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Wailea Vacation Rental Listings

Our Wailea Vacation Rentals selection includes only the best Wailea homes, condos, villas, hotels, bed & breakfasts, cabins, and cottages.

Listed below, you will find numerous Wailea lodging and accommodations to suit your needs. Click on the view details button to explore any of the Wailea rentals you see listed for more information. South Maui, Wailea Vacation Rentals are continuously added and modified, so if you do not find what you are looking for in our Wailea Vacation rental inventory, make sure you bookmark us and come back frequently.

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Hale Alana Vacation House in Maui, Hawaii - Vacation Rental in Wailea

Hale Alana Vacation House in Maui, Hawaii - Wailea

3 Bedrooms
Sleeps 8
From USD350.0 nt

• Pool
• Jacuzzi/Hot Tub
• Garage
• Covered Parking
• BBQ
• Utensils

ALOHA GUESTS! Come stay at the Hale Alana Vacation House, perfect for families and larger groups. Hale Alana is a three bedroom /3bathroom Wailea vacation house for up to 8-10 guests, with incredible ocean view, and just a two minute drive to the best
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SPECIAL OFFER
Maui Rendezvous - Wailea Ekahi 33A - Vacation Rental in Wailea
20% OFF
From: Apr 27, 2008
To: Jun 15, 2008

Maui Rendezvous - Wailea Ekahi 33A - Wailea

1 Bedrooms
Sleeps 5
From USD200.0 nt

• Pool
• Jacuzzi/Hot Tub
• BBQ
• Utensils
• Stove - Electric
• Refrigerator

Maui Rendezvous - Wailea Ekahi 33A is a beautiful, romantic, 1100 square foot condo in a magnificent lush tropical paradise resort on spectacular Keawakupu Beach. Major remodeling to the kitchen and master bath was completed in the Fall of 2003. The m
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Awesome Ocean View - Wailea Ekahi Village - Vacation Rental in Wailea

Awesome Ocean View - Wailea Ekahi Village - Wailea

2 Bedrooms
Sleeps 6
From USD375.0 nt

• Air Conditioning
• Cable/Satellite TV
• CD Player
• High Speed Internet
• Linens provided
• Phone

This 2 bedroom, 2.5 bath ocean view Wailea townhouse condo has everything you'll need for a great Maui vacation! The Wailea vacation condo is in Wailea Ekahi Village, one of the few beachfront resorts in Wailea, and is just steps from Keawakapu Beach,
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The Palms at Wailea Polynesian Villas - Vacation Rental in Wailea

The Palms at Wailea Polynesian Villas - Wailea

2 Bedrooms
Sleeps 6
From USD275.0 nt

• Pool
• Jacuzzi/Hot Tub
• BBQ
• Utensils
• Stove - Electric
• Refrigerator

Enjoy the beautiful Wailea Sunsets and peak Ocean Views with your dinner on the large upper lanai or enjoy your favorite book with the garden views from the lower level lanai. The Palms at Wailea is a beautiful resort, offering lush tropical surroundi
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Villa Paola - Wailea Vacation Home - Vacation Rental in Wailea

Villa Paola - Wailea Vacation Home - Wailea

2 Bedrooms
Sleeps 4
From USD290.0 nt

• Pool
• BBQ
• Utensils
• Stove - Electric
• Refrigerator
• Microwave

Nestled at the entrance to the luxurious Wailea Resort area, Villa Paola is a haven of tranquility and airy Italian delight; truly the most unique Wailea vacation cottage you will find! This Wailea vacation rental is redesigned by artists Alessio and
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Wailea Ekahi Ocean View Condo - Beachfront Village - Vacation Rental in Wailea

Wailea Ekahi Ocean View Condo - Beachfront Village - Wailea

1 Bedrooms
Sleeps 4
 

• Pool
• BBQ
• Utensils
• Stove - Electric
• Refrigerator
• Microwave

Located in Wailea Ekahi Village, Maui's #1 luxury beach resort, these stunning Wailea Beach condos are what vacation dreams are made of. All are recently upgraded, well maintained and beautifully furnished, have air conditioning, wireless high speed b
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POLO BEACH CLUB, WAILEA - MAKENA, MAUI - Vacation Rental in Wailea

POLO BEACH CLUB, WAILEA - MAKENA, MAUI - Wailea

4 Bedrooms
Sleeps 12
 

• High Speed Internet
• CD Player
• Cable/Satellite TV
• Air Conditioning
• Linens provided
• Phone

