I think the main thing is to take your time and come to a decision about what about where you want to go and what you want to do. After arriving at that point, you can then look to see what ownership arrangement will work best for you.
I'm a big fan of just doing rentals to investigate areas and options, then moving to timeshare when and if it makes sense. When we started AirBnB and VRBO did not exist. Looking back, we would certainly have made use of those platforms, and it's possible that we might never have gone into timesharing at all. That's certainly the attitude of our kids. They know timeshares and enjoy staying with us in our units. We've spoiled them so that they hate hotel rooms when traveling. But they meet their needs with AirBnB and VRBO, where they get comparable (or better) accommodations for the same amount of money, without being locked into annual fees.
Here's a bit of our history.
We were sold on timesharing in 1999 during a presentation in Hawaii. We decided we wanted to visit Hawaii regularly. While we were still on the island, we did some whirlwind tours of resorts we thought we would be interested in - not sales presentations. We just walked up and asked to see some rooms. Having done that the Embassy Vacation Resort (now Point at Poipu) was exactly what we wanted as a "homey" place we could come back to annually. It has been exactly that for us. Bought resale.
Several years on, we had become interested in Mexico. I was also visiting Whistler regularly for skiing. So Raintree Vacation Club popped up as a good fit for us, with resorts in many interesting places in Mexico, as well as having the Whiski Jack resorts in Whistler. So we picked up a resale ownership.
More recently, we've been ending our Raintree ownership. But during an exchange, we encountered Pacifica Resorts, and fell in love with the locations and the facilities. So we made a developer purchase - there is little available on the resale market and the pricing was actually attractive.
Along the way we've seriously considered various other options - again based on resorts in locales we were interested in. Those have included WorldMark, Intrawest (now Embarc), and Vacation Internationale. Any of them would also have been reasonable purchases resale, but for various reasons it didn't work out.
Along the way, I did buy a deeded Whiski Jack week in Whistler, but sold that after finding that it was more convenient and cheaper to just rent a condo in the area for three or four nights, at a time that worked for us, instead of being linked to a full fixed week. So that's an example of even though the resort was what we wanted in a location that we wanted, timeshare wasn't the best option.