We've done a deplyoment like this before,unless there is an existing software that you want to run(I may be wrong, I'm not sure what you use exactly) but basically you need to create an application that will integrate with your POS.
If you needed to do inventory and that involved scanning alot of barcodes, I'd look at a ruggedised device, such as the intermec CN3. (This is also worded to be one of the first ruggedised devices with windows mobile 6.1)
Short of finding/creating an application that integrates with your POS (And very efficiently, as you could wreak havoc if it was the wrong application!) Id look at seeing if there is an web interface for your POS. E.g. an internal only website that could search for stock, then connect your devices in store to wifi, and access the page that way.
Integrating POS and CRM solutions into Windows Mobile is an industry on its own, so I would double check with your software vendor.
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