diff --git a/HISTORY.rst b/HISTORY.rst
index 5df3557d..1f087ab7 100644
--- a/HISTORY.rst
+++ b/HISTORY.rst
@@ -23,6 +23,7 @@ PlatformIO Core 4.0
 * Added support for "pythonPackages" in `platform.json <https://docs.platformio.org/page/platforms/creating_platform.html#manifest-file-platform-json>`__ manifest (PlatformIO Package Manager will install dependent Python packages from PyPi registry automatically when dev-platform is installed)
 * Handle project configuration (monitor, test, and upload options) for PIO Remote commands (`issue #2591 <https://github.com/platformio/platformio-core/issues/2591>`_)
 * Added support for Arduino's library.properties ``depends`` field (`issue #2781 <https://github.com/platformio/platformio-core/issues/2781>`_)
+* Autodetect monitor port for boards with specified HWIDs (`issue #3349 <https://github.com/platformio/platformio-core/issues/3349>`_)
 * Updated SCons tool to 3.1.2
 * Updated Unity tool to 2.5.0
 * Made package ManifestSchema compatible with marshmallow >= 3 (`issue #3296 <https://github.com/platformio/platformio-core/issues/3296>`_)
diff --git a/platformio/commands/device.py b/platformio/commands/device.py
index 72c7ee8e..24e7d3ca 100644
--- a/platformio/commands/device.py
+++ b/platformio/commands/device.py
@@ -21,6 +21,7 @@ from serial.tools import miniterm
 
 from platformio import exception, fs, util
 from platformio.compat import dump_json_to_unicode
+from platformio.managers.platform import PlatformFactory
 from platformio.project.config import ProjectConfig
 from platformio.project.exception import NotPlatformIOProjectError
 
@@ -189,6 +190,20 @@ def device_monitor(**kwargs):  # pylint: disable=too-many-branches
         ports = util.get_serial_ports(filter_hwid=True)
         if len(ports) == 1:
             kwargs["port"] = ports[0]["port"]
+        elif "platform" in project_options and "board" in project_options:
+            board_hwids = get_board_hwids(
+                kwargs["project_dir"],
+                project_options["platform"],
+                project_options["board"],
+            )
+            for item in ports:
+                for hwid in board_hwids:
+                    hwid_str = ("%s:%s" % (hwid[0], hwid[1])).replace("0x", "")
+                    if hwid_str in item["hwid"]:
+                        kwargs["port"] = item["port"]
+                        break
+                if kwargs["port"]:
+                    break
     elif kwargs["port"] and (set(["*", "?", "[", "]"]) & set(kwargs["port"])):
         for item in util.get_serial_ports():
             if fnmatch(item["port"], kwargs["port"]):
@@ -254,3 +269,12 @@ def get_project_options(environment=None):
         else:
             environment = config.envs()[0]
     return config.items(env=environment, as_dict=True)
+
+
+def get_board_hwids(project_dir, platform, board):
+    with fs.cd(project_dir):
+        return (
+            PlatformFactory.newPlatform(platform)
+            .board_config(board)
+            .get("build.hwids", [])
+        )