However, from my research it seems as though getting financed for a property with an llc that shows no income can be difficult.

Its also the right sort of thing to do to try and help someone navigate a difficult time. 

I want to use the equity to purchase another investment property but due to my properties being in LLCs, it has been much more difficult than I thought it would be.

I started my career as a commercial banker a long time ago, but have been an independent mortgage broker for nearly a decade.

Nathan I think this is true if your just talking about rental props for landlording.. the last 2 to 3 years have been the best years of my career.. building new builds and Loaning our funds.

If the tenants are the issue, they can make it very difficult to show the property and this can create a lot of issues for you during this time.It will also prevent you from selling your home for maximum market value as only few people will want to deal with holdover tenants.

Ik that here in Hawaii, there’s a few laws on STRs and I’ve been trying to understand but it’s difficult to decipher.

It was not difficult at all to get that approved.

This can be very profitable purchase if you can fix whatever issue, but you are making it more difficult by setting a deadline.

Market might be competitive but there is angles to stand out depending on what you are comfortable and able to handle, such as waiving an appraisal contingency, limitng inspection rights and time frames, closing time frames, allowing seller to stay-post closing, taking on difficult tenants, buying properties that might need repairs, etc.