diff --git a/src/commands/antigravity-oauth.ts b/src/commands/antigravity-oauth.ts
new file mode 100644
index 000000000..3e26b5f15
--- /dev/null
+++ b/src/commands/antigravity-oauth.ts
@@ -0,0 +1,394 @@
+/**
+ * VPS-aware Antigravity OAuth flow.
+ *
+ * On local machines: Uses the standard pi-ai loginAntigravity with local server callback.
+ * On VPS/SSH/headless: Shows URL and prompts user to paste the callback URL manually.
+ */
+
+import { createInterface } from "node:readline/promises";
+import { stdin, stdout } from "node:process";
+import { readFileSync } from "node:fs";
+import { randomBytes, createHash } from "node:crypto";
+import { loginAntigravity, type OAuthCredentials } from "@mariozechner/pi-ai";
+
+// OAuth constants - decoded from pi-ai's base64 encoded values to stay in sync
+const decode = (s: string) => Buffer.from(s, "base64").toString();
+const CLIENT_ID = decode("MTA3MTAwNjA2MDU5MS10bWhzc2luMmgyMWxjcmUyMzV2dG9sb2poNGc0MDNlcC5hcHBzLmdvb2dsZXVzZXJjb250ZW50LmNvbQ==");
+const CLIENT_SECRET = decode("R09DU1BYLUs1OEZXUjQ4NkxkTEoxbUxCOHNYQzR6NnFEQWY=");
+const REDIRECT_URI = "http://localhost:51121/oauth-callback";
+const AUTH_URL = "https://accounts.google.com/o/oauth2/v2/auth";
+const TOKEN_URL = "https://oauth2.googleapis.com/token";
+// Antigravity requires these additional scopes
+const SCOPES = [
+  "https://www.googleapis.com/auth/cloud-platform",
+  "https://www.googleapis.com/auth/userinfo.email",
+  "https://www.googleapis.com/auth/userinfo.profile",
+  "https://www.googleapis.com/auth/cclog",
+  "https://www.googleapis.com/auth/experimentsandconfigs",
+];
+// Fallback project ID when discovery fails (same as pi-ai)
+const DEFAULT_PROJECT_ID = "rising-fact-p41fc";
+
+/**
+ * Detect if running in WSL (Windows Subsystem for Linux).
+ */
+function isWSL(): boolean {
+  if (process.platform !== "linux") return false;
+  try {
+    const release = readFileSync("/proc/version", "utf8").toLowerCase();
+    return release.includes("microsoft") || release.includes("wsl");
+  } catch {
+    return false;
+  }
+}
+
+/**
+ * Detect if running in WSL2 specifically.
+ */
+function isWSL2(): boolean {
+  if (!isWSL()) return false;
+  try {
+    const version = readFileSync("/proc/version", "utf8").toLowerCase();
+    return version.includes("wsl2") || version.includes("microsoft-standard");
+  } catch {
+    return false;
+  }
+}
+
+/**
+ * Detect if running in a remote/headless environment where localhost callback won't work.
+ */
+export function isRemoteEnvironment(): boolean {
+  // SSH session indicators
+  if (
+    process.env.SSH_CLIENT ||
+    process.env.SSH_TTY ||
+    process.env.SSH_CONNECTION
+  ) {
+    return true;
+  }
+
+  // Container/cloud environments
+  if (process.env.REMOTE_CONTAINERS || process.env.CODESPACES) {
+    return true;
+  }
+
+  // Linux without display (and not WSL which can use wslview)
+  if (
+    process.platform === "linux" &&
+    !process.env.DISPLAY &&
+    !process.env.WAYLAND_DISPLAY &&
+    !isWSL()
+  ) {
+    return true;
+  }
+
+  return false;
+}
+
+/**
+ * Whether to skip the local OAuth callback server.
+ */
+export function shouldUseManualOAuthFlow(): boolean {
+  return isWSL2() || isRemoteEnvironment();
+}
+
+/**
+ * Generate PKCE verifier and challenge using Node.js crypto.
+ */
+function generatePKCESync(): { verifier: string; challenge: string } {
+  const verifier = randomBytes(32).toString("hex");
+  const challenge = createHash("sha256")
+    .update(verifier)
+    .digest("base64url");
+  return { verifier, challenge };
+}
+
+/**
+ * Build the Antigravity OAuth authorization URL.
