Wailea Vacation Rentals

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Showing top 200 rentals. Use the Search Filters button to narrow the choices based on your preferences.
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Location: Elua Village, Wailea
Bedrooms: 2 - KQT (sleeps 4)
condo, 2 Bedrooms, 2 Bathrooms, Sleeps 5
from $150/nt
Location: Grand Champions, Wailea
Bedrooms: 1 - KX (sleeps 4)
Condo, 1 Bedroom + Convertible bed, 1 Bath, (Sleeps 2-4)
Location: The Palms at Wailea, Wailea
Bedrooms: 1 - K (sleeps 2)
1 Bedroom, 2 Bathrooms, Sleeps 2 Adults, Not Suitable For Children
from $995/nt
Location: Wailea Beach Villas, Wailea
Bedrooms: 3 - KTQT (sleeps 8)
Wailea Beach Villas condo, 3 Bedrooms, 3 Baths, Sleeps 6-8, Great Reviews.
from $125/nt
Location: Grand Champions, Wailea
Bedrooms: 0 - KX (sleeps 4)
Condo, Studio + Convertible bed, 1 Bath, (Sleeps 2-3)
from $189/nt
Location: Grand Champions, Wailea
Bedrooms: 1 - K (sleeps 2)
Condo, 1 Bedroom, 2 Baths, (Sleeps 2)
from $231/nt
Location: Ekahi Village, Wailea
Bedrooms: 1 - KQ (sleeps 4)
Condo, 1 Bedroom + Convertible bed(s), 2 Baths, (Sleeps 2-4)
Location: Ekahi Village, Wailea
Bedrooms: 1 - KXX (sleeps 4)
Renovated 1 Bedroom Wailea Condo, Fantastic Location Very Close to Pool/Beach.
Location: Grand Champions, Wailea
Bedrooms: 2 - KK (sleeps 6)
2 bedrooms, 2 baths, large lanai - near pools.
from $275/nt
Location: The Palms at Wailea, Wailea
Bedrooms: 1 - KK (sleeps 4)
This 1 bedroom 2 bath has mountain and ocean views and very secluded from others
from $175/nt
Location: Wailea Ekolu, Wailea
Bedrooms: 2 - (sleeps 4)
Oceanview Condo, 2 Bedrooms, 2 Baths, (Sleeps 4)
from $275/nt
Location: Grand Champions, Wailea
Bedrooms: 2 - KTX (sleeps 5)
2 bed/2 bath renovated villa with treetop views of pool and tropical grounds
from $225/nt
Location: Wailea Ekolu, Wailea
Bedrooms: 1 - KX (sleeps 2)
Condo, 1 Bedroom + Convertible bed(s), 2 Baths, (Sleeps 2-4)
Location: Ekahi Village, Wailea
Bedrooms: 2 - QKX (sleeps 6)
Fully-renovated 2 Bedroom Wailea Condo, Fantastic Location Close to Pools/Beach.
Location: Grand Champions, Wailea
Bedrooms: 2 - (sleeps 4)
Condo, 2 Bedrooms, 2 Baths, (Sleeps 4)
from $220/nt
Location: Grand Champions, Wailea
Bedrooms: 2 - KF (sleeps 6)
The nearby Ulua and Mokapu Beaches are a quick drive down the hill from the The Grand Champions Villas in Wailea. The complex is surrounded by lovely tropical gardens. It is located in the exclusive Wailea Resort.
