How I Saved $10,000+ on Luxury Hotels

How I Saved $10,000+ on Luxury Hotels

Author: Chris Hutchins September 3, 2025 Duration: 57:56
#244: I'll explain how I saved over $10k on luxury hotels in Costa Rica and Carmel Valley using points, free nights, and elite perks. I’ll walk you through every step, from how to book with points, when to buy them on sale, how to stack hotel credits, which hotel programs give you upgrades and free breakfast, and more! Link to Full Show Notes: https://chrishutchins.com/maximize-savings-costa-rica-carmel-valley Partner Deals Daffy: Free $25 to give to the charity of your choice NetSuite: Free KPI checklist to upgrade your business performance Vuori: 20% off the most comfortable performance apparel I've ever worn Thrive Market: 30% off your first order of organic groceries + a free $60 gift LMNT: Free sample pack of my favorite electrolyte drink mix For all the deals, discounts and promo codes from our partners, go to: chrishutchins.com/deals Resources Mentioned Credit Cards Hilton Honors American Express Aspire Card Hilton Honors American Express Surpass® Card The Business Platinum Card® from American Express Blog Posts How to maximize your Hilton cards How to use Hyatt's Guest of Honor Globalist benefit How to earn up to 6 free nights with Hyatt Brand Explorer Award Search Tools Rooms.Aero AwardTool ($20 off annual plans with code ALLTHEHACKS) Points Path Chrome Extension PointsYeah Hotels Awayz ($10 for ATH listeners and 50% off for ATH members) Gondola MaxMyPoint StayWithPoints Costa Rica Waldorf Astoria Costa Rica Punta Cacique Adobe Rent a Car Playa Hermosa, Guanacaste Sensoria Diamante Eco Adventure Park La Finca Carmel Valley Ranch: Little Ranchers | River Ranch Earthbound Farm Lucia Restaurant & Bar The Great Tide Pool Revival Ice Cream Snack Shack at Lovers Point Lucy's On Lighthouse Monterey Bay Aquarium Alila Ventana Big Sur Hotel Buy World Of Hyatt Points For 20% Off Elemental Movie ATH Podcast Video Episode with Photos/Videos⁠ Luxury Hotel Upgrade Program Ep #157: Costa Rica: A Top Travel Destination for Adventure, Rainforests and Relaxation with Javier Echecopar Ep #167: Best Tools for Booking Hotels with Points & Miles with Greg the Frequent Miler Ep #182: Shortcuts to Elite Travel Status with Greg the Frequent Miler Leave a review: Apple Podcasts | Spotify Email for questions, hacks, deals, and feedback: podcast@allthehacks.com Full Show Notes (00:00) Introduction (00:47) How Chris Got Six Free Hilton Night Certificates (01:53) How Hilton Free Night Certificates Work (02:59) Earning Free Nights with Hilton Credit Cards (04:13) Planning the Trip to Costa Rica (06:23) Buying Hilton Points (and the Caveats) (09:40) Ways to Earn Hilton Status (13:48) Stacking Amex and Hilton Credits (16:14) Booking Flights with Points & Leveraging Alerts (19:35) Renting Cars in Costa Rica (20:55) The Flight Experience (22:16) Adobe Car Rental Review (23:03) Waldorf Astoria Costa Rica Overview (25:20) How We Handled an Issue at the Hotel (30:09) Resort Layout, Pools & Amenities (33:16) Our Sensoria Rainforest Excursion (35:46) Diamante Eco Adventure Park & Zip Lining (37:06) The Dining, Drinks & Staff Experience (40:33) Sharing Feedback & Tipping the Hotel Staff (41:59) Overall Costa Rica Takeaways & Total Costs (45:33) How to Maximize Travel Perks without Points (48:50) Booking Carmel Valley Ranch with Hyatt Points (51:29) Hyatt Globalist Perks & Guest of Honor Certificates (54:08) Hyatt Brand Explorer Program (54:37) The Experience at Carmel Valley Ranch (58:21) Off-Property Activities & Local Recommendations (01:00:06) Trip Recap & Key Takeaways Learn more about your ad choices. Visit megaphone.fm/adchoices

