Family-friendly vacation rentals in Kailua

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Kailua

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

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Guest favorite

Home in Kailua

4.91 out of 5 average rating, 246 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!

Guest favorite

Apartment in Honolulu

4.81 out of 5 average rating, 310 reviews

RARE HAWAIIAN DIAMOND

This rare space with fabulous views of Waikiki and world famous Diamond Head (unobstructed by other buildings), is located in a safe & newly renovated building very, very, very close to the beach! Many friendly & helpful owners live here. Located in the BEST part of Waikiki Beach. Many returning guests that have become friends. With its perfectly placed lanai (balcony) the view hypnotizes you as you watch the sunset, the ocean & the smiles. A truly colorful experience! You will return! Aloha

Guest favorite

Apartment in Kahuku

4.89 out of 5 average rating, 164 reviews

Turtle Bay Corner Condo With A Fairway View!

Resort-style amenities at your doorstep, including snorkeling beach access, pool, tennis courts, & 2 world-class golf courses. East Side of Kuilima Estates, on the Fazio 17th w/cool breezes, new washer & dryer, and A/C in bedroom & living room for comfort. The unit is locally owned and operated by longtime North Shore residents. After you have experienced all of the attractions O’ahu has to offer, check out our place on Molokai. Relax there and enjoy a true authentic Hawaiian experience!

Superhost

Guest suite in Kailua

4.87 out of 5 average rating, 101 reviews

COOL, BREEZY KAILUA ESCAPE *****

Your Home away from Home! Cool, comfy, clean fully furnished 2 bd/1 ba with a complete kitchen, livingroom, separate entry (entire upstairs). New SPLIT A/C's in both bedrooms(very quiet). In nice culdesac. 5-min drive to Kailua Beach and Kailua Town. Enchanted Lake Cntr is only 3 min away... a Safeway, Cinemas, McDonald's, Round Table Pizza, The Shack, Starbucks, etc. Also, Gas Stations, Nail/Hair Salons, Churches, etc! In Kailua Town, a Target, Whole Foods, cute boutique shops.

Guest favorite

Condo in Kahuku

4.92 out of 5 average rating, 125 reviews

Tropical and Romantic Retreat with Inspired Design

Come enjoy this newly updated, designer inspired, spacious end-unit condo in beautiful Turtle Bay. It is as comfortable as it is beautiful. Whether it's breakfast in bed or a drink on the lanai swing, you may not want to leave this tropical paradise. Everything has been updated, including hand-picked pendants that can be dimmed to suit your mood. There is a nearby pool, beach and tropical walking trails. Restaurants and shops can be found at the newly renovated Turtle Bay hotel.

Superhost

Condo in Hauula

4.78 out of 5 average rating, 146 reviews

Sandy Beachfront Cottage with Breathtaking Views

This beachfront cottage was remodeled in 2021 and converted from a 1-bed unit into a spacious, loft studio. The kitchen and bath feature new fixtures, appliances, marble counters, and a farmhouse sink to add extra charm and functionality to the galley-style kitchen. Stunning views and cool breezes surround you in this cottage, which gives a blissful sensation that you are outdoors even when you're inside. You may never want to leave! 30 day minimum booking. Inquiries welcome.

Superhost

Condo in Honolulu

4.86 out of 5 average rating, 130 reviews

Seashore Studio

Waikiki Beach Studio With Ocean View, No Hotel Room Can Match What It Offers Heart of Waikiki, steps away from world famous Waikiki beach, Royal Hawaiian Shopping Center, Honolulu Zoo, Aquarium, hundreds of restaurants for any taste, variety, and budget. Everything is within walking distance. Have your morning tea, or coffee on your lanai, and check out the surf condition. The Studio is 334 sq. feet (including lanai), but fully equipped with everything you might need.

Guest favorite

Apartment in Makaha

4.97 out of 5 average rating, 133 reviews

OCEANFRONT PARADISE Tennis Pool Jacuzzi A/C W/D

BEACHFRONT. Highly upgraded and completely renovated. Enjoy a unique open floorplan. Direct oceanfront views! Tastefully done with state of the art appliances, teak wood cabinets and the finest touches. The condo is sparkling clean! Our condo does not operate as transient quarters. Per Honolulu County laws, we may only book one rental per 30 day period. Our minimum requirement is 7 nights. We hope to hear from you soon. Aloha!

Superhost

Guesthouse in Kailua

4.78 out of 5 average rating, 135 reviews

Kailua Beach Cottage - 90/TVU-0287

WE HAVE PERMIT - 90/TVU-0287 FROM THE CITY & COUNTY WE WERE RATED BY AIRBNB AS A SUPERHOST. KAILUA BEACH RATED #1 BEACH IN AMERICA! This place is good for couples, business travelers, and families. (On the 2nd floor - upstairs) *Additional guest fee of $90 per person per day applies to parties over 4 people. Additional service fee and tax will apply. Visit the 8 Bdrm Villa website for a larger family group.

Guest favorite

Home in Kailua

4.82 out of 5 average rating, 185 reviews

The Red Ginger: Large 1 Bedroom

The Red Ginger is newly renovated with a spacious living room that opens up to a private yard. Just added AC. Short 5 minute walk to the Enchanted Lake Shopping Center where you can find a grocery store, Starbucks coffee, tons of restaurants, a sports bar, and a movie theater. Three miles or five minute drive to kailua town and beach. Pet free. Great Location!