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Family-friendly vacation 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.

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A covered patio area is viewed, featuring a large umbrella providing shade over a small table. The entrance to the unit is visible in the background, framed by a railing and surrounded by greenery.

4.86 out of 5 average rating, 439 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!

Top guest favorite

Place to stay in Kailua

4.97 out of 5 average rating, 119 reviews

Honu Suite at La Bella’s-Walk to Beach-Licensed

No detail is overlooked at this charming and luxurious home. La Bella’s Bed and Breakfast is the place to be if you are looking for a short walk to the beach, a beautiful garden to enjoy, great host family that lives onsite and close to amenities. Our luxury bedding and upgraded style makes you feel right at home during your Hawaii vacation. The Honu (Turtle) Suite: -AC -Queen bed -Full kitchen -Private bathroom This suite is extra private -located away from the rest of the living quarters.

A scenic sunset view highlights the horizon over calm waters, with soft waves lapping against the sandy beach. In the foreground, a decorative dolphin sculpture adds a touch of charm to the balcony railing, while lush greenery frames the view.

Condo in Waianae

4.97 out of 5 average rating, 293 reviews

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.

A modern living space is arranged with a comfortable sofa and a sleek coffee table. A large wall-mounted TV displays a marine scene. The kitchen area features white cabinetry and bar stools, while light wood flooring complements the decor. Natural light highlights the room's openness.

Condo in Kahuku

4.91 out of 5 average rating, 300 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 & pickle ball courts, 2 PGA golf courses, horseback riding & 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!

Two individuals float in calm, clear ocean water, each using a brightly colored inflatable inner tube. The water appears inviting and tranquil, and the sandy bottom is visible beneath the surface.

Condo in Hauula

4.77 out of 5 average rating, 256 reviews

Dreamy Beachfront Cottage with Breathtaking Views

Looking for a beautiful, beachfront place to stay? This is the place! Imagine a tropical beach, floating in calm ocean water, and enjoying a simple, relaxed life. This cottage has lovely ocean views, a large, covered patio facing the ocean, a newly remodeled galley-style kitchen, and it's furnished with everything you'll need for a great vacation. Watch incredible sunrises come up over the ocean, and see giant, green-sea turtles sleep on this beach before heading back out to sea at dawn.

A serene view of the expansive saltwater pool, framed by lush greenery and tropical plants. Outdoor furniture is arranged on the wooden deck beside the pool, overlooking the tranquil water and rock features. The ocean can be seen in the distance between the buildings.

Guest suite in Kailua

4.79 out of 5 average rating, 170 reviews

Kailua - Ocean/Mtn Views - 60' Pool - 2 Decks

Kailua Absolutely Oceanfront Deluxe Vacation Rental One of the few Legal short-term rentals (Less than 30 days) The closest house to the Ocean in Kailua Located in an upscale Kailua neighborhood The quiet uncongested North side of Kailua Only 8 minutes to the center of Kailua Town 60ft salt-sanitized waterfall lap pool 16-foot vaulted skylight ceilings with a loft Two outside covered decks, one overlooking the pool and the mountains. The other has a partial ocean view between the houses

Top guest favorite

A scenic view is captured from the 15th floor, showcasing the vibrant blue Pacific Ocean and palm trees below. The image includes buildings of various heights, with a distinctive green-roofed structure in the foreground, framed by a clear blue sky dotted with a few clouds.

Condo in Waikiki

4.98 out of 5 average rating, 129 reviews

15F OHANA Deluxe Ocean View Suite • FREE Parking

Welcome to our OHANA Suite, where every element has been carefully designed with our guests in mind and everything you’ll need for fun, relaxation and creating new favorite memories. This renovated one bedroom suite offers breathtaking views of Waikiki, the Pacific Ocean, and is a short walk to the beach, shops and restaurants. Complimentary free parking is included. No hotel resort fees. THIS LISTING IS TRANSITIONING TO: https://www.airbnb.com/l/NpLsJw2S WITH NEW LISTING DISCOUNTS!

A private balcony features a small round table adorned with a colorful mosaic design and two wicker chairs. The view showcases the scenic Waikiki Beach, the shimmering ocean waves, and the lush lagoon bordered by palm trees.

Condo in Waikiki

4.9 out of 5 average rating, 193 reviews

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.

An aerial view captures the sandy beach stretching along the coastline, bordered by lush green hills. Crystal-clear turquoise waters gently lap the shore, with a few beachgoers enjoying the day. Colorful umbrellas are dotted along the beach, creating a vibrant contrast against the natural surroundings.

Guest suite in Makaha Valley

4.94 out of 5 average rating, 150 reviews

Slice of Paradise-Studio-Sleeps 4-same$ for 2 as 4

Enjoy this beautiful, private, brand new studio nestled in the mountains of Makaha Valley. This is located in a gated community with 24 hour security. Minutes from year round surfing and golfing. This is a LEGAL vacation rental. Private yard on a perimeter lot with unobstructed ocean and mountain views and just a few minutes drive to many clean, sand bottom beaches. Any combination of 4 guests is okay as long as there is a max of 2 adults.

