Let's Encrypt for VMware ESXi

w2c-letsencrypt-esxi is a lightweight open-source solution to automatically obtain and renew Let's Encrypt certificates on standalone VMware ESXi servers. Packaged as a VIB archive or Offline Bundle, install/upgrade/removal is possible directly via the web UI or, alternatively, with just a few SSH commands.

Features:

Fully-automated: Requesting and renewing certificates without user interaction
Auto-renewal: A cronjob runs once a week to check if a certificate is due for renewal
Persistent: The certificate, private key and all settings are preserved over ESXi upgrades
Configurable: Customizable parameters for renewal interval, Let's Encrypt (ACME) backend, etc

Successfully tested with ESXi 6.5, 6.7, 7.0, 8.0.

Why?

Many ESXi servers are accessible over the Internet and use self-signed X.509 certificates for TLS connections. This situation not only leads to annoying warnings in the browser when calling the Web UI, but can also be the reason for serious security problems. Despite the enormous popularity of Let's Encrypt, there is no convenient way to automatically request, renew or remove certificates in ESXi.

Prerequisites

Before installing w2c-letsencrypt-esxi, ensure the following preconditions are met:

Your server is publicly reachable over the Internet
A Fully Qualified Domain Name (FQDN) is set in ESXi. Something like localhost.localdomain will not work
The hostname you specified can be resolved via A and/or AAAA records in the corresponding DNS zone

Note: As soon as you install this software, any existing, non Let's Encrypt certificate gets replaced!

Install

w2c-letsencrypt-esxi can be installed via SSH or the Web UI (= Embedded Host Client).

SSH on ESXi

$ wget -O /tmp/w2c-letsencrypt-esxi.vib https://github.com/w2c/letsencrypt-esxi/releases/latest/download/w2c-letsencrypt-esxi.vib

$ esxcli software vib install -v /tmp/w2c-letsencrypt-esxi.vib -f
Installation Result
   Message: Operation finished successfully.
   Reboot Required: false
   VIBs Installed: web-wack-creations_bootbank_w2c-letsencrypt-esxi_1.0.0-0.0.0
   VIBs Removed:
   VIBs Skipped:

$ esxcli software vib list | grep w2c
w2c-letsencrypt-esxi  1.0.0-0.0.0  web-wack-creations  CommunitySupported  2022-05-29

$ cat /var/log/syslog.log | grep w2c
2022-05-29T20:01:46Z /etc/init.d/w2c-letsencrypt: Running 'start' action
2022-05-29T20:01:46Z /opt/w2c-letsencrypt/renew.sh: Starting certificate renewal.
2022-05-29T20:01:46Z /opt/w2c-letsencrypt/renew.sh: Existing cert for example.com not issued by Let's Encrypt. Requesting a new one!
2022-05-29T20:02:02Z /opt/w2c-letsencrypt/renew.sh: Success: Obtained and installed a certificate from Let's Encrypt.

Web UI (= Embedded Host Client)

Storage -> Datastores: Use the Datastore browser to upload the VIB file to a datastore path of your choice.
Manage -> Security & users: Set the acceptance level of your host to Community.
Manage -> Packages: Switch to the list of installed packages, click on Install update and enter the absolute path on the datastore where your just uploaded VIB file resides.
While the VIB is installed, ESXi requests a certificate from Let's Encrypt. If you reload the Web UI afterwards, the newly requested certificate should already be active. If not, see the Wiki for troubleshooting.

Optional Configuration

If you want to try out the script before putting it into production, you may want to test against the staging environment of Let's Encrypt. Probably, you also do not wish to renew certificates once in 30 days but in longer or shorter intervals. Most variables of renew.sh can be adjusted by creating a renew.cfg file with your overwritten values.

vi /opt/w2c-letsencrypt/renew.cfg

# Request a certificate from the staging environment
DIRECTORY_URL="https://acme-staging-v02.api.letsencrypt.org/directory"
# Set the renewal interval to 15 days
RENEW_DAYS=15

To apply your modifications, run /etc/init.d/w2c-letsencrypt start

Uninstall

Remove the installed w2c-letsencrypt-esxi package via SSH:

$ esxcli software vib remove -n w2c-letsencrypt-esxi
Removal Result
   Message: Operation finished successfully.
   Reboot Required: false
   VIBs Installed:
   VIBs Removed: web-wack-creations_bootbank_w2c-letsencrypt-esxi_1.0.0-0.0.0
   VIBs Skipped:

This action will purge w2c-letsencrypt-esxi, undo any changes to system files (cronjob and port redirection) and finally call /sbin/generate-certificates to generate and install a new, self-signed certificate.

