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Family-friendly holiday rentals in Kailua-Kona

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Kailua-Kona

Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

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Home in Captain Cook

4.96 out of 5 average rating, 162 reviews

Hotel Pa 'amalu

Pa'amalu isn't a hotel, I just thought that was a catchy name. My dad, friends and I built this little house a few years back. I would describe it as a small storybook cottage, welcoming you to write your own chapter. We are surrounded by many different varieties of mangos bananas and other horticultural surprises on our farm. If geckos and other farm critters are your friend this is the spot.Pa'amalu is a fun romantic getaway, or a brief interlude as you travel throughout our beautiful islands.

Guest favourite

Condo in Kailua-Kona

4.93 out of 5 average rating, 183 reviews

Aloha Paradise! Remodeled with A/C & Ocean View!

Best unit at Kailua-Kona’s popular Sea Village and one of the only with A/C! Captivating ocean views, breezes, tropical sights and sounds greet you in this easily accessible ground floor unit. Start your day on the private lanai watching the spinner dolphins and end it with a glass of wine watching sunset over the ocean. This fully updated, turn-key condo boasts open concept living and is 5 minutes to downtown. An ideal base for an individual, couple or small families to explore the Big Island!

Guest favourite

Condo in Kailua-Kona

4.97 out of 5 average rating, 202 reviews

Ocean Front Kona Reef A35! It doesn't get better!

Absolute Ocean Front Condo just a couple minute walk to Kona Town. Amazing views. Beachfront. Amazing pool! Our condo is completely remodeled! You will love the fresh, clean updated style & comfort of this fabulous condo! NEW Full A/C, Stainless Appliances, Completely Stocked Kitchen & Beach & Golf Equipment. ATTENTION GOLFERS! 2 sets of Callaway Clubs! Ready for you to take on the course and enjoy 18 holes! Check out our 2 other Kona Reef condos D33 and B31! TA-109-936-6880-01 STVR-19-352037

Guesthouse in Captain Cook

4.93 out of 5 average rating, 154 reviews

Garden Cottage Ohana

Welcome to your small slice of paradise! Newly redone kitchen, LR, and bathroom! The garden cottage is surrounded on three sides by dense forest. Enjoy coffee and sunsets on your private porch overlooking our tropical fruit farm, the ocean, and stargazing skies. Birds singing, a chorus of frogs, and a wild rooster’s crow are just some of the “sounds of the jungle” that will surround you. The cottage sits between two beautiful bays that host some of the best snorkeling of the Hawaiian Islands.

Guest favourite

Home in Kailua-Kona

4.94 out of 5 average rating, 103 reviews

Tropical Private Oasis, Heated Pool & OceanView!

3 bedroom/2.5 bath, Sleeps 8 with Private Solar Heated Pool with Waterfall, Lanai, Gazebo with Ocean View, Tropical Yard. 5 min to downtown Kona along the water. This "model home" sits in a gated community of Kahakai with breathtaking views. It has all upgrades throughout the house for ultimate luxury. A pathway on this 1/2 acre plus property leads to an elevated private gazebo for that amazing romantic evening dinner or relaxing with your special one while looking at an amazing ocean view.

Guest favourite

Home in Kailua-Kona

4.95 out of 5 average rating, 152 reviews

Private Pool - 180° Ocean View - Minutes to Beach

This is real Hawaii (except we have fast reliable Wi Fi). Located at 900 ft. elevation, 4 miles to the center of town where there are many restaurants to choose from and just minutes to the nearest beach where the sea turtles are sunning themselves on the shore. This is on one acre in Kona's safest and most desirable neighborhoods. It is the downstairs of a large home where I live quietly upstairs. You share nothing, the pool and spa are yours exclusively while you are here.

Guest favourite

Rental unit in Kailua-Kona

4.88 out of 5 average rating, 113 reviews

Peaceful, Quiet & Gated apartment on 4 acres

Our guest unit is overlooking the Kona Coast, on the slopes of Mt. Hualalai. 10 minutes to pristine white sand beaches and world class dining at the Four Seasons Resort Hualalai. Sweeping ocean views with cool tropical breezes at 1,000 ft. elevation. Kitchen is fully supplied. This is a smoke fee environment for your enjoyment. Sorry no pets. Guest are required to sign a rental agreement for documentation. We will be sending it through your email.

Guest favourite

Guesthouse in Kailua-Kona

4.94 out of 5 average rating, 452 reviews

Treehouse Ohana

The Ohana in a tropical jungle setting will be your home while visiting the Big Island. We are located at 1000ft elevation, and it's a nice few degrees cooler than downtown Kona. In 10 minutes you can get to the closest beaches by car. Start your day with a freshly brewed cup of James Bean Coffee from our farm. You have your own private entrance to the Ohana and free parking for 1 car. Enjoy the jungle & animal sounds and ocean view. No A/C.

Guest favourite

Rental unit in Kailua-Kona

4.86 out of 5 average rating, 472 reviews

☀ Modern, Tropical and Oceanside + AC & Free Pk ☀

Enjoy waking up to cool breezes and swinging palm trees in this newly remodeled modern ground floor condo just steps away from the warm pacific ocean. Offering breathtaking sunsets from the oceanside pool and the convenience of being less then a mile from downtown Kona and white sandy beaches. One dedicated parking spot located right outside the condo. Family owned and managed and dedicated to providing a great place to stay in Kailua-Kona!

Guest favourite

Rental unit in Kailua-Kona

4.96 out of 5 average rating, 246 reviews

KJ's Place, in the heart of the city.

