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Family-friendly vacation rentals in Kaanapali

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Kaanapali family-friendly rentals

Family-friendly home rentals with a pool

Superhost
Condo in Kihei
4.77 out of 5 average rating, 263 reviews

Condo-FULL AC-BEACH Kihei Maui

JeffRating, 5 stars1 week ago
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.
Guest favorite
Bungalow in Kihei
4.93 out of 5 average rating, 131 reviews

Go for an Ocean Swim From a Fun Beach Villa

MariRating, 5 stars1 week ago
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.
Superhost
Condo in Kihei
4.81 out of 5 average rating, 308 reviews

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

BharathiRating, 5 starstoday
Karen, is great host. Her condo is equipped with everything for comfortable stay.
Superhost
Condo in Kihei
4.91 out of 5 average rating, 137 reviews

Sale! Gorgeous 3BR/2BA with Ocean & Sunset views

AimeeRating, 5 stars1 week ago
Great location and beautiful view. Perfect size for family of 6. Would recommend!
Guest favorite
Apartment in Kihei
4.84 out of 5 average rating, 177 reviews

Maui View

JennaRating, 5 stars4 days ago
Everything-you-need accommodations within quick walking distance to the beach. Loved having the extra beach towels and chairs and the in-unit laundry is a huge plus. Can’t wait to be back in Kihei!
Guest favorite
Condo in Kihei
4.89 out of 5 average rating, 106 reviews

Cute one BR ground floor. Long & short term rates

LindaRating, 5 stars2 months ago
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!
Superhost
Condo in Kihei
4.79 out of 5 average rating, 379 reviews

Tropical Resort Across Beach With Turtles!

ChrisnaRating, 5 stars4 months ago
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!
Top guest favorite
Home in Kula
4.92 out of 5 average rating, 333 reviews

Kula Jewel - Pool, Hot Tub & Awesome Views!

EricaRating, 5 stars1 week ago
If you are looking for a first class experience while staying on the island of Maui this is your place! Pamela goes above and beyond to ensure that her guests not only feel at home, but treated. You will find everything you need and more to make your stay one of a kind. Kula jewel is a real treasure! My family will most certainly be back.

Family-friendly home rentals with air conditioning

Guest favorite
Home in Kihei
4.88 out of 5 average rating, 146 reviews

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

KristenRating, 5 stars4 months ago
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.
Guest favorite
Townhouse in Kihei
4.88 out of 5 average rating, 146 reviews

Aloha! Close to beach. Come get your relax on.

MandiRating, 5 stars3 months ago
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!
Top guest favorite
Home in Kihei
4.97 out of 5 average rating, 252 reviews

South Maui Guesthouse

SusanRating, 5 stars1 week ago
Peter’s place is wonderful . An oasis in Maui . All we heard were the singing birds . The kitchen is great as is the spacious living room and 2 bedrooms . Peter was an available host always willing to help while at the same time unobtrusive .
Superhost
Condo in Kihei
4.89 out of 5 average rating, 186 reviews

Newly Remodeled 2 King Beds/Sleeper Sofa! BBQ

MariaRating, 5 stars1 month ago
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!
Guest favorite
Apartment in Lahaina
4.84 out of 5 average rating, 118 reviews

Affordable oceanfront 1BR. Stunning view, beaches

KerrynRating, 5 stars6 days ago
We were so lucky to book this unit. We spent a week here and could not have been happier. The views are incredible. Turtle and whale sightings every day. And let’s not forget the rainbows and awesome sunsets. Just a short 10 min drive to black rock, Napili bay or Kapalua bay with good snorkeling. Was always so good to come back after a long day to have sundowners on the patio. Good coffee and restaurants close by. Don’t hesitate to book this unit. Thank you Don. Mahalo. Maui has a special place in our hearts always
Guest favorite
Condo in Kihei
4.78 out of 5 average rating, 257 reviews

Affordable Accommodations in Maui

DouglasRating, 5 stars1 month ago
We've stayed at several different units at this complex. This was the best. Very clean and well furnished. Great location with very attentive host. Several special touches with everything you need ( even had a well stocked mini fridge)! This unit will be our first choice on future trips
Superhost
Condo in Wailuku
4.89 out of 5 average rating, 175 reviews

Island treasure, Ocean Front Maui

SRating, 5 stars6 months ago
Love Sugar Beach and the condo is a bonus with it’s great view. It’s well-equipped with all the necessary incidentals, making our stay comfortable and convenient. Highly recommend! Thank you Mary Anne and Ames!
Superhost
Apartment in Kihei
4.81 out of 5 average rating, 237 reviews

*Last Minute Deal!* Centrally Maui's Best Beaches

PilarRating, 5 stars1 month ago
The apartment was clean and cozy, we had a nice stay, very good and easy communication with Victoria and the location was great. The beach gear available was a plus. Thanks!

