Wailea family rentals

We found 1,418 family rentals — enter your dates for availability
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Frequently asked questions

What's Wailea like for family-friendly holidays?
You may want to consider the relaxing destination of Wailea if you've been thinking about a trip for the whole family. The snorkelling spots, beaches and golf are just some of the things that make this the perfect spot for family trips. Take to the air and fly into Kahului, HI (OGG), which is located 14.1 mi (22.7 km) from the centre of Wailea.
How many family hotels should I expect to find in Wailea?
Expedia has 5 family-friendly hotels and other accommodation options in Wailea.
What's there to see and do with your family in Wailea?
While you are visiting Wailea, you may want to round up the youngsters and make time to see interesting attractions such as Shops at Wailea and The Shops at Wailea. Make sure that you have plenty of time to take in activities in the area such as Wailea Beach and Haleakala National Park.