*New Construction Update(Spring 2025): Updated Kitchen, Updated Master Bathrooms, Updated Half Bathroom, (Jack n Jill Bathrooms to be refreshed...

Curlew 8Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book...

18 Sand Dollar, Hilton Head Island. Your search for the ideal vacation rental ends here! With 7 bedrooms, 7 bathrooms, and an open-concept floor...

31 Singleton Beach Place in Hilton Head Island, South Carolina epitomizes luxury living at its best. With over 5,500 square feet of living space...

Grandiose TimesOur calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book...

Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.This pretty, nine-bedroom Beachcomber home sports a private...

Vacation in luxury in this handsome home! This 4500 square foot home is designed ideally for multiple families. Just a 3-5 min. walk to the beach...

10 Collier Beach, Hilton Head Island is an escape to heaven in this striking 6-bedroom, 7-bathroom oceanfront home, offering gorgeous ocean vistas...

6 Terra Bella Trace, Hilton Head Island is located between the salt marsh and the Atlantic Ocean, 6 Terra Bella Trace is a beach lover's heaven. This...

Royal RetreatOur calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book...

Don't miss out on this Awesome Oceanfront home with many amenities the island of Hilton Head that has great all year-round weather and known for its...

Summer HouseOur calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book...

Sandy Beach Retreat is a extravagant 7 bedroom, 6 full bathroom (plus 2 half baths) home located steps away from the beach access. Located in the...

Amazing oceanfront home…..your ideal vacation hideaway! This home is ideal for entertaining with eight bedrooms, eight full baths, 1 half bath and...

High Water 9Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book...

9 Sandy Beach Trail, Hilton Head Island. Welcome to your bespoke-constructed vacation home! This striking property features an open-concept layout...

Luna Sea EstateOur calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book...

This roomy 4th row Palmetto Dunes home is the ideal place for a huge family hideaway or golf trip! The beach path is directly across from the home...