
Family-friendly holiday rentals in Kailua-Kona
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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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Popular amenities for Kailua-Kona family-friendly rentals
Family-friendly home rentals with a hot tub

Mauna Lani Fairways 1104, Golf Course Views
Great place for family of 4. We felt completely at home. Would have liked a larger lanai but was fine for the 4 of us. Very nice to supply beach chairs. Beds were very comfortable and loved having the ceiling fans. Kitchen was nicely stocked

The White Kona Whale House -Amazing New View House
There's a reason (actually, a lot of reasons) this place is rated so highly. The house is beautiful and comfortable. We had a few concerns about staying so far from Kona, but it ended up being one of the best things about our trip. The neighborhood is quiet and beautiful, and there's a grocery store, great food and even shave ice within 5 minutes of the house. The kitchen is very well equipped and clean, and so we ate in fairly often. An unexpected perk was all of the beach toys available to use in the laundry area. So nice to have! The caretaker downstairs is also very quiet, and super friendly. And Mikael is a fantastic host. Yes, there are signs all over the house. Some are helpful and some feel excessive. And it can get pretty warm when it's hot outside (90 in November was surprising!), but neither of those things are enough to remove even half a star from this experience. We've already recommended the house to friends, and will definitely stay here again on our next visit.

Wonderful Sunsets and Pool
Beautiful views. Nice compact space. Kathy was very responsive when the air conditioner went out and had it fixed right away.

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.

Your 3BD Island Paradise Awaits
We really enjoyed our stay!! The home is spacious and beautiful. We loved to cozy feel and Hawaiian decor. Right away we felt at home with the way the house is set and up and plenty of beach gear and toys! Seth was extremely helpful with communication and allowed us a late check out which was so helpful . We would love to 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.

Kona Paradise with Wide Ocean View @Royal Kahili
We loved our stay here! Great view from the lanai every morning and evening. Great location right on Ali’i Dr. Kevin and Cindy had great local recommendations. Our next trip to Kona we will be booking this place again! Thanks to the hosts for making this part of our vacation super easy and stress free!

Relaxing Tropical Retreat close to Kailua Kona
We had a great experience. The location and grounds were amazing . Our home away from home was immaculate and had all the comforts of home It was a perfect to come home and relax after a day at the beautiful beaches and world class restaurants in this tropical retreat. We would highly recommend this location Our host Adam was always available and responded promptly to any questions Looking forward to returning next year!!
Family- and pet-friendly home rentals

The Big house -1500 sq/ft - 30+ days!
Thank you kindly for the opportunity to stay in your home. We appreciated your great location in Kona! Hope to stay with you again next time.

Ohana | Private Guest House
What a Great place! Close to everything, but very peaceful. Great for day trips! The bed was very comfortable. Which is good after a day of exploring. Very friendly host! Made sure we had everything we needed. What a beautiful property.

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.

2 Room Private Treetop Suite
What an awesome trip we had in Kona! Many thanks to Valerie and Larry for the wonderful place to stay and warm hospitality—we will definitely be back!

Seaside Cottage - The beach is your front yard!
Absolutely loved this house! It was so peaceful and the grounds were beautiful. Had everything we needed!

Kona Mountain Home, 3/2, lanai, hot tub, sleeps 8
This was our third time back and Laura’s place is beginning to feel like our home away from home! It is cooler than downtown making it feel perfect outside and in. The view is lovely as well. There was plenty of room for my 4 adult sons to spread out and stay content. I would definitely come back!

Zen Orchid retreat, amazing view, fresh fruit! :)
I am a return guest at this lovely Airbnb. Everything is as described, and Lorelle goes out of her way to make sure to help you optimize your staycation. Do not hesitate to book and do not believe Cassie’s review. This is my second visit and the unit is definitely not dirty! I will be back again hopefully sooner than later! Thanks Lorelle!

