@Greg Goforth
I think you're in a great position, especially if your employer goes to 100% work from home. This will give you an immense amount of freedom to live where you want. That being said, I think that your question is more about lifestyle management than real estate specifically (although the two are closely related).
Specific to the Alaska markets, most of us "need" to live close to where the jobs are. For better or worse, that means Anchorage. That limits most people with traditional careers to Anchorage and Mat-Su. If you were traveling weekly (like I do) then I would include you in this category. However if you only need to fly to Seattle once per month or once per quarter, the extra hop to Homer is a minor hassle and totally worth it. Many of us would prefer to live farther out, but for practical purposes we cannot. This is a MAJOR advantage to your situation if you choose to look at it that way.
I would recommend that you live where you want, and figure out the other details to support that lifestyle. It sounds like your W2 is beginning to align with that, and you should also tailor your real estate choices to do the same. House hacking a 4-plex in Anchorage will not generate the returns you need to go spend all of your time fishing in Homer... but living in Homer and doing a STR in your guest cabin would mean that you are already where you want to be as soon as you clock out.
House-hacking, AirBnB, tele-working... these things are all just tools to use to build the lifestyle you want. They are all good for certain people and certain situations, but start with the end in mind and build your life to fit that. Best of luck!!