Family-friendly vacation rentals in Wailea, Wailea-Makena
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Wailea, 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, Wailea-Makena family-friendly rentals
Family-friendly home rentals with a hot tub
Condo in Wailea
4.95 out of 5 average rating, 137 reviewsAvail May 1-28 Quiet Peaceful 2bd - Upscale Wailea
Condo in Kihei
4.89 out of 5 average rating, 141 reviewsMaui Banyan 1BR With View Across from Beach
Condo in Kihei
4.83 out of 5 average rating, 168 reviewsKEY*CENTRAL LOCATED*SUPERB! FULLY REMODELED Condo
Condo in Kihei
4.9 out of 5 average rating, 112 reviewsSpacious 3BR/2BA Villa with Ocean & Sunset views
Apartment in Kihei
4.89 out of 5 average rating, 109 reviewsSugar Beach Resort #532 - Maui HI
Apartment in Kihei
4.95 out of 5 average rating, 110 reviewsKamaole Sands 7-207-Stunning Remodel-Large Lanai
Condo in Wailea-Makena
4.84 out of 5 average rating, 180 reviewsRomantic One BR Condo (Remodeled)
Condo in Lahaina
4.96 out of 5 average rating, 140 reviews❤️Best Views on Maui! Perfect for Honeymooners!!❤️
Family- and pet-friendly home rentals
Farm stay in Makawao
4.98 out of 5 average rating, 248 reviewsOcean View - Private Cabin
Home in Haiku-Pauwela
4.9 out of 5 average rating, 177 reviewsSpacious Private 3 BR Home: A/C, WiFi & CBL
Guesthouse in Wailuku
4.87 out of 5 average rating, 218 reviews2B/2Bcottage/central/private/ historic town/wi-fi
Home in Paia
4.85 out of 5 average rating, 104 reviewsTwo Bedroom Green Turtle House Paia/North Shore
Home in Wailea-Makena
5.0 out of 5 average rating, 66 reviewsWOW! Stunning Ocean Views, Large Deck &Luxury Beds
Condo in Lahaina
4.88 out of 5 average rating, 121 reviewsBeautiful Views~
Townhouse in Wailea
4.98 out of 5 average rating, 94 reviewsBeautiful Wailea Ekolu Townhouse-Perfect Get-Away
Home in Makawao
4.88 out of 5 average rating, 40 reviewsPookela Paradise-Newly Renovated, Fantastic Views!
Family-friendly home rentals with a pool
Condo in Kihei
4.93 out of 5 average rating, 220 reviewsHale Kai O Kihei 307 | Direct Beachfront
Condo in Wailea-Makena
4.88 out of 5 average rating, 169 reviewsOcean View Wailea Ekolu Condo #804
Bungalow in Kihei
4.92 out of 5 average rating, 102 reviewsGo for an Ocean Swim From a Fun Beach Villa
Condo in Kihei
4.93 out of 5 average rating, 207 reviewsMagnificent remodel with ocean View
Condo in Wailuku
4.99 out of 5 average rating, 157 reviewsBeautiful Oceanfront Condo- Great View, A/C,Wi-Fi
Condo in Kihei
4.91 out of 5 average rating, 139 reviewsBEAUTIFUL CONDO STEPS FROM BEACH
Apartment in Kihei
4.94 out of 5 average rating, 111 reviewsNEW REMODEL-GREAT PRICE & LOCATION
Apartment in Kihei
4.9 out of 5 average rating, 212 reviewsCozy Central Kihei Condo
Quick stats about vacation rentals that are family-friendly in Wailea, Wailea-Makena
Total rentals
1.1K properties
Wifi availability
1.1K properties include access to wifi
Rentals with dedicated workspaces
550 properties have a dedicated workspace
Rentals with a pool
1K properties have a pool
Pet-friendly rentals
10 properties allow pets
Total number of reviews
21K reviews
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