Your Local Hilton Head Island Vacation Rental Company
Discover Hilton Head Island with MyStay HHI, a locally owned vacation rental and property management company offering a thoughtfully curated collection of private homes, villas, oceanfront properties, and resort-style accommodations.
MyStay combines the convenience of booking directly with a dedicated local team that knows the island, personally cares for its properties, and puts genuine hospitality at the center of every stay.
From Sea Pines and Palmetto Dunes to Forest Beach, Shipyard, and beyond, we're here to make finding your next Hilton Head vacation rental feel effortless.
Locally Owned. Personally Managed. Made for Your Stay.
Featured stays
Discover amazing places to stay
Stay Before the Year Ends
Trade the rush of the season for a quieter side of Hilton Head. Enjoy 5% off select stays through December 2026.
MySTAY
When we started MyStay Vacations, we weren't trying to become the biggest vacation rental company on Hilton Head, we simply wanted to be the kind of company we'd want to book with ourselves. One that communicates well, pays attention to the little things, and genuinely cares about every stay. That commitment still shapes every home we manage and every guest we welcome.
- Brian & Kristen
"No matter how 'prepared' you think you are or how much you 'know' the island... it was fantastic to be able to call and have someone immediately answer, literally every single time."
— The Robinsons
Experiences
Every detail is thoughtfully planned to create a Hilton Head stay that feels effortless, personal, and unforgettable.
