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Family-friendly vacation rentals in Wailea-Makena

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Wailea-Makena family-friendly rentals

Family-friendly home rentals with a hot tub

Superhost
A coastal scene features rocky shoreline transitioning into gentle waves. Lush greenery and palm trees are visible along the land, contrasting with the blue ocean. The horizon reflects warm light, suggesting a serene atmosphere at sunset. The natural landscape provides a tranquil environment.
Apartment in Kihei
4.83 out of 5 average rating, 249 reviews

Quiet Studio, Great location across from beach

AmandaRating, 5 stars3 weeks ago
The location in Kihei was perfect for our trip to Haleakalā National Park, only a one-hour drive! There were also many beaches and restaurants within walking distance of the condo.
Guest favorite
A scenic beach scene showcases golden sand meeting turquoise waters under a clear blue sky. Lush green shrubbery line the shoreline, with palm trees swaying gently. A distant view of a mountain adds depth to the horizon, creating a tranquil coastal atmosphere.
Condo in Kihei
4.85 out of 5 average rating, 138 reviews

Beautiful Resort Condo w/ AC @ Kam III Beach

SofiaRating, 5 stars2 months ago
Stayed here for the weekend after deciding to extend our trip. Really lucked out! This place is perfectly located — right across / walking distance to Kam III, a great beach, and a short drive to grocery stores, restaurants, and anything you need. The resort area was clean and friendly with a great pool, and the unit feels private and quiet. Didn’t hear anything but birds chirping. Perfect for families or couples. The unit is much bigger than it looks in photos! Super comfortable bed, nice clean shower, lovely lanai, and a huge kitchen stocked with everything you need. Thanks so much Rob, will definitely stay with you again on our next trip!
Top guest favorite
An oceanfront view is captured from the lanai, showcasing gentle waves and a serene coastline. Lush greenery and vibrant landscaping can be seen below, accompanied by swaying palm trees under a clear blue sky. The horizon features distant islands and a calm sea.
Condo in Maalaea
4.96 out of 5 average rating, 129 reviews

Spectacular Oceanfront views!

MarissaRating, 5 stars2 weeks ago
Beautiful space- views and ocean front sounds of crashing waves were amazing. And so much sea turtle activity. Never stayed in a place with such a well stocked kitchen with pans and cooking implements. First rate. Very quiet area and a larger beach for swimming is a couple blocks walk away.
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, 314 reviews

Ocean view studio. 1k ft from water!

JohanaRating, 5 stars1 month ago
Very nice place! It’s right across from the beach and very close to great food. The apartment is very cozy and had AC.
Superhost
A newly remodeled kitchen is displayed, featuring rich wooden cabinets and sleek granite countertops. Stainless steel appliances, including a refrigerator, microwave, and dishwasher, complement the modern design. Glass-front cabinets showcase dishware, while under-cabinet lighting enhances the overall brightness of the space.
Condo in Kihei
4.88 out of 5 average rating, 187 reviews

Remodeled,Ground Level,King Bed,Walk To Beach

TamsenRating, 5 stars3 weeks ago
Really cute and well appointed space. Everything you could want in the kitchen. Bed and linens were very comfortable. I will definitely book again with Ted!
Guest favorite
A person stands in the ocean water, silhouetted against a vibrant sunset with shades of orange and gold. Gentle waves lap at the shore, reflecting the warm colors of the sky, while clouds drift above, adding texture to the scene.
Condo in Kihei
4.89 out of 5 average rating, 133 reviews

Incomparable Maui Sunset condo, includes all taxes

DanRating, 5 stars1 month ago
First and foremost was the excellent, prompt communication with the host. Kyra always responded to any questions, and offered suggestions that encouraged us to explore the beautiful island. The condo itself has everything one would expect, from a very comfortable bed, to a fully equipped kitchen, BBQ's cleaned daily in the beautifully maintained grounds, and a short walk to the beach. Also, with a security guard present, one feels very safe. Definitely recommend!
Guest favorite
A lush, green lawn provides a serene outdoor space with comfortable seating. Framed by tropical foliage, a stunning ocean view is visible in the distance, with gentle waves and palm trees swaying in the breeze. The backdrop features rolling mountains under a clear blue sky.
Condo in Kihei
4.83 out of 5 average rating, 153 reviews

Ocean-view Maui Condo near Beach

JustinRating, 5 stars2 months ago
We really enjoyed our stay at Sam’s condo. It’s in a fantastic location in Kihei and just a few min walk from the beach. The condo is large, well-kept, very well stocked with everything you could need for a short or long stay. It was very quiet and private as well and Sam is very friendly and helpful.
Guest favorite
A serene coastal scene features a palm tree beside gently lapping waves. Inset images showcase a modern kitchen with stainless steel appliances, a pool area, and a beach view, illustrating the condo's amenities and nearby recreational options.
Apartment in Kihei
4.87 out of 5 average rating, 300 reviews

3 minutes walk to the beach 2BR/2BA Top floor

MeganRating, 5 stars2 weeks ago
Mike's place is exactly as described. So close to the beach! He provides all sorts of things like beach chairs, a few beach towels, paddle boards a cooler, etc. Fully stocked kitchen with everything you could imagine that you need. He let us check in early which was a huge help! He's kind and fast on the replies. One thing to note, it can get toasty in the front bed room. He has a big fan which we used to suck in the air and that worked well! I highly recommend his place.

