Heather H.
When you hear someone say, “timeshare presentation,” you probably picture a pushy salesperson, a boring two-hour pitch, and a guilt trip to sign your life away for a vacation you’ll never use. Honestly, this stereotype isn’t entirely wrong. But there may be times when a timeshare presentation works!
Here’s the thing: If you’re in the credit card points and miles world and love squeezing every bit of value out of your trips, timeshare presentations might actually be a sneaky-good opportunity. We’re talking deeply discounted resort stays, bonus hotel points, free gift cards, and sometimes even flights, all for a couple of hours of your time.
I haven’t done one myself (yet!), but I’ve been down the research rabbit hole. I’ve reviewed the fine print and have read about how many of you in the TMS community have made it work. Here’s what to know before you sign up and how to walk away with the perks without the pitch fatigue.
When does sitting through a timeshare presentation actually make sense? The truth is that it really depends on what you’re getting out of it and what you’re willing to give up.
Here are some scenarios where it could be a win:
If any of these resonate with you, a timeshare presentation might just be a clever way to stretch your travel budget further than you thought possible.
Check out the details Alex shared from her family’s recent stay at the Westin Nanea Ocean Villas, including how attending a timeshare presentation scored them five highly discounted nights in a two-bedroom condo right on the beach! You can catch the full recap on TMS’s Instagram stories, saved under ‘Westin Nanea + Andaz Maui’.

This timeshare presentation “deal” had plenty of room for eight of us!
While timeshare presentations can offer some tempting perks, they’re not without their risks. It’s important to keep your eyes wide open if you’re there for more than just a discounted hotel stay or hotel loyalty points.
Here are a few things to keep in mind:

Pam “might” be willing to endure a timeshare presentation for a stay at The Westin Princeville Ocean Resort Villas.
As tempting as a free hotel stay, gift card, or stack of points may be, sometimes the price of a timeshare presentation just isn’t worth it. If your trip is already packed with plans, the last thing you need is to spend two hours (or more) being sweet-talked by someone trained to wear you down. If your idea of a vacation doesn’t include politely declining a pitch five different ways, this might not be your scene.
Also, skip it if you’re someone who hates confrontation, feels pressure easily, or has even a 1% chance of signing up for something out of guilt. These presentations are designed to make you question your decision-making. And if the offer doesn’t actually save you money (due to mandatory resort fees or blackout dates), it’s a hard pass.
Timeshare presentations definitely aren’t for everyone, but if you’re willing to invest a little time and do your homework, you can unlock some incredible travel deals and perks. The key is going in prepared with clear boundaries, a firm “no” ready, and a focus on the value you can gain without overcommitting.
If you’re open to trying something a bit different and want to stretch your points, miles, and budget further, a timeshare presentation might just surprise you. Just remember that it’s all about balancing the rewards with your own travel style and priorities.
Have you ever sat through a timeshare presentation? Drop your experiences and tips in the comments. We’d love to hear how it went for you!
Podcast 135. Where to Stay in Maui: Are Timeshare Presentations Worth It?
Marriott Newport Coast Villas Timeshare Presentation Review
Comparing the Hyatt Regency Maui & Andaz Maui


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We did one in Nashville to be able to stay downtown for cheap. The hotel was average/nice La Quinta especially good because of the location. My husband and I were definitely decided to say “no” and see you later once the required 2 hours was up. However – I mistakenly thought I could use up the time talking with the rep about how much better points and miles are for travel! I was having fun trying to see if he wanted a referral link from me, until I realized they still have to get through certain steps in the offers and procedures. So my points talk just make it take like 30 minutes longer! Oh well, we did get a discounted stay and a $150 Visa gift card. I would totally do it again, but my husband said absolutely not, so I guess we won’t be doing it again! :))