Press the reset button of your pioneer kit for more than 5 seconds until the status LED lights steady. The board seems to be in the memory mode. See kitprog manual.
Please try enabling the Show USB Devices option in Port Filter dialog in the Bootloader Host tool (when the kit is in bootloader mode), that will list the kit.
Refer to section 9.1 Building a Custom Bootloadable Application for KitProg2 of the KitProg2 User Guide for details.