@Carson McGee Is the person to chat with about STR in Hawaii!

Quote from @Carlos Lissimore: I can assist you with some questions that need to be answered such as credit score, experience, And do he has down pay when are you and your client free to chat so we can get to the closing table feel free to message so we can continue We are looking into sb684 and fee simple lot splits and funding for acquiring and construction.

I am not advocating one over the other, it is a personal choice, as much as indicating likely reality  Good luck

Exterior work involved repairing the roof, painting, replacing rotten wood, and installing new light fixtures.Multiple contractors were engaged for the project, with licensed professionals handling electrical, plumbing, and HVAC upgrades.I have compared the comps in this area on Zillow and it’s in the range of 115k to 130k. all else checks out, except that I do not have boots on the ground to verify in-person.  

Here are a few options to consider:Emergency Fund: Keep around 6-12 months of expenses - most professionals this is about 20-30K.

Have you ever used your real estate or mortgage license for your personal transactions?

I think there are a few private money lenders in our group including myself, people are always needing funds, and there's a few wholesalers that also are passing deals around.

Is it feasible to finance both properties simultaneously, or should I wait until next year to sell and purchase my personal home?

Funds withdrawn from your account, sent to 3rd party company that prints & mails a paper check.

Nothing revelatory here - personal finance is personal.