General Manager

Dwell Vacation Rentals is the largest vacation rental management company on Hilton Head Island, with an established presence in Edisto Beach and continued expansion into Charleston and Myrtle Beach. We combine strong local execution with national backing and are building a best-in-class operation focused on transparency, performance, and owner trust.

As we scale across multiple markets, we are focused on strengthening our internal systems and leadership to support sustainable growth and consistent execution.

Dwell Vacations is seeking an experienced General Manager to lead operations at our Hilton Head Island market. This role is ideal for a strategic, hands-on leader who builds efficient systems, drives team performance, and ensures strong execution across all areas of property management. You will oversee daily operations, maintain high standards for property care and guest experience, and build strong relationships with property owners.

The ideal candidate is methodical and data-driven, with a proven ability to create scalable processes that support growth. You will work closely with maintenance, guest services, owner relations, and revenue management to improve performance, drive consistency, and elevate overall operations.

Operations & Execution

• Oversee day-to-day operations across property management, guest services, maintenance, and inspections

• Ensure properties are guest-ready, well-maintained, and operating efficiently

• Drive consistency through SOPs, systems, and accountability

• Monitor and improve response times, issue resolution, and service quality

Team Leadership

• Lead and manage Assistant General Managers, Porperty Mangers and support staff

• Set clear expectations, KPIs, and accountability across all roles

• Coach, develop, and mentor team members while addressing performance issues quickly

• Build a culture of ownership, urgency, and professionalism

Owner Relations

• Ensure strong, proactive communication with property owners

• Step in on escalated owner issues and protect relationships

• Drive owner retention and satisfaction through transparency and performance

• Partner with Owner Success and Revenue teams to deliver results

Financial Performance

• Own market-level P&L performance

• Manage expenses, labor efficiency, and vendor costs

• Work closely with revenue management to maximize occupancy and ADR

• Identify opportunities to improve profitability and scale operations

Growth & Scalability

• Help onboard new properties and integrate them smoothly into operations

• Build processes that scale beyond current size (not just patch problems)

• Support business development efforts and market expansion

• 5 years of leadership experience in property management, hospitality, or operations

• Proven ability to manage teams and hold people accountable

• Strong operational mindset with attention to detail

• Experience managing budgets and driving financial performance

• Ability to handle high-pressure situations and make quick decisions

• Strong communication skills with both team members and property owners

$100,000 - $150,000

10 - 20% of annual salary

• Paid time off such as PTO, sick days, and vacation days

• Health, Dental, and Vision insurance

• Life insurance

• Retirement benefits or accounts

• Healthcare spending or reimbursement accounts, such as HSAs, FSAs, and HRAs

• Long term and Short term disability insurance

• Tuition reimbursement potential

• 9am - 5pm, weekdays