This paper reports the experimental demonstration of deep subwavelength ultrasonic imaging of defects in metallic samples with a feature size of λ/25 using holey-structured metamaterial lenses. Optimal dimensions of the metamaterial's geometric parameters are determined using numerical simulation and the physics of wave propagation through holey lenses. The paper also shows how the extraordinary transmission capacity of holey structured metamaterials comes about by the coupling of higher frequencies in the incident ultrasonic wave field to resonant modes of the lens.