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Family-friendly vacation rentals in Kailua

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Kailua family-friendly rentals

Family-friendly home rentals with a hot tub

Superhost
A colorful playground is featured, incorporating slides and climbing structures. It is surrounded by landscaped greenery and a spacious area with artificial grass. The structure is designed for children, offering a safe and enjoyable space for outdoor play.
Apartment in Waikiki
4.81 out of 5 average rating, 102 reviews

Ocean Escape, Your Perfect Spot!

AlexRating, 5 stars9 months ago
Mike and Nicky were very nice and accommodating. They provided clear instructions and helpful tips about local restaurants. The home was very clean and has all you would need for a comfortable stay. Would highly recommend and stay again!
Superhost
Condo in Waikiki
4.78 out of 5 average rating, 276 reviews

Luxury Condo 3bd, free parking .

AlonsoRating, 5 stars2 weeks ago
Great stay & location. Well worth!
Superhost
Condo in Waikiki
4.81 out of 5 average rating, 106 reviews

1BR w/ Great Ocean Views, 1 Block to Waikiki Beach

MatthewRating, 5 stars1 month ago
Great location and parking space made day trips with a car much easier to do. Very walkable location and close to the beach. Still a good view of the ocean and surfers, though some obstruction from nearby hotels/apartments. Elevators can get busy, but outside of the “rush hours” mentioned it’s easy to get up and down. Laundry machine located directly on the floor (end of the hallway) was also quick and easy to use.
Superhost
A modern bathroom features a clean countertop with a sink and a large mirror above. Fresh towels hang on a rack, and a decorative arrangement of flowers adds a touch of elegance. A glass shower is visible in the background, complemented by a decorative shelf.
Condo in Downtown Honolulu
4.82 out of 5 average rating, 353 reviews

Large Studio in Downtown Honolulu near Waikiki

ErickRating, 5 stars1 week ago
Great/safe spot and an awesome host!! Located super near Chinatown, Vinny’s place was perfect for some nightlife, close to Waikiki, and quiet/peaceful. The parking spot came in super clutch! I would 100% book here again.
Superhost
A spacious living area features a comfortable sofa with decorative pillows, complemented by a small ottoman. Natural light enters through large glass sliding doors, providing access to the outside. The kitchen area, equipped with modern appliances and wood cabinetry, is visible in the background.
Condo in Waikiki
4.89 out of 5 average rating, 377 reviews

Waikiki Banyan Amazing Ocean View w/Free Parking

RomanaRating, 5 stars1 week ago
Staying at Liping and Chris’s condo was a great experience! The view was amazing, and the location near Waikiki couldn’t have been more convenient, the parking was a huge plus too! The condo was clean, well-equipped, and super comfortable. Liping and Chris were friendly, responsive, and made the check-in process smooth and easy. We really enjoyed our stay and would definitely come back!
Superhost
A clean and modern bathroom features a spacious walk-in shower with glass doors and neutral-toned tiles. A single vanity with a dark wood cabinet is complemented by a large mirror and ample lighting, with fluffy white towels neatly hanging nearby.
Apartment in Waikiki
4.84 out of 5 average rating, 510 reviews

Renovated Cozy Studio with Great View

BrandieRating, 5 stars1 month ago
A fantastic spot, great host, clean! Loved it, will try to go back again. Thank you Ash.
Superhost
A well-lit sleeping area is presented with a spacious bed covered in a blue and white patterned blanket. A large window offers views of the city and mountains, with sunlight casting gentle shadows. Abstract wall art adds a touch of color above the nightstand.
Condo in Honolulu
4.77 out of 5 average rating, 159 reviews

36th floor Waikiki condo for 2 - walk to the beach

KrisRating, 5 stars2 weeks ago
This was a perfect little spot for my fiance and I to use as our home base while exploring Oahu. The big draw is the location and being within walking distance of Waikiki. The floor the condo is on, was also surprisingly quiet and private which was nice, and the Malasada donuts in the coffee shop were amazing in the lobby of the building. If you do rent a car, be prepared to pay for parking. Otherwise, a great spot and I would stay there again if the opportunity arose.
Superhost
The bathroom features a clean and modern design with a granite countertop and a large mirror. A bathtub is located behind a light blue curtain, while neatly arranged towels hang on the wall. Essential toiletries are displayed on the tub's edge, enhancing convenience.
Condo in Downtown Honolulu
4.9 out of 5 average rating, 206 reviews

Downtown Luxury Condo Honolulu & FREE Parking!

