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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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Home in Kailua

4.9 out of 5 average rating, 281 reviews

Kailua Beach Park - 2 BR Cottage

Kailua Beach is 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 two minutes walk to step into the ocean at the beach. This a legal vacation rental, license1990/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 shower, sink and plumbing fixtures April 2022!

Condo in Waianae

4.81 out of 5 average rating, 103 reviews

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

Gorgeous, Fully Furnished, Beachfront one-bedroom condo with over 740 square feet in Maile on Oahu. Maili Cove is a hidden gem and has easy access to golf courses, amusement parks, restaurants, shopping centers, financial and medical facilities and other services located on the west side of the island. Just 15 minutes down the road is the Disney Resort & Ko Olina. *This is a LEGAL vacation rental, so no stress! 90/TVU-0073 Owner a licensed real estate agent. Hawaii tax ID TA-147-153-1008-01

Condo in Kahuku

4.73 out of 5 average rating, 291 reviews

Hale He'e' Nalu (Surf House) in Turtle Bay!

Enjoy beautiful North Shore paradise at Hale He'e' Nalu (Surf House), our lovely Hawaii beach cottage with views and security. Island style living! Full kitchen, swimming pools, BBQ areas, beach gear/toys, pristine beaches, epic surfing, breathtaking hiking, PGA golf, beach horseback riding, tennis/pickle, famous restaurants! Ideally in the most desirable location at private Turtle Bay condos in Kuilima Estates West secure gated community. Fast private internet WiFi. FREE parking. No resort fee!

Condo in Kahuku

4.88 out of 5 average rating, 180 reviews

Honu Kai Condo Best Location at Turtle Bay

Honu Kai Condo is approximately a 7 min walk to world famous ocean views, beautiful beaches and Turtle Bay Resort. Offering two world class golf course (A. Palmer & G. Fazio), surfing, snorkeling, ocean activities, tennis courts, pools, running, mt. biking, horse back riding, casual to fine dining and fun nightlife. It's also a 10-15 min drive to the world famous beaches of the North Shore- Sunset Beach, Pipeline, Waimea Bay, Haleiwa and many more. This condo is great for couples and families.

Condo in Waikiki

4.83 out of 5 average rating, 175 reviews

Amazing Condo with Spectacular View & free parking

This amazing unit at Waikiki Banyan features a Spectacular Ocean and Diamond Head view. Just a 5-minute walk (100 yards) from Waikiki Beach. Ideal for romantic vacations and family trips. Fully equipped kitchen. The washer and dryer are located on each floor. Beach equipment and beach towels were provided. Easy self-check-in and free parking on the premises. Sleeps 4: 2 Full-size beds, 1 Full-size sofa bed. Baby crib and booster chair provided. Cafes and restaurants within 5 min walk.

Apartment in Makaha

4.83 out of 5 average rating, 186 reviews

Beach Beauty and Comfort in remote Oahu Paradise

This is among the nicest locations in all Hawaii. You are literally over a quiet, beautiful pristine beach. Beautiful valley views East. Sparsely populated beach below. Excellent sand and swimming. Beach amenities on hand. The condo is beautiful, comfortable, and nicely updated. Great local swimming, snorkeling, surfing, hiking, dolphins, turtles. Personally, I do not know a better place in Hawaii to visit if you do not need bars and shopping. Nice facility amenities below.

Townhouse in Kahuku

4.77 out of 5 average rating, 177 reviews

Charming home by the pool near the beac

Comfortable 1 bedroom with a loft, is nestled between pristine beaches and beautiful mountains. Located between the Fazio Golf Course at the Turtle Bay Resort! Short walk to the beach, and family-friendly activities. Pool only steps away Gated entry to the Kuilima Estates West and on site security guards. Comes with one assigned parking stall. You’ll love our place because of the coziness and the location. Great for couples, adventurers, business travelers, and families.

Villa in Ewa

4.97 out of 5 average rating, 181 reviews

Ko Olina Beach Oceanfront Views near Disney Aulani

March 8th-15th next available. Note: We are homeowners, no affiliation with Vacasa or other troubled rental agencies. An upscale villa, in the prime location, with one of the prettiest views at our resort. With its boutique hotel feel, spacious unobstructed ocean views and beachy style, it's the perfect accommodation for a family or two couples. Our beach bar, along with the golf course, marina, shops, restaurants and luau, are all within walking distance of our home.

Condo in Ewa

4.93 out of 5 average rating, 122 reviews

Ko Olina Beach Villa Frontal Oceanview 2 bd/2 ba

Our Villa is close to Aulani Disney Resort and Four Seasons Resort. Many positive reviews on Airbnb & other rental websites for this resort!One of the most reviews for this property! Sharing our Villa with renters since 2010. Rent with confidence and deal with owner directly to ensure a great experience and stay. Airbnb Superhost since 2018! The Beach Villas are a newer resort built in 2007. Unbelievable value at prices less than half of Aulani and Four Seasons!

