diff --git a/fixtures/_experimentSound/localhost+2-key.pem b/fixtures/_experimentSound/localhost+2-key.pem
new file mode 100644
index 000000000..7bc7c1e26
--- /dev/null
+++ b/fixtures/_experimentSound/localhost+2-key.pem
@@ -0,0 +1,28 @@
+-----BEGIN PRIVATE KEY-----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+-----END PRIVATE KEY-----
diff --git a/fixtures/_experimentSound/localhost+2.pem b/fixtures/_experimentSound/localhost+2.pem
new file mode 100644
index 000000000..a62046b5e
--- /dev/null
+++ b/fixtures/_experimentSound/localhost+2.pem
@@ -0,0 +1,27 @@
+-----BEGIN CERTIFICATE-----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+-----END CERTIFICATE-----
diff --git a/webdev/CHANGELOG.md b/webdev/CHANGELOG.md
index 6d0f66c0b..448a206af 100644
--- a/webdev/CHANGELOG.md
+++ b/webdev/CHANGELOG.md
@@ -1,6 +1,7 @@
 ## 3.7.2-wip
 
-- Adds `--offline` flag [#2483](https://github.com/dart-lang/webdev/pull/2483)
+- Adds `--offline` flag [#2483](https://github.com/dart-lang/webdev/pull/2483).
+- Support the `--hostname` flag when the `--tls-cert-key` and `--tls-cert-chain` flags are present [#2588](https://github.com/dart-lang/webdev/pull/2588).
 
 ## 3.7.1
 
diff --git a/webdev/lib/src/serve/webdev_server.dart b/webdev/lib/src/serve/webdev_server.dart
index edcfb848a..e166503f6 100644
--- a/webdev/lib/src/serve/webdev_server.dart
+++ b/webdev/lib/src/serve/webdev_server.dart
@@ -206,8 +206,8 @@ class WebDevServer {
       final serverContext = SecurityContext()
         ..useCertificateChain(tlsCertChain)
         ..usePrivateKey(tlsCertKey);
-      server =
-          await HttpMultiServer.loopbackSecure(options.port, serverContext);
+      server = await HttpMultiServer.bindSecure(
+          hostname, options.port, serverContext);
     } else {
       server = await HttpMultiServer.bind(hostname, options.port);
     }
diff --git a/webdev/test/tls_test.dart b/webdev/test/tls_test.dart
new file mode 100644
index 000000000..43a95e8e9
--- /dev/null
+++ b/webdev/test/tls_test.dart
@@ -0,0 +1,117 @@
+// Copyright (c) 2025, the Dart project authors.  Please see the AUTHORS file
+// for details. All rights reserved. Use of this source code is governed by a
+// BSD-style license that can be found in the LICENSE file.
+
+import 'dart:io';
+
+import 'package:collection/collection.dart';
+import 'package:logging/logging.dart';
+import 'package:path/path.dart' as p;
+import 'package:test/test.dart';
+import 'package:test_descriptor/test_descriptor.dart' as d;
+import 'package:test_process/test_process.dart';
+
+import 'package:webdev/src/logging.dart';
+import 'package:webdev/src/serve/utils.dart';
+
+import 'test_utils.dart';
+
+void main() {
+  group('serve app with TLS options', () {
+    // Change to true for debugging.
+    final debug = false;
+
+    final testRunner = TestRunner();
+    late String exampleDirectory;
+
+    setUpAll(() async {
+      configureLogWriter(debug);
+      await testRunner.setUpAll();
+      exampleDirectory =
+          p.absolute(p.join(p.current, '..', 'fixtures', '_experimentSound'));
+
+      final process = await TestProcess.start(
+        'dart',
+        ['pub', 'upgrade'],
+        workingDirectory: exampleDirectory,
+        environment: getPubEnvironment(),
+      );
+
+      await process.shouldExit(0);
+
+      await d
+          .file('.dart_tool/package_config.json', isNotEmpty)
+          .validate(exampleDirectory);
+      await d.file('pubspec.lock', isNotEmpty).validate(exampleDirectory);
+    });
+
+    test('listens on a loopback interface', () async {
+      final port = await findUnusedPort();
+      final args = [
+        'serve',
+        'web:$port',
+        '--hostname=0.0.0.0',
+        '--tls-cert-chain=localhost+2.pem',
+        '--tls-cert-key=localhost+2-key.pem',
+      ];
+
+      final process =
+          await testRunner.runWebDev(args, workingDirectory: exampleDirectory);
+      await expectLater(process.stdout, emitsThrough(contains('Succeeded')));
+
+      final client = HttpClient()
+        ..badCertificateCallback = (_, __, ___) => true;
+      try {
+        final request =
+            await client.getUrl(Uri.parse('https://localhost:$port'));
+        final response = await request.close();
+        expect(response.statusCode, equals(200));
+      } finally {
+        client.close(force: true);
+      }
+
+      await process.kill();
+      await process.shouldExit();
+    });
+
+    test('listens on a non-loopback interface', () async {
+      final port = await findUnusedPort();
+      final args = [
+        'serve',
+        'web:$port',
+        '--hostname=0.0.0.0',
+        '--tls-cert-chain=localhost+2.pem',
+        '--tls-cert-key=localhost+2-key.pem',
+      ];
+
+      final process =
+          await testRunner.runWebDev(args, workingDirectory: exampleDirectory);
+      await expectLater(process.stdout, emitsThrough(contains('Succeeded')));
+
+      final interfaces = await NetworkInterface.list(
+        type: InternetAddressType.IPv4,
+        includeLoopback: false,
+      );
+      final nonLoopback = interfaces.expand((i) => i.addresses).firstOrNull;
+
+      if (nonLoopback == null) {
+        Logger.root.info(
+            'No non-loopback IPv4 address available, skipping hostname test.');
+      } else {
+        final client = HttpClient()
+          ..badCertificateCallback = (_, __, ___) => true;
+        try {
+          final request = await client
+              .getUrl(Uri.parse('https://${nonLoopback.address}:$port'));
+          final response = await request.close();
+          expect(response.statusCode, equals(200));
+        } finally {
+          client.close(force: true);
+        }
+      }
+
+      await process.kill();
+      await process.shouldExit();
+    });
+  });
+}