We just brought ours from America. Not easy but with a lot of work it can be done. We have a very small dog so we were able to get permission from Korean Airlines for her to fly in the cabin with us from Boston - Inchon - Bangkok.
try Cigna insurance especially if over 70. Costs are reasonable if no pre-existing serious issues which may be excluded from coverage. Otherwise healthcare and dental in Thailand are excellent at fair and reasonable pricing.