diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/ingest.delete_pipeline.json b/rest-api-spec/src/main/resources/rest-api-spec/api/ingest.delete_pipeline.json
index 1c515e4509581..c3b51de862097 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/ingest.delete_pipeline.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/ingest.delete_pipeline.json
@@ -1,6 +1,6 @@
 {
   "ingest.delete_pipeline": {
-    "documentation": "https://www.elastic.co/guide/en/elasticsearch/plugins/master/ingest.html",
+    "documentation": "https://www.elastic.co/guide/en/elasticsearch/reference/master/delete-pipeline-api.html",
     "methods": [ "DELETE" ],
     "url": {
       "path": "/_ingest/pipeline/{id}",
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/ingest.get_pipeline.json b/rest-api-spec/src/main/resources/rest-api-spec/api/ingest.get_pipeline.json
index 317250874233b..16a07e072b771 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/ingest.get_pipeline.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/ingest.get_pipeline.json
@@ -1,6 +1,6 @@
 {
   "ingest.get_pipeline": {
-    "documentation": "https://www.elastic.co/guide/en/elasticsearch/plugins/master/ingest.html",
+    "documentation": "https://www.elastic.co/guide/en/elasticsearch/reference/master/get-pipeline-api.html",
     "methods": [ "GET" ],
     "url": {
       "path": "/_ingest/pipeline/{id}",
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/ingest.processor_grok.json b/rest-api-spec/src/main/resources/rest-api-spec/api/ingest.processor_grok.json
index 55afada728122..bf40be853e2d1 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/ingest.processor_grok.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/ingest.processor_grok.json
@@ -1,6 +1,6 @@
 {
   "ingest.processor_grok": {
-    "documentation": "https://www.elastic.co/guide/en/elasticsearch/plugins/master/ingest.html",
+    "documentation": "https://www.elastic.co/guide/en/elasticsearch/reference/master/grok-processor.html#grok-processor-rest-get",
     "methods": [ "GET" ],
     "url": {
       "path": "/_ingest/processor/grok",
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/ingest.put_pipeline.json b/rest-api-spec/src/main/resources/rest-api-spec/api/ingest.put_pipeline.json
index e4c3c2eb3f9a3..1ea77901d8dbd 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/ingest.put_pipeline.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/ingest.put_pipeline.json
@@ -1,6 +1,6 @@
 {
   "ingest.put_pipeline": {
-    "documentation": "https://www.elastic.co/guide/en/elasticsearch/plugins/master/ingest.html",
+    "documentation": "https://www.elastic.co/guide/en/elasticsearch/reference/master/put-pipeline-api.html",
     "methods": [ "PUT" ],
     "url": {
       "path": "/_ingest/pipeline/{id}",
diff --git a/rest-api-spec/src/main/resources/rest-api-spec/api/ingest.simulate.json b/rest-api-spec/src/main/resources/rest-api-spec/api/ingest.simulate.json
index d02f97d81dd70..c16008ad6b659 100644
--- a/rest-api-spec/src/main/resources/rest-api-spec/api/ingest.simulate.json
+++ b/rest-api-spec/src/main/resources/rest-api-spec/api/ingest.simulate.json
@@ -1,6 +1,6 @@
 {
   "ingest.simulate": {
-    "documentation": "https://www.elastic.co/guide/en/elasticsearch/plugins/master/ingest.html",
+    "documentation": "https://www.elastic.co/guide/en/elasticsearch/reference/master/simulate-pipeline-api.html",
     "methods": [ "GET", "POST" ],
     "url": {
       "path": "/_ingest/pipeline/_simulate",
diff --git a/x-pack/plugin/src/test/resources/rest-api-spec/api/license.delete.json b/x-pack/plugin/src/test/resources/rest-api-spec/api/license.delete.json
index 315b283699b62..a85552e557597 100644
--- a/x-pack/plugin/src/test/resources/rest-api-spec/api/license.delete.json
