Family-friendly vacation rentals in Kailua Beach

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Kailua Beach

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!

Oct 12 – 19

ﺩ.ﺇ1,366 per night

Superhost

Guest suite in Kailua

4.87 out of 5 average rating, 102 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.

Apr 16 – 23

ﺩ.ﺇ1,000 per night

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.

Oct 7 – 14

ﺩ.ﺇ1,633 per night

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.

Oct 17 – 24

ﺩ.ﺇ967 per night

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.

Apr 17 – 24

ﺩ.ﺇ543 per night

Guest favorite

Villa in Ko Olina

4.96 out of 5 average rating, 159 reviews

Ko Olina Beach, Ocean View, near Disney Aulani

Next availability June 1st - 7th An upscale villa, in the prime location, with one of the prettiest views at our resort. With its boutique hotel feel, spacious unobstructed ocean views and beachy style, it's the perfect accommodation for a family or two couples. Our beach bar, along with the golf course, marina, shops, restaurants and luau, are all within walking distance of our home. Resort living at it’s finest. Welcome to your home away from home in the Islands.

Nov 20 – 27

ﺩ.ﺇ3,570 per night

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!

Mar 1 – 8

ﺩ.ﺇ1,086 per night

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.

Apr 26 – May 3

ﺩ.ﺇ2,031 per night

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!

May 29 – Jun 5

ﺩ.ﺇ1,024 per night

Superhost

Cabin in Haleiwa

4.82 out of 5 average rating, 220 reviews

Sunset Beach Surf Cabin North shore

30 Day minimum stay Dwell in bliss like a local in north shore nirvana. The ultimate retreat for surfers, yogis and nature lovers, this Surf Cabin overlooks one of the most famous surf spots on the North Shore. Climb 50 steps up a path winding through lush foliage... TA Registration number: TA–139–039–9488–01

Jul 1 – 8

ﺩ.ﺇ627 per night

Guest favorite

Home in Honolulu

4.96 out of 5 average rating, 280 reviews

Cozy and Convenient!

Cozy studio with your own private outdoor patio. Located in a safe and convenient neighborhood. Enjoy your Hawaii vacation with all the comforts of home. Avoid hidden resort and parking fees. This fully equipped studio is located steps from the beach, shopping, and Starbucks.

ﺩ.ﺇ349 per night

Guest favorite

Condo in Kahuku

4.91 out of 5 average rating, 407 reviews

RusticLuxe — Go Fully Custom at Turtle Bay

This homey one bedroom / two bathroom Turtle Bay condo offers the perfect true Hawai'i get-away for up to four lucky humans! The closest condo to the beach and sitting on the 18th hole of PGA Fazio Course, we welcome you to the coveted North Shore!

Aug 12 – 19

ﺩ.ﺇ1,847 per night