diff --git a/src/core/webview/webviewMessageHandler.ts b/src/core/webview/webviewMessageHandler.ts
index 0df014b49ab..053f7f647ec 100644
--- a/src/core/webview/webviewMessageHandler.ts
+++ b/src/core/webview/webviewMessageHandler.ts
@@ -2379,6 +2379,61 @@ export const webviewMessageHandler = async (
 			}
 			break
 		}
+		case "claudeCodeStartOobFlow": {
+			// Start OOB (out-of-band) OAuth flow for remote environments
+			// This flow displays the auth code on a webpage for manual entry
+			try {
+				const { claudeCodeOAuthManager } = await import("../../integrations/claude-code/oauth")
+				const authUrl = claudeCodeOAuthManager.startOobAuthorizationFlow()
+
+				// Open the authorization URL in the browser
+				await vscode.env.openExternal(vscode.Uri.parse(authUrl))
+
+				// Notify webview that OOB flow has started
+				await provider.postMessageToWebview({
+					type: "claudeCodeOobFlowStarted",
+					success: true,
+				})
+			} catch (error) {
+				provider.log(`Claude Code OOB OAuth failed: ${error}`)
+				vscode.window.showErrorMessage("Claude Code sign in failed.")
+				await provider.postMessageToWebview({
+					type: "claudeCodeOobFlowStarted",
+					success: false,
+					error: error instanceof Error ? error.message : String(error),
+				})
+			}
+			break
+		}
+		case "claudeCodeExchangeManualCode": {
+			// Exchange manually entered auth code for tokens (OOB flow)
+			try {
+				const code = message.text?.trim()
+				if (!code) {
+					throw new Error("No authorization code provided")
+				}
+
+				const { claudeCodeOAuthManager } = await import("../../integrations/claude-code/oauth")
+				await claudeCodeOAuthManager.exchangeManualCode(code)
+
+				vscode.window.showInformationMessage("Successfully signed in to Claude Code")
+				await provider.postStateToWebview()
+				await provider.postMessageToWebview({
+					type: "claudeCodeManualCodeResult",
+					success: true,
+				})
+			} catch (error) {
+				provider.log(`Claude Code manual code exchange failed: ${error}`)
+				const errorMessage = error instanceof Error ? error.message : String(error)
+				vscode.window.showErrorMessage(`Claude Code sign in failed: ${errorMessage}`)
+				await provider.postMessageToWebview({
+					type: "claudeCodeManualCodeResult",
+					success: false,
+					error: errorMessage,
+				})
+			}
+			break
+		}
 		case "rooCloudManualUrl": {
 			try {
 				if (!message.text) {
diff --git a/src/integrations/claude-code/oauth.ts b/src/integrations/claude-code/oauth.ts
index 5d7a929e1cc..e49a9094ca8 100644
--- a/src/integrations/claude-code/oauth.ts
+++ b/src/integrations/claude-code/oauth.ts
@@ -10,6 +10,9 @@ export const CLAUDE_CODE_OAUTH_CONFIG = {
 	tokenEndpoint: "https://console.anthropic.com/v1/oauth/token",
 	clientId: "9d1c250a-e61b-44d9-88ed-5944d1962f5e",
 	redirectUri: "http://localhost:54545/callback",
+	// OOB (out-of-band) redirect URI - tells the server to display the auth code
+	// on the webpage instead of redirecting, allowing manual code entry
+	oobRedirectUri: "urn:ietf:wg:oauth:2.0:oob",
 	scopes: "org:create_api_key user:profile user:inference",
 	callbackPort: 54545,
 } as const
@@ -162,6 +165,25 @@ export function buildAuthorizationUrl(codeChallenge: string, state: string): str
 	return `${CLAUDE_CODE_OAUTH_CONFIG.authorizationEndpoint}?${params.toString()}`
 }
 
+/**
+ * Builds the authorization URL for OOB (out-of-band) OAuth flow.
+ * This flow is used for remote environments where localhost callbacks don't work.
+ * The auth code is displayed on the webpage for manual copy-paste.
+ */
+export function buildOobAuthorizationUrl(codeChallenge: string, state: string): string {
+	const params = new URLSearchParams({
+		client_id: CLAUDE_CODE_OAUTH_CONFIG.clientId,
+		redirect_uri: CLAUDE_CODE_OAUTH_CONFIG.oobRedirectUri,
+		scope: CLAUDE_CODE_OAUTH_CONFIG.scopes,
+		code_challenge: codeChallenge,
+		code_challenge_method: "S256",
+		response_type: "code",
+		state,
+	})
+
+	return `${CLAUDE_CODE_OAUTH_CONFIG.authorizationEndpoint}?${params.toString()}`
+}
+
 /**
  * Exchanges the authorization code for tokens
  */
@@ -213,6 +235,63 @@ export async function exchangeCodeForTokens(
 	}
 }
 
+/**
+ * Exchanges the authorization code for tokens using OOB redirect URI.
