We loved our time in Oia at the Hector property! It was more like a hotel than AirBnB in many ways (appointment of room, cleanliness (cleaned each day by lovely housekeeper Danna), amenities (beach towels as well as lovely welcome wine and sweets provided), ability to book arrival/departure transfer) but with the very personal touches of communication with your host Giannis.
We were provided a giftbox of local treats as well as a local cellphone to use during our stay which was very helpful in making restaurant recommendations. Giannis was available via phone or AirBnB communication throughout the day/evening and was very helpful in helping us work through our checkout time and options for luggage storage and travel.
Location is amazing - you are on the main street but in the quiet end of Oia (after sunset, very few tourists make it down this way) and very close to the Castle to view sunrise/sunset. You have a partial view of sunset from the upper terrace (you can see the sun go down over the ocean/over the crowds of tourists, but not the warm light reflection on Oia) and can have a nice full view sunrise from the lower terrace.