diff --git a/images/macos/provision/core/commonutils.sh b/images/macos/provision/core/commonutils.sh
index 1f472d2d..10101588 100644
--- a/images/macos/provision/core/commonutils.sh
+++ b/images/macos/provision/core/commonutils.sh
@@ -13,7 +13,18 @@ done
 cask_packages=$(get_toolset_value '.brew.cask_packages[]')
 for package in $cask_packages; do
     echo "Installing $package..."
-    brew install --cask $package
+    if [[ $package == "virtualbox" ]]; then
+        if ! is_Ventura || ! is_VenturaArm64; then
+            # Do not update VirtualBox on macOS 12 due to the issue with VMs in gurumediation state which blocks Vagrant on macOS: https://github.com/actions/runner-images/issues/8730
+            # macOS host: Dropped all kernel extensions. VirtualBox relies fully on the hypervisor and vmnet frameworks provided by Apple now.
+            vbcask_url="https://raw.githubusercontent.com/Homebrew/homebrew-cask/aa3c55951fc9d687acce43e5c0338f42c1ddff7b/Casks/virtualbox.rb"
+            download_with_retries $vbcask_url
+            brew install ./virtualbox.rb
+            rm ./virtualbox.rb
+        fi
+    else
+        brew install --cask $package
+    fi
 done
 
 # Load "Parallels International GmbH"
diff --git a/images/macos/tests/Common.Tests.ps1 b/images/macos/tests/Common.Tests.ps1
index 9e278773..e1e645e7 100644
--- a/images/macos/tests/Common.Tests.ps1
+++ b/images/macos/tests/Common.Tests.ps1
@@ -123,6 +123,12 @@ Describe "Go" -Skip:($os.IsVentura -or $os.IsVenturaArm64) {
     }
 }
 
+Describe "VirtualBox" -Skip:($os.IsBigSur -or $os.IsVentura -or $os.IsVenturaArm64) {
+    It "Check kext kernel modules" {
+        kextstat | Out-String | Should -Match "org.virtualbox.kext"
+    }
+}
+
 Describe "CodeQL Bundle" {
     It "Is installed" {
         $CodeQLVersionWildcard = Join-Path $Env:AGENT_TOOLSDIRECTORY -ChildPath "CodeQL" | Join-Path -ChildPath "*"