
Family-friendly vacation rentals in Kailua-Kona
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Top-rated family-friendly rentals in Kailua-Kona
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Popular amenities for Kailua-Kona family-friendly rentals
Family-friendly home rentals with a pool

Beautifully Furnished 4 Bdrm Home At KaMilo w/Pool
The house was beautiful inside and out. My son loved the pool, which was the perfect temperature. The kitchen was well stocked and the house provided plenty of space for everyone.

Amazing, spacious 2BD townhome. Pool/Beach Club!
The location was perfect! The beach was very close and there were many restaurants and shops just down the street. The inside was immaculate and was the perfect stay for my mom, daughter, and myself. There were so many amenities and items that were useful in the house, such thoughtful hosts. We would definitely stay again when we come back.

Private Pool - 180° Ocean View - Minutes to Beach
Sandra's place brings healing. It is beautiful, quiet, and serene. The views are lovely of ocean below, and the wind blows quietly through bows of citrus, avocado, and palms. There are likely multiple Walden Ponds on the Big Island of Hawaii, but this is one of them. Tranquility reins at this property.

Tropical Living in Oceanfront Resort 31
Great townhouse equipped with all we could need for our stay. Townhouse is really clean and comfortable and the complex itself is really well maintained, quiet and not crowded. There was always space at the pool and at the courts. Location is great, close to Kailua, few minutes walk from one of the best snorkeling beaches on the island. Brad is a great host, thoughtful and very responsive. We are looking forward to coming back!

Your 3BD Island Paradise Awaits
We had a wonderful time and really enjoyed our stay! The spacious Villa was super clean, well maintained and the beds were comfortable. Lots of beach items to use, short walk to the community pool, tennis court and barbecue. Quiet and peaceful with a very relaxing feel. Seth is a great host! Would diffinetly stay here again.

Colony Villas 2701, Gate Community
Kona coast vacations has always been a great host and this time was no different. They were responsive to any issues that came up with the property very quickly. The place is comfortable and spacious

Kona Blue Vacations Holua Kai: Pool/Spa/AC/Views
Beautiful place and great to work with! Would do it all over again

Beautiful Home With Private Pool on Kealakekua Bay
We loved our stay at Mary’s place! Although it was a little more remote than expected, we appreciated the access to the different beautiful beaches in the neighborhood. The snorkeling at Manini Beach was spectacular! Because we had our 8 month old granddaughter with us, we also spent a lot of time in the beautiful pool. The “glamping” aspect of our stay was fun and we enjoyed the sounds of nature, particularly our rooster alarm at the crack of dawn which certainly helped us get our days started. We would highly recommend Mary’s place and wouldn’t hesitate staying again when on the island.
Family-friendly home rentals with air conditioning

Ali'i Banyan Breeze*
The location is perfect for so many reasons. Close to two great beaches, sunsets and a neighborhood feel. The space is great! Well equipped kitchen, comfortable bedding and air conditioning. There are beach towels, chairs, an umbrella and a cooler. It was exactly what we needed and wanted. Hope to come back soon and will definitely stay here again.

Direct Ocean Front Corner Townhouse AC Pickleball
What a wonderful place to stay! Being able to explore nearby restaurants and the beach during the day, and then returning to sit outside in the evenings and watch the sunset right from the lanai was wonderful! I can't wait to return next year!

Kona-Amazing sunset, Ocean/POOL/AC/Great loc
It’s conveniently located close to the airport. Easy check in/out. We also appreciated being able to do some laundry. Thanks Ania and John!

DirectlyOnTheOcean AC Beachgear Pool Park Elevator
Spent our Spring break in Big Island. We stayed in Kona for 3 days at Jan's place. The location is very good. It is close to the beach, walking distance to many restaurant places. The property is very clean and quiet. The view from the apartment is very good. You get to see the ocean from the verandah, wake up to the sound of waves, can spend your evening by the while sipping a relaxing drink in the evening. The apartment is furnished with comfortable beds, clean kitchen and bathroom. It had everything we needed for our stay. They also had provision for beach chairs, mats. towels which the guests can use. We were a party of 3 and found the apartment spacious enough to sleep comfortably and also relax. Jan was very responsive in all her communications. She gave us clear instructions as to how to get into the apartment (self check-in). She also had a information booklet in the apartment which the guests can use to find places to eat and activities that can be done. Will stay again.

Cooks Landing at Hali'i Kai family vacation condo
We had a wonderful time at Cooks Landing! Our first impression was 'WOW'. At first we were skeptical about some of the photos seeming dark... but the pictures do not do this place justice. Beautiful home that is located in a beautiful private community. It was clean and well stocked with plenty of extras that you may need from either home use or the beach. We loved the location, which was located not far from a key highway intersection that could take you to your Hawaiian adventure. The Ocean Club (pool) pictures do not do it justice either! It had a great design that overlooked the ocean that was perfect for watching the sunset with a Mai Tai in hand! I would say that the pool is family friendly too. It had shallow depth & a spot that toddlers could play in. It had a bar, restaurant, and tasteful live local music. 12/10 would recommend this place. A very big MAHALO to Jim & Kristi for opening this beautiful home to people.