A cozy studio space features a spacious bed with white linens and decorative accents. A kitchenette with wood cabinetry, appliances, and a dining area is visible. An armchair sits nearby, and large windows offer views of the outdoors, contributing to a bright and open atmosphere.

Guesthouse in Makaha Valley

4.94 out of 5 average rating, 119 reviews

Studio- Ocean View Hideaway

Aloha and welcome to our home away from home in Makaha!! Newly built and luxuriously appointed, this beautiful studio with kitchen and patio area, is the ideal spot on the west side of Oahu. Located in the private gated community, with the amazing views of ocean and mountains. This is the most desirable location to escape, relax and enjoy a rejuvenating and memorable vacation! Kick back and relax in this calm, peaceful space.

Two palm trees lean gently towards the shoreline, their fronds swaying in a light breeze. The clear turquoise water meets a sandy beach, with distant shades of blue on the horizon under a bright blue sky dotted with a few clouds.

Apartment in Hauula

4.81 out of 5 average rating, 101 reviews

The Palms at Punalu'u - North Shore

Welcome to The Palms at Punalu'u This newly renovated beachfront studio condo is ideal for a restful, relaxed, laid-back vacation. Located in the "country area" of Oahu, on the windward side of the Island, this area has a more rural, easygoing atmosphere than the hustle and bustle of Honolulu and Waikiki. You get to see the authentic charm of old Hawaii. It's a ground-floor unit, so there is no waiting for the elevator

A spacious sleeping area is highlighted by a king-size bed dressed in a white coverlet. A futon is positioned alongside, complemented by decorative pillows. Soft natural light enters through multiple windows, while indoor plants add a touch of greenery to the peaceful ambiance.

Guesthouse in Kailua

4.86 out of 5 average rating, 412 reviews

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.

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A space thats all yours, with room for everyone

Popular amenities for Kailua family-friendly rentals

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

A circular hot tub is situated amidst tropical greenery and palm trees, with soothing water visible. The ocean stretches beyond, creating a serene backdrop under a clear blue sky.

Villa in Kapolei

4.88 out of 5 average rating, 208 reviews

Studio Suite Ko Olina and MARRIOTT Beach Club

A serene bedroom setting is presented, featuring a spacious bed covered with a textured blue blanket. Large windows frame a panoramic view of the Ko'olau mountain range and urban scenery, allowing natural light to illuminate the space.

Apartment in Waikiki

4.94 out of 5 average rating, 124 reviews

Waikiki Studio, Panoramic View, Walk to Beach!

Top guest favorite

Apartment in Waikiki

4.93 out of 5 average rating, 111 reviews

Diamond Head & Ocean view condo-free Parking

A private hot tub is situated beside a lush backyard, with a mountain view in the background. The yard features well-maintained landscaping, including plants and ornamental stones. In the distance, a dining table with chairs is set for outdoor gatherings under a clear blue sky.

Home in Makaha Valley

4.96 out of 5 average rating, 109 reviews

Family Oceanview Oasis, Hot Tub, 5min to beach

Top guest favorite

The spacious living area features two queen beds with plush memory foam mattresses. A soft blanket is draped across the bed. The walls are adorned with a tropical design, enhancing the modern aesthetic. Large windows allow natural light to fill the room.

Apartment in Waikiki

4.96 out of 5 average rating, 113 reviews

Amazing Central Waikiki Wonder

The living room features two comfortable sofas, one adorned with colorful cushions. A ceiling fan hangs above, and large glass sliding doors open to a balcony, providing abundant natural light and a city view. Two nature-themed wall art pieces add a touch of color.

Condo in Waikiki

4.89 out of 5 average rating, 394 reviews

Waikiki Banyan Free Parking! Walk to Beach & Shop

A modern studio apartment is shown with a queen-sized bed dressed in fresh white linens. Two framed beach-themed prints decorate the wall above the bed. Natural light fills the space, highlighting the minimalist decor and sleek furnishings, including a small side table and a media unit with a large screen.

Condo in Waikiki

4.95 out of 5 average rating, 118 reviews

Contemporary Chic Queen Studio - Central Waikiki~

Home in Makaha Valley

4.96 out of 5 average rating, 143 reviews

Kalo Homes - Makaha's Hidden Gem

Family- and pet-friendly home rentals

A spacious living area is visible, featuring a comfortable couch with decorative pillows. Two queen-size beds are arranged in the background, complemented by large windows offering mountain and canal views. A cozy armchair is positioned nearby, and soft natural light illuminates the space.

Apartment in Waikiki

4.8 out of 5 average rating, 115 reviews

FLASH DEALS: Free Parking, WiFi, AC, & Comfy Beds

Tall palm trees frame a serene ocean view, showcasing turquoise waters gently lapping against a sandy beach. A clear blue sky provides a bright backdrop, enhancing the tranquil atmosphere of this beachfront location.

Condo in Hauula

4.72 out of 5 average rating, 145 reviews

Tropical Beach Vibes Waterfront Condo!

The serene bedroom features a spacious bed with plush bedding and unique wall art. Ambient lighting and greenery create a soothing atmosphere. Direct access to the balcony enhances the natural light, while soft textiles add comfort to the space.

