Family-Friendly rentals near Kailua Beach

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Top-rated family-friendly rentals near Kailua Beach

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite
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

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!

4.87 out of 5 average rating, 506 reviews
Top guest favorite
The image captures a sunset view over the ocean, framed by palm trees and a neighboring cottage's overhang. A grassy area leads to the water’s edge, where calm waves meet the shore. Light reflects off the water, creating a serene ambiance.
Cottage in North Shore

Best Kept Secret on Oahu! and WE ARE LICENSED!!!

Hawaii’s Best Kept Secret! The cottage is next to sandy coves, driftwood, shells, and Polo ponies in forested pastures. The ocean is excellent for snorkeling and fishing; there are 2 surf spots, & world-class windsurfing within 2 mile. Mountains behind us offer good hiking trails. The Colony has a nice pool, and a Pickle Ball court. We have TV and WiFi. LICENSE NO. 90/TVU-0108. GE-142-964-5312-01. TMK:1-6-8-009-001-0021. Note: We have NO Air Conditioner, 3 ceiling fans, 2 desk fans & ocean

4.88 out of 5 average rating, 164 reviews
Superhost
A private lanai is seen through sliding glass doors, featuring two chairs and a small table overlooking the ocean. Lush palm trees are visible, with water glistening under the clear sky. The space has green turf flooring, providing a vibrant touch.
Condo in Punaluu

"Endless Summer" Beachfront Condo w/ Full Kitchen!

Welcome to the beach! Your little piece of paradise! 1 bed w/ king bed & queen bed in the living room too! Directly on a beautiful white sandy beach that is great for swimming, snorkeling, fishing & kayaking! Sea turtles & tropical fish are right out front! Fully equipped kitchen, washer/dryer in the condo & private lanai looking out at a spectacular beach with amazing ocean views! Enjoy incredible sunrises too! Pool, gym, BBQ area & WIFI. Close to may attractions like PCC, Kualoa Ranch & More!

4.77 out of 5 average rating, 168 reviews
Guest favorite
An inviting balcony space is visible, featuring a round, cushioned chair beside a small, white table. The ocean stretches out in the background, framed by palm trees and gentle waves lapping against the shore, creating a serene coastal view.
Condo in Waikiki

Dreamy Beachfront Home (Car & Parking Available)

* Aloha! Welcome to our happy place - our beachfront home! * Featuring a direct ocean view from an entire wall of windows, where you can see the ocean, beach, lagoon, surfers, whales, sunsets, and more. The location is right on Waikiki Beach. You are within minutes of walking distance to almost everything - beaches, restaurants, bars, surfing lessons, boat tours, grocery stores, shopping malls and more. Every time I come to Hawaii, I am happy. I hope our place can bring you happiness too. :-)

4.9 out of 5 average rating, 107 reviews
Superhost
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 Punaluu

Dreamy Beachfront Cottage with Breathtaking Views

Dream away in this romantic, sandy beachfront cottage. Perfect for couples and families! Enjoy life on the beach, in the water, or relax on the patio facing the ocean. This charming little cottage features a remodeled bathroom and galley-style kitchen. No A/C, but trade winds and ceiling fans keep you comfortable. Price temporarily reduced due to construction on the main condo complex. See spectacular sunrises, moonrises, and giant green-sea turtles sleep on this sandy beach at night until dawn.

4.77 out of 5 average rating, 279 reviews
Superhost
Two lounge chairs are positioned on a manicured lawn, offering views of the turquoise ocean and clear blue sky. Lush greenery surrounds the area, and palm trees provide gentle shade, creating a serene outdoor setting.
Apartment in Punaluu

Blue Hawaii Sandy Beachfront Cottage

Peaceful, beachfront 2nd floor cottage. Ideal for 1-4 guests. Price Includes taxes, parking, resort, and wifi. Galley kitchen with marble countertops, 2-burner cooktop, and beach house charm. NO A/C, but trade-wind breezes and ceiling fans provide comfort in this tropical paradise. This upstairs unit is 1 part of a 2-story, 4-plex building. Amenities include: BBQ, pool, fitness room, and lawn chairs. Rates reduced due to construction onsite, but no construction in the unit or on the beachside.

4.79 out of 5 average rating, 126 reviews
Top guest favorite
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 Makaha

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.

4.97 out of 5 average rating, 343 reviews
Superhost
An open studio layout showcases a spacious bedroom area with a king-size bed and a cozy seating arrangement featuring a dark sofa. Large glass doors frame stunning ocean and harbor views, while a TV is positioned for easy viewing from the living area.
Condo in Waikiki

Beautiful OceanView&Sunset @IlikaiResort w/Parking

🌴 BRAND NEW LISTING. NO RESORT FEES. FREE PARKING! 🌴 ✨ This ocean front condo is located at the iconic Ilikai Hotel & Luxury Suites. Your perfect getaway on the 9th floor offering beautiful ocean, sunset, & harbor views everyday! 💎 Immerse yourself in the beauty of Hawaii with just steps away from the pristine beach & lagoon. 🏝️ This inviting studio condo provides an exceptional experience surrounded by a vibrant neighborhood filled with shops, eateries, & fun filled activities!

4.94 out of 5 average rating, 100 reviews
Guest favorite
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

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! There’s 2 Ilikai pool iavailable for our guests. Also accepting long term stays at special rates.

4.88 out of 5 average rating, 233 reviews
Top guest favorite
A sea turtle glides gracefully in the clear, turquoise water, just beneath the surface. In the background, two small islands rise against a bright blue sky dotted with fluffy white clouds, creating a serene coastal atmosphere.
Place to stay in Kailua

Tropical Kailua Retreat | Walk to Beach + Gym

Walk to one of Hawaii’s most beautiful beaches, explore Kailua by kayak or bike, and relax in your own tropical retreat. The Honu (Turtle) Suite at La Bella’s Bed & Breakfast offers privacy, comfort, and island charm just minutes from the beach. Enjoy a queen bed with luxury linens, air conditioning, a full kitchen, private bathroom, private entrance, and outdoor seating area surrounded by tropical gardens on Oʻahu’s beautiful Windward Coast.

4.96 out of 5 average rating, 132 reviews
Top guest favorite
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

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.

4.88 out of 5 average rating, 465 reviews
Guest favorite
A vibrant pink hibiscus flower stands prominently in the foreground, with lush green foliage surrounding it. In the background, a corner of the apartment is visible, featuring a light green exterior and a covered area, enhancing the tropical atmosphere of the property.
Home in Kailua

Tropical Hideaway Near the Beach

We live in a quiet neighborhood which is close to the beach, bus stop or shopping. It’s a mile walking to Kailua beach. The apartment has a bedroom, living room/kitchenette and bathroom which are part of the house but has a separate entrance and private yard with a gate. We must rent on a monthly basis according to Hawaii vacation rentals. If you need a different amount of time please contact me. No pets allowed.

4.86 out of 5 average rating, 118 reviews

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 ﺩ.ﺇ 771 per night before taxes and fees

  • Verified guest reviews

    Over 1,230 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

  • Wi-Fi availability

    60 of Kailua Beach vacation rentals include wi-fi 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!