from $184/nt
Location: Wailea Ekolu, Wailea
Bedrooms: 1 - KXQ (sleeps 4)
Wailea Ekolu, Wailea, South Maui, Maui, Hawaii
Location: Ekahi Village, Wailea
Bedrooms: 1 - K (sleeps 2)
Condo, 1 Bedroom, 1.5 Baths, (Sleeps 2)
from $159/nt
Location: Grand Champions, Wailea
Bedrooms: 1 - KX (sleeps 4)
1 Bedroom, 2 Baths, Sleeps 4
from $515/nt
Location: Ekahi Village, Wailea
Bedrooms: 2 - KKT (sleeps 6)
Condo, 2 Bedrooms + Convertible bed(s), 2 Baths, (Sleeps 6)
from $300/nt
Location: Ekahi Village, Wailea
Bedrooms: 1 - KX (sleeps 5)
Condo, 1 Bedroom + Convertible bed(s), 2 Baths, (Sleeps 4-5)
from $950/nt
Location: Wailea Beach Villas, Wailea
Bedrooms: 2 - KKTQX (sleeps 6)
Condo, 2 Bedrooms + Den, 2 Baths, (Sleeps 6)
from $525/nt
Location: Ekahi Village, Wailea
Bedrooms: 2 - QKX (sleeps 6)
Condo, 2 Bedrooms + Convertible bed(s), 2 Baths, (Sleeps 5-7)
Location: Grand Champions, Wailea
Bedrooms: 2 - KK (sleeps 6)
2 BD/2 BA Remodeled/Updated Wailea Condo w/Ocean, Golf Course & Mountain Views
from $420/nt
Location: Ekahi Village, Wailea
Bedrooms: 2 - KTX (sleeps 6)
Condo, 2 Bedrooms + Convertible bed(s), 2 Baths, (Sleeps 4-6)
from $375/nt
Location: Ekahi Village, Wailea
Bedrooms: 1 - K (sleeps 4)
Quiet, Private Condo with Expansive Ocean Views overlooking the greenbelt
Location: The Palms at Wailea, Wailea
Bedrooms: 1 - KX (sleeps 4)
Luxury and Spacious Ground floor, 1B/ 2B, King bed, 1022 sq ft, 473 sq ft lanai
Location: Wailea Beach Villas, Wailea
Bedrooms: 2 - KQX (sleeps 6)
Condo, 2 Bedrooms + Den, 2 Baths, (Sleeps 6)
from $435/nt
Location: Ekahi Village, Wailea
Bedrooms: 2 - KQFT (sleeps 8)
Condo, 2 Bedrooms + Other (See Description), 2 Baths, (Sleeps 8)
from $310/nt
Location: Ekahi Village, Wailea
Bedrooms: 1 - KX (sleeps 4)
Soooooo Close to the Beach & Completely Remodeled. Relax to the Sounds of Waves
from $425/nt
Location: Mana Kai, Wailea
Bedrooms: 2 - (sleeps 6)
Location: Grand Champions, Wailea
Bedrooms: 2 - (sleeps 4)
Condo, 2 Bedrooms(s), 2 Baths, (Sleeps 4)
from $690/nt
Location: Elua Village, Wailea
Bedrooms: 2 - KTTX (sleeps 5)
Condo, 2 Bedrooms + Convertible Bed(s), 2 Baths (Sleeps 4-6)
Location: Grand Champions, Wailea
Bedrooms: 1 - K (sleeps 2)
Enjoy Sweeping Ocean Views from this High End Remodel Top Floor Condo.
Location: Elua Village, Wailea
Bedrooms: 1 - K (sleeps 2)
1 Bedroom, 2 Bathrooms With Ocean Views Close to Ulna Beach.
from $205/nt
Location: Wailea Ekolu, Wailea
Bedrooms: 1 - KX (sleeps 2)
Condo, 1 Bedroom + Convertible bed(s), 2 Baths, (Sleeps 2)
Location: Hoolei - Wailea
Bedrooms: 3 - KQX (sleeps 10)
Villa, 3 Bedrooms + Convertible bed(s), 3.5 Baths, (Sleeps 8-10)
from $349/nt
Location: Wailea Ekolu, Wailea
Bedrooms: 2 - K (sleeps 4)
from $270/nt
Location: Ekahi Village, Wailea
Bedrooms: 1 - K (sleeps 4)
Condo, 1 Bedroom, 2 Baths (Sleeps 4)
from $330/nt
Location: Wailea Ekolu, Wailea
Bedrooms: 2 - KQX (sleeps 6)
Condo, 2 Bedrooms + Convertible bed(s), 2 Baths, (Sleeps 4-6)
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