Family-friendly rentals near Kailua Beach

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Top-rated family-friendly rentals near Kailua Beach

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Guest favourite
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.
Home in Kailua
4.87 out of 5 average rating, 455 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 favourite
A serene seascape showcases a calm ocean reflecting vibrant sunset hues of orange and gold. Silhouettes of two distant islands emerge against the colorful sky, while a lone canoe floats quietly on the water, enhancing the tranquil scene.
Guesthouse in Kailua
4.93 out of 5 average rating, 115 reviews

Lanikai Oasis, 2 beds, 5 min walk to the beach!

Located in the most private and peaceful locations on Oahu, our Lanikai cottage is only 5 min from one of the most beautiful beaches in the world. Welcome to Lanikai Oasis, best place for a clean and relaxing vacay in paradise! 5- 10min drive to many restaurants and eateries. The unit has been newly remodeled and is on the base Ohana unit to the main home. Newer appliances, kitchen, bathroom, beds, sectional couch etc for your enjoyment. Tax ID codes, GE-159-110-0416-01 and TA-159-110-0416-01

Guest favourite
A modern studio room is presented with a spacious bed adorned with neutral-toned linens. A small dining table with two chairs is positioned near the window, which offers views of greenery. A wall-mounted television adds convenience, while natural light enhances the airy atmosphere.
Apartment in Honolulu
4.85 out of 5 average rating, 113 reviews

Cozy Studio, Close to the Beach, Wi-fi

Enjoy the ultimate home base with easy access to a paradise of swimming, surfing, and snorkeling. Experience a vibrant tropical climate filled with activities for all ages. You're just a short walk from lively Hawaiian bars, clubs, and entertainment, or enjoy a peaceful evening stroll along Waikiki Beach, listening to the soothing waves. Please note that a transient accommodation tax (TAT) of 10.25%, a general excise tax (GET) of 4%, and a cleaning fee will be applied at the time of booking.

Guest favourite
A bright and airy studio space is highlighted by large windows offering panoramic views of the city and ocean. A king bed with light bedding is paired with a bedside table and lamp. A small dining table with two chairs is positioned beside the window.
Condo in Honolulu
4.91 out of 5 average rating, 244 reviews

Panoramic Ocean View/ Full Kitchen/2603A

Your dream Waikiki getaway begins here! Enjoy panoramic views from our 26th-floor studio in the Hawaiian Monarch, featuring a king bed and views of the ocean, canal, and Diamond Head. The condo is remodeled with new amenities, including a kitchen, A/C, WiFi, and a flat-screen smart TV. After a day exploring O'ahu, unwind in comfort with ocean, sunset, and sunrise views. Just a short walk to the beach, shopping, restaurants, and more—this is your perfect vacation, and we can’t wait to host you!

Guest favourite
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, 307 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.

Guest favourite
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, 315 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!

Top guest favourite
A tropical pathway leads from a sandy beach to the bright blue ocean, with gentle waves lapping against the shore. Lush greenery borders the scene, while distant hills are visible on the horizon under a partly cloudy sky.
Place to stay in Kailua
5 out of 5 average rating, 104 reviews

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.

Top guest favourite
A cozy studio space features a queen size bed with a light blue quilt. A decorative wall art displaying pineapples is hung above. A TV is mounted on the wall, and natural light comes through large windows. A small table supports a decorative plant.
Apartment in Honolulu
4.82 out of 5 average rating, 232 reviews

Simple room in Waikiki

Small and cozy apartment with 236 sq ft. Located at the beginning of Waikiki, it is about 10min walking distance from the beach, and the heart of Waikiki. Across the bridge is the Convention Center and 15min walk to Ala Moana mall. Studio is fully furnished - queen size bed,TV, Wifi, mid size fridge, full bath, microwave, coffee maker, induction hot plate. Building has laundry, pool, jacuzzi and BBQ area; for additional fee you may use the gym and parking.

Guest favourite
Guest suite in Kailua
4.87 out of 5 average rating, 150 reviews

Kailua Rental for Med/Long Term ($1,500/month)

Escape to beautiful Kailua and enjoy our cozy guest suite! Located in a quiet cul-de-sac, this unit provides modern amenities, a new full-sized bed and direct access to your own private lanai. Mountain views, nearby attractions, shopping, dining, and world-class beaches ensure an ideal destination for your next retreat! We welcome minimum stays of 30 days or more. Please contact for inquiry details. * 30 night minimum

Top guest favourite
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
4.87 out of 5 average rating, 422 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.

Guest favourite
A serene beach scene features soft white sand leading to clear turquoise waters. Gentle waves lap against the shoreline under a bright blue sky with scattered clouds. Lush greenery borders the beach, providing a natural frame to the picturesque landscape.
Guesthouse in Kailua
4.8 out of 5 average rating, 162 reviews

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.

Superhost
The image captures an expansive ocean view, dotted with sailboats gliding across the water. Lush greenery and palm trees are visible along the shoreline, while a multi-story building stands against the backdrop of the ocean and sky.
Condo in Honolulu
4.8 out of 5 average rating, 262 reviews

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 family-friendly rentals near Kailua Beach

Quick stats about family-friendly rentals near Kailua Beach

  • Total vacation rentals

    Explore 60 vacation rentals in Kailua Beach

  • Nightly prices starting at

    Kailua Beach vacation rentals start at $238 CAD per night before taxes and fees

  • Verified guest reviews

    Over 1,260 verified reviews to help you choose

  • Vacation rentals with a pool

    30 properties feature pools

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    60 of Kailua Beach vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Kailua Beach rentals

  • 4.9 Average rating

    Kailua Beach stays are highly rated by guests—averaging 4.9 out of 5!

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