Intensive land use with inappropriate land management is directly degrading South Asian uplands. A field trial was carried out on the uplands of Western Thailand with a 25% slope to examine the effect of land use management on soil loss for sustainable crop production during two consecutive years (2010–2011). Various cropping systems with soil conservation practices were compared to maize sole cropping (MSC). Results revealed that soil loss was at a minimum in the intercropping system of maize-chili-hedgerows with minimum tillage and fertilization that was 50% to 61% and 60% to 81% less than MSC and the bare soil plot during both years, respectively. Yield advantage was at its maximum, as indicated by the highest land equivalent ratios of 1.28 and 1.21 during 2010 and 2011, respectively, in maize-chili-hedgerows-intercropping with minimum tillage and fertilization. The highest economic returns (5925 and 1058 euros ha−1 during 2010 and 2011, respectively) were also obtained from maize-chili-hedgerows-intercropping with minimum tillage and fertilization. Chili fresh fruit yield was maximum in the chili alone plot during both years due to the greater area under cultivation compared with intercropping. Maize-chili-hedgerows with minimum tillage and fertilization reduced soil loss and increased land productivity and net returns, indicating its promising features for sustainable crop production on uplands.