Wailea Beach Vacation Rentals
 
 
Refine Your Search:
Destination
Check-In Check-Out
Amenities
Enter Keywords:
 
 
 
 
Featured Listings
 
Grand Champion #139 - Beau ...
2 bedroom Wailea Condo Vacation Rental Condo
2 BR/ 2.00 BA Sleeps 4
More Info
Palms at Wailea #1105 Ocea ...
2 bedroom Wailea Condo Vacation Rental - Ocean View Condo
2 BR/ 2.00 BA Sleeps 4
More Info
Grand Champions #163 2Br/2 ...
2 bedroom Wailea Condo Vacation Rental Condo
2 BR/ 2.00 BA Sleeps 4
More Info
 
 
 
  Sort by:  Type BR/BA/Sleeps Price  
 

Palms at Wailea #1105 Oceanview Completely Remodeled 2Bd ...

Wailea
Ocean View
Palms at Wailea #1105 Oceanview Completely Remodeled 2Bd 2Bath Great Rates! The fabulous Keawakapu ...

View Details and Book Online    Send Inquiry
Condo 2 / 2 / 4

Online Booking

$299 - $439
Per Night

$2093 - $4490
Per Week

 
 

Grand Champions #163 2Br/2Ba Convenient 1st Floor Locatio...

Wailea
Grand Champions #163 2Br/2Ba Convenient 1st Floor Location. 2011 Remodel! Special Fall 2015 Rates! ...

View Details and Book Online    Send Inquiry
Condo 2 / 2 / 4

Online Booking

$285 - $285
Per Night

$1750 - $2345
Per Week

 
 

Palms at Wailea #1508 Panroamic Ocean Views 2/2 Sleeps 6 ...

Wailea
Ocean View
Palms at Wailea #1508 Panroamic Ocean Views 2/2 Sleeps 6 Great Rates The fabulous Keawakapu Beach i...

View Details and Book Online    Send Inquiry
Condo 2 / 2 / 6

Online Booking

$1743 - $3990
Per Week

 
 

Wailea Ekahi 46F

Wailea
Golf nearby
Wailea Ekahi - Nicely appointed 2 bedroom, 2 bath condo with garden and partial oceanview in the Upp...

View Details and Book Online    Send Inquiry
Condo 2 / 2 / 6

Online Booking

$266 - $370
Per Night

$1862 - $2590
Per Week

 
 

Grand Champion #139 - Beautiful Full Renovation !

Wailea
Special Fall 2015 Rates - Please ask ! Beautifully decorated and fully renovated two bedroom condom...

View Details and Book Online    Send Inquiry
Condo 2 / 2 / 4

Online Booking

$285 - $285
Per Night

$1750 - $2345
Per Week

 
 

Grand Champions #132 - Top Floor with Tennis Center and D...

Wailea
Ocean View
Grand Champions #132 - Top Floor with Tennis Center and Distant Ocean Views. Summer 2015 Specials -...

View Details and Book Online    Send Inquiry
Condo 1 / 2 / 2

Online Booking

$210 - $210
Per Night

$1365 - $1785
Per Week

 
 

Palms at Wailea 603 2bd 2ba Sleeps 6 Great Rates!!

Wailea
The fabulous Keawakapu Beach is just a short 10 minute stroll from the Palms at Wailea. This beach i...

View Details and Book Online    Send Inquiry
Condo 2 / 2 / 6

Online Booking

$159 - $329
Per Night

$1113 - $3240
Per Week

 
 

Palms at Wailea 609 Ground Level Garden View - 1Bd 2Ba Sl...

Wailea
Palms at Wailea 609 Ground Level Garden View - 1Bd 2Ba Sleeps 4: Great Rates! The fabulous Keawakap...

View Details and Book Online    Send Inquiry
Condo 1 / 2 / 4

Online Booking

$169 - $269
Per Night

$1183 - $2890
Per Week

 
 

Ho'olei #39-3 'Ocean's Invitation' Premier Location and V...

Wailea
Ocean View
Ho'olei #39-3 'Ocean's Invitation' Premier Location and View ! Enjoy more than 2700 feet of comfort...

View Details and Book Online    Send Inquiry
Condo 3 / 3.5 / 8

Online Booking

$5670 - $11165
Per Week

 
 

Wailea Grand Champions #50 is a 2 Bd 2 Ba Upgraded Unit. ...

Wailea
Wailea Grand Champions #50 is a 2 Bd 2 Ba Upgraded Unit. It can sleep 6. The nearby Ulua and Mokapu...

View Details and Book Online    Send Inquiry
Condo 2 / 2 / 6

Online Booking

$199 - $246
Per Night

$1393 - $2990
Per Week

 
 

Wailea Ekolu #303 - Quiet Park-Like Setting with Golf and...

Wailea
Ocean View
Wailea Ekolu #303 - Quiet Park-Like Setting with Golf and Ocean Views ! Great Summer and Fall 2015 ...

View Details and Book Online    Send Inquiry
Condo 1 / 2 / 2

Online Booking

$209 - $209
Per Night

$1463 - $2163
Per Week

 
 

Beautifully Renovated and Furnished 2-Bedroom Condo

Wailea
Welcome to your home away from home! This beautifully remodeled 2-bedroom condo is a guest favorite....

