May a hypertensive person be cured & as such, stop maintenance medication for hypertension? when will this take place if possible?

Potentially: I believe patients with hypertension can absolutely be cured, and often simply through changes in diet. It is the atherosclerosis that leads to hardening of the arteries that can lead to hypertension and this can be addressed with diet changes. If you are interested, the movie "forks over knives" is a simple introduction to the topic and then if you get more interested "the China study" is good.