The number of 5-star hotels in Santorini rivals the number of taxicabs in Manhattan. It’s difficult to choose the best places to stay on the island because there are so many great choices. We recommend splitting your time between two parts of the island: Imerovigli and Oia.
Imerovigli: Located just 5 minutes away from popular Fira, Imerovigli has unrivaled views of the caldera and Skaros Rock. As the highest town in Santorini (other than the monastery), this quiet town has some of the best views on the island. We recommend staying here for a few days and staying at the posh Grace Hotel or renting a villa. In Imerovigli, you’ll have peace and quiet at home, but you’ll be close enough to the hustle and bustle of Fira if you’re craving action.
Oia: Oia is the place to watch the sunset in Santorini, however it is extremely crowded. There are dozens of hotels wedged into the cliffs of Oia, but not all of them offer privacy. Quite often, private plunge pools are on top of main walkways, which is not exactly ideal for a our Couple’s Guide to Santorini. While we were in Oia, we stayed at Santo Maris, which was a 3-5 minute walk from downtown Oia. We had unspoiled views of the famous Santorini sunset, privacy in our plunge pool, and easy access to the town when we wanted it. Click here to book Santo Maris in Oia.