It will come down to luck that time of year. You can easily get a week or more with no wind or you could get wind most days. You are much more likely to get rain a lot too if staying on the north Shore. Personally I wouldn't go there especially to sail that time of year unless you were going for a month or two. You are pretty guaranteed of nice waves. Winter on maui is a very different place then summer. Less tourists, great waves, lots more variety of places to sail when it blows.
I once went in November / December for 6 weeks which many considered the worst time to go and we had wind 4 days a week on average. One thing though it will rain quite a bit at that time of the year. Not a major drama as it's still warm.
^^^^^^^ Same, was there for 3 weeks one December years ago - still had wind, though not as strong or consistent as the summer months, but more waves & yep a bit of rain. But hell it's still Maui!!!!!