Family-friendly holiday rentals in Kaanapali

Well-equipped kitchen in a condo with a great view. Lots of turtles at the beach just down the slope from the building. Convenient to attractions north and south. No A/C but cool enough with the windows open. Great stay.

The location was good for us with easy access to the beach and other island sites. House is well stocked with kitchen accessories, beach going toys, towels, chairs, boogie boards, etc. Owners were responsive and communicated well. House was spacious and met our needs.

I really enjoyed my time here. The view is awesome, and the staff are super helpful. The location is perfect, and everything was really, really clean.

We had a wonderful stay. It was spacious, wonderful view and so convenient for our family (4 adults and 2 kids). We enjoyed watching the golfers go by, we saw whales from the patio and the pools were warm and lovely. I’d highly recommend this place for families.

We had a great stay at Kihei Bay Surf. We were right across the street from the beach, but when it got too windy, we also had pool access which was very nice. The road was a bit busy, but ultimately not too bad. For those guests that like to cook from their stays (like we do) we found the kitchen well equipped, though you may want to plan ahead regarding seasonings and condiments, etc. There are also a lot of great restaurants nearby (Karen's recommendations were all excellent!) Thanks!

Love this place, it is centrally located in the Island. Quiet neighbors in the complex. Pool, jacuzzi and cooking area was clean, easy to access, used the over, BBQs and tables to have several meals. Internet in the condo worked well for 4 of us the utilize. Our family felt safe at all hours of the night walking around the complex and going to the shopping center or grocery store which is out the back gate of the complex. Beach chairs, towels and snorkeling equipment were definitely appreciated. Next time to Maui we hope this place is available to rent again. Thank you for communicating so well and throughout our stay.

My husband and I had a positive experience staying at this condo. Communication with the hosts was excellent—they were attentive, helpful, and genuinely caring throughout our stay. While we did encounter a mix-up at check-in, as the condo was still being cleaned when we arrived, the hosts handled the situation with professionalism and kindness. Once the condo was ready, it was spotless, cozy, and perfect for our needs. Our baby, who had been cranky after the flight, settled down and slept all night, and we all enjoyed a very comfortable stay. Despite the initial hiccup, the experience was great, thanks to the hosts’ dedication to ensuring we had a pleasant visit. We would happily recommend this Airbnb and would stay here again!

Loved this adorable unit. It was perfect for my holiday. Highly recommend. Maui is beautiful! 💗

Absolutely loved our stay! The condo was clean, comfortable and well maintained. There was plenty of space. They also included some beach items that you could borrow for the beach. The resort it was located in was clean and felt very safe. The pool and beach towel trade in system the resort had was a life saver! It was a quick walk to the pool and the beach. The beach was gorgeous and clean! We played there for hours! I would definitely recommend this condo to friends and would consider staying there again in the future!

We had a fantastic stay at Ken’s condo in Wailea! The location was perfect—just a short walk to great restaurants, coffee, and shopping. The highlight was the stunning ocean view from the lanai, where we enjoyed relaxing every day. The condo was well-equipped for our group of six (three couples), and we especially appreciated the beach gear, including chairs and umbrellas. It made our beach days so much easier! The only minor downside was that the beds weren’t the most comfortable, but overall, we loved our stay and would highly recommend it!

We had an amazing stay at this beautiful house in Hawaii! The home is incredibly cozy, with thoughtful details that made us feel right at home from the moment we walked in. The décor perfectly captures the island vibe, creating a relaxing and inviting atmosphere.The house was spotless and well-maintained, with all the amenities we needed for a comfortable stay. The kitchen was fully equipped, the beds were wonderfully comfortable, and the outdoor space was a true highlight – perfect for enjoying the Hawaiian breeze and stunning views.The location was ideal, close to beaches, shops, and restaurants, yet tucked away enough to feel private and peaceful. It was the perfect spot to unwind after a day of exploring. We would absolutely stay here again and highly recommend this gem to anyone looking for a memorable Hawaiian getaway. Mahalo for an unforgettable experience!

Lovely and comfortable house with beautiful view of the sunset over the ocean. Steve and Walker were very responsive and helpful. Spacious and perfect for our family with a toddler.

Kula Jewel & Pam are the cream of the crop. I wish I never had to leave. Quite possibly the best Airbnb property & host that I have ever experienced. Heavenly is an appropriate description. The place is pristine & stocked with whatever you need & more. We saw the Blood Moon eclipse from the hot tub, took in stunning views while grilling dinner on the front patio, saw deer roam while eating breakfast, drove up to see the sunrise at the summit of the volcano, and ate at excellent local restaurants. I could go on forever. Heed Pam's advice / recommendations and you will have a ball. We will definitely return.

was a great experience!

We thoroughly enjoyed our visit to the Turtle House. Poni was wonderful, location made us feel like we were locals. Beaches were amazing, so many fun restaurants to choose from. Her guide book was second to none, recommendations were spot on. We will definitely stay here again.

We had the most incredible stay at Sydney’s place! From the moment we arrived, we were welcomed with the warmest hospitality and incredible tour of the property. Sydney went above and beyond to make sure our stay was perfect. The location is absolutely breathtaking—surrounded by lush greenery, beautiful plants, fruit trees, and the sounds of nature. Sydney’s hospitality made the experience even more special. The attention to detail, the friendly conversations, and the overall genuine care made us feel at home. I couldn’t have asked for a more relaxing and memorable experience. If you’re looking for an unforgettable stay surrounded by nature with amazing host, look no further than Sydney’s place! Highly recommended!

Gal’s place was wonderful. We enjoyed staying there taking Maui’s beauty and especially kihei’s in and then even extending our stay. We’d always come back and will definitely recommend his place. The place is just as pictured. We were grateful for the beach equipment and also that there was a washing machine and dryer that we could use. He and the staff of the place took really good care of us. Don’t hestitate - it’s really the place to be.

We loved staying at this condo. It is right across the street from Charley Young beach. That beach is a nice family beach with fun little waves to swim in. We used the umbrella and beach chairs that were in the condo. The condo was very clean and the kitchen was well equipped with everything we needed. We love the location and we had a great vacation at this condo. We would love to come and stay here again!

We had an amazing trip and coming back everyday to this condo was so relaxing and felt like home. The condo was in an excellent area with everything you need just a short drive away. I would definitely book again!

The condo was true to description. The location, pool, beach, and park access are top notch. We greatly enjoyed the ground level patio right next to the pool. As our family highly covets this location (Kihei), this condo will be on our short list for future visits.

The place and pictures is exactly as described. Such a beautiful place, very well equipped little home and fit our family of 4 perfect. I think one of the best amenities was all the stuff for the kids/adults in the closet for fun beach activities! The pool was a beautiful bonus as well. We love Kīhei and we would definitely stay here again! Wish we could have stayed longer! Mahalo for being great hosts and highly recommend your place to anyone! 🤙🏼🌺🌴

Exactly as pictured and described. Perfect location, with short walk to the beach, walking distance from shops and restaurants, and fully stocked. Beach closet had everything we needed and more: beach chairs, umbrella, coolers, pails and shovels for sand castles and even water shoes. Kitchen was nicely stocked with pots, dishes, cups, and lots of plastic containers for food storage. We had a great visit!

This place was perfect for our families to enjoy our time together. Spacious and especially enjoyed the patio table for our meals outdoors. Bedrooms were also spacious and offered private quiet time. Kids loved the pool!! Our only regret was not staying longer.

Cynthia was a very responsive and friendly host. Gave detailed and clear instructions. Very responsive to messages. We had a great vacation staying at her place.