Hilton Head Island Holiday Rentals

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Check prices for these dates

In two weeks
3 Jul - 5 Jul
In two months
14 Aug - 16 Aug
In three months
11 Sept - 13 Sept
In four months
9 Oct - 11 Oct

Our top choices for Hilton Head Island holiday rentals

Apartment (1 Bedroom) | Interior

Pool Time & Island Vibes! Hilton Head Getaway

Pool Time & Island Vibes! Hilton Head Getaway
3.0 star property
Mid Island
The price is NZ$756
includes taxes & fees
22 June - 23 June
Pool Time & Island Vibes! Hilton Head Getaway
On the beach

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, (59 reviews)
"Relaxing and comfortable stay"
United States
cheryl j.
The price is NZ$664
includes taxes & fees
21 June - 22 June
Tranquility by the Beach 1st Fl Sleeps 6,King Bed
Beach

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, (93 reviews)
"Great place and a very convenient location!"
United States
Anonymous traveller
The price is NZ$832
includes taxes & fees
21 June - 22 June
Luxe Condo in Old Town Bluffton + Elevator + Walkable to everything!
Beach nearby

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 NZ$628
includes taxes & fees
21 June - 22 June
Old Town + Walk to restaurant + EV Charger
Exterior

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 NZ$546
includes taxes & fees
23 June - 24 June
Heart of Historic Bluffton BEST LOCATION, Charming Cottage THIS IS THE ONE
Interior

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
C & N Lodging, Bluffton, SC
View from property

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 NZ$800
includes taxes & fees
27 June - 28 June
Marriott's Harbour Club
On the beach

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
Property grounds

Beach Daze-Gorgeous new shower! Bikes Included

Beach Daze-Gorgeous new shower! Bikes Included
South End
9.6 out of 10, Exceptional, (25 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.
Beach Daze-Gorgeous new shower! Bikes Included
Exterior

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 NZ$733
includes taxes & fees
20 July - 21 July
Great views of the New River close to Savannah and Hilton Head.
House (3 Bedrooms) | Interior

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
The price is NZ$861
includes taxes & fees
22 June - 23 June
Bluffton Getaway w/ Fenced Yard: 7 Mi to Beach!
Interior

SeaClusion-Oceanview, Mini split AC, Beach Chairs

SeaClusion-Oceanview, Mini split AC, Beach Chairs
South End
9.6 out of 10, Exceptional, (70 reviews)
"Location cleanliness cozy the beach 3min walk its a great spot"
United States
kenneth
The price is NZ$455
includes taxes & fees
7 July - 8 July
SeaClusion-Oceanview, Mini split AC, Beach Chairs
On the beach, sun-loungers

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 NZ$815
includes taxes & fees
23 June - 24 June
Experience Luxury at the Beach! Oceanside Resort! Huge Oceanside Pool!
TV

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 NZ$771
includes taxes & fees
3 July - 4 July
Carriage House within 5 minute walk of Old Town Bluffton
TV, offices

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 NZ$620
includes taxes & fees
21 June - 22 June
Charming third-floor condo- private balcony, shared pool, and steps to Coligny Plaza and the beach
Outdoor dining

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!
Smart TV

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
Dining

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

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
Smart TV, books

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 NZ$711
includes taxes & fees
23 June - 24 June
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

Coral Sands Resorts by Palmera

Coral Sands Resorts by Palmera

10/10 Excellent
"Great pool area. Very clean. Very comfortable Great stay"
Melissa 6-night trip
Posted 3 hours ago
Coral Sands Resorts by Palmera

Find out more about Hilton Head Island

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Hilton Head Island holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Hilton Head Island. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Hilton Head Island. Seeing all the best attractions is bound to make you fall in love with Hilton Head Island. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Hilton Head Island short-term rentals, that won’t be hard to do.

Explore a world of travel with Expedia

Frequently asked questions

Are there holiday rentals in Hilton Head Island?

Yes, there are holiday rentals in Hilton Head Island close to Adventure Cove, or you can select a more 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 holiday rentals that Hilton Head Island has to offer?

Beautiful Palmetto Dunes Vacation Home with Private Pool & Outdoor Living, 5 Min To Beach: This highly rated holiday home rental in Hilton Head Island offers a fireplace, a balcony and a BBQ 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 that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of books. Other favourite homes for rent in Hilton Head Island are Beautiful 2nd Row Home, Steps to the Beach, Close to Coligny Private Pool Hot Tub and Custom Built GORGEOUS 5 Bedroom Sea Pines Home w/ Private Pool + Screen Porch.

How many holiday rentals are there in Hilton Head Island?

With 996 Expedia holiday rentals, you're guaranteed 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. Marine Corps Recruit Depot Parris Island and River Street are other popular places to visit in the area.

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

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Hilton Head Island. Holiday rentals offer extras like laundry facilities and kitchens so you'll feel just like you're staying in your own home. If you're concerned about a sanitised environment, holiday rentals can offer a sense of privacy away from shared hotel lifts and busy front desks while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental an attractive option for family trips.