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Real Estate Guide

Wailea: Maui’s Famous Resort Community

Wailea has been one of the more desirable locations to own property in all of Hawaii since its inception. In fact, the term “master-planned” community might as well have a picture of Wailea under its entry in the dictionary. These 1,500 acres are so well thought out, there will be many moments when you don’t feel like leaving!

With multiple championship golf courses, a bustling tennis club, snorkeling, diving, paddling, surfing and a meandering boardwalk path connecting some of the most pristine stretches of sand on Maui, Wailea has a rich variety of outdoor activities that rival anywhere else. Bordered by Keawakapu to the north, and Polo Beach to the south, this length of coastline is also home to Mokapu, Ulua, and of course, Wailea Beach (all connected by the aforementioned 1.5 mile long beach path).

Wailea Maui Real Estate

Condo Buildings

Andaz Residences Wailea

$4,300,000 – $11,000,000

2,644 – 5,043 sqft

Grand Champions

$850,000 – $1,700,000

1,000 – 1,500 sqft

Hoolei

$4,000,000 – $6,500,000

2,250 – 3,000 sqft

Kai Malu

$1,999,000 – $3,300,000

1,750 – 2,000 sqft

Kanani Wailea

$1,700,000 – $2,300,000

1,997 – 2,500 sqft

Keala O Wailea

$1,500,000 – $2,800,000

1,241 – 1,715 sqft

Lai Loa

$2,300,000 – $5,600,000

1,374 – 2,587 sqft

Makalii at Wailea

$2,500,000 – $3,400,000

1,562 – 1,802 sqft

Buildings at The Palms have architecture that takes inspiration from the mediterranean

Palms at Wailea

$1,250,000 – $1,949,996

1,000 – 1,500 sqft

Papali Wailea

$4,099,998 – $4,600,000

2,250 – 2,250 sqft

Wailea Beach Villas

$4,500,000 – $15,000,000

1,750 – 3,000 sqft

Wailea Ekahi

$1,116,500 – $2,800,000

500 – 1,500 sqft

Wailea Ekolu

$1,499,997 – $2,400,000

800 – 2,000 sqft

Wailea Elua Village

$2,700,000 – $4,900,000

800 – 1,750 sqft

Wailea Fairway Villas

$1,200,000 – $2,500,000

987 – 1,750 sqft

Wailea Palms

$1,550,000 – $2,595,000

1,000 – 1,750 sqft

Wailea Point

$4,100,000 – $17,999,996

1,359 – 4,821 sqft

Wailea Town Center

$2,100,000 – $2,500,000

1,500 – 2,000 sqft

Neighborhoods

Maluhia At Wailea

$9,000,000 – $20,000,000

4,000 – 7,000 sqft

The Ridge at Wailea

$8,000,000 – $14,000,000

3,300 – 6,400 sqft

Wailea Fairway Estates

$2,300,000 – $3,800,000

2,000 – 5,000 sqft

Wailea Golf Estates

$3,000,000 – $8,000,000

2,000 – 5,000 sqft

Wailea Golf Vistas

$3,200,000 – $7,000,000

2,250 – 6,000 sqft

Wailea Highlands

$4,800,000 – $10,900,000

3,500 – 9,000 sqft

Wailea Kai

$2,000,000 – $3,000,000

2,000 – 4,500 sqft

Wailea Kialoa

$2,500,000 – $3,200,000

1,750 – 4,500 sqft

Homes at Wailea Pualani are custom masterpieces, many with spacious pools

Wailea Pualani Estates

$2,200,000 – $3,700,000

1,750 – 3,000 sqft

Our history in Wailea

Our history in Wailea

“We love Wailea!” isn’t just a phrase said by our clients. Our team leader, Dano, lives here full time and our Broker in Charge, Christine has called these shores her home for a long time. The main Sayles Team office is located at Ho’olei; in fact, it has been for nearly 20 years.

We’ve attended numerous birthdays, celebrations, festive lunches/dinners, swimming lessons, golf and tennis tournaments, and just as importantly, enjoyed each other's company here in South Maui for decades.

There’s a certain, undeniable attraction to this community for locals and visitors alike. The weather, the walkability, the water…it’s truly one of the premier locations and destinations on an island and state that’s full of them. In many ways, Wailea defines the luxury resort lifestyle.

a blurry close up of a table with tropical plants

A long row of umbrellas on a lawn by the sea

World-class amenities in your back yard!

Some of the best restaurants, shopping, spas and resorts all reside within Wailea. Whether you’re dining at the resorts (Nick’s Fishmarket at the Fairmont Kea Lani, Spago at the Four Seasons, Ka’ana Kitchen at the Andaz) or shopping center (Monkeypod in the Gateway Center, Lineage in The Shops at Wailea, Spoon & Key Market in Wailea Village) there’s gourmand options abound. The lush and tropical community landscaping is professionally maintained year round, there are wide streets and walking paths, utilities are all buried underground and private security ensures a true sense of comfort that is most often found in gated settings.

Wailea Interactive Map

Use this interactive map to explore all Wailea residential neighborhoods and condominium communities, you can click on any place marker to get details.

Wailea Real Estate News

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Thinking About Selling Your Wailea Property?

Thinking about selling your Wailea condo or home? The process starts with getting the most accurate value of your property. The Sayles Team will provide you with the latest real estate information and up-to-the-minute data on the Wailea market. Before you list, know how much you can command. Work with the #1 Real Estate team on Maui to get the latest value of your property now!

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