Pretty is more a delicate, fragile beauty (like daisies. butterflies).
Handsome is a strong, durable beauty (like mountains and tall ships).
A Hitchcock blonde (Kim Novak, Janet Leigh etc) isn't pretty but is definitely attractive.
Deneuve is another example I'd give.
She was pretty when she was young:
but she grew to be more handsome (and arguably more attractive) when she got older :