Wailea Vacation Rental Getaways


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  • Pool Access
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  • Smoking allowed
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  • Beach Front
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  • Golf nearby
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  • Ocean View
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  • Walk to Slopes
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Sort by: Type BR/BA/Sleeps Price

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

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 - $2415
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 - $2170
Per Week

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

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 Ekolu #1106 - Modern 2nd Floor 2 BR, 2 Bath Ocean ...

Wailea
Wailea Ekolu #1106 - Modern 2nd Floor 2 BR, 2 Bath Ocean View Condo Spring Saver Rates 2017 - Book ...
Condo 2 / 2 / 4

*
Online booking available

$335 - $385
Per Night

$2205 - $2765
Per Week

Grand Champions #143 is a 3 BR 2 bath renovated Summer Sp...

Wailea
Grand Champions #143 is a 3 BR 2 bath renovated Summer Special $299 Unit 143 at the Wailea Grand Ch...
Condo 3 / 2 / 8

*
Online booking available

$325 - $750
Per Night

$2275 - $5250
Per Week

Grand Champions 181 - Spacious Remodeled 1-Bedroom

Wailea
Unit 181 is located in the heart of the beautiful and serene Grand Champions Villas. On the edge of ...
Condo 1 / 2 / 4

*
Online booking available

$130 - $432
Per Night

$819 - $3024
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 - $2170
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

Palms at Wailea #205 2B/2B - Luxurious! - Jan-Feb. Specia...

Wailea
Palms at Wailea #205 2B/2B - Luxurious! - Jan-Feb. Special $325 a Night The fabulous Keawakapu Beac...
Condo 2 / 2 / 6

*
Online booking available

$289 - $641
Per Night

$2023 - $4490
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 - $1890
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

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 - $2170
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

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

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 #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

$185 - $493
Per Night

$1295 - $3450
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

Grand Champions #121

Wailea
Spring Saver Rates 2017 ! Grand Champions 121 offers a flat screen TV, DVD player, CD player and hig...
Condo 1 / 2 / 4

*
Online booking available

$190 - $240
Per Night

$1190 - $1715
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

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

Wailea
Palms at Wailea Unit #2305 Quiet and Very Private! Summer Special $169 We are pleased that our prop...
Condo 1 / 2 / 2

*
Online booking available

$189 - $427
Per Night

$1323 - $2990
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

2B/2B Beautifully Furnished, Great Rates, Sleeps 6

Wailea
Palms at Wailea #606 The fabulous Keawakapu Beach is just a short 10 minute stroll from the Palms at...
Condo 2 / 2 / 6

*
Online booking available

$199 - $536
Per Night

$1393 - $3750
Per Week

 

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