All the Hacks with Chris Hutchins

How I Saved $10,000+ on Luxury Hotels

68 snips
Sep 3, 2025
Discover how to save over $10,000 on luxury hotels by leveraging points and perks! Learn the art of booking with credit cards, stacking hotel credits, and finding the best upgrades. Hear personal anecdotes from Costa Rica and Carmel Valley, highlighting family-friendly experiences and unforgettable adventures. Uncover tips for maximizing Hilton and Hyatt rewards, ensuring your next getaway is both luxurious and budget-friendly.
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ADVICE

Stack Hilton Free Night Certificates

  • Do use Hilton free night certificates aggressively to unlock luxury stays at huge value.
  • Stack Amex Hilton cards, upgrades and promotions to collect multiple certificates for one trip.
ADVICE

Buy Hilton Points On Sale

  • Try buying Hilton points during sales because they often drop to ~0.5¢ each with bonuses.
  • Combine purchased points, transfers, or partner purchases to reach award totals while using fifth-night free on award stays.
ADVICE

Stack And Time Card Credits

  • Use multiple Hilton/Amex credits and time your stay across statement periods to maximize resort/quarterly credits.
  • Charge hotel F&B and spa to room early so credits post and reduce your out-of-pocket bill.
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