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Wailea Beach Villas Vacation Rentals

Professionally managed typically means…
  • Dedicated on-site help
  • Experienced local staff
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Verified property owner typically means…
  • Enhanced property ownership verification in addition to verification of owner name and address via valid credit card
  • Established history of renting online
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns
Property owner typically means…
  • Verification of owner name and address via valid credit card
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns
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27 Wailea Beach Villas Vacation Rentals
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Hawaii, Maui, Wailea Vacation Rentals
2 Bedrooms, 2 Bathrooms, Sleeps 6
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You added Amazing Wailea Surf Villa at Wailea Beach Villas to your Saves list
from
$645
Per Night
Hawaii, Maui, Wailea Vacation Rentals
3 Bedrooms, 2 Bathrooms, Sleeps 5
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You added Wailea Beach Villa ~ Top Floor Luxury ~ Best View to your Saves list
from
$875
Per Night
Hawaii, Maui, Wailea Vacation Rentals
3 Bedrooms, 3 Bathrooms, Sleeps 8
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You added Wailea Orchid Villa - Panoramic Views! 3 Bd/3 Ba to your Saves list
from
$995
Per Night
Hawaii, Maui, Wailea Vacation Rentals
3 Bedrooms, 3 Bathrooms, Sleeps 8
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You added Aloha Kai Suite at Wailea Beach Villas PH 205 to your Saves list
from
$895
Per Night
Hawaii, Maui, Wailea Vacation Rentals
3 Bedrooms, 4 Bathrooms, Sleeps 6
from
$1,995
Per Night
Hawaii, Maui, Wailea Vacation Rentals
2 Bedrooms, 2 Bathrooms, Sleeps 4
from
$665
Per Night
Hawaii, Maui, Wailea Vacation Rentals
3 Bedrooms, 3 Bathrooms, Sleeps 6
from
$1,195
Per Night
Hawaii, Maui, Wailea Vacation Rentals
3 Bedrooms, 4 Bathrooms, Sleeps 6
Save
You added Coco Palms Pool Villa D101 at Wailea Beach Villas to your Saves list
from
$1,750
Per Night
Hawaii, Maui, Wailea Vacation Rentals
3 Bedrooms, 2 Bathrooms, Sleeps 6
from
$795
Per Night
Hawaii, Maui, Wailea Vacation Rentals
3 Bedrooms, 3 Bathrooms, Sleeps 6
from
$2,000
Per Night
Hawaii, Maui, Wailea Vacation Rentals
3 Bedrooms, 4 Bathrooms, Sleeps 6
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You added Floral Gardens Villa G102 Wailea Beach Villas to your Saves list
from
$1,495
Per Night
Hawaii, Maui, Wailea Vacation Rentals
3 Bedrooms, 4 Bathrooms, Sleeps 6
from
$1,295
Per Night
Hawaii, Maui, Wailea Vacation Rentals
3 Bedrooms, 2 Bathrooms, Sleeps 6
from
$1,095
Per Night
Hawaii, Maui, Wailea Vacation Rentals
4 Bedrooms, 3 Bathrooms, Sleeps 6
from
$1,695
Per Night
Hawaii, Maui, Wailea Vacation Rentals
3 Bedrooms, 2 Bathrooms, Sleeps 6
from
$995
Per Night
Hawaii, Maui, Wailea Vacation Rentals
3 Bedrooms, 4 Bathrooms, Sleeps 6
Save
You added Bali Hai Pool Villa F102 at Wailea Beach Villas to your Saves list
from
$1,350
Per Night
Hawaii, Maui, Wailea Vacation Rentals
4 Bedrooms, 3 Bathrooms, Sleeps 8
from
$1,595
Per Night
Hawaii, Maui, Wailea Vacation Rentals
4 Bedrooms, 3 Bathrooms, Sleeps 8
Save
You added Sandcastles Suite L509 Wailea Beach Villas to your Saves list
from
$1,550
Per Night
Hawaii, Maui, Wailea Vacation Rentals
3 Bedrooms, 3 Bathrooms, Sleeps 6
from
$795
Per Night
Hawaii, Maui, Wailea Vacation Rentals
3 Bedrooms, 4 Bathrooms, Sleeps 6
from
$1,750
Per Night
Hawaii, Maui, Wailea Vacation Rentals
3 Bedrooms, 4 Bathrooms, Sleeps 6
Save
You added Castaway Cove C201 at Wailea Beach Villas to your Saves list
from
$1,395
Per Night
Hawaii, Maui, Wailea Vacation Rentals
4 Bedrooms, 3 Bathrooms, Sleeps 10
$50 off per night
from
$750
Per Night
Hawaii, Maui, Wailea Vacation Rentals
2 Bedrooms, 2 Bathrooms, Sleeps 6
Save
You added Wailea Beach Villas M311 Seaview Sanctuary to your Saves list
from
$895
Per Night
Hawaii, Maui, Wailea Vacation Rentals
3 Bedrooms, 3 Bathrooms, Sleeps 6
from
$1,195
Per Night
Hawaii, Maui, Wailea Vacation Rentals
4 Bedrooms, 3 Bathrooms, Sleeps 8
Save
You added Wailea Beach Villas L109 Ginger & Palm Luxury 4bed to your Saves list
from
$1,095
Per Night
Hawaii, Maui, Wailea Vacation Rentals
3 Bedrooms, 3 Bathrooms, Sleeps 6
from
$1,195
Per Night
Hawaii, Maui, Wailea Vacation Rentals
3 Bedrooms, 4 Bathrooms, Sleeps 6
from
$2,650
Per Night
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.

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