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Island Resorts Jobs (NOW HIRING)

TradeWinds Island Resort

Houseperson

Saint Pete Beach, FL · On-site

$13.75 - $17/hr

Whether you're looking for family fun, a romantic retreat, a group getaway, or anything in between, it's all here at TradeWinds Island Resorts. Overview Follow your passion all the way to paradise at ...

TradeWinds Island Resort

Houseperson

Saint Pete Beach, FL · On-site

$13.75 - $17/hr

Whether you're looking for family fun, a romantic retreat, a group getaway, or anything in between, it's all here at TradeWinds Island Resorts. Overview Follow your passion all the way to paradise at ...

TradeWinds Island Resort

Cook

Saint Pete Beach, FL · On-site

$13.25 - $18/hr

Whether you're looking for family fun, a romantic retreat, a group getaway, or anything in between, it's all here at TradeWinds Island Resorts. Overview Follow your passion all the way to paradise at ...

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How much do island resorts jobs pay per hour?

As of Aug 11, 2026, the average hourly pay for island resorts in the United States is $20.39, according to ZipRecruiter salary data. Most workers in this role earn between $17.31 and $20.19 per hour, depending on experience, location, and employer.

What are island resorts?

Island resorts are vacation destinations located on islands, offering accommodations, amenities, and recreational activities tailored for relaxation and leisure. They often provide beachfront access, water sports, spa services, dining options, and excursions that showcase the natural beauty and culture of the island. Island resorts can range from luxurious, all-inclusive properties to eco-friendly or boutique options, catering to various preferences and budgets. These resorts are popular among travelers seeking a tropical escape, romantic getaway, or family vacation.

What is the difference between Island Resorts vs Hotel Managers?

AspectIsland ResortsHotel Managers
CredentialsHospitality certifications, hospitality management degreesHospitality degrees, certifications in hotel management
Work EnvironmentResort settings, often remote or tropical locationsHotel properties, urban or resort locations
Industry UsageUsed in resort and leisure industryUsed across various hotel types including resorts
Search & Comparison IntentFocus on resort-specific roles and environmentBroader hotel management roles, including resorts

Island Resorts roles typically focus on hospitality in resort settings, emphasizing guest experience in tropical or remote locations. Hotel Managers oversee operations across various hotel types, including resorts, but may also work in urban hotels. While both roles require hospitality credentials, Island Resorts positions are specialized for resort environments, making them distinct in work setting and industry focus.

What are some common challenges faced by staff working at island resorts, and how can they be addressed?

Staff at island resorts often encounter challenges such as adjusting to remote living, handling high guest expectations, and collaborating within a multicultural team. Limited access to urban amenities and occasional isolation can require strong adaptability and resilience. Effective communication and teamwork are essential, as departments like housekeeping, food & beverage, and guest services must coordinate closely to deliver seamless guest experiences. Regular staff activities, clear onboarding processes, and open communication channels can help address these challenges and support a positive work environment.

What are the key skills and qualifications needed to thrive as an island resort manager, and why are they important?

To thrive as an Island Resort Manager, you need expertise in hospitality management, guest services, and operations, typically supported by a degree in hospitality or business and relevant industry experience. Familiarity with property management systems (PMS), booking platforms, and budgeting software is often required. Exceptional leadership, cultural sensitivity, and strong communication skills help build rapport with guests and motivate diverse teams. These skills ensure seamless operations, high guest satisfaction, and profitability in a unique, service-driven environment.
More about Island Resorts jobs
What are the most commonly searched types of Island Resorts jobs? The most popular types of Island Resorts jobs are:
What states have the most Island Resorts jobs? States with the most job openings for Island Resorts jobs include:
What job categories do people searching Island Resorts jobs look for? The top searched job categories for Island Resorts jobs are:
Island Resorts jobs near you
Infographic showing various Island Resorts job openings in the United States as of August 2026, with employment types broken down into 1% As Needed, 87% Full Time, 10% Part Time, and 2% Contract. Highlights an 98% Physical, 1% Hybrid, and 1% Remote job distribution, with an average salary of $42,416 per year, or $20.4 per hour.

