I was also surprised at the price of Hello Kitty but I really like it. It's a tough choice - both are so nice. I think the Juicy looks more like a carrier and the name catches people's eye more, drawing attention to the bag. The Hello Kitty really looks like just a purse so I guess I would go with that one for sneaking her around. Sorry, can't help with the pockets.
I have to add, this is adorable...
http://glamourdog.com/lakisw.html