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Kid-friendly holiday rentals in Kailua

Find and book unique family-friendly rentals on Airbnb

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Popular amenities for Kailua family-friendly rentals

Kid-friendly house rentals

Guest favourite
Home in Waianae
4.93 out of 5 average rating, 117 reviews

Large family home 5 min from beach- newly built

JenniferRating, 5 stars2 weeks ago
Loved staying here with my family. Beautiful mountains around the house. Great to have so many rooms and beds. Beds were super comfortable! Towels, beach toys, etc were super helpful. Thank you!
Guest favourite
Home in Kahuku
4.94 out of 5 average rating, 32 reviews

Home Away From Home In Paradise

MeaganRating, 5 stars3 months ago
Our family and extended family (total 11) all met in Hawaii for our first Mele Kalikimaka. Everything about Michael and Maria's home was perfect. They are beautiful human beings as well. The home description and pictures aligned with the listing. The location got us out and away from the busyiness of the city life. Local food trucks, food carts, close to the Polynesian Cultural Center, and we were blessed watching the Eddie International surf competition live. The drive to our scuba dives were about an hour away, but we enjoyed the scenic drive to and from each time. Mahalo!
Guest favourite
Home in Waianae
4.9 out of 5 average rating, 39 reviews

Misty Mountain - Minutes to Beach!

CharRating, 5 stars5 months ago
October 2024... Without a doubt, this was one of the best Airbnb I’ve stayed in. I felt right at home. It was comfortable, clean, and had all the amenities needed. The view and backyard were beautiful. The host, Joy, was very responsive and had excellent communication skills. We went with family to celebrate Mom's birthday. When we walked into the kitchen, Joy had a bouquet of flowers and a balloon as a nice surprise for Mom. She was so happy and appreciative. I thought this was a lovely gesture. The neighborhood was beautiful, felt safe, and was clean, with very friendly neighbors who waved to us when we drove by.
Guest favourite
Home in Makaha Valley
4.91 out of 5 average rating, 102 reviews

Slice of Paradise-3BR- Sleeps10-same $ for 2 as 10

AmberRating, 5 stars1 week ago
The home was just what was expected. Very secluded from the busy lifestyle of Tourist. Very accommodating for a family of 10 for a week stay.
Superhost
Home in Kahuku
4.87 out of 5 average rating, 272 reviews

Hawaiian Country Retreat - 30 day stays

RichardRating, 5 stars2 weeks ago
Great place and very responsive hosts. They were friendly and kind. Mahalo!
Guest favourite
Home in Makaha Valley
4.96 out of 5 average rating, 124 reviews

Makaha's Hidden Gem by Kalo Homes

ShanetteRating, 5 stars1 week ago
Kerstan's place was just what we needed for our family to stay and visit with one another. The home was in a beautiful community, with beautiful amenities inside the home. Our family enjoyed every minute of being together in this lovely home. The kids had lots to do, from playing the arcade games to board games, and simply enjoying the beautifully landscaped backyard.
Guest favourite
Home in Waianae
4.95 out of 5 average rating, 91 reviews

Family Oasis Million Dollar View Beach 5 min + 4BR

AaronRating, 5 stars2 days ago
Our supper host had it all covered, up to the smallest details such as having extra item to make you feel right at home by going above and beyond as to providing accessories for the beach, extra qqblankets, towels, etc... All was wonderful and comfortable for my family.
Superhost
Home in Haleiwa
4.86 out of 5 average rating, 91 reviews

Fabulous Ocean View! Best Location! North Shore

CariRating, 5 stars3 weeks ago
This place is absolutely gorgeous! We rented both top and bottom units and it was plenty of room for a party of 8. The views are unbelievable and take your breath away! Sunrise is so peaceful sitting on the lanai, listening to the waves crashing and the birds chirping. The location was perfect, a short walk to the beach.

Family-friendly apartment rentals

Superhost
Flat in Waikiki
4.79 out of 5 average rating, 109 reviews

1 BR Apt In Waikiki with Canal & Mountain View

MichelleRating, 5 stars1 month ago
Timmy’s listing was very accurate and he was very responsive! - Awesome location and apartment was well thought out (efficient use of space, lots of storage for clothes, toiletries, other belongings, etc). - Really appreciated the beach accessories provided (sand toys, boogie boards, small cooler, 1 beach chair) There were even 2 umbrella strollers. - Beautiful views when waking up in the morning. Kitchen was good for simple meals (hot plate available) Stayed with 2 young kids and would stay there again for the value.
Superhost
Flat in Waikiki
4.84 out of 5 average rating, 511 reviews

Renovated Cozy Studio with Great View

BrandieRating, 5 stars2 weeks ago
A fantastic spot, great host, clean! Loved it, will try to go back again. Thank you Ash.
Superhost
Flat in Waikiki
4.86 out of 5 average rating, 212 reviews

The Humble Pineapple- your ideal Waikiki home base

EddyRating, 5 stars1 week ago
Great location. Place very clean. One thing to note is that there is no dining table or chairs as seen in the photos which are not updated. This is misleading especially if you choose the place based on the pictures.
Superhost
Flat in Waikiki
4.86 out of 5 average rating, 85 reviews

Ilikai Collection # 12. Corner Oceanfront condo !

