I’m waiting to hear back from a city representative to see if it’s possible to divide the lot into multiple lots and put a mobile home on each lot.Once the land is paid off and divided, is it possible to use each lot as collateral for its individual mobile home? 

I think that gets lost VERY quickly with certain individuals.

Hawaiian real estate law differs from other western states significantly, mostly due to its monarchal heritage and the Bishop Trust influence.The basics are the same as would be in California; determine the condition of title ownership (individual(s), estate (including conservatorship, if appropriate) OR fiduciary acting for trust.Use a qualified private money equity lender to make a loan sufficient to buy out the cash-only beneficiaryThe legal community in HI and Big Island in particular is small.

I have partnered with individuals on fix and flips but my goal for 2025 is to buy my first LTR.

Kind of the mentality of the war torn countries like Angola/DR Congo - where leadership thinks "get them conflicts going and get them blood diamonds making us rich".

We have done it both ways where we fund purchase and they cover rehab but if the individual is less experienced we do not do it that way, we have them put more money into the deal from the start and fund the draws, reason why is we also had a deal where the person said they would do this and never did anything and property sat and loan matured and it was a pain.Just recognize you will still not get 100% financing for the purchase, so you are putting money in up front. 

We often need to ask the right questions to help determine the best route for each individual.

This is some of the most desirable and difficult to develop real estate in the country, owned and operated by many of the most powerful and affluent individuals and corporations on earth.

That's also not a deterrent to REI...and it never was, and never will be.The real key comes down to analyzing markets, and not just individual properties. 

It depends on where you want to live, income, personality, and other factors.You could buy a large home and rent out the individual rooms to cover expenses, but this comes with problems.