@Lisa9274
I have a Short Term Rental Consulting business based in Washington, but am not familiar with the Oak Harbor market. I did do an Airbnb search for Oak Harbor, WA and it indicated over 1,000 Airbnb's? 🤔.
You can check the City of Oak Harbor's web site or give them a call. Another internet search revealed that it seems Island County doesn't have any current short term rental requirements, but is considering them. You can give the county a call to get more information. As Superhosts in Seattle you know about Washington state short term rental requirements. Looks like the City of Oak Harbor does require a business license though. Another area to check would be any HOAs that might have restrictions on short term rentals in an area you are interested in.