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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

Top guest favourite
Home in Kihei
4.98 out of 5 average rating, 113 reviews

Mana Hale Vacation Rental

MadelonRating, 5 stars1 month 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!
Guest favourite
Home in Kihei
4.88 out of 5 average rating, 149 reviews

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

DerekRating, 5 stars1 month 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!
Top guest favourite
Home in Kihei
4.97 out of 5 average rating, 254 reviews

South Maui Guesthouse

DanRating, 5 stars2 weeks 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.
Top guest favourite
Home in Kihei
4.97 out of 5 average rating, 151 reviews

12 Minute Walk to Kam Beach II-Quiet Private Easy

HarutRating, 5 stars1 month 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!
Top guest favourite
Home in Paia
4.93 out of 5 average rating, 166 reviews

PAIA HALE Walk to beach and town

JustineRating, 5 stars1 week ago
Nothing but great things to say about this Airbnb. Clean, safe, comfortable, walkable, convenient, good wifi, air conditioning and fans, it was one of the best airbnbs I’ve stayed at. Friendly and easy to communicate with hosts. I really enjoyed my time here and can’t wait to return soon, thank you!
Superhost
Home in Wailuku
4.79 out of 5 average rating, 66 reviews

3B2B w/HotTub FamilyComfort HawaiianaCharm Central

AllieRating, 5 stars2 weeks ago
We had a wonderful stay! The house was exactly as pictured and in a great location, making it easy to get around and explore the area. The outdoor space exceeded our expectations and was a perfect spot to relax. Our host was incredibly responsive and provided lots of helpful recommendations throughout our stay. She even went above and beyond by giving me a call to check in after I mentioned a minor issue (which was completely out of her control). Overall, a fantastic experience — we would definitely stay here again!
Top guest favourite
Home in Paia
4.86 out of 5 average rating, 113 reviews

Two Bedroom Paia North Shore Beach House

MarkRating, 5 stars1 week ago
Toni's place was great and she is an excellent host. Super responsive and helpful.
Guest favourite
Home in Paia
4.89 out of 5 average rating, 163 reviews

Villa Parthenope in Paia bnb #3 *****

MaryRating, 5 stars3 months ago
Manolo is such a hospitable host and was a pleasure to meet upon our arrival. We loved his passion and care for his home and appreciated all the local restaurant recommendations. The home is beautiful itself with lush landscaping and I loved relaxing in the courtyard each afternoon. The walk into town is super easy and quick! You can also keep going and walk to the beach if you’d like, or all the beaches in the area are a very short drive and we found parking to be a breeze. Highly recommend staying here!

Family-friendly apartment rentals

Guest favourite
Flat in Kihei
4.91 out of 5 average rating, 174 reviews

Stunning Luxury Oceanview Condo

SaraRating, 5 stars4 weeks ago
We loved our stay! The view is unbeatable and the tiki torches at night add to the ambiance. The place is clean, great location, and had all we needed. Many thanks to John for hosting us!
Superhost
Flat in Kihei
4.91 out of 5 average rating, 111 reviews

Kauhale Makai - Oceanfront Property

AlfredoRating, 5 stars2 months ago
Very nice property, clean and very well located.
Superhost
Flat in Paia
4.74 out of 5 average rating, 528 reviews

Kuau Surf North shore Maui Locally-Owned

CharlotteRating, 5 stars1 month ago
Perfect stay for us. large apartment with all amenities needed and great location
Guest favourite
Flat in Kihei
4.84 out of 5 average rating, 182 reviews

Maui View

RettaRating, 5 stars5 days ago
Yuana’s place was perfect for what we were looking for. It was a great location, private, and very comfortable. We would definitely stay here again.
Superhost
Flat in Kihei
4.78 out of 5 average rating, 179 reviews

Vintage Beachfront Studio

JimRating, 5 stars1 month ago
The OG of Airbnb, Derrick's place is unique, fun and close to everything you need for your trip to Maui. If you are looking for accommodations beyond the cookie cutter condo then this is it. Derrick was available in person and by text and was a very gracious host. We highly recommend staying here and look forward to returning to this little slice of paradise.
Superhost
Flat in Kihei
4.72 out of 5 average rating, 256 reviews

Best Location Across Best Beach! New AC throughout

LaurenRating, 5 stars3 weeks ago
Amazing trip. Beautiful condo in a great location. Well maintained home and property. Host was very responsive and easy to communicate with. Condo was clean and very comfortable. Look forward to coming back again soon, Mahalo!
Superhost
Flat in Kihei
4.8 out of 5 average rating, 168 reviews

Maui Vista #2110. Ground flr! Bdrm AC! Near beach!