PedroRating, 5 stars3 weeks ago
I really enjoyed my stay at this one-bedroom condo in Hawaii! The place was clean, cozy, and had everything I needed. The location was super convenient, close to the beach, restaurants, and shops. The building felt safe and had nice extras like a pool. The host was easy to communicate. Overall, a great place to stay! I’d definitely come back.

Family- and pet-friendly home rentals

Superhost
A children's playground is situated on a grassy area, featuring a colorful play structure with slides and climbing elements. Surrounding greenery is visible, along with nearby high-rise buildings and a clear blue sky. The playground area is enclosed for safety.
Apartment in Waikiki
4.8 out of 5 average rating, 114 reviews

Free Parking, WiFi, AC, Comfy Beds, and Great View

CherryRating, 5 stars2 months ago
Beautiful location close to everything! Beds were very comfortable and shower was nice. Spacious and great views. Would love to go back and stay again!
Condo in Waikiki
4.51 out of 5 average rating, 107 reviews

WG 715 Stylish Queen Ocean View Studio w/ Balcony

TorrieRating, 5 stars13 months ago
Great location and value- loved the balcony and the family of birds that visited us daily. Mark is an awesome host super responsive! We will be back.
Superhost
A bright living area is presented with large windows allowing natural light to fill the space. A ceiling fan and a comfortable couch are noticeable, along with a glass dining table and four chairs. The kitchen countertop features pendant lighting and modern appliances.
Condo in Waikiki
4.83 out of 5 average rating, 216 reviews

Great Location! Short walk - Beach,Shop,Dine #704

KarenRating, 5 stars1 month ago
My husband and I were pleased that we were able to book Janet's condo again; our family was last here in 9/2022. This condo is nicely situated in Waikiki; many popular Waikiki restaurants are within a 5-15 minute walk. The beach is also a short 5-10 minute walk from the condo. Our host provided beach towels and chairs which is a nice perk. There is also a pharmacy and many ABC stores close by. We were able to see some of the fireworks on Friday as well as the fireworks on Sunday from the Honolulu Festival from the condo. At the time of booking, we weren't sure if we were going to rent a car and Janet offered a great parking spot option if we needed it. She provided very clear check in instructions and we appreciate that she was able to accommodate our early arrival due to our flight schedule. Would be happy to stay here again!
Superhost
A clean, contemporary living space features hardwood flooring, a cozy pull-out bed with a neutral coverlet, and a television mounted on a wooden console. The kitchen area includes a breakfast bar with three stools, a black refrigerator, and a sleek countertop.
Condo in Waikiki
4.79 out of 5 average rating, 216 reviews

Come to the Ni'ihau in Waikiki #602

CindyRating, 5 stars2 weeks ago
I don't think we could have found a better place or location at such a reasonable rate for Waikiki! Janet's condominium was clean, comfortable and had everything we needed for our stay. Janet graciously allowed us to check-in early because the unit was available, and she is very attentive to let you know how to contact her if the need arises. The security system in place for the elevators and individual units was excellent, and I appreciated the information and amenities provided to enhance our experience. The unit is ideally located a few short blocks to the beach, and within a few minute walk to every restaurant and shopping experience you can imagine! It is also very convenient to book tours because pick-up places are minutes away. We left Hawaii with many great memories, and I would love to return and stay here again. Mahalo.
A covered deck area features comfortable seating with a plush brown sofa and a cushioned lounge chair, adorned with a decorative pillow. The surroundings include tropical foliage and a view of hills in the distance, enhancing the outdoor relaxation space.
Home in Kaimuki
4.67 out of 5 average rating, 30 reviews

