To confirm and extend previous findings on the relationships between executive functioning (EF) and insomnia, as well as the available evidence on the associations between personality traits and insomnia, 30 consecutively-admitted insomnia participants and 30 community dwelling adult participants matched on age, gender and educational level, were administered a battery of EF measures and the Personality Inventory for DSM-5 (PID-5). Insomnia participants underwent two full-night polysomnographic (PSG) recording, followed by a morning assessment of subjective sleep parameters. A misperception index (MI) was computed in order to identify participants characterized by objective insomnia and non-objective insomnia. The EF performance associations between insomnia and poor performance on selected executive functions was confirmed. However, the objective insomnia and non-objective insomnia sub-groups show significant differences on specific EF indices, as well as on dysfunctional personality dimensions.