Hi Jesse,
Winter is one of my fave times for kiting. It is usually very uncrowded, very strong wind and often large swells which break as right handers. yay finally a win for the naturals

The wind tends to be a bit more onshore than our seabreeze and can come in massive squalls going from a gentle 20 knots to a crazy 40 knots in a minute and after howling for 10 minutes can drop off (down to 10 knots) and change directions.
The cold is not a factor unless you are putting on a wet steamer from the previous day before trying to catch an early session down at Cott.
I wear a nice cozy 3x2, sealed seam, ultra stretchy, West wetty and it simply is awesome for both surfing and kiting. For down far south I'd wear a 1mm radiator under the steamer and thats toasty enough for me. Blue feet and numb hands are part of the fun. At least you don't get sunburned most days

Winters great, just play extra safe, keep well clear of the shore in big squalls and make sure you have a safety leash system that is reliable and durable.
Good winds,