+++ b/x-pack/plugin/src/test/resources/rest-api-spec/api/license.delete.json
@@ -1,6 +1,6 @@
 {
   "license.delete": {
-    "documentation": "https://www.elastic.co/guide/en/x-pack/current/license-management.html",
+    "documentation": "https://www.elastic.co/guide/en/elasticsearch/reference/master/delete-license.html",
     "methods": ["DELETE"],
     "url": {
       "path": "/_license",
diff --git a/x-pack/plugin/src/test/resources/rest-api-spec/api/license.get.json b/x-pack/plugin/src/test/resources/rest-api-spec/api/license.get.json
index 0de1fb48536e8..07a570935a6b7 100644
--- a/x-pack/plugin/src/test/resources/rest-api-spec/api/license.get.json
+++ b/x-pack/plugin/src/test/resources/rest-api-spec/api/license.get.json
@@ -1,6 +1,6 @@
 {
   "license.get": {
-    "documentation": "https://www.elastic.co/guide/en/x-pack/current/license-management.html",
+    "documentation": "https://www.elastic.co/guide/en/elasticsearch/reference/master/get-license.html",
     "methods": ["GET"],
     "url": {
       "path": "/_license",
diff --git a/x-pack/plugin/src/test/resources/rest-api-spec/api/license.get_basic_status.json b/x-pack/plugin/src/test/resources/rest-api-spec/api/license.get_basic_status.json
index e9823b449087e..cfb5608ac4063 100644
--- a/x-pack/plugin/src/test/resources/rest-api-spec/api/license.get_basic_status.json
+++ b/x-pack/plugin/src/test/resources/rest-api-spec/api/license.get_basic_status.json
@@ -1,6 +1,6 @@
 {
   "license.get_basic_status": {
-    "documentation": "https://www.elastic.co/guide/en/x-pack/current/license-management.html",
+    "documentation": "https://www.elastic.co/guide/en/elasticsearch/reference/master/get-basic-status.html",
     "methods": ["GET"],
     "url": {
       "path": "/_license/basic_status",
diff --git a/x-pack/plugin/src/test/resources/rest-api-spec/api/license.get_trial_status.json b/x-pack/plugin/src/test/resources/rest-api-spec/api/license.get_trial_status.json
index 54f6b0a8c7d43..daeb4913ad9eb 100644
--- a/x-pack/plugin/src/test/resources/rest-api-spec/api/license.get_trial_status.json
+++ b/x-pack/plugin/src/test/resources/rest-api-spec/api/license.get_trial_status.json
@@ -1,6 +1,6 @@
 {
   "license.get_trial_status": {
-    "documentation": "https://www.elastic.co/guide/en/x-pack/current/license-management.html",
+    "documentation": "https://www.elastic.co/guide/en/elasticsearch/reference/master/get-trial-status.html",
     "methods": ["GET"],
     "url": {
       "path": "/_license/trial_status",
diff --git a/x-pack/plugin/src/test/resources/rest-api-spec/api/license.post.json b/x-pack/plugin/src/test/resources/rest-api-spec/api/license.post.json
index 23d597a3c1964..1bd78a1fb6af5 100644
--- a/x-pack/plugin/src/test/resources/rest-api-spec/api/license.post.json
+++ b/x-pack/plugin/src/test/resources/rest-api-spec/api/license.post.json
@@ -1,6 +1,6 @@
 {
   "license.post": {
-    "documentation": "https://www.elastic.co/guide/en/x-pack/current/license-management.html",
+    "documentation": "https://www.elastic.co/guide/en/elasticsearch/reference/master/update-license.html",
     "methods": ["PUT", "POST"],
     "url": {
       "path": "/_license",
diff --git a/x-pack/plugin/src/test/resources/rest-api-spec/api/license.post_start_basic.json b/x-pack/plugin/src/test/resources/rest-api-spec/api/license.post_start_basic.json
index 2b9da7d47c685..91da4de9ff0a2 100644
--- a/x-pack/plugin/src/test/resources/rest-api-spec/api/license.post_start_basic.json
+++ b/x-pack/plugin/src/test/resources/rest-api-spec/api/license.post_start_basic.json
@@ -1,6 +1,6 @@
 {
   "license.post_start_basic": {
-    "documentation": "https://www.elastic.co/guide/en/x-pack/current/license-management.html",
+    "documentation": "https://www.elastic.co/guide/en/elasticsearch/reference/master/start-basic.html",
