I have stayed at the Four Seasons four times and never got an upgrade, but that might be the luck of the draw. They even knew it was our honeymoon the first time we stayed and all we got was a cheap bottle of hangover champagne. The problem with upgrades is that they are always booked to capacity so upgrades are scarce. I would ask them for an ocean view in the 89-93 series of rooms. These are the best ocean views they have.

If you want to do the Hana thing and make all the stops along the way and go all the way around to Wailea, then plan on six hours minimum and probably eight hours might be more realistic.