I love Hilton Head! The beach is not as pretty as Florida's, but it's a great place. Most people stay in condos, but the Holiday Inn
http://www.hihiltonhead.com/ is rockin! The best part is the
Tiki Bar on the beach.....

This hotel sits on the south end of HHI, which is the best part for entertainment and activities. Right next to it is
Coligny Circle, which is the shopping capitol for HHI. It has some great Buffettesque shops such as
Coconut Republic http://www.parrotonline.com/main.asp ,
Jamaican Me Crazy,
Hilton Head Hammock Company, and
Hilton Head Cigar Company. One of my favorite restaraunts,
Hinchey's Chicago Bar and Grill, is also in
Coligny Circle, and
Wild Wing Cafe http://www.wildwingcafe.com/ , which is another favorite of mine for chicken wings is just across the street. In the parking lot behind
Wild Wing Cafe, there is a shopping center with a grocery store and some "strip mall" shops. In that center is a little mexican cafe called
Amigos Cafe y Cantina, which is a good little inexpensive place for lunch with killer burritos! Now the best restaraunt on the whole island is
The Old Oyster Factory http://www.oldoysterfactory.com This is the best seafood restaraunt I have ever eaten at, and a must go! Check out the website to view the menu and the setting, it's awesome! However, get there early, everybody on the island goes there and seating gets backed up quickly. Other must sees include
The Salty Dog Cafe http://www.saltydogcafe.com and
Shelter Cove, which has shopping and nightly entertainment, including fireworks one night of the week. If you're into golf, you'll be in heaven. HHI is known for great golf courses, including the
Harbour Town course, which is featured on the PGA tour, and includes a light house and shopping around it. Hope this helps, PM me for any more questions. And most of all, HAVE FUN!