Not sure if there's a season for wind. I went on a surf trip for a couple of weeks over their summer. Never have I seen such a windless place. It was surreal. And all day long as well. I guess the absence of a big land mass makes even a seabreeze impossible.

Good for surfing but I never once even contemplated a sail.

Checkout The Perfect Wave company. They have a kite sailing resort somewhere I think its in the Central Maldives section.

We stayed at Kandooma a few years ago and there are a couple of waves that would be good for sailing if the got a bit of wind. Kandooma right when it is small or Riptides could be worth a look.

There are some months during our winter where the wind is stronger and more consistent.