Why can't certain items be shipped to a specific address?

Thanks for the added context!

The shipping rates should consolidate, so it looks like we’ll need to access your account in order to resolve this issue. While we’re not able to provide account-specific support via the Shopify Community at this time, we’d be happy to continue assisting you through live chat, email, or callback. Please visit our Help Center and log in to your account to create a support request.

Since this is the next step I’ve marked this reply as the solution for the benefit of others who may discover this topic.

Thanks!