
Family-friendly holiday 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.

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!

Lanikai Oasis, Cozy Cottage 5 Min to Lanikai Beach
Lanikai Oasis, A Peaceful Island Retreat Tucked away in one of the most private and peaceful neighborhoods on Oʻahu, Lanikai Oasis is a serene cottage retreat just 5 minutes from Lanikai Beach, consistently ranked among the most beautiful beaches in the world. Perfect for a clean, calm, and relaxing vacation, this newly remodeled ohana unit offers modern comfort in a lush island setting. ideal for couples or quiet travelers seeking paradise. Hawaii Tax IDs GE-159-110-0416-01, TA-159-110-0416-01

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.)

Absolutely Oceanfront-60'Waterfall Pool-Legal
Kailua Absolutely Oceanfront Deluxe Vacation Rental The closest house to the Ocean in Kailua Hear waves breaking just outside Located in a quiet uncongested upscale neighborhood 60ft salt-sanitized waterfall lap pool Attached Ocean-View Deck 16-foot vaulted ceilings Wall-mounted Fujitsu air conditioning Tide pooling steps away Dramatic Sunrises Refreshing Tradewinds No Bedbugs here/Bed Bug Protective Queen Mattress and pillow covers Ozone sanitized between rentals NUC: Certificate 90-BB-0060

Beachfront Getaway - Hawaiian Princess Condo
Mesmerizing sunset views from this sandy beach front condo. Nothing separates you from sparkling turquoise waters but footprints in the sand. Balcony is ideal height for turtle watching. From Nov- April you may spot a whale. This vibrant land is full of surprises. Even dolphins spin by now and then. Escape the crowds of Waikiki to experience a real Hawaiian lifestyle. Snorkel, boogie board or surf right out your door. Awakening to the rhythm of the ocean can change your life forever.

Nai’a Suite at La Bella’s-Walk to Beach-Licensed
La Bella’s B&B is a High End Luxury home filled with charm and a touch of farmhouse/beach elegance. Two Suites are available for booking. Owners live onsite. Starbucks, Safeway, Gas Stations and Eateries are right across the street. Nai’a (Dolphin) Suite Offers: -Kitchenette -Private Bathroom -Separate Entrance -AC and Powerful high end fan -King size bed w/luxury bedding If you want a beautiful garden, great host family and a short walk to the beach this is the place for you.

Modern 1 Bedroom Condo in Downtown Honolulu
Aloha and welcome! Newly remodeled, clean and cozy 1 bedroom, 1 bathroom condo is in the heart of downtown Honolulu. Enjoy the views of the harbor and the city. We are a quick 10 min drive to beautiful Waikiki. Come explore all Oahu has to offer - surfing, swimming, snorkeling, relaxing on the beach, hiking, shopping, fine dining and more! Then unwind and relax in the comfort of the condo. We welcome you and hope you enjoy paradise at an affordable price.

♥ North Shore Paradise at Turtle Bay ♥
For the discerning traveler, a designer curated space with every luxury detail thought of. When you step inside, you can feel the love poured into this space, and the exquisite detailed craftsmanship throughout. Nestled on the 3rd green of the famous Georgia Fazio course at Turtle Bay Kuilima Estates West on the North Shore of Oahu. A perfect spot to vacation, honeymoon, or spend some quality relaxation time. This magical space welcomes you with aloha.

Turtle Bay Condo with Great Amenities
Experience Turtle Bay without resort pricing! - 1-bedroom + loft, 2-bath condo with king bed - Spacious living area with stylish furniture and flatscreen TV - Fully equipped kitchen and washer/dryer - Near beach - Access to 3 pools, tennis courts, and BBQ facilities - Beach gear provided - Close to attractions like Shark's Cove and Polynesian Cultural Center - Spotless unit with smooth communication throughout the stay.

Kailua Palm Studio. Walk to Beach! PERMITTED
Licensed, legal (NUC short term rental #1990/NUC-1819, Tax map key: 43073024) *not impacted by Honolulu ordinances banning short term **RECENTLY 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 Kupono Services.

Kailua Beach Cottage - 1990/NUC-1797
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.

