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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, 346 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!

Oct. 6 – 13

$443 CAD per night

Guest favourite

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.

Apr. 12 – 19

$893 CAD per night

Guest favourite

Condo in Kahuku

4.92 out of 5 average rating, 154 reviews

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

Our number one priority at SEArider is to provide our guests with a luxury Hawaiian experience. This unit has been completely renovated with our main focus being quality and comfort. Nestled in the condominiums that surround Turtle Bay, TWO has a luxurious but minimal feel with a mauka (mountain) inspired theme. Key features include locally made and dyed linens and waffle print towels. TWO sits directly below our other property, SEArider ONE (please search us on Air BnB for photos and reviews.)

Jun. 13 – 20

$760 CAD per night

Guest favourite

Condo in Kahuku

4.98 out of 5 average rating, 109 reviews

Honu Hideout at Turtle Bay

Come escape to Honu Hideout on the exclusive North Shore of Oahu, and enjoy this newly renovated ground floor unit situated just a short walk away from the iconic Turtle Bay Resort and the most breathtaking and secluded beaches on Oahu. Far away from the hustle and bustle of Honolulu, this unit offers the peacefulness of the country and the proximity to infamous attractions for the vacation of your dreams. Relax and restore or adventure and explore, you choose, all within minutes of your door.

Apr. 23 – 30

$818 CAD per night

Guest favourite

Guest suite in Aina Haina

4.88 out of 5 average rating, 353 reviews

Wailupe Stream Studio w/Private Access

My place is clean, cozy, and comfortable, and in a very safe neighborhood. Many residents in this neighborhood enjoy walking and running at all times of the day. My space is close to a shopping center with a bank, post office, library, supermarket, nice places to eat and exercise as well as a Starbucks. There is a bus stop just around the corner. This is the perfect place for couples, solo adventurers, and business travelers who are looking for a good nights rest in a safe and clean space.

Feb. 20 – 27

$101 CAD per night

Guest favourite

Guest suite in Kailua

4.89 out of 5 average rating, 233 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. 23 – 30

$311 CAD 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.

Feb. 15 – 22

$428 CAD per night

Guest favourite

Condo in Honolulu

4.87 out of 5 average rating, 165 reviews

Small studio in the heart of Waikiki next to beach

Small studio with full bathroom w/ tub and a small kitchen with stove&oven, microwave, toaster oven and all kitchen utensils. Large Lanai with ocean view. One short block away from the beach in the heart of Waikiki. The unit on the six floor .This studio is designed for one occupant or a couple on a full size bed. The unit has fully equip kitchen, bath tub, cable TV, free WiFi. Great beach and sunset view from the lanai. Parking available $35 per day, reservation in advance.

Feb. 3 – 10

$212 CAD per night

Guest favourite

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. 26 – Jul. 3

$718 CAD per night

Guest favourite

Condo in Kahuku

4.99 out of 5 average rating, 203 reviews

Modern & Contemporary North Shore Oahu Condo

Welcome to our beautiful condo tucked inside the dreamy North Shore of Oahu. Our place is located within the charming and gated community at Turtle Bay Resort called Kuilima Estates West. You will be within a 5-10 minute walk of breathtaking shorelines, world-class surfing, romantic dinners, and many adventures on both land and sea. Kuilima Estates is the only area of the north shore that allows legal vacation rentals.

Jan. 19 – 26

$684 CAD 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

$925 CAD per night

Guest favourite

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)

Jan. 4 – 11

$529 CAD 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 that's all yours, with room for everyone

Bungalows

Intimate homes, inviting architecture

Popular amenities for Kailua kid-friendly rentals

Free parking on premises

Air conditioning

Kid-friendly house rentals

Guest favourite

Home in Honolulu

4.88 out of 5 average rating, 111 reviews

Beautiful Two Bedrooms, Gated & Private Entrance

Dec. 15 – 22

$1,463 CAD per night

Home in Hauula

4.83 out of 5 average rating, 252 reviews

Hauula Studio

Sep. 28 – Oct. 5

$304 CAD per night

Guest favourite

Home in Kahuku

4.89 out of 5 average rating, 223 reviews

Hawaiian Country Retreat - 30 day stays

Oct. 21 – 28

$443 CAD per night

Home in Haleiwa

4.88 out of 5 average rating, 108 reviews

Home: 3 bedroom 2 bath in Haleiwa Town

Jan. 24 – 31

$531 CAD per night

Home in Kailua

4.88 out of 5 average rating, 52 reviews

Tropical Cottage w/Pool, Lanai & AC, Walk to Beach

Apr. 24 – May 1

$1,294 CAD per night

Home in Kailua

4.88 out of 5 average rating, 17 reviews

Amazing Lanikai Beachfront Guest House!!

