It's always useful to configure SSL whenever you make a web site that needs to be in any way secure. And let's face it; if it's something you yourself are setting up, an SSL certificate of any kind is fine. It doesn't need to be expensive or verified by a "trusted" SSL provider.
And besides, once you have everything working with a self-signed certificate, making a "real" certificate is as easy as making a request, fulfilling it, and putting the files in the right places.
How I enabled a self-signed certificate:
a2ensite default-ssl
a2enmod ssl
service apache2 restart
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