Different management regimes consisting of range of site indices and planting densities were simulated to evaluate price premiums required for growing high-quality southern pines across the southern United States. Optimal management regimes were identified maximizing the land expectation value. Growing high-quality pines on longer rotations are economically feasible, however, forest landowners need premiums which ranged from $1.40/ton to $9.81/ton for 10-year rotation extension and increased significantly with rotation ages. In uneven-aged management, price premiums for 5-year cutting cycle extension ranged from $1.75/ton to $2.25/ton. Additionally, sawmill’s willingness-to-pay price premiums for high-quality pine sawtimber were calculated using a mail survey. Sawmills showed a considerable interest in paying price premiums which ranged from $4.22/ton to $12.98/ton. Factors affecting mean WTP price premiums were sawlog size, procurement radius, grade, mill’s capacity, and employees. These findings will help landowners in deciding whether to extend rotation ages of their forest for growing higher quality pines.