
Family-friendly holiday rentals in Kaanapali
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Top-rated family-friendly rentals in Kaanapali
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.
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Popular amenities for Kaanapali family-friendly rentals
Family-friendly home rentals with a hot tub

Oceanfront Modern & Spacious Condo near Kaanapali
Couldn’t have asked for a better place to stay for our first trip to Maui! The photos don’t do the unit or grounds justice. The sound of the ocean, tropical plants, gorgeous sunsets and whale watching from the condo/beach area… made it SO hard to leave. Would definitely stay here again!

Aloha! Close to beach. Come get your relax on.
We had a fabulous time in Maui and coming “home” everyday to Joe & De’s was just like coming home. Grateful for them sharing their little slice of paradise. It was welcoming and comfortable and we will stay again next time we visit the islands. Mahalo!

Cajudoy's Hale - STKM 2O13-OO18/TA-081-709-8752-01
We couldn’t have asked for a more perfect house/location. It had all the space and amenities to make it a comfortable stay for our party of 6. We loved waking up every morning and walking over to Kraken Coffee for a delicious cup of coffee and then later walking over to the food trucks at night for an amazing variety of food for dinner. Probably our absolute favorite thing was how conveniently close Foodland grocery store was. We would love to stay there again in the future! Mahalo!

Kihei Bay Vista #A202- Kalepolepo Beach
We enjoyed our stay. It was very close to all the places we went. The place was comfortable, and we had all we needed. Loved the stocked kitchen and amenities.

Sale! Gorgeous 3BR/2BA with Ocean & Sunset views
Great location and beautiful view. Perfect size for family of 6. Would recommend!

Ocean view studio. 1k ft from water!June $149 m-th
Great studio with nice amenities and easy access to Kihei. Excellent value.

Tropical Resort Across Beach With Turtles!
Katie is a great host! She was very responsive and the apartment was stocked with all the essentials. Great location! I definitely recommend!

Maui Banyan - Remodeled Studio Across from Kamaole
Loved this adorable unit. It was perfect for my holiday. Highly recommend. Maui is beautiful! 💗
Family- and pet-friendly home rentals

Beautiful Views~
Great great great!! Location and communication were as good as it gets. Can’t wait to come back.

Great location, Oceanfront, adjacent Beach Park!
Great spot on the coast, one of the few with a beach and easy ocean access if you want to swim in the morning. Beautiful rainbows and whale watching each morning and the hot tub is nice if you have lower back problems. No a/c in the unit is the only curveball but tough to beat the location and natural beauty

Maui Beach House
The stay was special to say the least. It was private and the walkable beach was quiet and beautiful. The town of Kihei has everything you need with close stores, restaurants, gas stations and snorkel rental. The house was perfect for our family with a space our child could sleep free of noise from the rest of the house while we were awake so we could enjoy the ocean from the porch and the jacuzzi tub. Would definitely stay again while on Maui!

WOW! Stunning Ocean Views, Large Deck &Luxury Beds
Hands down this is one our favorite AirBnBs. When looking for our ideal family vacation, we looked for proximity to beaches, safety for children (6, 7, and 9), and flexibility to explore. This space really hit all of those needs for us. The place was clean with small touches that made it like home. We had access to paddle boards, surf boards, and body boards. Other small and thoughtful things: beach towels, coolers, outdoor shower, a friendly cat, sand toys, bikes, and lovely porch. We look forward to our next visit.

Pookela Paradise-Newly Renovated, Fantastic Views!
We enjoyed a wonderful week at Mark’s place! The location was great. It was easy to find in the evening after our flight landed. The home was spacious and very clean. It was super welcoming, including fresh flowers on the island! Mark was very responsive with a couple of questions we had. The kitchen had everything we needed, and the beach chairs and cooler were great as we made our way around the island. 10 out of 10 recommend this stay!

Oceanview Home with Private pool and hot tub
Steve’s place is great and he is an excellent communicator and very invested in ensuring his guests have a great experience. We loved watching the sunset from the deck and the pool and game room were both so fun for our family. Lots of pantry staples on hand as well as some yummy snacks to greet us. The location is private and peaceful and we loved all the beautiful Hawaiian plants and geckos in the yard. Thanks for a great stay!

Kula Jewel - Pool, Hot Tub & Awesome Views!
Stunning location and perfectly appointed for our relaxing family visit! We will be back!

2B/2B Cottage/Cozy/Central/Private/Historic town
Emma’s place was perfect. We absolutely loved staying there. It was so easy to get to everything we wanted to see and do, it’s quiet and peaceful at her place and she makes your stay very easy and relaxing. She’s a very responsive host and sent so many great recommendations on local places! I’m so glad we stayed at Emma’s and would again!
Family-friendly home rentals with a pool

Condo-FULL AC-BEACH Kihei Maui
We loved staying in Rebecca's place. The location was perfect, the condo was clean and we'll cared for. Dena stopped by to help us with the internet and she was very friendly and helpful. Our family of 6 for perfectly. They had chairs and pool noodles for us. We used the cooler and boogie boards(3) every day. We'd stay here again and hope to be back someday.

Great Listing and Price!
Mrs. Barbara was very good at giving us her time every time we had a question about something regarding the condominium. The truth is that my family's stay there was very pleasant. Thanks to her being very kind the whole time. This is something very important that I want to mention. I had to return the unit at 11am, but our flight was not until 4:30 and she allowed us to leave our luggage there for a few more hours. I really appreciate this because our luggage was safe the whole time we were gone.

Maui View
Very spacious apartment on a beautiful and peaceful property with amenities. Walking distance to the beach and short drive to other beaches and surf shops. The unit had everything we needed like a full kitchen and beach towels, as well as the washer and dryer which came in really handy. Yuana was super responsive and accommodated our requests and questions!

Newly Remodeled 2 King Beds/Sleeper Sofa! BBQ
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!

Paradise - owned and operated by Maui resident
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! 🤙🏼🌺🌴

Cute one BR ground floor. Long & short term rates
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!

Grand Champions 169 Beautiful 3 BR on the Fairway!
Kanako was amazing and their place was even more amazing. We traveled as a family of five adults and one child and this was the perfect amount of space for all of us. The pools were both great. Walking distance to the shoppes of Wailea, lots of food options, coffee shops and other shops near by. We did have a small issue with the tv that it stopped working completely and kanako resolved the issue almost immediately. It was a fully stocked kitchen that we were able to cook some meals in. It really felt like a home away from home. The place was PERFECT!! We would definitely stay here again and again!!

Tropical Garden near Beach, Romantic Kids Friendly
Very comfortable stay for my family of four (me, husband, kids ages 6 and 9). Lots of beach gear such as umbrellas, chairs, snorkels, sand toys, small cooler, boogie board/body boards, tennis rackets and ball. The patio has so many trees and plants that it feels very secluded and peaceful. The condo was not too far from Safeway for groceries, kitchen was well stocked with pots, pans, utensils, Tupperware. The beach that is within walking distance would probably not be the best one for swimming, but good for a walk. Beaches to swim and play in the water are close driving distance. The condo was clean, spacious, and a good location. I would definitely stay there again.
Quick stats about holiday rentals that are family-friendly in Kaanapali
Total rentals
1.8K properties
Nightly prices starting at
£15 before taxes and fees
Total number of reviews
13K reviews
Pet-friendly rentals
10 properties allow pets
Rentals with a pool
1.8K properties have a pool
Rentals with dedicated workspaces
1.2K properties have a dedicated workspace
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