Hilton Head, SC Vacation Rentals

**NOW OFFERING 50% OFF POOL HEAT FOR MARCH - MAY 22*** UPON BOOKING, GUEST MUST LEAVE IN COMMENTS THAT THEY WANT POOL/ SPA HEAT OR CALL OUR RESERVATIONS TEAM TO CONFIRM. THIS IS FOR NEW BOOKINGS MADE ON OR AFTER 1/30/26***6 Terra Bella Trace, Hilton...

Villamare 3322Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Feel the ultimate island hideaway at this striking condo in Hilton Head. Ideal for bigger groups...

Harbourside PenthouseOur calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Feel the luxury of penthouse living at this all-suite 3BR/3BA condo with a covered...

You're going to be amazed by this enormous three bedroom villa with numerous updates and a huge deck overlooking the George Fazio Golf Course!The main floor as you enter consists of one of two primary bedrooms, kitchen, dining and living room. The...

Located right on the Atlantic in the Sea Pines Plantation, 22 Black Skimmer Rd is frequently praised as a dreamy, family-friendly escape — the kind of place where you make lifelong memories. Guests consistently highlight its exceptional location...

Updates abound in this enormous home featuring a private saltwater pool, handsomely located on Palmetto Dunes’ breathtaking 11-mile lagoon system. Upon entry, the home opens to a sweeping open-concept layout with handsome tile floors throughout...

Treat yourself to this elegantly appointed, cavernous two-bedroom, three-bathroom end-unit villa, located just steps from the pool in the Water Oak community of Palmetto Dunes. As an end unit, the villa enjoys additional natural light, creating a...

Laughing Gull 4Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'*** Home is in the process of complete renovations through February 2026***Get lost in heaven...

Dunes Villas D4Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to your freshly updated condo in the heart of South Forest Beach on Hilton Head Island...

2 BR townhouse condo. Delightfully furnished, 1 1/2 baths, full kitchen, DR and deck overlooking handsome, partially shaded pool. Across street from the beach with walk through access. Complex provides new gas poolside grilles for calming meals...

Sea Side Villas II 254Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to the biggest two-bedroom condo at Oceanside Villa! This getaway has a prime...

Welcome to CORAL REEF RETREAT, a stunningly designed Vacation Ready Services condo located at Hilton Head Island Beach & Tennis Resort! Located on the 1st floor of Ocean Villa C, this 1 bed & 1 bath island getaway is the ideal location for the...

Greens 172Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Retreat to this comfortable family-friendly townhouse, where you can appreciate a day at the beach...

Feel coastal luxury in this refreshed 2 bedroom, 2 bathroom villa, where every detail has been thoughtfully curated for your comfort. Wake up to striking oceanfront vistas, ideal for appreciating your morning coffee or evening drinks. Inside, you'll...

In 1986 my family and I visited Hilton Head for the first time. In 2012 we realized our dream and purchased Evian 228. Since then we have done major renovations including all new floor and a new coat of paint in the summer of 2023. Previously we...

Beach life is the best life at Heritage Home Hilton Head. 2 Separate Living Areas - Ideal for 2 couples or ideal for parents calming on one side of the condo, kids on the other. This completely remodeled villa is a short walk to South Forest beach...

Managed professionally by Vacation Time of Hilton Head, our oceanfront complex is appealingly booked directly through our website.Welcome to 23 Beach Villas: Your Oceanfront Oasis!!Exciting News: Our Stunning New Swimming Pool is Now Open!Discover...

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...