Villa Rentals in Wailea Shopping Village Shopping Center, HI: Compare 10+ Sites & Save

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99 Best Villa Rentals in Wailea Shopping Village Shopping Center (Starting from $993)

Wailea Beach Villa H202 by Coldwell Banker Island Vacations
Wailea Beach Villa H202 by Coldwell Banker Island Vacations
Villa
Wailea, HI, USA
0.4k from Wailea Shopping Village Shopping Center center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Beach, Hot tubs

2 Bedrooms6 Guests
New to Booking
$1372
Average price / night
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Panoramic Ocean Views! Remodeled/Redecorated! Very Pretty Corner Ground Floor 2 bedroom/2 bath
Panoramic Ocean Views! Remodeled/Redecorated! Very Pretty Corner Ground Floor 2 bedroom/2 bath
Villa
Wailea, HI, 96753, United States
0.1k from Wailea Shopping Village Shopping Center center

AC, Arcade, Balcony, Barbecue, Dryer, Fitness Equipment, Free Parking, Hot Tub, Kitchen

2 Bedrooms4 Guests
10.0

Exceptional

2 reviews

$1566
Average price / night
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Wailea Beach Villa I503 by Coldwell Banker Island Vacations
Wailea Beach Villa I503 by Coldwell Banker Island Vacations
Villa
Wailea, HI, USA
0.4k from Wailea Shopping Village Shopping Center center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Beach, Hot tubs

3 Bedrooms7 Guests
New to Booking
$1899
Average price / night
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Stunning Ocean View Wailea Beach Villa- Book & Save
Stunning Ocean View Wailea Beach Villa- Book & Save
Villa
Wailea, HI, 96753, United States
0.2k from Wailea Shopping Village Shopping Center center

AC, Arcade, Balcony, Barbecue, Dryer, Elevator, Extra Bed, Fitness Equipment, Free Parking

4 Bedrooms9 Guests
10.0

Exceptional

106 reviews

$2368
Average price / night
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Wailea Beach Villa M312 by Coldwell Banker Island Vacations
Wailea Beach Villa M312 by Coldwell Banker Island Vacations
Villa
Wailea, HI, USA
0.4k from Wailea Shopping Village Shopping Center center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Beach, Hot tubs

3 Bedrooms8 Guests
New to Booking
$1621
Average price / night
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LUXURY OCEAN & RESORT VIEWS ANDAZ w/ LANAI JACUZZI Sea Spirit 811 3Br/4Ba for 8
LUXURY OCEAN & RESORT VIEWS ANDAZ w/ LANAI JACUZZI Sea Spirit 811 3Br/4Ba for 8
Villa
Wailea, HI, 96753, United States
0.2k from Wailea Shopping Village Shopping Center center

AC, Arcade, Balcony, Barbecue, Breakfast Available, Dryer, Elevator, Fitness Equipment, Free Parking

3 Bedrooms8 Guests
10.0

Exceptional

3 reviews

$4247
Average price / night
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Wailea Beach Villa I204 by Coldwell Banker Island Vacations
Wailea Beach Villa I204 by Coldwell Banker Island Vacations
Villa
Wailea, HI, USA
0.4k from Wailea Shopping Village Shopping Center center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Beach, Hot tubs

2 Bedrooms7 Guests
New to Booking
$993
Average price / night
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YOUR OWN LUXURY PRIVATE RESORT WITHIN A RESORT AT SEAGLASS 810 AT ANDAZ MAUI
YOUR OWN LUXURY PRIVATE RESORT WITHIN A RESORT AT SEAGLASS 810 AT ANDAZ MAUI
Villa
Kihei, HI, 96753, United States
0.2k from Wailea Shopping Village Shopping Center center

AC, Arcade, Balcony, Barbecue, Breakfast Available, Dryer, Elevator, Fitness Equipment, Free Parking

3 Bedrooms8 Guests
10.0

Exceptional

7 reviews

$4669
Average price / night
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Wailea Beach Villa H102 by Coldwell Banker Island Vacations
Wailea Beach Villa H102 by Coldwell Banker Island Vacations
Villa
Wailea, HI, USA
0.5k from Wailea Shopping Village Shopping Center center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Beach, Hot tubs

2 Bedrooms6 Guests
New to Booking
$1120
Average price / night
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Luxury Oceanview Wailea Retreat with Sunset Views
Luxury Oceanview Wailea Retreat with Sunset Views
Villa
Wailea-Makena, HI, 96753, United States
0.3k from Wailea Shopping Village Shopping Center center

AC, Barbecue, Crib, Dryer, Free Parking, Hot Tub, Internet, Kitchen, Laundry

3 Bedrooms10 Guests
10.0

Exceptional

2 reviews

$1030
Average price / night
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Hoolei 112-5 by Coldwell Banker Island Vacations
Hoolei 112-5 by Coldwell Banker Island Vacations
Villa
Wailea, HI, USA
0.9k from Wailea Shopping Village Shopping Center center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Hot tubs, Places to stay

