About the pillows--if you're traveling by yourself, just ask the SCA for an extra pillow. They will just pull out the pillow (two if they're really nice about it) from where the other person's bedding would be if there were two of you.
All of the SCAs that I have experienced do provide both pillows for that Roomette. I'm guessing that there are no extras available.
As SarahZ posted, the headrest does interfere with trying to get comfortable if I want to sit upright in the bed. I'm thinking a 3rd pillow would help solve that. Maybe.