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

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  1. VBOR
  2. Family Vacation Rentals
  3.  USA

  4.  Hawaii

  5.  Kapaa

  6.  Wailua

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343 Best Family Vacation Rentals in Wailua (Starting from $188)

Worldmark Kapaa Shore
Worldmark Kapaa Shore
Apartment
Kapaa, HI, USA
0.6k from Wailua center

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

3 Bedrooms10 Guests
7.4

Good

33 reviews

$188
Average price / night
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Luxury Gated Oceanfront Condo on Ground Floor
Luxury Gated Oceanfront Condo on Ground Floor
Condo
Kauai County, HI, 96746, United States
0.8k from Wailua center

AC, Balcony, Barbecue, Crib, Dryer, Extra Bed, Free Parking, Heater, Internet

2 Bedrooms6 Guests
10.0

Exceptional

9 reviews

$1040
Average price / night
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The Golden Hibiscus - Lanikai 222
The Golden Hibiscus - Lanikai 222
Apartment
Kapaa, HI, USA
0.8k from Wailua center

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

2 Bedrooms4 Guests
9.1

Superb

8 reviews

$443
Average price / night
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New Listing! Charming Kapa'a Garden Cottage
New Listing! Charming Kapa'a Garden Cottage
House
KAPAA, HI, 96746, United States
0.8k from Wailua center

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

1 Bedroom2 Guests
10.0

Exceptional

1 reviews

$370
Average price / night
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Luxury Oceanfront ground floor condo
Luxury Oceanfront ground floor condo
House
Kapaa, HI, USA
0.8k from Wailua center

Luxury, Accommodations, Pools, Villas, Vacation homes, Cottages, Lodgings, Beach, Jacuzzis

2 Bedrooms6 Guests
New to Booking
$1339
Average price / night
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Kauai Hale Melemele Cottage 1 Block to the Beach!
Kauai Hale Melemele Cottage 1 Block to the Beach!
House
KAPAA, HI, 96746, United States
0.8k from Wailua center

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

2 Bedrooms4 Guests
9.8

Exceptional

7 reviews

$442
Average price / night
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Gardenfront Escape with Ocean Views at Kapa’a Sands 24
Gardenfront Escape with Ocean Views at Kapa’a Sands 24
House
Kapaa, HI, USA
0.8k from Wailua center

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

2 Bedrooms4 Guests
8.7

Fabulous

13 reviews

$258
Average price / night
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Oceanfront Lae Nani Beach Resort Luxury Ground Floor on  Wailua Bay
Oceanfront Lae Nani Beach Resort Luxury Ground Floor on Wailua Bay
Condo
wailua, HI, 96746, United States
0.8k from Wailua center

Barbecue, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave, No Smoking, Outdoor Space

2 Bedrooms4 Guests
9.0

Fabulous

36 reviews

$358
Average price / night
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Hale Kai at Kapaa Sands 15
Hale Kai at Kapaa Sands 15
House
Kapaa, HI, USA
0.8k from Wailua center

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

2 Bedrooms4 Guests
8.4

Very Good

5 reviews

$381
Average price / night
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Ground floor condo in beautiful Lae Nani!
Ground floor condo in beautiful Lae Nani!
Condo
Kapaʻa, HI, 96746, United States
0.8k from Wailua center

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

2 Bedrooms6 Guests
9.8

Exceptional

25 reviews

$494
Average price / night
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"Sea Haven" at the Wailua Bay View 305
"Sea Haven" at the Wailua Bay View 305
Apartment
Kapaa, HI, USA
0.8k from Wailua center

Apartments, Cheap, Accommodations, Pools, Lodgings, Beach, Places to stay

1 Bedroom2 Guests
8.0

Good

1 reviews

$304
Average price / night
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Hale Awa'puhi 1-C Oceanfront Luxury 2 BR w/ AC and Private Beach Access
Hale Awa'puhi 1-C Oceanfront Luxury 2 BR w/ AC and Private Beach Access
Condo
Kapaa, HI, 96746, United States
0.8k from Wailua center

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

3 Bedrooms6 Guests
9.8

Exceptional

40 reviews

$814
Average price / night
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Stunning Oceanfront Condo - The Seashore Hideaway, Wailua Bay View, Unit 208, Kapaa
Stunning Oceanfront Condo - The Seashore Hideaway, Wailua Bay View, Unit 208, Kapaa
Apartment
HI, USA
0.8k from Wailua center

Apartments, Accommodations, Pools, Parking, Serviced apartments, Lodgings, Beach, Places to stay, Condos

1 Bedroom2 Guests
New to Booking
$280
Average price / night
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Luxury 2-Story Oceanfront Condo w/ Views & Pool
Luxury 2-Story Oceanfront Condo w/ Views & Pool
Apartment
Wailua, HI, 96746, United States
0.8k from Wailua center

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

9.4

Superb

57 reviews

$983
Average price / night
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"Picture Perfect" Oceanfront Beauty Top Floor at Wailua Bay View!
"Picture Perfect" Oceanfront Beauty Top Floor at Wailua Bay View!
House
HI, USA
0.8k from Wailua center

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

1 Bedroom4 Guests
8.0

Good

1 reviews

$326
Average price / night
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Beachfront condo with amazing pool, grill, large lanai, & children's items
Beachfront condo with amazing pool, grill, large lanai, & children's items
Condo
Kapaa, HI, 96746, United States
0.8k from Wailua center