Family-friendly home rentals with a kitchen

Superhost
Condo in Wailuku
4.88 out of 5 average rating, 52 reviews

Great Listing and Price!

CuauhtemocRating, 5 stars3 months ago
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.
Superhost
Condo in Kihei
4.82 out of 5 average rating, 140 reviews

My Maui Beach Condo #3318

RickiRating, 5 stars1 month ago
Great place - will stay again. Complex is nice, quiet and very cleaen. BBQs, small pool. Parking is easy. Walk across to beach and sunset :)
Guest favorite
Condo in Lahaina
4.94 out of 5 average rating, 108 reviews

Oceanfront condo, Spectacular Sunsets!

JulieRating, 5 stars5 days ago
We loved staying here. The view and the sunsets were spectacular. We even saw whales from the lanai the first day we were there. The kitchen was well appointed for cooking - we appreciated as we made breakfast every morning. The only slight downside was the bedroom window (which needs to be open for the breeze) is right by the elevator. The complex has quiet hours which were pretty well followed but we were woken up several times over our stay by people talking right outside the bedroom window late at night or early morning (5:30 am or so). But we would definitely stay here again, just be aware if you are a light sleeper.
Superhost
Apartment in Paia
4.8 out of 5 average rating, 138 reviews

Villa Parthenope in Paia bnb #1 *****

ShantanuRating, 5 stars15 months ago
Manolo is a very helpful and proactive host. He made sure that we were okay and had everything we needed. House is pretty, with a beautiful yard. Manolo has snorkeling equipment, flippers, boogie boards, etc. House is close to the restaurants of Paia Bay (10 min walking), which is great because parking is always a problem in Maui.
Superhost
Condo in Kihei
4.85 out of 5 average rating, 185 reviews

Kihei Bay Vista #A202- Kalepolepo Beach

PattyRating, 5 stars2 weeks ago
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.
Superhost
Cottage in Lahaina
4.8 out of 5 average rating, 40 reviews

Kaanapali Cottage ICC24 ocean view- House for rent

ChiraagRating, 5 stars21 months ago
We loved the cottage. It was the perfect for our family. It is towards the back of the whole property and right up against the golf course, so it was very private with PHENOMENAL views. My daughter enjoyed walking the property and picking up rogue golf balls. The layout of the bedrooms is a little strange with two stacked right next to each other and one only having shutters to the rest of the space, but it still served us well. We loved that there was a living room that opened into the kitchen and dining room. My in laws loved having their morning coffee on the lanai. The AC worked great, the only downside is that the AC is not vented into the dining area, but not a deal breaker. When we first arrived (earlier than expected), the AC unit display was not working, but the on island property manager was quick to respond and had someone out to fix asap was just a dead battery. Would HIGHLY recommend, and will stay again if we are on the West Coast. Pools were EMACULATE and great to use!
Superhost
Condo in Kihei
4.87 out of 5 average rating, 15 reviews

Elua Village Contemporary 2bd+2ba Oceanview

ChrisRating, 5 stars3 weeks ago
Stayed with my wife and 2 daughters. We loved the place! Beautiful view of the ocean, and very well kept. There were beach chairs and a pull cart that made it easy walking to and from the beach (only about a 5 min walk). Would definitely stay again!
Guest favorite
Apartment in Kihei
4.76 out of 5 average rating, 62 reviews

Koa Resort 1F 4 Bedrm,3ba 1800sf townhome

ClaireRating, 5 stars1 month ago
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.

Quick stats about vacation rentals that are family-friendly in Kaanapali

  • Total rentals

    1.8K properties

  • Nightly prices starting at

    $20 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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