     "methods": ["POST"],
     "url": {
       "path": "/_license/start_basic",
diff --git a/x-pack/plugin/src/test/resources/rest-api-spec/api/license.post_start_trial.json b/x-pack/plugin/src/test/resources/rest-api-spec/api/license.post_start_trial.json
index d0e3afcbb1e1f..55a73df4946b5 100644
--- a/x-pack/plugin/src/test/resources/rest-api-spec/api/license.post_start_trial.json
+++ b/x-pack/plugin/src/test/resources/rest-api-spec/api/license.post_start_trial.json
@@ -1,6 +1,6 @@
 {
   "license.post_start_trial": {
-    "documentation": "https://www.elastic.co/guide/en/x-pack/current/license-management.html",
+    "documentation": "https://www.elastic.co/guide/en/elasticsearch/reference/master/start-trial.html",
     "methods": ["POST"],
     "url": {
       "path": "/_license/start_trial",
diff --git a/x-pack/plugin/src/test/resources/rest-api-spec/api/migration.deprecations.json b/x-pack/plugin/src/test/resources/rest-api-spec/api/migration.deprecations.json
index 989b206919ba9..7c7ad54f095a6 100644
--- a/x-pack/plugin/src/test/resources/rest-api-spec/api/migration.deprecations.json
+++ b/x-pack/plugin/src/test/resources/rest-api-spec/api/migration.deprecations.json
@@ -1,6 +1,6 @@
 {
   "migration.deprecations": {
-    "documentation": "http://www.elastic.co/guide/en/migration/current/migration-api-deprecation.html",
+    "documentation": "http://www.elastic.co/guide/en/elasticsearch/reference/current/migration-api-deprecation.html",
     "methods": [ "GET" ],
     "url": {
       "path": "/{index}/_migration/deprecations",
diff --git a/x-pack/plugin/src/test/resources/rest-api-spec/api/ml.find_file_structure.json b/x-pack/plugin/src/test/resources/rest-api-spec/api/ml.find_file_structure.json
index 94b69951e32ec..4e5550ae824a9 100644
--- a/x-pack/plugin/src/test/resources/rest-api-spec/api/ml.find_file_structure.json
+++ b/x-pack/plugin/src/test/resources/rest-api-spec/api/ml.find_file_structure.json
@@ -1,6 +1,6 @@
 {
   "ml.find_file_structure": {
-    "documentation": "http://www.elastic.co/guide/en/elasticsearch/reference/current/ml-file-structure.html",
+    "documentation": "http://www.elastic.co/guide/en/elasticsearch/reference/current/ml-find-file-structure.html",
     "methods": [ "POST" ],
     "url": {
       "path": "/_ml/find_file_structure",
diff --git a/x-pack/plugin/src/test/resources/rest-api-spec/api/monitoring.bulk.json b/x-pack/plugin/src/test/resources/rest-api-spec/api/monitoring.bulk.json
index 55ce7b9ba6170..a299e2adc4bc7 100644
--- a/x-pack/plugin/src/test/resources/rest-api-spec/api/monitoring.bulk.json
+++ b/x-pack/plugin/src/test/resources/rest-api-spec/api/monitoring.bulk.json
@@ -1,6 +1,6 @@
 {
   "monitoring.bulk": {
-    "documentation": "http://www.elastic.co/guide/en/monitoring/current/appendix-api-bulk.html",
+    "documentation": "https://www.elastic.co/guide/en/elasticsearch/reference/master/es-monitoring.html",
     "methods": ["POST", "PUT"],
     "url": {
       "path": "/_monitoring/bulk",
diff --git a/x-pack/plugin/src/test/resources/rest-api-spec/api/security.get_user_privileges.json b/x-pack/plugin/src/test/resources/rest-api-spec/api/security.get_user_privileges.json
index 45f1e4a08c6d8..b60298f89e017 100644
--- a/x-pack/plugin/src/test/resources/rest-api-spec/api/security.get_user_privileges.json
+++ b/x-pack/plugin/src/test/resources/rest-api-spec/api/security.get_user_privileges.json
@@ -1,6 +1,6 @@
 {
   "security.get_user_privileges": {
-    "documentation": "https://www.elastic.co/guide/en/elasticsearch/reference/current/security-api-get-user-privileges.html",
+    "documentation": "https://www.elastic.co/guide/en/elasticsearch/reference/current/security-api-get-privileges.html",
     "methods": [ "GET" ],
     "url": {
       "path": "/_security/user/_privileges",