D.G.
We took an awesome vacation (road trip), to Hilton Head, SC. from Chicago back when my daughter was 1 1/2 y/o. It was perfect! It's a 16 hr. drive from chicago, and we stopped in TN on the way down & stayed one night, then continued the rest of the way. Hilton Head is beautiful & very family friendly! We stayed at a condo by Marriott right on the beach in Hilton Head, we had 3 bedrooms, 2 full baths, seriously better then our house! haha There are ALOT of condo's for rent down there, and I'd recommend that w/3 kids. Lots of room, near the beach, full kitchens, laundry and everything. Fly or drive, GREAT place to vacation!