Charming Condo in the Heart of Kona, Pool & A/C
Great location central to town. Very cute and clean space! Jenna was a great host. Thank you!

Spacious Retreat in Kona - Paradise near Kona
Caryl’s place was in a great location, close to both the airport and Kona town, which made getting around super easy. At night, we could see the stars from the yard, which was such a nice touch. She also thoughtfully provided cereal and coffee for us. We had a fantastic spring break here—thank you for the wonderful hospitality!

Nahale Place
Nahale Place is spectacular! Separate bedrooms with VERY comfortable beds, doors to close, in a peaceful neighborhood is exactly what a traveler needs. Chandra is the best!
Family-friendly home rentals with a kitchen

Kona Plumeria Guesthouse
The home was clean and matched the photos exactly. Did get lost once in the dark, but that’s just because I Missed a turn in the road. Appreciated having good kitchen appliances and housewares. The only thing missing was a washcloth in the bathroom. And was unable to turn on the ac to cool it down a bit. Owners kept in touch with all details and I very much appreciated the connection. Would come back next time I’m looking to stay on the Kona side!

Our Sun Spot
What a wonderful place to stay and really thoughtful, communicative hosts! Jeff and Sheri have thought of everything and Jeff was full of helpful suggestions for things to do and see around Kona. The house was extremely clean and well-appointed. The neighborhood was quiet and close to everything. Loved staying here!

Foster's Ohia Hale
This is our second stay here and both times were magical. I have been dreaming about that tub since we were there in 2022. The house is so comfortable. Everything I like about staying in an Airbnb. The stay in the jungle with the tree frogs singing is something you can’t experience anywhere else. We hope to be back one day!!

Kulalani at Mauna Lani Treasure w/ Beach Club Pass
Ninik’s condo was perfect for our party of six (four adults and two small children). It is well furnished, tastefully decorated and offers a well equipped kitchen. The location is very private with only a short walk to the clubhouse and swimming pools. We would gladly rent this property again.

Private Home with Ocean View
Beautiful home, was exactly as pictured and had everything we needed for our stay!

Hawaii Vacation! Kailua-Kona Getaway
Just what we needed! Beautiful, comfortable, quiet and well appointed. The grounds were lovely. It was a bit far from any restaurants or shopping, but not a big deal if you’re up for a good walk to town in the morning.

Entire Kailua-Kona apartment with OCEAN VIEW
I really enjoyed my stay at Jon and Mariluz’s place. From start to finish, they were incredibly friendly and helpful. The home was spotless, quiet, and peaceful, with a beautiful view that made my stay even more special. The bed was super comfortable, and I had some of the best, deepest sleep during my time there. What I loved most was the perfect balance of being close to town and the beach while still enjoying a quiet and serene atmosphere. Jon and Mariluz also shared amazing suggestions for places to visit, which made exploring the area even better. Anything extra I needed, they provided with warmth and kindness. I highly recommend this place to anyone looking for a peaceful getaway with wonderful hosts!

Mermaid Studio by Kealakekua Bay!
We had a wonderful four days at Jill's Mermaid Studio. Jill was out of town but Jason and Brian helped us with our every need. We enjoyed her friendly cats and chickens that greeted us in the yard. The outside shower is really cool! We walked the path to watch the sunset each evening. Manini Beach just a couple minutes walk around the corner is maintained by local conservation group so is super clean, and has an easy spot to get in the water to snorkel. We rented a kayak from Ehu and Kai ($80 for a double ocean kayak for 5 hours) to paddle over and snorkel at the Captain Cook Monument. If you want to do this it is very easy to sign up and pay right on their website and meet them at the landing just a block from Jill's place (other direction from beach). They provide a dry bag and life vests. Rent snorkel gear from them or bring your own. You can't land the kayak at the monument so you just pull it around behind you with a rope while you snorkel which was no big deal.
Quick stats about vacation rentals that are family-friendly in Kailua-Kona
Total rentals
1.1K properties
Nightly prices starting at
ﺩ.ﺇ257 before taxes and fees
Total number of reviews
30K reviews
Pet-friendly rentals
30 properties allow pets
Rentals with a pool
930 properties have a pool
Rentals with dedicated workspaces
670 properties have a dedicated workspace
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- Waikōloa Beach
- Kohanaiki Private Club Community
- Kealakekua Bay State Historical Park
- Two Step
- Mauna Kea Golf Course
- Volcano Golf and Country Club
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- Makolea Beach
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- Hapuna Golf Course
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- Wawaloli Beach
- Beans Beach
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