Interesting question.... On our last trip (in Feb.), I stated loudly and for all to hear that I was not going to cook dinner because I was on vacation, etc. We ate a good breakfast every morning in the room, and then ate lunch and dinner out. Sometimes dinner was in a restaurant, other times we brought it back to the room from Artist's Palette or the Marketplace at
BCV (we did a split stay).
But by the end of the trip I was thinking that maybe cooking a few dinners wouldn't have been so bad. The problem we had was that the kids (1.5, 3.5, 5.5 and 7.5) didn't have the energy late in the day to hop on a bus or two and head over to Artists' Point or 'Ohana or even DDT for dinner in a fun place. We did take a boat over to Olivia's one night, but the chef missed our ticket and we ended up sitting in the restaurant forever, and two kids fell asleep. They packed our food to go and threw in free desserts to apologize, but still. At the Yachtsman's Galley, we had a new waitress who, while a lovely person, took forever as she was trying to figure things out. Our kids were good sports, but I think it was too much to ask of them.
If it had been just DH and I, we would have just kept ordering drinks and wouldn't have cared

, but with little ones it was a bit much. I don't know if you have kids or not, but if so, you might need to be prepared for them to be too tired to venture out to a restaurant at night. If it's just you and another adult, I guess it really depends on your budget and whether or not you enjoy cooking.
Good luck!