My husband and I paid $600 (including breakfast, lunch, dinner, and a golfcart) for the William Wrigley suite at Mount Ida Inn on Catalina Island. It was a milestone anniversary, worthy of such a splurge. (The golfcart was included as island transportation; only a few number of locals are allowed to drive cars.)
The Wrigley suite had a terrific water view, a huge private deck with loungers, a large bedroom, and a large living room. There are only six rooms in the Inn; snacks and beverages are out in the public areas of the house at all times.
William Wrigley and his wife used this as their summer home. He owned the Chicago Cubs at the time; they did their spring training on Catalina Island. You can't get into much trouble there!
Considerable thought and research was done before spending this kind of money. Was it worth it? Yes, given the context of the event. Would I do it in general? No, absolutely not.