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, 233 reviewsLuxury with a view at a reasonable price
Condo in Wailea-Makena
4.84 out of 5 average rating, 183 reviewsRomantic One BR Condo (Remodeled)
Condo in Kihei
4.85 out of 5 average rating, 156 reviewsSunny South Kihei Condo Rental ! :)
Apartment in Kihei
4.85 out of 5 average rating, 426 reviewsGreat 1 Bdrm Across fr Beach OceanView!
Condo in Wailea-Makena
4.98 out of 5 average rating, 143 reviewsGrand Champions 169 Beautiful 3 BR on the Fairway!
Condo in Kihei
4.93 out of 5 average rating, 324 reviewsMaui Tranquility - Relax, Unwind & Feel Welcomed!
Apartment in Kihei
4.89 out of 5 average rating, 109 reviewsSugar Beach Resort #532 - Maui HI
Condo in Lahaina
4.97 out of 5 average rating, 170 reviews303 Hula Hideaway
Family- and pet-friendly home rentals
Farm stay in Makawao
4.98 out of 5 average rating, 250 reviewsOcean View - Private Cabin
Apartment in Kaunakakai
4.8 out of 5 average rating, 406 reviews(Adventure or just relax) located at Hotel Molokai
Home in Haiku-Pauwela
4.9 out of 5 average rating, 180 reviewsSpacious Private 3 BR Home: A/C, WiFi & CBL
Guesthouse in Wailuku
4.87 out of 5 average rating, 220 reviews2B/2Bcottage/central/private/ historic town/wi-fi
Home in Paia
4.85 out of 5 average rating, 105 reviewsTwo Bedroom Green Turtle House Paia/North Shore
Home in Wailea-Makena
5.0 out of 5 average rating, 68 reviewsWOW! Stunning Ocean Views, Large Deck &Luxury Beds
Home in Lanai City
4.95 out of 5 average rating, 84 reviewsThe Artists House
Condo in Lahaina
4.88 out of 5 average rating, 121 reviewsBeautiful Views~
Family-friendly home rentals with a pool
Condo in Kihei
4.81 out of 5 average rating, 203 reviewsBeautiful Condo with Ocean view!
Bungalow in Kihei
4.92 out of 5 average rating, 103 reviewsGo for an Ocean Swim From a Fun Beach Villa
Condo in Kihei
4.94 out of 5 average rating, 199 reviewsMana Kai Maui - Oceanfront Condo in Kihei
Condo in Wailuku
4.99 out of 5 average rating, 157 reviewsBeautiful Oceanfront Condo- Great View, A/C,Wi-Fi
Condo in Kihei
4.87 out of 5 average rating, 133 reviews*** Beautiful Oceanfront Maui Condo ***
Condo in Kihei
4.93 out of 5 average rating, 222 reviewsHale Kai O Kihei 307 | Direct Beachfront
Condo in Kihei
4.8 out of 5 average rating, 103 reviewsYour Paradise Awaits at Sunny Kihei Kai Nani!
Condo in Kihei
4.87 out of 5 average rating, 246 reviewsNewly remodeled and close to beaches, shopping!
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
- Kailua-Kona Vacation rentals
- Island of Hawai'i Vacation rentals
- Kihei Vacation rentals
- Kailua Vacation rentals
- Lahaina Vacation rentals
- Kaanapali Vacation rentals
- Kahului Vacation rentals
- Hana Vacation rentals
- Maui Vacation rentals
- O‘ahu Vacation rentals
- Honolulu Vacation rentals
- Waikiki Beach Vacation rentals
- Family-friendly rentals United States
- Family-friendly rentals Hawaii
- Family-friendly rentals Hawaii
- Family-friendly rentals Maui
- Family-friendly rentals Waikiki Beach
- Rentals with a sauna Wailea-Makena
- Fitness-friendly rentals Wailea-Makena
- Waterfront rentals Wailea-Makena
- Rentals with a patio Wailea-Makena
- Rentals with outdoor seating Wailea-Makena
- Apartment rentals Wailea-Makena
- House rentals Wailea-Makena
- Kid-friendly rentals Wailea-Makena
- Rentals with an EV charger Wailea-Makena
- Townhouse rentals Wailea-Makena
- Serviced apartment rentals Wailea-Makena
- Rentals with pools Wailea-Makena
- Rentals with a hot tub Wailea-Makena
- Beachfront rentals Wailea-Makena
- Hotel rentals Wailea-Makena
- Monthly Rentals Wailea-Makena
- Rentals with a washer and dryer Wailea-Makena
- Rentals with beach access Wailea-Makena
- Condo rentals Wailea-Makena
- Wheelchair accessible rentals Wailea-Makena
- Villa rentals Wailea-Makena
- Family-friendly rentals Maui County
- Cabins United States
- Treehouses United States
- Glamping United States
- Tiny Houses United States
- Beach Houses United States
- Campers and RVs United States
- Lakehouses United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes