Tools for remotely updating the advisor?
I am in this exact situation right now since I'm on sabbatical and (some of) my students are back in my home institution. Unlike your advisor though, I'm quite comfortable with skype/G+ and use them regularly. 

But to keep track of progress, I use a flavor of github that people in my department run (I also use github and bitbucket directly). As long as your advisor is comfortable using version control systems, and can set up their account for automatic emails when you commit something, it's easy for you to keep them updated and for them to see updates you've made. 

I also make sure to have an agenda file in reverse chronological order to keep track of what we've been working on and what progress has been made since our last meeting. 

One of the advantage of version control systems like git/svn/hg is that it's relatively easy to see what has changed since the last commit, or since 5 commits ago, which will help your advisor. Although if they don't like video chatting or replying to email, I do wonder if they're technically savvy enough to use git :)