Hana Bay, the amenities of Hana Maui Resort, and the conveniences...
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 #401067

44 Kai Malu Pl, Unit 7-a

$2,450,000 In Escrow
  • 2 Beds
  • 2.00 Baths
  • 1,374 SqFt
Introducing a rare opportunity at Lai Loa, Wailea's newest development. A serene never-lived in 2 bedroom / 2 bathroom retreat embracing casual Hawaiian island elegance and seamless indoor/outdoor living. Nestled within a tranquil island escape, this...
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 #400809

172 Paia Pohaku Pl, Unit #b

$2,200,000 In Escrow
  • 2 Beds
  • 2.00 Baths
  • 1,008 SqFt
This plantation-style, 2BR/2BA beach cottage with beautiful ocean, mountain and sunset views is only 5 minutes from Launiupoko Beach Park (think: surfing, SUP-ing, picnics, birthday parties…..). Offered for the first time and being sold partially...
Residential
Photo of Listing #400796

10 Wailea Ekolu Pl, Unit 909

$2,200,000
  • 2 Beds
  • 2.00 Baths
  • 1,071 SqFt
Wailea Ekolu Village presents a rare opportunity to obtain a Hawaiian legacy unit of your very own for the enjoyment of ohana, friends, or guests alike. Arrive at the easily accessible ground floor unit and you are immediately met with blue panoramic...
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
New
Photo of Listing #401839

83 Kulalani Dr

$2,100,000 In Escrow
  • 3 Beds
  • 3.00 Baths
  • 2,330 SqFt
Are you in search of a family retreat, a lucrative investment opportunity, or perhaps fulfilling your dream of residing in the picturesque locale of Kula? This property offers a plethora of flexible options to suit your desires. Nestled in the heart ...
Residential
Photo of Listing #401351

100 Ridge Rd, Unit 1823-24

$2,100,000
  • 2 Beds
  • 3.00 Baths
  • 1,756 SqFt
Experience the epitome of luxury living in this meticulously updated two-bedroom villa boasting a sought-after townhouse-style floor plan. Ideally located, this residence offers unparalleled views overlooking the opening hole of the prestigious Kapal...
Residential
Photo of Listing #401778

30 Kaikane Pl

$2,050,000 In Escrow
  • 5 Beds
  • 4.00 Baths
  • 3,280 SqFt
Attention investors - House Maui! This versatile, furnished, 7-bedroom property on a quarter acre offers endless options for rental or full/part-time island living, with more than 3,800 square feet of living space - and just steps away from the sea! ...
Residential
Photo of Listing #401473

153 Kualapa Pl, Unit 53

$1,995,000
  • 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 #400234

364 Auhana Rd

$1,995,000 In Escrow
  • 6 Beds
  • 1.00 Baths
  • 2,228 SqFt
Located in the heart of Kihei, this property offers three separate detached cottages with carports. Each unit has a small yard and additional parking. Ideal for long-term rentals or a family homestead. The R-2 zoned lot, at over 18,000 square feet, c...
Residential Income
Photo of Listing #400793

35000 Piilani Hwy

$1,975,000
  • 1 Beds
  • 1.00 Baths
  • 1,520 SqFt
This self-sustaining ocean view Maui estate is appropriately named “Pu’uhonua”, a Place of Refuge. A secluded retreat with sweeping ocean views, the offering features the hand-crafted main residence with expansive ocean views, numerous out-buil...
Residential
Photo of Listing #400301

500 Kapalua Dr, Unit 25t6-7

$1,874,000
  • 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 #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 #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 #401508

808 Makawao Ave

$1,700,000 In Escrow
  • 4 Beds
  • 2.00 Baths
  • 2,328 SqFt
Historic and architectural Upcountry Maui treasure. Iconic home deserves the iconic address of 808 Makawao Ave. Four large bedrooms with 2 bath home and separate garage/workshop on ½ acre of beautifully landscaped grounds. Built in 1897, lovingly ...
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 #401709

60 Ka Dr

$1,650,000 In Escrow
  • 4 Beds
  • 3.00 Baths
  • 2,910 SqFt
Welcome to Kula Kai and to this large, lovely home that offers a versatile floor plan that could work for almost anyone. There are 4-bedrooms, 3-baths and multiple areas to just ‘hang out’ in. The current owners have done quite a bit of remodel...
Residential
Photo of Listing #401354

221 Waipahe Pl

$1,640,000 In Escrow
  • 5 Beds
  • 4.00 Baths
  • 2,142 SqFt
With a versatile layout, this 5-bedroom/4-bath home, currently configured as a spacious 3-bedroom/3-bath main residence and an attached 1-bedroom/1bath unit situated on a cul de sac in a well-established neighborhood, offers convenience and access to...
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 #401458

728 Olinda Rd, Unit B

$1,610,000 In Escrow
  • 2 Beds
  • 2.00 Baths
  • 1,000 SqFt
Privacy, ultimate location, gorgeous home with mature landscaping. Custom built, nearly new, 2 Bed/2 Bath, single level cottage with 2200+ sf under roof including large garage and 1000 sf of living area in lower Olinda, 1/3 mile from Seabury Hall. Ch...
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 #397755

Haliimaile Rd, Unit Lot 135

$1,575,000 In Escrow
  • 4 Beds
  • 2.50 Baths
  • 1,715 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 #401410

546 Melemele St

$1,549,000 In Escrow
  • 2 Beds
  • 3.00 Baths
  • 2,042 SqFt
Nestled in the sought-after Wailuku Heights neighborhood, this custom home offers refined living and breathtaking panoramas. With sweeping views spanning both the north and south shores, the residence captures the essence of Maui's scenic beauty. Des...
Residential
Photo of Listing #400449

27 Mulehu St, Unit Lot 115

$1,525,000
  • 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
Photo of Listing #399244

700 Kupulau Dr

$1,499,000
  • 0 Beds
  • 0.00 Baths
  • 0 SqFt
Ocean view .668-acre corner lot in highly desirable Maui Meadows. This location allows you to have a driveway on Kupulau Drive and a separate driveway on Keha Drive so your main house and the ohana unit can have their own access and parking. The resu...
Land
Photo of Listing #397750

Haliimaile Rd, Unit Lot 20

$1,465,000 In Escrow
  • 4 Beds
  • 2.50 Baths
  • 2,082 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 #401358

1794 Mokehana Pl

$1,435,000 In Escrow
  • 3 Beds
  • 2.00 Baths
  • 1,200 SqFt
This beautifully maintained 3 bedroom, 2 bath home with a 1 bedroom, 1 bath ohana offers so many features that make South Maui living a dream. Main house has bamboo flooring, all newer dual pane windows and security system. PV on net metering and the...
Residential
Photo of Listing #400772

75 Mulehu St, Unit Lot 111

$1,425,000
  • 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
    
 

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