It depends on how long a term investment you make. Holding value over the next 5-10 years is fairly easy. Buy those with high demand now and the demand will probably hold.
Long term investment is a dicier affair as you have to anticipate demand in 40 to 50 years. Many of the guitars bringing megabucks to collectors today were available for next to nothing a few decades ago. Lots of pre-war Martins, 50's and 60's Stratocasters and Flame top Les Pauls ended up in pawn shops.
People bought them because they were good, not because they were investments. Buying solely for investment value is risky unless you buy an existing collectible and are looking for incremental increase. Finding the bargain that will go up to six figures in 30 years is akin to fortune telling.
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