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

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107 Best Family Vacation Rentals in Waimanalo (Starting from $120)

All Inclusive Waimanalo Beachlots, Sleeps 8
All Inclusive Waimanalo Beachlots, Sleeps 8
House
Waimanalo, HI, USA
0.2k from Waimanalo center

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

2 Bedrooms8 Guests
New to Booking
$325
Average price / night
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House that has it all, Hot Tub, Kayaks, Surf Boards, Snorkeling gear & more
House that has it all, Hot Tub, Kayaks, Surf Boards, Snorkeling gear & more
House
Waimanalo, HI, 96795, United States
0.2k from Waimanalo center

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

2 Bedrooms9 Guests
9.0

Fabulous

94 reviews

$376
Average price / night
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Waimanalo Beach Cottages
Waimanalo Beach Cottages
Cabin
Waimanalo, HI, USA
1.1k from Waimanalo 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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Just a couple houses away from the nicest beach on the island.
Just a couple houses away from the nicest beach on the island.
House
Waimanalo, HI, 96795, United States
0.2k from Waimanalo center

AC, Barbecue, Dryer, Extra Bed, Free Parking, Internet, Kitchen, Laundry, Living Area

1 Bedroom5 Guests
10.0

Exceptional

44 reviews

$245
Average price / night
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Seabreeze Hawaii Kai
Seabreeze Hawaii Kai
House
Honolulu, HI, USA
3.8k from Waimanalo center

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

3 Bedrooms6 Guests
New to Booking
$231
Average price / night
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4 Bedroom/ 3 Bathroom Private Home
4 Bedroom/ 3 Bathroom Private Home
House
Waimanalo, HI, 96795, United States
0.3k from Waimanalo center

AC, Free Parking, Internet, Pool

4 Bedrooms10 Guests
10.0

Exceptional

1 reviews

$832
Average price / night
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Newly Upgraded Private Home in Kailua
Newly Upgraded Private Home in Kailua
Villa
Waimanalo, Hawaii, USA
4.6k from Waimanalo center

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

1 Bedroom4 Guests
New to Booking
$170
Average price / night
Check Availability
Waimanalo Beach Family Home,  2 Bed, 2 Bath, Steps to Beach
Waimanalo Beach Family Home, 2 Bed, 2 Bath, Steps to Beach
House
Waimanalo, HI, 96795, United States
0.4k from Waimanalo center

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

2 Bedrooms6 Guests
8.8

Fabulous

50 reviews

$317
Average price / night
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Lanikai Ohana Hale
Lanikai Ohana Hale
House
Kailua, HI, USA
5.0k from Waimanalo center

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

1 Bedroom4 Guests
New to Booking
$976
Average price / night
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2 Bedroom Cottage With Hot Tub
2 Bedroom Cottage With Hot Tub
Cottage
Waimanalo, HI, 96795, United States
0.5k from Waimanalo center

AC, Barbecue, Crib, Free Parking, Internet, Kitchen, Microwave, Outdoor Space, Patio

2 Bedrooms5 Guests
New to Booking
$378
Average price / night
Check Availability
Relax at Kapakai Cottage 2-Bedroom Comfort with Full Kitchen & WD
Relax at Kapakai Cottage 2-Bedroom Comfort with Full Kitchen & WD
Apartment
Kailua, HI, USA
5.1k from Waimanalo center

Apartments, Accommodations, Parking, Cottages, Lodgings, Vacation rentals, Places to stay

2 Bedrooms4 Guests
New to Booking
$219
Average price / night
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Oceanfront Gem! Private 4 bdr beach home on long white sandy Waimanalo Beach.
Oceanfront Gem! Private 4 bdr beach home on long white sandy Waimanalo Beach.
House
waimanalo, HI, 96795, United States
0.6k from Waimanalo center

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

4 Bedrooms8 Guests
9.8

Exceptional

122 reviews

$2016
Average price / night
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A Place of Peace Where Heaven Meets the Ocean
A Place of Peace Where Heaven Meets the Ocean
House
Kailua, HI, USA
5.2k from Waimanalo center

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

2 Bedrooms4 Guests
New to Booking
$662
Average price / night
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Island Beach Cottage with a deck !! Gated, Air Conditioning,steps to beach
Island Beach Cottage with a deck !! Gated, Air Conditioning,steps to beach
Cottage
Waimanalo, HI, 96795, United States
0.8k from Waimanalo center

AC, Barbecue, Breakfast Available, Crib, Dryer, Free Parking, Internet, Kitchen, Laundry

