Hilton Head Island Vacation Rentals

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Our top choices for Hilton Head Island vacation rentals

Pool Time & Island Vibes! Hilton Head Getaway

Pool Time & Island Vibes! Hilton Head Getaway
3.0 star property
Mid Island
The price is ¥19,679
¥69,940 total
includes taxes & fees
Jun 28 - Jun 29
Pool Time & Island Vibes! Hilton Head Getaway

Tranquility by the Beach 1st Fl Sleeps 6,King Bed

Tranquility by the Beach 1st Fl Sleeps 6,King Bed
Mid Island
9.4 out of 10, Exceptional, (60 reviews)
"Relaxing and comfortable stay"
United States
cheryl j.
The price is ¥25,413
¥58,166 total
includes taxes & fees
Jun 30 - Jul 1
Tranquility by the Beach 1st Fl Sleeps 6,King Bed

Luxe Condo in Old Town Bluffton + Elevator + Walkable to everything!

Luxe Condo in Old Town Bluffton + Elevator + Walkable to everything!
Old Town Bluffton
9.8 out of 10, Exceptional, (94 reviews)
"Great place and a very convenient location!"
United States
Anonymous traveler
The price is ¥24,428
¥71,618 total
includes taxes & fees
Jun 24 - Jun 25
Luxe Condo in Old Town Bluffton + Elevator + Walkable to everything!

Old Town + Walk to restaurant + EV Charger

Old Town + Walk to restaurant + EV Charger
Old Town Bluffton
9.8 out of 10, Exceptional, (25 reviews)
"Great location! The Carriage House was very nice. We enjoyed our stay!"
United States
Carla H.
The price is ¥23,620
¥59,113 total
includes taxes & fees
Jun 28 - Jun 29
Old Town + Walk to restaurant + EV Charger

Heart of Historic Bluffton BEST LOCATION, Charming Cottage THIS IS THE ONE

Heart of Historic Bluffton BEST LOCATION, Charming Cottage THIS IS THE ONE
Old Town Bluffton
9.4 out of 10, Exceptional, (140 reviews)
"Loved my stay. Will definitely be back."
United States
Angie H.
The price is ¥24,072
¥50,649 total
includes taxes & fees
Jun 24 - Jun 25
Heart of Historic Bluffton BEST LOCATION, Charming Cottage THIS IS THE ONE

C & N Lodging, Bluffton, SC

C & N Lodging, Bluffton, SC
Bluffton
9.6 out of 10, Exceptional, (7 reviews)
"We had a great stay. Communication was awesome and the place was great. You couldn't ask for a better location for Bluffton. Garage apartment and was taken care of really well. If older be aware there are stairs which is no problem but may not suit everyone. Thanks Clynise for being an awesome host."
United States
Randy
The price is ¥20,357
¥37,143 total
includes taxes & fees
Jun 24 - Jun 25
C & N Lodging, Bluffton, SC

Marriott's Harbour Club

Marriott's Harbour Club
3.5 star property
Sea Pines
9.0 out of 10, Wonderful, (63 reviews)
"Clean and spacious. Very convenient location. "
United States
CLAUDIA
The price is ¥67,694
¥74,463 total
includes taxes & fees
Jun 29 - Jun 30
Marriott's Harbour Club

SerenityByTheSea-Couples Retreat-King,Bikes,Chairs

SerenityByTheSea-Couples Retreat-King,Bikes,Chairs
South End
9.8 out of 10, Exceptional, (169 reviews)
"Very welcoming and a perfect place for a long weekend. "
United States
Joshua M.
SerenityByTheSea-Couples Retreat-King,Bikes,Chairs

Beach Daze-Gorgeous new shower! Bikes Included

Beach Daze-Gorgeous new shower! Bikes Included
South End
9.6 out of 10, Exceptional, (26 reviews)
"Condo was as pictured! Great location to beach. Everything needed was provided including beach chairs! Beach is fabulous very walkable area!"
United States
Cindy B.
The price is ¥16,802
¥45,495 total
includes taxes & fees
Jul 1 - Jul 2
Beach Daze-Gorgeous new shower! Bikes Included

Great views of the New River close to Savannah and Hilton Head.

Great views of the New River close to Savannah and Hilton Head.
Hardeeville
9.6 out of 10, Exceptional, (84 reviews)
"We didn’t spend much time here but we had what we needed and were comfortable."
United States
Gena D.
The price is ¥41,359
¥68,278 total
includes taxes & fees
Jun 30 - Jul 1
Great views of the New River close to Savannah and Hilton Head.

Bluffton Getaway w/ Fenced Yard: 7 Mi to Beach!

Bluffton Getaway w/ Fenced Yard: 7 Mi to Beach!
3.0 star property
Edgefield
10.0 out of 10, Exceptional, (1 review)
"It was like home away frim home. "
United States
Willie
Bluffton Getaway w/ Fenced Yard: 7 Mi to Beach!

SeaClusion-Oceanview, Mini split AC, Beach Chairs

SeaClusion-Oceanview, Mini split AC, Beach Chairs
South End
9.6 out of 10, Exceptional, (71 reviews)
"Location cleanliness cozy the beach 3min walk its a great spot"
United States
kenneth
The price is ¥14,217
¥43,362 total
includes taxes & fees
Jul 7 - Jul 8
SeaClusion-Oceanview, Mini split AC, Beach Chairs

Experience Luxury at the Beach! Oceanside Resort! Huge Oceanside Pool!

