Okay so after reading your responses which I am truly grateful for and doing some more research I am pretty set on moving to Austin. I am going to take a vacation for a week in January to scout out the area, check out the real estate and try to get a first impression for the area.
I spoke to my current boss about it and at least for a while (6 months+) I will continue to work on projects for him remotely. He has other sub contractors working on projects for him like this who have been doing it for years so I imagine if we are both happy with the arrangement I could stay like this for the foreseeable future.
I am thinking I will probably rent or maybe buy an apartment in downtown Austin initially, with a plan to buy a house in a surburb once I feel I am really comfortable with living there and staying there, and am able to see all the surrounding areas.
If any of you Austin natives are willing to meet up with me in January (probably mid-month) and tell me more about your home town I'll buy you a beer!
P.S. One other thing that's pretty important to me is the outdoors activities I do here at home, particularly hiking and kayaking. I wonder how it would be to drive the ~3 hrs to Corpus Christi for the beaches and kayaking there, or even the Colorado river nearby? And I wonder how good are the parks in the area... is it really flat? I would prefer some decently rugged elevation changes for a good hiking experience.