Compared with traditional excavation rehabilitation, trenchless grouting rehabilitation technology has the advantages of fast, precise, and low-carbon, which has a broad application prospect in wind turbine foundation rehabilitation. In this work, a non-toxic, environment-friendly, fast-setting, high-strength, and high-toughness elastic polyurethane (PU) grouting material was proposed, and the static-dynamic damage mechanism and self-heating effect under high stress were studied by DMA, SEM, static-dynamic compression, and self-heating monitoring tests. The results show that the static compressive properties increased in a power function relationship with increasing strain rate. The dynamic compression fatigue process can be divided into adjustment stage (Stage I), viscoelastic development stage (Stage II) and failure stage (Stage III) or cyclic hardening stage (Stage III*). At 41.57 MPa and 36.95 MPa, fatigue damage parameters increased slowly in Stage I and Stage II, and sharply in Stage III. The stiffness damage, loss factor, cumulative strain, and strain rate increased by more than 100% in Stage III. Fatigue failure dominated by vertical/slanting through-cracks, shed debris, drum deformation, etc. was closely related to temperature and loading. The failure temperature about 59.1 °C, which was higher than the glass transition temperature. At 32.33 MPa, fatigue damage parameters changed slightly and then stabilized, showing exponential relationships with cycles. The max temperatures were less than 15 °C. The slight temperature rise facilitated the adjustment of structure and cyclic hardening under cyclic loading. This work can guide the further engineering application and fatigue durability evaluation of PU grouting materials.