3 Bedrooms4 Guests
9.8

Exceptional

83 reviews

$203
Average price / night
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Cozy Honolulu Retreat with Pool Access, Near Beaches
Cozy Honolulu Retreat with Pool Access, Near Beaches
Apartment
Waimanalo, HI, USA
5.5k from Waimanalo center

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

1 Bedroom2 Guests
New to Booking
$147
Average price / night
Check Availability
Hale Pohaku, Waimanalo - Lic.#1990/NUC-1689
Hale Pohaku, Waimanalo - Lic.#1990/NUC-1689
House
Waimanalo, HI, 96795, United States
1.0k from Waimanalo center

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

3 Bedrooms8 Guests
10.0

Exceptional

61 reviews

$1432
Average price / night
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Ocean View Hawaii Kai Studio
Ocean View Hawaii Kai Studio
Apartment
Waimanalo, Hawaii, USA
6.0k from Waimanalo center

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

1 Bedroom2 Guests
New to Booking
$120
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
1.2k from Waimanalo center

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

3 Bedrooms6 Guests
9.8

Exceptional

13 reviews

$367
Average price / night
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Upscale Kailua Getaway Steps to Swim Beach!
Upscale Kailua Getaway Steps to Swim Beach!
House
Kailua, HI, USA
6.0k from Waimanalo center

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

3 Bedrooms6 Guests
New to Booking
$936
Average price / night
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Luxury Estate~Spectacular Location~Heated Pool~Private Beach Access!
Luxury Estate~Spectacular Location~Heated Pool~Private Beach Access!
House
Waimanalo, HI, 96795, United States
2.7k from Waimanalo center

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

9 Bedrooms20 Guests
10.0

Exceptional

37 reviews

$10719
Average price / night
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Tranquil Marina Front Pool House Resort
Tranquil Marina Front Pool House Resort
House
Honolulu, HI, USA
6.1k from Waimanalo 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
Honu Cottage:  Quiet, Oceanfront Comfort +  EPIC VIEWS!
Honu Cottage: Quiet, Oceanfront Comfort + EPIC VIEWS!
Cottage
Waimanalo, HI, 96795, United States
3.6k from Waimanalo center

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

1 Bedroom4 Guests
9.4

Superb

100 reviews

$299
Average price / night
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Gorgeous Lankai Villa with Access to Secluded White Sand Beach
Gorgeous Lankai Villa with Access to Secluded White Sand Beach
Villa
Kailua, HI, 96734, United States
4.3k from Waimanalo center

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

5 Bedrooms15 Guests
10.0

Exceptional

28 reviews

$4288
Average price / night
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Keolu Hills Haven: Renovated 2/2 & Easy Parking
Keolu Hills Haven: Renovated 2/2 & Easy Parking
House
Kailua, HI, 96734, United States
4.4k from Waimanalo center

AC, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area, No Smoking, Outdoor Space

2 Bedrooms4 Guests
New to Booking
$284
Average price / night
Check Availability
The Perfect Lanikai Retreat With Direct Access To Secluded White Sand Beach!
The Perfect Lanikai Retreat With Direct Access To Secluded White Sand Beach!
House
Kailua, HI, 96734, United States
4.5k from Waimanalo center

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

3 Bedrooms6 Guests
10.0

Exceptional

72 reviews

$1137
Average price / night
Check Availability
Lanikai 5 star LUXURY PRIVATE OCEANFRONT, steps into the sea, pool, spa!
Lanikai 5 star LUXURY PRIVATE OCEANFRONT, steps into the sea, pool, spa!
House
Kailua, HI, 96734, United States
4.5k from Waimanalo center

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

4 Bedrooms7 Guests
10.0

Exceptional

1 reviews

$3007
Average price / night
Check Availability
Beautifully remodeled Lanikai house,spacious inside alot of green space outside
Beautifully remodeled Lanikai house,spacious inside alot of green space outside
House
Kailua, HI, 96734, United States
4.6k from Waimanalo center

Balcony, Dryer, Extra Bed, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave

3 Bedrooms7 Guests
New to Booking
$334
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 Waimanalo.

Stay Near Waimanalo's Top Attractions

VacationByOwnerRentals can help you find hotels, resorts, and rentals near many of 's top attractions, neighborhoods, and points of interest.

Waimanalo Family Vacation Rentals on the Map

Frequently Asked Questions

You can explore 107 verified family-friendly vacation rentals in Waimanalo. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in Waimanalo 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 Waimanalo 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 Waimanalo 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 Waimanalo often include amenities such as Child Friendly, View, and Internet. 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.