Hilton Head, SC Vacation Rentals

Beachside Tennis 1893Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Appreciate vistas of the ocean and Calibogue Sound from this bright and welcoming condo...

You'll be glad you and your family chose this huge five bedroom home with four full baths and two half-baths! The entire home has many upgrades and has been attractively decorated with comfort and the beach in mind. The kitchen is handsome and...

Harbour Master 201Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'This striking Hilton Head condo, close to beaches and nightlife, is ideal for any couple’s...

This freshly refreshed bungalow offers 3 bedrooms, 2 ½ baths and multiple living areas inside and out. The home is conveniently located on the beach path and a short walk will bring you to one of the most pristine and peaceful beaches on Hilton...

If you’re looking for a beautiful and convenient Hilton Head rental condo, you have no choice but to appreciate your stay at this astounding 3 bedroom, 3.5 bathroom end unit Tennismaster villa in the heart of Shipyard, Hilton Head Island.As you...

Welcome to Hilton Head Beach & Tennis B340. Ideal for a charming beach hideaway or modest family vacation, this upgraded condo features room for up to four guests with one bedroom and one full bathroom.Step inside to refreshed beach design in an...

Evian 207Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Stop dreaming about the ideal oceanside hideaway and book your escape today with this enviable Evian...

Appreciate being steps away from the shores of the Atlantic Ocean in this refreshed Villamare getaway! This unique 2-bedroom, 2-bath villa has invigorating updates throughout to ensure you will have a calming and well-appointed vacation. There...

Come savor this charmingly remodeled Hilton Head Island rental property! The kitchen features bespoke cabinetry, quartz countertops, and bar seating for three while coming completely-equipped to meet your family's cooking needs. The living room is...

This former artist's home and studio has been transformed into a phenomenal South Forest Beach, oceanside bungalow -- just a four-min. walk to the beach. It is the ideal, private setting for your casual family vacation. By day, recline in...

Wood Duck 57Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Located in a prime location within the Club Course area, this four-bedroom home features vistas of...

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, this 6-bedroom, 9-bathroom residence offers an unparalleled level of comfort and sophistication. Upon...

Escape to your ideal hideaway in this attractively appointed 2-bedroom Hilton Head vacation rental. Located in a serene setting, this getaway features a private deck that overlooks a lagoon, complete with a calming fountain that enhances the calming...

Treetops 5501Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Scenically located among tropical palmettos and moss-draped woodlands, this two-story villa...

Lighthouse Tennis 2389Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Feel the ultimate coastal living in this striking condo located within Sea Pines in...

**WINDOW AND DOOR REPLACEMENT PROJECT TENTATIVELY SCHEDULED September - April 2026 AND IS SUBJECT TO CHANGE. SCAFFOLDING WILL BE UP DURING THIS TIME. Due to the nature and scope of the work there is a possibility that your accommodations may be...

Island House 138Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Escape to the enchanting appeal of Hilton Head, SC, where white sandy beaches and acclaimed...

The Island:Hilton Head Island may only be 12 miles by 5 miles wide, but you’ll find everything you need here for the ultimate Island getaway. Savor days basking in the sun on some of the best beaches in the country. Get into the swing of things at...