Experience Luxury at the Beach! Oceanside Resort! Huge Oceanside Pool!
Mid Island
10.0 out of 10, Exceptional, (150 reviews)
"Property was clean, inviting, well apportioned and exactly as advertised. Close to beach and pool. Nice location. "
United States
Gene C.
The price is ¥32,716
¥76,331 total
includes taxes & fees
Jun 28 - Jun 29
Experience Luxury at the Beach! Oceanside Resort! Huge Oceanside Pool!

Carriage House within 5 minute walk of Old Town Bluffton

Carriage House within 5 minute walk of Old Town Bluffton
Old Town Bluffton
10.0 out of 10, Exceptional, (84 reviews)
"Great location; carriage house was very nice! Offered everything we needed, very comfortable. Would definitely stay here again; highly recommend! "
United States
Anita
The price is ¥18,176
¥44,698 total
includes taxes & fees
Jun 28 - Jun 29
Carriage House within 5 minute walk of Old Town Bluffton

Charming third-floor condo- private balcony, shared pool, and steps to Coligny Plaza and the beach

Charming third-floor condo- private balcony, shared pool, and steps to Coligny Plaza and the beach
South End
9.0 out of 10, Wonderful, (24 reviews)
"Everything was good i always stay in these condos and they never disappoint."
United States
Nick B.
The price is ¥18,418
¥62,978 total
includes taxes & fees
Jul 13 - Jul 14
Charming third-floor condo- private balcony, shared pool, and steps to Coligny Plaza and the beach

Spectacular Oceanfront, Top Floor, 1 BR, 1 BA, steps from the beach!

Spectacular Oceanfront, Top Floor, 1 BR, 1 BA, steps from the beach!
South End
9.6 out of 10, Exceptional, (114 reviews)
"Great view and easy access to the beach and nearby shopping. "
United States
Melissa B.
Spectacular Oceanfront, Top Floor, 1 BR, 1 BA, steps from the beach!

Coastal Calm Couples Paradise + KING Bed+ Bikes-#131

Coastal Calm Couples Paradise + KING Bed+ Bikes-#131
South End
10.0 out of 10, Exceptional, (13 reviews)
"Within steps of the ocean, great location to bike and walking trail, close to shops and dining. "
United States
Dee W.
Coastal Calm Couples Paradise + KING Bed+ Bikes-#131

Gorgeous Getaway -3 pools, Tennis, Walk to Beach, Restaurants & Shopping.

Gorgeous Getaway -3 pools, Tennis, Walk to Beach, Restaurants & Shopping.
South End
9.8 out of 10, Exceptional, (30 reviews)
"We enjoyed our first trip to Hilton Head island, and this condo was the perfect spot for us. It had everything we needed, and it was a great location for first timers. We selected it because we were vacationing with a little dog for the first time, and pets are welcome at Treetops/Ocean Breeze. "
United States
Anonymous traveler
Gorgeous Getaway -3 pools, Tennis, Walk to Beach, Restaurants & Shopping.

Sweet Nest Bluffton Cottage • Fenced in yard • Pet-Friendly • Gazebo • Private

Sweet Nest Bluffton Cottage • Fenced in yard • Pet-Friendly • Gazebo • Private
Bluffton
9.0 out of 10, Wonderful, (12 reviews)
"Perfect spot, beautifully appointed, comfortable and private. Perfect for traveling with pet"
United States
andrea R.
Sweet Nest Bluffton Cottage • Fenced in yard • Pet-Friendly • Gazebo • Private

Stunning Sea Pines Treetop Oasis Deck & Grill with short walk to Harbourtown

Stunning Sea Pines Treetop Oasis Deck & Grill with short walk to Harbourtown
Sea Pines
10.0 out of 10, Exceptional, (98 reviews)
"Place was amazing! Host was very kind and helpful! Highly recommend staying there if you visit Hilton Head!"
United States
Shannon-Claire
The price is ¥29,226
¥66,449 total
includes taxes & fees
Jul 8 - Jul 9
Stunning Sea Pines Treetop Oasis Deck & Grill with short walk to Harbourtown
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Hilton Head Island Hotel Reviews

Find out more about Hilton Head Island

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Frequently asked questions

Are there vacation rentals in Hilton Head Island?

Yes, you can find vacation rentals in Hilton Head Island close to The Sandbox, or you can select a secluded option if you're looking for a relaxing stay. Visitors like the popular beaches and waterfront in Hilton Head Island. Make sure you have time to check out the golf courses while you're in the area.

What are some of the best vacation rentals that Hilton Head Island has to offer?

Custom Built GORGEOUS 5 Bedroom Sea Pines Home w/ Private Pool + Screen Porch: Visitors give good reviews to this Hilton Head Island vacation home rental, which offers a balcony, a barbecue grill, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Other favorite homes for rent in Hilton Head Island are 6 Surf Scoter: 5th Row Ocean House, Sleeps 10. Free Bikes, Private Pool and Beautiful 2nd Row Home, Steps to the Beach, Close to Coligny Private Pool Hot Tub.

How many vacation rentals are there in Hilton Head Island?

With 993 Expedia vacation rentals, you're sure to find just the right place for your Hilton Head Island stay.

What’s there to see and do in Hilton Head Island?

Cultural attractions include Arts Center of Coastal Carolina and Coastal Discovery Museum, whereas Sea Pines Forest Preserve and Coligny Beach are a couple of picturesque spots to enjoy the outdoors. Tybee Island Beach and Marine Corps Recruit Depot Parris Island are other popular places to visit in the area.

What’s a vacation rental in Hilton Head Island like?

A vacation rental is a private property where you can stay for a few weeks or just a few days in Hilton Head Island. Vacation rentals provide amenities like WiFi and washers and dryers so you'll have everything you want. If you're concerned about cleanliness, a vacation rental can offer a sense of privacy away from shared hotel elevators and busy reception areas while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental an attractive option for small groups.