Unable to re-download a song purchased in iTunes

I have songs that I see in my Purchased list that need to be downloaded again. When I hover over the album or the song there is no "cloud". If I go to the album in the iTunes store it is there for me to purchase again (indicating it does not really know I bought it before). I have made sure that the Mac is authorized and am out of ideas! Any help would certainly be appreciated.

[Re-Titled by Moderator]

Original Title: Re-download a song purchased in iTunes