+ */
+function buildAuthUrl(challenge: string, verifier: string): string {
+  const params = new URLSearchParams({
+    client_id: CLIENT_ID,
+    response_type: "code",
+    redirect_uri: REDIRECT_URI,
+    scope: SCOPES.join(" "),
+    code_challenge: challenge,
+    code_challenge_method: "S256",
+    state: verifier,
+    access_type: "offline",
+    prompt: "consent",
+  });
+  return `${AUTH_URL}?${params.toString()}`;
+}
+
+/**
+ * Parse the OAuth callback URL or code input.
+ */
+function parseCallbackInput(
+  input: string,
+  expectedState: string,
+): { code: string; state: string } | { error: string } {
+  const trimmed = input.trim();
+  if (!trimmed) {
+    return { error: "No input provided" };
+  }
+
+  try {
+    // Try parsing as full URL
+    const url = new URL(trimmed);
+    const code = url.searchParams.get("code");
+    const state = url.searchParams.get("state") ?? expectedState;
+
+    if (!code) {
+      return { error: "Missing 'code' parameter in URL" };
+    }
+    if (!state) {
+      return { error: "Missing 'state' parameter. Paste the full URL." };
+    }
+
+    return { code, state };
+  } catch {
+    // Not a URL - treat as raw code (need state from original request)
+    if (!expectedState) {
+      return { error: "Paste the full redirect URL, not just the code." };
+    }
+    return { code: trimmed, state: expectedState };
+  }
+}
+
+/**
+ * Exchange authorization code for tokens.
+ */
+async function exchangeCodeForTokens(
+  code: string,
+  verifier: string,
+): Promise<OAuthCredentials> {
+  const response = await fetch(TOKEN_URL, {
+    method: "POST",
+    headers: {
+      "Content-Type": "application/x-www-form-urlencoded",
+    },
+    body: new URLSearchParams({
+      client_id: CLIENT_ID,
+      client_secret: CLIENT_SECRET,
+      code,
+      grant_type: "authorization_code",
+      redirect_uri: REDIRECT_URI,
+      code_verifier: verifier,
+    }),
+  });
+
+  if (!response.ok) {
+    const errorText = await response.text();
+    throw new Error(`Token exchange failed: ${errorText}`);
+  }
+
+  const data = (await response.json()) as {
+    access_token: string;
+    refresh_token: string;
+    expires_in: number;
+  };
+
+  if (!data.refresh_token) {
+    throw new Error("No refresh token received. Please try again.");
+  }
+
+  // Fetch user email
+  const email = await getUserEmail(data.access_token);
+  
+  // Fetch project ID
+  const projectId = await fetchProjectId(data.access_token);
+
+  // Calculate expiry time (same as pi-ai: current time + expires_in - 5 min buffer)
+  const expiresAt = Date.now() + data.expires_in * 1000 - 5 * 60 * 1000;
+
+  return {
+    refresh: data.refresh_token,
+    access: data.access_token,
+    expires: expiresAt,
+    projectId,
+    email,
+  };
+}
+
+/**
+ * Get user email from access token.
+ */
+async function getUserEmail(accessToken: string): Promise<string | undefined> {
+  try {
+    const response = await fetch(
+      "https://www.googleapis.com/oauth2/v1/userinfo?alt=json",
+      {
+        headers: {
+          Authorization: `Bearer ${accessToken}`,
+        },
+      },
+    );
+    if (response.ok) {
+      const data = (await response.json()) as { email?: string };
+      return data.email;
+    }
+  } catch {
+    // Ignore errors, email is optional
+  }
+  return undefined;
+}
+
+/**
+ * Fetch the Antigravity project ID using the access token.
+ */
+async function fetchProjectId(accessToken: string): Promise<string> {
+  const headers = {
+    Authorization: `Bearer ${accessToken}`,
+    "Content-Type": "application/json",
+    "User-Agent": "google-api-nodejs-client/9.15.1",
+    "X-Goog-Api-Client": "google-cloud-sdk vscode_cloudshelleditor/0.1",
+    "Client-Metadata": JSON.stringify({
+      ideType: "IDE_UNSPECIFIED",
+      platform: "PLATFORM_UNSPECIFIED",
+      pluginType: "GEMINI",
+    }),
+  };
+
+  // Try endpoints in order: prod first, then sandbox
+  const endpoints = [
+    "https://cloudcode-pa.googleapis.com",
+    "https://daily-cloudcode-pa.sandbox.googleapis.com",
+  ];
+
+  for (const endpoint of endpoints) {
+    try {
+      const response = await fetch(`${endpoint}/v1internal:loadCodeAssist`, {
+        method: "POST",
+        headers,
+        body: JSON.stringify({
+          metadata: {
+            ideType: "IDE_UNSPECIFIED",
+            platform: "PLATFORM_UNSPECIFIED",
+            pluginType: "GEMINI",
+          },
+        }),
+      });
+
+      if (!response.ok) continue;
+
+      const data = (await response.json()) as {
+        cloudaicompanionProject?: string | { id?: string };
+      };
+
+      if (typeof data.cloudaicompanionProject === "string") {
+        return data.cloudaicompanionProject;
+      }
+      if (
+        data.cloudaicompanionProject &&
+        typeof data.cloudaicompanionProject === "object" &&
+        data.cloudaicompanionProject.id
+      ) {
+        return data.cloudaicompanionProject.id;
+      }
+    } catch {
+      continue;
+    }
+  }
+
+  // Use fallback project ID
+  return DEFAULT_PROJECT_ID;
+}
+
+/**
+ * Prompt user for input via readline.
