super newb here but the husband and i are looking at ways to eventually move to oahu with two properties both paid for in cash, one to live in and one to rent out.Situation: We currently have money from a previous home sale here in los angeles that we can use as a downpayment for a buy and hold property in waikiki that we can use for short term rental(airbnb,vrbo). the hope is that it can cashflow itself (for the most part) till paid off then we can sell our current property in los angeles to buy another property in oahu in cash.The numbers: Our budget is around $185K with 20% down w/ maintenance (hoa) fee of max $1,000 per month w/ all utilities included. plus management fees and all other overhead cost that im really not familiar with in terms of purchasing a rental property in waikiki (taxes etc.)My main question is, for those in the know, do you think we'll clear $2,000 a month enough to cover the mortgage plus maintenance fees?

Let the numbers inform you but you need to see the place and be able to look for signs of the above in terms of hidden costs!

In terms of identifying what kind of investor I want to be I think I'm a bit beyond that.

In terms of the legal protection you should speak with asset protection attorney.

How do I determine how much an investor is looking for Interms of percentage wise when wholesaling a deal, I already know all the little details as far as estimating the repair value if there is any, and ofcourse determine the equity in the property. , I’ve heard most investors typically want a property that is 15 percent off the market value , if I find a seller who is willing to sell a house with 25 percent equity in it , is this a good deal I can wholesale?

I think of life not in terms of time, but I think of life in terms of experiences.

Here is the law broken down into laymen's terms (not from me, this is from MassLandlords-I don't take a security deposit in MA because of the law here):Checklist to Avoid Security Deposit Triple DamagesSometimes people say “triple damages,” but really the law specifies penalties in terms of the deposit amount because, frankly, these cases often don’t have any damages (i.e., the landord has not cost the tenant any real money).

It makes tons of since and pulling out the cash does give me more reserves and keeps me off the bench in terms of finding more properties immediately once I get to VA.

It also mandates that timelines be defined in terms of calendar days or business days rather than simply “days” and requires that a resale package be valid for at least 90 calendar days.

In terms of getting quality data (prop info, mortagage/Liens info, owner info, comps etc.) to filter out and analyze deals , I would like to solicit your input and feedback.