The 16 GB card should be okay, I only saw mention that people had issue with 32 GB cards.
I know that you can use SSH to modify but not sure about monitoring the install. Other have hooked up the HDMI to a monitor to watch the install. @spockfish said that the HDMI is disabled once it is up and running.
I am about to install on a second RPi and will be hooking up to a monitor to see what happens, I will let you know.