La Perla Villas & Suites

Every room at this Oia boutique hotel looks straight onto the caldera, which sounds like a given until you realize how many properties fudge it. La Perla leans Cycladic but swaps the predictable blue-and-white for deeper greens, violet, and gray. Entry-level rooms have a veranda and the view; higher tiers add plunge pools or a private infinity pool. A restaurant handles Greek breakfast through seafood-forward Mediterranean dinners without missing a step.

One honor, in evidence: