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

Marriott's SurfWatch

Marriott's SurfWatch
3.5 star property
Mid Island
9.6 out of 10, Exceptional, (199 reviews)
"Great resort, great room "
United States
Crista
The price is NZ$1,328
includes taxes & fees
22 Aug - 23 Aug
Marriott's SurfWatch

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$864
includes taxes & fees
9 Aug - 10 Aug
Marriott's Harbour Club

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

Montage Palmetto Bluff Residences

Montage Palmetto Bluff Residences
5.0 star property
Palmetto Bluff
10.0 out of 10, Exceptional, (2 reviews)
"Very family friendly. Parking was a problem Check in was not one minute early. House was beautiful and very clean. Pool was wonderful Prices were high but we knew that ahead of time"
United States
john j
The price is NZ$2,842
includes taxes & fees
7 Aug - 8 Aug
Montage Palmetto Bluff Residences

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
10 Aug - 11 Aug
Pool Time & Island Vibes! Hilton Head Getaway

Marriott's Grande Ocean

Marriott's Grande Ocean
3.5 star property
South End
9.4 out of 10, Exceptional, (175 reviews)
"Great beach. Many pools. Very spacious bedrooms, living room and full kitchen. Large bathrooms. Lots of activities. Would have liked a restaurant on property for breakfast. Marriott needs to spend a few more bucks on toilet paper (not a joke)."
United States
Susan
The price is NZ$1,358
includes taxes & fees
21 Aug - 22 Aug
Marriott's Grande Ocean

Marriott's Heritage Club

Marriott's Heritage Club
3.5 star property
Sea Pines
9.4 out of 10, Exceptional, (69 reviews)
"Great Villa! Very roomy and excellent location close to everything!"
United States
Christine
The price is NZ$864
includes taxes & fees
28 July - 29 July
Marriott's Heritage Club

Beachfront Condo w/ Pool Access in Hilton Head!

Beachfront Condo w/ Pool Access in Hilton Head!
4.0 star property
South End
9.0 out of 10, Wonderful, (2 reviews)
"Poor sofa searing. Sits very low and to very soft."
United States
Roger
The price is NZ$698
includes taxes & fees
26 July - 27 July
Beachfront Condo w/ Pool Access in Hilton Head!

Marriott's Monarch at Sea Pines

Marriott's Monarch at Sea Pines
3.0 star property
Sea Pines
9.2 out of 10, Wonderful, (132 reviews)
"Loved this property "
United States
Sharon
The price is NZ$1,313
includes taxes & fees
22 Aug - 23 Aug
Marriott's Monarch at Sea Pines

Marriott's Harbour Point and Sunset Pointe at Shelter Cove

Marriott's Harbour Point and Sunset Pointe at Shelter Cove
3.5 star property
Mid Island
9.2 out of 10, Wonderful, (154 reviews)
"Very nice place to stay "
United States
Alejandro
The price is NZ$751
includes taxes & fees
16 Aug - 17 Aug
Marriott's Harbour Point and Sunset Pointe at Shelter Cove

Marriott's Barony Beach Club

Marriott's Barony Beach Club
3.5 star property
Mid Island
9.4 out of 10, Exceptional, (251 reviews)
"Family orientated hotel with great pools, walk on beach access, wonderful BBQ options for self catering. Rooms are large and family orientated. Fab stay! "
Australia
Pauline
The price is NZ$1,229
includes taxes & fees
22 Aug - 23 Aug
Marriott's Barony Beach Club

Private Beach Access: Hilton Head Island Condo!

Private Beach Access: Hilton Head Island Condo!
3.0 star property
Mid Island
10.0 out of 10, Exceptional, (3 reviews)
"The condo was cute, clean and cozy. Lots of amenities in the complex, didn't have to leave the property all day! There was even.live music "
United States
Elizabeth
The price is NZ$614
includes taxes & fees
29 July - 30 July
Private Beach Access: Hilton Head Island Condo!

Oceanfront Hilton Head Island Condo w/ Pool!

Oceanfront Hilton Head Island Condo w/ Pool!
3.0 star property
South End
9.0 out of 10, Wonderful, (4 reviews)
"Nice!! Location great, easy instructions on entry access, nice side view of the ocean from the balcony, the host Meagan was so very nice and accommodating, very close to restaurants and stores, would love to stay here again, Thanks a million!!!! ;)"
United States
Beverly
The price is NZ$641
includes taxes & fees
30 July - 31 July
Oceanfront Hilton Head Island Condo w/ Pool!

Walk to Hilton Head Island Beach: Villa w/ Balcony

Walk to Hilton Head Island Beach: Villa w/ Balcony
3.5 star property
South End
6.0 out of 10, (1 review)
"Enjoyed myself "
United States
Leviticus
The price is NZ$630
includes taxes & fees
26 July - 27 July
Walk to Hilton Head Island Beach: Villa w/ Balcony

Walk to Bars & Shops: Resort Condo in Hilton Head!

Walk to Bars & Shops: Resort Condo in Hilton Head!
3.5 star property
South End
The price is NZ$597
includes taxes & fees
3 Aug - 4 Aug
Walk to Bars & Shops: Resort Condo in Hilton Head!

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$654
includes taxes & fees
4 Aug - 5 Aug
Walk to Beach: Hilton Head Condo w/ Pool Access

Palmetto Dunes Golf Getaway: Pool + Beach Access!

Palmetto Dunes Golf Getaway: Pool + Beach Access!
4.0 star property
Mid Island
10.0 out of 10, Exceptional, (1 review)
"Communication with owner is excellent and villa is located in great location "
United States
minoshka
The price is NZ$640
includes taxes & fees
11 Aug - 12 Aug
Palmetto Dunes Golf Getaway: Pool + Beach Access!

Pools, Beach Access: South Carolina Retreat!

Pools, Beach Access: South Carolina Retreat!
3.0 star property
Mid Island
8.0 out of 10, Very good, (7 reviews)
"Absolutely loved and enjoyed staying here. Was a clean and very enjoyable experience. Just as described. Will definitely recommend and would love to be back. Thank you "
United States
Laura
The price is NZ$585
includes taxes & fees
5 Aug - 6 Aug
Pools, Beach Access: South Carolina Retreat!

Oceanfront Condo! Breakers 210 w/ Sunrise Views

Oceanfront Condo! Breakers 210 w/ Sunrise Views
4.0 star property
South End
The price is NZ$803
includes taxes & fees
27 July - 28 July
Oceanfront Condo! Breakers 210 w/ Sunrise Views

Pool & Folly Field Beach Access! HHI Resort Condo

Pool & Folly Field Beach Access! HHI Resort Condo
3.0 star property
Mid Island
The price is NZ$603
includes taxes & fees
26 July - 27 July
Pool & Folly Field Beach Access! HHI Resort Condo
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$751 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 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 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 Sunset Canopy at Harbourtown and Awesome Ocean View! Coligny Area! Updated and CLEAN 1 Bedroom! #380.

How many holiday rentals are there in Hilton Head Island?

With 982 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 Coastal Discovery Museum and Arts Center of Coastal Carolina, whereas Coligny Beach and Sea Pines Forest Preserve are a couple of picturesque spots to enjoy the outdoors. Tybee Island Beach and Marine Corps Recruit Depot Parris Island 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.