Share |
 
 
 
 
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 #1508
2 bedroom Wailea Condo Vacation Rental - Ocean View Condo
2 BR/ 2.00 BA Sleeps 6
More Info
Grand Champions #163 2Br/2 ...
2 bedroom Wailea Condo Vacation Rental - Ocean View Condo
2 BR/ 2.00 BA Sleeps 4
More Info
 
 
 
  Sort by:  Type BR/BA/Sleeps Price  
 

Absolutely Stunning 2Br Beachfront Condo - Makena Surf #B-20

Wailea
Beach Access, Beach Front, Golf nearby, Ocean Front, Ocean nearby, Ocean View
Makena Surf Resort #B-205 is a luxurious secluded beachfront condo located in exclusive Makena Resor...

View Details    Send Inquiry
Condo 2 / 2 / 4

$511 - $745
Per Night

$3577 - $5215
Per Week

 
 

Palms at Wailea #1105

Wailea
Ocean View
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 / 4

Online Booking

$249 - $299
Per Night

$1743 - $2793
Per Week

 
 

Luxury Value from $425/nt w Daily Housekeeping - Elua 2303

Wailea
Beach Access, Beach Front, Golf nearby, Ocean Front, Ocean nearby, Ocean View
People who know Hawaii know that Wailea, Maui is a very special place. People who know Wailea know t...

View Details    Send Inquiry
Condo 2 / 2 / 5

$425 - $595
Per Night

$2975 - $4165
Per Week

 
 

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

Wailea
Ocean View
Spring 2013 Deals ! Ground floor, two bedroom, two bath condo with Golf and Ocean views. The livi...

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

Online Booking

$255 - $255
Per Night

$1610 - $1610
Per Week

 
 

Prime Oceanview from Avg in Low Season - #C103

Wailea
Beach Access, Golf nearby, Ocean nearby, Ocean View
Makena Surf Resort is a luxurious secluded beachfront condominium located in exclusive Makena Resort...

View Details    Send Inquiry
Condo 2 / 2 / 4

$396 - $640
Per Night

$2772 - $4480
Per Week

 
 

Deluxe Oceanfront from $594 with Daily Maid Service - # 1702

Wailea
Beach Access, Golf nearby, Ocean Front, Ocean nearby, Ocean View
Wailea Elua Village #1702 is a newly remodeled, second floor, two bedroom- two bath condo designed w...

View Details    Send Inquiry
Condo 2 / 2 / 4

$594 - $795
Per Night

$4158 - $5565
Per Week

 
 

Palms at Wailea #1508

Wailea
Ocean View
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

$249 - $349
Per Night

$1743 - $2793
Per Week

 
 

Wailea Ekahi 27D

Wailea
Golf nearby, Ocean View
Beautiful Wailea Ekahi 1 bedroom, 2 bath - Oceanview, Deluxe unit - Located in the Lower Village clo...

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

Online Booking

$225 - $320
Per Night

$1575 - $2240
Per Week

 
 

Prime Oceanfront Ulua Beach. 3Br, Great for Big Families!

Wailea
Beach Front
Wailea Elua Village #1305 boasts 3 bedrooms (king bed in the master and 2 twins in each of the guest...

View Details    Send Inquiry
Condo 3 / 3 / 6

$995 - $1200
Per Night

$6965 - $8400
Per Week

 
 

Remodeled Oceanfront from $594 with Daily Housekeeping - #12

Wailea
Beach Access, Beach Front, Golf nearby, Ocean Front, Ocean nearby, Ocean View
Wailea Elua Village #1204 is a beautiful two bedroom, two bath oceanfront condo that has been fully ...

View Details    Send Inquiry
Condo 2 / 2 / 5

$594 - $795
Per Night

$4158 - $5565
Per Week

 
 

The Perfect View, Luxury & the Feel of Home from $396 - G201

Wailea
Beach Access, Golf nearby, Ocean Front, Ocean nearby, Ocean View
Makena Surf Resort is a luxurious secluded beachfront condominium located in exclusive Makena Resort...

