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Villa rentals in Wailea

Wailea
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Wailea
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1 Bedroom
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Top-rated villas in Wailea

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Villa Wailea
Apr 22 - Apr 29
-62%
$2,084
$794 per night
Villa ∙ 8 guests ∙ 3 bedrooms

Gorgeous Villa in Wailea-Makena with Private Garage + Partial View + Next to Beach

4.8
Outstanding (84 ratings)
Wailea, Wailea-Makena, Hawaii, United States
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Villa Wailea
May 13 - May 20
-56%
$1,667
$729 per night
Villa ∙ 10 guests ∙ 3 bedrooms

Nice Villa in Wailea with Private Balcony + Garden Views + Beach Nearby

4.8
Outstanding (58 ratings)
Wailea, Wailea-Makena, Hawaii, United States
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Villa Wailea
Mar 2 - Mar 9
$1,195 per night
Villa ∙ 10 guests ∙ 4 bedrooms

Villa in Wailea with Grill, Patio & Pool

5.0
Outstanding (33 ratings)
Wailea, Wailea-Makena, Hawaii, United States
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Villa Wailea
Apr 23 - Apr 30
-29%
$545
$385 per night
Villa ∙ 4 guests ∙ 1 bedroom

Villa in Wailea with Botanical Garden + Ocean Views

4.9
Outstanding (69 ratings)
Wailea, Wailea-Makena, Hawaii, United States
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Villa Wailea
Sep 9 - Sep 16
-50%
$550
$275 per night
Villa ∙ 4 guests ∙ 2 bedrooms

Villa in Wailea with Patio, Grill & Pool

5.0
Outstanding (128 ratings)
Wailea, Wailea-Makena, Hawaii, United States
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Villa Wailea
Apr 23 - Apr 30
-17%
$1,195
$995 per night
Villa ∙ 8 guests ∙ 3 bedrooms

Villa in Wailea with Grill, Sauna & Patio + Location View

5.0
Outstanding (41 ratings)
Wailea, Wailea-Makena, Hawaii, United States
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Villas in Wailea: Top Accommodations

Villa Wailea
Sep 9 - Sep 16
-58%
$1,977
$828 per night
Villa ∙ 7 guests ∙ 2 bedrooms

Nice Villa in Wailea with Grill, Patio & Pool + Close to Beach

5.0
Outstanding (77 ratings)
Wailea, Wailea-Makena, Hawaii, United States
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Villa Wailea
Apr 23 - Apr 30
$995 per night
Villa ∙ 6 guests ∙ 3 bedrooms

Villa in Wailea with Sauna, Patio & Pool + Ocean View + Beach Nearby

5.0
Outstanding (52 ratings)
Wailea, Wailea-Makena, Hawaii, United States
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Villa Wailea
Apr 23 - Apr 30
$350 per night
Villa ∙ 4 guests ∙ 1 bedroom

Villa in Wailea with Pool, Jacuzzi & Yard + Ocean Views

5.0
Outstanding (148 ratings)
Wailea, Wailea-Makena, Hawaii, United States
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Villa Wailea
Aug 11 - Aug 18
-18%
$2,195
$1,795 per night
Villa ∙ 6 guests ∙ 3 bedrooms

Unique Villa in Wailea with Free Parking + Next to Beach

5.0
Outstanding (34 ratings)
Wailea, Wailea-Makena, Hawaii, United States
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Villa Wailea
Dec 1 - Dec 8
-20%
$1,195
$953 per night
Villa ∙ 6 guests ∙ 3 bedrooms

Villa in Wailea with Sauna, Pool & Grill + Ocean View + Close to Beach

5.0
Outstanding (41 ratings)
Wailea, Wailea-Makena, Hawaii, United States
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Villa Wailea
Nov 13 - Nov 20
$383 per night
Villa ∙ 5 guests ∙ 2 bedrooms

Villa in Wailea with Botanical Garden + Course View

5.0
Outstanding (144 ratings)
Wailea, Wailea-Makena, Hawaii, United States
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Villa Wailea
Jun 20 - Jun 27
$338 per night
Villa ∙ 4 guests ∙ 1 bedroom

Villa in Wailea with Yard, Patio & Pool + Ocean View

5.0
Outstanding (90 ratings)
Wailea, Wailea-Makena, Hawaii, United States
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Villa Wailea
May 11 - May 18
-60%
$2,086
$839 per night
Villa ∙ 10 guests ∙ 3 bedrooms

Lovely Villa in Wailea with Grill, Pool, Hot Tub

4.9
Outstanding (106 ratings)
Wailea, Wailea-Makena, Hawaii, United States
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Villa Wailea
Apr 5 - Apr 12
$1,595 per night
Villa ∙ 8 guests ∙ 3 bedrooms

Villa in Wailea with Free Parking + Ocean View

5.0
Outstanding (5 ratings)
Wailea, Wailea-Makena, Hawaii, United States
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Budget-friendly villas in Wailea

Our top value vacation rentals for villas

Villa Wailea
Jul 25 - Aug 1
-21%
$1,291
$1,016 per night
Villa ∙ 6 guests ∙ 2 bedrooms

Entire Villa in Wailea with Pool, Patio & Grill + Garden Views + Beach Nearby

4.9
Outstanding (74 ratings)
Wailea, Wailea-Makena, Hawaii, United States
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Villa Wailea
Apr 22 - Apr 29
-72%
$3,300
$910 per night
Villa ∙ 7 guests ∙ 3 bedrooms

Wonderful Villa in Wailea with Free Parking + Ocean Views + Close to Beach

5.0
Outstanding (83 ratings)
Wailea, Wailea-Makena, Hawaii, United States
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Villa Wailea
Mar 2 - Mar 9
$1,195 per night
Villa ∙ 8 guests ∙ 3 bedrooms

