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Kid-friendly vacation rentals in Kailua

Find and book unique kid-friendly rentals on Airbnb

Top-rated kid-friendly rentals in Kailua

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

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Home in Kailua

4.85 out of 5 average rating, 345 reviews

Kailua Beach Park - 1 BR Cottage

Kailua Beach was 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 a 2-minute walk to step into the ocean. It is a legal vacation rental, license number 1990/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 showers, sinks and plumbing fixtures April 2022!

Sep 19 – 26

G$66,867 GYD per night

Condo in Kahuku

5.0 out of 5 average rating, 128 reviews

HawaiianaLuxe_Townhouse at Turtle Bay_Hale LuLu

Come to escape to this newly renovated 1,150SF 2 bedrooms/2.5 bathroom townhouse for a soul comforting Northshore stay! Away from hustling downtown, Hale Lulu sits peacefully a few minutes away from iconic Turtle Bay Hotel and the most beautiful secluded beaches and trails! This unit is the biggest model in Kulima West. We offer 2 king size beds and 1 queen bed in three different bedrooms for your restful stay. The best cleaning crew was hired for your luxurious staying experience in Hawaii.

Oct 29 – Nov 5

G$106,343 GYD per night

Guest suite in Kailua

4.89 out of 5 average rating, 232 reviews

Salty, Sandy Kailua Sea Shores, & So Much More

This cozy, beachy bungalow is within a 5-10 minute walk to the world famous Kailua Beach. Listen to the sounds of the waves at night as you relax after your fun-filled beach day. The studio is bright and clean with air conditioning, a full kitchenette, comfy Queen size bed, clean bathroom and a private gated entrance. Kailua is a special community with beautiful beaches, great restaurants, boutique shopping and a relaxed atmosphere. We have the space professionally cleaned after every stay!

Jul 19 – 26

G$44,478 GYD per night

Guest suite in Hauula

4.98 out of 5 average rating, 232 reviews

"Local Aloha Living" Waterfront !

Stay at Our Local peaceful private Studio bedroom suite attached to our house with separate entrance is the perfect getaway spot to experience real beauty of Oahu. Enjoy your own private studio with bathroom and shared semi private outdoor deck. Enjoy gazing at the river and the fresh air. Located on the North East Shore, escape the noise of Honolulu and enjoy the quiet, secluded, serene beaches and hikes nearby, 45 min. from the airport. Retreat into the countryside & see the real Hawaii.

Apr 8 – 15

G$46,675 GYD per night

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

G$55,427 GYD per night

Tiny home in Waialua

4.92 out of 5 average rating, 278 reviews

Mango Garden Cottage

This garden cottage is surrounded by mango trees, a garden and a ranch. The living space is a tiny home and it has a large separate tiled bathroom and showers about 5 ft away all within the private yard and gate. Listen to the surf at night or the natural sounds of trees during the day. There is a yard to relax in when you're not at the beach. Your garden cottage is separate from the property's house and located in the center of the north shore. This is an ideal spot next to town!

Oct 21 – 28

G$45,433 GYD per night

Cottage in Waialua

4.96 out of 5 average rating, 118 reviews

Luxurious Beach Front Oasis Steps to the Ocean

A hidden gem on the North Shore. The cottage is located on a private, gated, 2 acre ocean front property in the quiet and peaceful area of Mokuleia. The beach is the most secluded on the North Shore as there is no public access so at times it is just you and the lone turtle sunbathing on the beach. The cottage has top of the line appliances, sub-zero and viking. The bed feels like heaven and you have your choice of soaking in the free standing tub or showering under the stars.

Mar 15 – 22

G$111,963 GYD per night

Condo in Waialua

4.94 out of 5 average rating, 147 reviews

True Jewel - Oahu North Shore

A true jewel on the North Shore of Oahu, this cottage is situated right on the water in a quiet, serene and peaceful setting. Surrounded by palms and gentle trade winds, the cottage is located in a gated old-style Hawaiian setting, offering all the amenities you’ve come to expect, including cable TV, wireless internet, a fully equipped kitchen, patio area and outdoor shower, washer and dryer (we provide laundry soap). Maximum occupancy 4 individuals.

Jun 24 – Jul 1

G$103,097 GYD per night

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

G$113,196 GYD per night

Guesthouse in Kailua

4.85 out of 5 average rating, 334 reviews

Kailua Palm Studio. Walk to Beach! PERMITTED

Licensed, legal 90/BB-0002 short term rental. *not impacted by Bill 41 (2022) **NEWLY RENOVATED BATHROOM AND KITCHENETTE (at end of June 2023)** Peaceful retreat in desirable Kailua! An easy 8-10 minute walk to Kailua Beach. Airbnb “Guest Favorite” awardee! Sister Unit: Kailua Pineapple Studio. Walk to Beach! PERMITTED. Property managed by Cynthia Rubinstein Real Estate, Inc. (License #RB-16858)

Feb 22 – Mar 1

G$78,769 GYD per night

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

G$57,087 GYD per night

Guest suite in Kailua

5.0 out of 5 average rating, 235 reviews

A Suite By the Sea

Private cottage with landscaped patio located on the second floor of our home. We are just a short 5 minute walk to Kailua Beach and about 2 miles from Kailua town. This is a NON SMOKING household both inside and around our home. Calendar may differ from actual availability. Please contact us to inquire8O82775193.