We would like to welcome you to your "home away from home" on the beautiful Big Island! Relax in this stunning, remodeled Kona Ali'i condominium and experience clean, luxurious accomodations in the heart of the city. From here you are within walking distance of all Kona has to offer; from restaurants and shops, to swimming, the Ironman Village (in Oct) & the Christmas Parade (in Dec). We hope you enjoy your stay!

Guest favourite

Guest suite in Kailua-Kona

4.91 out of 5 average rating, 350 reviews

Honu Hale

Come enjoy our beautiful Ohana! Ideal for couples and solo adventurers alike. The location of our place allows you to conveniently enjoy the many restaurants and quaint shops of central Kailua-Kona. While it is close enough to snorkel, surf, sunbathe, or stroll along the famed and stunning beaches of Ali’i Drive, it is tucked just far enough away to enjoy the intimacy of a quiet and cozy island escape.

Guest favourite

Rental unit in Kailua-Kona

4.89 out of 5 average rating, 522 reviews

Completely remodeled studio condo

Beautiful and complete suite located directly on Alii dr. with full kitchen, air conditioning and in house laundry Oceanfront pool, bicycles included for use. Just a short walk to heart of town. Perfect for 2 but can sleep 4. Remodeled with guests in mind to provide almost everything one could need…just bring your suitcase and a bathing suit! Taxes are included in fees .

Holiday rentals for every style

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Popular amenities for Kailua-Kona family-friendly rentals

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Rental unit in Kailua-Kona

4.81 out of 5 average rating, 292 reviews

Gorgeous Ocean View Condo at Magic Sands Beach!

Condo in Kailua-Kona

4.85 out of 5 average rating, 164 reviews

Beautiful Sea Village Condo

Guest favourite

Home in Captain Cook

4.88 out of 5 average rating, 161 reviews

The White Kona Whale House -Amazing New View House

Guest favourite

Condo in Kailua-Kona

4.93 out of 5 average rating, 259 reviews

Ocean Front Million Dollar View Home. Sea Village

Condo in Kailua-Kona

4.88 out of 5 average rating, 152 reviews

Kona Paradise with Wide Ocean View @Royal Kahili

Condo in Keauhou

4.85 out of 5 average rating, 112 reviews

OCEANFRONt 3+2.5 StairChair AC Oceanfront Pool

Guest favourite

Rental unit in Kailua-Kona

4.91 out of 5 average rating, 177 reviews

Relaxing Tropical Retreat close to Kailua Kona

Guest favourite

Home in Waikoloa Village

4.93 out of 5 average rating, 205 reviews

1+ Acre private resort, 4 bed, 3 bath, cinema, spa

Family- and pet-friendly home rentals

Guest favourite

Rental unit in Kailua-Kona

4.91 out of 5 average rating, 164 reviews

The Big house -1500 sq/ft - 30+ days!

Guest favourite

Guest suite in Kailua-Kona

4.93 out of 5 average rating, 113 reviews

Ohana | Private Guest House

Guest favourite

Townhouse in Waimea

4.92 out of 5 average rating, 155 reviews

Amazing, spacious 2BD townhome. Pool/Beach Club!

Guest favourite

Guest suite in Kailua-Kona

4.92 out of 5 average rating, 281 reviews

2 Room Private Treetop Suite

Guest favourite

Home in Waimea

4.89 out of 5 average rating, 106 reviews

Mauna Loa Suites

Guest favourite

Loft in Kailua-Kona

4.91 out of 5 average rating, 220 reviews

Roomy, In Town, Ocean View-Most Convenient Spot!

Cottage in Kailua-Kona

4.91 out of 5 average rating, 57 reviews

Seaside Cottage - The beach is your front yard!

Guest favourite

Condo in Kailua-Kona

4.94 out of 5 average rating, 136 reviews

Oceanfront, Modern, Accessible Kona: Close to Town

Family-friendly home rentals with a pool

Condo in Kailua-Kona

4.93 out of 5 average rating, 201 reviews

Longboard Studio at Kona Magic Sands Beach

Guest favourite

Condo in Keauhou

4.86 out of 5 average rating, 106 reviews

Hale Kapena (Captain's House)

Guest favourite

Condo in Kailua-Kona

4.86 out of 5 average rating, 183 reviews

SALE!DirectOnOcean AC Beachgear Pool Park Elevator

Guest favourite

Guest suite in Holualoa

4.96 out of 5 average rating, 239 reviews

Family-Friendly Retreat Guest Suite-Pool!

Condo in Kailua-Kona

4.84 out of 5 average rating, 284 reviews

Kailua Village Condo in the Heart of Kona

Guest favourite

Townhouse in Keauhou

4.87 out of 5 average rating, 177 reviews

Tropical Living in Oceanfront Resort 31

Guest favourite

Condo in Keauhou

4.88 out of 5 average rating, 159 reviews

Our Kona Getaway at Kahalu'u Bay

Condo in Keauhou

4.78 out of 5 average rating, 249 reviews

THE Ultimate Oceanfront Location at Magic Sands

Quick stats about holiday rentals that are family-friendly in Kailua-Kona

Total rentals
940 properties
Nightly prices starting at
$119 NZD before taxes and fees
Total number of reviews
20K reviews
Pet-friendly rentals
30 properties allow pets
Rentals with a pool
780 properties have a pool
Rentals with dedicated workspaces
550 properties have a dedicated workspace

Destinations to explore