RobinRating, 5 stars4 months ago
Brie's AirBnB was the perfect mini vacation for us and our children. Highlights: We enjoyed going out the back patio to the private pool on the property. The AirBnB is on the ground floor which also made it easier to come and go. But the main part is we ALL felt at home. Plenty food places to go to. We went to Nalu's and Kihei Caffe :) We are so very grateful synchronicity brought us to Brie's Airbnb. Mahalo for the last-minute booking!
Top guest favourite
Flat in Kihei
4.94 out of 5 average rating, 269 reviews

Spring Special - One Bedroom, Closest to beach!

AndrewRating, 5 stars1 month ago
Lovely space to make a home base while seeing the islands. Conveniently located next to the beach and a bunch of bars and restaurants.

Family-friendly apartment rentals

Superhost
Apartment in Kihei
4.77 out of 5 average rating, 267 reviews

Condo-FULL AC-BEACH Kihei Maui

ElenaRating, 5 stars2 weeks ago
We had such great time during our short stay. The listing was just as described, with all the beach amenities provided, towels, chairs umbrella, etc. The location was right off the beach, yet very quiet during the night. Highly recommend staying here.
Guest favourite
Apartment in Kihei
4.91 out of 5 average rating, 151 reviews

Beach Area Condo

ManojRating, 5 stars1 month ago
Karen is an excellent Host. The Apartment is perfect, modern, great location, well equipped, there are plenty of restaurants in walking distance but yet the Apartment is in a peaceful location. There is a beautiful beach literally minutes away. Can't wait to come back.
Guest favourite
Apartment in Wailuku
4.98 out of 5 average rating, 106 reviews

Cozy Oceanfront Retreat - Work Space, Pool Access

GabrielaRating, 5 stars2 months ago
I don't even know where to begin. This property that we stayed at was probably the best Airbnb my family and I have ever stayed at. This place had everything you can ever think you need and even more. I'm talking. They even provided like 7 or 8 beach chairs and a beach Umbrella. a cooler for us to be able to take on our beach trips with food in it, they had ice packs, anything you can think of to cook and bake! This house was better stocked than my own house! lol And the location was just beyond amazing. The view was beautiful!!! And every evening the turtles would come up to the shore where our condo was at!!!! it even had steps that led into the water. I mean, I was mind blown by this place!!! it was worth every penny!! the description was very accurate! and it was such a clean place. They also provided us with a full laundry detergent. it really made our experience so comfortable in maui, and it was so close to the airport and to the walmart and the costco! 10/10! loved this place!
Superhost
Apartment in Kihei
4.88 out of 5 average rating, 180 reviews

Pacific Shores across street from Kama'ole Beach I

KristaRating, 5 stars1 month ago
Our family of 5 had the most comfortable stay here! Really appreciated the beach chairs and toys available - since the beach was within walking distance, we were there any time we had a free moment! The location could not be beat. We were less than a 5 minute drive to our surf lessons, Foodland, and the Kihei food trucks. Kihei Caffe is right next door! The beds and pillows are super comfy and we had the best sleep we’ve had in an Airbnb. Felt right at home.
Top guest favourite
Apartment in Kihei
4.92 out of 5 average rating, 167 reviews

KOA RESORT LUXURY CONDO - AS SEEN ON HGTV

MarthaRating, 5 stars2 weeks ago
We loved staying here! The house was very comfortable, affordable and close to all our activities. The beach was nearby and the house had enough chairs, beach blankets and umbrellas for my family of four. The kitchen was great, down to the rice cooker and spices. We loved the pool which was 9ft, which we loved though also had a shallow end for the kiddos. Near great restaurants, activities, supermarkets, various beach entry areas and not far from a spa if you want to splurge.
Superhost
Apartment in Kihei
4.8 out of 5 average rating, 179 reviews

Luxury 2bd2bth Kihei Maui Condo Across from Beach

RonaldRating, 5 stars1 month ago
verry nice place and close to beach to watch the sunset👍
Superhost
Apartment in Kihei
4.86 out of 5 average rating, 121 reviews

Great 2br/2bath - Easy Walk to Best Beaches

StephanieRating, 5 stars3 weeks ago
It was a perfect place for our family of 4. The second bedroom was perfect with the 2 beds for our kids. Our family would go to the beach in the morning, pool in the afternoon and evening. It was great! We can't wait to book again!
Top guest favourite
Apartment in Kihei
4.91 out of 5 average rating, 132 reviews

Stylish Maui Condo Maui Vista

VanessaRating, 5 stars2 weeks ago
Lori’s condo is in a fantastic location and had everything you could think of to enjoy our vacation! My family loved being minutes away from the beach, restaurants/food trucks, and local shops. We would absolutely stay here again when we return to Maui! Mahalo!

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

  • Total rentals

    130 properties

  • Nightly prices starting at

    £75 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