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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, 280 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 favourite

Apartment in Kahuku

4.89 out of 5 average rating, 251 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 courts, 2 PGA golf courses, horseback riding, activity rentals and 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!

Apartment in Kahuku

4.73 out of 5 average rating, 289 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!

Apartment in Downtown Honolulu

4.82 out of 5 average rating, 111 reviews

Downtown 1BR Spacious Free Parking & Wifi

Completely newly renovated 1BR, conveniently located in Downtown Honolulu; central AC, peace & quiet, 650 sqft/61 sqm at high floor with floor to ceiling windows. Save $35 a night with secured free parking in the building plus free wifi and a fully equipped kitchen. Walk to the best restaurants and bars, Chinatown, and visit historic Iolani Palace. The building has great amenities including a lap pool and hot tub, 24/7 security. Starbucks/Ross/grocery on the ground floor for your daily needs.

Guest favourite

Flat in Waikiki

4.91 out of 5 average rating, 214 reviews

Aloha Suite Near the Sea III 3 Block Walk to Beach

TA028872294401, STR Permit # 2212-CCH-0578, 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. Pack & Play available upon request.

Flat in Makaha

4.83 out of 5 average rating, 185 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.

Flat in Kahuku

4.8 out of 5 average rating, 204 reviews

Turtle Bay Retreat: Boho Bliss on the North Shore

Our Kuilima Estates suite will charm guests with its coastal casual decor. It is located within a private gated community. Revel in the resort-like amenities: tennis courts, swimming pools, a pavilion with picnic tables and barbecues and spacious grounds with well-maintained tropical landscaping. Lovely white sand beaches are a short stroll away. And the newly renovated Turtle Bay Resort is a very short distance with fine dining, spa, golf, entertainment and shopping on site.

Guest favourite

Guest suite in Kailua

4.91 out of 5 average rating, 314 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

4.93 out of 5 average rating, 121 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!

Flat in Ewa

4.89 out of 5 average rating, 116 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, 108 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

4.84 out of 5 average rating, 115 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.

Holiday rentals for every style

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Villas

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A space that's all yours, with room for everyone

Popular amenities for Kailua family-friendly rentals

Free parking on premises

Air conditioning

Kid-friendly house rentals

Home in Laie

4.8 out of 5 average rating, 50 reviews

Roomy Beach House w/ AC Perfect Location!

Home in North Shore

4.85 out of 5 average rating, 133 reviews

Home: 3 bedroom 2 bath in Haleiwa Town

Home in Waianae

4.94 out of 5 average rating, 109 reviews

Large family home 5 min from beach- newly built

Home in Waianae

4.92 out of 5 average rating, 37 reviews

Misty Mountain - Minutes to Beach!

Home in Makaha Valley

4.9 out of 5 average rating, 92 reviews

Slice of Paradise-3BDR-Sleeps 10 - max 8 adults

Home in Kahuku

4.89 out of 5 average rating, 257 reviews

Hawaiian Country Retreat - 30 day stays

Home in Makaha Valley

4.95 out of 5 average rating, 109 reviews

Makaha's Hidden Gem by Kalo Homes

Home in Waianae

4.95 out of 5 average rating, 73 reviews

Family Oasis Million Dollar View Beach 5 min + 4BR

Family-friendly apartment rentals

Flat in Waikiki

4.93 out of 5 average rating, 14 reviews

Perfect Waikiki Studio for 3 Nice Views

Guest favourite

Flat in Waikiki

4.9 out of 5 average rating, 198 reviews

Central Waikiki Beach Studio

Flat in Waikiki

4.83 out of 5 average rating, 502 reviews

Renovated Cozy Studio with Great View

Flat in Waikiki

4.87 out of 5 average rating, 203 reviews

The Humble Pineapple- your ideal Waikiki home base

Flat in Waikiki

4.86 out of 5 average rating, 78 reviews

Ilikai Collection # 12. Corner Oceanfront condo !

Flat in Waikiki

4.81 out of 5 average rating, 58 reviews

Roomy Waikiki Apt sleeps 6 w/FREE parking

Flat in Waikiki

5 out of 5 average rating, 4 reviews

Corner Bliss in the Heart of Waikiki 8F

Guest favourite

Flat in Waikiki

4.86 out of 5 average rating, 114 reviews

Waikiki 1 BR apartment, only a block to the Beach

Family-friendly apartment rentals

Guest favourite

Apartment in Kahuku

4.86 out of 5 average rating, 129 reviews

Kuilima remodeled ! Sleeps 5

Apartment in Waikiki

4.79 out of 5 average rating, 316 reviews

2 Bedroom Condo With Parking

Guest favourite

Apartment in Kahuku

4.91 out of 5 average rating, 121 reviews

North Shore Getaway - Newly renovated!

Guest favourite

Apartment in Waikiki

4.94 out of 5 average rating, 128 reviews

City-view Waikiki Condo - FREE Parking, King Bed!

Apartment in Waikiki

4.78 out of 5 average rating, 130 reviews

Waikiki 2 Bedroom w/ Covered Parking, Family Condo

Guest favourite

Apartment in Waianae

4.81 out of 5 average rating, 103 reviews

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

Apartment in Kahuku

4.83 out of 5 average rating, 252 reviews

Turtle Bay Condo Sleeps Four - North Shore, Oahu

Guest favourite

Apartment in Kahuku

4.86 out of 5 average rating, 115 reviews

Slice of Paradise # 111/1570010290183 3/1/25

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

Total rentals
60 properties
Nightly prices starting at
$122 SGD before taxes and fees
Total number of reviews
2.1K 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