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Wailea Vacation Rentals

66 Wailea Vacation Rentals were found matching your criteria.


Featured
$250 - $250 /night
$1575 - $2135 /week
Grand Champions #163 2Br/2Ba Convenient 1st Floor Location.

  35 reviews   Add to Favorites

Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Wailea, Hawaii, United States


Featured
$299 - $399 /night
$2093 - $4490 /week
Palms at Wailea #1105 Oceanview Completely Remodeled 2Bd ...

  26 reviews   Add to Favorites

Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Wailea, Hawaii, United States


Featured
$285 - $285 /night
$1750 - $2380 /week
Grand Champion #139 - Beautiful Full Renovation 2015 !

  24 reviews   Add to Favorites

Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Wailea, Hawaii, United States


Featured
$266 - $370 /night
$1862 - $2590 /week
Wailea Ekahi 46F- Spacious 2 bedroom 2 Bath Condo in Wailea!

  4 reviews   Add to Favorites

Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Wailea, Hawaii, United States


Featured

$2163 - $4590 /week
Palms at Wailea #1508 Panroamic Ocean Views 2/2 Sleeps 6 ...

  34 reviews   Add to Favorites

Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Wailea, Hawaii, United States


$1450 - $1600 /night
One-of-a-kind Maui Getaway!

Home: 4 Bedroom, 3.5 Bathroom, Sleeps 10
Location: Wailea, Hawaii, United States


$750 - $2550 /night
Luxurious Oceanfront Villa

Villa: 4 Bedroom, 3 Bathroom, Sleeps 10
Location: Wailea, Hawaii, United States



$4970 - $10465 /week
Ho'olei #t6 - Biggest Floor Plan. Close to Wailea Beach -...

  13 reviews   Add to Favorites

Condo: 3 Bedroom, 3.5 Bathroom, Sleeps 8
Location: Wailea, Hawaii, United States


Contact Owner
Directly For Rates
1 Bedroom Ocean View/ Golf Front

Condo: 1 Bedroom, 2 Bathroom, Sleeps 2
Location: Wailea, Hawaii, United States


$250 - $295 /night
$1575 - $2135 /week
Grand Champions #165, 2Br/2Ba On The Golf Course - Great ...

  5 reviews   Add to Favorites

Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Wailea, Hawaii, United States


$189 - $224 /night
$1323 - $2990 /week
Grand Champions #48 is a 2bd 2ba Ocean View condo that Sl...

  58 reviews   Add to Favorites

Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Wailea, Hawaii, United States


$190 - $250 /night
$1330 - $1750 /week
Wailea Ekahi 48C ~ 1 BR 2 Bath Wailea Condo! Book it now!

  8 reviews   Add to Favorites

Condo: 1 Bedroom, 2 Bathroom, Sleeps 4
Location: Wailea, Hawaii, United States


$180 - $335 /night
$1190 - $2800 /week
Spring Specials! Stunning 3-BR Condo on a World-Class Gol...

  26 reviews   Add to Favorites

Condo: 3 Bedroom, 2 Bathroom, Sleeps 6
Location: Wailea, Hawaii, United States


$115 - $220 /night
$700 - $1645 /week
Beautifully Renovated 1-BR Condo, Nearby World-Class Golf...

  10 reviews   Add to Favorites

Condo: 1 Bedroom, 2 Bathroom, Sleeps 4
Location: Wailea, Hawaii, United States


$169 - $254 /night
$1183 - $2990 /week
Palms at Wailea 702 Upstairs Garden View 1B/2B Sleeps 4. ...

  31 reviews   Add to Favorites

Condo: 1 Bedroom, 2 Bathroom, Sleeps 4
Location: Wailea, Hawaii, United States


Contact Owner
Directly For Rates
2 Bedroom Garden View

Condo: 2 Bedroom, 2 Bathroom, Sleeps 2
Location: Wailea, Hawaii, United States


$199 - $299 /night
$1393 - $3240 /week
Palms at Wailea #1501 Ocean View Inner Court Ground Floor...

  35 reviews   Add to Favorites

Condo: 1 Bedroom, 2 Bathroom, Sleeps 4
Location: Wailea, Hawaii, United States


$199 - $289 /night
$1393 - $3490 /week
Wailea Ekolu 805 Deluxe 2 Bd. 2 Bath, Ocean View Townhouse!

  23 reviews   Add to Favorites

Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Wailea, Hawaii, United States


$199 - $299 /night
$1393 - $3240 /week
Palms at Wailea 2303 Ground Floor 2bd 2ba Sleeps 6 Great ...

  26 reviews   Add to Favorites

Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Wailea, Hawaii, United States



$5670 - $11165 /week
Ho'olei #39-3 'Ocean's Invitation' Premier Location and V...

  18 reviews   Add to Favorites

Condo: 3 Bedroom, 3.5 Bathroom, Sleeps 8
Location: Wailea, Hawaii, United States


$250 - $250 /night
$1575 - $2135 /week
Grand Champions #35 Ocean View 2R/2Br Upper Floor - Great...

  42 reviews   Add to Favorites

Condo: 2 Bedroom, 2 Bathroom, Sleeps 5
Location: Wailea, Hawaii, United States


$174 - $224 /night
$1218 - $2990 /week
Grand Champions #51 is a 2Bd 2Ba is a large condo that sl...

  36 reviews   Add to Favorites

Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Wailea, Hawaii, United States


$215 - $315 /night
$1505 - $3950 /week
Wailea Ekolu #201 Remodeled 2Bd/2Ba Oceanview Condo Sleeps 6

  10 reviews   Add to Favorites

Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Wailea, Hawaii, United States


$279 - $299 /night
$1953 - $4490 /week
Spacious and Elegant 2b/2B View Condo

  18 reviews   Add to Favorites

Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Wailea, Hawaii, United States


$325 - $325 /night
$2135 - $2695 /week
Wailea Ekolu #310 All New and Spectacular Ocean Views !!!

  13 reviews   Add to Favorites

Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Wailea, Hawaii, United States


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