Roselle (Hibiscus sabdariffa L.) is an important crop grown successfully in tropical and subtropical climates with huge nutritional, economic, and industrial benefits. The physical properties of seeds, particularly length, width, thickness, mean diameter, angle of repose, degree of sphericity, mass, and surface area, have been found to play significant roles in designing equipment for storage, transportation, and subsequent field operations of the seeds. Therefore, a study was carried out to determine the effects of different harvesting times on the physical properties of seeds of twelve roselle accessions for their subsequent industrial management. In total, 12 × 3 factorial arrangements in Randomized Complete Block Design and Completely Randomized Design were used for the field and laboratory experiments, respectively. The first factor was germplasm accessions at twelve levels (HS08, HS11, HS19, HS25, HS27, HS32, HS41, HS58, HS59, HS69, HS83, and H86), and the second factor was harvesting times at three levels (physiological maturity, one week after physiological maturity, and two weeks after physiological maturity). Seeds of accession HS32 harvested at the physiological maturity stage had the highest moisture content, which was similar to the other 11 accessions harvested at the same stage. The seeds of accession HS08 harvested at physiological maturity had significantly the best values in seed length (4.33 mm), seed width (4.30 mm), seed thickness (2.43 mm), seed geometric mean diameter (3.83 mm), seed angle of repose (20.57°), seed sphericity (0.76), seed surface area (18.57 mm2), and seed mass (0.05 g). Further, there were strongly positive and significant correlations between seed width and seed angle of repose (r = 0.93); seed width and seed length (r = 0.84); seed width and mean seed diameter (r = 0.89); seed width and seed sphericity (r = 0.68); seed width and seed surface area (0.94). There were also strongly positive and significant correlations between seed thickness and seed sphericity (r = 0.79) and also between seed thickness and seed surface area (r = 0.63). In conclusion, the physical properties of accession HS08 harvested at the physiological maturity stage could be very important in designing machinery for roselle seeds storage, transportation, and subsequent field operations.