Duke's Canoe Club, at the Outrigger Waikiki (Oahu; tel. 808/922-2268): It's crowded in the evening, but who can resist Hawaiian music with Waikiki sand still on your feet? Come in from the beach or the street -- it's always a party at Duke's. Entertainment here is tops, reaching a crescendo at sunset.
House Without a Key, at the Halekulani (Oahu; tel. 808/923-2311): Oahu's quintessential sunset oasis, located outdoors on the ocean, offers a view of Diamond Head, great hula and steel-guitar music, and the best mai tais on the island -- all under a century-old kiawe tree. Even jaded locals are unable to resist the lure.
Mai Tai Bar, at the Royal Hawaiian Hotel (Oahu; tel. 808/923-7311): This bar without walls is perched a few feet from the sand, with views of the South Shore and the Waianae Mountains. Surfers and paddlers ride the waves while Diamond Head acquires a golden sunset halo. This is one of the most pleasing views of Waikiki Beach; sip a mighty mai tai while Carmen and Keith Haugen serenade you.
Sunset Lanai Lounge, at the New Otani Kaimana Beach Hotel (Oahu; tel. 808/923-1555): The hau tree here shaded Robert Louis Stevenson as he wrote poems to Princess Kaiulani; today, it frames the ocean view from the Sunset Lanai Lounge, next to the Hau Tree Lanai restaurant. This lounge is the favorite watering hole of Diamond Head-area beachgoers, who love Sans Souci beach, the ocean view, the mai tais, and the live music during weekend sunset hours.
Jameson's by the Sea (Oahu; tel. 808/637-6272): The mai tais here are dubbed the best in surf city, and the view, though not perfect, doesn't hurt either. Across the street from the harbor, this open-air roadside oasis is a happy stop for North Shore wave-watchers and sunset-savvy sightseers.
Huggo's on the Rocks (Big Island; tel. 808/329-1493): Here's a thatched-bar fantasy that's really on the rocks. This mound of thatch, rock, and grassy-sandy ground right next to Huggo's restaurant is a sunset lover's nirvana. Sip a tropical drink while reclining on a chaise and nosh on island-style appetizers while the ocean laps at your feet.
Beach Tree Bar and Grill, at the Four Seasons Resort Hualalai (Big Island; tel. 808/325-8000): The bar on the beach seats only a handful, but the restaurant will accept the overflow. This is the finest sunset perch in North Kona, with consummate people-watching, waterbirds strutting by, tasty drinks, and the gorgeous ocean. The open-air restaurant, with Hawaiian music and hula dancing at sunset, also serves excellent fare.
Kimo's (Maui; tel. 808/661-4811): An oceanfront dining room and deck, upstairs dining, and happy-hour drinks draw a fun-loving Lahaina crowd. Nibble on sashimi or nachos and take in the views of Lanai and Molokai from this West Maui institution.
Hula Grill (Maui; tel. 808/667-6636): Sit outdoors at the Barefoot Bar, order drinks and macadamia nut/crab wontons, and marvel at the wonders of West Maui, where the sun sets slowly and Lanai looks like a giant whale offshore. It's simply magical.