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Wailea Vacation Rentals

108 Wailea Vacation Rentals were found matching your criteria.


Featured
$299 - $449 /night
$2093 - $3143 /week
Palms at Wailea #1105 Lovely Ocean View, 2Bd 2Bath, Great...

  46 reviews   Add to Favorites

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


Featured
$345 - $499 /night
$2415 - $3493 /week
Palms at Wailea #1508, Panoramic Ocean View 2Bd/2Ba, Slee...

  47 reviews   Add to Favorites

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


Featured
$295 - $400 /night
$2065 - $2800 /week
Wailea Ekahi 46F- Spacious 2 bedroom 2 Bath Condo in Wailea!

  8 reviews   Add to Favorites

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


$218 - $726 /night
$1526 - $5083 /week
Wailea Ekahi 17E, 1 Bedroom, Ocean View Oversized Lanai, ...

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


$289 - $493 /night
$2023 - $3451 /week
Palms at Wailea #1101

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


$230 - $315 /night
$1610 - $2205 /week
Palms at Wailea #1209 1Bd/2Ba Fully Air Conditioned, Grea...

  16 reviews   Add to Favorites

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


$260 - $772 /night
$1820 - $5405 /week
Wailea Ekahi 17D - 1 Bedroom, 2nd Floor Panoramic Ocean V...

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


$273 - $400 /night
$1911 - $2800 /week
Palms at Wailea #1902

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


$395 - $645 /night
$2765 - $4515 /week
Grand Champions #143 is a 3Bd/2Ba 1st floor golf course v...

  15 reviews   Add to Favorites

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


$440 - $550 /night
$3080 - $3850 /week
Grand Champions 090

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


$180 - $636 /night
$1260 - $4451 /week
Grand Champions 49 - 2 Bedrooms, Spacious Lanai, Remodele...

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


$350 - $600 /night
$2450 - $4200 /week
Grand Champions #72 3-BR, on Golf Course, Partial Ocean V...

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


$203 - $347 /night
$1421 - $2429 /week
Palms at Wailea #1803

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


$250 - $420 /night
$1750 - $2940 /week
Wailea Ekolu #201 2Bd/2Ba Ocean View Condo Near Beach, A/...

  17 reviews   Add to Favorites

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


$204 - $681 /night
$1428 - $4765 /week
Wailea Ekahi 41B - 1 Bedroom, Ground Floor, Beach Access,...

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


$269 - $369 /night
$1883 - $2583 /week
Wailea Ekolu #1608 1Bd/2Ba Full Ocean View, Meticulous Gr...

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


$284 - $435 /night
$1988 - $3045 /week
Wailea Ekahi #45-E

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


$261 - $405 /night
$1827 - $2835 /week
Palms at Wailea #1005

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


$245 - $460 /night
$1715 - $3220 /week
Wailea Ekolu #105 2Bd/2Ba Scenic Ocean View Great Locatio...

  37 reviews   Add to Favorites

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


$219 - $347 /night
$1533 - $2429 /week
Palms at Wailea #2305

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


$347 - $521 /night
$2429 - $3647 /week
Palms at Wailea #1105

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


$360 - $504 /night
$2520 - $3528 /week
Stop! Look No Further! Palms at Wailea #1503 2Bd Ocean Vi...

  37 reviews   Add to Favorites

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


$225 - $681 /night
$1574 - $4765 /week
Grand Champions 35, 2 Bedrooms, 3rd Floor, Ocean View, Po...

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


Contact Owner
Directly For Rates
Wailea Point 3401 Exclusive Gated Complex on Wailea Beach...

  1 reviews   Add to Favorites

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


$312 - $428 /night
$2184 - $2996 /week
Wailea Ekolu #1608

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


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