Hi guys,
For all you who have been looking for a solution for the problem above, here it is :
http://www.kioskproapp.com/
The Kiosk Pro app allows you to run any html-scrip locally stored on the ipad!
Which is great! Because not only does it allow for an infinite amount of possibilities next to the video-looping, it also keeps on working with one click after a reboot!
The learning curve of usage is quite simple for the problem above, since they provide extensive information on the website and have great customer service.
I am very very happy I found this app, and I really hope this post saves a lot of people the headaches I've suffered in the course of finding the solution.
Enjoy!
Alex