diff --git a/tests/tools/test_file_tools.py b/tests/tools/test_file_tools.py
index 8b1bf3f7d1..a31abf22cd 100644
--- a/tests/tools/test_file_tools.py
+++ b/tests/tools/test_file_tools.py
@@ -200,3 +200,91 @@ class TestSearchHandler:
         from tools.file_tools import search_tool
         result = json.loads(search_tool(pattern="x"))
         assert "error" in result
+
+
+# ---------------------------------------------------------------------------
+# Tool result hint tests (#722)
+# ---------------------------------------------------------------------------
+
+class TestPatchHints:
+    """Patch tool should hint when old_string is not found."""
+
+    @patch("tools.file_tools._get_file_ops")
+    def test_no_match_includes_hint(self, mock_get):
+        mock_ops = MagicMock()
+        result_obj = MagicMock()
+        result_obj.to_dict.return_value = {
+            "error": "Could not find match for old_string in foo.py"
+        }
+        mock_ops.patch_replace.return_value = result_obj
+        mock_get.return_value = mock_ops
+
+        from tools.file_tools import patch_tool
+        raw = patch_tool(mode="replace", path="foo.py", old_string="x", new_string="y")
+        assert "[Hint:" in raw
+        assert "read_file" in raw
+
+    @patch("tools.file_tools._get_file_ops")
+    def test_success_no_hint(self, mock_get):
+        mock_ops = MagicMock()
+        result_obj = MagicMock()
+        result_obj.to_dict.return_value = {"success": True, "diff": "--- a\n+++ b"}
+        mock_ops.patch_replace.return_value = result_obj
+        mock_get.return_value = mock_ops
+
+        from tools.file_tools import patch_tool
+        raw = patch_tool(mode="replace", path="foo.py", old_string="x", new_string="y")
+        assert "[Hint:" not in raw
+
+
+class TestSearchHints:
+    """Search tool should hint when results are truncated."""
+
+    @patch("tools.file_tools._get_file_ops")
+    def test_truncated_results_hint(self, mock_get):
+        mock_ops = MagicMock()
+        result_obj = MagicMock()
+        result_obj.to_dict.return_value = {
+            "total_count": 100,
+            "matches": [{"path": "a.py", "line": 1, "content": "x"}] * 50,
+            "truncated": True,
+        }
+        mock_ops.search.return_value = result_obj
+        mock_get.return_value = mock_ops
+
+        from tools.file_tools import search_tool
+        raw = search_tool(pattern="foo", offset=0, limit=50)
+        assert "[Hint:" in raw
+        assert "offset=50" in raw
+
+    @patch("tools.file_tools._get_file_ops")
+    def test_non_truncated_no_hint(self, mock_get):
+        mock_ops = MagicMock()
+        result_obj = MagicMock()
+        result_obj.to_dict.return_value = {
+            "total_count": 3,
+            "matches": [{"path": "a.py", "line": 1, "content": "x"}] * 3,
+        }
+        mock_ops.search.return_value = result_obj
+        mock_get.return_value = mock_ops
+
+        from tools.file_tools import search_tool
+        raw = search_tool(pattern="foo")
+        assert "[Hint:" not in raw
+
+    @patch("tools.file_tools._get_file_ops")
+    def test_truncated_hint_with_nonzero_offset(self, mock_get):
+        mock_ops = MagicMock()
+        result_obj = MagicMock()
+        result_obj.to_dict.return_value = {
+            "total_count": 150,
+            "matches": [{"path": "a.py", "line": 1, "content": "x"}] * 50,
+            "truncated": True,
+        }
+        mock_ops.search.return_value = result_obj
+        mock_get.return_value = mock_ops
+
+        from tools.file_tools import search_tool
+        raw = search_tool(pattern="foo", offset=50, limit=50)
+        assert "[Hint:" in raw
+        assert "offset=100" in raw
diff --git a/tools/file_tools.py b/tools/file_tools.py
index b29d2d274c..4457fa9864 100644
--- a/tools/file_tools.py
+++ b/tools/file_tools.py
@@ -164,7 +164,13 @@ def patch_tool(mode: str = "replace", path: str = None, old_string: str = None,
         else:
             return json.dumps({"error": f"Unknown mode: {mode}"})
         
-        return json.dumps(result.to_dict(), ensure_ascii=False)
+        result_dict = result.to_dict()
+        result_json = json.dumps(result_dict, ensure_ascii=False)
+        # Hint when old_string not found — saves iterations where the agent
+        # retries with stale content instead of re-reading the file.
+        if result_dict.get("error") and "Could not find" in str(result_dict["error"]):
+            result_json += "\n\n[Hint: old_string not found. Use read_file to verify the current content, or search_files to locate the text.]"
+        return result_json
     except Exception as e:
         return json.dumps({"error": str(e)}, ensure_ascii=False)
 
@@ -180,7 +186,14 @@ def search_tool(pattern: str, target: str = "content", path: str = ".",
             pattern=pattern, path=path, target=target, file_glob=file_glob,
             limit=limit, offset=offset, output_mode=output_mode, context=context
         )
-        return json.dumps(result.to_dict(), ensure_ascii=False)
+        result_dict = result.to_dict()
+        result_json = json.dumps(result_dict, ensure_ascii=False)
+        # Hint when results were truncated — explicit next offset is clearer
+        # than relying on the model to infer it from total_count vs match count.
+        if result_dict.get("truncated"):
+            next_offset = offset + limit
+            result_json += f"\n\n[Hint: Results truncated. Use offset={next_offset} to see more, or narrow with a more specific pattern or file_glob.]"
+        return result_json
     except Exception as e:
         return json.dumps({"error": str(e)}, ensure_ascii=False)