We have flown into both HH and Savannah. It is an easy drive from Savannah, but I love flying into HH itself when the price is right.
I generally bring my Mom who is in her 80's, so if we can fly directly to the island I prefer to. We fly from Boston to Charlotte to HH. The airport is small and about 10 minutes away from the resort. Also, the planes are small but we've never had a problem.
Either way, enjoy HH. We love it there.
MJ