I have an iPaq 2215 and I like it alot, although I admit I don't do much web surfing. My only gripe is that I seem to have random connection issues when connecting via Wifi. One day it works, the next day it doesn't. Or, I get it working at the office, and then it won't work at home.
Of course, I have a Wifi CF card (Ambicom) rather than integrated, so I don't know if the same problems exist for the integrated models.
Since it sounds like you want to do alot of wireless surfing, it's just something to keep in mind