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Tradewinds Resort Jobs (NOW HIRING)

TradeWinds Island Resort

Cashier

Saint Pete Beach, FL · On-site

$13.25 - $17.25/hr

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 two destination resorts just 200 flip flops ...

TradeWinds Island Resort

Houseperson

Saint Pete Beach, FL · On-site

$13.75 - $17/hr

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 two destination resorts just 200 flip flops ...

TradeWinds Island Resort

Houseperson

Saint Pete Beach, FL

$13.75 - $17/hr

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 two destination resorts just 200 flip flops ...

TradeWinds Island Resort

Houseperson

Saint Pete Beach, FL · On-site

$13.75 - $17/hr

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 two destination resorts just 200 flip flops ...

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$28K

$81.5K

$233.5K

How much do tradewinds resort jobs pay per year?

As of Aug 20, 2026, the average yearly pay for tradewinds resort in the United States is $81,549.00, according to ZipRecruiter salary data. Most workers in this role earn between $40,000.00 and $89,500.00 per year, depending on experience, location, and employer.

What is a Tradewinds Resort job?

A Tradewinds Resort job refers to a position at TradeWinds Island Resorts, a beachfront resort in St. Pete Beach, Florida. Jobs range from hospitality and customer service roles to food and beverage, housekeeping, and administrative positions. Employees work in a fast-paced, guest-focused environment, helping to create memorable stays for visitors. Many roles offer opportunities for career growth, competitive pay, and benefits.

What are the key skills and qualifications needed to thrive in the Tradewinds Resort position?

To thrive at Tradewinds Resort, candidates typically need experience in hospitality operations, customer service, and facilities management, often supported by a relevant degree or background in tourism. Familiarity with property management systems (PMS), point-of-sale (POS) software, and reservation platforms is highly valued. Exceptional communication, teamwork, and problem-solving skills help employees exceed guest expectations and handle dynamic daily challenges. These skills are essential to ensure memorable guest experiences and smooth coordination across the resort’s various departments.

What are the typical career advancement opportunities for employees at Tradewinds Resort?

Tradewinds Resort offers a variety of pathways for career growth, with many team members advancing from entry-level positions to supervisory or management roles. You can expect opportunities to cross-train in different departments, such as guest services, food and beverage, or recreation, which broadens your skill set and eligibility for internal promotion. Regular training programs and mentorship from experienced leaders support professional development. Advancement is often based on performance, customer feedback, and demonstrated leadership and teamwork.

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What are the most commonly searched types of Tradewinds Resort jobs?

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Tradewinds Resort jobs near you
Infographic showing various Tradewinds Resort job openings in the United States as of August 2026, with employment types broken down into 100% Full Time. Highlights an 100% In-person job distribution, with an average salary of $81,549 per year, or $39.2 per hour.

Cashier

TradeWinds Island Resort

Saint Pete Beach, FL • On-site

$13.25 - $17.25/hr

Full-time

Posted 14 days ago

Job description

Compensation Type
Hourly
Highgate Hotels
Highgate is a premier real estate investment and hospitality management company widely recognized as an innovator in the industry. Highgate is the dominant player in U.S. gateway markets including New York, Boston, Miami, San Francisco and Honolulu, with a rapidly expanding presence in Europe, Latin America, and the Caribbean. Highgate's portfolio of global properties represents an aggregate asset value exceeding $20B and generates over $5B in cumulative revenues. The company provides expert guidance through all stages of the hospitality property cycle, from planning and development through recapitalization or disposition. Highgate also has the creativity and bandwidth to develop bespoke hotel brands and utilizes industry-leading proprietary revenue management tools that identify and predict evolving market dynamics to drive out performance and maximize asset value. With an executive team consisting of some of the industry's most experienced hotel management leaders, the company is a trusted partner for top ownership groups and major hotel brands. Highgate maintains corporate offices in London, New York, Dallas, and Seattle.
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 two destination resorts just 200 flip flops from one another along the gorgeous Gulf Coast on St. Pete Beach.
We are currently seeking a Cashier who is passionate about building lasting memories for our Guests. This individual will be working at The Hall within the following outlets: Costal Pizza, Ice Cream Shop & Candy Bar, and Sunshine Grounds N' Goods.
Responsibilities
  • As a Cashier your responsible for greeting guests in a friendly, professional manner while providing quick, responsive customer service.
  • Promotes sales of retail merchandising
  • Ensures the quality of food and service is at an outstanding level displaying warmth and friendliness to Guests.
  • Responding to all guest requests to ensure client satisfaction; willing to "pitch-in" and help co- workers with their job duties and be an outstanding teammate.
  • Maintaining outstanding of hygiene, greeting customers and keeping them happy, and taking orders.

Qualifications
  • High School / GED
  • Outgoing and friendly personality, a service mentality, and a strong work ethic
  • Must have open availability as weekends and holidays are our busiest times.
  • Proven ability to work successfully both as a team and independently
  • Ability to handle multiple tasks in a fast paced, food outlet environment

Apply