
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

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.

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.

26 B FLR- High Flr. Studio w/ Ocean Views
Your dream Vacation to Waikiki, Hawaii is about to begin! Wake up to amazing ocean view from our 26th floor, completely remodeled beautiful studio. Everything is brand new in this cozy comfortable sweet home. Then, after a day of adventuring in the world-famous island O'ahu, come back to a comfortable brand new queen bed, modern kitchen with a big refrigerator and induction cook top, a coffee & tea station to relax and unwind. This is your vacation to enjoy, and we can't wait to host you.

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.

Amazing Waikiki Beach Views!!
Perfect vacation getaway, with amazing views of Waikiki Beach and Lagoon!! Best location, walking distance to many points of interest, Ala Moana Mall/Designer stores and many restaurants! Enjoy visiting Oahu - there's sightseeing, swimming, hiking, surfing or shopping etc! Enjoy watching the fireworks every Friday nights from the patio, sponsored by Hilton Hawaiian Village! Hotel pool is also available for our guests. Also accepting long term stays at special rates.

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.

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

Renovated High Floor Sweet Home in Waikiki

38th FLR- Luxury King Boutique Studio 1000 Cranes

Studio Suite Ko Olina at MARRIOTT Beach Club

Gorgeous Boutique Studio in Central Waikiki~

Amazing Central Waikiki Wonder

41F-Island Colony Studio-Ocean & City Skyline View

1BR Ocean View Suite in Waikiki with parking

Relaxing amazing Ocean and Diamond Head View
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

Spectacular Oceanview Cottage

Waikiki studio with balcony block from the beach

King Bed | Ocean View | Steps to Waikiki Beach

Ocean Front Spectacular Condo
Family-friendly home rentals with a pool

Ocean views at the Ilikai - Free Parking!

The Seascape at Turtle Bay

Lanikai Ohana Hale: Tropical Cottage w/Pool, Lanai

Modern Unit with Stunning Waikiki View w/ Lanai

RusticLuxe — Go Fully Custom at Turtle Bay

Hale Koa (Newly updated condo with split AC)

Nalu Blue - Turtle Bay

Turtle Bay Corner Condo With A Fairway View!
When is the best time to visit Kailua?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £333 | £333 | £301 | £277 | £296 | £292 | £261 | £333 | £304 | £277 | £296 | £290 |
| 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 £74 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!
Destinations to explore
- Beachfront rentals Kailua
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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
- Kualoa Ranch
- Lanikai Beach
- 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
- Pyramid Rock Beach
- Ko Olina Golf Club
- Polynesian Cultural Center
- Sharks Cove
- Iolani Palace
- Waikiki Aquarium
- Turtle Bay Golf
- Things to do Kailua
- Things to do Honolulu County
- Sports activities Honolulu County
- Entertainment Honolulu County
- Food and drink Honolulu County
- Nature and outdoors Honolulu County
- Art and culture Honolulu County
- Things to do Hawaii
- Wellness Hawaii
- Sightseeing Hawaii
- Sports activities Hawaii
- Nature and outdoors Hawaii
- Art and culture Hawaii
- Tours Hawaii
- Food and drink Hawaii
- Entertainment Hawaii
- Things to do United States
- Tours United States
- Entertainment United States
- Sports activities United States
- Food and drink United States
- Art and culture United States
- Wellness United States
- Sightseeing United States
- Nature and outdoors United States






