Hmm... well, I think that this might have something to do with the complexity of the object more than anything else. I count more than 600 points in just the top polygon of the pickguard. Personally I'd hazard that this is way too many for Lightwave to be able to cope with whilst booleaning the whole lot (took over 30 seconds to cut one of the shapes on a 3.2 Gig P4).
If recreating the pickguard with somewhat fewer vertices is out of the question, I'd suggest cutting the holes one-by-one and saving the object in between operations (just in case).
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