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
4.79 out of 5 average rating, 312 reviewsKihei Bay Surf #149 / HI Taxes included in price
Condo in Kihei
4.89 out of 5 average rating, 237 reviewsLuxury with a view at a reasonable price
Condo in Kihei
4.89 out of 5 average rating, 124 reviewsIncomparable Maui Sunset condo, includes all taxes
Condo in Kihei
4.8 out of 5 average rating, 367 reviewsTropical Resort Across Beach With Turtles!
Rental unit in Kihei
4.87 out of 5 average rating, 205 reviewsSpectacular OCEANFRONT Only 10 Steps From Beach
Condo in Kihei
4.83 out of 5 average rating, 143 reviewsPalms At Wailea #608-2 BR/2 BA. Oct./Nov Special
Condo in Kihei
4.92 out of 5 average rating, 122 reviewsConvenient, Comfortable Sunny Kihei 1BR Beach Pool
Family- and pet-friendly home rentals
Condo in Lahaina
4.88 out of 5 average rating, 125 reviewsBeautiful Views~
Home in Makawao
4.86 out of 5 average rating, 43 reviewsPookela Paradise-Newly Renovated, Fantastic Views!
Home in Wailea-Makena
4.99 out of 5 average rating, 81 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, 94 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
Condo in Wailuku
4.9 out of 5 average rating, 118 reviewsLuxury Oceanfront Condo with Amazing Views
Condo in Kihei
4.82 out of 5 average rating, 122 reviewsUnit B202 - Maui Banyan Kihei
Condo in Kihei
4.93 out of 5 average rating, 136 reviewsExpansive Ocean View!
Condo in Kihei
4.79 out of 5 average rating, 295 reviewsHale Kamaole Steps To Kam 3
Condo in Kihei
4.87 out of 5 average rating, 369 reviewsCan be 2 Units! Modern On Beach Ocean View Balcony
Condo in Kihei
4.89 out of 5 average rating, 105 reviewsCute one BR ground floor. Long & short term rates
Condo in Wailuku
4.79 out of 5 average rating, 402 reviewsRomantic Beachfront Getaway
Condo in Kihei
4.92 out of 5 average rating, 220 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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