http://www.amazon.com/Logitech-Wireless ... itech+g930
This is the headset I've used for the last 2 years, I've had to replace it once, but that was due to me breaking it.
It's got lots of customizations, good drivers with programs that let you customize the buttons on it, the microphone is the best I've seen on any pair of headphones, the wireless works very very well, the battery life is solid, and the price tag is within your budget.
Audio quality is rather middle of the pack unless you turn on surround sound, which is for sure its best feature, but it does cause the battery to drain about twice as fast, still a solid battery life and you can charge it while you use it.
It fits well to my head (also kind of big) and is fairly flexible and fits well for most people, it does however block out a lot of sound around you, so if you want to hear something other than your audio, it won't do that.