Favorite repeat vacation is good ol' Hilton Head
My aunt used to have a timeshare down there so we would go every year. Since she's died we stay at a super nice place on the harbor side. I just really enjoy being down there and sitting on the beach for the majority of the week. We also usually do a city trip while we're there, either to Savannah or Charleston. I adore both.
My favorite trip of all time was Mackinac Island. They don't allow cars on the island, which I thought was so cool. We stayed at the Grand Hotel and the food was amazing. I loved dressing up for dinner each night. They also have the longest covered porch and I would sit out there and just visit with people. They have an old military fort that we took a tour of too. We learned how to drive a horse and carriage, which was awesome. They also have a huge national park and a pretty nice golf course. I would love to go back. It's also really cool up there and I'm not a heat person so 70s in August was great!