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
Home in Kihei
4.88 out of 5 average rating, 142 reviewsCajudoy's Hale - STKM 2O13-OO18/TA-081-709-8752-01
Townhouse in Kihei
4.8 out of 5 average rating, 313 reviewsKihei Bay Surf #149 / HI Taxes included in price
Condo in Kihei
4.93 out of 5 average rating, 136 reviewsExpansive Ocean View!
Condo in Kihei
4.88 out of 5 average rating, 238 reviewsLuxury with a view at a reasonable price
Condo in Maalaea
4.96 out of 5 average rating, 118 reviewsSpectacular Oceanfront views!
Condo in Kihei
4.88 out of 5 average rating, 177 reviewsRemodeled,Ground Level,King Bed,Walk To Beach
Rental unit in Kihei
4.9 out of 5 average rating, 117 reviewsSugar Beach Resort #532 - Maui HI - Big Discount!
Condo in Kihei
4.79 out of 5 average rating, 368 reviewsTropical Resort Across Beach With Turtles!
Family- and pet-friendly home rentals
Condo in Lahaina
4.88 out of 5 average rating, 125 reviewsBeautiful Views~
Home in Makawao
4.84 out of 5 average rating, 44 reviewsPookela Paradise-Newly Renovated, Fantastic Views!
Home in Wailea-Makena
4.99 out of 5 average rating, 82 reviewsWOW! Stunning Ocean Views, Large Deck &Luxury Beds
Rental unit in Lahaina
5 out of 5 average rating, 4 reviewsMaui Westin Kaanapali Ocean Resort Studio
Home in Kihei
4.92 out of 5 average rating, 25 reviewsOceanview Home with Private pool and hot tub
Home in Lanai City
4.96 out of 5 average rating, 95 reviewsThe Artists House
Home in Lahaina
4.56 out of 5 average rating, 88 reviewsWalk to Front St., ALOHA CABANA, "PEOPLES CHOICE"
Home in Paia
4.85 out of 5 average rating, 110 reviewsTwo Bedroom Paia North Shore Beach House
Family-friendly home rentals with a pool
Rental unit in Kihei
4.91 out of 5 average rating, 270 reviewsOcean View, 1 minute walk to the beach 2BR/2BA
Condo in Kihei
4.82 out of 5 average rating, 122 reviewsUnit B202 - Maui Banyan Kihei
Condo in Wailuku
4.99 out of 5 average rating, 171 reviewsBeautiful Oceanfront Condo- Great View, A/C,Wi-Fi
Condo in Kihei
4.87 out of 5 average rating, 370 reviewsCan be 2 Units! Modern On Beach Ocean View Balcony
Condo in Kihei
4.92 out of 5 average rating, 143 reviewsOcean View Condo in Kihei
Condo in Kihei
4.89 out of 5 average rating, 105 reviewsCute one BR ground floor. Long & short term rates
Condo in Kihei
4.87 out of 5 average rating, 297 reviewsClean & Stylish Condo in heart of Kihei, Maui
Condo in Kihei
4.92 out of 5 average rating, 221 reviewsMagnificent remodel with Ocean View
Quick stats about vacation rentals that are family-friendly in Wailea-Makena
Total rentals
1.1K properties
Nightly prices starting at
$100 before taxes and fees
Total number of reviews
23K reviews
Pet-friendly rentals
10 properties allow pets
Rentals with a pool
1K properties have a pool
Rentals with dedicated workspaces
530 properties have a dedicated workspace
Destinations to explore
- Kailua-Kona Vacation rentals
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