+ */
+async function promptInput(message: string): Promise<string> {
+  const rl = createInterface({ input: stdin, output: stdout });
+  try {
+    return (await rl.question(message)).trim();
+  } finally {
+    rl.close();
+  }
+}
+
+/**
+ * VPS-aware Antigravity OAuth login.
+ *
+ * On local machines: Uses the standard pi-ai flow with automatic localhost callback.
+ * On VPS/SSH: Shows URL and prompts user to paste the callback URL manually.
+ */
+export async function loginAntigravityVpsAware(
+  onUrl: (url: string) => void | Promise<void>,
+  onProgress?: (message: string) => void,
+): Promise<OAuthCredentials | null> {
+  // Check if we're in a remote environment
+  if (shouldUseManualOAuthFlow()) {
+    return loginAntigravityManual(onUrl, onProgress);
+  }
+
+  // Use the standard pi-ai flow for local environments
+  try {
+    return await loginAntigravity(
+      async ({ url, instructions }) => {
+        await onUrl(url);
+        onProgress?.(instructions ?? "Complete sign-in in browser...");
+      },
+      (msg) => onProgress?.(msg),
+    );
+  } catch (err) {
+    // If the local server fails (e.g., port in use), fall back to manual
+    if (
+      err instanceof Error &&
+      (err.message.includes("EADDRINUSE") ||
+        err.message.includes("port") ||
+        err.message.includes("listen"))
+    ) {
+      onProgress?.("Local callback server failed. Switching to manual mode...");
+      return loginAntigravityManual(onUrl, onProgress);
+    }
+    throw err;
+  }
+}
+
+/**
+ * Manual Antigravity OAuth login for VPS/headless environments.
+ *
+ * Shows the OAuth URL and prompts user to paste the callback URL.
+ */
+export async function loginAntigravityManual(
+  onUrl: (url: string) => void | Promise<void>,
+  onProgress?: (message: string) => void,
+): Promise<OAuthCredentials | null> {
+  const { verifier, challenge } = generatePKCESync();
+  const authUrl = buildAuthUrl(challenge, verifier);
+
+  // Show the URL to the user
+  await onUrl(authUrl);
+
+  onProgress?.("Waiting for you to paste the callback URL...");
+
+  console.log("\n");
+  console.log("=".repeat(60));
+  console.log("VPS/Remote Mode - Manual OAuth");
+  console.log("=".repeat(60));
+  console.log("\n1. Open the URL above in your LOCAL browser");
+  console.log("2. Complete the Google sign-in");
+  console.log("3. Your browser will redirect to a localhost URL that won't load");
+  console.log("4. Copy the ENTIRE URL from your browser's address bar");
+  console.log("5. Paste it below\n");
+  console.log("The URL will look like:");
+  console.log("http://localhost:51121/oauth-callback?code=xxx&state=yyy\n");
+
+  const callbackInput = await promptInput("Paste the redirect URL here: ");
+
+  const parsed = parseCallbackInput(callbackInput, verifier);
+  if ("error" in parsed) {
+    throw new Error(parsed.error);
+  }
+
+  // Verify state matches
+  if (parsed.state !== verifier) {
+    throw new Error("OAuth state mismatch - please try again");
+  }
+
+  onProgress?.("Exchanging authorization code for tokens...");
+
+  return exchangeCodeForTokens(parsed.code, verifier);
+}
diff --git a/src/commands/configure.ts b/src/commands/configure.ts
index 929a2b94f..8f37093f5 100644
--- a/src/commands/configure.ts
+++ b/src/commands/configure.ts
@@ -12,10 +12,14 @@ import {
 } from "@clack/prompts";
 import {
   loginAnthropic,
-  loginAntigravity,
   type OAuthCredentials,
 } from "@mariozechner/pi-ai";
 
+import {
+  loginAntigravityVpsAware,
+  isRemoteEnvironment,
+} from "./antigravity-oauth.js";
+
 import type { ClawdisConfig } from "../config/config.js";
 import {
   CONFIG_PATH_CLAWDIS,
@@ -275,23 +279,35 @@ async function promptAuthConfig(
       runtime.error(String(err));
     }
   } else if (authChoice === "antigravity") {
+    const isRemote = isRemoteEnvironment();
     note(
-      [
-        "Browser will open for Google authentication.",
