8 best hotels with a pool in Oia

Hotels with a pool in Oia offer a rare blend: the village’s iconic caldera scenery with a proper place to cool off between sightseeing. Oia is celebrated for its sunset views over the Aegean from the cliffside terraces around Oia Castle (Kastro), and it’s also closely associated with the photogenic blue-domed churches along the caldera rim. That scenery shapes the stay—many pools here are positioned for dramatic vistas rather than beach access.

A hotel genuinely fits “Hotels with a pool” when the pool feels usable (not just a token plunge), with space to relax—ideally an infinity-style setup, attentive sun-lounger areas, and privacy that suits Oia’s hillside layout. This makes such stays especially well matched to couples looking for a slow, romantic rhythm, as well as honeymooners and guests who prefer a quiet base without giving up day-to-night views.

For where to stay, choose the caldera-rim side for the closest proximity to Oia’s most famous viewpoints and the atmosphere of the walking lanes. In your bookable inventory, options like Armenaki Santorini (4★) and La Madeleine (5★) suit travellers chasing a more elevated poolside experience, while Marizan Caves and Villas (3★) and Kima Oia Suites (3★) are strong picks for those who want the Oia cave-and-view aesthetic alongside a proper place to unwind.