38th floor Waikiki condo for 2 - amazing views
Renovated, clean and cozy studio in Waikiki with amazing ocean, diamond head, canal and mountain range views. It is on the 38th floor of the Hawaiian Monarch Hotel/Condo building and comes with queen bed, full bath, microwave, sink and mini refrigerator. The condo is centrally located within walking distance to the beach, shopping and restaurants.
Popular amenities for Kailua family-friendly rentals
Family-friendly home rentals with a hot tub

38th FLR- Luxury King Boutique Studio 1000 Cranes

Steps to Waikiki Beach, Swimming Pool Free Parking

Gorgeous Boutique Studio in Central Waikiki~

43F-Island Colony Studio-Ocean & City Skyline View

44th* floor Penthouse Suite, near Waikiki Beach!

Renovated Cozy Home in Waikiki

26 B FLR- High Flr. Studio w/ Ocean Views

Stunning & Elegant Waikiki Studio *NEAR BEACH! *
Family- and pet-friendly home rentals

Aloha Living Near Ko’olina + WiFi/Sleeps 4

Newly Renovated * Waikiki Beachside Retreat

DIAMOND ON DIAMOND HEAD

Oahu Perfect Vacation #1 Booked Home, Pool Hot Tub

Waikiki Gem! Renovated, Steps Away From The Beach!

Waikiki studio with balcony block from the beach

King Bed | Ocean View | Steps to Waikiki Beach

Ocean & Marina View Suite
Family-friendly home rentals with a pool

Studio Suite Ko Olina at MARRIOTT Beach Club

Ocean views at the Ilikai - Free Parking!

Modern Unit with Stunning Waikiki View w/ Lanai

Lanikai Ohana Hale: Tropical Cottage w/Pool, Lanai

Waikiki Beachfront Home with Ocean and Beach View

Alamoana Hotel 29FL Studio City&Partial Ocean View

Hale Soleil

Rated Top 5% Airbnb: Privacy & Luxury @ Turtle Bay
When is the best time to visit Kailua?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £336 | £336 | £304 | £280 | £298 | £295 | £263 | £336 | £307 | £280 | £298 | £293 |
| Avg. temp | 22°C | 22°C | 23°C | 24°C | 24°C | 26°C | 26°C | 27°C | 26°C | 26°C | 24°C | 23°C |
Quick stats about holiday rentals that are family-friendly in Kailua

Total holiday rentals
Explore 190 holiday rentals in Kailua

Nightly prices starting at
Kailua holiday rentals start at £75 per night before taxes and fees

Verified guest reviews
Over 3,300 verified reviews to help you choose

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Holiday rentals with a pool
70 properties feature pools

Rentals with dedicated workspaces
100 properties have a dedicated workspace

Wifi availability
190 of Kailua holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Kailua rentals

4.8 Average rating
Kailua stays are highly rated by guests – averaging 4.8 out of 5!
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- Family-friendly rentals Honolulu County
- Family-friendly rentals Hawaii
- Family-friendly rentals United States
- Waikiki Beach
- Kailua Beach
- Waimea Bay Beach
- Lanikai Beach
- Kualoa Ranch
- Ala Moana Beach Park
- Banzai Pipeline
- Honolulu Zoo
- Kepuhi Beach
- Kapiolani Park Beach
- Hanauma Bay Nature Preserve
- Kailua Beach Park
- Waimea Valley
- Bishop Museum
- Wet 'n' Wild Hawaii
- Kalama Beach Park
- Dole Plantation
- Polynesian Cultural Center
- Ko Olina Golf Club
- Pyramid Rock Beach
- Sharks Cove
- Waikiki Aquarium
- Iolani Palace
- Turtle Bay Golf
- Things to do Kailua
- Things to do Honolulu County
- Nature and outdoors Honolulu County
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- Sports activities Honolulu County
- Art and culture Honolulu County
- Food and drink Honolulu County
- Things to do Hawaii
- Art and culture Hawaii
- Food and drink Hawaii
- Nature and outdoors Hawaii
- Wellness Hawaii
- Tours Hawaii
- Sightseeing Hawaii
- Sports activities Hawaii
- Entertainment Hawaii
- Things to do United States
- Tours United States
- Sightseeing United States
- Entertainment United States
- Sports activities United States
- Wellness United States
- Nature and outdoors United States
- Art and culture United States
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