More Filters

Price per Night Range

$0
$1000+


Accommodations


Interest


Wailea Vacation Rentals

69 Wailea Vacation Rentals were found matching your criteria.


Featured
$345 - $684 /night
$2415 - $4790 /week
Palms at Wailea #1508 Panroamic Ocean Views 2/2 Sleeps 6 ...

  42 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 ...

  41 reviews   Add to Favorites

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


Featured
$295 - $380 /night
$1900 - $2660 /week
Summer Special! Wailea Ekahi 46F- Spacious 2 BR 2 Bath Co...

  6 reviews   Add to Favorites

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


$294 - $772 /night
$2058 - $5405 /week
Wailea Ekahi 32B - 1 Bedroom, Ocean View, Access to 4 Pools

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


$233 - $772 /night
$1630 - $5405 /week
Wailea Ekahi 17D - 1 Bedroom, 2nd Floor Panoramic Ocean V...

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


$295 - $707 /night
$2065 - $4950 /week
Palms at Wailea #1102 Probably the best ocean view at the...

  5 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 #1204 Ocean View, Sleeps 4.

  35 reviews   Add to Favorites

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


$180 - $636 /night
$1260 - $4451 /week
Grand Champions 8 - 2 Bedrooms, Top Floor Private Lanai, ...

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


$265 - $772 /night
$1855 - $5405 /week
Wailea Ekolu 1106 - 2 Bedrooms, Modern Updates, Ocean Vie...

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


$210 - $550 /night
$1470 - $3850 /week
Palms at Wailea #606 2B/2B Beautifully Furnished, Great R...

  14 reviews   Add to Favorites

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


$265 - $772 /night
$1855 - $5405 /week
Wailea Ekolu 1610 - 2 Bedrooms, Renovated, Ocean View, 2 ...

Condo: 2 Bedroom, 2.5 Bathroom, Sleeps 5
Location: Wailea, Hawaii, United States


Contact Owner
Directly For Rates
Wailea Point 3401 Exclusive gated complex on Wailea Beach...

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


$199 - $464 /night
$1393 - $3250 /week
Grand Champions #48 is a 2bd 2ba Ocean View condo that Sl...

  81 reviews   Add to Favorites

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


$225 - $570 /night
$1575 - $3990 /week
Wailea Ekolu #1207 2B/2B Fully Remodeled Ground Floor Con...

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


$255 - $641 /night
$1785 - $4490 /week
Wailea Ekolu #406 2 Bd 2Ba Panoramic Ocean View, Full A/C...

  17 reviews   Add to Favorites

Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
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


$175 - $385 /night
$1225 - $2695 /week
Grand Champions 138, 2 Bedrooms, Remodeled, 2 Master Suit...

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


$249 - $636 /night
$1743 - $4450 /week
Wailea Ekolu #105 Scenic Ocean View, Great Location, Slee...

  29 reviews   Add to Favorites

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


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

  32 reviews   Add to Favorites

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


$204 - $681 /night
$1428 - $4765 /week
Grand Champions 186 - 2 Bedrooms, 2nd Floor, Overlooking ...

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


$279 - $641 /night
$1953 - $4490 /week
Spacious and Elegant 2b/2B View Condo

  33 reviews   Add to Favorites

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


$300 - $550 /night
$2100 - $3850 /week
Wailea Ekahi 34B - 1 Bedroom, Updated Ocean View, Access ...

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


$170 - $662 /night
$1190 - $4636 /week
Grand Champions 27 - 2 Bedroom, 2 Bath Condo on 2nd Floor...

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


$215 - $464 /night
$1505 - $3250 /week
Grand Champions #45 is a 2bd 2ba Ocean view condo that Sl...

  32 reviews   Add to Favorites

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


$425 - $695 /night
$2975 - $4865 /week
Wailea Elua #701: Ocean View, Large Lanai, Close to Pool

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


This map is intended to be used as a reference only.

Maui Top Cities

Vacation Rental Deals and Specials

Find additional Vacation Rentals: