Choose from 3,110 vacation rentals located in Wailea, Hawaii. Top filters in Wailea include Kitchen / Kitchenette, Internet / Wifi, and TV. Prices range from $130 to $15,607 per night. Our most popular vacation rental types near Wailea are Condo and Hotel.

Top vacation rentals in Wailea

Amazing sunset from the lanai
4.9
Outstanding(251 Reviews)
Condo
 in Kihei
Absolutely Incredible Penthouse Front Facing Ocean Views with Pickleball!
2 guests · 1 bath
Pool · Kitchen / Kitchenette · Air conditioner

Condo in Wailea, for $274 per night is great for your next (business stay, family stays, couples stay, getaway vacation, etc.)

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Beachfront
Property view
4.1
Excellent(114 Reviews)
Resort
 in Wailea
Grand Wailea Resort Hotel & Spa, A Waldorf Astoria Resort
Garden · Pool · Kitchen / Kitchenette

When traveling to Wailea, if you are looking for (business stays, family stays, couples stay, getaway vacation, etc.) this is the perfect place at $590 per night.

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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 $590 per night.

$$$$
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Property view
4.3
Excellent(40 Reviews)
Hotel
 in Wailea
3star
Residence Inn by Marriott Maui Wailea
Pool · Pets allowed · Kitchen / Kitchenette

When traveling to Wailea, if you are looking for (business stays, family stays, couples stay, getaway vacation, etc.) this is the perfect place at $562 per night.

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Vacation rentals with a kitchen in Wailea

Remodeled kitchen with Cherry Wood Cabinets and Granite Counters
5.0
Outstanding(209 Reviews)
Condo
 in Kihei
5-Star Reviews! All Remodeled! Split Air! Quiet Building 5! Ocean/Garden View!
2 guests · 1 bedroom · 2 baths
Pool · Kitchen / Kitchenette · Air conditioner

Business stays, family stays, couples stay, getaway vacation, and rental in Wailea at 5-Star Reviews! All Remodeled! Split Air! Quiet Building 5! Ocean/Garden View! for $322 for your next trip.

$$$$
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Property view
4.3
Excellent(12 Reviews)
Resort
 in Wailea
Wailea Ekolu Village - CoralTree Residence Collection
Pool · Kitchen / Kitchenette · Air conditioner

This Resort in Wailea, is the right price for your (business stay, family stays, couples stay, getaway vacation, etc.) today!

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4.3
Excellent(38 Reviews)
Resort
 in Wailea
Wailea Grand Champions Villas - CoralTree Residence Collection
Garden · Pool · Kitchen / Kitchenette

This attractive Resort in Wailea, $570 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

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4.1
Excellent(100 Reviews)
Hotel
 in Wailea
3star
Maui Kamaole
Garden · Pool · Kitchen / Kitchenette

Looking to create some memories in Wailea? Look no further than our Hotel, Maui Kamaole. Enjoy top-rated amenities including Air conditioner, Dishwasher and Internet / Wifi, and more.

$$$$
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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 $130-$15,607. The average price for rentals in Wailea is $350 per night.

What are the most popular vacation rental amenities in Wailea?

  • Kitchen / Kitchenette
  • Internet / Wifi
  • TV

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