Hilton Head Island Holiday Rentals

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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$743
includes taxes & fees
17 June - 18 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, (58 reviews)
"Relaxing and comfortable stay"
United States
cheryl j.
The price is NZ$605
includes taxes & fees
30 June - 1 July
Tranquility by the Beach 1st Fl Sleeps 6,King Bed

Hilton Head 5BR Sleeps 18 • Heated Pool • Walk to Folly Field • Dog Friendly • Elevator

Hilton Head 5BR Sleeps 18 • Heated Pool • Walk to Folly Field • Dog Friendly • Elevator
Mid Island
9.8 out of 10, Exceptional, (15 reviews)
"We loved our stay at this house. Close to the beach and really well stocked for families. We’ll definitely stay here again."
United States
Sue D.
The price is NZ$5,707
includes taxes & fees
17 June - 18 June
Hilton Head 5BR Sleeps 18 • Heated Pool • Walk to Folly Field • Dog Friendly • Elevator

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$398
includes taxes & fees
18 June - 19 June
C & N Lodging, Bluffton, SC

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$490
includes taxes & fees
7 July - 8 July
SeaClusion-Oceanview, Mini split AC, Beach Chairs

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)
"Nice house in a great location. Right in the heart of old town Bluffton. Would definitely stay here again."
United States
Rob D.
The price is NZ$538
includes taxes & fees
23 June - 24 June
Heart of Historic Bluffton BEST LOCATION, Charming Cottage THIS IS THE ONE

Adorably furnished and updated Ocean Villa condo, with wonderful 200+ Reviews!

Adorably furnished and updated Ocean Villa condo, with wonderful 200+ Reviews!
Mid Island
10.0 out of 10, Exceptional, (211 reviews)
"Great condo for weekend stay in HHI.Owners communicated for well and super accommodating for our stay. "
United States
Brad Z.
Adorably furnished and updated Ocean Villa condo, with wonderful 200+ Reviews!

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
The price is NZ$781
includes taxes & fees
21 June - 22 June
Gorgeous Getaway -3 pools, Tennis, Walk to Beach, Restaurants & Shopping.

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$476
includes taxes & fees
22 June - 23 June
Carriage House within 5 minute walk of Old Town Bluffton

#1 voted best house for big groups, pool, private putting green, EV Charger, Kid's bunk room

#1 voted best house for big groups, pool, private putting green, EV Charger, Kid's bunk room
Mid Island
9.6 out of 10, Exceptional, (14 reviews)
"Very spacious. Very clean. Really enjoyed our time there. "
United States
Shirnett M.
#1 voted best house for big groups, pool, private putting green, EV Charger, Kid's bunk room

Oceanfront Breakers 137 Condo w/ Sunrise Views!

Oceanfront Breakers 137 Condo w/ Sunrise Views!
3.5 star property
South End
The price is NZ$720
includes taxes & fees
21 June - 22 June
Oceanfront Breakers 137 Condo w/ Sunrise Views!

2nd Row luxury home with pool, tiki bar, private beach boardwalk- 30 Knotts Way

2nd Row luxury home with pool, tiki bar, private beach boardwalk- 30 Knotts Way
South End
9.8 out of 10, Exceptional, (60 reviews)
"Beautiful and spacious house in a fantastic location!"
United States
Lisa P.
The price is NZ$6,367
includes taxes & fees
25 June - 26 June
2nd Row luxury home with pool, tiki bar, private beach boardwalk- 30 Knotts Way

STUNNING ocean view! Brand new listing

STUNNING ocean view! Brand new listing
South End
9.8 out of 10, Exceptional, (9 reviews)
"Our host at Seaside was AMAZING!!! We enjoyed our last minute stay it was right on time for some R&R! Thank you all so lich we will be back! "
United States
Angela C.
The price is NZ$534
includes taxes & fees
21 June - 22 June
STUNNING ocean view! Brand new listing

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, (113 reviews)
"Great view and easy access to the beach and nearby shopping. "
United States
Melissa B.
The price is NZ$803
includes taxes & fees
21 June - 22 June
Spectacular Oceanfront, Top Floor, 1 BR, 1 BA, steps from the beach!

Good Times and Tan Lines!-Central air, free bikes!

Good Times and Tan Lines!-Central air, free bikes!
South End
9.8 out of 10, Exceptional, (66 reviews)
"Very nice small condo!"
United States
Bob A.
The price is NZ$524
includes taxes & fees
23 June - 24 June
Good Times and Tan Lines!-Central air, free bikes!

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$645
includes taxes & fees
1 July - 2 July
Low Country Living In Old Town Bluffton

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

Beach, Private Pool, Designer Everything, Exclusive Community

Beach, Private Pool, Designer Everything, Exclusive Community
Mid Island
10.0 out of 10, Exceptional, (12 reviews)
"A great house, location and stay! We will definitely be back! Everything you could think of was provided and communication throughout was top notch! "
United States
Lindsay J.
The price is NZ$3,858
includes taxes & fees
5 July - 6 July
Beach, Private Pool, Designer Everything, Exclusive Community

Serene Hilton Head Island Condo w/ Community Pool!

Serene Hilton Head Island Condo w/ Community Pool!
South End
9.8 out of 10, Exceptional, (198 reviews)
"We couldn't have been happier with our stay. It was clean, had EVERYTHING"
United States
Lynn B.
Serene Hilton Head Island Condo w/ Community Pool!

Free Bikes, Parking & WiFi, Perfect couple's getaway villa with ocean view

Free Bikes, Parking & WiFi, Perfect couple's getaway villa with ocean view
South End
9.6 out of 10, Exceptional, (153 reviews)
"Great location, unit was smaller than we expected it worked fine for 2 nights -right on beach perfect check in and hosts "
United States
Elizabeth
The price is NZ$768
includes taxes & fees
12 July - 13 July
Free Bikes, Parking & WiFi, Perfect couple's getaway villa with ocean 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.
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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$528 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. 

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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.