A coastal town with a lighthouse, marina, and golf course.

Hilton Head Island Holiday Rentals

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Our top choices for Hilton Head Island holiday rentals

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$405
includes taxes & fees
5 July - 6 July
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, (71 reviews)
"Location cleanliness cozy the beach 3min walk its a great spot"
United States
kenneth
The price is NZ$473
includes taxes & fees
7 July - 8 July
SeaClusion-Oceanview, Mini split AC, Beach Chairs

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, (61 reviews)
"Relaxing and comfortable stay"
United States
cheryl j.
The price is NZ$723
includes taxes & fees
1 Aug - 2 Aug
Tranquility by the Beach 1st Fl Sleeps 6,King Bed

1 Mi to River! Relaxing Family Home in Bluffton

1 Mi to River! Relaxing Family Home in Bluffton
3.0 star property
Bluffton
The price is NZ$1,180
includes taxes & fees
5 July - 6 July
1 Mi to River! Relaxing Family Home in Bluffton

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, (85 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$484
includes taxes & fees
9 July - 10 July
Carriage House within 5 minute walk of Old Town Bluffton

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, (16 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$5,568
includes taxes & fees
21 July - 22 July
Hilton Head 5BR Sleeps 18 • Heated Pool • Walk to Folly Field • Dog Friendly • Elevator

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, (151 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$827
includes taxes & fees
5 July - 6 July
Experience Luxury at the Beach! Oceanside Resort! Huge Oceanside Pool!

Old Town + Walk to restaurant + EV Charger

Old Town + Walk to restaurant + EV Charger
Old Town Bluffton
9.8 out of 10, Exceptional, (26 reviews)
"Great location! The Carriage House was very nice. We enjoyed our stay!"
United States
Carla H.
Old Town + Walk to restaurant + EV Charger

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, (85 reviews)
"We enjoyed our stay "
United States
Edward N.
The price is NZ$780
includes taxes & fees
6 July - 7 July
Great views of the New River close to Savannah and Hilton Head.

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

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)
"Excellent location, very clean, will definitely repeat"
United States
Sean m.
Luxe Condo in Old Town Bluffton + Elevator + Walkable to everything!

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, (100 reviews)
"Our stay here was excellent! The home is so nice and tucked away in a cozy area with plenty in walking distance. We had a beautiful stay here and will certainly stay again! "
United States
Daniel G.
The price is NZ$730
includes taxes & fees
8 July - 9 July
Stunning Sea Pines Treetop Oasis Deck & Grill with short walk to Harbourtown

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$3,871
includes taxes & fees
5 July - 6 July
Beach, Private Pool, Designer Everything, Exclusive Community

Walk to Beach: Hilton Head Condo w/ Pool Access

Walk to Beach: Hilton Head Condo w/ Pool Access
3.5 star property
Mid Island
9.6 out of 10, Exceptional, (5 reviews)
"Very clean and easy access to the beach "
United States
LUMINITA
The price is NZ$671
includes taxes & fees
6 July - 7 July
Walk to Beach: Hilton Head Condo w/ Pool Access

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 NZ$504
includes taxes & fees
13 July - 14 July
Beach Daze-Gorgeous new shower! Bikes Included

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, (25 reviews)
"Everything was good i always stay in these condos and they never disappoint."
United States
Nick B.
The price is NZ$684
includes taxes & fees
13 July - 14 July
Charming third-floor condo- private balcony, shared pool, and steps to Coligny Plaza and the beach

Seas the Day! Beach & Sun, with Bikes & Chairs

Seas the Day! Beach & Sun, with Bikes & Chairs
South End
9.6 out of 10, Exceptional, (28 reviews)
"Kendall’s place was perfect for a long weekend! Right on the ocean, walking distance to all the restaurants and shops at Coligny Beach. We had a great time and the next time we’re in Hilton Head we’ll definitely stay here again."
United States
james
The price is NZ$469
includes taxes & fees
12 July - 13 July
Seas the Day! Beach & Sun, with Bikes & Chairs

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, (29 reviews)
"Great house. Close to all the restaurants would come back again. "
United States
Marty H.
Old Town + Modern 4 BR + Fire Pit + EV Charger

Feelin Tip'Sea-Oceanview Retreat Steps to Beach

Feelin Tip'Sea-Oceanview Retreat Steps to Beach
South End
9.8 out of 10, Exceptional, (33 reviews)
"Had a great time, perfect stay for 2 people. The condo is right off of the beach and the host was very responsive. I highly recommend this VRBO."
United States
Isabella D.
The price is NZ$550
includes taxes & fees
20 July - 21 July
Feelin Tip'Sea-Oceanview Retreat Steps to Beach

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, (165 reviews)
"Our host took care of our needs, and we had a memorable Christmas holidays at their beachfront property."
United States
Ravi S.
The price is NZ$479
includes taxes & fees
12 July - 13 July
Flip Flop Paradise-Steps to the Sand! Free Bikes
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

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.

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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?

3 Bald Eagle Immaculate Sea Pines Home: 6 Bedrooms, Pool, Brand New: This highly rated holiday home rental in Hilton Head Island offers a fireplace, a patio and a BBQ to help you feel perfectly comfortable 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 Custom Built GORGEOUS 5 Bedroom Sea Pines Home w/ Private Pool + Screen Porch and Best location - 3 minute walk to semi-private beach! Heated pool. Dog Friendly. .

How many holiday rentals are there in Hilton Head Island?

With 989 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 Coligny Beach and Sea Pines Forest Preserve are a couple of picturesque spots to enjoy the outdoors. Tybee Island Beach 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.