-        "Sign in with your Google account that has Antigravity access.",
-        "The callback will be captured automatically on localhost:51121.",
-      ].join("\n"),
+      isRemote
+        ? [
+            "You are running in a remote/VPS environment.",
+            "A URL will be shown for you to open in your LOCAL browser.",
+            "After signing in, copy the redirect URL and paste it back here.",
+          ].join("\n")
+        : [
+            "Browser will open for Google authentication.",
+            "Sign in with your Google account that has Antigravity access.",
+            "The callback will be captured automatically on localhost:51121.",
+          ].join("\n"),
       "Google Antigravity OAuth",
     );
     const spin = spinner();
     spin.start("Starting OAuth flow…");
     let oauthCreds: OAuthCredentials | null = null;
     try {
-      oauthCreds = await loginAntigravity(
-        async ({ url, instructions }) => {
-          spin.message(instructions ?? "Complete sign-in in browser…");
-          await openUrl(url);
-          runtime.log(`Open: ${url}`);
+      oauthCreds = await loginAntigravityVpsAware(
+        async (url) => {
+          if (isRemote) {
+            spin.stop("OAuth URL ready");
+            runtime.log(`\nOpen this URL in your LOCAL browser:\n\n${url}\n`);
+          } else {
+            spin.message("Complete sign-in in browser…");
+            await openUrl(url);
+            runtime.log(`Open: ${url}`);
+          }
         },
         (msg) => spin.message(msg),
       );
diff --git a/src/commands/onboard-interactive.ts b/src/commands/onboard-interactive.ts
index c3bb910ea..2a1f82d68 100644
--- a/src/commands/onboard-interactive.ts
+++ b/src/commands/onboard-interactive.ts
@@ -11,10 +11,14 @@ import {
 } from "@clack/prompts";
 import {
   loginAnthropic,
-  loginAntigravity,
   type OAuthCredentials,
 } from "@mariozechner/pi-ai";
 
+import {
+  loginAntigravityVpsAware,
+  isRemoteEnvironment,
+} from "./antigravity-oauth.js";
+
 import type { ClawdisConfig } from "../config/config.js";
 import {
   CONFIG_PATH_CLAWDIS,
@@ -248,23 +252,35 @@ export async function runInteractiveOnboarding(
       runtime.error(String(err));
     }
   } else if (authChoice === "antigravity") {
+    const isRemote = isRemoteEnvironment();
     note(
-      [
-        "Browser will open for Google authentication.",
-        "Sign in with your Google account that has Antigravity access.",
-        "The callback will be captured automatically on localhost:51121.",
-      ].join("\n"),
+      isRemote
+        ? [
+            "You are running in a remote/VPS environment.",
+            "A URL will be shown for you to open in your LOCAL browser.",
+            "After signing in, copy the redirect URL and paste it back here.",
+          ].join("\n")
+        : [
+            "Browser will open for Google authentication.",
+            "Sign in with your Google account that has Antigravity access.",
+            "The callback will be captured automatically on localhost:51121.",
+          ].join("\n"),
       "Google Antigravity OAuth",
     );
     const spin = spinner();
     spin.start("Starting OAuth flow…");
     let oauthCreds: OAuthCredentials | null = null;
     try {
-      oauthCreds = await loginAntigravity(
-        async ({ url, instructions }) => {
-          spin.message(instructions ?? "Complete sign-in in browser…");
-          await openUrl(url);
-          runtime.log(`Open: ${url}`);
+      oauthCreds = await loginAntigravityVpsAware(
+        async (url) => {
+          if (isRemote) {
+            spin.stop("OAuth URL ready");
+            runtime.log(`\nOpen this URL in your LOCAL browser:\n\n${url}\n`);
+          } else {
+            spin.message("Complete sign-in in browser…");
+            await openUrl(url);
+            runtime.log(`Open: ${url}`);
+          }
         },
         (msg) => spin.message(msg),
       );