Wailea Vacation Rental Getaways


Refine Your Search
Check-In 
calendar

Check-Out
calendar
  • Property Options
  • Amenities
  • Location Type
  • Bed
  • Bath
  • Sleeps
Max Price Per Week $
  • Special Offers
  • Online Booking
  • Home/Villa
  • Cottage/Cabin
  • Condo/Townhome
  • Bed & Breakfast
  • Apt/Room/Suite
  • Air Conditioning
  • Washer/Dryer
  • Full Kitchen
  • Satellite/Cable TV
  • Handicap Access
  • High Speed Internet
  • Elevator
  • Maid Service
  • Garage Parking
  • Pets Allowed
  • Private Pool
  • Pool Access
  • Hot Tub
  • Fireplace
  • Smoking allowed
  • Beach Access
  • Beach Front
  • Golf on site
  • Golf nearby
  • Ocean Front
  • Ocean View
  • Lake Front
  • Lake View
  • Ski in/out
  • Walk to Slopes
  • Skiing nearby
 
Sort by: Type BR/BA/Sleeps Price

Wailea Ekahi 46F- Spacious 2 bedroom 2 Bath Condo in Wailea!

Wailea
Wailea Ekahi - Nicely appointed 2 bedroom, 2 bath condo with garden and partial oceanview in the Upp...
Condo 2 / 2 / 6

*
Online booking available

$295 - $380
Per Night

$2065 - $2660
Per Week

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

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

*
Online booking available

$329 - $684
Per Night

$2303 - $4790
Per Week

One-of-a-kind Maui Getaway!

Wailea
This One-of-a-Kind Maui Getaway is just the vacation destination you have been dreaming of! Owner...
Home 4 / 3.5 / 10

$1450 - $1600
Per Night

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

Wailea
Spring Saver Rates 2017! Book Early ! Grand Champions 163 is a delightful ground floor two bedroom t...
Condo 2 / 2 / 4

*
Online booking available

$260 - $305
Per Night

$1645 - $1960
Per Week

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

Wailea
Palms at Wailea #1105 Oceanview Completely Remodeled 2Bd 2Bath Great Rates! The fabulous Keawakapu ...
Condo 2 / 2 / 4

*
Online booking available

$299 - $641
Per Night

$2093 - $4490
Per Week

Grand Champion #139 - Beautiful Full Renovation 2015 !

Wailea
Spring Saver Rates 2017 - Book Early ! Beautifully decorated and fully renovated two bedroom condom...
Condo 2 / 2 / 4

*
Online booking available

$295 - $340
Per Night

$1820 - $2170
Per Week

Up to 30% OFF through April! - Grand Champions #033

Wailea
Two bedrooms and two baths in this garden view condo. The Master bedroom has a king bed and the seco...
Condo 2 / 2 / 4

*
Online booking available

$425 - $500
Per Night

$2975 - $3500
Per Week

Wailea Ekolu #201 Remodeled 2Bd/2Ba Oceanview Condo Sleeps 6

Wailea
Wailea Ekolu has several lovely pool areas as well as a large pavilion area for larger groups. There...
Condo 2 / 2 / 6

*
Online booking available

$215 - $564
Per Night

$1505 - $3950
Per Week

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

Wailea
Palms at Wailea #1101 Great Ocean Views! Large Sun Deck! 2/2 Great Rates! The fabulous Keawakapu Be...
Condo 2 / 2 / 4

*
Online booking available

$249 - $570
Per Night

$1743 - $3990
Per Week

Wailea Elua #2110 - Gorgeous Ocean View 2B/2B

Wailea
The Wailea Elua is the premier ocean front property in Wailea. Situated right on Ulua Beach, it has ...
Condo 2 / 2 / 5

*
Online booking available

$345 - $750
Per Night

$2415 - $5250
Per Week

Wailea Ekolu #310 All New and Spectacular Ocean Views !!!

Wailea
Spring Saver Rates 2017 - Book Early! Wailea Ekolu #310 is a Second Floor, Two bedroom Two bath, Oc...
Condo 2 / 2 / 4

*
Online booking available

$335 - $385
Per Night

$2205 - $2485
Per Week

Grand Champions #35 Ocean View 2R/2Br Upper Floor - Great...

