In the context of meniscus reconstruction in knee joints, current bulk biomaterials fail to meet the clinical demands for both excellent mechanical strength and low coefficient of friction. In this research, zwitterionic polyurethanes (PUs) with varying sulfobetaine (SB) groups were synthesized as the potential materials for artificial meniscus to investigate the relationship between the structures of SB groups and the performances of PUs. Under the saturation condition of 3 mg/mL hyaluronic acid aqueous solution, PU with long-alkyl chains and SB groups (PU-hSB4) exhibited a good tensile modulus (111.5 MPa) because the hydrophobic interaction of carbon chains was able to maintain the ordered aggregations of hard segment domains. Interestingly, hydrophobic chains in the molecular chain could also improve the tribological performance of PU-hSB4 instead of resulting from the surface roughness of samples, the components of lubricants, and the counterface of samples. A thicker and relatively stable hydration layer of noncrystal water was formed on the surface of PU-hSB4, which exhibited superior resistance to external forces compared to other PUs. Even if the hydration layer was damaged, PU-hSB4 was able to resist the compression of cartilage due to its high surface modulus, thus maintaining a similar and stable coefficient of friction (0.15–0.16) to native meniscus (0.18) and excellent wear resistance. In addition, the low cytotoxicity of PU-hSB4 further demonstrated its great potential to be applied in artificial meniscus instead.