Family- and pet-friendly home rentals

Guest favorite
A spacious bedroom features a large bed dressed in a light blue quilt, complemented by decorative pillows. Two bedside lamps illuminate the room, while sliding glass doors provide views of the surrounding lush greenery and mountains. A decorative tray with cups and flowers rests on the bed.
Condo in Lahaina
4.89 out of 5 average rating, 131 reviews

Beautiful Views~

RebeccaRating, 5 stars4 weeks ago
Beautiful place and area. Right on the beach, which was amazing. Lots of towels, no need to bring your own shampoo, etc. as those are provided. Well stocked kitchen too. Beach chairs, etc. were also provided. Great trip! We will be back!
Guest favorite
An outdoor dining area is presented on a spacious deck, featuring a wooden table surrounded by cushioned chairs. The backdrop reveals a stunning view of the ocean and West Maui, bathed in the warm glow of sunset, while palm trees frame the scene.
Guesthouse in Wailea-Makena
4.97 out of 5 average rating, 89 reviews

WOW! Stunning Ocean Views, Large Deck &Luxury Beds

CarrieRating, 5 stars1 month ago
Has an awesome view with a relatively short walk to the beach. (We actually saw sea turtles there!!) The location was not far from wherever we wanted to go. The beds were comfy (a big plus for us after multiple back surgeries), as was the sectional sofa. Plenty of room for us to hang out. The kitchen was well stocked and having a washer/dryer available was extremely helpful. I may have missed this in the posting, but the first floor is a separate rentable area than the second floor. Luckily no one was in the first floor so we basically had the place to ourselves. We'd definitely stay again and had a wonderful time!!!
Guest favorite
A covered balcony features a round mosaic table surrounded by black mesh chairs. Lush greenery is visible in the foreground, with trees framing the view of distant mountains against a clear sky.
Home in Makawao
4.87 out of 5 average rating, 52 reviews

Pookela Paradise-Newly Renovated, Fantastic Views!

AmberRating, 5 stars3 weeks ago
Our ohana had the best time at Pookela Paradise. Mark was extremely helpful and so much aloha. Our family was well accommodated and was so nice to have a place for us to stay in Makawao. Mahalo again Mark! We will definitely be back
A view from the unit features a private patio area with a round table and four cushioned chairs. Lush green grass and flowering plants enhance the outdoor space, while a peaceful garden area is visible in the distance. Clear skies are seen through the glass door.
Apartment in Kihei
5 out of 5 average rating, 9 reviews

Hale Kamaole Maui's Hidden gem! Lower Condo~

LindaRating, 5 stars3 weeks ago
Beautiful condo, had everything we needed. Well stocked kitchen, condo was clean and comfortable. Air conditioning unit in living room and bedroom kept us cool and comfortable. Great location with park and beach right across the street and walking distance to lots of restaurants and shops. I'll definitely be coming back.
Top guest favorite
An open living area features a comfortable red leather sofa with decorative pillows. A dining table with wooden chairs is set nearby, and a well-equipped kitchen can be seen in the background. Natural light illuminates the space, enhancing its welcoming ambiance.
Home in Lanai City
4.96 out of 5 average rating, 101 reviews

The Artists House

JohnRating, 5 stars2 weeks ago
Jordanne's house was was perfect. Open and comfortable. Fully equipped kitchen. fenced in -making it feel private even out doors. good parking area. waking distance to restaurants or really anywhere in town.
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, 348 reviews

Kula Jewel - Pool, Hot Tub & Awesome Views!

AndreaRating, 5 stars1 day ago
Pamela’s place is amazing! As a host Pamela was very welcoming and gave a great tour of her place. The view is beautiful and the pool and hot tub are perfect! We would definitely stay here again. Thank you Pamela!
Guest favorite
An inviting bedroom features a spacious bed with a patterned blanket. Two framed paintings adorn the light blue walls, and a bedside lamp provides soft illumination. A doorway leads to a bright living area, with natural light visible from additional outdoor access.
Apartment in Wailuku
4.88 out of 5 average rating, 242 reviews

2B/2B Cottage/Cozy/Central/Private/Historic town

RainerRating, 5 stars1 month ago
Clean and easy accom, Emma was easy to deal with. The place was relaxing. Outdoor shower a standout.
Top guest favorite
A comfortable living area features a green sofa with decorative pillows, complemented by a wooden coffee table and matching lamps. A dining space with a table and chairs is visible in the background, alongside a kitchen area with a bright, airy atmosphere enhanced by natural light.
Home in Paia
4.86 out of 5 average rating, 114 reviews

Two Bedroom Paia North Shore Beach House

MaureenRating, 5 stars3 weeks ago
The Turtle House was welcoming, comfortable, and spacious for four adults. Peacefully located between Paia and beautiful beaches, it was a perfect base. We especially enjoyed quiet mornings and lunches on the side porch.

