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Kid-friendly vacation rentals in Kailua

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Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Kailua kid-friendly rentals

Kitchen
Wifi
Pool
Free parking on premises
Air conditioning

Kid-friendly house rentals

Guest favorite
A modern kitchen area features a spacious countertop with bar seating for five. Natural light streams through two large windows, illuminating the space. Artistic wall décor adds a touch of color, while woven pendant lights hang above the countertop, enhancing the contemporary design.
Home in Waianae
4.93 out of 5 average rating, 114 reviews

Large family home 5 min from beach- newly built

Guest favorite
A modern dining area is highlighted by a wooden table surrounded by light-colored chairs. Wooden bar stools complement the kitchen island in the background. Pendant lights illuminate the space, while a comfortable living area can be seen through an open entry.
Home in Waianae
4.92 out of 5 average rating, 38 reviews

Misty Mountain - Minutes to Beach!

Guest favorite
A modern kitchen features a central island with a sleek sink. Light grey cabinetry complements the neutral tones. A dining area is visible in the background, with a table set for four. Large sliding glass doors invite natural light and open to a view outside.
Home in Makaha Valley
4.91 out of 5 average rating, 96 reviews

Slice of Paradise-3BR- Sleeps10-same $ for 2 as 10

Superhost
A serene ocean view is highlighted by a soft gradient of orange and purple hues in the sky at sunset. Silhouettes of palm trees frame the scene, and calm waters reflect the colorful sky, creating a tranquil island atmosphere.
Home in Kapolei
4.75 out of 5 average rating, 196 reviews

Ko Olina Vacation 2Bdrm unit with private entrance

Superhost
A wide, sandy beach stretches along the shore, bordered by gentle waves and lush greenery. The sky above is filled with soft clouds, contrasting against the vibrant blue. The peaceful landscape invites relaxation and exploration along the coastline.
Home in Kahuku
4.87 out of 5 average rating, 267 reviews

Hawaiian Country Retreat - 30 day stays

Guest favorite
Home in Makaha Valley
4.96 out of 5 average rating, 119 reviews

Makaha's Hidden Gem by Kalo Homes

Superhost
A modern living area features purple seating arranged around a dark wood coffee table. Light wood flooring complements the bright, airy space. A staircase leads to the upper level, while the open-concept layout allows views into the dining area and kitchen with natural light flooding through windows.
Home in Waianae
4.94 out of 5 average rating, 84 reviews

Family Oasis Million Dollar View Beach 5 min + 4BR

Superhost
A spacious living area features comfortable seating with green leather sofas and a tropical-print armchair. A wooden coffee table sits in the center, while large windows invite natural light and provide views of the surrounding greenery. A mounted TV and dining area are also visible.
Home in Haleiwa
4.85 out of 5 average rating, 88 reviews

Fabulous Ocean View! Best Location! North Shore

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Kid-friendly apartment rentals

Superhost
A spacious room features a large sliding window providing views of the surrounding landscape. A stylish bed is positioned near the window, complemented by a television on a modern cabinet and a sleek black sofa across from a minimalistic coffee table.
Apartment in Waikiki
4.79 out of 5 average rating, 106 reviews

1 BR Apt In Waikiki with Canal & Mountain View

Guest favorite
Apartment in Waikiki
4.9 out of 5 average rating, 200 reviews

Central Waikiki Beach Studio

Superhost
A corner studio features a spacious bed adorned with two red accent pillows. A small dining area with a glass table and two black chairs is positioned near a large window, providing views of the surrounding cityscape. Soft light filters through light-colored curtains.
Apartment in Waikiki
4.83 out of 5 average rating, 509 reviews

Renovated Cozy Studio with Great View

Superhost
A comfortable studio space features a spacious bed dressed in a light-colored quilt. The room is illuminated by natural light from large windows, with a small private lanai visible. Decorative plants and cozy cushions enhance the inviting atmosphere.
Apartment in Waikiki
4.86 out of 5 average rating, 207 reviews

The Humble Pineapple- your ideal Waikiki home base

Superhost
Apartment in Waikiki
4.86 out of 5 average rating, 81 reviews

Ilikai Collection # 12. Corner Oceanfront condo !

