Hi Fermulator,
while I regularly pick up new strongswan versions I'm not enough of an expert 
to give good suggestions on what the reason might be.

But fortunately there are often a few community members here using strongswan 
that can chime in.
Never the less for a technical discussion on the very low details of your 
connection hang an upstream issue report might be useful.

I'd ask you to report the ID you get here so that we can link it and follow the 
Also include as much of your setup (simplified and stripped of confidential 
things) to the bug here and there. As it would help a lot if we'd get it to  a 
list of steps to locally reproduce the issue.

Version-wise you said 17.10 was good but in 18.04 it is showing this behavior.
In terms of versions that would be 5.5.1 -> 5.6.2 - maybe that rings a bell for 

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  strongswan ipsec fails to finish connection (hangs after installing
  DNS server via resolvconf)

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