Choose from 3,254 vacation rentals located in Wailea, Hawaii. Top filters in Wailea include Internet / Wifi, Kitchen / Kitchenette, and TV. Prices range from $85 to $10,185 per night. Our most popular vacation rental types near Wailea are Apartment and Hotel.

Top vacation rentals in Wailea

Beachfront
Property view
4.1
Excellent(105 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 $385 per night.

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Beachfront
Property view
4.3
Excellent(175 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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Property view
4.3
Excellent(38 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 $367 per night.

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Property view
4.6
Outstanding(108 Reviews)
Resort
 in Kihei
Four Seasons Resort Maui at Wailea
Garden · Pool · Air conditioner

Are you ready to indulge in a relaxing getaway? Our Resort in Wailea has everything you need for a rejuvenating stay. Treat yourself to Four Seasons Resort Maui at Wailea's exceptional amenities, such as Air conditioner, Dishwasher and Internet / Wifi.

$$$$
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Vacation rentals with internet & wifi in Wailea

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

This attractive Resort in Wailea, $372 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

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Property view
4.2
Excellent(9 Reviews)
Apartment hotel
 in Wailea
Makena Surf- CoralTree Residence Collection
Garden · Pool · Kitchen / Kitchenette
Most favorited

Indulge in a peaceful retreat at Makena Surf- CoralTree Residence Collection, our elegant Apartment hotel in Wailea. Enjoy amenities including Air conditioner, Dishwasher and Internet / Wifi, and more.

$$$$
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Beachfront
Property view
4.4
Excellent(132 Reviews)
Resort
 in Wailea
Wailea Ekahi Village - CoralTree Residence Collection
Garden · Pool · Kitchen / Kitchenette
Most favorited

Business stays, family stays, couples stay, getaway vacation, and rental in Wailea at Wailea Ekahi Village - CoralTree Residence Collection for $385 for your next trip.

$$$$
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Beachfront
Property view
4.2
Excellent(73 Reviews)
Resort
 in Wailea
Andaz Maui at Wailea Resort - A Concept by Hyatt
Garden · Pool · Pets allowed

Are you ready to indulge in a relaxing getaway? Our Resort in Wailea has everything you need for a rejuvenating stay. Treat yourself to Andaz Maui at Wailea Resort - A Concept by Hyatt's exceptional amenities, such as Air conditioner, Internet / Wifi and Laundry.

$$$$
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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 $311 per night.

What are the most popular vacation rental amenities in Wailea?

  • Internet / Wifi
  • Kitchen / Kitchenette
  • TV

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