Wailea Vacation Rentals & Apartments - 514 Rentals Available
514 Vacation rentals
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
$995.00
from $995.00 / night
South Kihei Paradise & Great Location
Wailea Condo
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- min stay varies
- Nearest beach 0 mi
- Swimming pool
- Child friendly
Responds fast! Avg. 3 hours 5 minutes
$159.00
from $159.00 / night
WAILEA ELUA, #0902
Wailea Apartment
- 2 bedrooms 2
- sleeps 5 5
- min stay varies
- Ask about children
- Ask about pets
$419.00
from $419.00 / night
Coral Gardens at Makena Bay
Wailea House
- 4 bedrooms 4
- 4 bathrooms
- sleeps 8 8
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$2,700.00
from $2,700.00 / night
WAILEA ELUA, #2003
Wailea Apartment
- 1 bedroom 1
- sleeps 4 4
- min stay varies
- Ask about children
- Ask about pets
$399.00
from $399.00 / night
WAILEA EKOLU, #914
Wailea Apartment
- 2 bedrooms 2
- sleeps 5 5
- min stay varies
- Swimming pool
- Ask about children
- Ask about pets
$267.00
from $267.00 / night
Ho'olei at Grand Wailea - Deluxe Ocean View
Wailea Villa
- 3 bedrooms 3
- 3 bathrooms
- sleeps 6 6
- min stay varies
- Ask about children
- Air conditioning
$1,695.00
from $1,695.00 / night
Hale Makena Maui
Wailea Villa
- 4 bedrooms 4
- 4 bathrooms
- sleeps 8 8
- min stay varies
- Ask about children
- Ask about pets
Responds fast! Avg. 29 minutes
$2,700.00
from $2,700.00 / night
WAILEA ELUA, #2010
Wailea Apartment
- 2 bedrooms 2
- sleeps 6 6
- min stay varies
- Ask about children
- Ask about pets
$339.00
from $339.00 / night
WAILEA GRAND CHAMPION, #180^
Wailea Apartment
- 3 bedrooms 3
- sleeps 6 6
- min stay varies
- Swimming pool
- Ask about children
- Ask about pets
$229.00
from $229.00 / night
WAILEA EKOLU, #312
Wailea Apartment
- 1 bedroom 1
- sleeps 4 4
- min stay varies
- Swimming pool
- Ask about children
- Ask about pets
$189.00
from $189.00 / night
WAILEA EKAHI, #22B
Wailea Apartment
- 1 bedroom 1
- sleeps 4 4
- min stay varies
- Ask about children
- Ask about pets
$279.00
from $279.00 / night
WAILEA ELUA, #0801*
Wailea Apartment
- 2 bedrooms 2
- sleeps 6 6
- min stay varies
- Ask about children
- Ask about pets
$339.00
from $339.00 / night
MAKENA SURF RESORT, #G-206^
Wailea Apartment
- 2 bedrooms 2
- sleeps 4 4
- min stay varies
- Swimming pool
- Ask about children
- Ask about pets
$539.00
from $539.00 / night
WAILEA ELUA, #0702
Wailea Apartment
- 2 bedrooms 2
- sleeps 6 6
- min stay varies
- Ask about children
- Ask about pets
$370.00
from $370.00 / night
WAILEA ELUA, #1305^
Wailea Apartment
- 3 bedrooms 3
- sleeps 8 8
- min stay varies
- Ask about children
- Ask about pets
$1,569.00
from $1,569.00 / night
Wailea Seashore Suite K507 at Wailea Beach Villas
Wailea House
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 5 nights min
- Swimming pool
- Child friendly
- Air conditioning
$995.00
from $995.00 / night
Turquoise Cove G301 at Makena Surf
Wailea House
- 4 bedrooms 4
- 5 bathrooms
- sleeps 8 8
- 6 nights min
- Swimming pool
- Child friendly
- Air conditioning
$1,345.00
from $1,345.00 / night
Sandcastles Suite L509 Wailea Beach Villas
Wailea House
- 4 bedrooms 4
- 3 bathrooms
- sleeps 8 8
- 5 nights min
- Swimming pool
- Child friendly
- Air conditioning
$1,650.00
from $1,650.00 / night
Orient Pacific Suite J505 at Wailea Beach Villas
Wailea Villa
- 3 bedrooms 3
- 3 bathrooms
- sleeps 6 6
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$1,025.00
