Parasailing in Hawaii, Maui or Kona is an exciting activity to soar through the air like a bird! There is nothing like the feeling of parasailing in Hawaii. Parasailing is year-round on the Big Island of Hawaii and in Honolulu-Waikiki. On Maui, Para-sail season is May 16th-December 15th. Fly 800 or 1200 ft. off the Para-sail vessel!