The great circle route is all very interesting but the airline routes available don’t go that way. Besides, Obama Sr. was not in Boston in August of 1991, at least on the current record.
While I agree about BHO Sr probably not being in Boston at that time, what what do you mean about available routes? I find it hard to believe that in '61-'62 time frame somebody wasn't flying from Hawaii to Seattle, or Vancouver which is pretty nearby and wouldn't change the numbers much, I was just responding to your comment about it being quite a detour. It's not. Airlines fly great circles because they are the shortest route between two spots.
Incidentally that website doesn't just use the spherical earth approximation with a closed form solution, which really isn't that great over a couple of thousand miles distance. It uses the WGS-84 ellipsoidal earth model. The Spherical model is still pretty good out to 600 miles or so, and very good over a couple of hundred miles. Practically speaking even the spherical model will probably let you at least find Hawaii, even from Tokyo or some Indian port, it just won't put you right in the harbor mouth.
This State of Hawaii link indicates that by '61 several airlines were servicing multiple US cities direct from Honolulu.