Usage

Usually, fully-automated. No interaction required.

Hostname Change

If you change the hostname on our ESXi instance, the domain the certificate is issued for will mismatch. In that case, either re-install w2c-letsencrypt-esxi or simply run /etc/init.d/w2c-letsencrypt start, e.g.:

$ esxcfg-advcfg -s new-example.com /Misc/hostname
Value of HostName is new-example.com

$ /etc/init.d/w2c-letsencrypt start
Running 'start' action
Starting certificate renewal.
Existing cert issued for example.com but current domain name is new-example.com. Requesting a new one!
Generating RSA private key, 4096 bit long modulus
...

Force Renewal

You already have a valid certificate from Let's Encrypt but nonetheless want to renew it now:

rm /etc/vmware/ssl/rui.crt
/etc/init.d/w2c-letsencrypt start

How does it work?

Checks if the current certificate is issued by Let's Encrypt and due for renewal (default: 30d in advance)
Generates a 4096-bit RSA keypair and CSR
Instructs rhttpproxy to route all requests to /.well-known/acme-challenge to a custom port
Configures ESXi firewall to allow outgoing HTTP connections
Uses acme-tiny for all interactions with Let's Encrypt
Starts an HTTP server on a non-privileged port to fulfill Let's Encrypt challenges
Installs the retrieved certificate and restarts all services relying on it
Adds a cronjob to check periodically if the certificate is due for renewal (default: weekly on Sunday, 00:00)

Demo

Here is a sample output when invoking the script manually via SSH:

$ /etc/init.d/w2c-letsencrypt start

Running 'start' action
Starting certificate renewal.
Existing cert for example.com not issued by Let's Encrypt. Requesting a new one!
Generating RSA private key, 4096 bit long modulus
***************************************************************************++++
e is 65537 (0x10001)
Serving HTTP on 0.0.0.0 port 8120 ...
Parsing account key...
Parsing CSR...
Found domains: example.com
Getting directory...
Directory found!
Registering account...
Already registered!
Creating new order...
Order created!
Verifying example.com...
127.0.0.1 - - [29/May/2022 13:14:14] "GET /.well-known/acme-challenge/Ps8VO0v9YzohqfHgnW1xQkHuOKnY0nDakmV9QnrVnVE HTTP/1.1" 200 -
127.0.0.1 - - [29/May/2022 13:14:16] "GET /.well-known/acme-challenge/Ps8VO0v9YzohqfHgnW1xQkHuOKnY0nDakmV9QnrVnVE HTTP/1.1" 200 -
127.0.0.1 - - [29/May/2022 13:14:17] "GET /.well-known/acme-challenge/Ps8VO0v9YzohqfHgnW1xQkHuOKnY0nDakmV9QnrVnVE HTTP/1.1" 200 -
127.0.0.1 - - [29/May/2022 13:14:17] "GET /.well-known/acme-challenge/Ps8VO0v9YzohqfHgnW1xQkHuOKnY0nDakmV9QnrVnVE HTTP/1.1" 200 -
127.0.0.1 - - [29/May/2022 13:14:21] "GET /.well-known/acme-challenge/Ps8VO0v9YzohqfHgnW1xQkHuOKnY0nDakmV9QnrVnVE HTTP/1.1" 200 -
example.com verified!
Signing certificate...
Certificate signed!
Success: Obtained and installed a certificate from Let's Encrypt.
hostd signalled.
rabbitmqproxy is not running
VMware HTTP reverse proxy signalled.
sfcbd-init: Getting Exclusive access, please wait...
sfcbd-init: Exclusive access granted.
vpxa signalled.
vsanperfsvc is not running.
/etc/init.d/vvold ssl_reset, PID 2129283
vvold is not running.

Troubleshooting

See the Wiki for possible pitfalls and solutions.

License

w2c-letsencrypt-esxi is free software;
you can redistribute it and/or modify it under the terms of the
GNU General Public License as published by the Free Software Foundation,
either version 3 of the License, or (at your option) any later version.

This program is distributed in the hope that it will be useful,
but WITHOUT ANY WARRANTY; without even the implied warranty of
MERCHANTABILITY or FITNESS FOR A PARTICULAR PURPOSE. See the
GNU General Public License for more details.

You should have received a copy of the GNU General Public License
along with this program.  If not, see <http://www.gnu.org/licenses/>.

w2c/letsencrypt-esxi

w2c

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