Choose from 3,249 vacation rentals located in Wailea, Hawaii. Top filters in Wailea include Kitchen / Kitchenette, Pool, and Internet / Wifi. Prices range from $85 to $10,185 per night. Our most popular vacation rental types near Wailea are Condo and Hotel.

Top vacation rentals in Wailea

Property grounds
5.0
Outstanding(190 Reviews)
Condo
 in Kihei
FULL OCEAN VIEW CLEAN SPACIOUS HIGH END REMODELED A/C IN LIVING + BEDROOMS
5 guests · 2 bedrooms · 2 baths
Garden · Pool · Kitchen / Kitchenette

Indulge in a peaceful retreat at FULL OCEAN VIEW CLEAN SPACIOUS HIGH END REMODELED A/C IN LIVING + BEDROOMS , our elegant Condo in Wailea. Enjoy amenities including Air conditioner, Dishwasher and Internet / Wifi, and more.

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Property grounds
4.9
Outstanding(169 Reviews)
Condo
 in Kihei
Ocean & Golf Views in Wailea - Designer 2 Story Condo w/ AC system, Wifi
8 guests · 2 bedrooms · 3 baths
Garden · Pool · Kitchen / Kitchenette

Enjoy the best of Wailea in our Condo, Ocean & Golf Views in Wailea - Designer 2 Story Condo w/ AC system, Wifi. A stunning property with amenities including Air conditioner, Dishwasher and Internet / Wifi, and more.

$$$$
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Beachfront
Property view
4.3
Excellent(245 Reviews)
Resort
 in Wailea
Wailea Beach Resort - Marriott, Maui
Garden · Pool · Kitchen / Kitchenette

Discover the beauty of Wailea with a stay at Wailea Beach Resort - Marriott, Maui, a top rated Resort with amenities such as Air conditioner, Fireplace and Internet / Wifi, and more.

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Property view
4.5
Excellent(32 Reviews)
Resort
 in Wailea
Wailea Elua Village - CoralTree Residence Collection
Pool · Kitchen / Kitchenette · Air conditioner

When traveling to Wailea, if you are looking for (business stays, family stays, couples stay, getaway vacation, etc.) this is the perfect place at $385 per night.

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Vacation rentals with a kitchen in Wailea

Property grounds
5.0
Outstanding(153 Reviews)
Condo
 in Kihei
Beautifully Renovated! Ocean View! Ground Level! Building 10! 100yds to Beach!
2 guests · 1 bedroom · 2 baths
Garden · Pool · Kitchen / Kitchenette

Enjoy the best of Wailea in our Condo, Beautifully Renovated! Ocean View! Ground Level! Building 10! 100yds to Beach!. A stunning property with amenities including Air conditioner, Dishwasher and Internet / Wifi, and more.

$$$$
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Property view
4.7
Outstanding(110 Reviews)
Hotel
 in Wailea
5star
Hotel Wailea, Relais & Châteaux - Adults Only
Garden · Pool · Kitchen / Kitchenette

This Hotel for $372 in Wailea, is perfect for your next (business stay, family stay, couples stay, getaway vacation, etc.)

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Beachfront
Property view
3.9
Good(561 Reviews)
Hotel
 in Wailea
2star
Days Inn by Wyndham Maui Oceanfront
Kitchen / Kitchenette · Air conditioner · Internet / Wifi

This attractive Hotel in Wailea, $282 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

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Beachfront
Property view
4.3
Excellent(182 Reviews)
Resort
 in Wailea
Fairmont Kea Lani, Maui
Garden · Pool · Kitchen / Kitchenette

Resort in Wailea, for $485 per night is great for your next (business stay, family stays, couples stay, getaway vacation, etc.)

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Wailea

Wailea travel guide

Let us help you plan your perfect Wailea vacation. Our travel guide highlights things to do, places to see, favorite vacation rental amenities in Wailea, and more.

Frequently asked questions

What is the price range for rentals in Wailea?

Vacation rentals in Wailea have a price range between $85-$10,185. The average price for rentals in Wailea is $326 per night.

What are the most popular vacation rental amenities in Wailea?

  • Kitchen / Kitchenette
  • Pool
  • Internet / Wifi

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