An adaptively smart wireless power transfer (WPT) system is proposed by using a 2-bit programmable metasurface (PMS), in which an indoor dynamic charging application scenario is described and near-field focused (NFF) technique is adopted to transmit wireless powers. Theoretical analyses of NFF PMS are presented to illustrate its WPT capabilities. To implement dynamic WPTs, digital phase-shift quantization of PMS element is investigated, indicating that 2-bit quantization scheme is a preferred solution. As experimental demonstrations, a 2-bit 12 × 12 PMS operating at 5.8 GHz is designed, fabricated, and tested. High-power focal spots that can be regulated to focus at different near-field positions are measured in an anechoic chamber. We conduct multiple WPT experiments by using the 2-bit PMS as the transmitter and a 4 × 4 microstrip array antenna as the receiver. Experimental results show that the proposed 2-bit PMS can continuously transmit the wireless powers to the receiver even though the target is moving, and the WPT efficiency is maintained over 9.1%, which has about 16.3 dB improvement at the end of the trajectory compared to the fixed NFF beam. This work is one of the first attempts to thoroughly examine the possibility of the dynamic WPTs using PMS, offering a brand-new manner for the adaptively smart WPT systems.