CorrineRating, 5 stars3 weeks ago
This is a special place with amazing views of the ocean and marina. Close to everything and very clean. Dainora and Remy are very responsive and we appreciated the beauty of their space! Definitely highly recommend!
Superhost
Flat in Waikiki
4.92 out of 5 average rating, 13 reviews

Corner Bliss in the Heart of Waikiki 8F

StarletteRating, 5 stars2 weeks ago
Everything was perfect ! Felt like I was at home but even better ! And whenever I had trouble, they would respond really quick and help me resolve whatever problem I had. I will definitely come Back here !!
Guest favourite
Flat in Waikiki
4.85 out of 5 average rating, 117 reviews

Waikiki 1 BR apartment, only a block to the Beach

PatsyRating, 5 stars2 months ago
Stanley is so responsive. Instructions were clear. We went out of garbage bags and he brought extras to us the same day. He even prepared a red disposable table cloth for our Christmas dinner. The only not-so-perfect thing is the elevators of the building. In the mornings, we took the stairs down as the wait was long. Our work around was to park the car at the 5th level of the parking garage, and we walked from 9th to 5th to get the car in the am to get out. This is out of Stanley’s control. Also the unit has almost everything for us to use. Grateful to have found this place for our family vacation. Take care, Stanley!
Superhost
Flat in Waikiki
4.78 out of 5 average rating, 127 reviews

HK #111 Pool-Side Garden Apt

TonyaRating, 5 stars3 months ago
My husband & I found this condominium to be comfortable & in an ideal location. Real close to beach & great eating places.
Guest favourite
Flat in Waikiki
4.92 out of 5 average rating, 53 reviews

Hawaii Waikiki Beautiful view Free Parking

HuiRating, 5 stars1 month ago
This place is super clean and has all the things that we need. It’s also located in a very convenient spot that only 15 minutes walk to the Waikiki beach and the main shopping area. The host is very friendly and responded to our request very quickly! We had a very good time there and definitely recommend this place!

Family-friendly apartment rentals

Superhost
Apartment in Waikiki
4.79 out of 5 average rating, 150 reviews

Ocean View Owners Unit in Wyndham 4 Star Resort

Mary AnneRating, 5 stars1 month ago
We wanted a prime location and we got it. It was great not to have to pay the prime price that most hotels charge. Paul’s place had everything we needed, including a comfortable king bed that we appreciated. We were happy with our decision and would return if we had the chance.
Superhost
Apartment in Waikiki
4.79 out of 5 average rating, 328 reviews

2 Bedroom Condo With Parking

JoannRating, 5 stars2 weeks ago
This was by far one of the best air B&B’s I’ve stayed at, and the host was amazing with everything from instructions & even texting several times to let us know of events happening in the area we may want to check out.
Guest favourite
Apartment in Kahuku
4.96 out of 5 average rating, 101 reviews

Turtle Bay Condo. Delight in Paradise!

JoeyRating, 5 stars2 weeks ago
Terry was an incredible host. Very responsive and accommodating. Beautiful home and overall an amazing experience.
Guest favourite
Apartment in Kahuku
4.87 out of 5 average rating, 134 reviews

The Coloradoan

Stephany PatriciaRating, 5 stars3 months ago
Lovely place! Looks like they put a lots of effort and details in their condo. Kitchen well equipped. Everything was labeled. Easy to understand and use. Something came up during our stay but Ju and Kaash solved it immediately. Good location, you can walk to the beach. A golf course in the back for privacy. I will stay here again.
Guest favourite
Apartment in Waikiki
4.94 out of 5 average rating, 137 reviews

Waikiki Condo - FREE Parking, No Hidden Fees!

PrestonRating, 5 stars2 weeks ago
My daughter and her friend stayed here, and here’s what she had to say: We really enjoyed our stay at Tracy’s place! I think its proximity to Waikiki and the Hilton Lagoon cannot be beat. The accommodation felt modernized and comfortable. We didn’t rent a car, and found it nice that the local bus picks up right at the hotel. The pools were lovely and clean for the most part. We preferred taking the bus to get food elsewhere, but the food trucks nearby had some good food. Tracy is a responsive host. I would definitely stay here again.
Superhost
Apartment in Waikiki
4.8 out of 5 average rating, 140 reviews

Waikiki 2 Bedroom w/ Covered Parking, Family Condo

Rating, 5 stars1 month ago
It was a pleasant stay
Guest favourite
Apartment in Waianae
4.79 out of 5 average rating, 107 reviews

*Serendipity on the Moana! - Legal & Beachfront!*

MarthaRating, 5 stars1 month ago
The condo itself, the pool, and the beach outside the condo are wonderful. Spectacular sunsets and a pristine beach. The condo is very nice with everything we needed for a very comfortable stay. The only downside is the large homeless population in the area. Very sad. We drove each day to other parts of the island and then returned in the afternoon to walk the beach and lay by the pool. Charmaine is a wonderful host.
Superhost
Apartment in Kahuku
4.83 out of 5 average rating, 263 reviews

Turtle Bay Condo Sleeps Four - North Shore, Oahu

JoleneRating, 5 stars3 weeks ago
The place was comfortable for a family of 4. The 2 bathrooms was a bonus. We had everthing we needed to enjoy our stay. Updated appliances and cute decor. The lanai was nice to enjoy our meals. We really loved going to the hotel for a drink and the turtle cheesecake with live music. Also you cnould snorkel right at the hotel.

Quick stats about holiday rentals that are kid-friendly in Kailua

  • Total rentals

    60 properties

  • Nightly prices starting at

    £70 before taxes and fees

  • Total number of reviews

    2K reviews

  • Family-friendly rentals

    30 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with a pool

    20 properties have a pool

Destinations to explore