I'd purchased the Pro version of 1Password for iOS but I also have 1Password for Families. While trying to add items to my Apple Watch from my iPhone, I noticed that there wasn't actually an Apple Watch option anywhere. Then I stumbled onto an item that was still in my "Primary" vault and hadn't yet been moved to my "Personal" vault... and the "Add to Apple Watch" option was there. After some testing, I found that the option ONLY shows up on items in the Primary vault, and never shows up for any items in one of the family vaults.
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Referrer: forum-search:Apple Watch only works with local vaults