I own a timeshare at the Westin Ka’anapali Ocean Resort Villas North (say that three times fast). We bought it because we love Maui and I didn’t want the hassle of renting a privately owned condo (via VRBO) that offered the space we wanted, was fairly upscale with a beautiful pool, was beach front, in the location we wanted, and that was available the week we wanted it. So we simply bought a week (resale) at a place that met all those criteria. Now I can lock in my airfare (usually with points), then call up and book the week I want. Done!
Since I started staying in condos and timeshares, I have a really hard time staying in hotel rooms if there’s more than 2 of us. I really enjoy the extra space that a villa offers, including having our own private bedroom and t.v. I make good use of the kitchen – we eat in just about every breakfast, and eat-in or pack a good portion of lunches. With airlines now charging for checked luggage, I also appreciate having a washer/dryer because it allows me to pack super light.
We’ve already used our week this year (exchanged into a 2 bdrm villa at Westin St. John, which was fabulous!), so when we go on vacation with the kids this summer (Boston, Philly, DC), we’ll be renting a lot of hotel rooms. It’s going to be a culture shock for us because we’ve been staying in our timeshares since 2007. I did rent a one-bdrm condo in D.C. for three nights because it was the same price as a hotel room. But, as a point of comparison, the MFs for our two bdrm/2 bath unit costs the same as a 1 room/1 bath hotel room.
Since we either personally use our timeshare every year, or rent it out for a profit, we’ve been pretty happy with it. Yes, it’s more expensive than I originally thought it would be (MFs have increased significantly since we bought our resale unit), but all in all we’re pretty pleased. But, I’ll admit that they’re not for everyone.
FYI, if you like timeshares, but don’t want the commitment of buying one, you can usually rent one from an owner for cheaper than you can rent from the company itself. Redweek.com is one place where you can browse rentals for a nominal fee ($15/year?). And I still love, and use, VRBO to rent condos and private homes. We rented a fabulous home in Sedona last year, for instance. The downside is that most timeshares and condos only offer weekly rentals, so it’s not great for bee-bopping around.