The Best Places to Stay and Do in Ia

Each of the 29 suites and villas is carved into Santorini's caldera cliffs, with whitewashed cave curves, a private infinity pool or hot tub, and an Aegean view that makes it genuinely hard to unpack. This Forbes Five Star boutique hotel in Oia leans into the romance so deliberately that guests tend to go quiet on arrival, which is probably the point. A cliffside restaurant and a spa tunneled into the rock round out the case for not leaving.

1. Forbes Travel Guide Forbes Five Star
2. Michelin Guide Selected Hotels

Whitewashed rooms spill down the volcanic cliffside in Oia, each with a private terrace angled toward the caldera. This boutique hotel holds a Michelin Key and a Forbes Four Star, and the design earns both: spare interiors with antiques and marble kept deliberately modest, so nothing competes with the view. Three infinity pools make it easy to stay planted for the day, with dining options ranging from poolside casual to an open-air terrace restaurant. No one under 13 admitted.

1. Forbes Travel Guide Forbes Four Star
2. Michelin Guide 1 Key
3. The 50 The 50 Discovery

Fourteen cliffside suites cling to the caldera rim in Oia, each with a private veranda where a heated jacuzzi or infinity pool points directly at the Aegean. The whitewashed Cycladic architecture is exactly what you expect, but the elevation here keeps the sunset unobstructed and the postcard view entirely your own. The Black Rock Restaurant leans into the island's volcanic soil with a contemporary Greek menu, and the Harmonia Spa is on hand when the views stop being relaxing. Forbes Four Star.

1. Forbes Travel Guide Forbes Four Star
2. Michelin Guide Selected Hotels

Most hotels in Oia face the caldera; this all-suite resort quietly turns its back on the crowd and looks northwest over the open Aegean instead. The sunsets hold up fine. Every suite comes with a private infinity pool, and the spa, Evexia, runs larger than anything comparable on the island. A Michelin Key recognizes the property. The poolside bar, inexplicably named Pacman, handles cocktails and occasional DJ nights without losing the mood.

1. Forbes Travel Guide Forbes Recommended
2. Michelin Guide 1 Key