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
Condo in Kihei
4.89 out of 5 average rating, 138 reviewsMaui Banyan 1BR With View Across from Beach
Sep. 17 – 24
Condo in Kihei
4.83 out of 5 average rating, 140 reviewsPalms At Wailea #608-May/June Special
Sep. 17 – 24
Condo in Kihei
4.89 out of 5 average rating, 174 reviewsMaui Banyan, Remodeled, Across Kamaole Beach!
May 12 – 19
Condo in Kihei
4.9 out of 5 average rating, 112 reviewsSpacious 3BR/2BA Villa with Ocean & Sunset views
Apr. 14 – 21
Condo in Kīhei
4.97 out of 5 average rating, 245 reviewsSouth Maui Paradise! Come and enjoy.
Aug. 9 – 16
Condo in Wailea-Makena
4.85 out of 5 average rating, 179 reviewsRomantic One BR Condo (Remodeled)
Apr. 15 – 22
Condo in Kihei
4.96 out of 5 average rating, 164 reviewsRomantic and Modern Condo by the Beach!
Dec. 20 – 27
Apartment in Kihei
4.89 out of 5 average rating, 109 reviewsSugar Beach Resort #532 - Maui HI
Jun. 4 – 11
Family- and pet-friendly home rentals
Farm stay in Makawao
4.98 out of 5 average rating, 245 reviewsOcean View - Private Cabin
Aug. 8 – 15
Apartment in Kaunakakai
4.8 out of 5 average rating, 400 reviews(Adventure or just relax) located at Hotel Molokai
Mar. 31 – Apr. 7
Home in Haiku-Pauwela
4.9 out of 5 average rating, 176 reviewsSpacious Private 3 BR Home: A/C, WiFi & CBL
Nov. 8 – 15
Guesthouse in Wailuku
4.88 out of 5 average rating, 217 reviews2B/2Bcottage/central/private/ historic town/wi-fi
Sep. 18 – 25
Home in Paia
4.85 out of 5 average rating, 104 reviewsTwo Bedroom Green Turtle House Paia/North Shore
Nov. 25 – Dec. 2
Home in Wailea-Makena
5.0 out of 5 average rating, 66 reviewsWOW! Stunning Ocean Views, Large Deck &Luxury Beds
Feb. 28 – Mar. 7
Home in Lanai City
4.95 out of 5 average rating, 84 reviewsThe Artists House
Sep. 14 – 21
Condo in Lahaina
4.88 out of 5 average rating, 120 reviewsBeautiful Views~
Nov. 15 – 22
Family-friendly home rentals with a pool
Condo in Wailea-Makena
4.88 out of 5 average rating, 169 reviewsOcean View Wailea Ekolu Condo #804
Jul. 19 – 26
Condo in Wailuku
4.94 out of 5 average rating, 163 reviewsRare Beachfront Ground floor Oceanview from Lanai!
Aug. 30 – Sep. 6
Condo in Kihei
4.93 out of 5 average rating, 218 reviewsHale Kai O Kihei 307 | Direct Beachfront
Feb. 27 – Mar. 6
Condo in Lahaina
4.98 out of 5 average rating, 191 reviewsKaimana On top of the Ocean Hideaway MermaidPalace
May 20 – 27
Condo in Kihei
4.93 out of 5 average rating, 207 reviewsMagnificent remodel with ocean View
Sep. 26 – Oct. 3
Condo in Wailuku
4.91 out of 5 average rating, 102 reviewsLuxury Beachfront Condo with Amazing Ocean Views
Sep. 30 – Oct. 7
Condo in Wailuku
4.99 out of 5 average rating, 156 reviewsBeautiful Oceanfront Condo- Great View, A/C,Wi-Fi
Dec. 30 – Jan. 6
Condo in Kihei
4.91 out of 5 average rating, 123 reviewsOcean View Condo in Kihei
Nov. 16 – 23
Quick stats about vacation rentals that are family-friendly in 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
Destinations to explore
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