We go to Hilton Head every year. We have a free condo, so never have stayed at Disney.
The whole island is a blast. Make sure to venture out. We toured the disney property last trip. In my opinion, you would have to venture out. Not many restarurants at the Disney Resort. And very small gift shop. The pools looked fun, and the property very nice.
Some Retaurant that are good: Crazy Crab, Sea shack (This one is a local favorite- Nothing fancy, in fact looks kind of dumpy- but SOOO MUCH FOOD), Lands End Tavern, and Sticky Fingers.
If you really like the tourist stuff- Don't forget Salty Dog- We don't eat there, because it is overpriced- but the area around there is alot of fun. Lots of cute shops, and good restaurants, bars.
IMO- Hilton Head restaurants make the BEST Bloody Marys. A bloody mary, and a bucket of Shrimp, and you are good to go.
Other than that ----HAVE FUN!
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