I have followed all the documentation I can find and watched several of the videos put out regarding building images from with kiwi on the OBS. 

Unfortunately, the kiwi images do not seem to automatically rebuild when a dependency changes.

For example, look at the build logs of the OBS provided templates here:
https://build.opensuse.org/package/show/openSUSE:Templates:Images:Tumbleweed/

The Dockerfile images rebuild with every snapshot of Tumbleweed, but the kiwi images only rebuild when a change to the repo itself is made.

You may also reference my home repo where I have equivalent images in Dockerfile and kiwi formats:

https://build.opensuse.org/project/show/home:spacemule:branches:openSUSE:Templates:Images:Tumbleweed

I have tried a few workarounds in there such as adding "openSUSE-release-appliance-docker" to as a regex in the _service file and using it as a tag in the .kiwi file, but this hasn't helped.

As it seems broken in both my home repo and the provided templates repo, it looks to me like either a bug with the OBS or a bug in the provided templates.

Thanks!