Charming Cottage Home near Waikiki

TylerRating, 5 stars21 months ago
I lived here temporarily for about 7 months and really enjoyed the life outside of Waikiki, while also being very close to everything. Kapahulu is wonderful and Kaimuki is also one of my favorite spots on O’ahu. The house had everything I needed to live a “normal” life, IE laundry, kitchen supplies, amenities, etc.
The living area features a spacious layout with a large flat-screen TV and comfortable seating. Light-colored walls and plush carpeting are complemented by decorative cushions in vibrant shades. Floor-to-ceiling windows offer views of the outdoor balcony, allowing natural light to fill the space.
Condo in Waikiki
4.63 out of 5 average rating, 116 reviews

Great 2BR Condo w/ Views of Diamond Head &Ocean!

AliciaRating, 5 stars5 months ago
It was near a lot of things , convenient walkable to the beach Nice balcony view of the mountains and the ocean Liked the fact that extra things were provided such as beach chairs etc No complaints
Superhost
A spacious studio unit features a king-sized bed with crisp linens, complemented by tropical wallpaper. A balcony area includes a small table and chair, offering views of the ocean and palm trees. Natural light pours in through the sliding glass doors, enhancing the inviting atmosphere.
Condo in Waikiki
4.76 out of 5 average rating, 540 reviews

King Bed | Ocean View | Steps to Waikiki Beach

JadeRating, 5 stars1 week ago
Francisco’s was super helpful and responsive! His condo is in the perfect location with a beautiful view of diamond head and the beach from the balcony.
Superhost
A kitchenette area is featured with a wood countertop and two bar stools. A stylish lamp provides task lighting, while white cabinetry and a modern backsplash enhance the space. Doors are visible, leading to the rest of the studio unit.
Condo in Waikiki
4.71 out of 5 average rating, 589 reviews

King Bed | Ocean View |Steps to Beach | FAST WiFi

ValerieRating, 5 stars3 weeks ago
The place was right on a good section of beach. For a solo trip it was perfect. Everything is right there! For two people I think it would be a little cramped, personally, depending on the relationship. If you pay for parking at the zoo with a card and give your phone number they will text you with up to 960 hour extension.)

Family-friendly home rentals with a pool

Guest favorite
The living area is designed with a neutral color palette, featuring a comfortable beige sofa, woven armchairs, and a coffee table. A flat-screen television is mounted on the wall. Soft pendant lights illuminate the space, creating an inviting ambiance.
Condo in Ewa
4.96 out of 5 average rating, 75 reviews

Ko Olina Beach Villas Beachfront (Beach Tower709)

KristenRating, 5 stars2 weeks ago
Beautiful place with amazing views! Was a low key area, so very quiet in the evenings and mornings. Never felt crowded. The pool area is pretty small so chairs can be a little hard to come by. Place had all the beach items we needed including chairs (none on the beach unless pay through a vendor, also no personal umbrellas allowed), beach toys, cooler, and wagon. Washer and dryer was great to have in room. Kitchen had all the necessities we needed to cook meals in room and on the grill. Family had an amazing week, thank you!
Superhost
The outdoor patio area features comfortable seating arrangements surrounded by lush green landscaping. A small table is centered amid the seating, inviting relaxation and outdoor dining. The spacious lanai allows easy access to the indoor living area, enhancing the seamless connection with the outdoors.
Apartment in Ewa
4.85 out of 5 average rating, 26 reviews

Popular Ground Floor with Extra Grassy Area

AliRating, 5 stars8 months ago
Great place to stay, highly recommend especially if you have kids. They had all the beach stuff you will need (toys, chairs, umbrellas, etc). They also had a pack n play and a high chair for littles. The resort itself has a great pool and beach access. They let kids feed the fish every morning too which was a fun activity for my 19 month old. Was also really nice being on the ground floor. We could open up the slider and let our little guy run in and out. Would definitely stay here again!
Superhost
Condo in Ewa
4.95 out of 5 average rating, 19 reviews