Condo in Waikiki

4.83 out of 5 average rating, 138 reviews

Newly Renovated * Waikiki Beachside Retreat

A spacious living area features a light-toned sectional sofa and a wooden coffee table. A large 65" 4K SMART TV displays an underwater scene with a sea turtle. Floor-to-ceiling windows offer views of the ocean and mountains beyond.

Condo in Waikiki

4.98 out of 5 average rating, 144 reviews

[Rare] Premier Ocean and Diamond Head Views 33 FL

A panoramic view of Waikiki beach showcases golden sands and gentle waves lapping at the shore. High-rise buildings line the coast, with Diamond Head peak visible in the background against a clear blue sky.

Guest suite in Honolulu

4.84 out of 5 average rating, 280 reviews

DIAMOND ON DIAMOND HEAD

A bright living room features modern furniture with a dark gray couch and two vibrant purple chairs. Natural light fills the space from large windows, framed by sheer curtains, and a piece of scenic artwork is displayed on the wall. A small coffee table holds decorative items.

Home in Makaha Valley

4.95 out of 5 average rating, 108 reviews

Oahu Perfect Vacation •Pool, Near Beach, Sleeps 14

A modern dining area features a round white table surrounded by three gray chairs. A floor lamp provides soft lighting, and a framed art piece is displayed on the wall. A spacious bed is visible in the background, highlighting the studio's stylish decor.

Apartment in Waikiki

5 out of 5 average rating, 12 reviews

Modern Clean Studio w/Free Parking | Walk to Beach

A studio space features a queen bed with blue linens and two comfortable chairs positioned nearby. The kitchenette showcases wooden cabinetry, a microwave, and a stainless steel refrigerator. Two large windows are adorned with blue curtains, allowing light to filter into the room.

Apartment in Waikiki

5 out of 5 average rating, 9 reviews

Central Waikiki! Location X3!

Family-friendly home rentals with a pool

A kidney-shaped pool is surrounded by lush tropical foliage, featuring a gentle waterfall and a stone pathway. The pool reflects the vibrant greens and pink flowers, offering a serene environment for relaxation.

4.78 out of 5 average rating, 80 reviews

Lanikai Ohana Hale: Tropical Cottage w/Pool, Lanai

A spacious living area features large windows offering panoramic ocean views. Modern furnishings include a soft sofa adorned with decorative pillows, a stylish armchair, and a wooden dining table. Natural light brightens the room, enhancing the fresh coastal ambiance.

Condo in Waikiki

4.94 out of 5 average rating, 115 reviews

32nd Floor Penthouse. 3min walk to Waikiki Beach

A view of the shoreline featuring a mountainous landscape, partially covered by green vegetation. The calm water reflects the bright blue sky, with a few white clouds gently drifting overhead. The natural scenery suggests a peaceful coastal environment.

Condo in Waikiki

4.94 out of 5 average rating, 50 reviews

Peaceful cozy comfortable apartment

A communal pool area is surrounded by lush tropical landscaping, featuring six lounge chairs arranged beside the water. Umbrellas provide shade over the seating area, while a dining table is positioned near the pool. The tranquil blue water reflects the greenery overhead.

Apartment in Kahuku

4.9 out of 5 average rating, 233 reviews

Turtle Bay Corner Condo With A Fairway View!

A sweeping view of the ocean highlights the sparkling blue waters alongside lush palm trees. The pool area is visible below, featuring sun loungers and umbrellas nestled beside tropical landscaping. A vibrant sky with scattered clouds frames the stunning backdrop.

Apartment in Waikiki

4.89 out of 5 average rating, 114 reviews

Million Dollar view in paradise-A , free parking

Top guest favorite

A spacious bedroom is featured, showcasing a King bed with soft, muted linens. Natural wood accents create a warm environment, complemented by shelving and artwork on the walls. Soft lighting is provided by a lamp next to the bed, enhancing the cozy ambiance.

Condo in Kahuku

5 out of 5 average rating, 14 reviews

Aloha Surf Condo - Private Deck - Pool

The spacious living area features large windows that provide an unobstructed view of the ocean. A queen-sized bed, a twin bed, and a sleeper sofa are arranged in a light-filled room with hardwood-style floors. Decorative elements include a unique ceiling design and coastal-themed accents.

Condo in Waikiki

4.98 out of 5 average rating, 161 reviews

Beautiful Oceanfront Paradise Condo

A private balcony lanai is showcased, featuring a table with two chairs overlooking an ocean view. The bedroom area is visible through large glass sliding doors, where a cozy bed is adorned with neutral-toned bedding. Lush palm trees can be seen framing the picturesque scenery.

Condo in Waikiki

4.95 out of 5 average rating, 43 reviews

Elegant Luxury Ocean View & Fireworks @ Ilikai Resort + Park

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

Total rentals
210 properties
Nightly prices starting at
G$20,913 GYD before taxes and fees
Total number of reviews
3.2K reviews
Pet-friendly rentals
20 properties allow pets
Rentals with a pool
70 properties have a pool
Rentals with dedicated workspaces
110 properties have a dedicated workspace

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