from $1,025.00 / night
WAILEA ELUA, #0206^
Wailea Apartment
- 1 bedroom 1
- sleeps 2 2
- min stay varies
- Ask about children
- Ask about pets
$399.00
from $399.00 / night
Grand Seascape K407 Wailea Beach Villas
Wailea Villa
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 5 nights min
- Swimming pool
- Child friendly
- Air conditioning
$925.00
from $925.00 / night
WAILEA ELUA, #2107*
Wailea Apartment
- 2 bedrooms 2
- sleeps 6 6
- 5 nights min
- Ask about children
- Ask about pets
$410.00
from $410.00 / night
WAILEA GRAND CHAMPION, #163
Wailea Apartment
- 2 bedrooms 2
- sleeps 5 5
- min stay varies
- Swimming pool
- Ask about children
- Ask about pets
$189.00
from $189.00 / night
WAILEA ELUA, #0105
Wailea Apartment
- 2 bedrooms 2
- sleeps 6 6
- min stay varies
- Ask about children
- Ask about pets
$383.00
from $383.00 / night
MAKENA SURF RESORT, #G-204*^
Wailea Apartment
- 2 bedrooms 2
- sleeps 5 5
- min stay varies
- Swimming pool
- Ask about children
- Ask about pets
$499.00
from $499.00 / night
Castaway Cove C201 at Wailea Beach Villas
Wailea House
- 3 bedrooms 3
- 4 bathrooms
- sleeps 6 6
- 5 nights min
- Swimming pool
- Child friendly
- Air conditioning
$1,045.00
from $1,045.00 / night
WAILEA ELUA, #1204^
Wailea Apartment
- 2 bedrooms 2
- sleeps 5 5
- min stay varies
- Ask about children
- Ask about pets
$599.00
from $599.00 / night
WAILEA ELUA, #1601*
Wailea Apartment
- 1 bedroom 1
- sleeps 4 4
- min stay varies
- Ask about children
- Ask about pets
$420.00
from $420.00 / night
MAKENA SURF RESORT, #F-202
Wailea Apartment
- 2 bedrooms 2
- sleeps 6 6
- min stay varies
- Swimming pool
- Ask about children
- Ask about pets
$486.00
from $486.00 / night
WAILEA EKAHI, #04C*^
Wailea Apartment
- 1 bedroom 1
- sleeps 4 4
- min stay varies
- Ask about children
- Ask about pets
$219.00
from $219.00 / night
MAKENA SURF RESORT, #B-205^
Wailea Apartment
- 2 bedrooms 2
- sleeps 4 4
- min stay varies
- Swimming pool
- Ask about children
- Ask about pets
$619.00
from $619.00 / night
WAILEA EKOLU, #401*
Wailea Apartment
- 2 bedrooms 2
- sleeps 6 6
- min stay varies
- Swimming pool
- Ask about children
- Ask about pets
$199.00
from $199.00 / night
MAKENA SURF RESORT, #G-201*
Wailea Apartment
- 2 bedrooms 2
- sleeps 6 6
- min stay varies
- Swimming pool
- Ask about children
- Ask about pets
$529.00
from $529.00 / night
Sea Breeze Suite J405 at Wailea Beach Villas
Wailea Villa
- 3 bedrooms 3
- 3 bathrooms
- sleeps 6 6
- 5 nights min
- Swimming pool
- Child friendly
- Air conditioning
$995.00
from $995.00 / night
WAILEA ELUA, #2101*
Wailea Apartment
- 1 bedroom 1
- sleeps 4 4
- min stay varies
- Ask about children
- Ask about pets
$239.00
from $239.00 / night
Best Kihei Location; Oceanfront with Stunning Views; Spacious 2BR on the Beach!
Wailea Condo
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- min stay varies
- Child friendly
- Air conditioning
- Private garden
$295.00
from $295.00 / night
Wailea Sunset Bungalow
Wailea House
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$1,095.00
from $1,095.00 / night
WAILEA ELUA, #2304
Wailea Apartment
- 2 bedrooms 2
- sleeps 6 6
- min stay varies
- Ask about children
- Ask about pets
$440.00
from $440.00 / night
WAILEA ELUA, #0106
Wailea Apartment
- 1 bedroom 1
- sleeps 2 2
- min stay varies
- Ask about children
- Ask about pets
$293.00
from $293.00 / night
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