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$736
includes taxes & fees
7 June - 8 June
Pool Time & Island Vibes! Hilton Head Getaway

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$391
includes taxes & fees
17 June - 18 June
C & N Lodging, Bluffton, SC

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$537
includes taxes & fees
7 June - 8 June
Heart of Historic Bluffton BEST LOCATION, Charming Cottage THIS IS THE ONE

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$608
includes taxes & fees
30 June - 1 July
Tranquility by the Beach 1st Fl Sleeps 6,King Bed

Elegance at the beach -Ocean View Villa, Gorgeous!

Elegance at the beach -Ocean View Villa, Gorgeous!
South End
10.0 out of 10, Exceptional, (113 reviews)
"Our stay was perfect!"
United States
Cathy R.
The price is NZ$453
includes taxes & fees
9 June - 10 June
Elegance at the beach -Ocean View Villa, Gorgeous!

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

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)
"Great location! The Carriage House was very nice. We enjoyed our stay!"
United States
Carla H.
The price is NZ$580
includes taxes & fees
7 June - 8 June
Old Town + Walk to restaurant + EV Charger

FANTASTIC Villa on #2 Green of Famed Harbour Town Golf Links!

FANTASTIC Villa on #2 Green of Famed Harbour Town Golf Links!
Sea Pines
9.8 out of 10, Exceptional, (133 reviews)
"Incredible and beautiful place. Perfect location. Great hosts. Can’t wait to come back!!!"
United States
Dorothy W.
FANTASTIC Villa on #2 Green of Famed Harbour Town Golf Links!

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$674
includes taxes & fees
8 June - 9 June
Free Bikes, Parking & WiFi, Perfect couple's getaway villa with ocean view

Crashin' Waves-Oceanview w/new bikes, Chairs& King Bed

Crashin' Waves-Oceanview w/new bikes, Chairs& King Bed
South End
9.8 out of 10, Exceptional, (165 reviews)
"Great communication..wonderful location "
United States
Liz B.
The price is NZ$491
includes taxes & fees
7 June - 8 June
Crashin' Waves-Oceanview w/new bikes, Chairs& King Bed

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$827
includes taxes & fees
6 July - 7 July
Walk to Beach: Hilton Head Condo w/ Pool Access

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$5,794
includes taxes & fees
11 June - 12 June
Hilton Head 5BR Sleeps 18 • Heated Pool • Walk to Folly Field • Dog Friendly • Elevator

Economy Forest Beach Villa Walkable to Coligny Beach with Pool

Economy Forest Beach Villa Walkable to Coligny Beach with Pool
South End
9.6 out of 10, Exceptional, (62 reviews)
"Definitely one of the best stays you can get on HHI! The house was pristine and is as well stocked as any rental Ive ever stayed at (Ive stayed at many). Really what every property should strive for (had a 7 day stay- its so nice not to have to go buy tp and trash bags, etc. Highly recommend!"
United States
Seth G.
The price is NZ$826
includes taxes & fees
1 July - 2 July
Economy Forest Beach Villa Walkable to Coligny Beach with Pool

Stunning Oceanview Luxury Remodel, Bikes Included!

Stunning Oceanview Luxury Remodel, Bikes Included!
South End
10.0 out of 10, Exceptional, (150 reviews)
"The location was perfect, right on the beach and close to everything else also. The unit was beautifully decorated and very well stocked. We had everything we needed and more. It was also very clean and safe. The host checked in on us and responded quickly. "
United States
Emily G.
Stunning Oceanview Luxury Remodel, Bikes Included!

87 Ocean Breeze, Walk to the Beach, Tennis, 3 Pools

87 Ocean Breeze, Walk to the Beach, Tennis, 3 Pools
South End
9.2 out of 10, Wonderful, (61 reviews)
"Great location and wonderful home. "
United States
Anonymous traveller
The price is NZ$914
includes taxes & fees
7 June - 8 June
87 Ocean Breeze, Walk to the Beach, Tennis, 3 Pools

Beach Daze-Gorgeous new shower! Bikes Included

Beach Daze-Gorgeous new shower! Bikes Included
South End
9.6 out of 10, Exceptional, (23 reviews)
"Great road trip with my daughter! The place was perfect "
United States
Nicole H.
Beach Daze-Gorgeous new shower! Bikes Included

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.
The price is NZ$664
includes taxes & fees
7 June - 8 June
Adorably furnished and updated Ocean Villa condo, with wonderful 200+ Reviews!

Great Panoramic Views meet Beach Modern Chic !

Great Panoramic Views meet Beach Modern Chic !
Mid Island
8.8 out of 10, Excellent, (59 reviews)
"The condo was absolutely perfect. Newly renovated and beautiful. We hope to stay there again! The only downside was the broken elevator in the building, but we made it work!"
United States
Marissa
The price is NZ$690
includes taxes & fees
7 June - 8 June
Great Panoramic Views meet Beach Modern Chic !

Seabatical-Beautiful ocean view! w/new bikes & Chairs

Seabatical-Beautiful ocean view! w/new bikes & Chairs
South End
10.0 out of 10, Exceptional, (83 reviews)
"We are enjoyed stay for my kids golf tournament. "
United States
Yongni G.
Seabatical-Beautiful ocean view! w/new bikes & 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 NZ$845
includes taxes & fees
20 June - 21 June
Experience Luxury at the Beach! Oceanside Resort! Huge Oceanside Pool!
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$1,004 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.