Mainlanders flock to Hawaii in the winter to escape the cold weather. Lanai has prime weather in the fall and far less visitors! (Also known as the pineapple island Lanai was once a full island pineapple plantation) Getting this far away from daily drudgery only brings you closer. From its landscapes to its legends, romance is in the air on Lanai. Next to Hulopoe Bay is Puu Pehe, or Sweetheart Rock. The legend of Puu Pehe tells of the death of Pehe, the wife of a Lanai warrior. Her heartbroken husband buried her at the top of Puu Pehe then jumped from the 80-foot summit to the surf below, unable to shoulder his sorrow.
In the fall you can find a private patch of sand on the beach, especially at Huawai Bay, which is rarely visited by travelers. There are 47 miles of coastline, starting at Hulopoe Bay, where you can snorkel and maybe see a dolphin. Looking for adventure? Trek up the lava rock that runs along the coast of Shark's Bay, or take a plunge at the Cathedrals, a diving spot with underwater caverns. Paradise!