Wailea
Grand Champions #35 Ocean View 2R/2Br Upper Floor - Great Rates! Special Spring Saver Rates 2017 - ...
Condo 2 / 2 / 5

*
Online booking available

$260 - $305
Per Night

$1645 - $1960
Per Week

Spacious and Elegant 2b/2B View Condo

Wailea
Unit 1507 is a beautifully renovated condo with a gorgeous ocean view. An end unit, located in the c...
Condo 2 / 2 / 4

*
Online booking available

$279 - $641
Per Night

$1953 - $4490
Per Week

Palms at Wailea #305 A/C Throughout, Close to Pool, Nicel...

Wailea
Palms at Wailea #305 A/C Throughout, Close to Pool, Nicely Appointed The fabulous Keawakapu Beach i...
Condo 2 / 2 / 6

*
Online booking available

$225 - $493
Per Night

$1575 - $3450
Per Week

Palms at Wailea #1501 Ocean View Inner Court Ground Floor...

Wailea
Palms at Wailea #1501 Ocean View Inner Court Ground Floor 1Bd 1Ba Sleeps 4 The fabulous Keawakapu B...
Condo 1 / 2 / 4

*
Online booking available

$225 - $463
Per Night

$1575 - $3240
Per Week

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

Wailea
Grand Champions #102 2Br/2Ba Golf Course and Mountain Views - Best Rates Spring Saver Rates 2017 - ...
Condo 2 / 2 / 4

*
Online booking available

$260 - $305
Per Night

$1645 - $1960
Per Week

Palms at Wailea 702 Upstairs Garden View 1B/2B Sleeps 4. ...

Wailea
Palms at Wailea 702 Upstairs Garden View 1B/2B Sleeps 4. Summer Special $169 The fabulous Keawakapu...
Condo 1 / 2 / 4

*
Online booking available

$169 - $427
Per Night

$1183 - $2990
Per Week

Up to 30% OFF through April! - Grand Champions #090

Wailea
Beautifully Remodeled and furnished two bedroom Condo overlooking the Golf Course. The kitchen ad ba...
Condo 2 / 2 / 6

*
Online booking available

$425 - $515
Per Night

$2975 - $3605
Per Week

Ho'olei #55-2 Luxurious and Spacious Wailea Rental Home

Wailea
Special Spring Saver Rates 2017 - Book Early Use Promo Code: SPRINGSAVER ! Relax in this spectacul...
Condo 3 / 3.5 / 8

*
Online booking available

$710 - $855
Per Night

$4970 - $5985
Per Week

Grand Champions #186 2Br/2Ba Near The Pool, Great Locatio...

Wailea
Grand Champions #186 2Br/2Ba Near The Pool, Great Location Remodeled Kitchen. Spring Saver 2017 Spe...
Condo 2 / 2 / 4

*
Online booking available

$260 - $305
Per Night

$1645 - $1960
Per Week

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

Wailea
Ho'olei #39-3 'Ocean's Invitation' Premier Location and View ! Special Deals Spring Saver Rates 201...
Condo 3 / 3.5 / 8

*
Online booking available

$810 - $955
Per Night

$5670 - $6685
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...
Condo 2 / 2 / 4

*
Online booking available

$215 - $593
Per Night

$1505 - $4150
Per Week

Wailea Ekolu #501 Panoramic Ocean View, 2Bd/2Ba, A/C, Sle...

Wailea
Wailea Ekolu #501 Panoramic Ocean View, 2Bd/2Ba, A/C, Sleeps 4, Great Rates! Wailea Ekolu is one of...
Condo 2 / 2 / 4

*
Online booking available

$215 - $593
Per Night

$1505 - $4150
Per Week

Wailea Ekolu #1206 - Modern, Luxurious 2 BR 2 BA Condominium

Wailea
Wailea Ekolu 1206 is newly remodeled throughout with designer furnishings, carpet, tile and a fabulo...
Condo 2 / 2 / 4

*
Online booking available

$350 - $400
Per Night

$2345 - $2625
Per Week

Wailea Ekolu #105 Partial Ocean view, Sleeps 4

Wailea
Wailea Ekolu has several lovely pool areas as well as a large pavilion area for larger groups. There...
Condo 2 / 2 / 4

*
Online booking available

$239 - $607
Per Night

$1673 - $4250
Per Week

 

More Getaway Locations and Properties