Hi folks,
I just got my kobo aura H2O today and was struggling so hard with the same problem. For me, the whole purpose of connecting to the computer is so that I can save PDFs to my kobo. I spent so much time working with customer service from Kobo/Rakuten on this, and suffice to say, they were pretty useless, although the guy really did seem to try.
No matter what I did to troubleshoot nothing worked. That included:
- Trying 5 different usb cables to connect the kobo to my computer (that includes the one that came with the device)
- factory resetting the kobo
- resetting my computer
- installing kobo desktop (this was the most frustrating because even trying to follow the step in this program to connect my kobo to the computer kept making the program freeze

- swearing at my kobo and computer
- trying a more gentle approach and using positive reinforcement with my kobo and computer
Still, nothing worked out. I emailed kobo and told them about this, expressed my disappointment, and they provided a ticket and told me I can refund/exchange the device. That still was shitty because I was so pumped that I had a kobo and then immediately sad that it wasn't working the way I wanted to.
Suddenly it dawned on me that phones are basically hand held computers! I managed to find my OTG USB that came with my phone (years ago!), and then connected my kobo to my smartphone. I was then able to open up the pdfs (I already had them saved on Evernote, but you can easily just save pdfs to your phone then transfer to your kobo. It's an added step, but at least it helps.)
And BOOM, I manged to get the pdfs to my kobo!!!
tl;dr:
Get a OTG USB for your phone, connect kobo to it, and move files to your kobo.
Some other information that might be worth knowing:
I have a Microsoft Book Pro, with a 64-bit OS
My phone is a samsung galaxy s7 edge
Hope this helps!
- Steph