+ * Used for manual code entry in remote environments.
+ */
+export async function exchangeOobCodeForTokens(
+	code: string,
+	codeVerifier: string,
+	state: string,
+): Promise<ClaudeCodeCredentials> {
+	const body = {
+		code,
+		state,
+		grant_type: "authorization_code",
+		client_id: CLAUDE_CODE_OAUTH_CONFIG.clientId,
+		redirect_uri: CLAUDE_CODE_OAUTH_CONFIG.oobRedirectUri,
+		code_verifier: codeVerifier,
+	}
+
+	const response = await fetch(CLAUDE_CODE_OAUTH_CONFIG.tokenEndpoint, {
+		method: "POST",
+		headers: {
+			"Content-Type": "application/json",
+		},
+		body: JSON.stringify(body),
+		signal: AbortSignal.timeout(30000),
+	})
+
+	if (!response.ok) {
+		const errorText = await response.text()
+		const { errorCode, errorMessage } = parseOAuthErrorDetails(errorText)
+		const details = errorMessage ? errorMessage : errorText
+		throw new ClaudeCodeOAuthTokenError(
+			`Token exchange failed: ${response.status} ${response.statusText}${details ? ` - ${details}` : ""}`,
+			{ status: response.status, errorCode },
+		)
+	}
+
+	const data = await response.json()
+	const tokenResponse = tokenResponseSchema.parse(data)
+
+	if (!tokenResponse.refresh_token) {
+		// The access token is unusable without a refresh token for persistence.
+		throw new Error("Token exchange did not return a refresh_token")
+	}
+
+	// Calculate expiry time
+	const expiresAt = new Date(Date.now() + tokenResponse.expires_in * 1000)
+
+	return {
+		type: "claude",
+		access_token: tokenResponse.access_token,
+		refresh_token: tokenResponse.refresh_token,
+		expired: expiresAt.toISOString(),
+		email: tokenResponse.email,
+	}
+}
+
 /**
  * Refreshes the access token using the refresh token
  */
@@ -486,6 +565,63 @@ export class ClaudeCodeOAuthManager {
 		return buildAuthorizationUrl(codeChallenge, state)
 	}
 
+	/**
+	 * Start the OOB (out-of-band) OAuth authorization flow for remote environments.
+	 * This flow displays the auth code on the webpage for manual entry.
+	 * Returns the authorization URL to open in browser.
+	 */
+	startOobAuthorizationFlow(): string {
+		// Cancel any existing authorization flow before starting a new one
+		this.cancelAuthorizationFlow()
+
+		const codeVerifier = generateCodeVerifier()
+		const codeChallenge = generateCodeChallenge(codeVerifier)
+		const state = generateState()
+
+		this.pendingAuth = {
+			codeVerifier,
+			state,
+		}
+
+		this.log(`[claude-code-oauth] Started OOB authorization flow (state=${state})`)
+		return buildOobAuthorizationUrl(codeChallenge, state)
+	}
+
+	/**
+	 * Exchange manually entered auth code for tokens (OOB flow).
+	 * Used for remote environments where localhost callbacks don't work.
+	 * @param code The authorization code copied from the webpage
+	 */
+	async exchangeManualCode(code: string): Promise<ClaudeCodeCredentials> {
+		if (!this.pendingAuth) {
+			throw new Error("No pending authorization flow. Please start the OOB flow first.")
