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12 Questions You Need to Answer Before Buying a Timeshare

Use This Buyer Worksheet to Eliminate the Ownerships That Do Not Fit You

One of the smartest things a first-time buyer can do is narrow the field before looking at contracts, points charts, or sales presentations. These 12 questions are designed to eliminate the timeshare systems that do not match your actual vacation habits—and leave you with a much shorter list worth researching.

This Is a Screening Tool, Not a Sales Quiz

There is no “best” answer to these questions. A family that travels during school breaks needs something very different from a retired couple who can travel off-season. A planner may thrive with points; a spontaneous traveler may be happier renting.

The goal is to find the ownership that fits you—or discover that owning a timeshare may not be the right choice at all.

Jump to: 12 Questions Copy the Worksheet Post Your Answers on TUG Related Buyer Guides FAQ

The 12 Questions Every Prospective Timeshare Buyer Should Answer

1. Is there a vacation destination you want to visit regularly?

Start with geography. Do you want Hawaii, Florida, the West Coast, ski destinations, Mexico, the Caribbean, theme parks, or mostly drive-to resorts near home?

What your answer tells you: It immediately rules out systems with weak coverage in the places you actually want to visit. A large resort network is worthless if most of its resorts are in destinations you do not care about.

2. Do you want to stay at your home resort—or mostly exchange elsewhere?

This is one of the biggest strategic choices in timesharing. Some owners buy a specific resort because they want to return there regularly. Others buy primarily for internal club access or exchange opportunities.

What your answer tells you: If you value predictable home-resort access, prioritize where you truly want to stay. If exchange is the goal, focus on system flexibility, exchange relationships, booking windows, and the true cost of trading.

3. What are your top 5 vacation destinations?

Write them down. Do not answer with “anywhere.” Pick the actual places you are most likely to visit during the next several years.

What your answer tells you: Compare those five destinations against the resort maps for Marriott, Hilton, Wyndham, WorldMark, Disney, Hyatt, Bluegreen, Vistana, independents, and any other systems you are considering.

4. How many people do you usually travel with?

A couple who is comfortable in a studio or one-bedroom has far more options than a family that always requires two or three bedrooms.

What your answer tells you: Unit size directly affects point requirements, maintenance fees, booking competition, exchange availability, and rental cost. Buy based on your normal travel group—not the once-every-five-years family reunion.

5. Can you travel anytime, or are you tied to school and holiday schedules?

Spring break, summer, Thanksgiving, Christmas, ski season, and other peak periods can be some of the hardest reservations in timesharing.

What your answer tells you: If you must travel at peak times, home-resort priority and early booking windows become much more important. Flexible off-season travelers can often get excellent value with far less competition.

6. Can you make firm vacation plans 10–13 months in advance?

Many of the best timeshare reservations reward owners who plan far ahead. If your job, family schedule, or personality makes that impossible, be realistic about it.

What your answer tells you: If you hate planning a year ahead, certain ownerships may frustrate you. Renting from owners or using short-notice travel deals could fit your lifestyle better.

7. Can you vacation for a full week at a time?

Modern points programs often allow shorter stays, but traditional fixed weeks and some exchange inventory still work best in seven-night increments.

What your answer tells you: Frequent weekend travelers should prioritize systems with strong short-stay flexibility and understand housekeeping, reservation, or transaction fees that can make many small trips expensive.

8. What level of accommodations and amenities do you expect?

Forget vague “4-star” or “5-star” labels. Decide what matters to your family: beachfront, full kitchen, washer/dryer, luxury furnishings, kids' activities, ski-in/ski-out access, golf, pools, restaurants, or simply a clean comfortable unit.

What your answer tells you: Higher-end resort systems often come with higher purchase prices and annual fees. Make sure you are paying for quality and amenities you will actually use.

9. How much can you comfortably spend upfront—without financing?

Timeshares range from free owner giveaways to premium resales costing tens of thousands of dollars. Developer purchases can cost far more.

What your answer tells you: Set a hard budget before shopping. TUG strongly recommends researching resale first. Financing a timeshare can turn an already expensive purchase into a dramatically more costly obligation.

