Kaumualii Highway, Lihue, Kauai, Hawaii
In 1935, sugar baron Gaylord Wilcox, living up to his flashy name, built an opulent 16,000 square foot plantation estate where he hosted larger-than-life galas and ceremonies that continue to live on in Hawaiian legend. In fact, Kilohana translates into “unsurpassable”—a perfect name for Wilcox’s grand estate. Today, it’s a Historic Hawaiian Landmark and is generally considered a paragon of Hawaiian plantation architecture. Best of all, it’s open to the public and offers a host of fun activities and events like wine/spirit tasting, shopping, spa treatments, gourmet and casual dining, live music, train rides, hiking trails, and much more.