Hilton Head Island Holiday Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Hilton Head Island holiday rentals

Pool Time & Island Vibes! Hilton Head Getaway

Pool Time & Island Vibes! Hilton Head Getaway
3.0 star property
Mid Island
The price is NZ$754
includes taxes & fees
1 June - 2 June
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, (57 reviews)
"Relaxing and comfortable stay"
United States
cheryl j.
The price is NZ$534
includes taxes & fees
27 May - 28 May
Tranquility by the Beach 1st Fl Sleeps 6,King Bed

Coastal Cove Villa

Coastal Cove Villa
South End
9.8 out of 10, Exceptional, (6 reviews)
"Great central location for our trip, plenty of sleeping options (family of 5) and very clean. Host was excellent to coordinate with and check-in was a breeze!"
United States
Brian J.
The price is NZ$570
includes taxes & fees
26 May - 27 May
Coastal Cove Villa

Salty Sand-Close to the pool, steps to the beach!

Salty Sand-Close to the pool, steps to the beach!
South End
9.6 out of 10, Exceptional, (42 reviews)
"Great place. Worked perfectly for our needs-access to the beach, close to cocktails, dining and shopping."
United States
Timothy H.
Salty Sand-Close to the pool, steps to the beach!

Old Town + Walk to restaurant + EV Charger

Old Town + Walk to restaurant + EV Charger
Old Town Bluffton
9.8 out of 10, Exceptional, (24 reviews)
"This is a great spot right in old town Bluffton... walking distance to lots of great shops and restaurants. Host is very communicative. Highly recommend!"
United States
Rick P.
The price is NZ$669
includes taxes & fees
25 May - 26 May
Old Town + Walk to restaurant + EV Charger

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.
The price is NZ$378
includes taxes & fees
26 May - 27 May
Sweet Nest Bluffton Cottage • Fenced in yard • Pet-Friendly • Gazebo • Private

Disney's Hilton Head Island Resort

Disney's Hilton Head Island Resort
3.5 star property
Mid Island
9.6 out of 10, Exceptional, (131 reviews)
"The room and property were incredible! Already booking my next stay"
United States
Melissa
Disney's Hilton Head Island Resort

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 NZ$387
includes taxes & fees
1 June - 2 June
C & N Lodging, Bluffton, SC

Old Town + Modern 4 BR + Fire Pit + EV Charger

Old Town + Modern 4 BR + Fire Pit + EV Charger
Old Town Bluffton
9.4 out of 10, Exceptional, (28 reviews)
"Thank you so much for a wonderful stay!"
United States
Christy R.
The price is NZ$833
includes taxes & fees
25 May - 26 May
Old Town + Modern 4 BR + Fire Pit + 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, (138 reviews)
"Property was in a great location and everything was clean."
United States
Miranda
The price is NZ$592
includes taxes & fees
1 June - 2 June
Heart of Historic Bluffton BEST LOCATION, Charming Cottage THIS IS THE ONE

Oceanfront Breakers 137 Condo w/ Sunrise Views!

Oceanfront Breakers 137 Condo w/ Sunrise Views!
3.5 star property
South End
The price is NZ$718
includes taxes & fees
9 June - 10 June
Oceanfront Breakers 137 Condo w/ Sunrise Views!

Flip Flop Paradise-Steps to the Sand! Free Bikes

Flip Flop Paradise-Steps to the Sand! Free Bikes
South End
9.8 out of 10, Exceptional, (160 reviews)
"Our host took care of our needs, and we had a memorable Christmas holidays at their beachfront property."
United States
Ravi S.
Flip Flop Paradise-Steps to the Sand! Free Bikes

Elegance at the beach -Ocean View Villa, Gorgeous!

Elegance at the beach -Ocean View Villa, Gorgeous!
South End
10.0 out of 10, Exceptional, (111 reviews)
"Our stay was perfect!"
United States
Cathy R.
The price is NZ$441
includes taxes & fees
26 May - 27 May
Elegance at the beach -Ocean View Villa, Gorgeous!

