If I ever go back to a video system in my vehicle, it would have the Kenwood + Garmin GPS unit. I've used a couple of Garmin portable car units (c320 and Nuvi 350) and consider it the most user friendly GPS GUI on the market. If you want simplicity and ease at it's best, this combo would be it.
To upgrade the maps, you would have to have a flash memory reader via some external docking station or internal on your PC, then upload the updated maps to the SD card.
Go to Garmin's site and look up their unit called the
GVN 52. It's the unit Kenwood is using and the only difference is that Kenwood made their touchscreen LCDs compatible with the GVN 52. You can download the GVN manual and installation sheet to get an idea how easy the unit will connect.
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