We have done many trips to HH for TG and loved every one of them. While the weather is cooler, you can swim in the pool and certainly use the hot tub. There were always plenty of resort activities and things to do and explore on the island. We find off season there great for trying some of the restaurants that are more difficult to get a reservation at during the summer. The beach is enjoyable for walking and sunning, but the ocean will be too cold for swimming. Although, our kids did swim one year b/c they didn't mind the cold water. We bring kites for the beach in the off season...there is plenty of space on the beach for flying or other sand type games. We also rent bikes which are great in the cooler weather. It has been a few years since we have been there, but the resort has sold deep fried turkey meals, if you don't want to cook. The resort smells wonderful TG morning b/c they cook them on-site.