Consulting with elders after making istikhara

Q: My question is regarding istikhara. I performed istikhara regarding a person and recently found out something that would be counted as an obstacle/barrier between me and this person. So I understand that Allah is showing me there is no good in this matter and so my question is that does this mean that this person will never be good for me or perhaps that this person is not good for me in this moment. And I am transgressing against Allah by hoping that we could perhaps reunite, since I genuinely believe this person is good for my deen and aakhirah and I am saying that based on me ignoring my desires and thinking hard whether or not this perosn will help me get closer to Allah.

Performing umrah when entering Makkah Mukarramah after leaving the meeqaat

Q: I intend performing umrah next week Wednesday. I will be staying in Makkah for 5 days i.e. Wednesday to Sunday. I will be returning home on Monday. Am I allowed to visit Madinah just to convey my Salaam to Nabi (sallallahu alaihi wasallam) for just one day (Saturday) and return back to Makkah without donning ihram or performing another umrah again?