Condo in Waikiki

4.92 out of 5 average rating, 110 reviews

Ocean View 600sf 1 bedroom, balcony, in condo-tel

Comfortable Condo-Hotel. FREE parking and high speed Internet. Beach floats, chairs, toys, masks etc Preferred corner end unit with ocean, sunset, city and Kapiolani Park views. Close to beach, Honolulu Zoo, Waikiki Aquarium, shopping and restaurants. Swimming pool, garden deck, gas bbq grills, picnic tables, lounge room at 6th floor. Convenience store on 5th floor, rents out tennis racquets & snorkels, fins.

Condo in Ewa

4.93 out of 5 average rating, 152 reviews

Ko Olina Beach Villas Largest 3br/3ba w/2 Masters

Next available January 23rd-31st. Note: Direct homeowner rental, no affiliation with Vacasa. Hotel strike doesn’t affect us as well. A gorgeous ocean view villa with a luxurious interior, on the most beautiful lagoon in Ko Olina. High end in style with a Ritz Carlton/Four Seasons Island vibe. With beds for eight, the villa is perfect for large families or couples with children who enjoy traveling together.

Condo in Waikiki

4.81 out of 5 average rating, 147 reviews

Ocean View Owners Unit in Wyndham 4 Star Resort

Gracious and intimate best describes this distinctive property. From the moment you set foot on the rich Italian marble lobby, you are embraced with abounding elegance. The attention to detail in this perfectly located Pacific paradise leaves little to be desired. For your comfort and enjoyment, the condo has a California King Bed and a 65" wall-mounted Smart TV. Managed by BrooksBeachVacations

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Popular amenities for Kailua family-friendly rentals

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Apartment in Waikiki

4.81 out of 5 average rating, 101 reviews

Ocean Escape, Your Perfect Spot!

Condo in Waikiki

4.77 out of 5 average rating, 264 reviews

Luxury Condo 3bd, free parking .

Condo in Waikiki

4.81 out of 5 average rating, 104 reviews

1BR w/ Great Ocean Views, 1 Block to Waikiki Beach

Condo in Downtown Honolulu

4.82 out of 5 average rating, 342 reviews

Large Studio in Downtown Honolulu near Waikiki

Condo in Waikiki

4.89 out of 5 average rating, 366 reviews

Waikiki Banyan Amazing Ocean View w/Free Parking

Apartment in Waikiki

4.84 out of 5 average rating, 504 reviews

Renovated Cozy Studio with Great View

Condo in Honolulu

4.76 out of 5 average rating, 147 reviews

36th floor Waikiki condo for 2 - walk to the beach

Apartment in Waikiki

4.76 out of 5 average rating, 250 reviews

Waikiki Skyline Suite 2RM/2Bath 35th Flr

Family- and pet-friendly home rentals

Condo in Waikiki

4.51 out of 5 average rating, 105 reviews

WG 715 Stylish Queen Ocean View Studio w/ Balcony

Condo in Waikiki

4.91 out of 5 average rating, 105 reviews

(((Upgraded June.2021!))) 1 Bedroom oceanview

Condo in Waikiki

4.82 out of 5 average rating, 210 reviews

Great Location! Short walk - Beach,Shop,Dine #704

Condo in Waikiki

4.78 out of 5 average rating, 208 reviews

Come to the Ni'ihau in Waikiki #602

Condo in Waikiki

4.65 out of 5 average rating, 113 reviews

Great 2BR Condo w/ Views of Diamond Head &Ocean!

Condo in Waikiki

4.54 out of 5 average rating, 189 reviews

Newly Renovated Ocean View w/ Parking

Condo in Waikiki

4.75 out of 5 average rating, 523 reviews

King Bed | Ocean View | Steps to Waikiki Beach

Apartment in Waikiki

4.6 out of 5 average rating, 25 reviews

603a Sunset in Waikiki

Family-friendly home rentals with a pool

Villa in Ewa

4.94 out of 5 average rating, 31 reviews

Beach Tower 303

Condo in Ewa

4.94 out of 5 average rating, 17 reviews

Fabulous Ocean View Beach Villas Ko Olina O421

Condo in Ewa

4.91 out of 5 average rating, 34 reviews

10% off Feb! Penthouse - Ocean, Beach & Pool View!

Apartment in Waikiki

4.89 out of 5 average rating, 151 reviews

Breathtaking 2BR Ocean View near Waikiki Beach

Condo in Kahuku

4.86 out of 5 average rating, 129 reviews

Kuilima remodeled ! Sleeps 5

Condo in Waikiki

4.79 out of 5 average rating, 317 reviews

2 Bedroom Condo With Parking

Condo in Ewa

4.91 out of 5 average rating, 46 reviews

Luxury 3BR/2.5B in KoOlina Ocean/Garden Views

Condo in Ewa

4.96 out of 5 average rating, 48 reviews

Ko Olina Beach Villa Rental West Oahu Hawaii

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

Total rentals
200 properties
Nightly prices starting at
$100 before taxes and fees
Total number of reviews
3.7K reviews
Pet-friendly rentals
20 properties allow pets
Rentals with a pool
80 properties have a pool
Rentals with dedicated workspaces
110 properties have a dedicated workspace

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