diff --git a/pkgs/by-name/pu/pulumi/extra/mk-pulumi-package.nix b/pkgs/by-name/pu/pulumi/extra/mk-pulumi-package.nix
index 0b6f1e3a573d..0060539afa92 100644
--- a/pkgs/by-name/pu/pulumi/extra/mk-pulumi-package.nix
+++ b/pkgs/by-name/pu/pulumi/extra/mk-pulumi-package.nix
@@ -80,6 +80,19 @@ let
                  -e 's/^PLUGIN_VERSION = .*/PLUGIN_VERSION = "${version}"/g' \
                  setup.py
             fi
+
+            # Pulumi Python SDKs use `pkg_resources` to find their current version at
+            # runtime. However, `pkg_resources` has been deprecated from `setuptools`
+            # since v82.0.0 (https://setuptools.pypa.io/en/stable/history.html#v82-0-0).
+            #
+            # Bypass this problem by:
+            # - removing the `pkg_resources` import and,
+            # - patching the plugin `version` string as a literal instead of requesting
+            #   it via `pkg_resources`.
+            find . -name "_utilities.py" -exec sed -i \
+              -e 's/import pkg_resources//g' \
+              -e 's/pkg_resources.require(root_package)\[0\].version/"${version}"/g' \
+              {} +
           '';
 
           # Auto-generated; upstream does not have any tests.
diff --git a/pkgs/by-name/pu/pulumi/package.nix b/pkgs/by-name/pu/pulumi/package.nix
index 35039e36b66d..2815f7ccdd66 100644
--- a/pkgs/by-name/pu/pulumi/package.nix
+++ b/pkgs/by-name/pu/pulumi/package.nix
@@ -17,18 +17,18 @@
 }:
 buildGoModule (finalAttrs: {
   pname = "pulumi";
-  version = "3.248.0";
+  version = "3.253.0";
 
   src = fetchFromGitHub {
     owner = "pulumi";
     repo = "pulumi";
     tag = "v${finalAttrs.version}";
-    hash = "sha256-Ew2+bOqiiwnHxszC980uWWcPqbE/ObDk9m+LOKg/u+I=";
+    hash = "sha256-ZwK9IXuKD583MJ+6VG9CsrEIwh4aJGBlCXys/TYfrmg=";
     # Some tests rely on checkout directory name
     name = "pulumi";
   };
 
-  vendorHash = "sha256-Bk8or6B4dBzrQpoq4cf8FzlTLc4XVMhu67lrXQ6Nrcc=";
+  vendorHash = "sha256-5HYYesdKfZqCqDNrD2LZc25hxrczxRV/jsMXWeFT6fc=";
 
   sourceRoot = "${finalAttrs.src.name}/pkg";
 
diff --git a/pkgs/by-name/pu/pulumi/plugins/pulumi-go/package.nix b/pkgs/by-name/pu/pulumi/plugins/pulumi-go/package.nix
index 1cd2fcd5d562..41e29c144084 100644
--- a/pkgs/by-name/pu/pulumi/plugins/pulumi-go/package.nix
+++ b/pkgs/by-name/pu/pulumi/plugins/pulumi-go/package.nix
@@ -9,7 +9,7 @@ buildGoModule (finalAttrs: {
 
   sourceRoot = "${finalAttrs.src.name}/sdk/go/pulumi-language-go";
 
-  vendorHash = "sha256-QW3fB8ytb3LpyO0wd0dy3x8Jxl/3C1MTbdu3VUgZCBs=";
+  vendorHash = "sha256-NTIOTy6pLJgnxI6AP87Nfljr551fvih/b9c59VYg3PA=";
 
   ldflags = [
     "-s"
diff --git a/pkgs/by-name/pu/pulumi/plugins/pulumi-nodejs/package.nix b/pkgs/by-name/pu/pulumi/plugins/pulumi-nodejs/package.nix
index 7b78c880914a..a164d2c7f096 100644
--- a/pkgs/by-name/pu/pulumi/plugins/pulumi-nodejs/package.nix
+++ b/pkgs/by-name/pu/pulumi/plugins/pulumi-nodejs/package.nix
@@ -12,7 +12,7 @@ buildGoModule (finalAttrs: {
 
   sourceRoot = "${finalAttrs.src.name}/sdk/nodejs/cmd/pulumi-language-nodejs";
 
-  vendorHash = "sha256-+ZlUFiSDrq3KGvXMT+uQIQL78aMW+UVmyFO6iZ2X4AA=";
+  vendorHash = "sha256-q+7Qm3HL2avVtx29Cz066BOD7tgyukEwj1FinzmEdw8=";
 
   ldflags = [
     "-s"
diff --git a/pkgs/by-name/pu/pulumi/plugins/pulumi-python/package.nix b/pkgs/by-name/pu/pulumi/plugins/pulumi-python/package.nix
index fbe31bae618b..55bcdf612649 100644
--- a/pkgs/by-name/pu/pulumi/plugins/pulumi-python/package.nix
+++ b/pkgs/by-name/pu/pulumi/plugins/pulumi-python/package.nix
@@ -12,7 +12,7 @@ buildGoModule (finalAttrs: {
 
   sourceRoot = "${finalAttrs.src.name}/sdk/python/cmd/pulumi-language-python";
 
-  vendorHash = "sha256-1P90hdwBwCNRfR1PDSHQuEOCcrbnoJrmU4ggG7ktAGY=";
+  vendorHash = "sha256-JlfRmBrowYYcKG+lkG6DCxWIibb0V1NVbpgPT86iRFU=";
 
   ldflags = [
     "-s"
diff --git a/pkgs/development/python-modules/pulumi/default.nix b/pkgs/development/python-modules/pulumi/default.nix
index 8fb594748b9a..8ddb8fc8ecc4 100644
--- a/pkgs/development/python-modules/pulumi/default.nix
+++ b/pkgs/development/python-modules/pulumi/default.nix
@@ -76,6 +76,16 @@ buildPythonPackage {
     pulumi-python
   ];
 
+  disabledTestPaths = [
+    # Fail due to missing `pytest.mark.asyncio`, as of v3.253.0
+    "lib/test/test_deprecated.py::DeprecatedTests::test_non_deprecated_can_be_called"
+    "lib/test/test_deprecated.py::DeprecatedTests::test_deprecated_can_be_called"
+    "lib/test/test_deprecated.py::DeprecatedTests::test_deprecated_can_passthrough"
+    "lib/test/test_deprecated.py::DeprecatedTests::test_deprecated_prints_warnings"
+    "lib/test/runtime/test_resource_dep_cycle.py"
+    "lib/test/test_broken_dynamic_provider.py"
+  ];
+
   # CheckPhase script based on:
   # https://github.com/pulumi/pulumi/blob/0acaf8060640fdd892abccf1ce7435cd6aae69fe/sdk/python/scripts/test_fast.sh#L10-L11
   # https://github.com/pulumi/pulumi/blob/0acaf8060640fdd892abccf1ce7435cd6aae69fe/sdk/python/scripts/test_fast.sh#L16