diff --git a/CHANGELOG.md b/CHANGELOG.md
index 423d34f2ac..de19ec0813 100644
--- a/CHANGELOG.md
+++ b/CHANGELOG.md
@@ -10,6 +10,8 @@ This is the log of notable changes to EAS CLI and related packages.
 
 ### 🐛 Bug fixes
 
+- [eas-cli] Stop `eas simulator --type` from listing `web-preview-only` twice in `--help`. ([#4321](https://github.com/expo/eas-cli/pull/4321) by [@tchayen](https://github.com/tchayen))
+
 ### 🧹 Chores
 
 ## [23.2.0](https://github.com/expo/eas-cli/releases/tag/v23.2.0) - 2026-08-31
diff --git a/packages/eas-cli/src/commands/simulator/index.ts b/packages/eas-cli/src/commands/simulator/index.ts
index 94dc1eac5a..651106949b 100644
--- a/packages/eas-cli/src/commands/simulator/index.ts
+++ b/packages/eas-cli/src/commands/simulator/index.ts
@@ -33,6 +33,7 @@ import {
   DEVICE_RUN_SESSION_RESOURCE_CLASS_BY_FLAG_VALUE,
   DEVICE_RUN_SESSION_RESOURCE_CLASS_FLAG_VALUES,
   DEVICE_RUN_SESSION_TYPE_BY_FLAG_VALUE,
+  DEVICE_RUN_SESSION_TYPE_FLAG_OPTIONS,
   DEVICE_RUN_SESSION_TYPE_FLAG_VALUES,
   DeviceRunSessionRemoteConfig,
   formatRemoteSessionInstructions,
@@ -110,7 +111,7 @@ export default class Simulator extends EasCommand {
     type: Flags.option({
       description:
         'Type of simulator session to create. All session types include a web preview. agent-device, appium, and argent also include an automation interface; web-preview-only includes no automation interface.',
-      options: Object.values(DEVICE_RUN_SESSION_TYPE_FLAG_VALUES),
+      options: DEVICE_RUN_SESSION_TYPE_FLAG_OPTIONS,
       default: DEVICE_RUN_SESSION_TYPE_FLAG_VALUES[DeviceRunSessionType.AgentDevice],
     })(),
     'package-version': Flags.string({
diff --git a/packages/eas-cli/src/commands/simulator/list.ts b/packages/eas-cli/src/commands/simulator/list.ts
index fe857aaa55..a3df567614 100644
--- a/packages/eas-cli/src/commands/simulator/list.ts
+++ b/packages/eas-cli/src/commands/simulator/list.ts
@@ -18,7 +18,7 @@ import Log, { link } from '../../log';
 import { ora } from '../../ora';
 import {
   DEVICE_RUN_SESSION_TYPE_BY_FLAG_VALUE,
-  DEVICE_RUN_SESSION_TYPE_FLAG_VALUES,
+  DEVICE_RUN_SESSION_TYPE_FLAG_OPTIONS,
   deviceRunSessionTypeToFlagValue,
 } from '../../simulator/utils';
 import { fromNow } from '../../utils/date';
@@ -63,7 +63,7 @@ export default class SimulatorList extends EasCommand {
     type: Flags.option({
       description:
         'Filter by session type (repeatable). All session types include a web preview. agent-device, appium, and argent also include an automation interface; web-preview-only includes no automation interface.',
-      options: Object.values(DEVICE_RUN_SESSION_TYPE_FLAG_VALUES),
+      options: DEVICE_RUN_SESSION_TYPE_FLAG_OPTIONS,
       multiple: true,
     })(),
     platform: Flags.option({
diff --git a/packages/eas-cli/src/simulator/__tests__/utils.test.ts b/packages/eas-cli/src/simulator/__tests__/utils.test.ts
index 9bf0cb7cac..b79d050ecd 100644
--- a/packages/eas-cli/src/simulator/__tests__/utils.test.ts
+++ b/packages/eas-cli/src/simulator/__tests__/utils.test.ts
@@ -2,6 +2,7 @@ import { DeviceRunSessionResourceClass, DeviceRunSessionType } from '../../graph
 import {
   DEVICE_RUN_SESSION_RESOURCE_CLASS_BY_FLAG_VALUE,
   DEVICE_RUN_SESSION_TYPE_BY_FLAG_VALUE,
+  DEVICE_RUN_SESSION_TYPE_FLAG_OPTIONS,
   DEVICE_RUN_SESSION_TYPE_FLAG_VALUES,
   deviceRunSessionTypeToFlagValue,
   formatRemoteSessionInstructions,
@@ -19,6 +20,17 @@ const iosAppiumConfig = {
   webPreviewUrl: 'https://preview.example.test',
 };
 
+describe('DEVICE_RUN_SESSION_TYPE_FLAG_OPTIONS', () => {
+  it('offers web-preview-only once even though two enum values map to it', () => {
+    expect(DEVICE_RUN_SESSION_TYPE_FLAG_OPTIONS).toEqual([
+      'agent-device',
+      'appium',
+      'argent',
+      'web-preview-only',
+    ]);
+  });
+});
+
 describe('Appium simulator configuration', () => {
   it('maps the appium CLI value to the GraphQL enum', () => {
     expect(DEVICE_RUN_SESSION_TYPE_BY_FLAG_VALUE.appium).toBe(DeviceRunSessionType.Appium);
diff --git a/packages/eas-cli/src/simulator/utils.ts b/packages/eas-cli/src/simulator/utils.ts
index 2dec24ee17..186617196a 100644
--- a/packages/eas-cli/src/simulator/utils.ts
+++ b/packages/eas-cli/src/simulator/utils.ts
@@ -32,6 +32,12 @@ export const DEVICE_RUN_SESSION_TYPE_FLAG_VALUES: Record<DeviceRunSessionType, s
   [DeviceRunSessionType.WebPreviewOnly]: 'web-preview-only',
 };
 
+// ServeSim and WebPreviewOnly share a flag value, so listing the record's values
+// directly would offer web-preview-only twice in --help.
+export const DEVICE_RUN_SESSION_TYPE_FLAG_OPTIONS = [
+  ...new Set(Object.values(DEVICE_RUN_SESSION_TYPE_FLAG_VALUES)),
+];
+
 export const DEVICE_RUN_SESSION_TYPE_BY_FLAG_VALUE = Object.fromEntries(
   (Object.entries(DEVICE_RUN_SESSION_TYPE_FLAG_VALUES) as [DeviceRunSessionType, string][]).map(
     ([type, value]) => [value, type]