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Entry Level Resort Housing Caribbean Jobs (NOW HIRING)

Keystone Resort

Maintenance Crew

Keystone, CO

$20 - $22.48/hr

This entry level position is a great opportunity to learn new skills and gain knowledge in many ... Housing Availability: Yes Job Responsibilities: * Assist in a variety of maintenance work which can ...

Benchmark

... Caribbean, and Europe. Our platform includes Benchmark Resorts & Hotels, a collection of ... Sunseeker Resort Florida Gulf Coast, by Curio is a stunning waterfront destination located in ...

Liberty Mountain Resort

Maintenance Crew

Fairfield, PA

$20 - $22.92/hr

This entry level position is a great opportunity to learn new skills and gain knowledge in many ... Housing Availability: No Job Responsibilities: * Assist in a variety of maintenance work which can ...

Boyne Resorts

Level 1 Cook

Newry, ME · On-site

$18.50/hr

This position is entry-level, and training is available Compensation & Benefits * Wages range from ... Resort discounts on dining, retail, lodging, and spa * Eligibility for affordable team member ...

Liberty Mountain Resort

Maintenance Crew

Fairfield, PA · On-site

$20/hr

This entry level position is a great opportunity to learn new skills and gain knowledge in many ... Housing Availability: No Job Responsibilities: * Assist in a variety of maintenance work which can ...

Stowe Mountain Resort

Grounds Maintenance Crew

Stowe, VT · On-site

$20/hr

This entry level position is a great opportunity to learn new skills and gain knowledge in many ... Housing Availability: Yes Job Responsibilities: * Assist in a variety of maintenance work which can ...

Okemo Mountain Resort

Grounds Maintenance Crew

Ludlow, VT · On-site

$20/hr

This entry level position is a great opportunity to learn new skills and gain knowledge in many ... Housing Availability: Yes Job Responsibilities: * Assist in a variety of maintenance work which can ...

Boyne Resorts

Security Officer

Harbor Springs, MI · On-site

$16.50 - $19.50/hr

This position is responsible for protecting resort assets, responding to emergencies and guest ... Housing Availability - First-come, first-served team member housing. * Health Insurance - Available ...

Alterra

Snowmaker 26/27

Warren, VT · On-site

$18 - $24/hr

Sugarbush Resort is seeking entry-level and experienced Snowmakers to join our team this upcoming ... Employee Housing available. Please contact HR for more information. This is a winter seasonal ...

Boyne Resorts

Snow Removal

Big Sky, MT · On-site

Begin each workday at 4:00 AM to prepare resort areas before guest arrival * Shovel and sweep snow ... Must be available to work on April 27th, our end-of-season Qualifications * Entry-level role with ...

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Showing results 21-40

All Jobsresort housing JobsEntry Level Resort Housing Caribbean Jobs

Entry Level Resort Housing Caribbean information

See salary details

$17.5K

$45.2K

$64K

How much do entry level resort housing caribbean jobs pay per year?

As of Sep 5, 2026, the average yearly pay for entry level resort housing caribbean in the United States is $45,221.00, according to ZipRecruiter salary data. Most workers in this role earn between $40,000.00 and $50,000.00 per year, depending on experience, location, and employer.

What are entry level resort housing jobs in the Caribbean?

Entry level resort housing jobs in the Caribbean typically involve positions that support the day-to-day operations of resort accommodations, such as housekeeping, front desk staff, maintenance assistants, and bellhops. These roles usually require little to no prior experience and offer on-the-job training. Employees in these positions help ensure that guests have a pleasant and comfortable stay by keeping guest rooms clean, assisting with check-in and check-out, and addressing basic maintenance needs. Working in these jobs can be a great way to gain experience in the hospitality industry and enjoy the vibrant atmosphere of the Caribbean.

What are the key skills and qualifications needed to thrive as an entry level resort housing staff member in the Caribbean?

To thrive in an entry-level resort housing position in the Caribbean, you generally need basic hospitality knowledge, attention to detail, and a high school diploma or equivalent. Familiarity with housekeeping tools, cleaning supplies, and hotel management software is often required. Excellent communication, teamwork, and a positive attitude help you stand out in guest interactions and within your team. These skills are crucial for ensuring guest satisfaction, maintaining high standards, and contributing to the smooth operation of the resort.

What are some common challenges faced by entry-level staff working in resort housing in the Caribbean?

Entry-level staff in Caribbean resort housing often face challenges such as adapting to a fast-paced, guest-oriented environment and managing high occupancy during peak travel seasons. Teamwork is essential, as you’ll regularly coordinate with housekeeping, maintenance, and front desk teams to ensure rooms are clean and ready for guests. Additionally, cultural sensitivity and strong communication skills are important, since you’ll interact with guests from around the world. Overcoming these challenges provides valuable hospitality experience and opportunities for advancement within the resort.