Superhost
Apartment in Waikiki
4.89 out of 5 average rating, 9 reviews

Corner Bliss in the Heart of Waikiki 8F

Guest favorite
The living area features a light-colored, tropical-patterned sofa set, complemented by a wooden coffee table. A breakfast bar with four stools is situated near a well-equipped kitchen, which includes modern appliances. Soft lighting emanates from hanging fixtures, illuminating the space.
Apartment in Waikiki
4.86 out of 5 average rating, 116 reviews

Waikiki 1 BR apartment, only a block to the Beach

Guest favorite
A scenic view of Waikiki's skyline is captured from a high vantage point, showcasing a serene river bordered by green foliage. Tall buildings line the horizon, and expansive blue skies accentuate the vibrant atmosphere of the area.
Apartment in Waikiki
4.92 out of 5 average rating, 51 reviews

Hawaii Waikiki Beautiful view Free Parking

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Kid-friendly condo rentals

Guest favorite
The kitchen area features a modern design with a large island and seating for three. White cabinets and stainless-steel appliances are visible, including a stove and microwave. A dining area is seen in the background, with large glass doors leading to an outdoor space.
Condo in Kahuku
4.86 out of 5 average rating, 132 reviews

Kuilima remodeled ! Sleeps 5

Superhost
A cozy living area features a comfortable leather armchair paired with a modern sofa. Large sliding glass doors open to a balcony with bar stools, offering a view of the surrounding buildings. A decorative surfboard leans against the wall, adding a tropical touch.
Condo in Waikiki
4.8 out of 5 average rating, 322 reviews

2 Bedroom Condo With Parking

Superhost
Aerial view showcases two well-maintained tennis courts surrounded by lush greenery. The courts are located near a single-story building with a brown roof. Palm trees and landscaped areas contribute to the serene environment, enhancing the outdoor recreation space.
Condo in Kahuku
4.9 out of 5 average rating, 129 reviews

North Shore Getaway - Newly renovated!

Guest favorite
The living area showcases a sleek entertainment unit with a large flat-screen TV mounted above a simple shelf. Modern bar stools are arranged around a stylish kitchen counter, accompanied by a decorative plant and coastal-themed art pieces on the walls.
Condo in Waikiki
4.94 out of 5 average rating, 135 reviews

City-view Waikiki Condo - FREE Parking, King Bed!

Superhost
A comfortable living area features a plush beige sofa and a glass coffee table. A large flat-screen TV is positioned across from the seating. Light filters through sliding glass doors, leading to a balcony with urban views, while side tables with lamps add a soft glow.
Condo in Waikiki
4.8 out of 5 average rating, 138 reviews

Waikiki 2 Bedroom w/ Covered Parking, Family Condo

Guest favorite
A private balcony is showcased with two light blue chairs positioned around a small table. The view highlights ocean waves and lush palm trees, creating a serene backdrop. The indoor-outdoor space invites relaxation with clear skies and gentle breezes.
Condo in Waianae
4.8 out of 5 average rating, 105 reviews

*Serendipity on the Moana! - Legal & Beachfront!*

Superhost
An open living area features a seating arrangement with comfortable rattan furniture. Natural light fills the space through large glass doors, offering a view of a green garden. Decorative elements include a round mirror and various plants, creating a relaxed atmosphere.
Condo in Kahuku
4.83 out of 5 average rating, 260 reviews

Turtle Bay Condo Sleeps Four - North Shore, Oahu

Guest favorite
A spacious living area features a sectional sofa adorned with colorful cushions and a coffee table. Light wood flooring complements the warm wall tones. A dining area is visible in the background, while a kitchen is seen through an open layout, enhancing the bright and airy feel.
Condo in Kahuku
4.86 out of 5 average rating, 116 reviews

Slice of Paradise # 111/1570010290183 3/1/25

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

  • Total rentals

    60 properties

  • Nightly prices starting at

    ﺩ.ﺇ331 before taxes and fees

  • Total number of reviews

    2K reviews

  • Family-friendly rentals

    30 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with a pool

    20 properties have a pool

Destinations to explore

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  2. United States
  3. Hawaii
  4. Honolulu County
  5. Kailua
  6. Kid-friendly rentals