When an unintentional island is formed on the electric power system, distributed energy resources (DERs) are typically required to detect and de-energize the island. This requirement may become more challenging as the number of DERs in an island rises. Thus, it is of interest to experimentally verify whether DERs can successfully detect and de-energize islands containing many DERs connected at different points. This paper presents a power hardware-in-the-loop (PHIL) platform for testing the duration of islands containing multiple inverters connected at multiple points in a network. The PHIL platform uses real-time simulation to represent islanded distribution circuits, with DER inverters connected in hardware. This allows efficient testing of a large number of island configurations simply by changing the distribution circuit model in the real-time simulator. A method for calculating the quality factor of an arbitrary distribution circuit in real time, designed for anti-islanding tests, is also presented. Experimental results are included demonstrating the use of the PHIL method to test a variety of three-inverter islands.