Did Samuel see Saul again after the death of Agag?

The verse says that Samuel did not come to see Saul; it does not say that the two were never in the same place again. The Hebrew reads, word for word, ‘Samuel did not again go to see Saul’ (lo yasaf … lir’ot). To ‘see’ someone here means to visit him, as when Ahaziah king of Judah “went down to see Joram the son of Ahab in Jezreel, because he was sick” (2 Kings 8:29), with the same Hebrew verb. Samuel had been Saul’s adviser and the bearer of God’s word to him. After Saul’s rejection those visits stopped. As Ellicott and the Pulpit Commentary put it, Samuel no longer came to him with messages, commands and counsel from God.

At Naioth it was the other way round. Samuel did not go to Saul. Saul came, uninvited, hunting David, and was overcome by the Spirit of God in Samuel’s presence (19:22–24). Nothing in the account suggests a visit, a conversation or any return to their former relationship. Gill and Poole both make this point: Saul came to Samuel, not Samuel to Saul, so 15:35 still stands.

‘Until the day of his death’ may refer to Samuel’s death (1 Samuel 25:1) or to Saul’s; the point is the same either way. Saul’s meeting with Samuel through the medium at Endor (28:11–19) came after Samuel had died.