It *can* be done with a hip measurement larger than waist, but it DOES take some coaxing.
It can be done, but it's hard to have a nice tight package when you do so. If the kilt has identical hip and waist measurements, you can just roll up the apron and continue rolling right through the pleats, with the stiff part of the kilt (the fell, canvas, and lining) serving as a guide so that the pleats just roll with the same diameter "tube". If the hips are bigger than the waist, the top band can be rolled into a tube of much smaller diameter than the pleats. If you roll with a diameter that's good for the top band, then the kilt has to pucker at the hips to make the same diameter tube. If you aim to roll a tube that is big enough to avoid puckering the kilt at the hips, it makes kind of a floppy tube.

That's a terrible description. Best thing to do is just try it. The _critical thing_ is making sure that the pleats do not splay when you roll.

Cheers,

Barb