Kid-friendly holiday rentals in Wailea, Wailea-Makena

Find and book unique family-friendly rentals on Airbnb

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Popular amenities for Wailea, Wailea-Makena family-friendly rentals

Kid-friendly house rentals

Guest favourite
Home in Kihei
4.88 out of 5 average rating, 154 reviews

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

JennyRating, 5 stars3 weeks ago
It was a great home. It was in a central location to get to all the places we wanted to visit. We loved to just walk around the area, great food, great shopping nearby!!
Top guest favourite
Home in Wailea
4.98 out of 5 average rating, 113 reviews

Mana Hale Vacation Rental

MadelonRating, 5 stars2 months ago
This home is extremely well equipped with everything you may need. Kitchen tools, speaker to play music, beach gear and towels, it's all there. The house has a beautiful garden and it's a quiet neighborhood. Cassie is very responsive and flexible. She gave us some great recommendations in the area. The location of the house is very convenient, centrally located on the island. Beds are comfortable and so is the living room. If we come back to Maui we will stay here again!
Top guest favourite
Home in Wailea
4.97 out of 5 average rating, 256 reviews

South Maui Guesthouse

NanRating, 5 stars1 week ago
This house is located in a quiet and safe neighborhood, with easy access to major destinations on the island. k Kitchen is fully stocked and bathroom is clean. The retractable roof shade is really nice! The host is friendly and nice to communicate. Hope to be back sometime in the future. Thank you so much for the accomodation!
Top guest favourite
Home in Kihei
4.97 out of 5 average rating, 151 reviews

12 Minute Walk Kamaole Beach II-Quiet Private Easy

HarutRating, 5 stars2 months ago
Scott was a helpful and very friendly host. He gave us a ton of tips and guides on what to do in Maui. His place is so close to the beach that it is highly recommended to walk to the beach early in the morning, around 6am, to get the most out of his location. His place was spotless and clean, with no issues. He has all the kitchen items you needed if you wanted to make a quick breakfast before heading out to the road to Hana, or to the national park! He is such a great host and I will be going back to him when I visit Maui again in the near future. As always, please start your mornings early! Around 6/7am the latest, because Maui is incredible during the early mornings. Scott has a ton of recommendations so he will help you with any advice that you need to really make the most out of your Maui trip. 5/5 stars for Scott and for Scott’s Airbnb. Thank you for making our trip memorable. See you soon!
Guest favourite
Home in Haiku
4.9 out of 5 average rating, 184 reviews

Perfect Haiku Location! Very Clean 3 bedroom

AlexandraRating, 5 stars2 days ago
We were visiting Maui for my sister's wedding. My family and I stayed at Ally's place for a week and felt very comfortable and at home! This spot in Haiku is a cute, quiet neighborhood and it felt good to be away from the hustle and bustle. The best part was the outdoor shower and they sounds of all the crickets, lizards, and birds at night.
Top guest favourite
Home in Paia
4.93 out of 5 average rating, 168 reviews

PAIA HALE Walk to beach and town

OliviaRating, 5 stars1 month ago
Our stay at Jacque’s place was perfect! The house was in a convenient location to all the things we were doing! Jacque was a great host and very accommodating for our arrival and departure times as well as responsive! The house was clean and cozy and had everything we needed (:
Superhost
Home in Kaanapali
4.88 out of 5 average rating, 109 reviews

#1 Kaanapali Beach Modern Condo C101 Maui Eldorado

JesseRating, 5 stars8 months ago
Very beautiful location to stay at in Kaanapali! Has a gym with just enough equipment, grills and pools, and an included private golf cart upon request to the beautiful Kaanapali beaches. Also towel service available until 5:30pm! So wonderful! AC and other amenities were great, did not have a single issue or complaint my entire stay here. Had a great time here, will hopefully be back!!!
Top guest favourite
Home in Lahaina
4.94 out of 5 average rating, 580 reviews

Maui direct ocean front . Super private

LailaRating, 5 stars2 weeks ago
Choosing to stay at Jay’s place over a hotel was the best decision we made. The view alone is absolutely worth it but the whole interaction with Jay was what was great too. He is helpful, responsive and easy to talk to. The airbnb is perfect for a couple, it has great amenities. The location is pretty good to travel around too. I would absolutely book again.

