Perfect Places Vacation Rentals
Traveler Login Owner Login

Wailea Vacation Rentals

64 Wailea Vacation Rentals were found matching your criteria. These vacation rentals are presented by their owners or managers. Please click on the photos or links below, then contact them directly with your inquiries. Use the search criteria box on the left of the page to refine your search within Wailea, Maui, Hawaii, United States.
Destination:

Bedrooms (min)   Sleeps (min)
Interest: Accommodations:
Pet Friendly Internet
Online Booking Pool

Handicap Accessible


Select Arrival Dates
Arrival: Departure:

  Exclude unknown availability
Enter Keywords:


Price per Night Range:


 
Maui Top Cities
Listings 1 - 25 of 64
First Previous
1 2 3
Next Last


1 bedroom Vacation Rental Condo in Wailea
Condo: 1 Bedroom, 1 Bathroom, Sleeps 2
Location: Wailea, Hawaii, United States
Description: This luxury condo was designed to mirror a Balinese tree house. Completely remodeled with Hi-Tech Appliances. 2nd floor unit ~ stairs. 4 dining s...
Rates
$280 - $340 night
$1962 - $2380 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry



2 bedroom Vacation Rental Condo in Wailea
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Wailea, Hawaii, United States
Description: This is a great property with a real tropical "Tommy Bahama" feel...Upscale furnishings and attention to detail complete this two bedroom two bath ...
Rates
$195 - $255 night
$1365 - $1785 week


View Details and Book Online Send Inquiry

Featured


2 bedroom Vacation Rental Condo in Wailea - Ocean View
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Wailea, Hawaii, United States
Description: Palms at Wailea #1508 Panroamic Ocean Views 2/2 Sleeps 6 Great Rates The fabulous Keawakapu Beach is just a short 10 minute stroll from the Palms ...
Rates
$1743 - $3990 week


Non Smoking


View Details and Book Online Send Inquiry

Featured


2 bedroom Vacation Rental Condo in Wailea
Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Wailea, Hawaii, United States
Description: Special Fall 2015 Rates - Please ask ! Beautifully decorated and fully renovated two bedroom condominium with garden, some ocean and mountain view...
Rates
$285 - $285 night
$1750 - $2345 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry

Featured


2 bedroom Vacation Rental Condo in Wailea
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Wailea, Hawaii, United States
Description: Wailea Ekahi - Nicely appointed 2 bedroom, 2 bath condo with garden and partial oceanview in the Upper Village over looking the top pool. Kitchen a...
Rates
$266 - $370 night
$1862 - $2590 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry

Featured


2 bedroom Vacation Rental Condo in Wailea - Ocean View
Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Wailea, Hawaii, United States
Description: Palms at Wailea #1105 Oceanview Completely Remodeled 2Bd 2Bath Great Rates! The fabulous Keawakapu Beach is just a short 10 minute stroll from the...
Rates
$299 - $439 night
$2093 - $4490 week


Non Smoking


View Details and Book Online Send Inquiry

Featured


2 bedroom Vacation Rental Condo in Wailea
Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Wailea, Hawaii, United States
Description: Grand Champions #163 2Br/2Ba Convenient 1st Floor Location. 2011 Remodel! Special Fall 2015 Rates! Please inquire. Grand Champions 163 is a deli...
Rates
$285 - $285 night
$1750 - $2345 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry

Featured


2 bedroom Vacation Rental Condo in Wailea - Ocean View
Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Wailea, Hawaii, United States
Description: Special 2015 Fall Rates, Please Ask !! A Second Floor, Two bedroom Two bath Ocean View Condo on the 'Old Blue' Wailea Golf Course. An easy walk ...
Rates
$325 - $325 night
$2135 - $2625 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry



2 bedroom Vacation Rental Condo in Wailea
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Wailea, Hawaii, United States
Description: Unit #102 is located in the closest building to the beach in the entire complex. This condo has a fully equipped kitchen, AC and a washer and dryer...
Rates
$189 - $318 night
$1323 - $2990 week


Non Smoking


View Details and Book Online Send Inquiry



1 bedroom Vacation Rental Condo in Wailea
Condo: 1 Bedroom, 2 Bathroom, Sleeps 4
Location: Wailea, Hawaii, United States
Description: Beautifully Renovated 1-BR Condo, Nearby World-Class Golf and Shopping. Unit 181 is located in the heart of the beautiful and serene Grand Champio...
Rates
$111 - $200 night
$700 - $1645 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry



2 bedroom Vacation Rental Condo in Wailea - Ocean View
Condo: 2 Bedroom, 2 Bathroom, Sleeps 5
Location: Wailea, Hawaii, United States
Description: Grand Champions #35 Ocean View 2R/2Br Upper Floor - Great Rates! Special Fall 2015 Rates - Please ask ! Grand Champions #35 is an inviting third ...
Rates
$250 - $250 night
$1575 - $2065 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry



2 bedroom Vacation Rental Condo in Wailea
Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Wailea, Hawaii, United States
Description: Grand Champions #186 2Br/2Ba Near The Pool, Great Location and many Upgrades. Please ask us about our Summer and Fall 2015 Specials. Grand Champi...
Rates
$250 - $250 night
$1575 - $2065 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry



