Best thing to do is avoid the higher DTI debt to income, claim one as investment and use the rents to offset the new purchase. 

Most cities have regular real estate meet ups for investors which is often the easiest way to meet local flippers.

Of course "hoping" rates will come down is not a sound strategy so finding a way to assume a loan that already took advantage of low rates is a great option.If you were starting over and targeted a large SFH, would you try to maintain the property in a way that would still attract regular homebuyers (not investors) if you needed to sell?

@Edwing Hernandez Lots of unsupported claims...same story with Roofstock...nothing like getting on camera and claiming you have a magic formula but no evidence of what's in the potion....they want you to go on faith alone, I guess...

@Patrick Roberts wrote:"@Jay Hinrichs I know of one person who is buying high LTV preforeclosures Subto while they’re off market by paying the owners around $10k-$15k to walk away, quit claiming them into an entity, then seller-financing the entity holding title to the property to owner-occupants under the pretense that it's for commercial purposes on interest-only balloons at inflated values."

I'm considering investing in STR in Hawaii to diversify my investment portfolio (mainly for capital appreciation) as well as it being a regular vacation place for my family.

That makes me wonder if those lenders will lend more on the places vs regular lenders.

When they pay out a claim, the money comes out of their pocket.

A lot of agents will claim to be great with investors, and not have a clue what the property would actually rent for. 

I spoke to several of the insurance agents we use here in the Disney area and they have all said that policies are regularly being written and by all they hear, will continue to do so.