Family-Friendly Vacation Rentals in Wailea Shopping Village Shopping Center, HI: Compare 10+ Sites & Save

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2041 Best Family Vacation Rentals in Wailea Shopping Village Shopping Center (Starting from $492)

WAILEA ELUA, #1508 condo
WAILEA ELUA, #1508 condo
Apartment
Wailea, HI, USA
0.0k from Wailea Shopping Village Shopping Center center

Apartments, Accommodations, Pools, Parking, Lodgings, Vacation rentals, Beach, Jacuzzis, Places to stay

2 Bedrooms6 Guests
New to Booking
$1046
Average price / night
Check Availability
 Exquisite Prime Beachfront Haven, Indulge in Tropical Luxury -Wailea Elua 1302
Exquisite Prime Beachfront Haven, Indulge in Tropical Luxury -Wailea Elua 1302
Condo
Wailea, Maui, HI, 96753, United States
0.0k from Wailea Shopping Village Shopping Center center

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

1 Bedroom4 Guests
8.0

Good

2 reviews

$993
Average price / night
Check Availability
WAILEA ELUA, #0802 condo
WAILEA ELUA, #0802 condo
Apartment
Wailea, HI, USA
0.0k from Wailea Shopping Village Shopping Center center

Apartments, Accommodations, Pools, Parking, Lodgings, Vacation rentals, Beach, Places to stay, Beach rentals

2 Bedrooms6 Guests
New to Booking
$922
Average price / night
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Stunning Oceanfront 1BR/2BA Retreat with Spectacular Views - Wailea Elua 1802\n
Stunning Oceanfront 1BR/2BA Retreat with Spectacular Views - Wailea Elua 1802\n
Condo
Wailea, Maui, HI, 96753, United States
0.0k from Wailea Shopping Village Shopping Center center

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

1 Bedroom4 Guests
New to Booking
$1055
Average price / night
Check Availability
WAILEA ELUA, #1305^ condo
WAILEA ELUA, #1305^ condo
Apartment
Wailea, HI, USA
0.0k from Wailea Shopping Village Shopping Center center

Apartments, Accommodations, Pools, Parking, Lodgings, Beach, Jacuzzis, Places to stay, Condos

3 Bedrooms8 Guests
New to Booking
$2801
Average price / night
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Wailea Elua #2107 - Spacious, Stylish & Just Moments from Wailea Beach
Wailea Elua #2107 - Spacious, Stylish & Just Moments from Wailea Beach
Condo
Wailea, Maui, HI, 96753, United States
0.0k from Wailea Shopping Village Shopping Center center

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

2 Bedrooms6 Guests
10.0

Exceptional

2 reviews

$698
Average price / night
Check Availability
WAILEA ELUA, #2201^ condo
WAILEA ELUA, #2201^ condo
Apartment
Wailea, HI, USA
0.0k from Wailea Shopping Village Shopping Center center

Apartments, Accommodations, Pools, Parking, Lodgings, Beach, Jacuzzis, Places to stay, Condos

2 Bedrooms6 Guests
New to Booking
$1020
Average price / night
Check Availability
Wailea Elua 1304 - Spectacular Oceanfront Condo with Panoramic Views
Wailea Elua 1304 - Spectacular Oceanfront Condo with Panoramic Views
Condo
Wailea, Maui, HI, 96753, United States
0.0k from Wailea Shopping Village Shopping Center center

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

2 Bedrooms4 Guests
10.0

Exceptional

2 reviews

$1555
Average price / night
Check Availability
Wailea Elua, #1402
Wailea Elua, #1402
Apartment
Wailea, HI, USA
0.0k from Wailea Shopping Village Shopping Center center

Apartments, Accommodations, Pools, Parking, Lodgings, Beach, Jacuzzis, Places to stay, Condos

1 Bedroom4 Guests
New to Booking
$838
Average price / night
Check Availability
 Ground-Level Beauty on a Verdant Oceanfront Property - Wailea Elua 1601
Ground-Level Beauty on a Verdant Oceanfront Property - Wailea Elua 1601
Condo
Wailea, Maui, HI, 96753, United States
0.0k from Wailea Shopping Village Shopping Center center

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

1 Bedroom4 Guests
6.6

Good

4 reviews

$741
Average price / night
Check Availability
WAILEA ELUA, #1104 condo
WAILEA ELUA, #1104 condo
Apartment
Wailea, HI, USA
0.0k from Wailea Shopping Village Shopping Center center