May 23 – 30

G$30,458 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Cottages

Quaint homes, peaceful surroundings

Houses

A space thats all yours, with room for everyone

Apartments

Convenient locations with everyday essentials

Popular amenities for Kailua kid-friendly rentals

Free parking on premises

Air conditioning

Kid-friendly house rentals

Home in Hauula

4.81 out of 5 average rating, 149 reviews

Beachfront Sunrise Home/Snorkel/Sunrise/Car Rental

Apr 24 – May 1

G$112,003 GYD per night

Home in Hauula

4.99 out of 5 average rating, 154 reviews

Moeʻuhane Kai Beach Front Home

Aug 31 – Sep 7

G$214,481 GYD per night

Home in Honolulu

4.88 out of 5 average rating, 111 reviews

Beautiful Two Bedrooms, Gated & Private Entrance

Nov 17 – 24

G$108,278 GYD per night

Home in Kahuku

4.89 out of 5 average rating, 223 reviews

Hawaiian Country Retreat - 30 day stays

Sep 27 – Oct 4

G$61,066 GYD per night

Home in Laie

4.94 out of 5 average rating, 142 reviews

The Coconut Hut/AC included

Jun 4 – 11

G$72,318 GYD per night

Home in Hauula

4.83 out of 5 average rating, 252 reviews

Hauula Studio

Jul 26 – Aug 2

G$47,095 GYD per night

Home in Haleiwa

4.88 out of 5 average rating, 107 reviews

Home: 3 bedroom 2 bath in Haleiwa Town

Dec 5 – 12

G$72,634 GYD per night

Home in Kailua

4.88 out of 5 average rating, 17 reviews

Amazing Lanikai Beachfront Guest House!!

Apr 15 – 22

G$136,953 GYD per night

Kid-friendly apartment rentals

Apartment in Honolulu

4.84 out of 5 average rating, 226 reviews

Ala Wai

Mar 1 – 8

G$22,343 GYD per night

Apartment in Makaha

4.97 out of 5 average rating, 133 reviews

OCEANFRONT PARADISE Tennis Pool Jacuzzi A/C W/D

Mar 1 – 8

G$60,493 GYD per night

Apartment in Kahuku

4.89 out of 5 average rating, 165 reviews

Turtle Bay Corner Condo With A Fairway View!

Apr 21 – 28

G$57,178 GYD per night

Apartment in Honolulu

4.86 out of 5 average rating, 269 reviews

Jewel in Sky by Hilton Hawaiian beach

Oct 25 – Nov 1

G$30,035 GYD per night

Apartment in Kapolei

4.9 out of 5 average rating, 102 reviews

Studio at Marriott vacation club ko olina

Jun 23 – 30

G$107,540 GYD per night

Apartment in Kahuku

4.98 out of 5 average rating, 193 reviews

N Shore Turtle Bay Kuilima Condo Getaway! Reviews!

Nov 4 – 11

G$84,142 GYD per night

Apartment in Hauula

4.88 out of 5 average rating, 117 reviews

Aloha Hidden Treasure

Jun 11 – 18

G$55,510 GYD per night

Apartment in Waikiki

4.87 out of 5 average rating, 259 reviews

Private Seashore Studio Ocean View!

Mar 27 – Apr 3

G$25,461 GYD per night

Kid-friendly condo rentals

Condo in Kahuku

4.86 out of 5 average rating, 110 reviews

The Coloradoan

Dec 14 – 21

G$40,851 GYD per night

Condo in Waianae

4.97 out of 5 average rating, 220 reviews

Beachfront Getaway - Hawaiian Princess Condo

Nov 29 – Dec 6

G$73,478 GYD per night

Condo in Kahuku

4.91 out of 5 average rating, 152 reviews

SEArider TWO at Turtle Bay (1 bedroom / 1 bath)

Aug 16 – 23

G$103,203 GYD per night

Condo in Kahuku

4.93 out of 5 average rating, 106 reviews

Turtle Bay Condo- Kuilima Estates

Sep 6 – 13

G$67,918 GYD per night

Condo in Kahuku

4.99 out of 5 average rating, 201 reviews

Modern & Contemporary North Shore Oahu Condo

Apr 4 – 11

G$84,009 GYD per night

Condo in Honolulu

4.87 out of 5 average rating, 164 reviews

Small studio in the heart of Waikiki next to beach

Feb 3 – 10

G$24,306 GYD per night

Condo in Kahuku

4.98 out of 5 average rating, 109 reviews

Honu Hideout at Turtle Bay

Apr 26 – May 3

G$105,276 GYD per night

Condo in Honolulu

4.93 out of 5 average rating, 109 reviews

Alamoana Hotel 29FL Studio City&Partial Ocean View

Feb 20 – 27

G$30,992 GYD per night

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

Total rentals
60 properties
Rentals with dedicated workspaces
40 properties have a dedicated workspace
Rentals with a pool
20 properties have a pool
Family-friendly rentals
30 properties are a good fit for families
Total number of reviews
2.4K reviews
Nightly prices starting at
G$18,817 GYD before taxes and fees

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