Our pick of boutique hotels in Oia includes 300-year-old cave houses restored by the Psychas family since the 1960s, alongside contemporary suites designed by Kapsimalis Architects with Scandinavian restraint - all carved into the caldera cliffs with infinity pools and traditional Cycladic architecture.
Perivolas clings to the caldera cliffs near Oia, a collection of 300-year-old cave houses restored by the Psychas family since the 1960s. Once the homes, wineries and stables of local fishermen, these structures now form one of Santorini's most photographed properties.
Canaves Oia Suites clings to the cliffs of Oia, its whitewashed suites carved into the volcanic rock with uninterrupted views across the caldera. The original property in the Canaves collection, it helped establish Oia as one of the Mediterranean's most coveted destinations.
Mystique is carved into the rugged caldera cliffs below Oia, its 42 suites and villas designed to follow emblematic Cycladic architecture - gentle curves, sculpted arches and light-enhancing spaces. The property has been a favoured destination for honeymooners since the Eliopoulos family transformed this clifftop site in 2007.
Saint cascades down the caldera cliffs at the quietest edge of Oia, 16 suites designed by Kapsimalis Architects to blend traditional Santorinian cave architecture with contemporary Scandinavian restraint. Former homes, barns and cellars have been transformed into a dazzling white sanctuary where geometric forms frame infinite Aegean views.
Andronis Boutique Hotel occupies a prime clifftop position in Oia, its 25 recently renovated suites built in minimal Cycladic style using natural stone and wood. Every suite opens onto private balconies with jacuzzis and uninterrupted caldera views - the iconic postcard perspective of volcanic islands floating in the Aegean.
Andronis Arcadia spreads across the Oia cliffs above Ammoudi Bay, offering 113 suites and villas designed to balance Cycladic tradition with contemporary comfort. Part of the Andronis Exclusive collection, it combines the brand's signature refinement with genuinely welcoming family facilities.
Canaves Ena occupies the highest point in Oia, its 18 suites carved from 17th-century caves once used by the Chaidemenos family to store generations of vintage wine. The first property in the Canaves Collection, it helped define the island's now-iconic boutique hotel aesthetic.