+		}
+
+		const { codeVerifier, state } = this.pendingAuth
+
+		this.log(`[claude-code-oauth] Exchanging manual code for tokens...`)
+
+		try {
+			const credentials = await exchangeOobCodeForTokens(code, codeVerifier, state)
+			await this.saveCredentials(credentials)
+			this.pendingAuth = null
+			this.log(`[claude-code-oauth] Manual code exchange successful (email=${credentials.email || "unknown"})`)
+			return credentials
+		} catch (error) {
+			this.logError("[claude-code-oauth] Manual code exchange failed:", error)
+			// Don't clear pending auth on failure - allow retry with different code
+			throw error
+		}
+	}
+
+	/**
+	 * Check if there's a pending OOB authorization flow waiting for manual code entry
+	 */
+	hasPendingOobFlow(): boolean {
+		// OOB flow is pending if we have pendingAuth but no server (server is only used for localhost flow)
+		return this.pendingAuth !== null && this.pendingAuth.server === undefined
+	}
+
 	/**
 	 * Start a local server to receive the OAuth callback
 	 * Returns a promise that resolves when authentication is complete
diff --git a/src/shared/WebviewMessage.ts b/src/shared/WebviewMessage.ts
index 4c3e321dea8..5eaba0fe0ec 100644
--- a/src/shared/WebviewMessage.ts
+++ b/src/shared/WebviewMessage.ts
@@ -128,6 +128,8 @@ export interface WebviewMessage {
 		| "rooCloudManualUrl"
 		| "claudeCodeSignIn"
 		| "claudeCodeSignOut"
+		| "claudeCodeStartOobFlow"
+		| "claudeCodeExchangeManualCode"
 		| "switchOrganization"
 		| "condenseTaskContextRequest"
 		| "requestIndexingStatus"
diff --git a/webview-ui/src/components/settings/providers/ClaudeCode.tsx b/webview-ui/src/components/settings/providers/ClaudeCode.tsx
index 87072a9b976..5c48261d37c 100644
--- a/webview-ui/src/components/settings/providers/ClaudeCode.tsx
+++ b/webview-ui/src/components/settings/providers/ClaudeCode.tsx
@@ -1,7 +1,7 @@
-import React from "react"
+import React, { useState, useEffect, useCallback } from "react"
 import { type ProviderSettings, claudeCodeDefaultModelId, claudeCodeModels } from "@roo-code/types"
 import { useAppTranslation } from "@src/i18n/TranslationContext"
-import { Button } from "@src/components/ui"
+import { Button, VSCodeTextField } from "@src/components/ui"
 import { vscode } from "@src/utils/vscode"
 import { ModelPicker } from "../ModelPicker"
 import { ClaudeCodeRateLimitDashboard } from "./ClaudeCodeRateLimitDashboard"
@@ -20,6 +20,55 @@ export const ClaudeCode: React.FC<ClaudeCodeProps> = ({
 	claudeCodeIsAuthenticated = false,
 }) => {
 	const { t } = useAppTranslation()
+	const [showManualAuth, setShowManualAuth] = useState(false)
+	const [manualCode, setManualCode] = useState("")
+	const [oobFlowStarted, setOobFlowStarted] = useState(false)
+	const [isExchanging, setIsExchanging] = useState(false)
+	const [exchangeError, setExchangeError] = useState<string | null>(null)
+
+	// Handle messages from extension
+	const handleMessage = useCallback((event: MessageEvent) => {
+		const message = event.data
+		if (message.type === "claudeCodeOobFlowStarted") {
+			if (message.success) {
+				setOobFlowStarted(true)
+				setExchangeError(null)
+			} else {
+				setExchangeError(message.error || "Failed to start authentication")
+			}
+		} else if (message.type === "claudeCodeManualCodeResult") {
+			setIsExchanging(false)
+			if (message.success) {
+				// Reset state on success
+				setShowManualAuth(false)
+				setManualCode("")
+				setOobFlowStarted(false)
+				setExchangeError(null)
+			} else {
+				setExchangeError(message.error || "Failed to exchange code")
+			}
+		}
+	}, [])
+
+	useEffect(() => {
+		window.addEventListener("message", handleMessage)
+		return () => window.removeEventListener("message", handleMessage)
+	}, [handleMessage])
+
+	const handleStartOobFlow = () => {
+		setExchangeError(null)
+		vscode.postMessage({ type: "claudeCodeStartOobFlow" })
+	}
+
+	const handleExchangeCode = () => {
+		if (!manualCode.trim()) {
+			setExchangeError("Please enter the authorization code")
+			return
+		}
+		setIsExchanging(true)
+		setExchangeError(null)
+		vscode.postMessage({ type: "claudeCodeExchangeManualCode", text: manualCode.trim() })
+	}
 
 	return (
 		<div className="flex flex-col gap-4">
@@ -36,15 +85,97 @@ export const ClaudeCode: React.FC<ClaudeCodeProps> = ({
 							})}
 						</Button>
 					</div>
+				) : showManualAuth ? (
+					<div className="flex flex-col gap-3">
+						<div className="text-sm text-vscode-descriptionForeground">
+							{t("settings:providers.claudeCode.manualAuthDescription", {
+								defaultValue:
+									"For remote environments (GitHub Codespaces, SSH, etc.) where localhost callbacks don't work:",
