My opinion would be to make sure you estate plan for the future so that your properties/ income can transition to family or charity of your choice with as little tax as possible.

There is also excise tax.  As

How does capital gains lower you ordinary tax bracket, also in seller finance is the interest tax a ordinary tax or still capital gains tax?

If you live there for 2 years you dont pay capital gains tax. As

I️ bring home about 4000 after tax a month and have 14 days off a month.

Flipping is not investing and the tax you pay with the profits are NOT capital gains if you went into the flip with the intent to flip.The profits from your flip will be subject to Self Employment tax as well as regular income tax.You do not negate your taxable profits from the flip by paying down a mortgage (equity paydown is never a deductible expense).If your original intent with the flip was to make it another rental, then you may have some argument for capital gains, but you'll have to have a lot of contemporaneous documentation to indicate your original intent and why you ended up flipping instead of holding.

And it doesn't even count capital gains tax!! As

I recommend you get some advice on the 1031 aspect since its usually for an investment property which is not your primary but in any event you could potentially sell for partial to little tax as a primary home if you've lived in this home as a primary home.

If 1 year you don't have the money to repay the $1,000, they add the $1,000 to your income tax as income. 

I would advise to carefully consider energy costs, zoning for legal TAT, increasing GET tax as well as high cost of on island management.