I have no idea what Whispersync is but Kobo works very well with Calibre or Grimmory. You can change the store URL to your own Calibre(-web) [1] or Grimmory.
Some of the Kobo also support audio books. All of them have microUSB or USB-C to sync, some got Wi-Fi or Bluetooth as well. Mine even has a mic for some reason.
There's a plethora of hacks for devices like the Kobo (reMarkable is another one). For example, see [4]