Welcome to MyStay,

Come In, Stay A While.

Experience the best of Hilton Head with MyStay! Our stylish, modern rentals redefine your vacation with immaculate cleanliness and personalized service. From vibrant accommodations to worry-free stays, we cater to your every need, ensuring an unforgettable experience.

The MyStay Story

Hi! We’re Brian and Kristen, the founders of MyStay. With over 20 years of combined experience in the hospitality industry, we’ve had the privilege of helping businesses thrive across diverse markets. Our journey started in Key West, where we joined the management team of four boutique hotels, and then took us to the Bahamas, where we breathed new life into a historic 35-room hotel and restaurant. During our time there, we expanded the operation to include a beach club with five eco-friendly off-grid cottages and a luxury 12-room resort with a restaurant. After relocating to Hilton Head, we helped a startup rental company grow its inventory by more than 600% within four years.

Inspired by the dream of building something truly our own, we brainstormed countless names for our own company—until one hit home. And that’s how MyStay was born! We blended our experiences with our love for travel, creating something unmatched. We even chose pink for our brand, a nod to the hotels we previously worked at, where it played a key role in their design. You could say pink has been our lucky color! There were sleepless nights and thoughtful critiques along the way, but it was all worth it to bring our vision to life.

At MyStay, we pour our hearts and expertise into crafting unforgettable guest experiences. We believe every detail matters and take pride in preparing each home with love and care. When you stay with MyStay, you’re becoming part of a story filled with passion and dedication. Brian focuses on business operations, revenue management and owner onboarding, while Kristen's forte is marketing and curating exceptional stays.

With MyStay, you’re not just booking a place to stay—you’re creating memories to last a lifetime. We’re here to make every moment of your vacation feel extraordinary.