How to Solve the Real Estate Puzzle for Longterm Travel

May 27, 2023

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Is it possible to have a permanent real estate position while travelling longterm? This article explores real estate options for those of us choosing a longterm travel lifestyle.

At Hacking the Road, we are dedicated to finding ways to help people live a Better Life ... on the Road! We are full-time travelers and experience seekers, and we want to share our journey with you. We believe that travel opens hearts and minds, and makes the world a better place. Join us as we explore each new destination.

Real Estate Hacks While You Travel!

Please consult your Financial Advisor for all financial decisions hypothesized in this blog. We are NOT qualified Financial Advisors. The plans developed simply represent an approximation of the strategies we developed for our own full-time travel needs. Hacking the Road does not warrant or guarantee success.

This blog continues our series of travel hacks showing you how to better fund your life on the road.

Whether you own a permanent home while traveling full-time is a perennial question. This blog works through several creative strategies that make your decisions a lot easier.

Our chosen longterm travel model includes a permanent real estate position. However, it was important that this decision not tie up a large percentage of our liquid funds. For most of us, this is your biggest single investment.

This blog will share our thinking as we designed the perfect Goldilocks balance; keeping a permanent base while preserving the liquidity and flexibility of our discretionary funds as we traveled the world.

For those looking for a more comprehensive longterm travel strategy you may want to start with out 5-Years-To-Go Plan. Read on if you are only struggling with the real estate quandary. For more budget discipline strategies check out our Budget 101 blog.

Framing Your Real Estate Strategy: Basic Choices?

Longterm Travel

Financial circumstances will constrain and determine your real estate strategy once you decide on a life of longterm travel. 

Your decisions on the following strategies are important here:

  • No permanent real estate ownership--a permanent rental liquidity strategy?
  • Permanent real estate ownership with a mortgage--a leveraged debt strategy?
  • Permanent real estate ownership with no mortgage--a lower-liquidity strategy?

Your chosen strategy largely depends on the following factors:

  • Your available liquid assets as you start your longterm travel adventure
  • Your risk tolerance for investing in real estate vs the stock market
  • Your need for a permanent base in your country of choice

Owning a permanent home is not an imperative for longterm travel, but it does have several advantages over a rental strategy:

  • A permanent address is helpful when it comes to residency requirements, retirement benefits, medical insurance, & taxes
  • Your residence may have storage options for secure longterm storage of cherished personal belongings
  • Assuming a cash purchase or a fixed-term mortgage, you major real estate expense is fairly predictable--no rent increases
  • In times of global crisis, you can return to your secure longterm base

A rental strategy has its own obvious pros and cons. The decision to rent comes with the ultimate flexibility, but also brings with it inherent longterm instability. 

Our decision to maintain a permanent home while traveling longterm was influenced by the many benefits outlined above.

The Goldilocks Balancing Act!

The Goldilocks balance between liquidity and tied-up assets was important to us.

Our total assets were below what most people would consider a safe retirement level. This meant we had to seriously consider the trade-offs of tying up funds in a permanent real estate holding:

  • Long term real estate appreciation is approximately 3% annually (in healthy and stable markets)
  • Longterm S&P returns are approximately 8%+ annually (conservatively, we would settle for a 6% return)

On a purely financial basis, the real estate ownership decision came down to whether the property could generate sufficient revenue to close the gap between the longterm realty appreciation rate and the longterm S&P return. 

The other major constraining factor was determining the minimum liquidity we would need for our longterm travel plans. These liquid discretionary funds needed to be sufficient to support a longterm mid-tier lifestyle on the road.

Our model calculations projected that we could not spend more than 25 - 30% of our asset base on a permanent home. That would be a sizable number for us!

We were limited to homes in the $105,000 - $145,000 range. That was a little scary at first! What kind of a dive could we afford?

Most of the inventory in our range didn't fit the bill. Our searches routinely came up with undeveloped lots, trailer parks, apartments, condos, and undesirable single family homes.

The Impossible Wish List

Longterm Travel

To complicate things further, our real estate investment would need to satisfy the following pre-requisites:

  • The property would need to generate sufficient revenue to close the gap between the longterm realty appreciation and S&P return rates
  • The property would need to be in a high-demand location
  • At a minimum, we would need a 1-bedroom, 1-bathroom, with a full kitchen, and access to recreational amenities
  • The property would need to be available to us for at least 2 months per year
  • The property should have a professional management company to oversee short-term rentals while we travel

Impossible? They're Out There!