10. How much can you comfortably pay every year?

Annual maintenance fees are the long-term cost that matters most. They continue for as long as you own the timeshare and generally increase over time.

What your answer tells you: Compare the current annual fees for the exact contract—not a salesperson's monthly-payment illustration. Also include club dues, booking fees, exchange fees, taxes, assessments, and other recurring charges.

11. Are you a detail-oriented planner?

Timeshare ownership can reward people who learn booking windows, inventory patterns, cancellation rules, point charts, exchange strategies, and program changes.

What your answer tells you: If learning a complicated vacation system sounds exhausting rather than fun, ownership may not be a good match. Renting gives you access to timeshare resorts without learning the entire ownership system.

12. Do you understand that getting out later may be difficult?

Every ownership eventually needs an exit strategy. Some timeshares retain resale value. Others are routinely given away for free, and some owners struggle to find anyone willing to assume the annual fees.

What your answer tells you: Research how similar ownerships are being sold or given away before you buy. You remain responsible for fees until the ownership is legally transferred, surrendered, or otherwise terminated.

Copy-and-Paste Timeshare Buyer Worksheet

Copy the questions below, add your answers, and post them on TUG. Experienced owners can then recommend systems worth researching—or warn you away from ones that clearly do not fit.

1) Is there a vacation destination you wish to visit most of the time or on a regular basis?

2) Do you prefer to visit your home resort, or are you more interested in exchanging for other locations?

3) What are your top 5 vacation destinations?

4) How many people do you usually travel with, including yourself?

5) Can you travel any time, or are you locked into the school / holiday schedule?

6) Can you make firm plans 10–13 months in advance?

7) Can you vacation for a full week at a time?

8) What level of accommodations and amenities do you prefer?

9) How much can you afford to spend upfront, without financing?

10) How much can you comfortably afford every year in maintenance fees and other recurring costs?

11) Are you a detail-oriented planner?

12) Do you understand that a timeshare may be difficult to sell or give away, and that you remain responsible for fees until it is legally transferred?

Post Your Answers and Let TUG Owners Help Narrow the Choices

The fastest way to turn these answers into useful recommendations is to post them in TUG's dedicated buyer questionnaire thread:

What to Buy? Questions for New Timeshare Owners

Copy the worksheet above, paste in your answers, and let experienced owners tell you which systems fit—and which ones they would eliminate immediately.

Open the TUG What to Buy Questionnaire Thread

This is far more useful than asking “What is the best timeshare?” without context because owners can compare your actual destinations, schedule, family size, budget, and planning habits.

Two Mistakes These Questions Help You Avoid

1. Paying Too Much

Researching resale before buying can save thousands—or tens of thousands—compared with developer pricing.

2. Buying the Wrong Product

A cheap timeshare is not a bargain if its destinations, booking rules, annual fees, or unit sizes do not match the way you vacation.

Use These Questions With TUG's Other Buyer Guides

Timeshare Buyer Questionnaire FAQ

Why are these questions useful before buying?

They eliminate ownerships that do not match your destinations, schedule, family size, budget, and planning style before you spend time researching them further.

Should I answer these questions before attending a sales presentation?

Yes. Knowing your needs in advance makes it easier to recognize when a salesperson is showing you a product that does not actually fit your travel habits.

Why does TUG ask whether I can plan a year ahead?

Many timeshare systems reward owners who book 10–13 months in advance, especially for high-demand resorts and peak travel periods.

Why does annual maintenance fee matter more than purchase price?

The purchase price is paid once, but annual fees continue for as long as you own the timeshare and generally increase over time.

What if my answers suggest timeshare ownership is not right for me?

That is a useful result. You can still rent timeshare vacations from owners without taking on permanent ownership or annual maintenance-fee obligations.

Where should I post my answers?

Use TUG's What to Buy? Questions for New Timeshare Owners thread and include all 12 answers.

The Bottom Line

The purpose of these questions is not to convince you to buy a timeshare. It is to prevent you from buying the wrong one.

If you can answer all 12 honestly, research resale prices, and get feedback from experienced owners before signing anything, you will be far better prepared than the typical first-time buyer.

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