For DC, the surface area of the conductor makes no difference, only the cross section. This means for any given volume available for conductor to fill, going solid yields the best performance.
For low frequency AC this is also true (like the 60hz power in your home for example).
When you start to get into much much higher frequency, then skin-effect starts to play a roll.
For example, if you have a solid piece of 10awg wire, 2,600hz is the limit for being able to use the entire thickness of the wire completely. When the frequency exceeds this point, you start to have a tiny part running down the center of the conductor that isn't being used completely.
Here is a chart to reference, the column on the far right shows the frequency to not be exceeded if you're wanting to make full use of the conductor. Also, this is critical to remember, it's not the frequency of the voltage, it's the frequency of the current that matters for skin effect. So, if your controller is using a 14khz PWM carrier freq, you might think you're limited to 17-18awg strands, but you're actually only needing to worry about the current frequency, which matches the commutation frequency, which will be much much lower, and never a concern for hubmotor users.
http://www.powerstream.com/Wire_Size.htm