That sounds like a tall order! But, with a lot of research, and a whole lot of luck, we stumbled on a couple of perfect solutions for our dilemma.


Branson, Missouri

We found the first viable option in Branson, Missouri, for $120,000 (2021 prices). This condo satisfied all of our requirements.

  • The rental revenue generated by the property would come close to closing the return rate gap (described above) 
  • Branson is a tourist destination attracting a steady flow of tourists
  • Unit features: fully furnished, 1,200 sq ft, 2-bedroom, 1.5 bathroom, full kitchen, lots of on-premises amenities
  • The condo management company maintains, advertises, and oversees a robust shortterm rental program

Here's a quick run-down of the numbers--based on our research (2021)--assume cash purchase:

Branson 2-BR Condo

Annual Budget

Property Taxes

$ 1,000

Cable & WiFi

$ 1,200

Water & Electric

$ 1,900

HOA & Fees (Insurance)

$ 5,000

Management Commission & Fees

$ 5,700

Total Condo Expenses

$14,800

Total Condo Revenues

$19,000

Condo Profit

$ 4,200

We still needed to cover the gap between our anticipated 3% property appreciation (longterm annual) and the return on investment we would have made had we invested the $120,000 in the market (6%). 

On a base of $120,000, our gap is only $3,600 ($7,200 anticipated investment return (6%) - $3,600 from property appreciation). 

The above $4,200 profit was more than enough to cover the gap!


Myrtle Beach, South Carolina

Our other candidate was a smaller, fully furnished, 640 sq ft, 1-bedroom, condo in Myrtle Beach, South Carolina, at $130,000 (2021 prices). 

Although smaller, the beach front condo was on the 14th floor, with 2 angled ocean view balconies--and tons of amenities.

The HOA shocked us at first, but we felt much better once we realized the HOA included cable, WiFi, electricity, water, linens, and trash. The condo easily satisfied all of our requirements.

Here's a quick run-down of the numbers--based on our research (2021)--assume cash purchase:

Myrtle Beach 1-BR Condo

Annual Budget

Property Taxes

$ 1,400

Cable & WiFi

$         0

Water & Electric

$         0

HOA & Fees (Insurance)

$ 9,500

Management Commission & Fees

$10,600

Total Condo Expenses

$21,500

Total Condo Revenues

$24,600

Condo Profit

$ 3,100

For comparison purposes, here are the numbers:

On a base of $130,000, our gap is only $3,900 ($7,800 anticipated investment return - $3,900 from property appreciation). 

The above $3,100 profit was just $800 short of covering the gap ($3,900). Not bad, we're willing to take a small hit like this!

It's Decision Time, Goldilocks!

Even though the Branson condo performed slightly better in the above analysis, we chose the smaller Myrtle Beach Condo.

The numbers were close, but the South Carolina beach front condo won us over with the amenities, proximity to the ocean, and the amazing local BBQ!

Before we made our offer on the Myrtle Beach condo, we tested our finances against several possible travel scenarios:

  • Scenario One: How would our finances fare if we were forced to stay at the condo year-round? The COVID scenario comes to mind here. This scenario is also perfect if you decide to home swap. 
  • Scenario Two: How would our finances fare if we decided to travel only during the Myrtle Beach's premium vacation months--April - August
  • Scenario Three: How would our finances fare if we decided to travel 10 months each year--February - November

Let's take a look at how each of these scenarios performed when tested:

Longterm Travel Scenario One Stress Test

Scenario One Assumptions

  • Scenario One assumes the Myrtle Beach condo is chosen as a permanent base
  • Scenario One assumes that there will be no travel--stay at home year-round
  • The General Budget line below accounts for all additional budget items not listed in the Annual Budget Detail
  • The Rent While Traveling line accounts for accommodations rent to be paid while traveling (average $1,200/month)
  • The HOA & Related Expenses line represents all HOA fees, taxes, insurance, and miscellaneous condo expenses
  • The Property Management Fees line includes condo maintenance, telephone landline, maid service, & miscellaneous fees
  • Condo Revenue includes all revenues from short-term rentals while we travel
  • The Investment Returns line accounts for a 6% return on $400,000
  • The Remote Work Income Needed line represents the annual shortfall--Total Expenses - Total Revenues/Income

Scenario One Budget

Scenario 1: No Travel

Annual Budget Detail

General Budget Total Need

$29,000

Rent While Traveling

$         0

HOA & Related Expenses

$13,000

Property Mgmt Fees

$    900

Total Expenses

$42,900

Condo Revenue

$         0

Investment Returns @ 6%

$24,000

Remote Work Income Needed

$18,900

The Scenario One shortfall of $18,900 represents less than a 4.8% drawdown against our invested funds.

