To start with the basics, the best time to visit the Hilton head island is between April and May, and September- October. You will get to catch the spring autumn in these months and for some reason, it is best for Hilton head activities of all kind. Starting with water sports and biking around the coast. The weather in these months are perfect for a swim without any danger and less crowded. The summer months are insane on the island unless you are a fan of the crowd, we suggest you to take the other season to have a peaceful and less expensive visit.