Family-friendly apartment rentals

Guest favourite
Flat in Kihei
4.92 out of 5 average rating, 142 reviews

100 steps from the beach! Tranquil Seaside Oasis

DemetriRating, 5 stars2 weeks ago
Amazing place, location, and host! Enjoyed my stay, was close to everything and walking distance from the beach
Guest favourite
Flat in Kihei
4.91 out of 5 average rating, 130 reviews

Sugar Beach Resort #532 - Maui HI

RachelRating, 5 stars3 weeks ago
We came here for our 20th anniversary. The views and beach are unparalleled. It is a more private setting and not walkable to downtown Kihei. This was perfect for us because we just wanted a chill place to be. It is still very accessible to the entire island and Kihei is really easy to get to. We will absolutely stay here again when we come back to Maui!
Guest favourite
Flat in Wailea
4.94 out of 5 average rating, 133 reviews

Ocean Views Newly Remodeled

kimRating, 5 stars1 week ago
We loved our stay in this condo and Melissa was a wonderful host! She was kind, responsive, and helped us with all of the questions we had before and during our stay. We would definitely stay here again!
Guest favourite
Flat in Kihei
4.98 out of 5 average rating, 146 reviews

Next to Beach, Foods & Shops - Updated w/ View!

RachelRating, 5 stars1 day ago
Both beds were extremely comfortable. The location couldn’t have been more perfect just steps away from Kam II beach and walking distance to restaurants and shopping. Everything was perfect for our short 2 night stay and we would definitely stay here again!
Guest favourite
Flat in Kihei
4.92 out of 5 average rating, 114 reviews

Super Discount Rates at our Oceanfront Penthouse!

AndrewRating, 5 stars3 weeks ago
We enjoyed our time in Kihei. It’s centrally located, has great parking and is perfect for relaxation. You look right out on the ocean, have direct beach access, and lots of restaurants nearby. We would stay here again.
Top guest favourite
Flat in Kihei
4.9 out of 5 average rating, 110 reviews

Charley's Hideaway (Oceanfront)

HannahRating, 5 stars2 months ago
Derrick was so friendly and his place was just 30 seconds from the beach! He was generous with beach gear (chairs, boogie boards) and was happy to give recommendations and teach us about the local plants and animals. We will definitely be coming back!
Guest favourite
Flat in Kihei
4.89 out of 5 average rating, 149 reviews

OCEANFRONT, Prestigiously REMODELED Chic Condo**

CaryRating, 5 stars1 month ago
The condo was even better than what the pictures showed. Very generously supplied with more than just basic essentials. Loved the Keto that very much follows our lifestyle. The beds are extremely comfortable.
Top guest favourite
Flat in Wailea
4.95 out of 5 average rating, 130 reviews

Wailea Couples Retreat, 300 FT To Keawakapu Beach

MorganRating, 5 stars1 month ago
We feel incredibly lucky that we found this place! Kihei / Wailea area is the place to be. Complex felt safe and was very private which we loved. Cannot beat how close you are to the beach. A great beach, at that! The pavilion / pool area was such a nice add on. Place was clean and super cute. Host was super accommodating and responsive. Absolutely no notes. We will be back to Maui and I have 0 question as to where we’ll be staying. Thanks, Laura!

Family-friendly apartment rentals

Guest favourite
Apartment in Wailea
4.95 out of 5 average rating, 65 reviews

Gem near Keawakapu Beach - Privacy and Ocean Views

DrewRating, 5 stars1 month ago
Amazing spot and stay
Guest favourite
Apartment in Wailea
5 out of 5 average rating, 56 reviews

Ohe'o || Wailea Ekahi Unit 28B || Lowered Rates

JeanRating, 5 stars1 month ago
This condo worked well for us. We were traveling with family who had rented other units in this complex. We liked ours best, due to its updated/well-stocked kitchen, paper/toiletry supplies, two bathrooms, wide lanai, convenient parking, comfortable bed, generous square footage, and beach/snorkeling gear. We enjoyed the absolute quiet (this unit is away from the road), but found lots to do, especially in the excellent main pool area and on the relatively-wide beach, with easy snorkeling and walking options (Wailea luxury resorts to the left; natural beauty to the right). If you're looking for family-friendly green space and don't mind a longish walk to the main pool/beach, consider this property. If you have mobility issues that make walking difficult or need onsite restaurants, high-end furnishings and spa-like baths, you might not be happy here. We found it very comfortable. It was evident to us that Jazlyn has put a lot of thought into meeting her guests' needs. Highly recommend.
Guest favourite
Apartment in Wailea
5 out of 5 average rating, 59 reviews

Beautiful Ocean Views and Aloha at Wailea Ekolu!

