Wailea Vacation Rentals & Apartments - 93 Rentals Available
93 Vacation rentals
EPIC OCEAN VIEW - LUXURY AT IT'S BEST
Wailea Condo
- 2 bedrooms 2
- 2 bathrooms
- Sleeps 5 5
- 7 nights min
- Beach/lakeside relaxation
- Ask about children
- Air conditioning
$260
from $260 / night
Hoku at Ho'olei - Grand Wailea Resort Privileges
Wailea Villa
- 3 bedrooms 3
- 4 bathrooms
- Sleeps 8 8
- Min stay varies
- Beach/lakeside relaxation
- Nearest beach 0.2 mi
- Swimming pool
$1288
from $1288 / night
Aloha Kai Suite at Wailea Beach Villas PH 205
Wailea Villa
- 3 bedrooms 3
- 3 bathrooms
- Sleeps 8 8
- Min stay varies
- Beach/lakeside relaxation
- Swimming pool
- Child friendly
$896
from $896 / night
Grand Champions # 150
Wailea Apartment
- 2 bedrooms 2
- 2 bathrooms
- Sleeps 4 4
- Min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$305
from $305 / night
Grand Champions # 8
Wailea Apartment
- 2 bedrooms 2
- 2 bathrooms
- Sleeps 4 4
- Min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$250
from $250 / night
WAILEA ELUA, #2003*
Wailea Apartment
- 1 bedroom 1
- 2 bathrooms
- Sleeps 4 4
- Min stay varies
- Ask about children
- Air conditioning
$375
from $375 / night
Wailea Elua #1904
Wailea Apartment
- 2 bedrooms 2
- 2 bathrooms
- Sleeps 4 4
- Min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$690
from $690 / night
Grand Champions # 163
Wailea Apartment
- 2 bedrooms 2
- 2 bathrooms
- Sleeps 4 4
- Min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$260
from $260 / night
Wailea Ekolu #1606
Wailea Apartment
- 2 bedrooms 2
- 2 bathrooms
- Sleeps 4 4
- Min stay varies
- Ask about children
- Air conditioning
$270
from $270 / night
WAILEA ELUA, #2204*
Wailea Apartment
- 2 bedrooms 2
- 2 bathrooms
- Sleeps 4 4
- Min stay varies
- Ask about children
- Air conditioning
$440
from $440 / night
WAILEA ELUA, #0902*
Wailea Apartment
- 2 bedrooms 2
- 2 bathrooms
- Sleeps 4 4
- Min stay varies
- Ask about children
- Air conditioning
$440
from $440 / night
Grand Champions # 139
Wailea Apartment
- 2 bedrooms 2
- 2 bathrooms
- Sleeps 4 4
- Min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$295
from $295 / night
WAILEA ELUA, #2106*
Wailea Apartment
- 2 bedrooms 2
- 2 bathrooms
- Sleeps 4 4
- Min stay varies
- Ask about children
- Air conditioning
$383
from $383 / night
MAKENA SURF RESORT, #G-101
Wailea Apartment
- 2 bedrooms 2
- 2 bathrooms
- Sleeps 4 4
- Min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$540
from $540 / night
Grand Champions # 186
Wailea Apartment
- 2 bedrooms 2
- 2 bathrooms
- Sleeps 4 4
- Min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$260
from $260 / night
WAILEA ELUA, #1204*^
Wailea Apartment
- 2 bedrooms 2
- 2 bathrooms
- Sleeps 4 4
- Min stay varies
- Ask about children
- Air conditioning
$599
from $599 / night
Grand Champions # 154
Wailea Apartment
- 3 bedrooms 3
- 2 bathrooms
- Sleeps 6 6
- Min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$430
from $430 / night
Ho'olei #93-5
Wailea Apartment
- 3 bedrooms 3
- 4 bathrooms
- Sleeps 8 8
- Min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$880
from $880 / night
Wailea Ekahi #17B
Wailea Apartment
- 1 bedroom 1
- 2 bathrooms
- Sleeps 4 4
- Min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$235
from $235 / night
WAILEA ELUA, #2107*
Wailea Apartment
- 2 bedrooms 2
- 2 bathrooms
- Sleeps 4 4
