needtoescape

I apologize if this should be added to an existing thread. I searched pretty extensively and did not find any information that addressed my specific questions.

I am considering using BA miles on a OneWorld partner airline (single partner award) for the following possible trips:

1) Caribbean (AA)
2) Hawaii (AA)
3) South Asia (TBD)

I might combine 2 and 3 if I could use Hawaii as a stopover.

I was wondering if anyone has had success with getting BA to approve free stopovers in either or both of the following situations:

1) Travel covering two or more Caribbean islands. Given my understanding that AA routes all of their connecting Caribbean flights through either MIA or SJU, it does not appear likely that I could do a stopover anyplace other than these two airports, because I would have to go back through one of these airports to get to another island. Is this correct?

2) Stopover in Hawaii on route to Asia from US east coast (BWI, DCA, or IAD are my "home" airports). I'm not sure yet where in Asia I would like to go but wanted to see what (if any) destinations people had travelled to with stopovers in Hawaii (preferably through Kauai (LIH) or Maui (OGG) since I have already been to Oahu).

Thanks in advance for any feedback!