
Family-friendly vacation rentals in Kaanapali
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Top-rated family-friendly rentals in Kaanapali
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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
The place is wonderful and fully stocked with things needed for cooking. We whale watched from patio and pool area. The beach is all rock and no swimming there. You are on a busy road slow speed limits but may be unsafe for families with kids. We walked some but did get ubers and lyft mostly. Don’t rent a car as very expensive.

Cajudoy's Hale - STKM 2O13-OO18/TA-081-709-8752-01
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.

Kihei Bay Vista #A202- Kalepolepo Beach
We loved it, and feel it was accurately portrayed. Our only big issue was made by God, but should have been noted either insight or in the arrival information. We experienced a high winds, flash flood filled night, which filled our rental with water and mud, and the entire area with inches and feet in some places of mud. Here is why it should noted: Two separate tenants told us they had lost 3 cars from this happening. That is 6 cars. And the Fast Towing driver said yep, they get hit every time. Had I known in advance it was a possibility, I would have parked somewhere not in harms way. The reason for all the mud is the construction directly behind the Kihei Bay Vista area, which is only in the acres of dirt phase. That’s why we were hit so hard. And all the mud was deposited. The residents were all so quick to start shoveling walkways for everyone. And you could tell why it is suck a beautiful place, they care and take pride in everything. The pool pictures don’t do it justice!

Sale! Gorgeous 3BR/2BA with Ocean & Sunset views
Heather’s condo was a great place for the family to stay at. It was close to the beach and shopping area. When I had to get a hold of Heather to answer a question for me she was very responsive and everything was taken care of. Will definitely visit again!

Ocean view studio. 1k ft from water!June $149 m-th
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!

Tranquil Kihei 2 Bedroom Condo
This lovely condo was just as described. Quiet, clean, spacious, with all of the amenities. Beds were comfy, shower was great, and Tamsen supplied all of the beach toys we needed... chairs, umbrellas, and beach towels. We were across the street from beach and sunsets. And next door to many delicious restaurants. We'd definitely stay again!

Tropical Resort Across Beach With Turtles!
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!

Maui Banyan - Remodeled Studio Across from Kamaole
We really loved staying here. Beach access across the street, walkable to restaurants, centrally located. It was also great to have the beach chairs, umbrella, and cooler for beach trips.
Family- and pet-friendly home rentals

Beautiful Views~
We thoroughly enjoyed our stay here. There were 3 of us and the configuration worked out beautifully. We had everything we needed and the kitchen was great for us. We were able to walk, take the trolley or Uber everywhere we went. The beach here is beautiful. The view was amazing and we would def stay here again.

Beautiful Wailea Ekolu Townhouse-Perfect Get-Away
Excellent location close to dining options, markets, and a shopping center. We were in Maui to celebrate my nephew's wedding. I booked an Airbnb for my son's family of 3 and my own family of 3 to save money by preparing our own meals. Upon arrival, Ken informed me that the air conditioning was not functioning. Due to the high temperature and the kitchen being upstairs, we ended up eating out most of the time. Despite Ken offering a small discount, it did not cover our dining expenses. The house was uncomfortably warm. However, if I return to Maui, I will consider staying in the same place, hopefully with better air conditioning.

WOW! Stunning Ocean Views, Large Deck &Luxury Beds
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!

Oceanview Home with Private pool and hot tub
Loved this house!!! Amazing views from the patio and lanai, would 100% stay here again!!! Steve was very responsive to all of our questions. Mahalo!

Kula Jewel - Pool, Hot Tub & Awesome Views!
Great location, everything in the home is brand new and clean. The pool and hot tub was very nice. Great view of the sunset.

2B/2B Cottage/Cozy/Central/Private/Historic town
The guesthouse was perfect for our family of 4 (2 adults, 2 teens) after arriving from an evening flight. Check in was easy and everything was as described. We didn’t use the kitchen amenities since we stayed just one night, so I cannot comment on the kitchen set-up. Beds were comfortable and bathrooms were nice and clean. The guest house is walkable to nice coffee shops, breakfast and more. It is a very short (less than a couple miles from Iao Valley State Monument) so that was a nice way to start the morning. Host was very responsive and all directions were really clear. Guesthouse was clean and comfortable, a little on the pricier side for the stay/value, but higher prices are to be expected in Hawaii.

Two Bedroom Paia North Shore Beach House
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.
Family-friendly home rentals with a pool

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.

Go for an Ocean Swim From a Fun Beach Villa
We really loved our stay here. the villa itself was perfect and super clean, had everything we needed, and the area and pool were great. really peaceful place, exactly what we needed. excellent hosts, respond quickly and very helpful. Location is great, close to amazing beaches and walking distance to amazing food. we travelled all over Maui and this was our favourite place of all. perfect for exploring Kihei and surroundings Next time we come to Maui, we are coming straight back here. Highly recommend!

Maui Vista
Clean & Simple! Everything you need for a comfortable stay. The location could not be any better, perfect walking distance from Kihei night life and multiple beach fronts to choose from!

Newly Remodeled 2 King Beds/Sleeper Sofa! BBQ
Great location, very close to the ocean, and just as described. Perfect for what we were looking for!

Sea Views entire 1 Bedroom Apartment Poolside
We had a great stay here and it’s right across from Kihei Kalama beach, a fabulous beach, super family friendly. The bed is very comfortable and the condo is spacious and had everything that we needed. The parking is very easy as well. We would definitely stay here again.

Paradise - owned and operated by Maui resident
Perfect location, just a short walk to the beach and quick drives to great restaurants. Yvonne and William were incredibly welcoming and made our stay even more enjoyable. The condo was spotless and had all the amenities and utensils we needed. The balcony views were absolutely stunning!

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!

Panoramic Views right on a Sandy Swimmable Beach
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.
Quick stats about vacation rentals that are family-friendly in Kaanapali
Total rentals
1.7K properties
Nightly prices starting at
ﺩ.ﺇ73 before taxes and fees
Total number of reviews
13K reviews
Pet-friendly rentals
10 properties allow pets
Rentals with a pool
1.7K properties have a pool
Rentals with dedicated workspaces
1K properties have a dedicated workspace
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