Wailea Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

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

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 #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

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

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

Grand Champions #48 is a 2bd 2ba Ocean View condo that Sl...

Wailea
Grand Champions #48 is a 2bd 2ba Ocean View condo that Sleeps 6 Great Rates! The nearby Ulua and Mo...
Condo 2 / 2 / 6

*
Online booking available

$189 - $427
Per Night

$1323 - $2990
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

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...
Condo 2 / 2 / 6

*
Online booking available

$189 - $463
Per Night

$1323 - $3240
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

Wailea Ekolu #1108 2 Bd. 2Ba. Premier Ocean View! Summer ...

Wailea
Wailea Ekolu #1108 2 Bd. 2Ba. Premier Ocean View! Summer Special May - Aug. Wailea Ekolu is one of ...
Condo 2 / 2 / 6

*
Online booking available

$255 - $564
Per Night

$1505 - $3950
Per Week

Palms at Wailea #1102 Probably the best ocean view at the...

Wailea
Palms at Wailea #1102 Probably the best ocean view at the Palms at Wailea! The fabulous Keawakapu B...
Condo 2 / 2 / 6

*
Online booking available

$295 - $707
Per Night

$2065 - $4950
Per Week

Wailea Ekolu #804 Best Panoramic Ocean View 1Bd 2Ba Priva...

Wailea
Wailea Ekolu #804 Best Panoramic Ocean View 1Bd 2Ba Private location! Wailea Ekolu is one of most s...
Condo 1 / 2 / 4

*
Online booking available

$199 - $499
Per Night

$1393 - $3490
Per Week

Wailea Ekahi #41B - Garden View 1Bdrm/2Bath Condo. Great ...

Wailea
Wailea Ekahi #41B - Garden View 1Bdrm/2Bath Condo. Great 2017 Deals! Spring 2017 Deals Available! B...
Condo 1 / 2 / 2

*
Online booking available

$290 - $340
Per Night

$1855 - $2240
Per Week

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

Wailea
Spring Saver Rates 2017 ! As soon as you enter you?ll see the 7th fairway of the golf course with ...
Condo 1 / 2 / 2

*
Online booking available

$190 - $240
Per Night

$1225 - $1575
Per Week

Grand Champions #151 is a1 Bd 2 Ba fronting the Wailea Go...

Wailea
Grand Champions #151 is a1 Bd 2 Ba fronting the Wailea Golf Course. Sleeps 4. The nearby Ulua and M...
Condo 1 / 2 / 4

*
Online booking available

$159 - $356
Per Night

$1113 - $2490
Per Week

Palms at Wailea #1204 Ocean View, Sleeps 4.

Wailea
The fabulous Keawakapu Beach is just a short 10 minute stroll from the Palms at Wailea. Keawakapu Be...
Condo 2 / 2 / 4

*
Online booking available

$225 - $463
Per Night

$1575 - $3240
Per Week

Palms at Wailea #2108 Gorgeous Unit 1Bd 2 Ba Great Rates!

Wailea
Relax in the casual comfort of this recently renovated 1 bedroom / 2 bath unit. Its interior is spac...
Condo 1 / 2 / 2

*
Online booking available

$225 - $413
Per Night

$1575 - $2890
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

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

Wailea
Stop! Look No Further! Palms at Wailea #1503 Ocean View Best Location! The fabulous Keawakapu Beach...
Condo 2 / 2 / 4

*
Online booking available

$304 - $649
Per Night

$2128 - $4540
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

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 #1803 Large Private Lanai, Spacious, Grea...

Wailea
Palms at Wailea #1803 Large Private Lanai, Spacious, Great Location, Sleeps 4 The fabulous Keawakap...
Condo 1 / 2 / 4

*
Online booking available

$175 - $427
Per Night

$1225 - $2990
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...
Condo 1 / 2 / 2

*
Online booking available

$240 - $500
Per Night

$1680 - $3500
Per Week

Palms at Wailea 1902 Garden View 2Bd 2Ba Sleeps 6

Wailea
Enjoy your stay in paradise at The Palms at Wailea, a gorgeous property with lush, tropical landscap...
Condo 2 / 2 / 6

*
Online booking available

$224 - $463
Per Night

$1568 - $3240
Per Week

 

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