+							})}
+						</div>
+
+						{!oobFlowStarted ? (
+							<>
+								<Button variant="primary" onClick={handleStartOobFlow} className="w-fit">
+									{t("settings:providers.claudeCode.openAuthPage", {
+										defaultValue: "1. Open Authentication Page",
+									})}
+								</Button>
+								<div className="text-xs text-vscode-descriptionForeground">
+									{t("settings:providers.claudeCode.manualAuthStep1", {
+										defaultValue:
+											"This will open Anthropic's sign-in page. After signing in, you'll see an authorization code.",
+									})}
+								</div>
+							</>
+						) : (
+							<>
+								<div className="flex flex-col gap-2">
+									<label className="text-sm font-medium">
+										{t("settings:providers.claudeCode.pasteCodeLabel", {
+											defaultValue: "2. Paste the authorization code:",
+										})}
+									</label>
+									<VSCodeTextField
+										value={manualCode}
+										onInput={(e: any) => setManualCode(e.target.value)}
+										placeholder={t("settings:providers.claudeCode.codePlaceholder", {
+											defaultValue: "Paste your authorization code here",
+										})}
+										className="w-full"
+									/>
+								</div>
+								<Button
+									variant="primary"
+									onClick={handleExchangeCode}
+									disabled={isExchanging || !manualCode.trim()}
+									className="w-fit">
+									{isExchanging
+										? t("settings:providers.claudeCode.exchangingCode", {
+												defaultValue: "Signing in...",
+											})
+										: t("settings:providers.claudeCode.submitCode", {
+												defaultValue: "3. Complete Sign In",
+											})}
+								</Button>
+							</>
+						)}
+
+						{exchangeError && <div className="text-sm text-vscode-errorForeground">{exchangeError}</div>}
+
+						<Button
+							variant="secondary"
+							size="sm"
+							onClick={() => {
+								setShowManualAuth(false)
+								setOobFlowStarted(false)
+								setManualCode("")
+								setExchangeError(null)
+							}}
+							className="w-fit">
+							{t("settings:providers.claudeCode.backToNormalAuth", {
+								defaultValue: "← Back to normal sign in",
+							})}
+						</Button>
+					</div>
 				) : (
-					<Button
-						variant="primary"
-						onClick={() => vscode.postMessage({ type: "claudeCodeSignIn" })}
-						className="w-fit">
-						{t("settings:providers.claudeCode.signInButton", {
-							defaultValue: "Sign in to Claude Code",
-						})}
-					</Button>
+					<div className="flex flex-col gap-2">
+						<Button
+							variant="primary"
+							onClick={() => vscode.postMessage({ type: "claudeCodeSignIn" })}
+							className="w-fit">
+							{t("settings:providers.claudeCode.signInButton", {
+								defaultValue: "Sign in to Claude Code",
+							})}
+						</Button>
+						<button
+							onClick={() => setShowManualAuth(true)}
+							className="text-xs text-vscode-textLink-foreground hover:underline cursor-pointer text-left w-fit">
+							{t("settings:providers.claudeCode.remoteEnvLink", {
+								defaultValue: "Using a remote environment? Click here for manual sign in",
+							})}
+						</button>
+					</div>
 				)}
 			</div>
 
diff --git a/webview-ui/src/i18n/locales/en/settings.json b/webview-ui/src/i18n/locales/en/settings.json
index b836ecbfc87..15ffeed8db4 100644
--- a/webview-ui/src/i18n/locales/en/settings.json
+++ b/webview-ui/src/i18n/locales/en/settings.json
@@ -527,7 +527,18 @@
 			"description": "Optional path to your Claude Code CLI. Defaults to 'claude' if not set.",
 			"placeholder": "Default: claude",
 			"maxTokensLabel": "Max Output Tokens",
-			"maxTokensDescription": "Maximum number of output tokens for Claude Code responses. Default is 8000."
+			"maxTokensDescription": "Maximum number of output tokens for Claude Code responses. Default is 8000.",
+			"signInButton": "Sign in to Claude Code",
+			"signOutButton": "Sign Out",
+			"manualAuthDescription": "For remote environments (GitHub Codespaces, SSH, etc.) where localhost callbacks don't work:",
+			"openAuthPage": "1. Open Authentication Page",
+			"manualAuthStep1": "This will open Anthropic's sign-in page. After signing in, you'll see an authorization code.",
+			"pasteCodeLabel": "2. Paste the authorization code:",
+			"codePlaceholder": "Paste your authorization code here",
+			"exchangingCode": "Signing in...",
+			"submitCode": "3. Complete Sign In",
+			"backToNormalAuth": "← Back to normal sign in",
+			"remoteEnvLink": "Using a remote environment? Click here for manual sign in"
 		}
 	},
 	"browser": {