The detectability of settlements and factors influencing their visibility are explored using imagery from two side-looking airborne radar systems. K-band and X-band imagery of diverse areas in the United States are examined to discover the minimum population needed for a settlement to be consistently detected. The percentage of settlements visible by size of population are calculated and omission/commission errors analysed. Particular attention is devoted to the effects of environmental modulation and a near-, mid-, or far-range location, but the factors of scale, resolution, and system are also addressed.