How comfortable are you with computers?
I like Kobo's more open platform. But Amazon has a better store. So I buy my books from Amazon and convert them via Calibre to sideload on my Kobo. I prefer doing it that way, because I have the freedom to buy books from anywhere and not feel tied to a particular ecosystem.
But if that sounds like too much hassle and you just want the easiest experience, I'd recommend the Kindle. No muss, no fuss. They are the 800 pound gorilla in the eBook world and for good reason.
I like a 6" screen, so I haven't really looked into the H20 much. I do admire the waterproofing and the color changing frontlight. If Kobo would come out with a scaled down version of the H20, I'd snap it up.
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