Family-friendly vacation rentals in Wailea, Wailea-Makena
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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
Apartment in Kihei
4.94 out of 5 average rating, 109 reviewsKamaole Sands 7-207-Stunning Remodel-Large Lanai
Sep 28 – Oct 5
Condo in Kihei
4.89 out of 5 average rating, 174 reviewsMaui Banyan, Remodeled, Across Kamaole Beach!
May 12 – 19
Apartment in Kihei
4.89 out of 5 average rating, 109 reviewsSugar Beach Resort #532 - Maui HI
Aug 6 – 13
Apartment in Lahaina
4.97 out of 5 average rating, 167 reviews303 Hula Hideaway
Apr 11 – 18
Condo in Lahaina
4.96 out of 5 average rating, 140 reviews❤️Best Views on Maui! Perfect for Honeymooners!!❤️
Apr 14 – 21
Condo in Kihei
4.89 out of 5 average rating, 138 reviewsMaui Banyan 1BR With View Across from Beach
Aug 13 – 20
Townhouse in Kihei
4.79 out of 5 average rating, 283 reviewsKihei Bay Surf #149 / HI Taxes included in price
Oct 8 – 15
Condo in Kīhei
4.97 out of 5 average rating, 245 reviewsSouth Maui Paradise! Come and enjoy.
Aug 9 – 16
Family- and pet-friendly home rentals
Farm stay in Makawao
4.98 out of 5 average rating, 245 reviewsOcean View - Private Cabin
Apr 7 – 14
Home in Haiku-Pauwela
4.9 out of 5 average rating, 176 reviewsSpacious Private 3 BR Home: A/C, WiFi & CBL
Mar 30 – Apr 6
Guesthouse in Wailuku
4.88 out of 5 average rating, 217 reviews2B/2Bcottage/central/private/ historic town/wi-fi
Mar 30 – Apr 6
Home in Paia
4.85 out of 5 average rating, 104 reviewsTwo Bedroom Green Turtle House Paia/North Shore
Nov 3 – 10
Home in Wailea-Makena
5.0 out of 5 average rating, 66 reviewsWOW! Stunning Ocean Views, Large Deck &Luxury Beds
Mar 30 – Apr 6
Condo in Lahaina
4.88 out of 5 average rating, 120 reviewsBeautiful Views~
Jan 25 – Feb 1
Townhouse in Wailea
4.98 out of 5 average rating, 93 reviewsBeautiful Wailea Ekolu Townhouse-Perfect Get-Away
Nov 27 – Dec 4
Home in Makawao
4.88 out of 5 average rating, 40 reviewsPookela Paradise-Newly Renovated, Fantastic Views!
Dec 9 – 16
Family-friendly home rentals with a pool
Condo in Kihei
4.93 out of 5 average rating, 218 reviewsHale Kai O Kihei 307 | Direct Beachfront
Mar 17 – 24
Condo in Kihei
4.91 out of 5 average rating, 138 reviewsBEAUTIFUL CONDO STEPS FROM BEACH
Sep 6 – 13
Condo in Kihei
4.93 out of 5 average rating, 207 reviewsMagnificent remodel with ocean View
Sep 26 – Oct 3
Condo in Wailea-Makena
4.88 out of 5 average rating, 169 reviewsOcean View Wailea Ekolu Condo #804
Feb 16 – 23
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
4.91 out of 5 average rating, 123 reviewsOcean View Condo in Kihei
Apr 23 – 30
Condo in Wailuku
4.99 out of 5 average rating, 156 reviewsBeautiful Oceanfront Condo- Great View, A/C,Wi-Fi
Apr 21 – 28
Apartment in Kihei
4.9 out of 5 average rating, 212 reviewsCozy Central Kihei Condo
Apr 19 – 26
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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