Temperamental shyness emerges early in childhood and remains relatively stable throughout development and has been associated with high and low levels of the stress hormone cortisol. Studies examining the relation between shyness and cortisol have been limited because they have traditionally collected only one measure of cortisol on a single day in the laboratory, restricting the reliability and diurnal profile of the measure in the participant’s everyday environment. We collected 15 saliva samples across three separate days (i.e., upon waking, +60min post-waking, +8h post-waking, +10h post-waking, and bedtime) in a sample of healthy young adults selected for high and low shyness in order to characterize a portion of the diurnal cortisol rhythm. Overall, shy individuals demonstrated relatively lower cortisol across the day and across multiple mornings than non-shy adults. Higher self-reported social anxiety across multiple measures was also related to lower total cortisol levels across all participants. The present study replicates and extends our previous findings of low salivary cortisol measured in the laboratory in shy adults to repeated measurement in their everyday environments.