If you're connecting over the same cable to the management port for SSH, then HTTPS should be okay too.
You can check if the admin GUI daemon is running using:
bigstart status httpd
You can restart it using:
bigstart restart httpd
Here are a couple of links for installing 9.x from a USB key:
SOL9447: Choosing an installation method for BIG-IP version 9.x
http://support.f5.com/kb/en-us/solutions/public/9000/400/sol9447.html?sr=11466869USB_mass_storage
Release Note: Installing BIG-IP software version 9.4.3 from a USB Mass Storage Device
http://support.f5.com/kb/en-us/products/big-ip_ltm/releasenotes/umdinstall_9_4_3.html
Aaron