diff --git a/README.md b/README.md
index ff4e8f337..c4111e229 100644
--- a/README.md
+++ b/README.md
@@ -1022,10 +1022,10 @@ SOFTWARE.
 [vscode-armhf-shield]: https://img.shields.io/badge/armhf-no-red.svg
 [vscode-armv7-shield]: https://img.shields.io/badge/armv7-no-red.svg
 [vscode-i386-shield]: https://img.shields.io/badge/i386-no-red.svg
-[addon-tailscale]: https://github.com/hassio-addons/addon-tailscale/tree/4ad5624
-[addon-doc-tailscale]: https://github.com/hassio-addons/addon-tailscale/blob/4ad5624/README.md
+[addon-tailscale]: https://github.com/hassio-addons/addon-tailscale/tree/349a2d5
+[addon-doc-tailscale]: https://github.com/hassio-addons/addon-tailscale/blob/349a2d5/README.md
 [tailscale-issue]: https://github.com/hassio-addons/addon-tailscale/issues
-[tailscale-version-shield]: https://img.shields.io/badge/version-4ad5624-blue.svg
+[tailscale-version-shield]: https://img.shields.io/badge/version-349a2d5-blue.svg
 [tailscale-aarch64-shield]: https://img.shields.io/badge/aarch64-yes-green.svg
 [tailscale-amd64-shield]: https://img.shields.io/badge/amd64-yes-green.svg
 [tailscale-armhf-shield]: https://img.shields.io/badge/armhf-no-red.svg
diff --git a/tailscale/CHANGELOG.md b/tailscale/CHANGELOG.md
index 5ed5eeeb4..d7c7b6f4c 100644
--- a/tailscale/CHANGELOG.md
+++ b/tailscale/CHANGELOG.md
@@ -1,4 +1,7 @@
 # Changelog since v0.14.0
+- ⬆️ Update tailscale/tailscale to v1.58.0 (#319)
+
+Co-authored-by: renovate[bot] <29139614+renovate[bot]@users.noreply.github.com> 
 - ⬆️ Update Add-on base image to v15.0.5 (#317)
 
 Co-authored-by: renovate[bot] <29139614+renovate[bot]@users.noreply.github.com> 
diff --git a/tailscale/README.md b/tailscale/README.md
index 0ec1dbfc2..135d504fd 100644
--- a/tailscale/README.md
+++ b/tailscale/README.md
@@ -48,5 +48,5 @@ If you are more interested in stable releases of our add-ons:
 [patreon-shield]: https://frenck.dev/wp-content/uploads/2019/12/patreon.png
 [patreon]: https://www.patreon.com/frenck
 [project-stage-shield]: https://img.shields.io/badge/project%20stage-experimental-yellow.svg
-[release-shield]: https://img.shields.io/badge/version-4ad5624-blue.svg
-[release]: https://github.com/hassio-addons/addon-tailscale/tree/4ad5624
\ No newline at end of file
+[release-shield]: https://img.shields.io/badge/version-349a2d5-blue.svg
+[release]: https://github.com/hassio-addons/addon-tailscale/tree/349a2d5
\ No newline at end of file
diff --git a/tailscale/config.yaml b/tailscale/config.yaml
index 8762c5313..495818718 100644
--- a/tailscale/config.yaml
+++ b/tailscale/config.yaml
@@ -1,5 +1,5 @@
 name: Tailscale
-version: 4ad5624
+version: 349a2d5
 slug: tailscale
 description: Zero config VPN for building secure networks
 url: https://github.com/hassio-addons/addon-tailscale