Concerning a bike rack--I highly recommend that you get a hitch-mounted rack! If you car doesn't have a hitch, then get one installed, they can be very discrete even for a sport-car. I had previously installed a Hidden Hitch brand on my Mustang, just for the hitch-mounted rack. Those trunk-strap racks just suck all around.
@TankTop5 has very valid points! The proper bike FIT is absolutely critical, the most important of all variables on a bike purchase. I am 6'4" and depending on the make/model I ride 21-23" and/or XL-XXL frames. And, yeah 29" wheels would be my default rec too.
Jamis definitely has some good stuff. At you budget, perhaps look at what GT has to offer too. At the least, it would be best if you can find disc brakes vs. rim brakes. Note--At your budget and size/weight, you really should be looking at bikes with a rigid fork. Any suspension fork on a bike at this price is gonna ride like a pogo-stick, especially for a larger/heavier rider! For example, the entry price for a fork for someone of my size starts at about the total budget for your entire bike!
If you have a D1ck's Sporting goods, that may be a good place to go have a look. You won't get the support like you would from a real bike shop, but it at least seems like their bikes are a half-step above what you see at Academy or Walmart. REI is probably another half-step above D1ck's, and mostly similar to a dedicated bike shop.
I helped my niece pick out a Specialized Sirrus last season for ~$500, but I see that price is now up to $650. That has been a very good first bike and hybrid bike for her needs, which were somewhat similar to yours (pavement riding and maybe a well groomed trail here and there).