View Details    Send Inquiry
Condo 2 / 2 / 6

$396 - $640
Per Night

$2772 - $4480
Per Week

 
 

Grand Champion #139 - Beautiful Full Renovation !

Wailea
Beautifully decorated, full renovation 2011! Garden view, some ocean and mountain view two bedroom c...

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

Online Booking

$255 - $255
Per Night

$1610 - $1610
Per Week

 
 

Wailea Ekahi 1B

Wailea
Golf nearby, Ocean View
Beatuiful deluxe 1 bedroom, 2 bath partial ocean view unit in Wailea Ekahi Lower Village - Larger fl...

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

Online Booking

$225 - $320
Per Night

$1575 - $2240
Per Week

 
 

Palms at Wailea #1305

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

$199 - $299
Per Night

$1393 - $2093
Per Week

 
 

Palms at Wailea Unit #2305 Quiet, Clean and Very Private!...

Wailea
Unit 2305 is a ground floor garden view 1 BD 2 BA unit with a full kitchen, washer and dryer, AC in ...

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

Online Booking

$159 - $249
Per Night

$1113 - $1953
Per Week

 
 

Ho'olei #s3 - Easy Access to Beach and Pool !

Wailea
Fall Specials. Please inquire ! Enjoy more than 2700 feet of comfortable yet lavish, uniquely and p...

View Details and Book Online    Send Inquiry
Condo 3 / 4 / 6

Online Booking

$4585 - $5075
Per Week

 
 

Wailea Ekolu 2 Bd. 2Ba. Premier Ocean View! Great Rates!

Wailea
Ocean View
Wailea Ekolu is one of most sought after properties in Wailea as it is nestled on the Wailea Golf Co...

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

Online Booking

$255 - $295
Per Night

$1785 - $2205
Per Week

 
 

Grand Champions #24 2Br/2Ba Garden View On Upper Floor- S...

Wailea
Please ask for Spring 2013 Super Saver Rates! Relaxing two bedroom, two bath, 2nd floor accommodati...

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

Online Booking

$230 - $230
Per Night

$1435 - $1435
Per Week

 
 

Wailea Ekolu #102 2 Bd 2 Bath Sleeps 6 Great Rates!!

Wailea
Unit #102 is located in the closest building to the beach in the entire complex. This condo has a fu...

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

Online Booking

$149 - $224
Per Night

$1043 - $2093
Per Week

 
 

Palms at Wailea #1204 2 BR 2 Bath Gorgeous Unit! Great Ra...

Wailea
Ocean View
#1204 is an upstairs 2 bedroom 2 bath unit with a full kitchen, washer and dryer, high speed wirele...

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

Online Booking

$199 - $299
Per Night

$1393 - $2093
Per Week

 
 

Grand Champions #36

Wailea
Golf nearby
This is a great property with a real tropical "Tommy Bahama" feel...Upscale furnishings and attentio...

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

Online Booking

$195 - $255
Per Night

$1365 - $1785
Per Week

 
 

Grand Champions #102 2Br/2Ba Golf Course and Mountain Vie...

Wailea
Special Spring 2013 Rates ! 2 bedroom/2 bath, Second floor, Golf course and Mountain views. This ...

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

Online Booking

$230 - $230
Per Night

$1435 - $1435
Per Week

 
 

Palms at Wailea #1209 1 BR 2 Bath Sleeps 4. 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 1 / 2 / 4

Online Booking

$199 - $269
Per Night

$1393 - $2093
Per Week

 
 

Wailea Ekahi 1A

Wailea
Beach Access, Golf nearby
Enjoy your vacation filled with family fun or calm serenity in this inviting 1 bedroom, 2 bath condo...

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

Online Booking

$194 - $285
Per Night

$1355 - $1995
Per Week

 
 

Wailea Ekahi 48C

Wailea
Golf nearby
Wailea Ekahi Village - 1 bedroom, 2 bath condo with a calming garden view located in the Upper Villa...

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

Online Booking

$180 - $250
Per Night

$1260 - $1750
Per Week

 
           
More Beach and Coastal Locations and Properties