Wailea 3-bedroom Vacation Rentals, Apartments & More - 42 Rentals Available.
42 Vacation rentals
Filters applied: 3+ Bedrooms
Aloha Kai Suite at Wailea Beach Villas PH 205
Wailea Villa
- 3 bedrooms 3
- 3 bathrooms
- sleeps 8 8
- 5 nights min
- Beach/lakeside relaxation
- Swimming pool
- Child friendly
$1,254.00
from $1,254.00 / 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
$1,695.00
from $1,695.00 / 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
$1,595.00
from $1,595.00 / night
Prime Oceanfront 3Bd/3Ba Condo Wailea Elua #1305
Wailea Apartment
- 3 bedrooms 3
- 3 bathrooms
- sleeps 8 8
- min stay varies
- Swimming pool
- Child friendly
- Car not necessary
$1,569.00
from $1,569.00 / 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
$3,001.00
from $3,001.00 / 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
$2,495.00
from $2,495.00 / 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
$3,095.00
from $3,095.00 / night
Bali Hai Pool Villa F102 at Wailea Beach Villas
Wailea House
- 3 bedrooms 3
- 4 bathrooms
- sleeps 6 6
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$1,796.00
from $1,796.00 / night
Remodeled 3BD w/AC - Great Location - Royal Mauian #302
Wailea Apartment
- 3 bedrooms 3
- 2 bathrooms
- sleeps 8 8
- min stay varies
- Swimming pool
- Child friendly
- Car not necessary
$519.00
from $519.00 / 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
$1,695.00
from $1,695.00 / night
Wailea Sunset Estate
Wailea House
- 5 bedrooms 5
- 6 bathrooms
- sleeps 10 10
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$4,550.00
from $4,550.00 / 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
$1,350.00
from $1,350.00 / night
3 Bedroom Beach Front Paradise at Makena Surf - MAKENA SURF RESORT, #G-304
Wailea Apartment
- 3 bedrooms 3
- 3 bathrooms
- sleeps 8 8
- min stay varies
- Swimming pool
- Child friendly
- Car not necessary
$939.00
from $939.00 / 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
$2,695.00
from $2,695.00 / 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
$2,295.00
from $2,295.00 / 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
$1,595.00
from $1,595.00 / 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
$1,695.00
from $1,695.00 / 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
$2,295.00
from $2,295.00 / night
Floral Gardens Villa G102 Wailea Beach Villas
Wailea Villa
- 3 bedrooms 3
- 4 bathrooms
- sleeps 6 6
- 6 nights min
- Swimming pool
- Child friendly
- Air conditioning
$1,995.00
from $1,995.00 / 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
$1,895.00
from $1,895.00 / night
Azure Azul M212 at Wailea Beach Villas
Wailea Villa
- 3 bedrooms 3
- 3 bathrooms
- sleeps 6 6
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$1,495.00
from $1,495.00 / 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
$1,895.00
from $1,895.00 / 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
$1,695.00
from $1,695.00 / night
Golden Mandarin D102 Wailea Beach Villas
Wailea Villa
- 3 bedrooms 3
- 4 bathrooms
- sleeps 6 6
- 5 nights min
- Swimming pool
- Child friendly
- Air conditioning
$2,295.00
from $2,295.00 / 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
$1,995.00
from $1,995.00 / 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
$2,500.00
from $2,500.00 / night
Your search has been expanded 18 miles to include more rentals
Luxurious and Private Maui Home with Swimming Pool
Haiku House - 18 miles away
- 3 bedrooms 3
- 3 bathrooms
- sleeps 6 6
- min stay varies
- Nearest beach 3 mi
- Swimming pool
- Child friendly
$802.00
from $802.00 / 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
$275.00
from $275.00 / night
Rare! One of a Kind 4 Bedroom / 5 Bath Beach Front Paradise at Makena Surf
Makena House - 1.9 miles away
- 4 bedrooms 4
- 5 bathrooms
- sleeps 8 8
- min stay varies
- Swimming pool
- Child friendly
- Car not necessary
$1,899.00
from $1,899.00 / night
Spectacular Views & Lavish Interior - Royal Mauian #418
Kihei Apartment - 2.3 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 8 8
- min stay varies
- Swimming pool
- Child friendly
- Car not necessary
$509.00
from $509.00 / night
Perfect Ocean Front Location - Menehune Shores #218
Kihei Apartment - 5.4 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 8 8
- min stay varies
- Swimming pool
- Child friendly
- Car not necessary
$436.00
from $436.00 / night
Remodeled Beachfront 3bd/2ba Condo - Menehune Shores #510
Kihei Apartment - 5.4 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 8 8
- min stay varies
- Swimming pool
- Child friendly
- Car not necessary
$514.00
from $514.00 / night
Beautiful Ocean View Bliss Awaits! - Royal Mauian #102
Kihei Apartment - 2.3 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 8 8
- min stay varies
- Swimming pool
- Child friendly
- Car not necessary
$519.00
from $519.00 / night
Beautiful 3 Bd w/ AC - Great Location - Royal Mauian #202
Kihei Apartment - 2.3 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 7 7
- min stay varies
- Swimming pool
- Child friendly
- Car not necessary
$519.00
from $519.00 / night
Premium, 3 BD, Luxury Ocean Front Condo - Royal Mauian #218
Kihei Apartment - 2.3 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 5 nights min
- Swimming pool
- Child friendly
- Car not necessary
$619.00
from $619.00 / night
Stunning Views & Perfect Location - Royal Mauian #518
Kihei Apartment - 2.3 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 7 7
- min stay varies
- Swimming pool
- Child friendly
- Car not necessary
$519.00
from $519.00 / night
Moana Hideaway
Kihei House - 4.1 miles away
- 4 bedrooms 4
- 4 bathrooms
- sleeps 8 8
- 6 nights min
- Swimming pool
- Child friendly
- Air conditioning
$2,850.00
from $2,850.00 / night
Modern Maui I404 at Wailea Beach Villas
Kihei Villa - 0.1 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$1,495.00
from $1,495.00 / night
Mango Surf Beach Front Villa
Kihei House - 4.1 miles away
- 3 bedrooms 3
- 3 bathrooms
- sleeps 6 6
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$2,950.00
from $2,950.00 / night
SeaSpirit Villa 811 at Andaz Maui at Wailea Resort
Kihei Villa - 0.1 miles away
- 3 bedrooms 3
- 4 bathrooms
- sleeps 6 6
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$3,095.00
from $3,095.00 / night
What is Travelers’ Choice award?
Tripadvisor gives a Travelers’ Choice award to accommodations, attractions and restaurants that consistently earn great reviews from travellers and are ranked within the top 10% of properties on Tripadvisor.