An anomaly in Waikiki, the Surfjack isn’t a high-rise luxury hotel or a mid-market mass chain. It’s a boutique hotel in the best sense, drawing almost everything from the local community. In its 112 rooms, you’ll find indigenous carved koa-wood furniture, framed vintage Hawaiian postcards, and illustrated depictions of island surf life by artist Kris Goto. The public spaces pay homage to modern Oahu, with an outpost of Olive and Oliver (two of the island’s coolest clothing boutiques) and a restaurant, Mahina & Suns, from celebrated Hawaiian-born chef Ed Kenney. But the hotel's true centerpiece is the pool, with lettering by artist Matthew Tapia that encapsulates that vacation vibe: "Wish You Were Here."