Prime Beach Front 2 Bedroom condos on sandy Polo Beach in front of Fairmont Kea Lani Resort Hotel. Enjoy a great vacation at the quiet Polo Beach Club. Beach Front Condos, adjacent units - 2 to 5 bedroom combined. Each units consists of 2 bedrooms and
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SPECIAL OFFER
At the Beach! Haleakala Shores Condominium Resort - Vacation Rental in Wailea
41.18% OFF
From: May 14, 2008
To: Jun 21, 2008

At the Beach! Haleakala Shores Condominium Resort - Wailea

2 Bedrooms
Sleeps 6
From USD150.0 ntwe

• Pool
• Covered Parking
• BBQ
• Utensils
• Stove - Electric
• Refrigerator

At the Beach! Maui's beauty & recreational pleasures surround Haleakala Shores, yet these two deluxe, side by side Ocean View condominiums offer you the privacy & comfort of your own home. Each spacious residence measures 1200 sq.ft. with 2 master bed
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Kamaole Sands - Vacation Rental in Wailea

Kamaole Sands - Wailea

2 Bedrooms
Sleeps 6
 

• High Speed Internet
• Stove - Gass
• Full Kitchen
• Dishwasher
• Microwave
• Pool

Luxurious 2 bedroom 2 bath unit boasts 1188 sq. ft of living space with 35 ft. high ceilings. This unit feels more like a home than a condo. The unit is beautifully decorated, nicely appointed, and very clean. There is a king-size bed in the downstair
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Wailea Ekahi 48E Rental - Vacation Rental in Wailea

Wailea Ekahi 48E Rental - Wailea

1 Bedrooms
Sleeps 4
From USD230.0 nt

• Pool
• Covered Parking
• BBQ
• Utensils
• Stove - Gass
• Stove - Electric

Beautiful one bedroom, two bathroom condominium, with partial ocean views from the lanai. A few short minute walk down the greenbelt to the ocean - one of the best beaches on Maui! Three pools in the complex, fully equipped condos including beach chai
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Wailea Beach Villa - Vacation Rental in Wailea

Wailea Beach Villa - Wailea

4 Bedrooms
Sleeps 8
From USD1425.0 nt

• Pool
• Jacuzzi/Hot Tub
• Covered Parking
• BBQ
• Utensils
• Stove - Electric

Exquisite, four bedroom, three full bath penthouse villa with gorgeous ocean view. This elegant Grand Wailea Beach Villa is nestled between The Grand Wailea and The Shops at Wailea. Almost 3000 sq. ft. on the fourth floor with 9 foot ceilings, s a hug
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MAUI HAWAII REAL ESTATE (Rentals and Sales) - Vacation Rental in Wailea

MAUI HAWAII REAL ESTATE (Rentals and Sales) - Wailea

1 Bedrooms
Sleeps 4
From USD180.0 nt


Our condo is in a complex called Wailea Ekahi...This is a comples located on one of the best beaches on Maui. From our condo it is only a 5 minutes walk through luscious lawns and gardens to the beach. We do have a large pool next to the recreation ce
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Wailea Ekolu - Ocean View from Every Rm-SEE WEBCAM - Vacation Rental in Wailea

Wailea Ekolu - Ocean View from Every Rm-SEE WEBCAM - Wailea

1 Bedrooms
Sleeps 4
From USD225.0 nt


When you walk into this Wailea vacation rental condo, we know that you will fall in love with it, just like we did! Its bright, airy décor complements the lush green of the gardens of Ekolu and the bright blues of the sky and sea, all of which are vis
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Beautiful Wailea Ocean View Condo - Vacation Rental in Wailea

Beautiful Wailea Ocean View Condo - Wailea

2 Bedrooms
Sleeps 6
From USD350.0 nt

• Pool
• BBQ
• Utensils
• Stove - Electric
• Refrigerator
• Microwave

Beautifull condo in exclusive Wailea Ekahi complex. Ocean view and pool side, in a tropical garden setting. 5-10 min walk in your bare feet to private gate onto Keawakapu Beach. Large, immaculate condo (1600 ft.) with 2 master suites, 2 full bathrooms
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Grand Champions Wailea Maui - Vacation Rental in Wailea

Grand Champions Wailea Maui - Wailea

2 Bedrooms
Sleeps 6
From USD195.0 ntwe


Wailea Grand Champions is at the center of Wailea, Maui's premier destination resort, with the best beaches and weather on the island. Our condominium is 1,148 square feet with 2 bedrooms, 2 baths, full kitchen, and a generous lanai. The lanai has an
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