A lifelong resident of Kauai, Robert Miguel grew up in Hanapepe. He puts his local knowledge to the test at his job; he’s the island pursuits manager at luxury residential community Kukui’ula, located on Kauai’s south side. The 1,010-acre development has oceanview home sites, bungalows, and plantation-style cottages as well as 15 cottages available for nightly rental. Miguel shows the community’s members and guests around the island, leading them on adventures such as paddling, canoeing, or hiking the Kalalau Trail.

“It’s one of the most treacherous trails in the world, constantly in the top-five hikes,” says Miguel. “Eleven miles of uneven terrain, switchbacks. It’s on the North Shore. You get to do several stream crossings, and there are beautiful white-sand beaches at the end and a waterfall you can bathe in. The terrain remains how it has been since the time of the ancient Hawaiians.”