NEW HILTON HEAD VACATION RENTALS

Sort by:

Jessamine Place 2, 4 Bedrooms, Pool, Sleeps 11

Sea Pines, Hilton Head Island, SC
4 BR, 3.5 BA, Sleeps 11,Resort View
Experience Hilton Head Island from Jessamine Place 2 and enjoy the beautiful private pool surrounded by lush greenery. This beautiful home features four spacious bedrooms, three-and-a-half bathrooms and sleeps eleven.
ONLY $300 TO BOOK!

Collier Court 3, Luxury 6 Bedrooms, Sleeps 14, Private Pool, Elevator

Singleton Beach, Hilton Head Island, SC
6 BR, 4.5 BA, Sleeps 14,Ocean View, Free Wifi
Peekaboo ocean views plus lavish salt marsh and tidal creek vistas await you at this wonderful family home on Singleton Beach. Enjoy an elevator, private pool, several balconies, and luxe furnishings!
ONLY $300 TO BOOK!

Island Club 129, 1 Bedroom, Walk to Beach, WiFi, Pool, Spa, Sleeps 4

Folly Field, Hilton Head Island, SC
1 BR, 1.5 BA, Sleeps 4,Lagoon View
Experience Hilton Head Island from Island Club 129 and enjoy the sparkling lagoon view! This beautiful first-floor condo features one spacious bedroom, one-and-a-half bathrooms, and sleeps four.
Only 3 weeks left in the next 60 days!
ONLY $300 TO BOOK!

Swing About 1, 3 Bedrooms, New Pool, Lagoon View, Sleeps 8

Palmetto Dunes, Hilton Head Island, SC
3 BR, 2.5 BA, Sleeps 8,Golf View
You’ll be surrounded by nature’s beauty pouring in through expansive windows when you vacation at Swing About 1 located within Palmetto Dunes Plantation on Hilton Head Island. Outdoors you have a brand-new private swimming pool for your enjoyment.
ONLY $300 TO BOOK!

Woodbine Villas 51, 2 Bedrooms, WiFi, Patio, DVD Player, Sleeps 8

Sea Pines, Hilton Head Island, SC
2 BR, 2 BA, Sleeps 8,Golf View
Experience the island life on Hilton Head Island from Woodbine Villas 51 and enjoy the beautiful golf view and short commute to the beach. This beautiful home features two bedrooms, two bathrooms, and sleeps eight.
ONLY $300 TO BOOK!

Limited-Time Offer: Stay before 5/18/19 and Save Up to 20%!

Ocean Dunes Villas 221, 2 Bedroom, Sleeps 6, Ocean Front, Pool

Forest Beach, Hilton Head Island, SC
2 BR, 2 BA, Sleeps 6,Beach Front
Recently renovated and furnished in breezy, comfortable fashion, Ocean Dunes Villas 221 is a lovely place to enjoy some R&R no matter its location. Being just yards from Forest Beach and the Atlantic Ocean make this two-bedroom, two-bathroom condo even more ...
Only 2 weeks left in the next 60 days!
ONLY $300 TO BOOK!

Beach & Tennis Admirals Row 440, 2 Bedrooms, Sleeps 6

Folly Field, Hilton Head Island, SC
2 BR, 2 BA, Sleeps 6,Ocean View
Experience the low country life on Hilton Head Island from Beach & Tennis Admirals Row 440 and enjoy the gorgeous view from your balcony. This condo features two bedrooms, two bathrooms and sleeps six.
ONLY $300 TO BOOK!

Queens Grant 671, 2 Bedrooms, Pool Access, WiFi, Sleeps 6

Palmetto Dunes, Hilton Head Island, SC
2 BR, 2 BA, Sleeps 6
Everyone needs a vacation now and again - a place to cut out your very own slice of paradise and revel in the spoils of the moment. Come and make Queens Grant 671 your next oasis away from it all.
ONLY $300 TO BOOK!

Plantation Club 527, 2 Bedrooms, Heated Pool Access, DVD Player, Sleeps 4

Sea Pines, Hilton Head Island, SC
2 BR, 2 BA, Sleeps 4,Golf View
Get ready for a superb vacation when you book your stay at Plantation Club 527 on Hilton Head Island. Nestled in the beautiful Sea Pines neighborhood, the condo is just a short ways from the beach and offers golf course views from your covered balcony.
Only 2 weeks left in the next 60 days!
ONLY $300 TO BOOK!

Seascape 3226, 3 Bedrooms, Sleeps 8, 2 Pools, Easy Walk to Beach

Forest Beach, Hilton Head Island, SC
3 BR, 2 BA, Sleeps 8,Resort View
Escape to the sea in this beautiful townhouse! From the courtyard fountain, to the community pool and the ocean across the street, you and your family will never be far from the water.
ONLY $300 TO BOOK!

Island Club 4205, 2 Bedrooms, Large Pool, Spa, Beach View, WiFi, Sleeps 8

Folly Field, Hilton Head Island, SC
2 BR, 2 BA, Sleeps 8,Resort View
You’ll enjoy the very best of Hilton Head Island when you stay at Island Club 4205 in Folly Field Beach. Your community is right by the Atlantic Ocean and you have a host of fun things to do right in the community starting with a beautiful swimming pool and hot ...
ONLY $300 TO BOOK!

