diff --git a/lib/internal/async_hooks.js b/lib/internal/async_hooks.js
index 64f5cb2462f6ba..bf803885cacfa3 100644
--- a/lib/internal/async_hooks.js
+++ b/lib/internal/async_hooks.js
@@ -69,6 +69,7 @@ const active_hooks = {
 };
 
 const { registerDestroyHook } = async_wrap;
+const { enqueueMicrotask } = internalBinding('task_queue');
 
 // Each constant tracks how many callbacks there are for any given step of
 // async execution. These are tracked so if the user didn't include callbacks
@@ -231,14 +232,26 @@ function restoreActiveHooks() {
 }
 
 
+let wantPromiseHook = false;
 function enableHooks() {
-  enablePromiseHook();
   async_hook_fields[kCheck] += 1;
+
+  wantPromiseHook = true;
+  enablePromiseHook();
 }
 
 function disableHooks() {
-  disablePromiseHook();
   async_hook_fields[kCheck] -= 1;
+
+  wantPromiseHook = false;
+  // Delay the call to `disablePromiseHook()` because we might currently be
+  // between the `before` and `after` calls of a Promise.
+  enqueueMicrotask(disablePromiseHookIfNecessary);
+}
+
+function disablePromiseHookIfNecessary() {
+  if (!wantPromiseHook)
+    disablePromiseHook();
 }
 
 // Internal Embedder API //
diff --git a/src/async_wrap.cc b/src/async_wrap.cc
index 0c84b06fdde346..24ef24ae6c8185 100644
--- a/src/async_wrap.cc
+++ b/src/async_wrap.cc
@@ -331,15 +331,10 @@ static void EnablePromiseHook(const FunctionCallbackInfo<Value>& args) {
 static void DisablePromiseHook(const FunctionCallbackInfo<Value>& args) {
   Isolate* isolate = args.GetIsolate();
 
-  // Delay the call to `RemovePromiseHook` because we might currently be
-  // between the `before` and `after` calls of a Promise.
-  isolate->EnqueueMicrotask([](void* data) {
-    // The per-Isolate API provides no way of knowing whether there are multiple
-    // users of the PromiseHook. That hopefully goes away when V8 introduces
-    // a per-context API.
-    Isolate* isolate = static_cast<Isolate*>(data);
-    isolate->SetPromiseHook(nullptr);
-  }, static_cast<void*>(isolate));
+  // The per-Isolate API provides no way of knowing whether there are multiple
+  // users of the PromiseHook. That hopefully goes away when V8 introduces
+  // a per-context API.
+  isolate->SetPromiseHook(nullptr);
 }
 
 
diff --git a/test/parallel/test-async-hooks-enable-disable-enable.js b/test/parallel/test-async-hooks-enable-disable-enable.js
new file mode 100644
index 00000000000000..640815e14c8c9d
--- /dev/null
+++ b/test/parallel/test-async-hooks-enable-disable-enable.js
@@ -0,0 +1,17 @@
+'use strict';
+const common = require('../common');
+const assert = require('assert');
+const async_hooks = require('async_hooks');
+
+// Regression test for https://github.com/nodejs/node/issues/27585.
+
+async_hooks.createHook({ init: () => {} }).enable().disable().enable();
+async_hooks.createHook({ init: () => {} }).enable();
+
+async function main() {
+  const initialAsyncId = async_hooks.executionAsyncId();
+  await 0;
+  assert.notStrictEqual(async_hooks.executionAsyncId(), initialAsyncId);
+}
+
+main().then(common.mustCall());