Hey Christian,

Yes indeed, some songs are poems and exact translation is very difficult. Other problems you might find with pop songs is that some words might not exist...they could mean nothing or mean some suburbs and persons (usual in rap songs) or some manipulation of words to make the rhyme

Dalaras is very good, I personally like Pyx Lax (in ancient greek means "with punches and kicks") and Alkinoos Ioannidis (he has very nice songs)

Cheers,
Vasilis