View Details and Book Online    Send Inquiry
Condo 2 / 2 / 6

Online Booking

$175 - $340
Per Night

$1155 - $2625
Per Week

 
 

Palms at Wailea #1606 Spacious 2Br/2Ba - Great Rates - Fr...

Wailea
Ocean View
Palms at Wailea #1606 Spacious 2Br/2Ba - Great Rates - Free Wifi ! Special Fall 2015 Rates. Please...

View Details and Book Online    Send Inquiry
Condo 2 / 2 / 6

Online Booking

$245 - $245
Per Night

$1540 - $1995
Per Week

 
 

Wailea Elua #2108 Gorgeous Unit - Ocean View

Wailea
Ocean Front, Ocean View
The Wailea Elua is the premier ocean front property in Wailea. Situated right on Ulua Beach, it has ...

View Details and Book Online    Send Inquiry
Condo 2 / 2 / 7

Online Booking

$449 - $499
Per Night

$3143 - $5750
Per Week

 
 

Palms at Wailea #1406 Panoramic Ocean Views 2Bd 2Bath Gre...

Wailea
Ocean View
Palms at Wailea #1406 Panoramic Ocean Views 2Bd 2Bath Great Rates! The fabulous Keawakapu Beach is ...

View Details and Book Online    Send Inquiry
Condo 2 / 2 / 6

Online Booking

$225 - $329
Per Night

$1575 - $3240
Per Week

 
 

Palms at Wailea #604 2/2 Great for 2 Couples Super Rates

Wailea
The fabulous Keawakapu Beach is just a short 10 minute stroll from the Palms at Wailea. This beach i...

View Details and Book Online    Send Inquiry
Condo 2 / 2 / 6

Online Booking

$159 - $329
Per Night

$1113 - $3240
Per Week

 
 

Ho'olei #t6 - Biggest Floor Plan. Close to Wailea Beach -...

Wailea
Ho'olei #t6 - Biggest Floor Plan. Close to Wailea Beach - Great 2015 Rates ! Special Fall 2015 Rate...

View Details and Book Online    Send Inquiry
Condo 3 / 3.5 / 8

Online Booking

$4970 - $10325
Per Week

 
 

Palms at Wailea #1101 Great Ocean Views! Large Sun Deck! ...

Wailea
Ocean View
Palms at Wailea #1101 Great Ocean Views! Large Sun Deck! 2/2 Great Rates! The fabulous Keawakapu Be...

View Details and Book Online    Send Inquiry
Condo 2 / 2 / 4

Online Booking

$199 - $384
Per Night

$1393 - $3990
Per Week

 
 

Spacious Renovated 2-bedroom Condo with Central A/C.

Wailea
Ocean View
This open and spacious premium condo at The Palms at Wailea will be ideal for your island getaway! M...

View Details and Book Online    Send Inquiry
Condo 2 / 2 / 6

Online Booking

$190 - $350
Per Night

$1190 - $2625
Per Week

 
 

Stop! Look No Further! Palms at Wailea #1503 Ocean View B...

Wailea
Ocean View
Stop! Look No Further! Palms at Wailea #1503 Ocean View Best Location! The fabulous Keawakapu Beach...

View Details and Book Online    Send Inquiry
Condo 2 / 2 / 4

Online Booking

$299 - $439
Per Night

$2093 - $4490
Per Week

 
 

Wailea Ekolu #1610

Wailea
Ocean View
Special Summer and Fall 2015 Rates! This spectacular two bedroom townhome was renovated throughout ...

View Details and Book Online    Send Inquiry
Condo 2 / 2.5 / 5

Online Booking

$325 - $325
Per Night

$2135 - $3500
Per Week

 
 

Grand Champions #162 - Top Floor with Great Ocean View !

Wailea
Fall 2015 Special Rates!!! As soon as you enter you?ll see the 7th fairway of the golf course with...

View Details and Book Online    Send Inquiry
Condo 1 / 2 / 2

Online Booking

$185 - $185
Per Night

$1190 - $1785
Per Week

 
 

Wailea Ekolu #501 Panoramic Ocean View, Renovated! $179 S...

Wailea
Ocean View
Wailea Ekolu #501 Panoramic Ocean View, Renovated! $179 Summer Special! Wailea Ekolu is one of most...

View Details and Book Online    Send Inquiry
Condo 2 / 2 / 4

Online Booking

$179 - $329
Per Night

$1253 - $3950
Per Week

 
 

Wailea Elua #2105 Oceanview 2Bd/2Ba Sleeps 6 Great Rates!

Wailea
Ocean Front, Ocean View
The Wailea Elua is the premier ocean front property in Wailea. Situated right on Ulua Beach, it has ...

View Details and Book Online    Send Inquiry
Condo 2 / 2 / 6

Online Booking

$349 - $359
Per Night

$2443 - $5250
Per Week

 
 

Wailea Ekolu 805 Deluxe 2 Bd. 2 Bath, Ocean View Townhouse!

Wailea
Unit #805 has a fully equipped kitchen, AC in the living room, guest bedroom, and master bedroom. Th...

View Details and Book Online    Send Inquiry
Condo 2 / 2 / 4

Online Booking

$199 - $318
Per Night

$1393 - $3490
Per Week

 
           
More Beach and Coastal Locations and Properties