Mauna Kea Cottage
Quick responses and very helpful when issues came up.
Family-friendly home rentals with a pool

Remodeled Vista Waikoloa — beach & heated pool
The condo is absolutely beautiful, newly remodeled and in outstanding condition. The pool was fantastic, a long lap-shaped pool. Condo overlooks the golf course and a putting green. We loved Hapuna Beach (6 mi. north), highly recommend. The complex is excellent for those who want to relax, play golf, and sit by the pool.

Summer Discounts at Fairway Villas Waikoloa!
We had a great time at StacyLynn’s place. It was comfortable and so well appointed. We had everything we needed. We particularly enjoyed sitting in the lanai for all our meals and coffee in the morning. StacyLynn was extremely quick to respond with any questions.

Amazing Ocean/Mountain Views - Contemporary Home
We had a wonderful stay at Cory’s house in Waikoloa village. It is located in a peaceful suburban setting, about 25 minute drive from Hapuna beach. The house is very comfortable and well decorated, with practical amenities, kitchen equipment, and all that is needed for the beach! We really felt at home!

Kulalani at Mauna Lani Treasure w/ Beach Club Pass
We absolutely loved our recent stay. This area is only about a 20-25 minute easy drive from the Kona airport. The unit was clean, very spacious and totally met the needs of 6 people (two parents and four older teenager/young adults). The proximity of this unit to the pool and fitness area was a huge bonus. The unit was well laid out and had everything we needed for inside and outside. The bikes and beach items were fantastic to have and we used them everyday. The grounds are beautiful and well maintained and the proximity to stunning beaches was just great. The beach club we had access to was also fantastic. I would highly recommend this property and we will be booking here again.

Kini Kini Pua – Private Retreat in Paradise!
We had the most amazing stay in Kona at Richard’s place. The house truly felt like home away from home for a week. The pool and outdoor area were fabulous with breathtaking views of the ocean. The inside was perfect for our family from the dining area to the tv area to the game area where we gathered to play some of the games Richard had on hand a few of the evenings we were there. When we go back, we definitely want to book Richard’s place again! We sure miss being there this week!

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.

Tropical Living in Oceanfront Resort 31
We just spent one month in this lovely, comfortable townhome and had to tear ourselves away. Very private and cozy. The complex is beautiful with lush gardens, great pool, pickleball courts and a gorgeous, uncrowded beach just steps away. The townhouse had everything we needed. Brad was a great and very responsive host. The overall location is just ideal. Shopping and restaurants nearby. The best Hawaii island snorkeling spot is just a few minutes walk away. If you play pickleball, there is a very nice and welcoming pb community that gathers every morning. We had a wonderful time and definitely plan on coming back.

Beautiful Home With Private Pool on Kealakekua Bay
The Pagoda House is a destination in itself! We explored the island from there, but also spent time just hanging out in the garden and pool. GORGEOUS! It was well appointed for our extended family gathering.
Quick stats about holiday rentals that are family-friendly in Kailua-Kona
Total rentals
910 properties
Nightly prices starting at
£53 before taxes and fees
Total number of reviews
21K reviews
Pet-friendly rentals
30 properties allow pets
Rentals with a pool
750 properties have a pool
Rentals with dedicated workspaces
540 properties have a dedicated workspace
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- Waikōloa Beach
- Kealakekua Bay State Historical Park
- Two Step
- Kona Country Club
- Kohanaiki Private Club Community
- Kuki’o Golf & Beach Club
- Kukio Beach
- Kalāhiki Beach
- Beans Beach
- Nanea Golf Club
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- Honokohau Beach
- Ke‘EI Beach
- Pōhue Beach
- Wawaloli Beach
- Makolea Beach
- Makalawena Beach
- Volcano Golf and Country Club
- Kona Dog Beach
- Kealia Beach
- Pahoa Beach
- Kaluhikaa Beach
- Mauna Kea Golf Course
- Waikoloa Beach Golf Course
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