Owner Direct Family Rentals in Waimanalo

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  3.  USA

  4.  Hawaii

  5.  Waimanalo

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107 Waimanalo Family Rentals From $147

Organizing a family trip to Waimanalo? Discover large vacation rentals designed with plenty of room for group dining and recreation. Owner Direct lists verified multi-bedroom properties so the whole family stays comfortable.

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
Check Availability
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

$346
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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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

$842
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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Beachfront Executive Retreat - The Waimanalo Villa
Beachfront Executive Retreat - The Waimanalo Villa
House
Waimanalo, HI, 96795, United States
0.4k from Waimanalo center

AC, Balcony, Crib, Dryer, Free Parking, Internet, Kitchen, Microwave, No Smoking

1 Bedroom8 Guests
New to Booking
$583
Average price / night
Check Availability
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
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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

$279
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
$404
Average price / night
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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

124 reviews

$2334
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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Great Price! 2000sf 3 bedroom 3 bath Gated New House Steps from Waimanalo Beach
Great Price! 2000sf 3 bedroom 3 bath Gated New House Steps from Waimanalo Beach
House
Waimanalo, HI, 96795, United States
0.6k from Waimanalo center

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

3 Bedrooms6 Guests
New to Booking
$259
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
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
Extended-Stay Beach Retreat with Newly built guest wing Sleeps 7 beach access
Extended-Stay Beach Retreat with Newly built guest wing Sleeps 7 beach access
Ski Chalet
Waimanalo, HI, 96795, United States
0.8k from Waimanalo center

AC, Barbecue, Breakfast Available, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area

3 Bedrooms7 Guests
9.8

Exceptional

83 reviews

$324
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

$401
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
2.7k from Waimanalo center

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

9 Bedrooms20 Guests
10.0

Exceptional

37 reviews

$9961
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, Microwave

1 Bedroom4 Guests
9.4

Superb

100 reviews

$313
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

$4454
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
$247
Average price / night
Check Availability

Pro Tip:
OwnerDirectVacationRental 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 Friendly Rentals in Waimanalo.

Stay Near Waimanalo's Top Attractions

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

Waimanalo Family Friendly Rentals on the Map

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What makes our family friendly rentals stand out?

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Endless Variety

From oceanfront condos and coastal cottages to luxury villas and family homes, there's a rental to fit every traveler and budget.

Frequently Asked Questions

There are a lot of options in Waimanalo. If you plan on staying in the Waimanalo area, consider making a reservation for a few nights at one of these properties as these have been rated the top Family Rentals in Waimanalo

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 $147 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 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.