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Wailea is a resort community in South Maui surrounded by many of the island’s best beaches, golf courses, restaurants, and spas. Wailea Beach is consistently ranked among the world’s top beaches, along with Makena Beach and nearby Keawakapu Beach, a favorite among locals for its soft sand, clear water, and beautiful sunsets. Two golf clubs—Wailea Golf Club and Makena Golf Club—feature a total of five courses offering some of the most scenic golf in Maui, while The Shops at Wailea in the center of town offers over 70 luxury shops, boutiques, art galleries, and restaurants. With a number of Hawaii’s top-rated spas nearby, Wailea offers every opportunity to enjoy the relaxing and rejuvenating Maui vacation you’ve always dreamed about. 

Our Wailea villas feature panoramic ocean views and spacious indoor and outdoor living spaces located just steps from the sand. Most of our luxury vacation rentals are located within Wailea Beach Villas, a beachfront resort with heated infinity pools, a fitness center, a spa and salon, and so much more. Villa guests have access to beach cabanas, beachfront massages, snorkeling equipment, guided kayak tours, and complimentary cultural events like hula lessons and ukulele lessons. When you stay in a Wailea villa rental, you can enjoy the privacy of your own beachfront oasis with every amenity at your fingertips. 

For more Hawaii vacation options, explore more Maui villas or all Hawaii villas.

21 Villas
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Grand Seascape K407 At Wailea Beach Villas

Grand Seascape K407

Maui / Wailea

3
Bedrooms
Sleeps
6
from $995+
per night

The aptly named Grand Seascape at Wailea Beach Villas, is a two bedroom plus den/alcove bedroom, exceptionally luxurious vacation residence with truly grand coastal and ocean views.

Azure Azul M212 at Wailea Beach Villas

Azure Azul M212

Maui / Wailea

3
Bedrooms
Sleeps
6
from $1,045+
per night

Enjoy this private sanctuary of secluded and generously sized luxurious villa residences with upscale hotel services and amenities at owner direct rates.

Aqua Lani J305 At Wailea Beach Villas

Aqua Lani J305

Maui / Wailea

3
Bedrooms
Sleeps
6
from $1,095+
per night

J305 Aqua Lani at Wailea Beach Villas was the featured property in a story about upscale villas on Maui in the October 24, 2010 issue of the San Francisco Sunday Examiner.

Regal Mandalay M511 At Wailea Beach Villas

Regal Mandalay M511

Maui / Wailea

3
Bedrooms
Sleeps
6
from $1,095+
per night

Regal Mandalay Villa M511 at the extraordinary Wailea Beach Villas feature a stunning ocean view with 2.5 bedrooms and has many luxuries and amenities.

Wailea Seashore Suite K507
3
Bedrooms
Sleeps
6
from $1,095+
per night
Bali Hai Pool Villa F102 at Wailea Beach Villas

Bali Hai Pool Villa F102

Maui / Wailea

3
Bedrooms
Sleeps
6
from $1,450+
per night

Enjoy this private sanctuary of secluded and generously sized luxurious villa residences with upscale hotel services and amenities at owner direct rates.

Sandy Surf K508 At Wailea Beach Villas

Sandy Surf K508

Maui / Wailea

3
Bedrooms
Sleeps
6
from $1,450+
per night

In all of Hawai'i, Sandy Surf Villa Villa K508 is one of the most spectacular private residences available for visitor accommodations in a resort setting.

Floral Gardens G102 At Wailea Beach Villas

Floral Gardens G102

Maui / Wailea

3
Bedrooms
Sleeps
6
from $1,595+
per night

Floral Gardens Villa G102 is a new addition to our collection of extraordinary Wailea Beach Villas. Floral Gardens has been upgraded and enhanced with many new furnishings, decorations, guest amenities, and artwork, including the addition of live green plants!

Blue Horizons K308 At Wailea Beach Villas

Blue Horizons K308

Maui / Wailea

4
Bedrooms
Sleeps
8
from $1,695+
per night

Outstanding views bless this extraordinary 4 bedroom 3 bath residence that sleeps up to eight guests.

Sun Splash C301 at Wailea Beach Villas

Sun Splash C301

Maui / Wailea

3
Bedrooms
Sleeps
6
from $1,695+
per night

C301 Sun Splash Villa is a new vacation villa rental opportunity within the Wailea Beach Villas, a residential villa resort set directly on Wailea Beach in Wailea Resort, on the leeward sunny side of Maui Island.

Bella Luna D302 At Wailea Beach Villas

Bella Luna D302

Maui / Wailea

3
Bedrooms
Sleeps
6
from $2,195+
per night

Bella Luna is the most beautiful privately managed suite in the exclusive Wailea Beach Villas enclave.

Modern Maui I404 at Wailea Beach Villas
3
Bedrooms
Sleeps
6
from $895+
per night
Castaway Cove C201 at Wailea Beach Villas

Castaway Cove C201

Maui / Wailea

3
Bedrooms
Sleeps
6
from $1,145+
per night

Introducing our newest vacation villa rental opportunity within the Wailea Beach Villas residential villa resort on Maui - Castaway Cove Villa C201 at Wailea Beach Villas.

Sea Breeze J405 at Wailea Beach Villas

Sea Breeze J405

Maui / Wailea

3
Bedrooms
Sleeps
6
from $1,195+
per night

J405 Sea Breeze Suite (3 bedrooms and 3 bathrooms), set on the 4th floor at the beachfront Wailea Beach Villas villa resort on Maui Island, has just joined this exquisite collection of exceptional villas as of late fall 2013.

Orient Pacific Suite J505 at Wailea Beach Villas
3
Bedrooms
Sleeps
6
from $1,295+
per night

J505 Orient Pacific Suite (3 bedrooms and 3 bathrooms), set on the top floor (5th floor) at the beachfront Wailea Beach Villas villa resort on Maui Island, has just joined this exquisite collection of exceptional villas , as of February 2013.

Sandcastles Suite L509 At Wailea Beach Villas

Sandcastles Suite L509

Maui / Wailea

4
Bedrooms
Sleeps
8
from $1,495+
per night

Sandcastles Suite is a luxurious top floor 4 bedroom, 3 bath penthouse suite at Wailea Beach Villas.

Coco Palms Pool Villa D101 at Wailea Beach Villas
3
Bedrooms
Sleeps
6
from $1,695+
per night

Coco Palms Pool Villa D101 is a new vacation villa rental opportunity within the Wailea Beach Villas, a residential villa resort set directly on Wailea Beach in Wailea Resort, on the leeward sunny side of Maui Island.

SeaGlass at Andaz Maui at Wailea Resort
3
Bedrooms
Sleeps
8
from $2,295+
per night

SeaGlass Villa 810 at Andaz Maui at Wailea Resort is a privately owned and independently managed 3 bedroom 4 bath partial ocean view pool-side resort residence with a large garden patio with grill and outdoor dining and lounging.

Royal Ilima A201 At Wailea Beach Villas

Royal Ilima A201

Maui / Wailea

3
Bedrooms
Sleeps
6
from $2,750+
per night

The Royal Ilima, Villa A201, is the only true beach front three bedroom villa offered within the Wailea Beach Villas.

SeaSpirit 811 at Andaz Maui at Wailea Resort
3
Bedrooms
Sleeps
6
from $3,050+
per night


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