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Wailea Golf Rentals

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Wailea Golf Rentals

73 vacation rentals

Updated Spacious 3 Bdrm. Wailea Ocean View Condo

Wailea apartment

3 bedrooms / 2 bathrooms / sleeps 6

“Great condo!” We absolutely loved the condo.  It was well appointed and spacious.  We hosted a gathering of about 20 people and the kitchen, dining, living spaces combined with the lanai comfortably held that many people. The location was perfect, ri

Responds fast! avg. 3 hours 10 minutes

Price per night from

$285

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One-of-a-Kind Maui Getaway!

Wailea house

4 bedrooms / 4 bathrooms / sleeps 10

Responds fast! avg. 1 hour 51 minutes

Price per night from

$1,500

1 / 28

New Listing! Breathtaking Ocean Views from 3rd Row Luxury Villa at Ho'olei

Wailea villa

3 bedrooms / 4 bathrooms / sleeps 8

Price per night from

$695

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Wailea Ekahi Ocean View 50A

Wailea condo

1 bedroom / 2 bathrooms / sleeps 4

Price per night from

$220

1 / 17

Beautiful Ocean View 2BR/2Bath

Wailea condo

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$385

1 / 25

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

Wailea apartment

1 bedroom / 2 bathrooms / sleeps 4

“This is a beautiful condo, wonderfully maintained, in a great lo” We have stayed at many condos on Maui for years, and this is absolutely our favorite. We were lucky enough to be the first guests, and everything was even better than expected. The pho

Responds fast! avg. 34 minutes

Price per night from

$168

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The Palms at Wailea 901 - Luxury Privacy & Beaches

Wailea condo

1 bedroom / 2 bathrooms / sleeps 4

Price per night from

$189

1 / 21

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

Wailea apartment

1 bedroom / 2 bathrooms / sleeps 5

“Relaxing and Beautiful Getaway” My husband and I stayed at 33a in Ekahi for a week long vacation. The condo and surroundings exceeded all of our expectations. It is very tastefully decorated, extremely clean with all the amenities needed for a relaxin

Price per night from

$275

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LUXURY FOR LESS! Best value in Hoolei Wailea!

Wailea villa

3 bedrooms / 4 bathrooms / sleeps 8

Price per night from

$1,097

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Outstanding Luxury Condo for Couples in Paradise - Ocean and Beacfront

Wailea apartment

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 3 hours 37 minutes

Price per night from

$195

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Romantic, Elegant, Sensual Retreat

Wailea condo

1 bedroom / 2 bathrooms / sleeps 2

Price per night from

$225

1 / 24

Price per night from

$144

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Ocean View, Fully Remodeled luxury Condo 2 minute walk to the beach.

Wailea condo

1 bedroom / 2 bathrooms / sleeps 4

Price per night from

$260

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~BEAUTIFULLY APPOINTED, RENOVATED, 5-STAR WAILEA VILLA~

Wailea villa

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$165

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Ho'Olei Largest Floor Plan - Ocean and Pool Views

Wailea house

3 bedrooms / 4 bathrooms / sleeps 7

Price per night from

$1,445

1 / 22

Wailea Beach House--Golf, Tennis, Beach--Short walk, Shopping and Dinning

Wailea apartment

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$225

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Ekahi Ocean Studio, 300 feet to Keawakapu Beach

Wailea studio

Studio / 1 bathroom / sleeps 2

Price per night from

$245

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Wailea Luxurious Beachfront 2br,2ba on Polo Beach

Wailea apartment

2 bedrooms / 2 bathrooms / sleeps 4

“Oceanfront Luxury on Polo Beach” This was our second stay at this meticulously detailed, ocean front luxury home. Every amenity has been considered and provided by the owners, to ensure their guests experience executive living while in Maui. The di

Price per night from

$659

1 / 24

Sweeping Ocean Views; Private High End Condo!

Wailea condo

1 bedroom / 2 bathrooms / sleeps 4

Price per night from

$209

1 / 23

Renovated Maui Banyan Complex; Walk to Kam II Beach; Modern Kitchen!

Wailea condo

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$179

1 / 33

Kihei Akahi Resort - Unit C405

Wailea condo

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 2 hours 51 minutes

Price per night from

$141

1 / 37

Wailea Ekahi 7G Luxury Ocean Front S Maui Condo

Wailea apartment

1 bedroom / 2 bathrooms / sleeps 3

“Absolutely Perfect!” This condo is gorgeous, and set up with everything you could ask for during your stay. We were so pleased with the location, cleanliness, and the setup of the home for us. There was not a single thing that we came across that we

Responds fast! avg. 2 hours 41 minutes

Price per night from

$350

1 / 18

SPECIAL SUMMER RATE FOR AN "ALOHA" OCEAN VIEW AT MAUI KAMAOLE G-212

Wailea condo

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$260

1 / 14

Grand Champions 033

Wailea apartment

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 2 hours 54 minutes

Price per night from

$433

1 / 22

Kihei Akahi Resort - Unit B204

Wailea condo

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 51 minutes

Price per night from

$154

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Keawakapu Beachfront Living....right on the beach

Wailea condo

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$449

1 / 28

Wailea Grand Champions Villas #77

Wailea apartment

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 2 hours 54 minutes

Price per night from

$368

1 / 24

Kihei Akahi Resort - Unit C505

Wailea condo

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 2 hours 57 minutes

Price per night from

$148

1 / 37

Incredible Ocean Views & Beautifully Remoded - Close to Ulua Beach

Wailea condo

1 bedroom / 2 bathrooms / sleeps 2

Price per night from

$419

1 / 24

Intimate Tropical Retreat

Wailea apartment

1 bedroom / 2 bathrooms / sleeps 2

Price per night from

$350

1 / 16

Wailea Grand Champions Villas #79

Wailea apartment

1 bedroom / 2 bathrooms / sleeps 2

Responds fast! avg. 2 hours 54 minutes

Price per night from

$298

1 / 24

Aloha Kai Suite at Wailea Beach Villas PH 205

Wailea villa

3 bedrooms / 3 bathrooms / sleeps 8

“Best Vacation” My family and I truly enjoyed loved our stay at Aloha Kai Suite and the Wailea Beach Villas. Beautifully decorated, clean, kitchen had everything you needed, and of course the view was amazing. We loved being so close the sandy beach, t

Price per night from

$995

1 / 42

South Kihei Paradise & Great Location

Wailea condo

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 5 minutes

Price per night from

$159

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