Worst case, we'd easily cover that amount with Remote Work or consulting. Scenario One passed our test with flying colors!

Longterm Travel Scenario Two Stress Test

Scenario Two Assumptions

  • Scenario Two assumes we travel during Myrtle Beach's premium vacation months--Apr - Aug each year (5 months)
  • Scenario Two assumes that we will return to our Myrtle Beach condo for 7 months each year
  • Scenario Two assumes the Myrtle Beach condo produces seasonal average revenues during the 5 months away
  • For the rest of the assumptions, see applicable Scenario One Assumptions above

Scenario Two Budget

Scenario 2: Travel 5 Months

Annual Budget Detail

General Budget Total Need

$33,000

Rent While Traveling

$  6,000

HOA & Related Expenses

$13,000

Property Mgmt Fees

$  8,000

Total Expenses

$60,000

Condo Revenue

$18,000

Investment Returns @ 6%

$24,000

Remote Work Income Needed

$18,000

The Scenario Two shortfall of $18,000 represents a 4.5% drawdown against our invested funds.

Worst case, we'd easily cover that amount with Remote Work or consulting. Scenario Two passed our test as well!

Longterm Travel Scenario Three Stress Test

Scenario Three Assumptions

  • Scenario Three assumes that will will travel for 10 months each year
  • Scenario Three assumes that we will return to our Myrtle Beach condo for 2 months each year
  • Scenario Three assumes that the Myrtle Beach condo short term rentals will perform as in previous years during the 10 months away
  • For the rest of the assumptions, see applicable Scenario One Assumptions above

Scenario Three Budget

Scenario 3: Travel 10 Months

Annual Budget Detail

General Budget Total Need

$33,000

Rent While Traveling

$14,400

HOA & Related Expenses

$13,000

Property Mgmt Fees

$11,000

Total Expenses

$71,400

Condo Revenue

$24,000

Investment Returns @ 6%

$24,000

Remote Work Income Needed

$23,400

The Scenario Three shortfall of $23,400 represents less than a 5.9% drawdown against our invested funds.

Worst case, we'd easily cover that amount with Remote Work or consulting. Scenario Three passed our stress test, no problem!

You Can Do This!

Given the successes of the three Scenario Stress Tests and our original pre-requisites, we felt really comfortable taking the risk of purchasing the Myrtle Beach condo.

More than two years after this important purchase, we are glad to report that revenues and expenses have performed about as expected--no big surprises.

Having given this a lot of thought, we have chosen a version of the Scenario Three for our travel strategy.

We usually aim to stay at our condo for 10 weeks during the November - January low-season. In this way, we maximize annual condo revenue and still get to enjoy our home!

The intent of this Blog is to provide a framework for analyzing your own financial scenarios. You may have very different levels of funding and lifestyle requirements. Simply adjust the above scenarios to fit your realities.

For example, ff you have funding higher or lower than the base $530,000 we used in this analysis:

  • You can easily adjust the range of funds available to purchase your home in proportion to your funding level
  • You can also adjust the number of months you would like to travel to suit your preferred lifestyle

A Few Final Thoughts

This model only explored two high-demand destinations--Branson and Myrtle Beach. States like Florida, Texas, and Georgia have similar reasonably-priced condo opportunities.

A high-demand location is key to guaranteeing the required rental revenue you will need to sustain a longterm travel strategy.

For those of you not interested in traveling, you might simply want to downsize your larger primary residence and exchange it for a smaller condo in Myrtle Beach or Branson.

It's time to live the Better Life you always dreamed you would live!

A smaller home in a great location could change everything for the better. Some of the equity from your larger home can be used to pay off your remaining debt so you can really enjoy your new amazing location!

We look forward to seeing you out there...

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