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Family-friendly vacation rentals in Wailea-Makena
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Wailea-Makena
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Wailea-Makena family-friendly rentals
Family-friendly home rentals with a hot tub
![](https://a0.muscache.com/im/pictures/49038148/02a0c474_original.jpg?im_w=720)
Condo in Kihei
4.95 out of 5 average rating, 119 reviewsOceanview and Maui KamaoleI-209
![](https://a0.muscache.com/im/pictures/b2790c95-4f89-4d71-a3fb-d2ca555b1457.jpg?im_w=720)
Condo in Kihei
4.8 out of 5 average rating, 348 reviewsTropical Resort Across Beach With Turtles!
![](https://a0.muscache.com/im/pictures/miso/Hosting-16811007/original/842f206f-2dbf-44e4-8319-17169dfe9038.jpeg?im_w=720)
Rental unit in Kihei
4.88 out of 5 average rating, 102 reviewsWailea Large Ocean View Condo
![](https://a0.muscache.com/im/pictures/dc165030-faa0-4dbd-926e-bfe34c8edeb8.jpg?im_w=720)
Condo in Kihei
4.81 out of 5 average rating, 288 reviewsOcean view studio. 1k ft from water!June $149 m-th
![](https://a0.muscache.com/im/pictures/53846777/2fc4f711_original.jpg?im_w=720)
Condo in Kīhei
4.97 out of 5 average rating, 248 reviewsParadise - owned and operated by Maui resident
![](https://a0.muscache.com/im/pictures/miso/Hosting-1159617/original/5c732994-3dbc-43c7-847f-5cfe16a4e185.jpeg?im_w=720)
Condo in Kihei
4.82 out of 5 average rating, 141 reviewsPalms At Wailea #608-July /Aug.Special
![](https://a0.muscache.com/im/pictures/2084ff3d-6778-4431-97ce-154495fbce12.jpg?im_w=720)
Condo in Kihei
4.81 out of 5 average rating, 117 reviewsUnit B202 - Maui Banyan Kihei
![](https://a0.muscache.com/im/pictures/96f59b56-e337-4525-b3fc-19965c1835b7.jpg?im_w=720)
Condo in Maalaea
4.95 out of 5 average rating, 107 reviewsSpectacular Oceanfront views!
Family- and pet-friendly home rentals
![](https://a0.muscache.com/im/pictures/5c75c185-94e5-403b-ae1e-7475726f1e77.jpg?im_w=720)
Farm stay in Makawao
4.98 out of 5 average rating, 256 reviewsOcean View - Private Cabin
![](https://a0.muscache.com/im/pictures/miso/Hosting-748756/original/00f63885-e5fa-463a-8b8d-b0600303b5e8.jpeg?im_w=720)
Cottage in Maui
4.97 out of 5 average rating, 169 reviews★Haleakala Cottage - PRIVATE HOT TUB, POOL ACCESS
![](https://a0.muscache.com/im/pictures/c873882c-e79f-48b1-bb11-384d0cb7c1f3.jpg?im_w=720)
Home in Haiku-Pauwela
4.9 out of 5 average rating, 183 reviewsSpacious Private 3 BR Home: A/C, WiFi & CBL
![](https://a0.muscache.com/im/pictures/fec65e2b-bd99-4502-9b31-6c0eeb250949.jpg?im_w=720)
Home in Paia
4.85 out of 5 average rating, 108 reviewsTwo Bedroom Green Turtle House Paia/North Shore
![](https://a0.muscache.com/im/pictures/69277479/3732bae5_original.jpg?im_w=720)
Condo in Lahaina
4.88 out of 5 average rating, 123 reviewsBeautiful Views~
![](https://a0.muscache.com/im/pictures/prohost-api/Hosting-29573963/original/071322fa-3481-444d-bca1-c2169e339dba.jpeg?im_w=720)
Home in Wailea-Makena
4.99 out of 5 average rating, 75 reviewsWOW! Stunning Ocean Views, Large Deck &Luxury Beds
![](https://a0.muscache.com/im/pictures/miso/Hosting-16336094/original/754be070-893c-434a-a7f0-1b8188b28d32.jpeg?im_w=720)
Townhouse in Wailea
4.98 out of 5 average rating, 99 reviewsBeautiful Wailea Ekolu Townhouse-Perfect Get-Away
![](https://a0.muscache.com/im/pictures/f237426c-3e23-4208-bba5-7d905728dfd4.jpg?im_w=720)
Home in Lanai City
4.96 out of 5 average rating, 89 reviewsThe Artists House
Family-friendly home rentals with a pool
![](https://a0.muscache.com/im/pictures/95ab3db2-73a8-434c-9716-5f6a3a1b8065.jpg?im_w=720)
Condo in Kihei
4.78 out of 5 average rating, 277 reviewsHale Kamaole Steps To Kam 3
![](https://a0.muscache.com/im/pictures/8de3ec06-1788-4f20-9bbc-321641a5ac42.jpg?im_w=720)
Condo in Wailuku
4.94 out of 5 average rating, 173 reviewsRare Beachfront Ground floor Oceanview from Lanai!
![](https://a0.muscache.com/im/pictures/miso/Hosting-2959153/original/65de57e8-7f93-48f0-82d9-a4f440a1e6ba.jpeg?im_w=720)
Condo in Kihei
4.87 out of 5 average rating, 135 reviews*** Beautiful Oceanfront Maui Condo ***
![](https://a0.muscache.com/im/pictures/miso/Hosting-6834692/original/901b9102-504a-42df-9815-aedeb6e0d2b6.png?im_w=720)
Rental unit in Kihei
4.8 out of 5 average rating, 158 reviewsMaui Vista #2110. Grnd flr! Bedroom AC Unit!
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Condo in Kihei
4.87 out of 5 average rating, 253 reviewsNewly remodeled and close to beaches, shopping!
![](https://a0.muscache.com/im/pictures/miso/Hosting-3677356/original/1ccdd7c5-99d0-4d0a-bbd8-2465e9f7890f.jpeg?im_w=720)
Condo in Wailea
4.85 out of 5 average rating, 108 reviewsFIVE STARS! Wailea Ekolu 702 2bd/2ba Ocean View
![](https://a0.muscache.com/im/pictures/1e1e9960-84a8-456b-af59-749304cee07f.jpg?im_w=720)
Condo in Kihei
4.84 out of 5 average rating, 152 reviewsMaui Kamaole Kihei Wailea Direct Ocean View
![](https://a0.muscache.com/im/pictures/miso/Hosting-13560341/original/c83d95fd-346c-45c3-898c-bbc95437b14b.jpeg?im_w=720)
Condo in Kihei
4.92 out of 5 average rating, 211 reviewsMagnificent remodel with ocean View
Quick stats about vacation rentals that are family-friendly in Wailea-Makena
Total rentals
1K properties
Nightly prices starting at
$100 before taxes and fees
Total number of reviews
22K reviews
Pet-friendly rentals
10 properties allow pets
Rentals with a pool
960 properties have a pool
Rentals with dedicated workspaces
500 properties have a dedicated workspace
Destinations to explore
- Kailua-Kona Vacation rentals
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