Apr. 15 – 22

$1,037 CAD per night

Guest favourite

Home in Haleiwa

5.0 out of 5 average rating, 36 reviews

Haleiwa Waterfront House

Jan. 24 – 31

$1,351 CAD per night

Guest favourite

Home in Honolulu

4.98 out of 5 average rating, 47 reviews

Waikiki Gem, Stunning Ocean View, Parking Included

Sep. 11 – 18

$555 CAD per night

Family-friendly apartment rentals

Apartment in Honolulu

4.84 out of 5 average rating, 243 reviews

Seabreeze Studio (Legal Rental)

Jul. 5 – 12

$282 CAD per night

Guest favourite

Apartment in Honolulu

4.86 out of 5 average rating, 269 reviews

Jewel in Sky by Hilton Hawaiian beach

Nov. 14 – 21

$218 CAD per night

Guest favourite

Apartment in Honolulu

4.88 out of 5 average rating, 100 reviews

The Beach and the Sea in Waikiki, Boho, Chic for 2

Mar. 3 – 10

$201 CAD per night

Guest favourite

Apartment in Makaha

4.97 out of 5 average rating, 133 reviews

OCEANFRONT PARADISE Tennis Pool Jacuzzi A/C W/D

Feb. 27 – Mar. 6

$441 CAD per night

Guest favourite

Apartment in Kapolei

4.9 out of 5 average rating, 102 reviews

Studio at Marriott vacation club ko olina

Nov. 6 – 13

$647 CAD per night

Guest favourite

Apartment in Kahuku

4.98 out of 5 average rating, 194 reviews

N Shore Turtle Bay Kuilima Condo Getaway! Reviews!

Sep. 1 – 8

$587 CAD per night

Guest favourite

Apartment in Waikiki

4.87 out of 5 average rating, 259 reviews

Private Seashore Studio Ocean View!

Feb. 22 – Mar. 1

$224 CAD per night

Guest favourite

Apartment in Kahuku

4.89 out of 5 average rating, 166 reviews

Turtle Bay Corner Condo With A Fairway View!

Sep. 16 – 23

$414 CAD per night

Family-friendly condo rentals

Guest favourite

Condo in Kahuku

4.86 out of 5 average rating, 110 reviews

The Coloradoan

Dec. 14 – 21

$301 CAD per night

Guest favourite

Condo in Waianae

4.97 out of 5 average rating, 221 reviews

Beachfront Getaway - Hawaiian Princess Condo

Dec. 6 – 13

$601 CAD per night

Guest favourite

Condo in Honolulu

4.93 out of 5 average rating, 110 reviews

Alamoana Hotel 29FL Studio City&Partial Ocean View

Oct. 31 – Nov. 7

$259 CAD per night

Guest favourite

Condo in Honolulu

4.95 out of 5 average rating, 142 reviews

Full Remodeled/ Panoramic Ocean View/ Full Kitchen

Oct. 17 – 24

$284 CAD per night

Guest favourite

Condo in Kahuku

4.91 out of 5 average rating, 408 reviews

RusticLuxe — Go Fully Custom at Turtle Bay

Mar. 3 – 10

$797 CAD per night

Guest favourite

Condo in Honolulu

4.91 out of 5 average rating, 280 reviews

Ocean ∘ City ∘ Mountain views in the ❤️ of Waikiki

Apr. 5 – 12

$273 CAD per night

Guest favourite

Condo in Kahuku

4.94 out of 5 average rating, 147 reviews

North Shore Oahu | Turtle Bay - Hale Kahakai

Jul. 6 – 13

$908 CAD per night

Guest favourite

Condo in Kapolei

4.99 out of 5 average rating, 148 reviews

Ko Olina Beach Villa Ocean View 3BR/3BA - B907

May 17 – 24

$1,479 CAD 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
$124 CAD before taxes and fees

Destinations to explore