Wailea Vacation Rentals


Showing the top 200 rentals. You can use the Search Filters button below to narrow down the choices based on your preferences.
from $230/nt
Location: Wailea Ekolu, Wailea
Bedrooms: 1 - KQX (sleeps 4)
Condo, 1 Bedroom + Convertible bed(s), 2 Baths, (Sleeps 2-4)
from $159/nt
Location: Grand Champions, Wailea
Bedrooms: 1 - KX (sleeps 4)
1 Bedroom, 2 Baths, Sleeps 4
Location: The Palms at Wailea, Wailea
Bedrooms: 2 - (sleeps 6)
Condo, 2 Bedrooms + Convertible bed(s), 3 Baths, (Sleeps 5-6)
from $212/nt
Location: Grand Champions, Wailea
Bedrooms: 2 - KQTX (sleeps 6)
2 Bedrooms, 2 Baths, Sleeps 6
from $255/nt
Location: Wailea Ekolu, Wailea
Bedrooms: 2 - KTTX (sleeps 6)
2 Bedrooms, 2 Baths, Sleeps 6
from $178/nt
Location: Grand Champions, Wailea
Bedrooms: 1 - KX (sleeps 4)
1 Bedroom, 2 Baths, Sleeps 4
from $310/nt
Location: Ekahi Village, Wailea
Bedrooms: 1 - KQ (sleeps 4)
1 Bedroom + Other (See Description), 2 Baths (Sleeps 4)
from $475/nt
Location: Ekahi Village, Wailea
Bedrooms: 2 - KKT (sleeps 6)
Condo, 2 Bedrooms + Convertible bed(s), 2 Baths, (Sleeps 6)
Location: Wailea Ekolu, Wailea
Bedrooms: 1 - K (sleeps 4)
1 bedroom, 2 full bathrooms, sleeps 2-4
Location: Hoolei - Wailea
Bedrooms: 3 - KQX (sleeps 10)
Villa, 3 Bedrooms + Convertible bed(s), 3.5 Baths, (Sleeps 8-10)
Location: Ekahi Village, Wailea
Bedrooms: 1 - KXX (sleeps 4)
Renovated 1 Bedroom Wailea Condo, Fantastic Location Very Close to Pool/Beach.
from $189/nt
Location: Grand Champions, Wailea
Bedrooms: 1 - K (sleeps 2)
Condo, 1 Bedroom, 2 Baths, (Sleeps 2)
Location: Wailea Beach Villas, Wailea
Bedrooms: 3 - KKTX (sleeps 8)
Villa, 3 Bedrooms + Convertible bed(s), 3 Baths, (Sleeps 8)
from $675/nt
Location: Polo Beach Club, Wailea
Bedrooms: 2 - KQT (sleeps 5)
Condo, 2 Bedrooms, 2 Baths, (Sleeps 2-5)
from $575/nt
Location: Elua Village, Wailea
Bedrooms: 2 - KTTX (sleeps 5)
Condo, 2 Bedrooms + Convertible Bed(s), 2 Baths (Sleeps 4-6)
from $415/nt
Location: Ekahi Village, Wailea
Bedrooms: 2 - KTX (sleeps 6)
Condo, 2 Bedrooms + Convertible bed(s), 2 Baths, (Sleeps 4-6)
from $895/nt
Location: Wailea Beach Villas, Wailea
Bedrooms: 2 - KKTQX (sleeps 6)
Condo, 2 Bedrooms + Den, 2 Baths, (Sleeps 6)
Location: Elua Village, Wailea
Bedrooms: 2 - KQT (sleeps 4)
condo, 2 Bedrooms, 2 Bathrooms, Sleeps 5
Location: The Palms at Wailea, Wailea
Bedrooms: 1 - K (sleeps 2)
1 Bedroom, 2 Bathrooms, Sleeps 2 Adults, Not Suitable For Children
Location: Ekahi Village, Wailea
Bedrooms: 2 - QKX (sleeps 6)
Fully-renovated 2 Bedroom Wailea Condo, Fantastic Location Close to Pools/Beach.
