For more than a decade, Michael Kors has embraced a glamorous dichotomy at his seaside compound in the secluded Water Island enclave of Fire Island. Just 50 miles from New York City, the designer swapped the intensity of his day-to-day life in high fashion for a barefoot hippie existence—an indulgent, laid-back lifestyle Kors has defined as “caviar with potato chips while listening to Joni Mitchell in Capri in flip-flops, wearing ten-ply cashmere.”
Kors and his longtime…

