We noticed that you're using an unsupported browser. The Tripadvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Wailea Villas

List your property
Owner log in
Check in
— / — / —
Check out
— / — / —
Guests
0+ rooms, 2+ guests
Distance from
1 mi
Price per night
$0
$1,000+
Suitability
Show more
Bathrooms
Any
Amenities
Show more
Property type
Show more
Distinctive Features
Show more
Communities
Show more
5 rentals in Wailea.
Sort by:
Tripadvisor Sort
Grand Champions #48: Stunning 180 Degree Ocean Views. Top Floor Paradise Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Grand Champions
More info
Check in
Check out
6 other travelers have booked this property
Wailea Grand Champions #50 is a 2Bd/2Ba, Great Location Near Pool, Sleeps 6
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Grand Champions
More info
Check in
Check out
5 other travelers have booked this property
Stunning Golf & Ocean Views - Wailea Grand Champions #180
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Grand Champions
More info
Check in
Check out
Updated Spacious 3 Bdrm. Wailea Ocean View Condo
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Grand Champions
More info
Check in
Check out
Payment Protection
32 other travelers have booked this property
The Perfect Location for a Relaxing Hawaiian Getaway - Grand Champions #103
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps, Grand Champions
More info
Check in
Check out
Payment Protection
6 other travelers have booked this property
PreviousNext
1
Wailea Vacation Rentals
Wailea is a great destination if you are looking to relax, unwind, and soak up some sun. With its amazing beaches and luxurious spas, it is a pampering and refreshing vacation that you will never want to return from. Why go back to a simple hotel room when your accommodations can make you continue feeling like royalty even after the activities of the day are done? With a wide variety of vacation rentals, from cozy condos to large beachside villas, you can experience Wailea like one of the locals in your very own rental home no matter what your budget or space needs are.
More
Wailea Vacation Rentals
Wailea is a great destination if you are looking to relax, unwind, and soak up some sun. With its amazing beaches and luxurious spas, it is a pampering and refreshing vacation that you will never want to return from. Why go back to a simple hotel room when your accommodations can make you continue feeling like royalty even after the activities of the day are done? With a wide variety of vacation rentals, from cozy condos to large beachside villas, you can experience Wailea like one of the locals in your very own rental home no matter what your budget or space needs are.
A Wailea Vacation
No matter how you like to relax, there is sure to be a great place to do it in Wailea. From an indulgent day at the Spa Grande to tee time at Wailea Old Blue Course, it is full of ways to treat yourself and have a great time. If you're feeling adventurous, Hawaiian Sailing Canoe Adventures allows small groups to enjoy sailing in an outrigger canoe, or if you just want to relax on the beach, Keawakapu is a perfect choice for everything from sunning to snorkeling. Whatever the day's adventures bring, choosing a vacation rental to stay in means you can go back to the privacy and comfort of your very own rental home away from home for a truly authentic experience.
Family-Friendly Wailea
From exploring the beaches to catching a dinner show at Honua'ula Luau, there are a variety of great experiences for children when vacationing to Wailea. With vacation rentals, you can rent a property to accommodate nearly any size family, and it is a fantastic excuse to bring everyone along. Without having to pay for extra hotel rooms, it can also be a great money saver when traveling with a large group. Enjoying a Wailea vacation with the entire family at your very own rental home will be sure to create wonderful memories for years to come.