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Wailea Rentals with Pools

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Wailea Rentals with Pools

1,311 vacation rentals

Wailea Ekolu #201 2Bd/2Ba Ocean View Condo Near Beach, A/C, Wifi, Sleeps 6

Wailea apartment

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 5 minutes

1 / 35

Palms at Wailea Unit #2305 1Bd/2Ba Quiet, Very Private! Near Beach, Sleeps 2

Wailea apartment

1 bedroom / 2 bathrooms / sleeps 2

Responds fast! avg. 5 minutes

1 / 49

Palms at Wailea #205, 2Bd/2Ba, Luxurious, Spacious, Fantastic Location!

Wailea apartment

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 5 minutes

1 / 26

Grand Champions #48 is a 2bd 2ba Ocean View condo that Sleeps 6 Great Rates!

Wailea apartment

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 5 minutes

1 / 34

Grand Champions #51 is a 2Bd 2Ba is a large condo that sleeps 6. Great Rates!

Wailea apartment

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 5 minutes

1 / 30

Wailea Ekolu #406 2BD/2BA Panoramic Ocean View Near Beach, Full A/C, Sleeps 4

Wailea apartment

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 5 minutes

1 / 47

Wailea Ekolu #205 2Bd/2Ba Ocean View, Ground Floor, Near Beach, Wifi Sleeps 6

Wailea apartment

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 5 minutes

1 / 42

One-of-a-Kind Maui Getaway!

Wailea house

4 bedrooms / 4 bathrooms / sleeps 10

Responds fast! avg. 1 hour 51 minutes

1 / 28

Grand Champions #151 is a1 Bd 2 Ba fronting the Wailea Golf Course. Sleeps 4.

Wailea apartment

1 bedroom / 2 bathrooms / sleeps 4

Responds fast! avg. 5 minutes

1 / 47

Palms at Wailea #1105 Lovely Ocean View, 2Bd 2Bath, Great Rates! Sleeps 4

Wailea apartment

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 5 minutes

1 / 32

Palms at Wailea #1902 Garden View 2Bd/2Ba, Fully Air Conditioned, Sleeps 6

Wailea apartment

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 5 minutes

1 / 27

The Perfect Location for a Relaxing Hawaiian Getaway - Grand Champions #103

Wailea apartment

1 bedroom / 2 bathrooms / sleeps 4

Responds fast! avg. 34 minutes

1 / 31

Wailea Ekolu 805 Deluxe 2Bd/2Ba, Ocean View Townhouse! Full A/C, Sleeps 4

Wailea apartment

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 5 minutes

1 / 46

Palms at Wailea #1102 Probably the best ocean view at the Palms at Wailea!

Wailea apartment

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 5 minutes

1 / 38

New Listing Budget Vacation! Kihei Akahi C-616

Wailea apartment

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 3 hours 28 minutes

1 / 24

The Palms at Wailea 901 - Luxury Privacy & Beaches

Wailea condo

1 bedroom / 2 bathrooms / sleeps 4

1 / 21

Palms at Wailea 702 Upstairs Garden View 1Bd/2Ba, Great Rates! Sleeps 4

Wailea apartment

1 bedroom / 2 bathrooms / sleeps 4

Responds fast! avg. 5 minutes

1 / 39
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SPECIAL $270 a nt 10/21-10/30 5STAR REVIEWS GORGEOUS CONTEMPORARY GEM

Wailea apartment

1 bedroom / 2 bathrooms / sleeps 4

Responds fast! avg. 3 hours 6 minutes

1 / 25

MAKENA SURF RESORT, #E-205

Wailea apartment

2 bedrooms / / sleeps 6

1 / 16

Updated Spacious 3 Bdrm. Wailea Ocean View Condo

Wailea apartment

3 bedrooms / 2 bathrooms / sleeps 6

1 / 22

Spectacular 3rd Row at Ho'olei with Ocean Views

Wailea villa

3 bedrooms / 4 bathrooms / sleeps 8

1 / 33

MAKENA SURF RESORT, #G-206^

Wailea apartment

2 bedrooms / / sleeps 4

1 / 16

Book Early Save Big - 2019 14th Night FREE

Wailea condo

2 bedrooms / 2 bathrooms / sleeps 6

1 / 44

Oceanview Condo just Moments from the Beach

Wailea condo

2 bedrooms / 2 bathrooms / sleeps 6

1 / 31

Maui Rendezvous Wailea Ekahi 33A Luxury Resort, Beach - 3 min. walk, Remodeled

Wailea apartment

1 bedroom / 2 bathrooms / sleeps 5

1 / 24

Wailea Ekahi Ocean View 50A

Wailea condo

1 bedroom / 2 bathrooms / sleeps 4

1 / 17

Palms at Wailea #2303 Ground Floor 2Bd/2Ba Near Beach, Great Rates! Sleeps 6

Wailea apartment

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 5 minutes

1 / 33

Ekahi Village 46e - Double Lanai with an Ocean View

Wailea condo

1 bedroom / 2 bathrooms / sleeps 4

1 / 14
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Elua Village # 701 - Luxury 2b/2b with Ocean View!

Wailea apartment

2 bedrooms / 2 bathrooms / sleeps 5

1 / 23

Summer Special! Wailea Ekahi 46F- Spacious 2 bedroom 2 Bath Condo in Wailea!

Wailea apartment

2 bedrooms / 2 bathrooms / sleeps 6

1 / 21

Grand Champions #143 is a 3Bd/2Ba 1st floor golf course view condo, sleeps 8

Wailea apartment

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 5 minutes

1 / 45

Wailea Grand Champions #50 is a 2 Bd 2 Ba Upgraded Unit. It can sleep 6.

Wailea apartment

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 5 minutes

1 / 30

Wailea Orchid Villa - Panoramic Views! 3 Bd/3 Ba

Wailea villa

3 bedrooms / 3 bathrooms / sleeps 8

1 / 21

Palms at Wailea #604 2Bd/2Ba, Fully Air Conditioned, Great Rates! Sleeps 6

Wailea apartment

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 5 minutes

1 / 30

Responds fast! avg. 2 hours 54 minutes

1 / 24

Ekahi 36a 1Br 2Ba condo sleeps 4, Fully Renovated

Wailea apartment

1 bedroom / 2 bathrooms / sleeps 4

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Viewing 38 of 1,311
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