Balcony, Barbecue, Dryer, Free Parking, Kitchen, Laundry, Living Area, Microwave, No Smoking

2 Bedrooms4 Guests
9.6

Exceptional

10 reviews

$529
Average price / night
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Charming Wailua Bay View Oceanfront Top Floor with an Amazing View!
Charming Wailua Bay View Oceanfront Top Floor with an Amazing View!
House
HI, USA
0.8k from Wailua center

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

1 Bedroom2 Guests
9.0

Fabulous

3 reviews

$304
Average price / night
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Lae Nani 212, AC, Ocean View, Tropical Oasis, Steps to Beach and Town
Lae Nani 212, AC, Ocean View, Tropical Oasis, Steps to Beach and Town
Condo
Kapaa, HI, 96746, United States
0.9k from Wailua center

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

2 Bedrooms6 Guests
9.8

Exceptional

11 reviews

$666
Average price / night
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Stunning Oceanfront View Top Floor Condo at Wailua Bay View
Stunning Oceanfront View Top Floor Condo at Wailua Bay View
House
HI, USA
0.8k from Wailua center

Cheap, Accommodations, Pools, Villas, Vacation homes, Cottages, Lodgings, Beach, Places to stay

1 Bedroom2 Guests
9.7

Exceptional

3 reviews

$326
Average price / night
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NEW! \"Aloha Kai\": Oceanfront at Lae Nani's Newest Renovation + AC + Free Laundry
NEW! \"Aloha Kai\": Oceanfront at Lae Nani's Newest Renovation + AC + Free Laundry
Condo
Kapaa, HI, 96746, United States
0.9k from Wailua center

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

1 Bedroom4 Guests
10.0

Exceptional

20 reviews

$553
Average price / night
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Spectacular Oceanfront View Top Floor Corner Condo at Wailua Bay View
Spectacular Oceanfront View Top Floor Corner Condo at Wailua Bay View
House
HI, USA
0.8k from Wailua center

Accommodations, Villas, Vacation homes, Cottages, Lodgings, Beach, Places to stay, Condos

1 Bedroom2 Guests
7.0

Good

1 reviews

$191
Average price / night
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Lae Nani #621, AC, Ocean View, Tropical Oasis, Steps to Beach and Town
Lae Nani #621, AC, Ocean View, Tropical Oasis, Steps to Beach and Town
Condo
Kapaa, HI, 96746, United States
0.9k from Wailua center

AC, Balcony, Barbecue, Free Parking, Internet, Kitchen, Living Area, Microwave, No Smoking

2 Bedrooms4 Guests
10.0

Exceptional

2 reviews

$530
Average price / night
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The Hoover's - Lae Nani Condo #317 - Kauai, Hawaii USA
The Hoover's - Lae Nani Condo #317 - Kauai, Hawaii USA
Apartment
Kauai County, HI, 96746, United States
0.9k from Wailua center

Barbecue, Extra Bed, Free Parking, Internet, Kitchen, Living Area, Microwave, No Smoking, Pool

1 Bedroom4 Guests
10.0

Exceptional

66 reviews

$301
Average price / night
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Luxury Oceanfront Condo - Fabulous Ground Floor 3BR/2BA, Sleeps 6 - Lae Nani 511
Luxury Oceanfront Condo - Fabulous Ground Floor 3BR/2BA, Sleeps 6 - Lae Nani 511
Condo
Kapaa, HI, 96746, United States
0.9k from Wailua center

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

3 Bedrooms6 Guests
10.0

Exceptional

115 reviews

$894
Average price / night
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Paradise found-Ocean Front 2 Bdr-Bath-Lanais—Primary bedroom faces ocean FULL AC
Paradise found-Ocean Front 2 Bdr-Bath-Lanais—Primary bedroom faces ocean FULL AC
Condo
Kapaa, HI, 96746, United States
0.9k from Wailua center

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

2 Bedrooms6 Guests
10.0

Exceptional

133 reviews

$544
Average price / night
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Prime Beachfront location at Lae Nani ~ Best of the Best !!
Prime Beachfront location at Lae Nani ~ Best of the Best !!
Condo
Kapaa, HI, 96746, United States
0.9k from Wailua center

AC, Barbecue, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave, No Smoking

1 Bedroom3 Guests
10.0

Exceptional

189 reviews

$473
Average price / night
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Lae Nani 535 - Spectacular Beach Front - Quiet and Private with Bedroom AC & WD
Lae Nani 535 - Spectacular Beach Front - Quiet and Private with Bedroom AC & WD
Condo
Kapaʻa, HI, 96746, United States
0.9k from Wailua center

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

2 Bedrooms4 Guests
10.0

Exceptional

193 reviews

$687
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 Wailua.

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Wailua Family Vacation Rentals on the Map

Frequently Asked Questions

You can explore 343 verified family-friendly vacation rentals in Wailua. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in Wailua vary depending on the season, number of bedrooms, and included amenities. Rates typically start from around $188 per night, with larger homes and peak travel periods often costing more.

Many family-friendly rentals in Wailua 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 Wailua 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 Wailua often include amenities such as View, Child Friendly, and Ocean View. 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.