Family-Friendly Vacation Rentals in Waikoloa, HI: Compare 10+ Sites & Save

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  5.  Waikoloa

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1000 Best Family Vacation Rentals in Waikoloa (Starting from $167)

6 Bed 4 Bath Condo in Waikoloa Village
6 Bed 4 Bath Condo in Waikoloa Village
Apartment
Waikoloa Village, HI, USA
0.9k from Waikoloa center

Apartments, Cheap, Accommodations, Pools, Parking, Lodgings, Jacuzzis, Places to stay, Self-catering

6 Bedrooms13 Guests
8.5

Very Good

2 reviews

$848
Average price / night
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Upgraded 3 bed w Ocean View, Pool, Hot tub, 2 King
Upgraded 3 bed w Ocean View, Pool, Hot tub, 2 King
Apartment
Waikoloa Village, HI, 96738, United States
1.0k from Waikoloa center

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

3 Bedrooms8 Guests
10.0

Exceptional

4 reviews

$476
Average price / night
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Paniolo Greens at Waikoloa C212
Paniolo Greens at Waikoloa C212
Apartment
Waikoloa Village, HI, USA
1.0k from Waikoloa center

Apartments, Cheap, Accommodations, Pools, Lodgings, Jacuzzis, Places to stay, Family

2 Bedrooms4 Guests
9.3

Superb

3 reviews

$306
Average price / night
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1 Huge Unit 6 Bed 4 Bath Condo in Waikoloa Village
1 Huge Unit 6 Bed 4 Bath Condo in Waikoloa Village
Apartment
Waikoloa Village, HI, 96738, United States
1.0k from Waikoloa center

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

6 Bedrooms13 Guests
8.4

Very Good

13 reviews

$775
Average price / night
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Greens At Waikoloa L101
Greens At Waikoloa L101
Apartment
Waikoloa Village, HI, USA
1.0k from Waikoloa center

Apartments, Cheap, Accommodations, Pools, Lodgings, Jacuzzis, Places to stay, Family

2 Bedrooms5 Guests
9.5

Superb

11 reviews

$403
Average price / night
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Beautiful Ocean Views w/ AC!!
Beautiful Ocean Views w/ AC!!
Condo
Waikoloa Village, HI, 96738, United States
1.0k from Waikoloa center

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

3 Bedrooms6 Guests
9.6

Exceptional

12 reviews

$574
Average price / night
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Greens At Waikoloa J101
Greens At Waikoloa J101
Apartment
Waikoloa Village, HI, USA
1.0k from Waikoloa center

Apartments, Cheap, Accommodations, Pools, Lodgings, Hot tubs, Places to stay, Family

2 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$207
Average price / night
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NEW! Extraordinary, Ocean View Retreat. Pool Golf Tennis Pickleball.
NEW! Extraordinary, Ocean View Retreat. Pool Golf Tennis Pickleball.
Condo
Waikoloa, HI, 96738, United States
1.4k from Waikoloa center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

2 Bedrooms4 Guests
8.4

Very Good

6 reviews

$521
Average price / night
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Waikoloa Fairways Unit A207 Golf View 2BD 2BA
Waikoloa Fairways Unit A207 Golf View 2BD 2BA
Apartment
Waikoloa Village, HI, USA
1.1k from Waikoloa center

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

2 Bedrooms4 Guests
New to Booking
$764
Average price / night
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NEW- Expansive Ocean View- Pool/Tennis/Pickleball
NEW- Expansive Ocean View- Pool/Tennis/Pickleball
Condo
Waikoloa Village, HI, 96738, United States
1.5k from Waikoloa center

AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

1 Bedroom4 Guests
9.6

Exceptional

5 reviews

$410
Average price / night
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Waikoloa Fairways A108
Waikoloa Fairways A108
Apartment
Waikoloa, HI, USA
1.2k from Waikoloa center

Apartments, Accommodations, Pools, Lodgings, Jacuzzis, Places to stay

2 Bedrooms6 Guests
9.5

Superb

2 reviews

$208
Average price / night
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Upgraded, 2 kings, ocean view
Upgraded, 2 kings, ocean view
Condo
Waikoloa Village, HI, 96738, United States
1.6k from Waikoloa center

AC, Balcony, Barbecue, Breakfast Available, Crib, Dryer, Free Parking, Hot Tub, Internet

2 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$357
Average price / night
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Waikoloa Fairways #A310: Top Floor,Breathtaking Lake, Golf Course&Ocean Views
Waikoloa Fairways #A310: Top Floor,Breathtaking Lake, Golf Course&Ocean Views
House
Waikoloa, HI, USA
1.2k from Waikoloa center

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

2 Bedrooms4 Guests
New to Booking
$360
Average price / night
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Waikoloa Village | Quiet 2-bedroom Condo | Sunset and Ocean Views
Waikoloa Village | Quiet 2-bedroom Condo | Sunset and Ocean Views
Condo
Waikoloa, HI, 96738, United States
1.6k from Waikoloa center

Barbecue, Dryer, Free Parking, Hot Tub, Internet, Kitchen, Living Area, Microwave, No Smoking

2 Bedrooms4 Guests
New to Booking
$286
Average price / night
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Waikoloa Fairways C120
Waikoloa Fairways C120
Apartment
Waikoloa Village, HI, USA
1.2k from Waikoloa center

