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Wailea Holiday Rentals

68 Wailea Holiday Rentals were found matching your criteria.


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

  35 reviews   Add to Favorites

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


Featured
$295 - $310 /night
$1820 - $2170 /week
Grand Champion #139 - Beautiful Full Renovation 2015 !

  26 reviews   Add to Favorites

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


Featured
$280 - $380 /night
$1960 - $2660 /week
Wailea Ekahi 46F- Spacious 2 bedroom 2 Bath Condo in Wailea!

  5 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 ...

  34 reviews   Add to Favorites

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


Featured
$250 - $305 /night
$1575 - $2135 /week
Grand Champions #163 2Br/2Ba Convenient 1st Floor Location.

  38 reviews   Add to Favorites

Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
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


$260 - $280 /night
$1645 - $1960 /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


$289 - $641 /night
$2023 - $4490 /week
Palms at Wailea #205 2B/2B - Luxurious! - Jan-Feb. Specia...

  13 reviews   Add to Favorites

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


$199 - $427 /night
$1393 - $2990 /week
Wailea Grand Champions #50 is a 2 Bd 2 Ba Upgraded Unit. ...

  16 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


$245 - $285 /night
$1540 - $1995 /week
Palms at Wailea #1606 Spacious 2Br/2Ba - Great Rates - Fr...

  53 reviews   Add to Favorites

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


$189 - $427 /night
$1323 - $2990 /week
Grand Champions #45 is a 2bd 2ba Ocean view condo that Sl...

  13 reviews   Add to Favorites

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


$225 - $463 /night
$1575 - $3240 /week
Palms at Wailea #1501 Ocean View Inner Court Ground Floor...

  38 reviews   Add to Favorites

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


$190 - $225 /night
$1225 - $1575 /week
Grand Champions #162 - Top Floor with Great Ocean View !

  21 reviews   Add to Favorites

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


$425 - $515 /night
$2975 - $3605 /week
Up to 30% OFF through April! - Grand Champions #090

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


$260 - $280 /night
$1645 - $1960 /week
Grand Champions #49 - Ground Floor, Corner Location with ...

  9 reviews   Add to Favorites

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


$425 - $500 /night
$2975 - $3500 /week
Up to 30% OFF through April! - Grand Champions #033

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


$180 - $320 /night
$1190 - $2450 /week
Beautiful 2-Bedroom Condo with a Partial Ocean View

  58 reviews   Add to Favorites

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


$810 - $955 /night
$5670 - $6685 /week
Ho'olei #39-3 'Ocean's Invitation' Premier Location and V...

  22 reviews   Add to Favorites

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


$215 - $564 /night
$1505 - $3950 /week
Wailea Ekolu #201 Remodeled 2Bd/2Ba Oceanview Condo Sleeps 6

  13 reviews   Add to Favorites

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


$400 - $400 /night
$2450 - $2800 /week
Wailea Ekolu #1206 - Modern, Luxurious 2 BR 2 BA Condominium

  10 reviews   Add to Favorites

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


$255 - $564 /night
$1785 - $3950 /week
Wailea Ekolu #406 2 Bd 2Ba Panoramic Ocean View, Full A/C...

  4 reviews   Add to Favorites

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


$265 - $395 /night
$1750 - $3150 /week
Stunning 3-Bedroom Condo on a World-Class Golf Resort.

  37 reviews   Add to Favorites

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


$199 - $463 /night
$1393 - $3240 /week
Palms at Wailea 603 2bd 2ba Sleeps 6 Great Rates!!

  18 reviews   Add to Favorites

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


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