Q: Is there a solution to remove double entries in iTunes automatically? When importing large music libraries this could be very helpful. Or should I go on doing it manually?
A: iTunes doesn’t offer a way to automatically remove duplicates, but it can help you identify them:
When viewing your Library, select “Show Duplicate Songs” from iTunes’ edit menu. iTunes will choose similarly-tagged songs for you to inspect manual before deleting them.
The lack of automatic removal here is a valuable feature, not an unfortunate omission. By manually inspecting your duplicates, you have no risk of deleting that precious “Live” version of a track, simply because it’s similarly tagged to the studio version.
Take the time to do it right (with iTunes’ help in showing you the potentials), and you’ll be pleased in the end.