The Hilton Head Island Seafood Festival. The Hilton Head Island Gullah Celebration. The Hilton Head Island Wine & Food Festival. Not only are these three renowned events on the Island, but they’re all happening in the span of just two weeks. Just think what we have in store for the remaining 50 weeks of the year! No matter your interest, with such a diverse array of annual festivals and events, there’s always a reason to celebrate on Hilton Head Island.