Delete songs, playlists, or other items
Delete an item from your library
Click the item to select it, and press the Delete key.
Click Delete Item.
Do one of the following:
Remove the item only from your iTunes library: Click Keep File.
Delete the item from your computer: Click Move to Trash. The item is removed the next time you empty the Trash.
When you delete a folder, all the playlists and folders inside that folder are also deleted.
If you can’t remove a song, make sure you didn’t select a song in a Smart Playlist with “Live updating” turned on.