Family-friendly home rentals with a pool

Guest favorite
Two comfortable chairs are positioned on a tiled patio, facing a stunning sunset over the ocean. A small glass table is placed between them, holding two red cups. Lush palm trees frame the view, enhancing the tranquil outdoor space.
Condo in Wailea
5 out of 5 average rating, 59 reviews

Beautiful Ocean Views and Aloha at Wailea Ekolu!

AlexandraRating, 5 stars3 weeks ago
The pictures and description don’t do justice to this amazing place! We had the most wonderful time and our expectations were surpassed! The ocean view is much better in person, the lanai was perfect because our toddler could play outside while we enjoyed relaxing in the lanai! Perfect place and really kid friendly! :)
Guest favorite
A bright living area features a comfortable blue sofa against a wall adorned with framed artwork. A flat-screen TV is mounted nearby, and natural light pours in through sliding glass doors, leading to a small balcony with outdoor seating. Clean, tiled flooring adds to the spacious feel.
Apartment in Kihei
4.83 out of 5 average rating, 187 reviews

Maui View

SelmaRating, 5 stars1 month ago
The place was just as described. It was within walking distance to a really nice beach. The chairs/umbrella for the beach were great and we used them extensively. We really liked that the washer and dryer were in the unit so we had fresh towels when needed. Would definitely come back
Guest favorite
An outdoor area features a stone patio with a pool surrounded by palm trees. Poolside loungers are positioned for relaxation, while a cooking area with a grill is visible. The ocean can be seen in the background under a clear blue sky.
Condo in Wailuku
4.95 out of 5 average rating, 107 reviews

All New Beachy Chic Remodel, Ocean front with AC

KasturiRating, 5 stars1 month ago
The place is amazing, centrally located. View is top notch, we saw turtles from our balcony almost everyday. Leslie was extremely responsive and accommodating.
Guest favorite
A spacious lawn area features several lounge chairs and tables, surrounded by palm trees. Red umbrellas provide shade over some seating, while the ocean is visible in the background. The shoreline is framed by gentle waves under a bright blue sky.
Condo in Kihei
4.87 out of 5 average rating, 405 reviews

Can be 2 Units! Modern On Beach Ocean View Balcony

SarahRating, 5 stars2 weeks ago
Our stay in Kihei was lovely. We enjoyed walking the quiet beach each morning and getting into town was easy from the Airbnb. We did not have any issues with parking on site despite a very late (overnight) arrival. It was a quick trip down from the airport as well.
Top guest favorite
A clear view of a rectangular pool surrounded by palm trees and lounge chairs on a stone patio. The complex buildings, featuring multiple balconies, stand in the background under a bright blue sky. Lush greenery is visible along the pool's perimeter.
Condo in Kihei
4.89 out of 5 average rating, 110 reviews

Cute one BR ground floor. Long & short term rates

MelisaRating, 5 stars1 month ago
Is our second time at Lori’s place and it was amazing, you can walk everywhere (restaurants, beaches), make your own food and beach gear is so convenient to have. I hope to be back soon!
Superhost
Condo in Kihei
4.79 out of 5 average rating, 389 reviews

Tropical Resort Across Beach With Turtles!

LaurenRating, 5 stars2 weeks ago
Wonderful Airbnb! Katie was very responsive, helpful, and kind. It was a plus for us that this place had a washer dryer, because we didn’t want to check bags. Had beach towels, umbrellas, and boogie boards for us to use as well!
Guest favorite
A serene pool area is featured, surrounded by lush greenery and tropical plants. Multiple lounge chairs are positioned around the pool, and colorful umbrellas provide shade. The area is neatly paved, inviting relaxation and leisure in a tranquil environment.
Condo in Kihei
4.83 out of 5 average rating, 229 reviews

Beachy Bright Maui Vista location

StephanieRating, 5 stars1 month ago
The location was perfect! Right in the middle of great restaurants & beaches. Also with comfortable driving distances to other beaches. Mary has in her binder & all throughout the condo, information & instructions- all very helpful. I will definitely book with her again!
Guest favorite
Condo in Kihei
4.78 out of 5 average rating, 260 reviews

Affordable Accommodations in Maui

AmberRating, 5 stars3 weeks ago
My boyfriend and I had such a wonderful stay here! The space was clean and in a great location. Walking distance to shops and great food spots. Elizabeth is very responsive and made the check in and out process very easy! We were even able to get an early check in. Highly recommend this Airbnb to anyone visiting!

Quick stats about vacation rentals that are family-friendly in Wailea-Makena

  • Total rentals

    1K properties

  • Nightly prices starting at

    G$20,908 GYD before taxes and fees

  • Total number of reviews

    25K reviews

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with a pool

    1K properties have a pool

  • Rentals with dedicated workspaces

    590 properties have a dedicated workspace

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