It turns out that using Wine 3.0 fixes the issue! :)

Wasn't aware that PlayOnLinux ships not with the latest wine version by
default. You have to add the Wine version by hand via configuration
panel.

** Changed in: playonlinux (Ubuntu)
       Status: Invalid => Fix Released

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https://bugs.launchpad.net/bugs/1017860

Title:
  Can't open HTTPS pages with Safari

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