
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.

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
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
"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
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
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
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
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
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
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
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
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
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 reviewsPopular amenities for family-friendly rentals near Kailua Beach
Family-friendly home rentals with a hot tub

#3103 2BR/2BA|Beachfront, Free Parking, Gym & Pool
4.91 out of 5 average rating, 155 reviews
40F-High-FL Ocean View-1 Bedroom-Waikiki Beach!
4.92 out of 5 average rating, 102 reviews
Modern 1 Bedroom Condo in Downtown Honolulu
4.98 out of 5 average rating, 283 reviews
Beach 6 Min|BBQ|Community Pool+Gym|Peaceful+Gated
4.99 out of 5 average rating, 133 reviews
Hawaiian Pakele (escape)
4.96 out of 5 average rating, 138 reviews
Cute Private Studio in Waikiki
4.8 out of 5 average rating, 1121 reviews
Cottage Nene - Luxury Home by Beaches & Mountains
4.98 out of 5 average rating, 121 reviews
Ocean View Studio/Steps to Beach/Mall/Free Parking
4.85 out of 5 average rating, 141 reviewsFamily- and pet-friendly home rentals

Spectacular Oceanview Cottage
4.9 out of 5 average rating, 105 reviews
DIAMOND ON DIAMOND HEAD
4.85 out of 5 average rating, 339 reviews
Peaceful cozy comfortable apartment
4.87 out of 5 average rating, 127 reviews
Waikiki studio with balcony block from the beach
4.86 out of 5 average rating, 122 reviews
Private SPA, Sleep 12, Beach 5 min
4.94 out of 5 average rating, 155 reviews
Oahu Ocean View • Sleeps 14, Pool, Hot Tub, Beach!
4.95 out of 5 average rating, 148 reviews
Waikiki Magic
4.8 out of 5 average rating, 111 reviews
Pool, Jacuzzi, Parking, AC, WiFi, Cozy Beds & View
4.81 out of 5 average rating, 134 reviewsFamily-friendly home rentals with a pool

♥ North Shore Paradise at Turtle Bay ♥
4.94 out of 5 average rating, 248 reviews
Turtle Bay Corner Condo With A Fairway View!
4.88 out of 5 average rating, 273 reviews
Legal STR: Aloha at Turtle Bay w/ Loft
4.89 out of 5 average rating, 261 reviews
Aloha Beach Front Cottage
4.89 out of 5 average rating, 246 reviews
RusticLuxe — Go Fully Custom at Turtle Bay
4.92 out of 5 average rating, 519 reviews
SEArider TWO at Turtle Bay
4.94 out of 5 average rating, 291 reviews
Beautiful and Spacious.
4.81 out of 5 average rating, 263 reviews
37 West 1 Bedroom + Murphy Bed TA-104-613-6320-01
4.98 out of 5 average rating, 117 reviewsFamily-friendly home rentals with Wifi

North shore Studio with sauna! - Walk to beach!
4.76 out of 5 average rating, 130 reviews
*Remodeled Oceanfront in Waikiki - Ilikai Marina
4.95 out of 5 average rating, 124 reviews
Licensed Lanikai Tree House - Since 1985!
5.0 out of 5 average rating, 30 reviews
Disconnect Off Grid
5.0 out of 5 average rating, 5 reviews
Private Studio in Hawaii Kai
5.0 out of 5 average rating, 13 reviews
Cozy retreat w/golf views & beach
4.92 out of 5 average rating, 75 reviews
8P - Hale Ohana Ali'i
4.82 out of 5 average rating, 51 reviews
Ilikai Penthouse-Luxury Oceanview 2BR/2BTH/Parking
4.98 out of 5 average rating, 66 reviewsQuick 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!
Destinations to explore
- Waikiki Beach
- Lanikai Beach
- Kualoa Ranch
- Waimea Bay Beach
- Ala Moana Beach Park
- Kapiolani Park Beach
- Honolulu Zoo
- Banzai Pipeline
- Kailua Beach Park
- Polynesian Cultural Center
- Kalama Beach Park
- Kepuhi Beach
- Ko Olina Golf Club
- Wet 'n' Wild Hawaii
- Waimea Valley
- Bishop Museum
- Hanauma Bay Nature Preserve
- Sharks Cove
- Hawaii Convention Center
- Ala Moana Center
- Dole Plantation
- Waimea Bay Beach
- Turtle Bay Golf
- Iolani Palace





