Wailea Vacation Rentals & Apartments - 524 Rentals Available
524 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
$896.00
from $896.00 / 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
INDO LOTUS BEACH HOUSE
Wailea Apartment
- 4 bedrooms 4
- sleeps 8 8
- 5 nights min
- Ask about children
- Ask about pets
$1,299.00
from $1,299.00 / night
MAKENA SURF RESORT, #C-103
Wailea Apartment
- 2 bedrooms 2
- sleeps 4 4
- min stay varies
- Swimming pool
- Ask about children
- Ask about pets
$496.00
from $496.00 / night
MAKENA SURF RESORT, #F-202
Wailea Apartment
- 2 bedrooms 2
- sleeps 4 4
- 5 nights min
- Swimming pool
- Ask about children
- Ask about pets
$486.00
from $486.00 / night
MAKENA SURF RESORT, #B-205^
Wailea Apartment
- 2 bedrooms 2
- sleeps 4 4
- 5 nights min
- Swimming pool
- Ask about children
- Ask about pets
$662.00
from $662.00 / night
Sweeping Ocean Views; Private High End Condo!
Wailea Condo
- 1 bedroom 1
- 2 bathrooms
- sleeps 4 4
- min stay varies
- Swimming pool
- Air conditioning
$199.00
from $199.00 / night
Sun Splash C301 Wailea Beach Villas
Wailea House
- 3 bedrooms 3
- 4 bathrooms
- sleeps 6 6
- 5 nights min
- Swimming pool
- Child friendly
- Air conditioning
$1,595.00
from $1,595.00 / night
WAILEA ELUA, #2106
Wailea Apartment
- 2 bedrooms 2
- sleeps 4 4
- 5 nights min
- Ask about children
- Ask about pets
$383.00
from $383.00 / 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
Mer Et Soleil K408 Wailea Beach Villas
Wailea Villa
- 4 bedrooms 4
- 3 bathrooms
- sleeps 8 8
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$1,695.00
from $1,695.00 / 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
Sunny Surf E301 at Makena Surf
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
Regal Mandalay M511 Wailea Beach Villas
Wailea House
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 6 nights min
- Swimming pool
- Child friendly
- Air conditioning
$1,045.00
from $1,045.00 / 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
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 ELUA, #0802
Wailea Apartment
- 2 bedrooms 2
- sleeps 4 4
- 5 nights min
- Ask about children
- Ask about pets
$383.00
from $383.00 / night
WAILEA ELUA, #2107*
Wailea Apartment
- 2 bedrooms 2
- sleeps 4 4
- min stay varies
- Ask about children
- Ask about pets
$425.00
from $425.00 / 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
Royal Ilima A201 Wailea Beach Villas
Wailea House
- 3 bedrooms 3
- 4 bathrooms
- sleeps 6 6
- 5 nights min
- Swimming pool
- Child friendly
- Air conditioning
$2,600.00
from $2,600.00 / night
MAKENA SURF RESORT, #G-204*^
Wailea Apartment
- 2 bedrooms 2
- sleeps 4 4
- 5 nights min
- Swimming pool
- Ask about children
- Ask about pets
$590.00
from $590.00 / night
WAILEA ELUA, #2003
Wailea Apartment
- 1 bedroom 1
- sleeps 4 4
- min stay varies
- Ask about children
- Ask about pets
$370.00
from $370.00 / night
Golden Mandarin D102 Wailea Beach Villas
Wailea Villa
- 3 bedrooms 3
- 4 bathrooms
- sleeps 6 6
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$1,650.00
from $1,650.00 / night
WAILEA ELUA, #0105
Wailea Apartment
- 2 bedrooms 2
- sleeps 4 4
- 5 nights min
- Ask about children
- Ask about pets
$383.00
from $383.00 / night
WAILEA EKOLU, #914
Wailea Apartment
- 2 bedrooms 2
- sleeps 5 5
- 5 nights min
- Swimming pool
- Ask about children
- Ask about pets
$292.00
from $292.00 / 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
WAILEA EKOLU, #312
Wailea Apartment
- 1 bedroom 1
- sleeps 2 2
- min stay varies
- Swimming pool
- Ask about children
- Ask about pets
$149.00
from $149.00 / night
MAKENA SURF RESORT, #E-206^
Wailea Apartment
- 2 bedrooms 2
- sleeps 4 4
- 5 nights min
- Swimming pool
- Ask about children
- Ask about pets
$662.00
from $662.00 / night
WAILEA ELUA, #0202*
Wailea Apartment
- 2 bedrooms 2
- sleeps 4 4
- min stay varies
- Ask about children
- Ask about pets
$440.00
from $440.00 / 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
$2,701.00
from $2,701.00 / night
Exceptional Ocean View; Great Kihei Location; Walk To Beach & Restaurants!
Wailea Condo
- 1 bedroom 1
- 1 bathroom
- sleeps 3 3
- 4 nights min
- Swimming pool
- Child friendly
- Air conditioning
$145.00
from $145.00 / night
WAILEA ELUA, #2204*
Wailea Apartment
- 2 bedrooms 2
- sleeps 4 4
- 5 nights min
- Ask about children
- Ask about pets
$490.00
from $490.00 / night
Sandy Surf K508 at Wailea Beach Villas
Wailea Villa
- 3 bedrooms 3
- 3 bathrooms
- sleeps 6 6
- 5 nights min
- Swimming pool
- Child friendly
- Air conditioning
$1,395.00
from $1,395.00 / night
Grand Seascape K407 Wailea Beach Villas
Wailea Villa
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$925.00
from $925.00 / night
WAILEA GRAND CHAMPION, #163
Wailea Apartment
- 2 bedrooms 2
- sleeps 4 4
- min stay varies
- Swimming pool
- Ask about children
- Ask about pets
$189.00
from $189.00 / night
Blue Horizons K308 Wailea Beach Villas
Wailea Villa
- 4 bedrooms 4
- 3 bathrooms
- sleeps 8 8
- 5 nights min
- Swimming pool
- Child friendly
- Air conditioning
$1,495.00
from $1,495.00 / 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
Aqua Lani J305 Wailea Beach Villas
Wailea Villa
- 3 bedrooms 3
- 3 bathrooms
- sleeps 6 6
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$965.00
from $965.00 / night
Azure Azul M212 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
MAKENA SURF RESORT, #B-101^
Wailea Apartment
- 2 bedrooms 2
- sleeps 4 4
- 5 nights min
- Swimming pool
- Ask about children
- Ask about pets
$775.00
from $775.00 / night
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