Clearly something we'll need to get over. HVDC has something like 3% per 1000 KM loss - and when we start generating massive quantities of solar, 3% is going to be pretty acceptable.
A "full" transition is unlikely in our lifetimes due to the fact that the majority of the benefits can be reaped without needing such an expense.
https://en.wikipedia.org/wiki/Pacific_DC_Intertie
No reason we cant start expanding things like this to the east and west.