The dilemma i have is that I can’t decide if it makes more sense to embrace the c class identity this property gives the impression of, or put a lot more into the renovation, get better quality tenants and convert it to the B class property that the building (and the area) should/could be. 90% occupied, the yearly rental income is around 600k with 420k NOI. 

It’s a heavy tourism area with year round demand and tight restrictions on STRs that keep room rates high.  

Thanks Brian, we shall see, tourism is definitely a life blood of the economy so hopefully there is a rationale compromise.

That is where I draw my take on Sell/Rent my biggest fear is the "What if Factor" - drop in tourism, association comes under litigation, hurricane (This season looks like it will be "Very" busy), Sickness or health issues or other.

By embracing new technology, individuals and organizations can thrive in a rapidly changing world, leveraging the latest tools and innovations to stay ahead.

Each market has its own dynamics and risks, so spreading your $5.3M across Hawaii (Kona), Miami, and Honolulu could be a solid strategy.For the short-term rentals in Kona, Hawaii, the tourism industry there is pretty robust, but do keep an eye on local regulations and potential changes in the vacation rental landscape.

Big picture, it's foolish for a state that's so dependent on tourism to place onerous restrictions on the ability to house tourists, but many locals make the case that they are getting priced out of the housing market.

The dilemma i face now is that I can’t decide if it makes more sense to embrace the c class identity this property gives the impression of, or put a lot more into the renovation, get better quality tenants and convert it to the B class property that the building (and the area) should/could be.

The importance of embracing continuous learning and seeking support from resources like the BP community and local REIA is highlighted as well.

I am over in Pinellas County, FL and we just hit an all time high for tourism.