More Filters

Price per Night Range

$0
$1000+


Accommodations


Interest


Wailea Vacation Rentals

67 Wailea Vacation Rentals were found matching your criteria.


Featured
$260 - $305 /night
$1645 - $1960 /week
Grand Champions #163 2Br/2Ba Convenient 1st Floor Location.

  39 reviews   Add to Favorites

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


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

  36 reviews   Add to Favorites

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


Featured
$295 - $340 /night
$1820 - $2170 /week
Grand Champion #139 - Beautiful Full Renovation 2015 !

  27 reviews   Add to Favorites

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


Featured
$295 - $380 /night
$2065 - $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 ...

  35 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


$189 - $399 /night
$1323 - $2790 /week
Palms at Wailea #1005 Panoramic Ocean Views 1Bd 2Ba Sleep...

  35 reviews   Add to Favorites

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


$215 - $593 /night
$1505 - $4150 /week
Wailea Ekolu #501 Panoramic Ocean View, 2Bd/2Ba, A/C, Sle...

  10 reviews   Add to Favorites

Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
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


$335 - $385 /night
$2205 - $2485 /week
Wailea Ekolu #1106 - Modern 2nd Floor 2 BR, 2 Bath Ocean ...

  6 reviews   Add to Favorites

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


$215 - $593 /night
$1505 - $4150 /week
Wailea Ekolu 805 Deluxe 2 Bd. 2 Bath, Ocean View Townhouse!

  28 reviews   Add to Favorites

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


$270 - $355 /night
$1785 - $2310 /week
Wailea Ekolu #1604 - Beautiful Upgrades and Full Remodel

  29 reviews   Add to Favorites

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


$325 - $750 /night
$2275 - $5250 /week
Grand Champions #143 is a 3 BR 2 bath renovated Summer Sp...

  8 reviews   Add to Favorites

Condo: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: Wailea, Hawaii, United States


$260 - $305 /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


$350 - $400 /night
$2345 - $2625 /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


$335 - $385 /night
$2205 - $2485 /week
Wailea Ekolu #1610

  7 reviews   Add to Favorites

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


$255 - $607 /night
$1785 - $4250 /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


$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


$215 - $564 /night
$1505 - $3950 /week
Wailea Ekolu #205 Ocean View, Ground Floor, Sleeps 6

  2 reviews   Add to Favorites

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


$335 - $385 /night
$2205 - $2485 /week
Wailea Ekolu #310 All New and Spectacular Ocean Views !!!

  17 reviews   Add to Favorites

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


$170 - $630 /night
$1071 - $4410 /week
Grand Champions 75 - Ocean and Fairway Views

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


$710 - $855 /night
$4970 - $5985 /week
Ho'olei #55-2 Luxurious and Spacious Wailea Rental Home

  14 reviews   Add to Favorites

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


$260 - $305 /night
$1645 - $1960 /week
Grand Champions #102 2Br/2Ba Golf Course and Mountain Vie...

  19 reviews   Add to Favorites

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


$190 - $240 /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


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

Maui Top Cities

Vacation Rental Deals and Specials

Find additional Vacation Rentals: