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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
The bathroom features a glass-enclosed shower with textured stone tiles and coordinating plush towels neatly arranged on a rack. A modern sink and mirror are positioned above a rich wood vanity, providing a clean and functional space.
Condo in Kihei
4.77 out of 5 average rating, 263 reviews

Condo-FULL AC-BEACH Kihei Maui

JeffRating, 5 stars2 weeks 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 stars3 weeks 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
A kitchen area is presented with light-colored cabinets and countertops. Appliances include a stove, microwave, and refrigerator. The adjacent area leads to a workspace with a chair and a mirror, while the open design offers views of the living space and natural light from nearby windows.
Condo in Kihei
4.81 out of 5 average rating, 310 reviews

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

DanielRating, 5 stars1 week ago
Great studio with nice amenities and easy access to Kihei. Excellent value.
Superhost
A well-lit bathroom features a spacious countertop with a soothing tile pattern. A decorative vase of white orchids adds a touch of elegance. Mirrored surfaces reflect the room's light, while a doorway leads to an adjacent area. Towels are neatly arranged on the wall.
Condo in Kihei
4.91 out of 5 average rating, 137 reviews

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

AimeeRating, 5 stars2 weeks 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, 179 reviews

Maui View

MichelleRating, 5 stars1 week ago
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!
Guest favorite
A well-maintained tennis court is visible, surrounded by lush greenery and set against a backdrop of residential buildings. The court features white lines and a net stretched across the center. Several benches are available nearby for spectators.
Condo in Kihei
4.89 out of 5 average rating, 106 reviews

Cute one BR ground floor. Long & short term rates

LindaRating, 5 stars3 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
A bright bathroom is featured with yellow walls and a large mirror above a spacious sink. A shower curtain with a playful design separates the tub area, which includes a window allowing natural light. Towels and decorative accents are neatly arranged for convenience.
Condo in Kihei
4.79 out of 5 average rating, 381 reviews

Tropical Resort Across Beach With Turtles!

LindseyRating, 5 stars2 weeks ago
Katie is a great host! She was very responsive and the apartment was stocked with all the essentials. Great location! I definitely recommend!
Top guest favorite
A sunlit swimming pool is framed by lush green grass, leading to a well-designed single-story home with a distinct round roof. The expansive landscape stretches in the background, providing a view of the ocean and distant mountains under a clear blue sky.
Home in Kula
4.92 out of 5 average rating, 334 reviews

Kula Jewel - Pool, Hot Tub & Awesome Views!

JuliaRating, 5 stars5 days ago
Stunning location and perfectly appointed for our relaxing family visit! We will be back!

Family-friendly home rentals with air conditioning

Guest favorite
A bright bathroom features beige stone tiled walls and a glass shower enclosure. A white bathtub is located next to a toilet, while a dark granite countertop complements wooden cabinets. Fresh towels are neatly hung on a rack beside a large mirror.
Home in Kihei
4.89 out of 5 average rating, 148 reviews

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

DerekRating, 5 stars1 week ago
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!
Guest favorite
A modern bathroom is presented with a clean white tile shower featuring a glass enclosure. A dark wood vanity holds a sink and mirror, reflecting a bright light fixture above. Soft towels are neatly hung beside the toilet, creating an organized space.
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
The bathroom features a rectangular bathtub with a shower curtain displaying a beach scene. A round mirror is mounted above the sink, which is accompanied by wooden cabinetry and a towel rack. Natural light filters through a window, illuminating the space.
Home in Kihei
4.97 out of 5 average rating, 253 reviews

South Maui Guesthouse

DanRating, 5 stars3 days ago
We’ve been to Maui four times in the past year, and Peter’s place has been by far the best location and value of all our visits. It’s perfectly situated—just 5–15 minutes from what we feel are the best beaches and snorkeling spots on the island. The location easily beats Kaanapali and Napili. The home is well-kept, in a quiet neighborhood just off the main road, so you get peace and privacy without sacrificing convenience. Peter is a kind and respectful host—he gives you your space but is quick to respond if you need anything. I don’t usually leave long reviews, but after staying at so many Airbnbs, I can confidently say: if you’re heading to Maui, this is the place and location you want. 100% satisfied. Thank you, Peter.
Superhost
A modern kitchen is presented with sleek cabinetry and a spacious countertop. Stainless steel appliances, including a microwave and oven, are integrated into the design. A decorative basket sits on the counter, while a rug adds a touch of color and warmth to the floor.
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!
Superhost
A breathtaking sunset over the ocean is displayed, featuring vibrant hues of orange, purple, and blue in the sky. The silhouette of Molokai is visible on the horizon, creating a serene backdrop as light reflects gently on the water's surface.
Apartment in Lahaina
4.84 out of 5 average rating, 118 reviews

Affordable oceanfront 1BR. Stunning view, beaches

KerrynRating, 5 stars2 weeks 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
A sandy beach is filled with sunbathers and beachgoers walking along the shoreline. Gentle waves lap at the sand, while distant mountains are visible against a clear blue sky. Palm trees line the beach, providing a tropical backdrop to the scene.
Condo in Kihei
4.78 out of 5 average rating, 257 reviews

Affordable Accommodations in Maui

DouglasRating, 5 stars2 months 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
A cozy corner showcases a white bookshelf filled with various books and decorative items. A flat-screen television sits on a stand below. A patterned chair adds comfort, and a large window provides natural light, leading to a balcony view.
Condo in Wailuku
4.89 out of 5 average rating, 176 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
Two tennis courts are visible, featuring freshly painted blue and purple surfaces. Surrounding palm trees and colorful buildings create a relaxed atmosphere under a clear blue sky with scattered clouds.
Apartment in Kihei
4.81 out of 5 average rating, 238 reviews

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

MadisonRating, 5 stars1 week ago
My husband and I loved it so much wonderful place would definitely come again

Family-friendly home rentals with a kitchen

Superhost
The view captures a serene oceanfront at sunset, with vibrant colors reflecting on the water. Palm trees sway gently in the background, framing a large pool surrounded by lounge chairs. The well-maintained greenery offers a peaceful setting for relaxation.
Condo in Lahaina
4.96 out of 5 average rating, 119 reviews

Oceanfront Modern & Spacious Condo near Kaanapali

JanelleRating, 5 stars3 weeks ago
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!
Superhost
A private balcony overlooks the ocean, featuring a round dining table with two chairs and a lounge chair. The space is surrounded by a railing and offers a clear view of the water, with distant islands visible under a blue sky.
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
A silhouette of an individual is observed walking along the wet sand at the beach, with gentle waves lapping at the shore. A vibrant sunset paints the sky in shades of orange and pink, reflecting on the ocean's surface, offering a serene coastal view.
Condo in Lahaina
4.94 out of 5 average rating, 109 reviews

Oceanfront condo, Spectacular Sunsets!

JulieRating, 5 stars1 week 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
A charming two-story house is pictured, featuring a distinctive turret and surrounded by lush greenery. Palm trees and vibrant plants enhance the landscape, while a patio area with a dining table is visible. The exterior showcases light yellow siding and white columns.
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
A view from the lanai captures the tranquil beachfront, framed by palm trees and lush greenery. The sparkling blue water stretches across the horizon, while mountains provide a picturesque backdrop under a partly cloudy sky.
Condo in Kihei
4.85 out of 5 average rating, 185 reviews

Kihei Bay Vista #A202- Kalepolepo Beach

PattyRating, 5 stars3 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
An open living space features wooden beams overhead and a stone floor. Light from large sliding glass doors illuminates the room, which includes a wicker chair, a dark wooden dresser, and a comfortable couch adorned with colorful cushions. Lush greenery is visible outside.
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!
Guest favorite
Condo in Kihei
4.92 out of 5 average rating, 63 reviews

Maui Parkshore - Across the street from the beach!

SeanRating, 5 stars4 months ago
This apartment was very clean, well equipped, with an incredible location. Bobbie was very kind, helpful, and prompt. Would recommend and stay again!

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

  • Total rentals

    1.8K 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

    1.8K properties have a pool

  • Rentals with dedicated workspaces

    1.2K properties have a dedicated workspace

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