Entertainment Host

TradeWinds Island Resort

Saint Pete Beach, FL • On-site

$13.25 - $18.25/hr

Full-time

Re-posted 14 days ago

Job description

Compensation TypeHourlyHighgate Hotels

Highgate is a leading real estate investment and hospitality management company with over $15 billion of assets under management and a global portfolio of more than 400 hotels spanning North America, Europe, the Caribbean, and Latin America.

With a 30-year track record as an innovator in the hospitality industry, this forward-thinking company provides expert guidance through all stages of the property cycle, from planning and development through recapitalization or disposition. Highgate continues to demonstrate success in developing a diverse portfolio of bespoke lifestyle hotel brands, legacy brands, and independent hotels and resorts, featuring contemporary programming and digital acumen. The company utilizes industry-leading revenue management tools that efficiently identify and predict evolving market dynamics to drive outperformance and maximize asset value.

With an executive team of seasoned hospitality leaders and corporate offices worldwide, Highgate is a trusted partner for top ownership groups and major hotel brands. www.highgate.com

Location

Discover more sun and more fun! Escape to a tropical beachfront paradise complete with everything you need for the perfect getaway, including delicious dining, beachfront bars, relaxing comforts, and endless activities. Here you'll stay at one, play at two - with two connecting resorts right on the soft white sands of St. Pete Beach. Whether you're looking for family fun, a romantic retreat, a group getaway, or anything in between, it's all here at TradeWinds Island Resorts. https://www.tradewindsresort.com/careers

Overview

Follow your passion all the way to paradise at TradeWinds Resort, a Tampa Bay Times Top Workplace for seven years in a row!  TradeWinds features three destination resorts just 200 flip flops from one another along the gorgeous Gulf Coast on St. Pete Beach, a Top-Ranked US Beach! 

Ready to grab the mic and own the moment? We are seeking a dynamic and creative individual to join our team as an Entertainment Host. In this role, you will be responsible for planning, organizing, and executing entertainment programs and activities specifically designed for audiences ranging from youth to adults. The ideal candidate should possess a passion for youth engagement, excellent organizational skills, and a knack for creating engaging and memorable experiences.

Responsibilities
  • Event Planning:
  • Develop and execute a diverse range of youth-oriented entertainment events, including but not limited to game nights, talent shows, movie nights, and poolside programs
  • Coordinate all aspects of event planning, from conceptualization to implementation, ensuring a safe and enjoyable experience for participants
  • Execute high quality team building programs for corporate group events
  • Program Development:
  • Design and implement age-appropriate entertainment programs that cater to the interests and preferences of the guest demographic
  • Collaborate with other departments to integrate entertainment activities with broader organizational goals and initiatives
  • Foster a positive and inclusive environment that encourages active participation and social interaction among youth
  • Collaboration
  • Work closely with the Senior Entertainment Manager and Recreation Manager to create, plan and promote events and ensure maximum attendance and positive engagement.
  • Establish and maintain partnerships with internal organizations, performers, and artists to enhance the variety and quality of entertainment offerings
  • Assumes other duties and responsibilities as assigned. 
Qualifications
  • High school diploma
  • Experience in event management, recreation, youth development, or a related field
  • Familiarity with current trends and interests of the youth demographic
  • Strong public speaking and crowd engagement skills, with the ability to confidently host events and energize guests in live settings
  • Strong interpersonal and communication skills, with the ability to connect with and engage a diverse guest audience
  • Creative mindset and the ability to think outside the box to develop unique and appealing entertainment concepts
  • High energy, outgoing personality with a passion for entertainment and guest experience
  • Excellent organizational and multitasking abilities, with attention to detail
  • Proven problem solving skills.
  • Dependable and dedicated work ethic
  • Must be comfortable working outdoors for 8 hours or more in Florida's hot climate
  • This position requires flexible hours, including weekends and holidays, to accommodate the needs of the resort and its guests
Employment Type: FULL_TIME

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