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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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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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Maui Rendezvous - Wailea Ekahi 33A - Vacation Rental in Wailea

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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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 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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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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SAVE TIME! Click to inquire on ALL properties in Wailea that can meet your lodging needs.

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Vacation Rentals (6)

Location Attributes:
Beachfront (2)
Near beach (2)
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Air Conditioning (4)
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Special Features:
Children Welcome (4)
Smoking Permitted (1)
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Kihei (14)
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West Maui (3)
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Kapalua (1)
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