Location: Wailea Beach Villas, Wailea
Bedrooms: 2 - KXT (sleeps 6)
Condo, 2 Bedrooms + Den, 2 Baths, (Sleeps 6)
from $150/nt
Location: Grand Champions, Wailea
Bedrooms: 1 - KX (sleeps 4)
Condo, 1 Bedroom + Convertible bed, 1 Bath, (Sleeps 2-4)
from $300/nt
Location: Ekahi Village, Wailea
Bedrooms: 1 - KX (sleeps 4)
1 Bedroom, 2 Bathroom, 4 Sleeps
from $235/nt
Location: Wailea Ekolu, Wailea
Bedrooms: 1 - KX (sleeps 2)
Condo, 1 Bedroom + Convertible bed(s), 2 Baths, (Sleeps 2)
from $185/nt
Location: Grand Champions, Wailea
Bedrooms: 1 - KX (sleeps 4)
Condo, 1 Bedroom + Convertible bed(s), 2 Baths, (Sleeps 2-4)
from $295/nt
Location: Ekahi Village, Wailea
Bedrooms: 1 - KX (sleeps 5)
1 Bedroom + convertible bed in Living Room, 2 Full Bathrooms (Sleeps 2-5)
from $279/nt
Location: Wailea Ekolu, Wailea
Bedrooms: 2 - K (sleeps 4)
Location: Grand Champions, Wailea
Bedrooms: 1 - K (sleeps 2)
Enjoy Sweeping Ocean Views from this High End Remodel Top Floor Condo.
from $250/nt
Location: Ekahi Village, Wailea
Bedrooms: 1 - (sleeps 4)
Condo, 1 Bedroom + Convertible bed(s), 1 Bath, (Sleeps 4)
from $280/nt
Location: Ekahi Village, Wailea
Bedrooms: 1 - KX (sleeps 4)
Soooooo Close to the Beach & Completely Remodeled. Relax to the Sounds of Waves
Location: Ekahi Village, Wailea
Bedrooms: 1 - K (sleeps 2)
Condo, 1 Bedroom, 1.5 Baths, (Sleeps 2)
Location: Wailea Ekolu, Wailea
Bedrooms: 1 - KX (sleeps 4)
Condo, 1 Bedroom + Convertible bed(s), 2 Baths, (Sleeps 2-4)
Location: Grand Champions, Wailea
Bedrooms: 2 - KK (sleeps 6)
2 bedrooms, 2 baths, large lanai - near pools.
from $500/nt
Location: Ekahi Village, Wailea
Bedrooms: 2 - QKX (sleeps 6)
Condo, 2 Bedrooms + Convertible bed(s), 2 Baths, (Sleeps 5-7)
from $180/nt
Location: Grand Champions, Wailea
Bedrooms: 1 - K (sleeps 2)
Condo, 1 Bedroom, 2 Baths, (Sleeps only 2)
Location: Wailea Beach Villas, Wailea
Bedrooms: 2 - KQX (sleeps 6)
Condo, 2 Bedrooms + Den, 2 Baths, (Sleeps 6)
Location: Grand Champions, Wailea
Bedrooms: 1 - K (sleeps 2)
Condo, 1 Bedroom, 1 Bath, (Sleeps 2)
Location: Hoolei - Wailea
Bedrooms: 3 - KXKQ (sleeps 8)
Townhome, 3 Bedrooms, 3.5 Baths (Sleeps 6)
Location: Grand Champions, Wailea
Bedrooms: 2 - (sleeps 4)
Condo, 2 Bedrooms(s), 2 Baths, (Sleeps 4)
Location: Wailea Beach Villas, Wailea
Bedrooms: 3 - XQQK (sleeps 8)
Villa, 3 Bedrooms + sofa sleeper, 3.5 Baths, (Sleeps 8)
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