Beach & Tennis Admirals Row 320, 2 Bedrooms, WiFi, Pool Access, Sleeps 6

Folly Field, Hilton Head Island, SC
2 BR, 2 BA, Sleeps 6,Ocean View
You can walk to the beach when you vacation at Beach and Tennis Admirals Row 320 on beautiful Hilton Head Island. Plus, you have a large swimming pool, children’s wading pool, and free tennis courts ready and waiting for your arrival.
ONLY $300 TO BOOK!

83 Kingston Dunes, 3 Bedrooms, Pet Friendly, WiFi, Sleeps 6

Shipyard Plantation, Hilton Head Island, SC
3 BR, 3 BA, Sleeps 6,Resort View
Hilton Head Island offers amazing beaches and 83 Kingston Dunes is the perfect spot to enjoy your beach getaway. Featuring three bedrooms and three bathrooms, 83 Kingston Dunes sleeps six.
Only 3 weeks left in the next 60 days!
ONLY $300 TO BOOK!

Hilton Head Beach & Tennis B227, 1 Bedroom, Pool Access, WiFi, Sleeps 6

Beach & Tennis, Hilton Head Island, SC
1 BR, 1 BA, Sleeps 6,Beach Front
From the moment you arrive at Hilton Head Beach & Tennis B227 in Hilton Head, you’ll want to grab your beach towel and head over to the resort’s swimming pool – the largest in all of Hilton Head! You are staying in an ocean front, vacation paradise where there’s golf, tennis, beach combing, and so much ...
ONLY $300 TO BOOK!

Tennismaster 1203, 2 Bedrooms, Sleeps 6, Pool, Short Walk to Beach

Tennismaster, Hilton Head Island, SC
2 BR, 2.5 BA, Sleeps 6,Lagoon View
Imagine leaving your condo and wiggling your toes in the Atlantic Ocean in less than 10 minutes when you stay at Tennismaster 1203 in Shipyard Plantation. Choose comfort and serenity as this will soon be your favorite go-to get-a-way spot to unwind and be ...
ONLY $300 TO BOOK!

The Spa 1115, 2 Bedrooms, Resort Pool, Ocean View, Sleeps 4

Hilton Head Island, SC
2 BR, 2 BA, Sleeps 4,Ocean View
Enjoy the best of Hilton Head Island in a location that’s a bit off the beaten path, but just a short stroll from the beach. The Spa 1115 sets beside a meandering stream and is close to Port Royal Sound where you’ll see a rich variety of exotic birds, dolphins, perhaps a shark, and a plethora of crab, starfish, sand dollars and ...
ONLY $300 TO BOOK!

Village House 303, 2 Bedrooms, Sleeps 6, Elevator, Pet Friendly

Village House, Hilton Head Island, SC
2 BR, 2 BA, Sleeps 6,Wooded
This renovated condo is near the beach, has room for six people, and features a gourmet kitchen, high-end finishes, a patio, and a wooden deck with incredible forest views. You’ll never want to leave!
ONLY $300 TO BOOK!

Hilton Head Beach & Tennis B134, 1 Bedroom, Ocean View, Pool, Sleeps 4

Beach & Tennis, Hilton Head Island, SC
1 BR, 1 BA, Sleeps 4,Ocean View
The largest swimming pool in all of Hilton Head awaits you when you vacation at Hilton Head Beach and Tennis B134. Plus, from your ground floor balcony, you overlook your resort grounds and in the distance the Atlantic Ocean.
ONLY $300 TO BOOK!

Queens Grant 763, 2 Bedrooms, Pool Access, WiFi, Sleeps 4

Palmetto Dunes, Hilton Head Island, SC
2 BR, 1 BA, Sleeps 4,Resort View
Why drive to the beach when you can walk instead? Queens Grant 763 is only a 10-minute stroll to the pristine white sands and the Atlantic Ocean.
ONLY $300 TO BOOK!

Stoney Creek 246, 3 Bedrooms, Pool Access, WiFi, Sleeps 6

Sea Pines, Hilton Head Island, SC
2 BR, 2.5 BA, Sleeps 6,Best Value/Garden
Experience the island life on Hilton Head Island from Stoney Creek 246 and enjoy the beautiful garden view and short commute to the beach. This beautiful home features two bedrooms, two bathrooms, and sleeps six.
ONLY $300 TO BOOK!

Ocean Dunes Villas 103, 1 Bedroom, Limited Ocean View, Pool, Sleeps 4

Forest Beach, Hilton Head Island, SC
1 BR, 1 BA, Sleeps 4,Limited Ocean View
If you truly want to enjoy the vacation you've planned and saved for all year long, Ocean Dunes Villa 103 is the place to stay! This one bedroom oceanfront condo sleeps up to four comfortably and provides you with the most scenic views from all living and dining ...
ONLY $300 TO BOOK!