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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, 267 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 Kahuku

4.72 out of 5 average rating, 284 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, 174 reviews

Honu Kai Condo Best Location at Turtle Bay

Honu Kai Condo is approximately a 5 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, 167 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.

Home in Haleiwa

4.96 out of 5 average rating, 179 reviews

Oceanfront Oahu North Shore Hawaii Private 3b Home

For rates less than 90 days. Please call or DM. Nestled on the shore of legendary Waimea Bay Point, this home is the gateway to an authentic Hawaiian experience. Lounge on the covered lanai feet from lapping surf watching whales, dolphins, turtles, surfers, and incredible sunsets. Extremely clean with all the necessities. Steps to 3 sandy beaches Waimea Bay, Shark’s Cove and Three Tables. This is the perfect family getaway, allowing you to live the true North Shore lifestyle.

Rental unit in Makaha

4.82 out of 5 average rating, 180 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

4.76 out of 5 average rating, 170 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.

Condo in Ewa

4.93 out of 5 average rating, 120 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!

Home in Hawaii Kai

4.88 out of 5 average rating, 114 reviews

Beautiful Two Bedrooms, Gated & Private Entrance

TA-212-170-1888-01 This 2-bedroom Cottage is attached to the main house with its own private entrance. Enjoy amazing sunsets; incredible ocean view. You'll be close to just about every convenience (Starbucks, Costco, Safeway and Walgreens, etc.), and near many natural wonders (Halona Blowhole, Makapu'u Lighthouse), hikes (Koko Head trail) and beaches (Hanauma Bay, Sandy Beach, and more). Every room is equipped with split AC!

Condo in Waikiki

4.81 out of 5 average rating, 143 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

Guest suite in Laie

4.78 out of 5 average rating, 316 reviews

Modern Mango Beach Home North Shore - 30 day stays

Enjoy your Hawaii vacation in a modern "Dwell" style home. Our 2-bed 1-bath guest unit sleeps up to 6. Full kitchen, all high-end appliances. The sandy beach with crystal-clear waters is just three houses away. This home can only be rented for periods of 30 days or longer. No breakdown in pricing or calendar settings in Airbnb shall suggest that this home can be rented for a shorter period.

Condo in Kahuku

4.86 out of 5 average rating, 153 reviews

Turtle Bay Condo, 2 Bedroom, sleeps 6

This sweet retreat is located on the beautifully manicured grounds of the Turtle Bay Resort in a gated condo community nestled on two world class championship golf courses. The beach is a just short walk from your front door. This upstairs, two level condo features vaulted ceilings, open living area, fairway golf course views, and all the rest and relaxation you could ask for!

Vacation rentals for every style

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Intimate homes. inviting architecture

Apartments

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A space thats all yours, with room for everyone

Popular amenities for Kailua family-friendly rentals

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Rental unit 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, 254 reviews

Luxury Condo 3bd, free parking .

Condo in Waikiki

4.8 out of 5 average rating, 102 reviews

Cozy Ocean View Escape: 1 Block to Beach + Parking

Condo in Downtown Honolulu

4.81 out of 5 average rating, 332 reviews

Large Studio in Downtown Honolulu near Waikiki

Rental unit in Waikiki

4.84 out of 5 average rating, 498 reviews

Renovated Cozy Studio with Great View

Rental unit in Waikiki

4.77 out of 5 average rating, 243 reviews

Waikiki Skyline Suite 2RM/2Bath 35th Flr

Condo in Waikiki

4.77 out of 5 average rating, 173 reviews

Sweeping Ocean Views/Steps to Beach/Free Parking

Condo in Waikiki

4.9 out of 5 average rating, 497 reviews

1bed. Center of Waikiki WasherDryer Free parking

Family- and pet-friendly home rentals

Home in Kailua

Large 1BR-AC-Kitchen-2 TVs-Laundry-Near Beach

Condo in Waikiki

4.91 out of 5 average rating, 102 reviews

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

Villa in Ewa

Ocean view 2 Bed 2 Bath Villa

Condo in Waikiki

4.83 out of 5 average rating, 206 reviews

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

Condo in Waikiki

4.78 out of 5 average rating, 206 reviews

Come to the Ni'ihau in Waikiki #602

Condo in Waikiki

4.64 out of 5 average rating, 111 reviews

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

Condo in Waikiki

4.55 out of 5 average rating, 177 reviews

Cozy Oceanview Waikiki Marina Studio w/prkg

Condo in Waikiki

4.75 out of 5 average rating, 504 reviews

King Bed | Ocean View | Steps to Waikiki Beach

Family-friendly home rentals with a pool

Rental unit in Ewa

4.84 out of 5 average rating, 25 reviews

Popular Ground Floor with Extra Grassy Area

Condo in Ewa

4.94 out of 5 average rating, 16 reviews

Fabulous Ocean View Beach Villas Ko Olina O421

Rental unit in Waikiki

4.89 out of 5 average rating, 148 reviews

Breathtaking 2BR Ocean View near Waikiki Beach

Condo in Kahuku

4.86 out of 5 average rating, 128 reviews

Kuilima Condo, 1 bedroom, 1 loft bedroom

Condo in Waikiki

4.8 out of 5 average rating, 306 reviews

2 Bedroom Condo With Parking

Condo in Ewa

4.91 out of 5 average rating, 44 reviews

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

Condo in Waianae

4.8 out of 5 average rating, 100 reviews

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

Home in Hawaii Kai

4.86 out of 5 average rating, 51 reviews

Hale Ohana, Hawaii Kai, Oahu, #90/TVU-0258

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

Total rentals
200 properties
Nightly prices starting at
$90 before taxes and fees
Total number of reviews
3.8K reviews
Pet-friendly rentals
20 properties allow pets
Rentals with a pool
70 properties have a pool
Rentals with dedicated workspaces
100 properties have a dedicated workspace

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