Charming Villa in Wailea with Pool, Grill & Sauna + Island Views + Beach Nearby

4.9
Outstanding (16 ratings)
Wailea, Wailea-Makena, Hawaii, United States
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Villas with kitchens

House  Wailea
Jun 6 - Jun 13
-48%
$1,663
$865 per night
House ∙ 6 guests ∙ 2 bedrooms

House in Wailea with Pool, Hot Tub & Yard + Garden View

5.0
Outstanding (1 rating)
Wailea, Wailea-Makena, Hawaii, United States
Kitchen
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Villa  Wailea
Mar 2 - Mar 9
$1,095 per night
Villa ∙ 6 guests ∙ 2 bedrooms

Villa in Wailea with Grill, Patio & Pool + Ocean View

4.4
Very good (34 ratings)
Wailea, Wailea-Makena, Hawaii, United States
Kitchen
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Villa  Wailea
May 4 - May 11
$959 per night
Villa ∙ 8 guests ∙ 3 bedrooms

Villa in Wailea with Private Garage + Ocean Views

5.0
Outstanding (82 ratings)
Wailea, Wailea-Makena, Hawaii, United States
Kitchen
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Soak Up the Sun: Villas with Patios

Villa  Wailea
Mar 2 - Mar 9
$1,425 per night
Villa ∙ 6 guests ∙ 2 bedrooms

Villa in Wailea with Patio, Pool & Grill + Ocean Views

5.0
Outstanding (23 ratings)
Wailea, Wailea-Makena, Hawaii, United States
Balcony/Patio
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Villa  Wailea
Mar 2 - Mar 9
$1,562 per night
Villa ∙ 6 guests ∙ 3 bedrooms

Beautiful Villa in Wailea with Private Garage + Ocean Views

5.0
Outstanding (43 ratings)
Wailea, Wailea-Makena, Hawaii, United States
Balcony/Patio
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Villa  Wailea
Jun 20 - Jun 27
$2,495 per night
Villa ∙ 8 guests ∙ 4 bedrooms

Nice Villa in Wailea with Private Terrace + Panoramic Views + Beach Nearby

5.0
Outstanding (17 ratings)
Wailea, Wailea-Makena, Hawaii, United States
Balcony/Patio
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Stay Cool: Villas with Air Conditioning

Villa  Wailea
Apr 23 - Apr 30
$1,100 per night
Villa ∙ 8 guests ∙ 3 bedrooms

Beautiful Villa in Wailea with Wonderful Pool + Gorgeous Views + Beach Nearby

5.0
Outstanding (69 ratings)
Wailea, Wailea-Makena, Hawaii, United States
Air conditioning
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Villa  Wailea
Mar 2 - Mar 9
$1,841 per night
Villa ∙ 7 guests ∙ 3 bedrooms

Villa in Wailea with Pool, Patio & Grill + Island Views + Close to Beach

5.0
Outstanding (87 ratings)
Wailea, Wailea-Makena, Hawaii, United States
Air conditioning
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Villa  Wailea
Dec 14 - Dec 21
$1,418 per night
Villa ∙ 6 guests ∙ 3 bedrooms

Villa in Wailea-Makena with Free Parking + Next to Beach

4.9
Outstanding (32 ratings)
Wailea, Wailea-Makena, Hawaii, United States
Air conditioning
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Villas with Hot Tubs

Rentals Featuring Jacuzzis and Whirlpools

House Wailea
May 4 - May 11
-59%
$2,214
$897 per night
House ∙ 8 guests ∙ 3 bedrooms

House in Wailea-Makena with French Balcony + Garden View

Wailea, Wailea-Makena, Hawaii, United States
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House Wailea
Jun 23 - Jun 30
-56%
$2,077
$907 per night
House ∙ 7 guests ∙ 2 bedrooms

House in Wailea with Grill, Jacuzzi & Pool

Wailea, Wailea-Makena, Hawaii, United States
Free cancellation
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House Wailea
May 4 - May 11
-63%
$2,874
$1,076 per night
House ∙ 8 guests ∙ 3 bedrooms

Lovely Vacation Home in Wailea with Private Garage + Ocean Views

Wailea, Wailea-Makena, Hawaii, United States
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Villas in Wailea for Any Type of Traveler

Need a place to stay with a group of eight or more people in Wailea?

HomeToGo features numerous Villas in Wailea with eight or more bedrooms and eight or more bathrooms. Find luxurious Villas for big groups in Wailea, complete with private pool, large kitchen, and lots of space to relax. April is the most affortable time to stay in Wailea with a big group, when nightly prices for Villas will range from $1,614 to $4,067 per night. Begin searching our top cabins for 8+ people and plan the perfect trip!

Planning a private getaway in Wailea with your partner?

Reserve amazing Villas in Wailea for a private retreat, complete with hot tub, sauna, and a amazing view of Wailea's surrounding scenery. There are tons of exciting activities to try with your partner on your couples trip, including hiking, swimming, biking, and many other outdoor activities. The cheapest month to book is April with prices starting at $275 per night. Search HomeToGo's best offers for romantic getaways in Wailea now!
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Information about Villa rentals in Wailea

🏡 Villas available 172 rentals
💳 Possible discounts up to 62%
🌙 Nightly prices starting at $275
⭐ Popular amenities No pets allowed, TV and Internet
🏊 Villas with pools 143 homes

Frequently Asked Questions

Villa rentals in Wailea: How much does a stay cost?

You can get an incredible rental for somewhere between $1,614 and $4,067 and find discounts up to 62%!

Can I find a vacation home for a group for Villa rentals in Wailea?

in Wailea, large groups should consider Villa since they usually fit 7 guests.

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