Hi,
Yes you can have a CSV cron import and products displayed in parent categories with HikaShop.
For the cron import, you'll have to change the format of the CSV as the import in HikaShop uses a different format. Basically, you put all the images links in an "images" column of your CSV, separated by a comma or a semi-colon and the system will import each one for the product row. The best is to create a product like you want and click on the "export" button of the products listing in order to see what it does.