2 bedroom Vacation Rental Condo in Wailea - Ocean View
Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Wailea, Hawaii, United States
Description: Palms at Wailea #1101 Great Ocean Views! Large Sun Deck! 2/2 Great Rates! The fabulous Keawakapu Beach is just a short 10 minute stroll from the P...
Rates
$199 - $384 night
$1393 - $3990 week


Non Smoking


View Details and Book Online Send Inquiry



2 bedroom Vacation Rental Condo in Wailea
Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Wailea, Hawaii, United States
Description: Grand Champions #49 - Ground Floor, Corner Location with Easy Pool Access ! Special 2015 Fall Rates - Please Ask ! Grand Champions 49 is perfect ...
Rates
$250 - $250 night
$1575 - $2065 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry



2 bedroom Vacation Rental Condo in Wailea
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Wailea, Hawaii, United States
Description: The fabulous Keawakapu Beach is just a short 10 minute stroll from the Palms at Wailea. This beach is world famous for its great snorkeling and lon...
Rates
$159 - $329 night
$1113 - $3240 week


Non Smoking


View Details and Book Online Send Inquiry



1 bedroom Vacation Rental Condo in Wailea - Ocean View
Condo: 1 Bedroom, 2 Bathroom, Sleeps 4
Location: Wailea, Hawaii, United States
Description: Grand Champions #151 is a1 Bd 2 Ba fronting the Wailea Golf Course. Sleeps 4. The nearby Ulua and Mokapu Beaches are a quick drive down the hill f...
Rates
$159 - $202 night
$1113 - $2490 week


Non Smoking


View Details and Book Online Send Inquiry



1 bedroom Vacation Rental Condo in Wailea
Condo: 1 Bedroom, 2 Bathroom, Sleeps 4
Location: Wailea, Hawaii, United States
Description: Palms at Wailea 702 Upstairs Garden View 1Bd 2Ba Sleeps 4 Great Rates! The fabulous Keawakapu Beach is just a short 10 minute stroll from the Palm...
Rates
$189 - $279 night
$1323 - $2990 week


Non Smoking


View Details and Book Online Send Inquiry



1 bedroom Vacation Rental Condo in Wailea
Condo: 1 Bedroom, 2 Bathroom, Sleeps 2
Location: Wailea, Hawaii, United States
Description: Palms at Wailea Unit #2305 Quiet, Clean and Very Private! Great Rates!! We are pleased that our properties at the Palms at Wailea have been chosen...
Rates
$149 - $296 night
$1043 - $2990 week


Non Smoking


View Details and Book Online Send Inquiry



1 bedroom Vacation Rental Condo in Wailea
Condo: 1 Bedroom, 2 Bathroom, Sleeps 2
Location: Wailea, Hawaii, United States
Description: Fall 2015 Special Rates!!! As soon as you enter you?ll see the 7th fairway of the golf course with the Ocean in the distance. The condo is on the...
Rates
$185 - $185 night
$1190 - $1785 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry



2 bedroom Vacation Rental Condo in Wailea
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Wailea, Hawaii, United States
Description: Grand Champions #165, 2Br/2Ba On The Golf Course - Great Rates! Special 2015 Rates Please Ask! The inviting tropical decor in Grand Champions 165 ...
Rates
$250 - $250 night
$1575 - $2065 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry



2 bedroom Vacation Rental Condo in Wailea - Ocean Front
Condo: 2 Bedroom, 2 Bathroom, Sleeps 5
Location: Wailea, Hawaii, United States
Description: Wailea Elua #2110 - Gorgeous Ocean View 2 Bd 2 Ba - Great Rates! The Wailea Elua is the premier ocean front property in Wailea. Situated right on ...
Rates
$295 - $495 night
$2065 - $5250 week


Non Smoking


View Details and Book Online Send Inquiry



1 bedroom Vacation Rental Condo in Wailea - Ocean View
Condo: 1 Bedroom, 2 Bathroom, Sleeps 4
Location: Wailea, Hawaii, United States
Description: Wailea Ekolu #804 Best Panoramic Ocean View 1Bd 2Ba Private location! Wailea Ekolu is one of most sought after properties in Wailea as it is nestl...
Rates
$199 - $318 night
$1393 - $3490 week


Non Smoking


View Details and Book Online Send Inquiry



2 bedroom Vacation Rental Condo in Wailea - Ocean View
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Wailea, Hawaii, United States
Description: Palms at Wailea #1606 Spacious 2Br/2Ba - Great Rates - Free Wifi ! Special Fall 2015 Rates. Please Ask ! A spacious two bedroom two bath condomi...
Rates
$245 - $245 night
$1540 - $1995 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry



2 bedroom Vacation Rental Condo in Wailea - Ocean View
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Wailea, Hawaii, United States
Description: This 2-bedroom condo is comfortably appointed, and located in a great spot on property. The spacious living room opens to the Lanai, where there is...
Rates
$168 - $300 night
$1120 - $2450 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry



3 bedroom Vacation Rental Condo in Wailea
Condo: 3 Bedroom, 2 Bathroom, Sleeps 6
Location: Wailea, Hawaii, United States
Description: Grand Champions 123 is located in a quiet setting in Wailea. Large green belts, manicured grounds and wide golf course fairways abound. To the east...
Rates
$184 - $325 night
$1176 - $2800 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry





Listings 1 - 25 of 64
First Previous
1 2 3
Next Last
Find additional Vacation Rentals: