His good customer service convinced us to go with Kiavi over two other vendors offering similar rates.

If I accept the suggested pricing opportunities it could drop my rates by $100 / night in some cases. 

Quote from @Vikas Jain: Yes, I have already seen the buy-in, im less concerned about that part of it, but just want to make sure its legitimate (plenty of opportunities where buyin is high but it doesn't always mean the product is good, just been burned in the past by others so trying to do better due diligence this time around)Their success rate, as of now, is 100 percent.

Good luck trying to replicate that across multiple markets.If a market is working for you and aligns with your goals, why change it up?

This is changing in Oregon as @Jay Hinrichs mentions.

Rates:$2,000 Daily$10,000 Weekly$30,000 Monthly$25,000 Long Term Monthly$3,000 Holiday Daily$15,000 Holiday WeeklyI am looking for insight for anyone who has experience in this market to see how realistic that is... 

Quote from @Treza Edwards: I would be looking at this as a market-dependent change.

If the unit is empty, change the locks, clean it, and get it rented.

Instead of evicting them, i was thinking is there some way that I could rent it back to him for very cheap (mainly to cover just the taxes/ insurance) ie 2k a year rather than the going rate of 2k a month for similar properties.

Avoid any self-help eviction tactics like changing locks.Maintenance: As a landlord, you’re responsible for ensuring the property meets basic health and safety standards, including working plumbing, heating, and electrical systems.Inspections: While there are no mandatory inspections required before renting, your property should comply with building codes.