Family-friendly holiday rentals in Kailua-Kona

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Top-rated family-friendly rentals in Kailua-Kona

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Guest favourite

Guest suite in Kailua-Kona

4.81 out of 5 average rating, 337 reviews

Country Petite Retreat, AMAZING view, fresh fruit

Featured on the front page of West Hawaii Today, we are located just 6 miles from Kona and 6 miles from the airport. Nestled on the slopes of Hualalai above Honokohau Harbor at a cool 1700 foot elevation, you will discover excellent hiking trails, botanical gardens & coffee farms and just up our Kaloko Mauka "Jurassic Park." Birdwatchers are welcome! Hawai Island is so big, stay & enjoy all that our Kona Coast has to offer which is much! The coqui frogs sing nightly too! Quiet time 11 pm -7am.

Guest favourite

Apartment 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

Rental unit in Kailua-Kona

4.91 out of 5 average rating, 133 reviews

Entire Kailua-Kona apartment with OCEAN VIEW

NO CLEANING FEE!! An Additional $30/night for a 3rd guest. Our entire ohana apartment close to the Kona airport is offered. An ideal cooler temperature at 1500' elevation with tropical coastal view. Has a full kitchen with oven and fridge, no food amenities supplied. Has a separate bedroom with queen bed. A futon in living room can sleep one. SCUBA DIVERS PARTICULARLY WELCOMED 2 TANKS & WEIGHTBELTS AVAILABLE. SNORKEL GEAR AVAILABLE. OPEN, BUT NO CHECK-INS NOV 28, DEC.23-25, 31.

Guest favourite

Guest house in Holualoa

4.93 out of 5 average rating, 367 reviews

Holualoa Ekahi -Country guest house,Taxes included

Aloha! Holualoa Ekahi is close to Holualoa Village, Kailua-Kona town, the ocean and beaches, airport, shopping and restaurants. We love the quaint, cool and country atmosphere here in Holualoa. This is a cozy home with comfy king bed and furnishings, spacious walk-in shower, large covered lanai to enjoy the outdoors, smart TV, Wifi, washer & dryer and amenities. Most comfortable for singles or couples. If traveling with a 3rd person there is a sofa sleeper in the living area.

Guest favourite

Guest suite in Kailua-Kona

4.9 out of 5 average rating, 408 reviews

Kona-Amazing sunset, Ocean/POOL/AC/Great loc

We look forward to welcoming you to our property in the beautiful neighborhood of Kona Palisades. Centrally located in the heart of the Gold Coast of Kona. Less than 8 min away from Kona Airport,15 min away from Kua Bay and Kona Alii Dr.! We are located at 1,150 feet above sea level, this elevation is perfect for escaping the heat of downtown and cooling off after a day at the beach. Awaken to singing birds as the sun slowly rises over the Kona coastline.

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

Guest house 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 .

Guest favourite

Guest suite in Kailua-Kona

4.9 out of 5 average rating, 390 reviews

Honu Ohana - walk to White Sands

Just a few blocks from the ocean and beach parks. Separate apartment on the lower level of our personal home. Discounts for stays of longer than 6 nights. The price shown in the reservation request should reflect the discount when applicable. Hawaii taxes are shown in your final invoice. Cleaning fee is waived if left clean.