Oooh boy, printers are one area that you’ll get death matches over. Myself, I like HP and Canon. They’ve never done me wrong. I despise Epson.
Others will swear by Epson and say HP or Canon are shite. It’s all jaded by personal experience.
For driver support, you can’t go wrong with HP. Apple builds them into the OS and keeps them up to date, which is very nice.
For AirPrint, HP has a good selection of products, thought it looks like you’re into the All-in-one type printer/scanner/fax etc unit.
Myself, I have a (3 year old?) HP Photosmart. It does print,scan,fax and copy, has wifi (802.11g), separate ink tanks (CMYK,PC,PM), a duplexer, an auto document feeder (very nice for multi-page scan or fax), wireless fax and a photo tray (for separate 4x6 photo paper).
I think I picked it up for about $250 from Staples at the time (and got $50 knocked off because I recycled my old printer with them).
While it seems like a bit of a hefty investment for a printer, I have had zero issues with it. The ink is also reasonably priced and you can find an entire set of the ink on eBay for ~$35. (In a pinch you can find ink for ~$11 each retail.)
Now that I’ve had it for 3+ years, the per-year cost really starts nose-diving the longer I keep it. If you go cheap and get a $99 printer, you may end up replacing it in a year. It can add up.
Moral of the story: don’t cheap out. Get a nice one that will last some time.