Apartments, Accommodations, Pools, Parking, Lodgings, Beach, Jacuzzis, Places to stay, Condos

2 Bedrooms6 Guests
New to Booking
$993
Average price / night
Check Availability
Wailea Elua 2003 - Ground Level Gem -Oceanfront Property W/ Tropical Grounds
Wailea Elua 2003 - Ground Level Gem -Oceanfront Property W/ Tropical Grounds
Condo
Wailea, Maui, HI, 96753, United States
0.0k from Wailea Shopping Village Shopping Center center

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

1 Bedroom4 Guests
9.8

Exceptional

8 reviews

$833
Average price / night
Check Availability
Wailea Elua Village on Ulua Beach
Wailea Elua Village on Ulua Beach
Apartment
Wailea, HI, USA
0.0k from Wailea Shopping Village Shopping Center center

Apartments, Accommodations, Pools, Parking, Lodgings, Beach, Hot tubs, Places to stay, Self-catering

2 Bedrooms4 Guests
9.5

Superb

4 reviews

$1122
Average price / night
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Spectacular Views at Wailea Elua 2010: Tranquil Oasis on Lush Oceanfront Grounds
Spectacular Views at Wailea Elua 2010: Tranquil Oasis on Lush Oceanfront Grounds
Condo
Wailea, Maui, HI, 96753, United States
0.0k from Wailea Shopping Village Shopping Center center

AC, Balcony, Barbecue, Dryer, Fitness Equipment, Free Parking, Hot Tub, Housekeeping, Internet

2 Bedrooms6 Guests
7.8

Good

17 reviews

$566
Average price / night
Check Availability
WAILEA ELUA, #2501 condo
WAILEA ELUA, #2501 condo
Apartment
Wailea, HI, USA
0.0k from Wailea Shopping Village Shopping Center center

Apartments, Accommodations, Pools, Parking, Lodgings, Vacation rentals, Beach, Jacuzzis, Places to stay

2 Bedrooms6 Guests
New to Booking
$1019
Average price / night
Check Availability
Remodeled Retreat with Exquisite Ocean Views - Wailea Elua 2304 - Relax & Revive
Remodeled Retreat with Exquisite Ocean Views - Wailea Elua 2304 - Relax & Revive
Condo
Wailea, Maui, HI, 96753, United States
0.0k from Wailea Shopping Village Shopping Center center

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

2 Bedrooms6 Guests
8.4

Very Good

5 reviews

$1005
Average price / night
Check Availability
WAILEA ELUA, #0106 condo
WAILEA ELUA, #0106 condo
Apartment
Wailea, HI, USA
0.0k from Wailea Shopping Village Shopping Center center

Apartments, Accommodations, Pools, Parking, Lodgings, Vacation rentals, Beach, Jacuzzis, Places to stay

1 Bedroom2 Guests
New to Booking
$492
Average price / night
Check Availability
Island Luxury at Wailea Elua #302: Expansive Ocean Views and Gorgeous Interior
Island Luxury at Wailea Elua #302: Expansive Ocean Views and Gorgeous Interior
Condo
Wailea, HI, 96753, United States
0.0k from Wailea Shopping Village Shopping Center center

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

1 Bedroom4 Guests
8.6

Fabulous

14 reviews

$607
Average price / night
Check Availability
WAILEA ELUA, #2304 condo
WAILEA ELUA, #2304 condo
Apartment
Wailea, HI, USA
0.0k from Wailea Shopping Village Shopping Center center

Apartments, Accommodations, Pools, Parking, Lodgings, Vacation rentals, Beach, Jacuzzis, Places to stay

2 Bedrooms6 Guests
New to Booking
$1232
Average price / night
Check Availability
Tranquil Ground-Floor Retreat: Wailea Elua 105, Set in an Enchanting Property
Tranquil Ground-Floor Retreat: Wailea Elua 105, Set in an Enchanting Property
Condo
Wailea-Makena, HI, 96753, United States
0.0k from Wailea Shopping Village Shopping Center center

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

2 Bedrooms6 Guests
9.0

Fabulous

10 reviews

$713
Average price / night
Check Availability
WAILEA ELUA, #0302 condo
WAILEA ELUA, #0302 condo
Apartment
Wailea, HI, USA
0.0k from Wailea Shopping Village Shopping Center center

