Wailea 3-bedroom Vacation Rentals, Apartments & More - 84 Rentals Available.
84 Vacation rentals
Filters applied: 3+ Bedrooms
Seaside Tropics Estate~Ocean views, private pool and hot tub, Luxury
Wailea House
- 5 bedrooms 5
- 5 bathrooms
- sleeps 11 11
- min stay varies
- Nearest beach 3 mi
- Swimming pool
- Child friendly
$1,632.00
from $1,632.00 / 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
Responds fast! Avg. 1 hour 43 minutes
$995.00
from $995.00 / night
Castaway Cove C201 at Wailea Beach Villas
Wailea House
- 3 bedrooms 3
- 4 bathrooms
- sleeps 6 6
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$1,145.00
from $1,145.00 / night
Stunning Golf & Ocean Views - Wailea Grand Champions #180
Wailea Apartment
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- min stay varies
- Swimming pool
- Child friendly
- Car not necessary
$229.00
from $229.00 / night
Stunning Golf & Ocean Views - Wailea Grand Champions #154
Wailea Apartment
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 5 nights min
- Swimming pool
- Child friendly
- Car not necessary
$265.00
from $265.00 / 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. 48 minutes
$2,700.00
from $2,700.00 / 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
$995.00
from $995.00 / 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
Private 4 Bed. Beach Front House on Charley Young's Beach - Indo Lotus Beach
Wailea Apartment
- 4 bedrooms 4
- 2 bathrooms
- sleeps 8 8
- min stay varies
- Child friendly
- Car not necessary
- Air conditioning
$1,299.00
from $1,299.00 / night
Prime Oceanfront 3Bd/3Ba Condo Wailea Elua #1305
Wailea Apartment
- 3 bedrooms 3
- 3 bathrooms
- sleeps 8 8
- 5 nights min
- Swimming pool
- Child friendly
- Car not necessary
$1,499.00
from $1,499.00 / night
Wailea Sunset Estate
Wailea House
- 5 bedrooms 5
- 6 bathrooms
- sleeps 10 10
- 6 nights min
- Swimming pool
- Child friendly
- Air conditioning
$3,050.00
from $3,050.00 / night
Sun Splash C301 Wailea Beach Villas
Wailea House
- 3 bedrooms 3
- 4 bathrooms
- sleeps 6 6
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$1,695.00
from $1,695.00 / night
Remodeled 3BD w/AC - Great Location - Royal Mauian #302
Wailea Apartment
- 3 bedrooms 3
- 2 bathrooms
- sleeps 8 8
- 5 nights min
- Swimming pool
- Child friendly
- Car not necessary
$499.00
from $499.00 / 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
$995.00
from $995.00 / 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
$2,750.00
from $2,750.00 / 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
$1,095.00
from $1,095.00 / night
3 Bedroom Beach Front Paradise at Makena Surf - MAKENA SURF RESORT, #G-304
Wailea Apartment
- 3 bedrooms 3
- 3 bathrooms
- sleeps 8 8
- 5 nights min
- Swimming pool
- Child friendly
- Car not necessary
$800.00
from $800.00 / 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
$1,595.00
from $1,595.00 / night
Bella Luna D302 Wailea Beach Villas
Wailea Villa
- 3 bedrooms 3
- 4 bathrooms
- sleeps 6 6
- 5 nights min
- Swimming pool
- Child friendly
- Air conditioning
$2,195.00
from $2,195.00 / night
Bali Hai Pool Villa F102 at Wailea Beach Villas
Wailea House
- 3 bedrooms 3
- 4 bathrooms
- sleeps 6 6
- 5 nights min
- Swimming pool
- Child friendly
- Air conditioning
$1,450.00
from $1,450.00 / night
Regal Mandalay M511 Wailea Beach Villas
Wailea House
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$1,095.00
from $1,095.00 / night
SeaGlass Villa 810 at Andaz Maui at Wailea Resort
Wailea House