3 Bedrooms6 Guests
New to Booking
$2177
Average price / night
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OCEAN VIEW ANDAZ PENTHOUSE LUXURY Just Steps to the Beach + Private Lanai Spa
OCEAN VIEW ANDAZ PENTHOUSE LUXURY Just Steps to the Beach + Private Lanai Spa
Villa
Wailea, HI, 96753, United States
0.3k from Wailea Shopping Village Shopping Center center

AC, Arcade, Balcony, Barbecue, Breakfast Available, Dryer, Elevator, Extra Bed, Fitness Equipment

3 Bedrooms8 Guests
New to Booking
$4135
Average price / night
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Hoolei 12-4 by Coldwell Banker Island Vacations
Hoolei 12-4 by Coldwell Banker Island Vacations
Villa
Wailea, HI, USA
1.0k from Wailea Shopping Village Shopping Center center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Hot tubs, Places to stay

3 Bedrooms8 Guests
New to Booking
$1419
Average price / night
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FAMILY FUN & LUXURY ANDAZ PENTHOUSE OCEAN & SUNSET VIEWS FROM LANAI HOT TUB 3 Br/4 Ba for 8
FAMILY FUN & LUXURY ANDAZ PENTHOUSE OCEAN & SUNSET VIEWS FROM LANAI HOT TUB 3 Br/4 Ba for 8
Villa
Wailea, HI, 96753, United States
0.3k from Wailea Shopping Village Shopping Center center

AC, Arcade, Balcony, Barbecue, Breakfast Available, Dryer, Elevator, Fitness Equipment, Free Parking

3 Bedrooms8 Guests
10.0

Exceptional

2 reviews

$3937
Average price / night
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Hoolei 55-3 by Coldwell Banker Island Vacations
Hoolei 55-3 by Coldwell Banker Island Vacations
Villa
Wailea, HI, USA
1.0k from Wailea Shopping Village Shopping Center center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Hot tubs, Places to stay

3 Bedrooms8 Guests
New to Booking
$1925
Average price / night
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REDECORATED! NEW OFFERING THE PALM COAST F202 OCEAN VIEW GRAND LUXE VILLA SLEEPS 8!
REDECORATED! NEW OFFERING THE PALM COAST F202 OCEAN VIEW GRAND LUXE VILLA SLEEPS 8!
Villa
Wailea, HI, 96753, United States
0.4k from Wailea Shopping Village Shopping Center center

AC, Balcony, Barbecue, Dryer, Elevator, Fitness Equipment, Free Parking, Hot Tub, Kitchen

3 Bedrooms8 Guests
New to Booking
$3064
Average price / night
Check Availability
Ho'olei Unit 12-2, Close to Pool, Walk to Beach
Ho'olei Unit 12-2, Close to Pool, Walk to Beach
Villa
Wailea, HI, USA
1.0k from Wailea Shopping Village Shopping Center center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

1 Bedroom8 Guests
10.0

Exceptional

1 reviews

$995
Average price / night
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Fine Art + Ocean Views | Professionally Managed
Fine Art + Ocean Views | Professionally Managed
Villa
Wailea, HI, 96753, United States
0.4k from Wailea Shopping Village Shopping Center center

AC, Barbecue, Fitness Equipment, Free Parking, Hot Tub, Internet, Kitchen, Microwave, No Smoking

3 Bedrooms8 Guests
9.4

Superb

6 reviews

$3203
Average price / night
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Hoolei 24-1 by Coldwell Banker Island Vacations
Hoolei 24-1 by Coldwell Banker Island Vacations
Villa
Wailea, HI, USA
1.1k from Wailea Shopping Village Shopping Center center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Hot tubs, Places to stay

3 Bedrooms8 Guests
New to Booking
$1606
Average price / night
Check Availability
Recently Renovated | Wrap-Around Ocean Views | Wailea Beach Villas D302
Recently Renovated | Wrap-Around Ocean Views | Wailea Beach Villas D302
Villa
Wailea, HI, 96753, United States
0.4k from Wailea Shopping Village Shopping Center center

AC, Barbecue, Fitness Equipment, Free Parking, Hot Tub, Internet, Kitchen, Microwave, No Smoking

3 Bedrooms8 Guests
10.0

Exceptional

2 reviews

$3193
Average price / night
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Conde Nast Award Winning Property - Wailea Beach Villas E202
Conde Nast Award Winning Property - Wailea Beach Villas E202
Villa
Wailea, HI, 96753, United States
0.4k from Wailea Shopping Village Shopping Center center

AC, Barbecue, Fitness Equipment, Free Parking, Hot Tub, Internet, Kitchen, Microwave, No Smoking

3 Bedrooms8 Guests
10.0

Exceptional

5 reviews

$2788
Average price / night
Check Availability
Voted Top 10 Resort in Hawaii - Wailea Beach Villas F201
Voted Top 10 Resort in Hawaii - Wailea Beach Villas F201
Villa
Wailea, HI, 96753, United States
0.4k from Wailea Shopping Village Shopping Center center

