Island Time Gives Back
At Island Time, we’re grateful for those who dedicate their lives to serving others.
Active-duty military & veterans, first responders (police, firefighters, EMTs & paramedics), healthcare professionals, and educators receive 5% off their Hilton Head Island stay.
🌴 Why Stay With Island Time?
✔ Hand-picked collection of vacation homes
✔ Complimentary concierge services
✔ Beach gear credit
Call us at 843-785-3456 or email [email protected] to receive your discount.
You take care of others. Let us take care of your vacation.
Valid ID or proof of employment/service may be required.
136 properties available
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
Exciting updates have just been completed at this property! A brand-new 5th bedroom is now finished and fully furnished with a queen-size bed and an ensuite jack-and-jill style bathroom. Updated photos have been completed as of January 2026.
Elegance is unde
51 Haul Away | Haul Away Haven
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
Fabulous two-story second row home The balconies and decks overlook the incredible pool. Take the secret path through the canopy and reach the beach in a 1-minute walk. This 6-bedroom, 5.5-bath home with 2 living rooms sleeps 15 and promises unforgettable fam
1 Man O War
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
5 Jessamine Place is only a 10-minute walk to the best beach on Hilton Head Island!
This ranch-style cottage home is newly renovated and beautifully furnished. It offers four bedrooms and four bathrooms to comfortably host up to 13 guests. Nestled on a quie
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
This beautifully updated 5-bedroom, 4-bath home with a 2-car garage, elevator, and private pool is located at Singleton By The Beach. This home is located by the beautiful Chaplin Park, which offers free tennis, pickleball, basketball courts, and walking trai
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
Discover the ultimate lagoon-front escape at this beautifully renovated home, complete with a private fishing dock and just a 5- to 10-minute walk from the beach, the Dunes House, and the Tennis and Pickleball Center.
Step into the first level, where new vi
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
This beautiful, nine-bedroom Beachcomber house sports a private pool and spa and provides expansive living spaces, as well as fabulous views of the beach and the Atlantic Ocean from the sweeping picture windows.
Situated on the most prestigious street in Sea
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
Brand New Construction 3rd row home in Palmetto Dunes!
130 Mooring Buoy is a beautiful 5-bedroom, 4.5-bath luxury home nestled in the beautiful Palmetto Dunes Oceanfront Resort. Just three rows from the beach, this home is meticulously designed for your perf
130 Mooring Buoy
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
From the moment you step through the front door, stunning ocean views immediately welcome you through the villa, creating a bright and relaxing coastal atmosphere. Completely renovated throughout, this beautiful retreat blends modern style with comfortable be
4501 Island Club
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
This Palmetto Dunes beach home features 4 bedrooms and is only a short walk to the beach—that is, if you ever want to leave this gem!
15 Sea Lane features a spacious open floor plan and plenty of natural sunlight! Unwind in the living room as you watch TV on
15 Sea Lane
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
This beautiful oceanfront property features three spacious bedrooms, providing ample space for a relaxing and enjoyable stay. A gorgeous foyer with a spiral staircase ascends to a massive open floor plan with open living, dining, and kitchen areas with high-e
101 Seacrest
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
With beautiful craftsmanship throughout the well-appointed house. The ground level has a newly refinished pine floor and an open-plan design, with the large kitchen overlooking the cozy living room equipped with a comfortable sleeper sofa. There are lots of b
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
Nestled in the charming Burke\'s Beach on Hilton Head Island, this remarkable 6-bedroom, 5 1/2-bathroom home is a coastal paradise that offers a luxurious and comfortable lifestyle. As you step inside, you\'ll be greeted by a spacious and well-designed interi
1 Sandy Beach Trail
Tell us what you're looking for and someone will contact you with available options.