- 3 bedrooms 3
- 4 bathrooms
- sleeps 6 6
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$2,095.00
from $2,095.00 / night
Sandcastles Suite L509 Wailea Beach Villas
Wailea House
- 4 bedrooms 4
- 3 bathrooms
- sleeps 8 8
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$1,495.00
from $1,495.00 / night
Sunny Surf E301 at Makena Surf
Wailea Villa
- 3 bedrooms 3
- 3 bathrooms
- sleeps 6 6
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$1,145.00
from $1,145.00 / night
Mer Et Soleil K408 Wailea Beach Villas
Wailea Villa
- 4 bedrooms 4
- 3 bathrooms
- sleeps 8 8
- 5 nights min
- Swimming pool
- Child friendly
- Air conditioning
$1,795.00
from $1,795.00 / 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
$1,045.00
from $1,045.00 / night
Floral Gardens Villa G102 Wailea Beach Villas
Wailea Villa
- 3 bedrooms 3
- 4 bathrooms
- sleeps 6 6
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$1,595.00
from $1,595.00 / night
Sea Breeze Suite J405 at Wailea Beach Villas
Wailea Villa
- 3 bedrooms 3
- 3 bathrooms
- sleeps 6 6
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$1,195.00
from $1,195.00 / night
Sandy Surf K508 at Wailea Beach Villas
Wailea Villa
- 3 bedrooms 3
- 3 bathrooms
- sleeps 6 6
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$1,450.00
from $1,450.00 / 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
$1,295.00
from $1,295.00 / night
Turquoise Cove G301 at Makena Surf
Wailea House
- 4 bedrooms 4
- 5 bathrooms
- sleeps 8 8
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$1,495.00
from $1,495.00 / 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
Blue Horizons K308 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
Coco Palms Pool Villa D101 at Wailea Beach Villas
Wailea House
- 3 bedrooms 3
- 4 bathrooms
- sleeps 6 6
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$1,695.00
from $1,695.00 / night
Your search has been expanded 14 miles to include more rentals
Gorgeous 3-bedroom across from beach, A/C in all bedrooms, walk to beach!
Kihei Townhouse - 5.4 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 8 8
- 4 nights min
- Swimming pool
- Child friendly
- Air conditioning
$430.00
from $430.00 / night
4BR Upcountry Home, Hot Tub, Incredible Views!
Makawao House - 14 miles away
- 4 bedrooms 4
- 3 bathrooms
- sleeps 8 8
- min stay varies
$295.00
from $295.00 / night
4 to 6 Bedroom Hale Leilani, Pool, AC, WIFI, WALK TO BEACH
Kihei House - 4.8 miles away
- 6 bedrooms 6
- 4 bathrooms
- sleeps 12 12
- 4 nights min
- Swimming pool
- Child friendly
- Air conditioning
$716.00
from $716.00 / night
1800SF, Ground level, 4 bedrm, central AC, Few steps to pool entrance,
Kihei Townhouse - 5.4 miles away
- 4 bedrooms 4
- 3 bathrooms
- sleeps 10 10
- min stay varies
- Child friendly
- Air conditioning
Responds fast! Avg. 2 hours 47 minutes
$516.00
from $516.00 / night
Gardens; Non-Touristy; Quiet 3BR across from Ocean
Kihei Apartment - 5.4 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 8 8
- min stay varies
- Beach/lakeside relaxation
- Swimming pool
- Child friendly
$245.00
from $245.00 / night
DELUXE REMODEL! Large 3-bdrm townhome, AC, WIFI
Kihei Townhouse - 4.8 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 8 8
- 4 nights min
- Swimming pool
- Child friendly
- Air conditioning
$430.00
from $430.00 / night
What is Certificate of Excellence?
TripAdvisor gives a Certificate of Excellence to accommodations, attractions and restaurants that consistently earn great reviews from travelers.