The listing you shared appears to have about 50% occupancy for the peak summer months and not one single night of booking after August of 2023 through 2025.
Edit: On second thought, what are you trying to share here? That short term rentals in Kauai charges more per night than long term leases? But that airbnbs are not allowed anyway so it's a moot point? But that it's great for you because you can vacation there? Or that it sucks because you don't get to choose when you vacation + short notice.
lol I am very confused Clark. What is actionable here?
It seems as though the actionable advice is not clear. I apologize for that. I will attempt to get straight to the point.
If you have a favorite vacation spot, consider buying a long-term rental in an area that does not allow short-term rentals. Rent it out furnished and "long-term" consistent with local laws and stay there yourself on a short-term basis when in between tenants. All things being equal, the neighborhood that does not allow short-term rentals is going to be cheaper.
We have spent significant time over the past 3 years at our long-term rental on Kauai when we are in between tenants. Based on our income, we could never afford to do this by renting a comparable house or condo.
Under the right conditions, a short-term rental could be financially possible for us. However, I think it might be worth it to compare the long-term rental option that I proposed with the typical short-term rental option when deciding.
Talk to your lender, but if you plan to be at the house for 14 days or more each year, you can qualify for a second home mortgage with a lower rate and only 10% down. Immediately after closing spend at least 14 days at the property to make sure you fulfill the requirement and then rent it out long-term until your next vacation.
Every location and situation is different. Fort Collins, CO considers a short-term rental anything less than 30 days. Kauai County considers a short-term rental anything less than 6 months. We have had success and I thought it was worth sharing.