What do you mean by any images I've added after deployment? Are you adding images to the temporary folder generated by JBoss? If so, the way I handle adding to the webapp after deployment is to clean up (ie. delete the temporary directory) and redeploy the .ear file, which would contain the .war file which itself contains the extra images. It may take a bit longer than dropping an extra file into the autogenerated directory but at least it doesn't need a reboot, and if you do reboot, JBoss will faithfully reproduce the temp directory as it was before.
the package I'm deploying is JIRA, which lets you customize some fields. These customized values can have custom icon images, which i added to /images/icons under the webapp directory. But when redeployed on JBoss restart (or OS reboot), these directories where replaced from the original EAR. From now on , I'll include the images in my original EAR.