I tend to find those that use their boats less are the ones that are lazy about maintenance regardless of single vs twin.
Personally, I like twins for maneuverability, but depending on the boat and intended cruising grounds, a single with good prop protection can have some advantages.
I'm fine with long distance travel in a single, as a situation that forces an engine shutdown when you're miles from anything to hit is rarely an emergency. You typically have some time to sort the situation out, etc. However, in crowded waters, loss of an engine can become an emergency very quickly and dropping an anchor immediately isn't always enough to keep the situation from becoming sketchy. So for use in inshore waters, I'm more inclined to want twins, where if one has to be shut down the boat can still be maneuvered to a point where it's safe to work on the problem.