Santorini island could be divided into two parts, the western side of the island and the eastern. Santorini mainly owes its popularity to the western side. This is where the caldera is, and the villages, like Fira and Oia, that are built on the cliff. On this side of Santorini most hotels have terrific views of the caldera, volcano, the sea and sunsets. There is of course a drawback that you have to keep in mind before making your reservation. The majority of the hotels built on the caldera have many stairs, which is usually annoying for tourists not willing to climb up and down all the time. Some of them do not accept children under 13, because they do not offer any childrens' facilities, due to their dangerous location on the cliff. There are hotels that are specially oriented to couples and honeymooners. Most of Santorini luxury resorts can be found on the western side of the island. Note that not all hotels which are on the western side of the island offer views, as some of them are in town.
The eastern side of Santorini resembles the rest of the Greek islands in the Cyclades. There are many beach hotels, especially in Kamari, that also attract a lot of tourists, mainly youngsters and families. These hotels usually offer larger rooms and pools than those on the other side of the island.
Keep in mind that the room rates are often set according to the view of the room, which makes the hotels on eastern side of Santorini much cheaper than those on the western side.
Moreover keep in mind that booking your accommodation in advance would be very helpful, as most hotels have few rooms usually not more than 20 and quickly fill.
Most of the island's hotels are closed during winter. They open during or after Greek Orthodox Easter April or May and usually close by the end of October. As in other Greek Islands, July, August and September are considered high season.