AC, Barbecue, Fitness Equipment, Free Parking, Hot Tub, Internet, Kitchen, Microwave, No Smoking

3 Bedrooms8 Guests
10.0

Exceptional

12 reviews

$2580
Average price / night
Check Availability
Recently Renovated & Professionally Managed Ocean View Villa
Recently Renovated & Professionally Managed Ocean View Villa
Villa
Wailea, HI, 96753, United States
0.4k from Wailea Shopping Village Shopping Center center

AC, Barbecue, Fitness Equipment, Free Parking, Hot Tub, Internet, Kitchen, Microwave, No Smoking

3 Bedrooms8 Guests
10.0

Exceptional

4 reviews

$3424
Average price / night
Check Availability
Panoramic Ocean Views at Wailea Beach Villas I503
Panoramic Ocean Views at Wailea Beach Villas I503
Villa
Wailea, HI, 96753, United States
0.4k from Wailea Shopping Village Shopping Center center

AC, Arcade, Balcony, Barbecue, Dryer, Elevator, Fitness Equipment, Free Parking, Hot Tub

3 Bedrooms7 Guests
10.0

Exceptional

79 reviews

$1532
Average price / night
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I.P.M PRESENTS: VILLA F101 - PRIVATE POOL + YARD! FLEXIBLE CANCELATION POLICY
I.P.M PRESENTS: VILLA F101 - PRIVATE POOL + YARD! FLEXIBLE CANCELATION POLICY
Villa
Kihei, HI, 96753, United States
0.4k from Wailea Shopping Village Shopping Center center

AC, Arcade, Barbecue, Dryer, Fitness Equipment, Free Parking, Hot Tub, Internet, Kitchen

3 Bedrooms8 Guests
9.8

Exceptional

26 reviews

$2096
Average price / night
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I.P.M PRESENTS: Penthouse K108 - GREAT RATES! FLEXIBLE CANCELATION POLICY
I.P.M PRESENTS: Penthouse K108 - GREAT RATES! FLEXIBLE CANCELATION POLICY
Villa
Kihei, HI, 96753, United States
0.4k from Wailea Shopping Village Shopping Center center

AC, Arcade, Balcony, Barbecue, Dryer, Extra Bed, Fitness Equipment, Hot Tub, Internet

2 Bedrooms6 Guests
8.8

Fabulous

26 reviews

$1394
Average price / night
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BEAUTIFUL AZURE AZUL M212 AT LUXURIOUS & BREATHTAKING WAILEA BEACH VILLAS!
BEAUTIFUL AZURE AZUL M212 AT LUXURIOUS & BREATHTAKING WAILEA BEACH VILLAS!
Villa
Wailea-Makena, HI, 96753, United States
0.4k from Wailea Shopping Village Shopping Center center

AC, Arcade, Balcony, Barbecue, Business Services, Dryer, Elevator, Extra Bed, Fitness Equipment

3 Bedrooms8 Guests
10.0

Exceptional

21 reviews

$2381
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Villa Rentals in Wailea Shopping Village Shopping Center.

Wailea Shopping Village Shopping Center Villa Rentals on the Map

Frequently Asked Questions

You can currently explore 99 verified villa rentals in Wailea Shopping Village Shopping Center. Our listings are sourced from multiple leading booking platforms, giving you a broad and up-to-date selection of luxury and private villas in one place.

Villa prices in Wailea Shopping Village Shopping Center vary depending on the season, location, and amenities. Rates typically start from around $993 per night, with premium properties costing more during peak travel periods. Comparing options across different platforms can help you find the best value for your dates.

Many villas in Wailea Shopping Village Shopping Center are designed for privacy and comfort, and a large number of them feature private pools. You can easily filter your search to find villas with pools, helping you choose the perfect stay for relaxation or group travel in Wailea Shopping Village Shopping Center.

Yes, Wailea Shopping Village Shopping Center offers a wide range of villas ideal for group stays. Many properties include 1 or more bedrooms, making them well-suited for family gatherings, events, or trips with friends. You can filter by bedroom count to quickly find options that match your group size.

For popular travel periods, it’s generally recommended to book your Wailea Shopping Village Shopping Center villa around 60 to 90 days in advance to secure the best selection. However, since we compare 10+ sites, it’s still possible to find great last-minute options even 2 to 4 weeks before your trip.

Villas in Wailea Shopping Village Shopping Center often include highly sought-after amenities such as Wellness Facilities, Hot Tub, and View. These features enhance comfort and convenience, making them especially popular among travelers visiting Wailea Shopping Village Shopping Center.

To discover top-rated villas in Wailea Shopping Village Shopping Center, you can sort listings by guest ratings and reviews. Our platform aggregates feedback from multiple trusted sources, helping you identify highly rated properties based on real guest experiences. Use the "Rating" filter above to start your search.