14 Best Hotels in Santorini (Thira), The Cyclades

A former convent from the 18th century has been converted into the most comfortable and discreetly luxurious, as well as the most poetic and serenely quiet, place to stay in Fira. This is an aristocratic haven of heavenly fabrics, marble floors, antique furniture, 19th-century engravings, and sublime terraces and balconies overlooking the caldera. There is impeccable 24-hour service, fresh flowers, and a gourmet Mediterranean restaurant that will serve you on your private terrace or in a deep, charmingly decorated cave house.

Santorini's traditional Cycladic style is married with contemporary design through the use of natural materials and textures in this relative newcomer. Rooms are simple, spacious and luxurious and all come with their own pool but it is the location that is spectacular; Armenaki sits between Ia's two blue domed churches and has awe inspiring views. Meticulous attention to detail and flawless service elevate this establishment above its neighbors.

This intimate sanctuary is a special place to stay, with terraced, vaulted-ceilinged cave houses that are sophisticated and full of character—the rooms are filled with beautiful multicolor tiles and plush beds tucked into alcoves, with private Jacuzzis and small pools in some. Romance fills the air at dinner time in the Five Senses restaurant with panoramic views at the top of the property where the food, setting and service combine for memorable meals. 

A travel magazine favorite, Perivolas lives up to the hype and then some—that infinity pool still makes you gasp and the rest of the hotel is no slouch. The 23 suites and villas have been converted from old wineries and stables in archetypal yposkafta (vaulted cave) fashion, with clever nooks for beds, sculpted walls, and sumptuous bathrooms; all are simply but handsomely furnished with handmade wooden pieces and weavings. Quietly glamorous and very private, you will start to fantasize about living here forever.

Even more exclusive and guaranteed to unleash your inner rockstar is the hideaway from the same owners across the water in Thirasia, only accessible by helicopter or boat. Like the lair of a James Bond baddie, it is utterly stunning.

At this welcoming collection of sparkling white, arch-roofed cave houses that spill down the side of the caldera, homey suites and studios all have cozy sitting areas, well-equipped bathrooms, and a private, view-saturated terrace overlooking dark cliffs and turquoise seas. Rooms are furnished with traditional wooden pieces with bright fabrics and supremely comfortable mattresses. A romantic dining terrace serving a choice selection of well-prepared island favorites clings to the side of the cliff, a sparkling half-cave swimming pool is carved out of the rock, and a path descends toward the beach and fish tavernas at Ammoudi.

Agali may only be a 10-minute walk north from the center of Fira but it feels like a world apart—a village-style setting with handsomely furnished, arch-roofed houses that tumble down the cliff side on a series of dramatic terraces is a quiet enclave. A large swimming pool is at the center, though all accommodations, some with cozy sleeping lofts, open on to private and generous outdoor spaces, many with shady alcoves and all with spectacular views.

Though there's no view of the caldera, a slant of sea view is effulgently wonderful—add in the large freshwater pool, excellent service, and location in central Fira, and the sum total makes these large, bright rooms a very popular option. Accommodation overlooks the soothing expanse of the sea from terraces and balconies. Santorinian-influenced gourmet dishes are served in the attractive dining room, and the spa is considered one of the best on the island.

Caldera views come at an especially good value in either small, white rooms with vaulted ceilings or large cave suites—all are nicely decorated, with warm touches of color and sleek marble fixtures, and share a terrace overlooking the caldera. All rooms have balconies and guests can use the pool at a sister property nearby. 

A short stroll from the central square, Elessa is a newcomer (2023) to Pyrgos with a cool, minimalist style set on a hillside. A handsome infinity pool and large terraces look across the island vineyards to the coast, while all rooms feature their own private pools. Elegant and modern, in gentle cream and brown shades, rooms are large and feel private with a chic contemporary vibe. 

These simple yet comfortable rooms, many with terraces, some with pools, are among the island's unsung treasures, perched on the southern side of the caldera just outside Akrotiri, enjoying special views up the rim to Fira and Ia. The experience of a stay in these tile-floored rooms with plain wood furnishings is much more akin to island Greece, rather than Santorini. That said, Red Beach and the quiet village of Akrotiri are walkable, there's a small beach at the foot of the cliff in front of the hotel, and the views and peaceful atmosphere might be all you need.

A perch at the far eastern end of Ia provides inspiring views of the village as well as the caldera, which can be enjoyed from the private terraces of the handsomely furnished cave houses that were once used as workshops to repair and store fishing nets. Nowadays, minimalist luxury is the byword with most of the rooms having their own whirlpools. The center of Ia is a 15-minute walk away, keeping the crowds at a distance.

Sumptuously furnished, this immaculate white cliff-side complex layered on terraces offers ultimate luxury and sleek modern design, with bright fabrics, and handsome furniture—chic as the surroundings are, though, the barrel-vaulted ceilings and other architectural details also lend a traditional air to the place. Suites and villas are contemporary and private; all have terraces that overlook the caldera and are luxuriously appointed. Toast the sunset with lobster and Champagne from the Fleur de Miraval Bar, or better still, retreat to Botrinis for exquisitely plated Greek dishes.

These very pleasant rooms, in the center of Fira, combine traditional design with contemporary touches, proving that it's possible to enjoy a caldera view without breaking the bank—and without dealing with steps. Perks include sea-facing terraces and a nice pool. An elevator whisks guest up and down the various levels, from a structure directly on the caldera walkway to cave-type houses below, though the trip to the pool, on the lowest level, involves a climb down a flight of steps. On the uppermost level is a breezy dining terrace where breakfast is served and meals, along with sunset cocktails, are available throughout the day.

The best value lodgings in Fira are steps away from the main square, right next to the bars and restaurants, and a short walk from the bus station. The simple, clean, white guest rooms are traditional with dark furnishings, some with balconies and a glimpse of the sea. A flowery terrace is great for sunset drinks and overlooks the pretty restaurant garden next door owned by the same family.