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

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  6.  Hawaii Kai

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48 Best Family Vacation Rentals in Hawaii Kai (Starting from $120)

Ocean View Hawaii Kai Studio
Ocean View Hawaii Kai Studio
Apartment
Hawaii Kai, Honolulu, Hawaii, USA
1.7k from Hawaii Kai center

Wheelchair Accessible, Internet, Parking, Balcony/Terrace, Kitchen, Pool, Air Conditioner

1 Bedroom2 Guests
New to Booking
$120
Average price / night
Check Availability
Executive Balinese Vacation Home in Hawaii Kai
Executive Balinese Vacation Home in Hawaii Kai
House
Honolulu, HI, 96825, United States
1.0k from Hawaii Kai center

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

6 Bedrooms10 Guests
10.0

Exceptional

2 reviews

$1042
Average price / night
Check Availability
Cozy Honolulu Retreat with Pool Access, Near Beaches
Cozy Honolulu Retreat with Pool Access, Near Beaches
Apartment
Waimanalo, HI, USA
1.7k from Hawaii Kai center

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

1 Bedroom2 Guests
New to Booking
$147
Average price / night
Check Availability
Breathtaking Ocean Views! Peaceful Retreat/No Resort Fees. \n
Breathtaking Ocean Views! Peaceful Retreat/No Resort Fees. \n
Apartment
Honolulu, HI, 96825, United States
1.5k from Hawaii Kai center

AC, Barbecue, Dryer, Elevator, Extra Bed, Fireplace, Fitness Equipment, Free Parking, Heater

1 Bedroom4 Guests
New to Booking
$195
Average price / night
Check Availability
Kuapa Isle Gem Unit 419
Kuapa Isle Gem Unit 419
House
Honolulu, HI, USA
2.3k from Hawaii Kai center

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

2 Bedrooms4 Guests
10.0

Exceptional

1 reviews

$233
Average price / night
Check Availability
Designer Condo in Hawaii Kai! Close to beaches, shopping, hiking!
Designer Condo in Hawaii Kai! Close to beaches, shopping, hiking!
Condo
Honolulu, HI, 96825, United States
1.6k from Hawaii Kai center

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

2 Bedrooms4 Guests
10.0

Exceptional

3 reviews

$163
Average price / night
Check Availability
Seabreeze Hawaii Kai
Seabreeze Hawaii Kai
House
Honolulu, HI, USA
2.4k from Hawaii Kai center

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

3 Bedrooms6 Guests
New to Booking
$231
Average price / night
Check Availability
Waterfront Home near Beach. Peaceful Community w/ Swimming Pool and Boat Dock
Waterfront Home near Beach. Peaceful Community w/ Swimming Pool and Boat Dock
House
Honolulu, HI, 96825, United States
1.6k from Hawaii Kai center

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

3 Bedrooms6 Guests
9.4

Superb

9 reviews

$349
Average price / night
Check Availability
Tranquil Marina Front Pool House Resort
Tranquil Marina Front Pool House Resort
House
Honolulu, HI, USA
2.5k from Hawaii Kai center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals

1 Bedroom8 Guests
New to Booking
$299
Average price / night
Check Availability
Cozy Honolulu Retreat w/ Pool Access, Near Beaches
Cozy Honolulu Retreat w/ Pool Access, Near Beaches
Apartment
Honolulu, HI, 96825, United States
1.7k from Hawaii Kai center

Kitchen, Laundry, Microwave, No Smoking, Outdoor Space, Patio, Pool, TV, Washer

1 Bedroom2 Guests
9.8

Exceptional

9 reviews

$124
Average price / night
Check Availability
Kaiwiki Palace
Kaiwiki Palace
House
Honolulu, HI, USA
2.6k from Hawaii Kai center

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

3 Bedrooms6 Guests
New to Booking
$376
Average price / night
Check Availability
Hale Kai Lily - Waterfront Hawaiian Getaway 10% discount for November 2025
Hale Kai Lily - Waterfront Hawaiian Getaway 10% discount for November 2025
House
Honolulu, HI, 96825, United States
2.1k from Hawaii Kai center

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

4 Bedrooms8 Guests
9.8

Exceptional

72 reviews

$617
Average price / night
Check Availability
Hale Maunalua
Hale Maunalua
House
Honolulu, HI, USA
2.7k from Hawaii Kai center

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

4 Bedrooms10 Guests
New to Booking
$628
Average price / night
Check Availability
Home with Sweeping Views, Pool & Yard
Home with Sweeping Views, Pool & Yard
House
Hawaii Kai, Honolulu, Hawaii, USA
3.4k from Hawaii Kai center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals

3 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$536
Average price / night
Check Availability
Amazing views! Exclusive & peaceful Hawaii Kai. Walk to ocean & hikes, Pool, AC,
Amazing views! Exclusive & peaceful Hawaii Kai. Walk to ocean & hikes, Pool, AC,
House
Honolulu, HI, 96825, United States
2.7k from Hawaii Kai center

AC, Barbecue, Dryer, Fitness Equipment, Free Parking, Internet, Kitchen, Laundry, Living Area