- Min stay varies
- Ask about children
- Air conditioning
$399
from $399 / night
WAILEA ELUA, #0202
Wailea Apartment
- 2 bedrooms 2
- 2 bathrooms
- Sleeps 4 4
- Min stay varies
- Ask about children
- Air conditioning
$440
from $440 / night
Wailea Ekahi #3C
Wailea Apartment
- 1 bedroom 1
- 1 bathroom
- Sleeps 2 2
- Min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$206
from $206 / night
MAKENA SURF RESORT, #E-206^
Wailea Apartment
- 2 bedrooms 2
- 2 bathrooms
- Sleeps 4 4
- Min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$612
from $612 / night
WAILEA ELUA, #2201*^
Wailea Apartment
- 2 bedrooms 2
- 2 bathrooms
- Sleeps 4 4
- Min stay varies
- Ask about children
- Air conditioning
$383
from $383 / night
Grand Champions # 165
Wailea Apartment
- 2 bedrooms 2
- 2 bathrooms
- Sleeps 4 4
- Min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$260
from $260 / night
Grand Champions # 54
Wailea Apartment
- 1 bedroom 1
- 2 bathrooms
- Sleeps 4 4
- Min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$215
from $215 / night
WAILEA GRAND CHAMPION, #180^
Wailea Apartment
- 3 bedrooms 3
- 2 bathrooms
- Sleeps 6 6
- Min stay varies
- Swimming pool
- Ask about children
$250
from $250 / night
MAKENA SURF RESORT, #G-204*^
Wailea Apartment
- 2 bedrooms 2
- 2 bathrooms
- Sleeps 4 4
- Min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$540
from $540 / night
WAILEA ELUA, #0307*
Wailea Apartment
- 2 bedrooms 2
- 2 bathrooms
- Sleeps 4 4
- Min stay varies
- Ask about children
- Air conditioning
$383
from $383 / night
MAKENA SURF RESORT, #B-205^
Wailea Apartment
- 2 bedrooms 2
- 2 bathrooms
- Sleeps 4 4
- Min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$612
from $612 / night
Grand Champions # 86
Wailea Apartment
- 1 bedroom 1
- 2 bathrooms
- Sleeps 2 2
- Min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$226
from $226 / night
WAILEA ELUA, #1510*
Wailea Apartment
- 2 bedrooms 2
- 2 bathrooms
- Sleeps 4 4
- Min stay varies
- Ask about children
- Air conditioning
$383
from $383 / night
Wailea Ekahi #17D
Wailea Apartment
- 1 bedroom 1
- 2 bathrooms
- Sleeps 4 4
- Min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$345
from $345 / night
WAILEA EKOLU, #914
Wailea Apartment
- 2 bedrooms 2
- 3 bathrooms
- Sleeps 5 5
- Min stay varies
- Swimming pool
- Ask about children
$267
from $267 / night
MAKENA SURF RESORT, #E-205
Wailea Apartment
- 2 bedrooms 2
- 2 bathrooms
- Sleeps 4 4
- Min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$499
from $499 / night
Wailea Ekahi #41B
Wailea Apartment
- 1 bedroom 1
- 2 bathrooms
- Sleeps 2 2
- Min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$290
from $290 / night
Grand Champions # 102
Wailea Apartment
- 2 bedrooms 2
- 2 bathrooms
- Sleeps 4 4
- Min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$260
from $260 / night
WAILEA ELUA, #1305*^
Wailea Apartment
- 3 bedrooms 3
- 3 bathrooms
- Sleeps 6 6
- Min stay varies
- Ask about children
- Air conditioning
$1166
from $1166 / night
Wailea Ekahi #4E
Wailea Apartment
- 1 bedroom 1
- 1 bathroom
- Sleeps 2 2
- Min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$240
from $240 / night
Wailea Ekahi #27B
Wailea Apartment
- 2 bedrooms 2
- 3 bathrooms
- Sleeps 6 6
- Min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$451
from $451 / night
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