[Levin]

The important things to consider for place of retirement are...

 whether the place is convenient and friendly for old people whose mobility is not so good especially in the last 5 or 10 years of your life. At that age say 80 yo you most probably returned your class 3 driving license and must take public transport. Are the busses there cater for wheel chair and pma to board? Also are the pathways there handicap friendly where you can move your pma or wheel chair to higher levels without using the steps.

Next is medical facilities like our polyclinic to get subsidies medicine and treatment. If not, it would be much suffering to come all the way back here for medicines.

Next is safety of the place like robbery. Is there a need to wear knife proof vest when moving around at night?

These are just some examples. Those videos posted by ah butt are selling you a good life for people who are young, can still jump and run. He might not be saying the same thing when he had to walk around with a walking stick or wheelchairs 20 or 30 years later.     

I always tell people this too. Healthcare (whether it's subsidised for foreigners), access to amenities/food (walking distance), transportation, safety etc. 

There's also taxation. Some countries tax capital gains, so your passive income might get taxed there. Some countries have high property taxes relative to Singapore (Singapore's property tax rate is negligible. Using my flat as an example, the tax rate is about 0.027%) so if you bought a property and stayed there, you may have to fork out a 4-figure sum per year unlike in Singapore.