AlexandraRating, 5 stars2 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! :)
Top guest favourite
Apartment in Wailea
4.9 out of 5 average rating, 58 reviews

21A Grand Champions 1 Bed - Ulua & Mokapu beaches

NicoleRating, 5 stars1 month ago
Absolutely recommend Fiona’s place! Fiona as a host was responsive and very welcoming, and her Airbnb was perfect. Amazing location, well stocked with all beach supplies, and comfortable. We would stay here again in a heartbeat.
Guest favourite
Apartment in Wailea
4.98 out of 5 average rating, 86 reviews

Maui Retreat Ekahi 50F -All YOU Need! 10% OFF WEEK

JenniferRating, 5 stars1 month ago
We’ve stayed in this complex a few times before and keep coming back because we always love it! Debra’s place is one of the best equipped ones we’ve stayed in! Kitchen made it easy to cook and beach equipment was appreciated. Being a second floor unit with high ceilings means it takes a while to cool down. Only one thing that could be improved: If you’re a person who likes to sleep with the ceiling fan on, the bedroom has one, but it really needs to be replaced — it’s very noisy (the one in the living room is silent in comparison). After a couple of nights with the noisy fan, we chose to keep it off and were reasonably comfortable with the AC unit. Otherwise we would stay again!
Top guest favourite
Apartment in Wailea
5 out of 5 average rating, 5 reviews

Wailea Ekahi Village | 12B

EddieRating, 5 stars7 months ago
Great location with a view of the water though not necessarily the beach. The place has recently been updated and would be great for a couple. We liked the shaded patio and the cold AC. Ice machine worked well too in the fridge though as this is a studio I recommend you turn it off before going to bed. We didn’t cook at all but everything was there (except salt and pepper). Beach chairs were also provided and towels of course. Washer and dryer were newer and clean. We didn’ use them much. Lighting in the unit was nice, with dimmers throughout. This was useful when waking up or going to bed. A nice comfort addition that we appreciated. It’s a 4 minute walk to the beach and the pavilion. We went in October and the pool and beach were not too busy and the people were respectful. It was quiet and peaceful. The pool house is a great location to have a coffee or a beer at and watch sunset or listen to the waves. We would recommend this place. Great value and location.
Top guest favourite
Apartment in Wailea
4.96 out of 5 average rating, 76 reviews

Modern Renovated Palms at Wailea Condo!

FranziskaRating, 5 stars3 weeks ago
The condo featured everything we could hope for to enjoy the beaches and our vacation with a baby including full kitchen equipment, various baby chairs, toys, a bathtub and beach equipment (umbrellas, beach chairs, boogie boards, beachwaggon...). We really liked the interior design, it made us feel more at home.
Guest favourite
Apartment in Wailea
4.95 out of 5 average rating, 59 reviews

Wailea Hidden Gem

BrandonRating, 5 stars3 weeks ago
We had a wonderful stay here for our daughter’s 1st birthday adventure! The place was perfect for our family of three. It was beautiful with an incredible amount of natural light. The place was super clean, and equipped with everything we needed, including a pack-and-play and a high chair for our baby girl. It was a great place to cool down and relax after days out exploring, and the location made it easy to get around. The home had everything we could have asked for and more. We had a great time making memories.

Quick stats about holiday rentals that are kid-friendly in Wailea, Wailea-Makena

  • Total rentals

    130 properties

  • Nightly prices starting at

    $129 SGD before taxes and fees

  • Total number of reviews

    7.5K reviews

  • Family-friendly rentals

    70 properties are a good fit for families

  • Rentals with a pool

    120 properties have a pool

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

Destinations to explore

  1. Airbnb
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  3. Hawaii
  4. Maui County
  5. Wailea-Makena
  6. Wailea
  7. Family-friendly rentals