When we got out of grad school and I was a prof at the University of South Carolina, we went to HHI three times a year -- spring break, a week in the summer, and Labor Day weekend. We always stayed in Sea Pines. We didn't like the beach there -- we went for sailing. We'd rent a big sailboat in Harbor Town and take it out for a half day. Then we'd dine and enjoy evenings in Harbor Town. That was a lot of fun.
When we moved to GA we started going to The Cloister because we liked having the kids camp available so we could enjoy dining in the evenings and our daughter could enjoy playing with other kids. Everyone here vacationed in Destin, so when she got too old for kids camp, we tried SanDestin. Loved the beaches, the water, and staying in a beachfront condo. But two summers in a row we experienced the pool being closed because of baby poop. We decided to rent a house near the beach with a private pool. We saw that a lot of such accommodations were available along 30A. We rented a house in Seagrove for a couple of years and were hooked on 30A. We decided to build a home in Seagrove.
I wouldn't go back to HHI. I'd rather be on 30A with (God forbid) the water closed than at HHI. We love the laid-back atmosphere on 30A. I wouldn't mind going back to The Cloister sometime, but not as a regular vacation spot.
Long story of how we zeroed in on 30A, but I agree with Dwight.