Objective To provide a comprehensive comparative evaluation of the psychometric properties of satisfaction with medication surveys used for patients with type 2 diabetes (T2D) in clinical trials. Methods Instruments identified through a comprehensive literature search were evaluated based on the following criteria: disease specificity, peer-reviewed publication (administered in English in patients with T2D on oral therapy), and availability of psychometric properties. Results Eight instruments (Diabetes Medication Satisfaction [DiabMedSat]; Diabetes Treatment Satisfaction Questionnaire, status version [DTSQs]; Diabetes Medication System Rating Questionnaire [DMSRQ]; Diabetes Medication System Rating Questionnaire-Short Form [DMSRQ-SF]; Diabetes Tablet Treatment Questionnaire [DTTQ]; Perceptions About Medications for Diabetes [PAM-D]; Satisfaction with Oral Anti-Diabetic Agent Scale [SOADAS]; Diabetes Medication Satisfaction Tool [DMSAT]) were included in the study based on the predefined inclusion criteria. Seven of the instruments (all but DTTQ) utilized patients in the survey development process. All eight instruments could be completed within 15 minutes and thus were considered practical. DiabMedSat, DMSRQ, and DMSRQ-SF encompassed broader aspects of satisfaction than the other instruments. All of the instruments reviewed showed substantial floor or ceiling effects, except for DMSAT and DiabMedSat, without complete information. The DMSRQ and DMSRQ-SF each satisfied the criteria for reliability. DiabMedSat, DTSQs, DMSRQ, DMSRQ-SF, SOADAS, and DMSAT showed favorable convergent and discriminant validity. All of the instruments except DTTQ were determined to satisfactorily meet the criteria of responsiveness. Conclusion Although it is up to researchers to decide which instrument to use according to the resources available and specific aims of their studies, DMSRQ and DSMRQ-SF were recommended based on the evaluative criteria employed in this study.