4 Bedrooms8 Guests
New to Booking
$767
Average price / night
Check Availability
Waimanalo Beach Cottages
Waimanalo Beach Cottages
Cabin
Waimanalo, HI, USA
4.2k from Hawaii Kai center

Accommodations, Parking, Lodges, Cabins, Pet-friendly, Lodgings, Places to stay, Self-catering

39 Bedrooms50 Guests
8.8

Fabulous

51 reviews

$507
Average price / night
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Island Style Elegance on a Beach Access
Island Style Elegance on a Beach Access
House
Honolulu, HI, 96825, United States
2.7k from Hawaii Kai center

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

4 Bedrooms10 Guests
10.0

Exceptional

3 reviews

$673
Average price / night
Check Availability
All Inclusive Waimanalo Beachlots, Sleeps 8
All Inclusive Waimanalo Beachlots, Sleeps 8
House
Waimanalo, HI, USA
4.9k from Hawaii Kai center

Accommodations, Parking, Villas, Vacation homes, Spa, Cottages, Lodgings, Vacation rentals, Jacuzzis

2 Bedrooms8 Guests
New to Booking
$325
Average price / night
Check Availability
Hale Ohana, Private, Oceanview home w/pool, Licensed TAT home
Hale Ohana, Private, Oceanview home w/pool, Licensed TAT home
House
Honolulu, HI, 96825, United States
2.9k from Hawaii Kai center

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

3 Bedrooms10 Guests
9.8

Exceptional

55 reviews

$1494
Average price / night
Check Availability
Newly Upgraded Private Home in Kailua
Newly Upgraded Private Home in Kailua
Villa
Hawaii Kai, Honolulu, Hawaii, USA
9.3k from Hawaii Kai center

Pet Friendly, Internet, Air Conditioner, Parking, Child Friendly

1 Bedroom4 Guests
New to Booking
$170
Average price / night
Check Availability
 PARADISE PROMISED! Spacious 6 bedroom home. Minimum Stay
PARADISE PROMISED! Spacious 6 bedroom home. Minimum Stay
House
Honolulu, HI, 96825, United States
3.0k from Hawaii Kai center

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

6 Bedrooms12 Guests
10.0

Exceptional

108 reviews

$2100
Average price / night
Check Availability
Honu Cottage:  Quiet, Oceanfront Comfort +  EPIC VIEWS!
Honu Cottage: Quiet, Oceanfront Comfort + EPIC VIEWS!
Cottage
Waimanalo, HI, 96795, United States
3.4k from Hawaii Kai center

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

1 Bedroom4 Guests
9.4

Superb

100 reviews

$299
Average price / night
Check Availability
Luxury Estate~Spectacular Location~Heated Pool~Private Beach Access!
Luxury Estate~Spectacular Location~Heated Pool~Private Beach Access!
House
Waimanalo, HI, 96795, United States
3.4k from Hawaii Kai center

AC, Arcade, Balcony, Barbecue, Breakfast Available, Crib, Dryer, Elevator, Fitness Equipment

9 Bedrooms20 Guests
10.0

Exceptional

37 reviews

$10719
Average price / night
Check Availability
Tranquil and Chic 1 Bd and Bth with Car and Sauna
Tranquil and Chic 1 Bd and Bth with Car and Sauna
House
Honolulu, HI, 96821, United States
3.7k from Hawaii Kai center

AC, Crib, Free Parking, Internet, Kitchen, Microwave, No Smoking, Patio, Toys

1 Bedroom2 Guests
New to Booking
$155
Average price / night
Check Availability
Spacious Cottage with A/C and Patio
Spacious Cottage with A/C and Patio
Cottage
Honolulu, HI, 96825, United States
3.9k from Hawaii Kai center

AC, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave, Outdoor Space

1 Bedroom3 Guests
10.0

Exceptional

24 reviews

$289
Average price / night
Check Availability
Open and relaxing vacation home with breathtaking panoramic ocean view
Open and relaxing vacation home with breathtaking panoramic ocean view
House
Honolulu, HI, 96821, United States
3.9k from Hawaii Kai center

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

3 Bedrooms8 Guests
9.8

Exceptional

114 reviews

$453
Average price / night
Check Availability
Beach Paradise Hawaiian Vacation Home: 300 feet From White Sand Beach, A/C
Beach Paradise Hawaiian Vacation Home: 300 feet From White Sand Beach, A/C
House
Waimanalo, HI, 96795, United States
4.0k from Hawaii Kai center

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

3 Bedrooms6 Guests
9.8

Exceptional

13 reviews

$367
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 Hawaii Kai.

Where to stay in Hawaii Kai? Best neighborhoods & areas

Stay Near Hawaii Kai's Top Attractions

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Hawaii Kai Family Vacation Rentals on the Map

Frequently Asked Questions

You can explore 48 verified family-friendly vacation rentals in Hawaii Kai. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in Hawaii Kai vary depending on the season, number of bedrooms, and included amenities. Rates typically start from around $120 per night, with larger homes and peak travel periods often costing more.

Many family-friendly rentals in Hawaii Kai 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 Hawaii Kai 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 Hawaii Kai often include amenities such as Child Friendly, Balcony/Terrace, 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.