Apartments, Accommodations, Pools, Lodgings, Places to stay

2 Bedrooms4 Guests
New to Booking
$185
Average price / night
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Great Value Hawaii Vacation Condo!
Great Value Hawaii Vacation Condo!
Condo
Waikoloa Village, HI, 96738, United States
1.6k from Waikoloa center

Barbecue, Dryer, Elevator, Free Parking, Hot Tub, Internet, Kitchen, Laundry, Living Area

2 Bedrooms5 Guests
9.2

Superb

28 reviews

$261
Average price / night
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Big Island Waikoloa Fairways A-208 by Coldwell Banker Island Vacations
Big Island Waikoloa Fairways A-208 by Coldwell Banker Island Vacations
Apartment
Waikoloa, HI, USA
1.2k from Waikoloa center

Apartments, Accommodations, Pools, Parking, Lodgings, Hot tubs, Places to stay

1 Bedroom6 Guests
New to Booking
$291
Average price / night
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Chic Waikoloa Condo w/ Lanai + Complex Pools!
Chic Waikoloa Condo w/ Lanai + Complex Pools!
Condo
Waikoloa, HI, 96738, United States
1.6k from Waikoloa center

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

2 Bedrooms6 Guests
9.6

Exceptional

26 reviews

$310
Average price / night
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Waikoloa Fairways C119
Waikoloa Fairways C119
Apartment
Waikoloa Village, HI, USA
1.2k from Waikoloa center

Apartments, Accommodations, Pools, Lodgings, Jacuzzis, Places to stay

2 Bedrooms4 Guests
2.5

Review score

2 reviews

$167
Average price / night
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New 2 king beds AC heated pool
New 2 king beds AC heated pool
Condo
Waikoloa Village, HI, 96738, United States
1.7k from Waikoloa center

AC, Balcony, Barbecue, Crib, Dryer, Hot Tub, Internet, Kitchen, Laundry

2 Bedrooms6 Guests
10.0

Exceptional

3 reviews

$390
Average price / night
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Waikoloa Fairways B114
Waikoloa Fairways B114
Apartment
Waikoloa, Hawaii, USA
1.2k from Waikoloa center

Apartments, Cheap, Accommodations, Pools, Lodgings, Jacuzzis, Places to stay, Family

2 Bedrooms6 Guests
9.6

Exceptional

6 reviews

$195
Average price / night
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KING SIZE BED, SOLAR HEATED POOLS/SPAS, OCEAN VIEWS
KING SIZE BED, SOLAR HEATED POOLS/SPAS, OCEAN VIEWS
Villa
Waikoloa, HI, 96738, United States
1.7k from Waikoloa center

Balcony, Barbecue, Dryer, Free Parking, Hot Tub, Internet, Kitchen, Laundry, Living Area

2 Bedrooms6 Guests
9.8

Exceptional

62 reviews

$314
Average price / night
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Newly Renovated Lanai!  Gorgeous Fully Stocked 2 Bd/2Ba on Golf Course!
Newly Renovated Lanai! Gorgeous Fully Stocked 2 Bd/2Ba on Golf Course!
Condo
Waikoloa Village, HI, 96738, United States
1.8k from Waikoloa center

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

2 Bedrooms6 Guests
9.8

Exceptional

46 reviews

$341
Average price / night
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Updated 2BR w/ King Bed, AC, Lanai, Pool, Hot Tub, Golf Course.
Updated 2BR w/ King Bed, AC, Lanai, Pool, Hot Tub, Golf Course.
Condo
Waikoloa Village, HI, 96738, United States
1.9k from Waikoloa center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet, Kitchen

2 Bedrooms8 Guests
9.8

Exceptional

7 reviews

$455
Average price / night
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Big Family Home, Heated Pool, Yard, Lanai's, Views, Location! Air Conditioning
Big Family Home, Heated Pool, Yard, Lanai's, Views, Location! Air Conditioning
House
Waikoloa, HI, 96738, United States
1.9k from Waikoloa center

AC, Balcony, Barbecue, Dryer, Extra Bed, Free Parking, Internet, Kitchen, Laundry

4 Bedrooms10 Guests
9.8

Exceptional

115 reviews

$749
Average price / night
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2 bedroom/2 bathroom condo
2 bedroom/2 bathroom condo
Condo
Waikoloa Village, HI, 96738, United States
1.9k from Waikoloa center

Balcony, Barbecue, Crib, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area

2 Bedrooms4 Guests
9.6

Exceptional

73 reviews

$181
Average price / night
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Sunny Dream Escape Big Island Waikoloa
Sunny Dream Escape Big Island Waikoloa
Condo
Waikoloa Village, HI, 96738, United States
2.0k from Waikoloa center

AC, Dryer, Fireplace, Free Parking, Internet, Kitchen, Laundry, Microwave, No Smoking

3 Bedrooms6 Guests
9.0

Fabulous

2 reviews

$400
Average price / night
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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 Waikoloa.

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Waikoloa Family Vacation Rentals on the Map

Frequently Asked Questions

You can explore 1000 verified family-friendly vacation rentals in Waikoloa. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in Waikoloa vary depending on the season, number of bedrooms, and included amenities. Rates typically start from around $167 per night, with larger homes and peak travel periods often costing more.

Many family-friendly rentals in Waikoloa 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 Waikoloa 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 Waikoloa often include amenities such as Child Friendly, Wellness Facilities, and Laundry. 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.