Apartments, Accommodations, Pools, Parking, Lodgings, Vacation rentals, Beach, Jacuzzis, Places to stay

1 Bedroom4 Guests
New to Booking
$891
Average price / night
Check Availability
 Nestled Near the Pool with Stunning Grounds -Wailea Elua 1503- Getaway & Relax!
Nestled Near the Pool with Stunning Grounds -Wailea Elua 1503- Getaway & Relax!
Condo
Wailea, Maui, HI, 96753, United States
0.0k from Wailea Shopping Village Shopping Center center

AC, Balcony, Barbecue, Dryer, Fitness Equipment, Free Parking, Hot Tub, Housekeeping, Internet

2 Bedrooms5 Guests
10.0

Exceptional

1 reviews

$859
Average price / night
Check Availability
Fabulous Ulua Beach & Lush Grounds Await: Wailea Elua 807, Groundfloor Gem!
Fabulous Ulua Beach & Lush Grounds Await: Wailea Elua 807, Groundfloor Gem!
Condo
Wailea, HI, 96753, United States
0.0k from Wailea Shopping Village Shopping Center center

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

1 Bedroom2 Guests
9.6

Exceptional

11 reviews

$610
Average price / night
Check Availability
Oceanfront Escape - Beautiful Wailea Elua Ground-Floor Condo #1401
Oceanfront Escape - Beautiful Wailea Elua Ground-Floor Condo #1401
Condo
Kihei, HI, 96753, United States
0.0k from Wailea Shopping Village Shopping Center center

AC, Barbecue, Dryer, Extra Bed, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet

1 Bedroom2 Guests
9.6

Exceptional

62 reviews

$804
Average price / night
Check Availability
Spacious Modern Haven Just Steps from the Beach - Wailea Elua #908 -Lush Grounds
Spacious Modern Haven Just Steps from the Beach - Wailea Elua #908 -Lush Grounds
Condo
Wailea, Maui, HI, 96753, United States
0.0k from Wailea Shopping Village Shopping Center center

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

2 Bedrooms5 Guests
9.4

Superb

16 reviews

$1045
Average price / night
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Captivating Tropical Escape at Wailea Elua 2202 - Breathtaking Ocean Views
Captivating Tropical Escape at Wailea Elua 2202 - Breathtaking Ocean Views
Condo
Wailea, Maui, HI, 96753, United States
0.0k from Wailea Shopping Village Shopping Center center

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

2 Bedrooms6 Guests
9.0

Fabulous

4 reviews

$656
Average price / night
Check Availability
  Cozy Treasure Nestled on a Lush Oceanfront Property - Wailea Elua 1508
Cozy Treasure Nestled on a Lush Oceanfront Property - Wailea Elua 1508
Condo
Wailea, Maui, HI, 96753, United States
0.0k from Wailea Shopping Village Shopping Center center

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

3 Bedrooms6 Guests
10.0

Exceptional

3 reviews

$782
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 Family Vacation Rentals in Wailea Shopping Village Shopping Center.

Wailea Shopping Village Shopping Center Family Vacation Rentals on the Map

Frequently Asked Questions

You can explore 2041 verified family-friendly vacation rentals in Wailea Shopping Village Shopping Center. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in Wailea Shopping Village Shopping Center vary depending on the season, number of bedrooms, and included amenities. Rates typically start from around $492 per night, with larger homes and peak travel periods often costing more.

Many family-friendly rentals in Wailea Shopping Village Shopping Center offer baby-friendly items such as high chairs, cribs, or pack-and-play options. Availability can vary, so it’s helpful to check the listing details before booking.

Yes, some rentals in Wailea Shopping Village Shopping Center are well suited for multi-generational stays, offering multiple bedrooms, separate living areas, and enough space for larger groups to stay comfortably together.

For busy travel periods such as school holidays or summer breaks, booking 90 to 120 days in advance is recommended to secure the best options. Availability may be more flexible during quieter times of the year.

Family-friendly rentals in Wailea Shopping Village Shopping Center often include amenities such as Oceanfront, View, and Pool. These features help make stays more convenient and enjoyable for both adults and children.

You can use search filters to find rentals that offer features like game rooms, playgrounds, or entertainment areas. Checking property descriptions can also help you identify homes that are well suited for families with children.