Sales Executive (Hilton Head Island)

Company Overview

This well-established vacation rental management company serves the Hilton Head Island, SC area, helping property owners get the most from their vacation homes while delivering memorable stays for guests.

Position Summary

A well-established vacation rental management company in Hilton Head Island, SC is seeking a motivated, results-driven, full-time, on-site Sales Executive to expand its vacation rental portfolio by identifying, prospecting, and converting homeowners into management clients. This individual will generate new business opportunities, build strong, lasting relationships with property owners, and help drive growth within the market. The ideal candidate is a self-starter and a natural relationship-builder who thrives in a competitive sales environment, enjoys networking and prospecting, and has a passion for real estate, hospitality, and customer service.

What You'll Do

• Prospect and develop relationships with vacation rental property owners.

• Generate new leads through networking, referrals, industry events, cold outreach, and community involvement.

• Conduct property owner consultations and present the benefits of professional vacation rental management.

• Educate homeowners on revenue potential, market trends, occupancy, and investment performance.

• Prepare and deliver sales presentations and proposals.

• Negotiate management agreements and close new business opportunities.

• Manage prospects throughout the sales pipeline using CRM tools.

• Collaborate with operations and onboarding teams to ensure a smooth transition for new clients.

• Maintain a strong understanding of local real estate and vacation rental market conditions.

• Meet or exceed monthly, quarterly, and annual sales goals.

• Represent the company professionally at industry events and networking functions.

Required Qualifications

• 3+ years of sales, business development, real estate, or hospitality experience.

• Proven track record of meeting or exceeding sales goals.

• Strong communication, presentation, and negotiation skills.

• Ability to work independently with minimal supervision.

• Valid driver's license and reliable transportation.

• Proficiency with CRM systems and Microsoft Office.

• Must have a real estate license or property manager license.

Compensation, Benefits & More

Annual Salary $60,000–$90,000 depending on experience + commissions

Benefits:

• Paid time off (PTO, sick days, and vacation days)

• Health, Dental and Vision insurance

• Life insurance

• Retirement benefits or accounts

• Healthcare spending or reimbursement accounts (HSAs, FSAs, and HRAs)

• Long term and Short term disability insurance

• Car Allowance

Job Type: Full-time

Location: On-site in Hilton Head Island, SC