Any idea if this will be updated for XF 2.0?
I don't want to switch forums twice in a short timeframe as it might leave a bad impression with my community, also it looks like I'll need to wait for XenWord to be working properly with XF 2.0 anyway (at least I'm not aware of another bridge between Wordpress and Xenforo).
We have no way of knowing. Though that importer being updated for XF 2.0 is probably not a big deal. As I say, you can do the import into XF 1.5, test it, and then upgrade to 2.0 when everything else is ready. You could even consider starting that process now so you can start getting your head around things and making sure the importer actually works as intended.
Not sure on the ETA of XenWord for 2.0 but @LPH can probably answer.
XenWord Pro 2017 is currently feature incomplete for XenForo 2 bridging, specifically the comment system is not done. Once the features are completed then a new resource in the XenForo 2 side will be created. The bridge will then go through weeks of beta and release candidates before gold.