It’s fair to say that no hostelry is more “front and center” hereabouts than this former pineapple factory, which helped put Key West on the map as a vacation destination upon opening in 1968, provided a hangout for the likes of Truman Capote, and helped launch careers like those of treasure hunter Mel Fisher, chef Norman van Aken, Bob Marley, and Parrothead-in-Chief Jimmy Buffett. Besides location, it offers 6 acres’ worth of bells and whistles including a sweet little beach. Alas, the hotel is overdue for a refurbishment as we go to press. We docked it a star for outdated decor, maintenance issues, and high pricing (to which you must add a resort fee). Still, some find a stay here to be a wonderfully evocative way to do Key West.