Kid-friendly holiday rentals in Kailua

Find and book unique family-friendly rentals on Airbnb

Top-rated family-friendly rentals in Kailua

Guests agree: these family-friendly rentals are highly rated for location, cleanliness and more.

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Guest favourite

Home in Kailua

4.9 out of 5 average rating, 287 reviews

Kailua Beach Park - 2 BR Cottage

Kailua Beach is once again been rated as the best beach in the USA for 2019, by Dr. Beach. "The cottage is directly across the street from Kailua Beach Park and less than two minutes walk to step into the ocean at the beach. This a legal vacation rental, license1990/NUC-1758. The property is tucked away one house back from the road into Lanikai, and described by guests as "a little oasis of quiet and calm." The bathroom has been remodeled with a new shower, sink and plumbing fixtures April 2022!

Superhost

Apartment in Kahuku

4.73 out of 5 average rating, 297 reviews

Hale He'e' Nalu (Surf House) in Turtle Bay!

Enjoy beautiful North Shore paradise at Hale He'e' Nalu (Surf House), our lovely Hawaii beach cottage with views and security. Island style living! Full kitchen, swimming pools, BBQ areas, beach gear/toys, pristine beaches, epic surfing, breathtaking hiking, PGA golf, beach horseback riding, tennis/pickle, famous restaurants! Ideally in the most desirable location at private Turtle Bay condos in Kuilima Estates West secure gated community. Fast private internet WiFi. FREE parking. No resort fee!

Superhost

Apartment in Hauula

4.75 out of 5 average rating, 240 reviews

Dreamy Beachfront Cottage with Breathtaking Views

Looking for a peaceful, beachfront place to stay...this is the place! Go back in time to the real Hawaii on a tropical, sandy beach, with an off-shore reef that keeps waves from coming onshore. This cottage has comfortable beds, a new galley-style kitchen and a large, covered patio facing the ocean. See giant, green-sea turtles sleep on this beach before heading back out to sea at dawn. This cottage is perfect for guests who want privacy, and a beautiful beachfront setting all to yourself.

Guest favourite

Apartment in Kahuku

4.9 out of 5 average rating, 265 reviews

NEWLY RENOVATED (2021) Turtle Bay Haven!

NEWLY RENOVATED condo (2021) at Turtle Bay on Oahu's world famous North Shore. Enjoy more than 5 miles of secluded beaches, 2 private swimming pools, 2 private tennis & pickle ball courts, 2 PGA golf courses, horseback riding & fine dining all less than a 5 minute walk from your front door! The condo was completely remodeled in 2021 (Kitchen, Bathrooms, Flooring, decor as well as AC throughout). This 1Bed, 2Bath unit is one of the few Legal and licensed vacation rentals on the North Shore!

Superhost

Flat in Makaha

4.83 out of 5 average rating, 190 reviews

Beach Beauty and Comfort in remote Oahu Paradise

This is among the nicest locations in all Hawaii. You are literally over a quiet, beautiful pristine beach. Beautiful valley views East. Sparsely populated beach below. Excellent sand and swimming. Beach amenities on hand. The condo is beautiful, comfortable, and nicely updated. Great local swimming, snorkeling, surfing, hiking, dolphins, turtles. Personally, I do not know a better place in Hawaii to visit if you do not need bars and shopping. Nice facility amenities below.

Guest favourite

Guest suite in Kailua

4.91 out of 5 average rating, 323 reviews

Kailua Pineapple Studio. Walk to Beach! PERMITTED

Licensed 90/BB-0002 short-term rental. *not impacted by Bill 41 (2022) Hawaiian style with modern appointments. Beautiful 450 sf suite in the one of the most desirable locations in Hawaii, Kailua! An easy 8-10 min. walk to Kailua Beach, top rated in the world. Private residence at the end of a quiet cul-de-sac. Airbnb “Guest Favorite” awardee! Sister Unit: Kailua Palm Studio. Walk to Beach! PERMITTED Property managed by Cynthia Rubinstein Real Estate, Inc.(License #RB-16858)

Guest favourite

Apartment in Ewa

4.94 out of 5 average rating, 107 reviews

Ke Ola Nani "Beautiful Life" Beach Villas

Beach Villas at Ko Olina is a beach front privately owned condo complex that provides a family friendly luxurious experience. Spacious 3 bedroom 3 bath condo. Everything is BRAND NEW. All designed with Hawaiian Island flair. Inside: all new furniture mattresses linens 4 smart tv's appliances dishes pots and pans Outside ocean front lagoon 3 hot tub spas lap pool sandy bottom wading pool family pool fitness center sauna and steam tropical gardens Koi ponds beach bar

Guest favourite

Flat in Waikiki

4.91 out of 5 average rating, 218 reviews

Aloha Suite Near the Sea III 3 Block Walk to Beach

TA028872294401, STR Permit # 2212-CCH-0578 expires 02/24/2025, TMK-260230500040 Comfortable accommodations for 2, remodeled 1-bathroom studio is the perfect spot for a romantic island retreat! Meticulously designed to optimize space, you'll find all the comforts of home in this cozy studio. Situated just minutes from famous Waikiki Beach, you will enjoy being within walking distance to sand beaches, restaurants and much more! Additional studios available in building.

Superhost

Apartment in Ewa

4.93 out of 5 average rating, 124 reviews

Ko Olina Beach Villa Frontal Oceanview 2 bd/2 ba

Our Villa is close to Aulani Disney Resort and Four Seasons Resort. Many positive reviews on Airbnb & other rental websites for this resort!One of the most reviews for this property! Sharing our Villa with renters since 2010. Rent with confidence and deal with owner directly to ensure a great experience and stay. Airbnb Superhost since 2018! The Beach Villas are a newer resort built in 2007. Unbelievable value at prices less than half of Aulani and Four Seasons!

Guest favourite

Flat in Ewa

4.88 out of 5 average rating, 121 reviews

Studio at Marriott vacation club ko olina

Feel free to message me a request to book and the times you are looking for. The price shown is for the Mountain View Studio w/kitchenette that sleeps 4, 1 King and a Sofa Bed. Price is over half of the cost if you book direct with the hotel. Also includes FREE parking where hotel charges $45/day. The most beautiful resort and Guest room in Ko Olina right on the beach in a picturesque lagoon. 30 minutes from the airport and Honolulu. * Free WiFi, Free self-parking.

Guest favourite

Apartment in Waikiki

4.89 out of 5 average rating, 117 reviews

Spacious and bright 1bd w/ pool & free parking

Fully equipped, family-friendly 1bd in Waikiki Banyan. 1.5 blocks from Waikiki Beach. Easy self-check-in and free parking, pool, and jacuzzi on the premises. Beach equipment and beach towels were provided. Washer and dryer on each floor. Sleeps 4: 1 Queen bed, 1 Full bed, 1 Full sofa bed. Baby crib and booster chair for request. Cafes and restaurants within 5 min walk. Your family will be close to everything when you stay at this centrally-located condo. STR#439

Guest favourite

Place to stay in Waikiki

4.85 out of 5 average rating, 117 reviews

New Reno! Direct Oceanfront @ Waikiki Beach Tower

This incredible suite is steps to the beach, restaurants and dining, & great views. You’ll love this place because of the ambiance, neighborhood, outdoor space, light, etc. Designer custom oceanfront suite, over $200k done in renovations. Spectacular views from all vantage points within the unit, facing the famous Waikiki Beach. Centrally located. See also our other new custom renovated direct oceanfront suites in the same building.