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Wailea Vacation Rentals

77 Wailea Vacation Rentals were found matching your criteria.


Featured
$329 - $684 /night
$2303 - $4790 /week
Palms at Wailea #1508 Panroamic Ocean Views 2/2 Sleeps 6 ...

  40 reviews   Add to Favorites

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


Featured
$299 - $641 /night
$2093 - $4490 /week
Palms at Wailea #1105 Oceanview Completely Remodeled 2Bd ...

  37 reviews   Add to Favorites

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


Featured
$295 - $380 /night
$2065 - $2660 /week
Summer Special! Wailea Ekahi 46F- Spacious 2 BR 2 Bath Co...

  5 reviews   Add to Favorites

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


$750 - $2550 /night
Luxurious Oceanfront Villa

Villa: 4 Bedroom, 3 Bathroom, Sleeps 9
Location: Wailea, Hawaii, United States


$218 - $726 /night
$1526 - $5083 /week
Wailea Ekolu 1604 - 2 Bedrooms, 2nd Floor, 2 Pools

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


$740 - $2372 /night
$5180 - $16604 /week
Ho'olei 39-3 - 3 Bedroom, Spacious Upscale Condo, Views, ...

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


$395 - $893 /night
$2765 - $6250 /week
Wailea Elua #2110 - Gorgeous Ocean View 2B/2B

  35 reviews   Add to Favorites

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


$185 - $662 /night
$1295 - $4636 /week
Grand Champions 75 - 2-Bedroom, Ocean View, Golf View, Pool

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


$225 - $499 /night
$1575 - $3490 /week
Wailea Ekolu #804 Best Panoramic Ocean View 1Bd 2Ba Priva...

  20 reviews   Add to Favorites

Condo: 1 Bedroom, 2 Bathroom, Sleeps 4
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


$174 - $427 /night
$1218 - $2990 /week
Grand Champions #51 is a 2Bd 2Ba is a large condo that sl...

  48 reviews   Add to Favorites

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


$275 - $819 /night
$1925 - $5731 /week
Grand Champions 134 - Renovated 3-Bedroom, Pool, Tennis

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


$230 - $593 /night
$1610 - $4150 /week
Wailea Ekolu #205 Ocean View, Ground Floor, Sleeps 6

  3 reviews   Add to Favorites

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


$239 - $607 /night
$1673 - $4250 /week
Wailea Ekolu #105 Scenic Ocean View, Great Location, Slee...

  24 reviews   Add to Favorites

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


$255 - $607 /night
$1785 - $4250 /week
Wailea Ekolu #406 2 Bd 2Ba Panoramic Ocean View, Full A/C...

  11 reviews   Add to Favorites

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


$249 - $570 /night
$1743 - $3990 /week
Palms at Wailea #1101 Great Ocean Views! Large Sun Deck! ...

  50 reviews   Add to Favorites

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


$159 - $356 /night
$1113 - $2490 /week
Grand Champions #151 is a1 Bd 2 Ba fronting the Wailea Go...

  1 reviews   Add to Favorites

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


$140 - $468 /night
$980 - $3276 /week
Grand Champions 181 - 1 Bedroom Condo, Beautifully Renova...

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


$175 - $610 /night
$1225 - $4268 /week
Grand Champions 138, 2 Bedrooms, Remodeled, 2 Master Suit...

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


$327 - $955 /night
$2289 - $6687 /week
Wailea Ekahi 27B - 2 Bedrooms, Ocean View, Pool, Sleeps 6

Condo: 2 Bedroom, 2.5 Bathroom, Sleeps 6
Location: Wailea, Hawaii, United States


$225 - $499 /night
$1575 - $3490 /week
Palms at Wailea #1005 Panoramic Ocean Views 1Bd 2Ba Sleep...

  42 reviews   Add to Favorites

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


$225 - $593 /night
$1575 - $4150 /week
Wailea Ekolu #501 Panoramic Ocean View, 2Bd/2Ba, A/C, Sle...

  14 reviews   Add to Favorites

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


$189 - $427 /night
$1323 - $2990 /week
Palms at Wailea Unit #2305 Quiet and Very Private! Summer...

  29 reviews   Add to Favorites

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


$204 - $681 /night
$1428 - $4765 /week
Wailea Ekahi 38B - Charming 1 Bedroom Condo, Access to 4 ...

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


$204 - $681 /night
$1428 - $4765 /week
Grand Champions 165 - 2 Bedrooms, Remodeled, Pools & Jacuzzi

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


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