Fabulous Ocean View Beach Villas Ko Olina O421

BlairRating, 5 stars2 months ago
This was the perfect place for our family to spend our Hawaiian vacation. The secluded community that this complex was in was very safe and very quiet. Enjoyed that we were able to roam around the entire community without fear of dealing with homeless encampments like the rest of the island. The condo was perfect for a family of five with very nice amenities. If I was to ask for one thing, it would be more supplies as there was not enough shampoo or toilet paper to suffice a family of five for 10 days.
Superhost
A panoramic view is captured from the penthouse balcony, showcasing the vibrant blue ocean and a lush green lawn below. Palm trees line the coastline, and a spacious outdoor seating area is visible on the balcony, inviting relaxation amid the coastal scenery.
Condo in Ewa
4.91 out of 5 average rating, 34 reviews

Luxurious Penthouse! Ocean, beach, and pool view!

CarolRating, 5 stars4 months ago
Beautiful and awesome property and Ko Olina is a wonderful area. Many amenities and close to great restaurants. We highly recommend this Condo and look forward to renting again in the future.
Guest favorite
The exterior of the Beach Villas features a multi-story building surrounded by lush tropical landscaping. A clear blue pool is visible in the foreground, with lounge chairs positioned under sun umbrellas. The building's large windows reflect the inviting environment, enhancing the resort's charm.
Condo in Ewa
4.83 out of 5 average rating, 36 reviews

Hale Kailani O-522 a place to gather and relax

KnightRating, 5 stars4 weeks ago
The photos don’t do justice for how lovely and relaxing this vacation home is. The space was perfect for our group of parents, two children, and one grandparent with both generous living space and privacy. Easy access to the lagoons and pools that were clean and quiet. There is a nicely equipped kitchen and beach toy closet as well, all you have to do is get here! We had a wonderful vacation and hope to return again.
Guest favorite
Apartment in Waikiki
4.89 out of 5 average rating, 160 reviews

Breathtaking 2BR Ocean View near Waikiki Beach

LaureRating, 5 stars1 month ago
Incredible views and lots to do in the area! The place had plenty of space for 6 adults and it was nice having the kitchen. Would recommend!!
Guest favorite
A spacious swimming pool is bordered by a patio area featuring lounge chairs and a shaded gazebo. Lush tropical plants and palm trees surround the area, while a clear sky with fluffy clouds enhances the vibrant setting.
Condo in Kahuku
4.87 out of 5 average rating, 136 reviews

Kuilima remodeled ! Sleeps 5

JennaRating, 5 stars2 weeks ago
Great place in the north shore! Turtle beach is about a 10-15 minute walk from the condo. We would play at the beach and then come back to swim in the pool. The wagon with the beach chairs and floaties were key and a hit with the kids. Would definitely recommend staying here if you want to be in the north shore. Close to food trucks, the mill, and sunrise shack. Need a car but everything is a short drive. Would love to return!
Superhost
An open dining area features a large wood table with several place settings. A comfortable sofa is positioned nearby, complemented by a textured throw. Light filters through large windows, while a vibrant wall art piece depicting a beach scene adds a splash of color.
Condo in Waikiki
4.79 out of 5 average rating, 331 reviews

2 Bedroom Condo With Parking

MeredithRating, 5 stars4 weeks ago
We had a great time at this condo for our trip to Hawaii. We loved the location and that it was within walking distance of shops and lots of places to eat. The food truck park across from 7/11 is great and worth checking out. We would definitely stay here again!

Quick stats about vacation rentals that are family-friendly in Kailua

  • Total rentals

    200 properties

  • Nightly prices starting at

    $100 before taxes and fees

  • Total number of reviews

    3.5K reviews

  • Pet-friendly rentals

    20 properties allow pets

  • Rentals with a pool

    70 properties have a pool

  • Rentals with dedicated workspaces

    100 properties have a dedicated workspace

Destinations to explore