A simple and accurate theoretical investigation is presented, based on a novel, effective, and straight- forward ABCD matrix technique, in relation to estimation of optimum coupling efficiency between the laser diode and the photonic crystal fiber (PCF) with a hyperbolic microlens (HML) on its tip. By tailoring different parameters, such as the air-filling factor and lattice constant of the PCF, the criteria for achieving maximum coupling are predicted and reported for two different light wavelengths of practical interest. It is observed that such fiber parameters play a crucial role in predicting the optimum focal length of HML for a particular wavelength. The formulation should find application in the design of HML, for achieving a long working distance between the laser source facet and the fiber tip. © 2015 Society of Photo-Optical Instrumentation Engineers (SPIE) (DOI: 10.1117/1.OE.54.8 .086102)