Family-friendly holiday 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.
Holiday 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
4.9 out of 5 average rating, 116 reviewsSummer sale 3BR/2BA Villa with Ocean & Sunset view
Condo in Kihei
4.96 out of 5 average rating, 168 reviewsRomantic 1bed/1bath Idyllic Resort Condo Oceanview
Condo in Kihei
4.92 out of 5 average rating, 146 reviewsBeautiful Ocean Views In Maui Kamaole.
Rental unit in Kihei
4.82 out of 5 average rating, 217 reviewsQuiet Studio, Great location across from beach
Condo in Wailea-Makena
4.84 out of 5 average rating, 184 reviewsRomantic One BR Condo (Remodeled)
Condo in Kihei
4.82 out of 5 average rating, 141 reviewsPalms At Wailea #608-June Special
Condo in Kihei
4.85 out of 5 average rating, 157 reviewsSunny South Kihei Condo Rental ! :)
Condo in Maalaea
4.95 out of 5 average rating, 105 reviewsSpectacular Oceanfront views!
Family- and pet-friendly home rentals
Farm stay in Makawao
4.98 out of 5 average rating, 251 reviewsOcean View - Private Cabin
Rental unit in Kaunakakai
4.79 out of 5 average rating, 408 reviews(Adventure or just relax) located at Hotel Molokai
Cottage in Maui
4.97 out of 5 average rating, 165 reviews★Haleakala Cottage - PRIVATE HOT TUB, POOL ACCESS
Home in Haiku-Pauwela
4.9 out of 5 average rating, 181 reviewsSpacious Private 3 BR Home: A/C, WiFi & CBL
Guesthouse in Wailuku
4.87 out of 5 average rating, 222 reviews2B/2Bcottage/central/private/ historic town/wi-fi
Home in Paia
4.85 out of 5 average rating, 106 reviewsTwo Bedroom Green Turtle House Paia/North Shore
Home in Wailea-Makena
5 out of 5 average rating, 70 reviewsWOW! Stunning Ocean Views, Large Deck &Luxury Beds
Home in Lanai City
4.95 out of 5 average rating, 86 reviewsThe Artists House
Family-friendly home rentals with a pool
Rental unit in Kihei
4.94 out of 5 average rating, 113 reviewsNEW REMODEL-GREAT PRICE & LOCATION
Condo in Wailuku
4.99 out of 5 average rating, 159 reviewsBeautiful Oceanfront Condo- Great View, A/C,Wi-Fi
Condo in Kaunakakai
4.78 out of 5 average rating, 396 reviews$87 a night Molokai Escape Condo
Condo in Kihei
4.78 out of 5 average rating, 271 reviewsHale Kamaole Steps To Kam 3
Rental unit in Kihei
4.91 out of 5 average rating, 256 reviewsOcean View, 1 minute walk to the beach 2BR/2BA
Condo in Kihei
4.88 out of 5 average rating, 250 reviewsNewly remodeled and close to beaches, shopping!
Condo in Wailea-Makena
4.88 out of 5 average rating, 169 reviewsOcean View Wailea Ekolu Condo #804
Condo in Kihei
4.92 out of 5 average rating, 209 reviewsMagnificent remodel with ocean View
Quick stats about holiday rentals that are family-friendly in Wailea-Makena
Total rentals
1.1K properties
Wi-Fi availability
1.1K properties include access to Wi-Fi
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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