What is the difference between Entry Level Resort Housing Caribbean vs Entry Level Hotel Front Desk Agent?

AspectEntry Level Resort Housing CaribbeanEntry Level Hotel Front Desk Agent
CredentialsHigh school diploma or equivalent, basic customer service skillsHigh school diploma or equivalent, customer service experience
Work EnvironmentResort accommodations, housing management, guest relationsHotel lobby, guest check-in/out, reservations
Employer & IndustryResort and hospitality industry, housing providersHotels, hospitality industry, front desk operations

Both roles involve customer service and hospitality skills, but Entry Level Resort Housing Caribbean focuses on managing resort accommodations and guest housing, while Entry Level Hotel Front Desk Agent emphasizes front desk operations and guest check-in/out processes. The roles often overlap in customer interaction but differ in daily responsibilities and work settings.

More about Entry Level Resort Housing Caribbean jobs

What cities are hiring for Entry Level Resort Housing Caribbean jobs?

Cities with the most Entry Level Resort Housing Caribbean job openings:

What are the most commonly searched types of Resort Housing Caribbean jobs?

The most popular types of Resort Housing Caribbean jobs are:

What job categories do people searching Entry Level Resort Housing Caribbean jobs look for?

The top searched job categories for Entry Level Resort Housing Caribbean jobs are:

Entry Level Resort Housing Caribbean jobs near you
Infographic showing various Entry Level Resort Housing Caribbean job openings in the United States as of August 2026, with employment types broken down into 2% Locum Tenens, 48% Full Time, 20% Part Time, 1% Temporary, and 29% Contract. Highlights an 98% Physical, 1% Hybrid, and 1% Remote job distribution, with an average salary of $45,221 per year, or $21.7 per hour.

Maintenance Crew

Keystone Resort

Keystone, CO

$20 - $22.48/hr

Full-time

Medical, Dental, Vision, Retirement

Posted 24 days ago

Job description

Create Your Experience of a Lifetime!

Come work and play in the mountains!  Whether it’s your first-time seeing snow or you were born on the slopes, joining our team means discovering (or re-discovering!) a passion for the outdoors while building lifelong connections with teammates and guests from around the world.

With 40+ resorts across 3 continents, you can join our team for a season or stay to build a career. From day one, you'll receive some of the highest compensation rates in the industry, free Epic pass(es) along with free ski and snowboard lessons, 40% retail discounts, the chance to grow through Epic Service - our leading training and development experience, and wellness benefits to fuel your success.

Candidates for year-round positions are reviewed on a rolling basis. Applications will be accepted up to 90 days after the posting date, or until the position is filled (whichever is first).
 

Job Benefits

  • Ski/Mountain Perks! Free passes for employees, employee discounted lift tickets for friends and family AND free ski lessons 
  • MORE employee discounts on lodging, food, gear, and mountain shuttles
  • 401(k) Retirement Plan 
  • Employee Assistance Program
  • Excellent training and professional development
  • Referral Program
     

Full Time roles are eligible for the above, plus:

  • Health Insurance; Medical Insurance, Dental Insurance, and Vision Insurance plans (for eligible seasonal employees after working 500 hours)
  • Free ski passes for dependents
  • Critical Illness and Accident plans

Job Summary:

The Maintenance Crew team performs critical operations in the base area to deliver an incredible arrival experience. This entry level position is a great opportunity to learn new skills and gain knowledge in many aspects of maintenance and resort operations.

Job Specifications:

  • Starting Wage: $20.00/hr - $22.48/hr
  • Employment Type: Year Round
  • Shift Type: Full Time hours available
  • Housing Availability: Yes

Job Responsibilities:

  • Assist in a variety of maintenance work which can include but not limited to painting, landscaping, clearing of base area of weather elements and other general maintenance tasks
  • Provide additional support to other resort operations
  • Other duties as assigned

Job Requirements:

  • Follow procedures and guidelines to stay safe and keep your team safe – your safety is our priority
  • Comfortable working both inside and outside in seasonal environments
  • Ability to lift and/or move up to 50 pounds
  • Ability to work standing on your feet and performing physical work consistently
  • Ability to work weekends and holidays

The expected pay range is $20.00/hr - $22.48/hr. This is the pay range we reasonably expect to pay for this position. Individual compensation decisions are based on a variety of factors.

In completing this application, and when submitting related documentation, applicants may redact information that identifies their age, date of birth, and/or dates of attendance at or graduation from an educational institution. 

We follow all federal, state, and local laws including restrictions on child/minor labor. Minors hired into this position will not be asked or permitted to engage in any activities restricted to adult workers.

Vail Resorts is an equal opportunity employer. Qualified applicants will receive consideration for employment without regard to race, color, religion, sex, national origin, sexual orientation, gender identity, disability, protected veteran status or any other status protected by applicable law.

Requisition ID  509188
Reference Date: 06/18/2025 
Job Code Function: Grounds Maintenance  

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