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206 rentals found
497 Captains Cove is a lovely property l...
5.0
(2)

This handsome Captains Cove unit is the ideal will be the top of your list for your next stay!A short flight of stairs leads to a shady front porch, ideal resting place after your walk home from the beach. Enter into a huge, bright, open floor plan...

  • Hilton Head
  • 4 Bedrooms
  • 3 Bathrooms
  • Sleeps 11
North Forest Beach home with a private p...

Luna Sea EstateOur calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'This freshly constructed, North Forest Beach ocean home is ready to host all of your favorite...

  • Hilton Head
  • 7 Bedrooms
  • 7 Bathrooms
  • Sleeps 20
Conveniently located, gorgeous home with...
4.9
(7)

Curlew 8Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Curlew 8 is a opulent second-row private home featuring ocean vistas and chic, coastal décor. This...

  • Hilton Head
  • 7 Bedrooms
  • 6 Bathrooms
  • Sleeps 28
19 Sand Dollar, Luxury 2nd Row Home, Che...
4.9
(12)

19 Sand Dollar, Hilton Head Island. Welcome to this gorgeous second-row ocean home blending traditional coastal Carolina styling with high-end details for a memorable beach vacation! Located directly across from a semi private beach, savor plenty of...

  • Hilton Head
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 16
Beachfront beauty with pool access - fir...

Sea PointeOur calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'This chic five-bedroom home is just steps away from Singleton Beach and the shared community pool...

  • Hilton Head
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 10
1417 S. Beach Villa-Beachfront views
4.8
(17)

Incredible BEACHFRONT vistas from this 4 bedroom, 4 bath South Beach townhouse! The kitchen, with granite countertops and stainless steel appliances, is located on the first floor. The dining area is adjacent to both the living area and kitchen and...

  • Hilton Head
  • 4 Bedrooms
  • 4 Bathrooms
  • Sleeps 8
3 Shore Crest, Chefs Kitchen, Free Golf,...
5.0
(2)

3 Shore Crest Lane, Hilton Head Island. Luxury awaits in this bespoke-constructed 5-bedroom home in Burkes Beach, just a 5-min. walk to the beach and adjacent to Chaplin Park. Appreciate high-end finishes, a chef's kitchen, sunroom, covered deck...

  • Hilton Head
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 18
Luxury home near beach & golf with priva...

Sutherland Court 1Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Discover Lowcountry luxury at this beautiful Hilton Head Island hideaway. Located between...

  • Hilton Head
  • 4 Bedrooms
  • 4 Bathrooms
  • Sleeps 13
Three-level condo with outdoor pool, pat...
5.0
(2)

Heritage Villas 2213Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Tucked into a peaceful spot in Sea Pines Resort, this cavernous, three-level condo offers...

  • Hilton Head
  • 4 Bedrooms
  • 3 Bathrooms
  • Sleeps 8
Large four Bedroom Four Bathroom Home on...

Unwind and relax in your own private getaway, where the pool sits beside the award winning Robert Trent Jones Golf Course. With broad, sweeping vistas, this serene getaway offers the ideal balance of peaceful solitude and memorable moments. The...

  • Hilton Head
  • 4 Bedrooms
  • 4 Bathrooms
  • Sleeps 8
133 Dune Ln, Oceanfront, Pool, Free Golf...
4.6
(26)

133 Dune Lane, Hilton Head Island is a 4-bedroom, 4-bath oceanfront home epitomizes casual beach living at its best. Wake up to striking vistas of the ocean from every room, including the kitchen, living room, dining room, and all four bedrooms. The...

  • Hilton Head
  • 4 Bedrooms
  • 4 Bathrooms
  • Sleeps 14
4 BR Home, Private Pool, and Spa on Tran...
4.0
(4)

Savor gorgeous lagoon vistas from your own private pool and spa or walk to the ocean in less than ten mins.. Located among live oak trees draped with Spanish moss, and overlooking a lush landscape, this private getaway is the ideal place for your...

  • Hilton Head
  • 4 Bedrooms
  • 4 Bathrooms
  • Sleeps 8
Beach Access Across the Street!

This phenomenal Hilton Head home is located on the fourth row directly across from the beach path. Several updates were finished in 2023 including designer-decorated furnishings and completely remodeled bathrooms. You will feel like you have a...

  • Hilton Head
  • 4 Bedrooms
  • 4 Bathrooms
  • Sleeps 10
Spacious newly updated home, short walk ...

HILTON HEAD ISLAND. This four bedroom Palmetto Dunes home is a great choice for your next Hilton Head vacation. The roomy, sunken living room features a couch and 2 chairs around the enormous TV with an additional sitting area overlooking the pool...

  • Hilton Head
  • 4 Bedrooms
  • 4 Bathrooms
  • Sleeps 10
4 Surfwatch Way, Pet Friendly, Large Poo...
4.6
(77)

4 Surf Watch Way is a striking 6-bedroom, 5.5-bathroom, pet friendly home accommodating up to 16 guests and making it ideal for family get-togethers or sizable gatherings. Outside, a fantastic deck overlooks the pool and spa, with a entirely fenced...

  • Hilton Head
  • 6 Bedrooms
  • 5 Bathrooms
  • Sleeps 18
31 Singleton  Oceanfront, Views, Luxury ...
4.8
(18)

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...

  • Hilton Head
  • 6 Bedrooms
  • 8 Bathrooms
  • Sleeps 20
Family-friendly home near the beaches w/...
4.3
(4)

Lagoon Road 27Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'*Please read our important pool heat information to help you have the best vacation...

  • Hilton Head
  • 4 Bedrooms
  • 2 Bathrooms
  • Sleeps 12
12 Whelk, Steps to the Beach, Private Po...
4.3
(12)

Welcome to 12 Whelk Street, Hilton Head Island's premier vacation destination, where beachside luxury meets unmatched convenience. Just 145 feet from the pristine sands of Bradley Beach, this freshly modernized four-story property offers impressive...

  • Hilton Head
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 12