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Our top choices for Oia historic hotels

Outdoor spa tub
SantoriniParadise: PARADISE cave house, indoor winery & outdoor hot tub, Caldera

SantoriniParadise: PARADISE cave house, indoor winery & outdoor hot tub, Caldera

santorini
9.8 out of 10, Exceptional, (121)
"Location was incredible and the view"
United States
Alexandra D.
The price is SAR 1,180
SAR 1,781 total
includes taxes & fees
21 Dec - 22 Dec
SantoriniParadise: PARADISE cave house, indoor winery & outdoor hot tub, Caldera
Exterior
SantoriniParadise: HELIOS villa, amazing sunset views, perfect dream vacation!

SantoriniParadise: HELIOS villa, amazing sunset views, perfect dream vacation!

Oia
9.8 out of 10, Exceptional, (61)
"Perfect location!"
United States
Bev C.
The price is SAR 1,180
SAR 1,781 total
includes taxes & fees
24 Dec - 25 Dec
SantoriniParadise: HELIOS villa, amazing sunset views, perfect dream vacation!
Outdoor dining
Oia Mansion 4 Bedroom Villa With Panoramic Sunset View

Oia Mansion 4 Bedroom Villa With Panoramic Sunset View

Santorini
9.4 out of 10, Exceptional, (3)
"The best place to stay in Oia, the location is perfect! The house is beautiful with lots of historic charm. Lily was also very pleasant and helpful to work with. We will be staying here again! "
United States
Jordan G.
Oia Mansion 4 Bedroom Villa With Panoramic Sunset View
Outdoor spa tub
Hill Suites

Hill Suites

Santorini
9.8 out of 10, Exceptional, (305)
"Tomas was an amazing host and the location is perfect!"
United States
Michael
Hill Suites
Outdoor pool
Winery Hotel 1870

Winery Hotel 1870

Santorini
10.0 out of 10, Exceptional, (260)
"I really loved the hotel. I stayed at one of the suites and it was the best thing ever. The breakfast was SOOOO GOOD. You get the pick what you want for breakfast. And it was at walking distance from everything."
United States
Guillermo
The price is SAR 449
SAR 516 total
includes taxes & fees
15 Dec - 16 Dec
Winery Hotel 1870
Design Suite, City View | Premium bedding, minibar, in-room safe, individually decorated
George & Joanna Suites

George & Joanna Suites

Santorini
9.6 out of 10, Exceptional, (12)
"Beautiful suite in the perfect location only 30 seconds from the main centre of fira.Was the ideal base to discover the island couldn't recommend highly enough."
United Kingdom
Aaron
George & Joanna Suites
Terrace/patio
Vlychada's Diamond Apartments

Vlychada's Diamond Apartments

Santorini
10.0 out of 10, Exceptional, (1)
"Les appartements Vlychada diamond sont très agréables. Ils sont spacieux, très bien équipés et décorés. Café à prendre directement au bar ! La plage de Vlychzda est très bien. Animations toutes proches au port de Vlychada et à Parissa"
France
Mélanie F.
The price is SAR 481
SAR 983 total
includes taxes & fees
8 Jan - 9 January 2026
Vlychada's Diamond Apartments
Outdoor spa tub
Villa Athena with 2 Jacuzzi's Santorini

Villa Athena with 2 Jacuzzi's Santorini

Akrotiri
10.0 out of 10, Exceptional, (3)
"Our host Alexio couldn't have been more accommodating. He showed us his beautiful island and all its charm. The Villa itself had all the comforts of home. We made use of the wonderful wood burning oven/ bbq pit. For some amazing local flavors. Sampling local wines and wonderful food with the spectacular backdrop of breathtaking sunsets. Multicolored beaches, and welcoming hospitality of local people. Alexio went above and beyond our expectations. This was much more than simply renting a vacation...
United States
Gerald G.
The price is SAR 5,676
SAR 6,777 total
includes taxes & fees
6 Jan - 7 January 2026
Villa Athena with 2 Jacuzzi's Santorini
Outdoor pool, pool umbrellas, sun loungers
Thireas Hotel

Thireas Hotel

4.0 star property
Santorini
9.4 out of 10, Exceptional, (354)
"Excellent location. Staff was very helpful. Good breakfast. "
United States
Charles
The price is SAR 381
SAR 446 total
includes taxes & fees
14 Dec - 15 Dec
Thireas Hotel
Suite (Venus) | Balcony
Asteras Villas

Asteras Villas

Santorini
9.6 out of 10, Exceptional, (254)
"The whole stay was amazing, loved the location, and the room. The views were amazing and George was so helpful during our stay. Would highly highly recommend. "
United Kingdom
Eleanor
The price is SAR 471
SAR 537 total
includes taxes & fees
11 Dec - 12 Dec
Asteras Villas
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Oia Hotel Reviews

Caldera Premium Villas - Adults Only

Caldera Premium Villas - Adults Only

10/10 Excellent
"Best hotel in santorini The staff was wonderful"
Jc 1-night trip
Posted 1 month ago
Caldera Premium Villas - Adults Only

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Frequently asked questions

What should a history buff expect from a stay in Oia?
During a vacation in Oia, history enthusiasts can spend an afternoon exploring the churches. While you're visiting, you may want to admire the scenic seaside.
What's the best place to stay in Oia to be near historical sites?
Based on our travel expertise, Esperas Santorini is a top historic hotel bookable on our site and it features free WiFi. Oia Castle is a short walk away. If you're interested in local history, another option for your trip is Cupola Suites 1 Exquisite Sunset.
How many historically relevant hotels are located in Oia?
Oia has 955 hotels and other accommodations bookable on Expedia, including 2 historic hotels or hotels close to historic sites.
What are the most important historical sites and other places in Oia?
Oia is notable for its churches and landmarks like Oia Castle, Panagia Platsani Church, and Byzantine Castle Ruins. Cultural venues include Maritime Museum and Mnemossyne Gallery. A couple of additional sights to add to your agenda are Oia Blue Dome Church Viewpoint and Tramonto ad Oia.
What is a historic hotel like in Oia?
When you choose a historic hotel, you'll sleep someplace that has a national historic designation. A castle, a palace or even a pub or an old police station can be considered a historic hotel provided that it has special significance. Traditional architecture and period features are typically found in the public spaces and guestrooms of these historic hotels in Oia, bringing the history to life.
What is the difference between a historic hotel and a heritage hotel?
"Heritage hotel" is a term often used in Asia and Europe, while "historic hotel" is more common in the U.S. but overall the terms are quite similar. The architecture and actual building of a historic hotel tends to be what's most important. For a heritage hotel, it's often the cultural value and how it inspired the community.
Do historic hotels in Oia have modern facilities?
Hotels include modern conveniences and safety features you might expect, though efforts have been made to preserve historic facades and treasured traditions. Private rooms with updated bathroom facilities, free WiFi, and the popular amenities found in a hotel should be available at a historic hotel. When you book a historic hotel in Oia, don't worry that you'll be staying at a place that's uncomfortable for guests or simply rundown.