Ever feel like there's a smarter, more efficient way to navigate your finances, your travels, and your daily routines? That's the core question driving All the Hacks: Money, Points & Life. Hosted by Chris Hutchins, this podcast is built on a simple, powerful idea: maximizing value doesn't mean sacrificing enjoyment. Instead, it's about the strategic choices that free up resources-both money and time-for what truly matters. Chris approaches life as a series of systems to be optimized, drawing from his own experience saving millions through meticulous analysis. The conversations here are practical and wide-ranging, moving seamlessly from credit card points strategies and investment philosophies to the less tangible hacks for personal fulfillment. You'll hear from a diverse roster of experts and icons, including Tim Ferriss, Tony Hawk, Codie Sanchez, and Gary Vaynerchuk, who all bring their unique perspectives on building wealth and designing a compelling life. Each episode feels like a focused workshop, offering actionable advice you can use immediately, whether it's planning a luxury vacation for a fraction of the cost or rethinking your approach to career and leisure. This isn't just about frugality; it's about unlocking freedom and excitement through smarter decisions. Tune in for a consistently insightful blend of tactical moves and deeper conversations that challenge the conventional trade-offs between spending, saving, and living well.
Author: Language: English Episodes: 100

All the Hacks: Money, Points & Life
Podcast Episodes
The Custom Everything Era with Kevin Rose [not-audio_url] [/not-audio_url]

Duration: 1:07:14
#275: Chris and Kevin dig into how they're actually using AI tools in their daily lives right now. They explore real-world AI use cases, the tradeoffs of sharing personal data, the collapse of trust online, and what all…
The Surprising History of Points and Miles [not-audio_url] [/not-audio_url]

Duration: 42:25
#274: Chris walks through the complete history of points and miles and breaks down the $140 billion machine behind them, so you can get more out of every point you earn. He covers the legal accidents that made credit car…
Stop Overthinking and Start Deciding with Derek Sivers [not-audio_url] [/not-audio_url]

Duration: 1:52:11
#273: Learn to stop overthinking and make better decisions. Chris and Derek discuss how optimizing can go wrong, a coin flip trick for making decisions, journaling as a superpower, how your actions might reveal what you…
My Process for Booking Travel with Points & Miles [not-audio_url] [/not-audio_url]

Duration: 54:29
#272: Learn how to turn your points into significantly better travel experiences by following a simple, repeatable system. We cover how to plan, find award availability, choose the right tools, and decide between portals…
How to Actually Live the Life You're Optimizing For with Sahil Bloom [not-audio_url] [/not-audio_url]

Duration: 56:41
#271: Learn why over-optimizing your life can quietly destroy the things you actually care about. Chris and Sahil explore the doorman fallacy, why big life decisions should happen fast, how to use AI as a thinking partne…
Ski Trip Mishaps, AI Interior Design, Reflecting on Life and More [not-audio_url] [/not-audio_url]

Duration: 1:08:15
#270: Chris and Amy discuss lessons from three ski trips with kids, using AI to redesign rooms on a budget, their favorite new gadgets, navigating high-deductible health plans, and more. Link to Full Show Notes: https://…
Credit Cards: What's in My Wallet for 2026 [not-audio_url] [/not-audio_url]

Duration: 1:14:45
#267: Chris reviews his credit card lineup for 2026, sharing which cards he's keeping and canceling and why. He also covers how to evaluate annual fees, the best cards across major spending categories, and the apps he us…
Why Change Is Hard and How to Make It Your Advantage with Maya Shankar [not-audio_url] [/not-audio_url]

Duration: 45:22
#266: Chris and Maya break down the science-backed tools that make change easier and more intentional. They explore why most people misunderstand change, how to anchor your identity to your deeper “why,” and practical to…