Hello,
First you have to know that in HikaShop Listing it's not possible to have several image per products in product listing, this will required some custom through
HikaShop override view
, to be able to display several image, but this won't be an easy task especially if you have variant products like it seems here.
For the product page, the important point here is the variant, from your screenshot you have associated your images to the main product, but, when you arrived on the product page, it's not the main product that are shown, it's the default variant, see my screenshot :
In your
Variant tab, you have to associated your images
for each of this product variants, and then it will be displayed following selected configuration.
Hope this will help you to achieved what you need.
Regards