diff --git a/x-pack/plugins/enterprise_search/server/lib/enterprise_search_config_api.test.ts b/x-pack/plugins/enterprise_search/server/lib/enterprise_search_config_api.test.ts
index de13077cd1b099..66f2bf78e0c9c3 100644
--- a/x-pack/plugins/enterprise_search/server/lib/enterprise_search_config_api.test.ts
+++ b/x-pack/plugins/enterprise_search/server/lib/enterprise_search_config_api.test.ts
@@ -12,9 +12,16 @@ import fetch from 'node-fetch';
 
 const { Response } = jest.requireActual('node-fetch');
 
+jest.mock('@kbn/utils', () => ({
+  kibanaPackageJson: { version: '1.0.0' },
+}));
+
 import { loggingSystemMock } from 'src/core/server/mocks';
 
-import { callEnterpriseSearchConfigAPI } from './enterprise_search_config_api';
+import {
+  callEnterpriseSearchConfigAPI,
+  warnMismatchedVersions,
+} from './enterprise_search_config_api';
 
 describe('callEnterpriseSearchConfigAPI', () => {
   const mockConfig = {
@@ -218,4 +225,22 @@ describe('callEnterpriseSearchConfigAPI', () => {
       "Exceeded 200ms timeout while checking http://localhost:3002. Please consider increasing your enterpriseSearch.accessCheckTimeout value so that users aren't prevented from accessing Enterprise Search plugins due to slow responses."
     );
   });
+
+  describe('warnMismatchedVersions', () => {
+    it("logs a warning when Enterprise Search and Kibana's versions are not the same", () => {
+      warnMismatchedVersions('1.1.0', mockDependencies.log);
+
+      expect(mockDependencies.log.warn).toHaveBeenCalledWith(
+        expect.stringContaining(
+          'Your Kibana instance (v1.0.0) is not the same version as your Enterprise Search instance (v1.1.0)'
+        )
+      );
+    });
+
+    it("does not log a warning when Enterprise Search and Kibana's versions are the same", () => {
+      warnMismatchedVersions('1.0.0', mockDependencies.log);
+
+      expect(mockDependencies.log.warn).not.toHaveBeenCalled();
+    });
+  });
 });
diff --git a/x-pack/plugins/enterprise_search/server/lib/enterprise_search_config_api.ts b/x-pack/plugins/enterprise_search/server/lib/enterprise_search_config_api.ts
index ebe718dfebd309..c7aa8e09194d24 100644
--- a/x-pack/plugins/enterprise_search/server/lib/enterprise_search_config_api.ts
+++ b/x-pack/plugins/enterprise_search/server/lib/enterprise_search_config_api.ts
@@ -8,6 +8,8 @@
 import AbortController from 'abort-controller';
 import fetch from 'node-fetch';
 
+import { kibanaPackageJson } from '@kbn/utils';
+
 import { KibanaRequest, Logger } from 'src/core/server';
 
 import { stripTrailingSlash } from '../../common/strip_slashes';
@@ -58,6 +60,8 @@ export const callEnterpriseSearchConfigAPI = async ({
     });
     const data = await response.json();
 
+    warnMismatchedVersions(data?.version?.number, log);
+
     return {
       access: {
         hasAppSearchAccess: !!data?.current_user?.access?.app_search,
@@ -135,3 +139,13 @@ export const callEnterpriseSearchConfigAPI = async ({
     clearTimeout(timeout);
   }
 };
+
+export const warnMismatchedVersions = (enterpriseSearchVersion: string, log: Logger) => {
+  const kibanaVersion = kibanaPackageJson.version;
+
+  if (enterpriseSearchVersion !== kibanaVersion) {
+    log.warn(
+      `Your Kibana instance (v${kibanaVersion}) is not the same version as your Enterprise Search instance (v${enterpriseSearchVersion}). Please upgrade your instances accordingly to matching versions, otherwise you may see breaking or otherwise buggy behavior.`
+    );
+  }
+};