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, (82 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$475
includes taxes & fees
27 May - 28 May
Carriage House within 5 minute walk of Old Town Bluffton

Oceanfront & Across from Coligny-Walk Everywhere!

Oceanfront & Across from Coligny-Walk Everywhere!
South End
9.8 out of 10, Exceptional, (133 reviews)
"We had a really nice stay! Great location "
United States
Stefanie
The price is NZ$741
includes taxes & fees
1 June - 2 June
Oceanfront & Across from Coligny-Walk Everywhere!

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, (93 reviews)
"Great location!"
United States
Jessica G.
The price is NZ$692
includes taxes & fees
1 June - 2 June
Stunning Sea Pines Treetop Oasis Deck & Grill with short walk to Harbourtown

Beachy Keen Seaside Villa Near Coligny W/Bikes!

Beachy Keen Seaside Villa Near Coligny W/Bikes!
South End
9.8 out of 10, Exceptional, (84 reviews)
"Wonderful place stay!"
United States
Renae C.
Beachy Keen Seaside Villa Near Coligny W/Bikes!

Updated for Couples Enjoyment - Oceanfront Resort - Full Access to Beach - A110

Updated for Couples Enjoyment - Oceanfront Resort - Full Access to Beach - A110
Mid Island
10.0 out of 10, Exceptional, (23 reviews)
"Nice place and just as described. Great location and good resort amenities. "
United States
Michael S.
Updated for Couples Enjoyment - Oceanfront Resort - Full Access to Beach - A110

Low Country Living In Old Town Bluffton

Low Country Living In Old Town Bluffton
Bluffton
9.8 out of 10, Exceptional, (45 reviews)
"Great cottage and very close to amazing restaurants. "
United States
Annie R.
The price is NZ$664
includes taxes & fees
1 June - 2 June
Low Country Living In Old Town Bluffton

Steps from beach. No price increase, low fees. Also #2320603 w panoramic view.

Steps from beach. No price increase, low fees. Also #2320603 w panoramic view.
Mid Island
10.0 out of 10, Exceptional, (151 reviews)
"The amenties were just what I needed for my stay. A very relaxing atmosphere,"
United States
Elizabeth H.
The price is NZ$466
includes taxes & fees
25 May - 26 May
Steps from beach. No price increase, low fees. Also #2320603 w panoramic view.
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Hilton Head Island Hotel Reviews

Find out more about Hilton Head Island

Everything you need to know about Hilton Head Island holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Hilton Head Island holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Hilton Head Island holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Hilton Head Island holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Hilton Head Island. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Hilton Head Island holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Hilton Head Island holiday rentals we have selected for you start as low as NZ$796 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Hilton Head Island rentals

At Expedia, we put the best Hilton Head Island holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Hilton Head Island rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Hilton Head Island holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Hilton Head Island. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Hilton Head Island?

Yes, there are holiday rentals in Hilton Head Island close to The Sandbox, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the scenic seaside 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 2nd Row Home, Steps to the Beach, Close to Coligny Private Pool Hot Tub: This highly rated holiday home rental in Hilton Head Island is located near the beach, and has a patio, a selection of games and a BBQ to put you at ease in your new surroundings. It has 6 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 1 hot tub. Other favourite homes for rent in Hilton Head Island are Great Beach House-2 min. Walk to Beach, Private Splash Pool, Gas Grill, 5 min. Walk to Coligny Plaza and Periwinkle Point | Private Pool - Walk to Beach.

How many holiday rentals are there in Hilton Head Island?

With 969 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 Coligny Theater and Arts Center of Coastal Carolina, whereas Sea Pines Forest Preserve and Coligny Beach are a couple of picturesque spots to enjoy the outdoors. Other places in town to visit include Shipyard Golf Course and Coligny Plaza.

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.