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

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

Seabatical-Beautiful ocean view! w/new bikes & Chairs
South End
10.0 out of 10, Exceptional, (89 reviews)
"We are enjoyed stay for my kids golf tournament. "
United States
Yongni G.
The price is NZ$509
includes taxes & fees
8 Aug - 9 Aug
Seabatical-Beautiful ocean view! w/new bikes & Chairs

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

Seas the Day! Beach & Sun, with Bikes & Chairs
South End
9.6 out of 10, Exceptional, (32 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$460
includes taxes & fees
16 Aug - 17 Aug
Seas the Day! Beach & Sun, with Bikes & Chairs

Beach Daze-Gorgeous new shower! Bikes Included

Beach Daze-Gorgeous new shower! Bikes Included
South End
9.6 out of 10, Exceptional, (29 reviews)
"Excellent location! The place was so close to the beach & walking/biking distance to shops and restaurants."
United States
Kathleen
The price is NZ$492
includes taxes & fees
9 Aug - 10 Aug
Beach Daze-Gorgeous new shower! Bikes Included

Beachy Keen Seaside Villa Near Coligny W/Bikes!

Beachy Keen Seaside Villa Near Coligny W/Bikes!
South End
9.8 out of 10, Exceptional, (90 reviews)
"Great stay!"
United States
Katleen M.
Beachy Keen Seaside Villa Near Coligny W/Bikes!

Castaways King Villa on Beach, Free Bikes!

Castaways King Villa on Beach, Free Bikes!
South End
10.0 out of 10, Exceptional, (111 reviews)
"The property was amazing. The pool was perfect. The beach was only a few steps away and everything was great. Beautiful view of the ocean from our balcony was a plus every morning."
United States
Stephen
Castaways King Villa on Beach, Free Bikes!

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$549
includes taxes & fees
29 July - 30 July
Private Beach Access: Hilton Head Island Condo!

STUNNING ocean view! Brand new listing

STUNNING ocean view! Brand new listing
South End
10.0 out of 10, Exceptional, (15 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$454
includes taxes & fees
19 Aug - 20 Aug
STUNNING ocean view! Brand new listing

SeaGem-Oceanview! Steps to ocean Many Upgrades New Reno

SeaGem-Oceanview! Steps to ocean Many Upgrades New Reno
South End
9.8 out of 10, Exceptional, (94 reviews)
"Great condo, location, beach. "
United States
Steven S.
The price is NZ$480
includes taxes & fees
9 Aug - 10 Aug
SeaGem-Oceanview! Steps to ocean Many Upgrades New Reno

Beautiful Couples Retreat Oceanview w/new bikes&Chairs

Beautiful Couples Retreat Oceanview w/new bikes&Chairs
South End
9.8 out of 10, Exceptional, (128 reviews)
"Very relaxing views. "
United States
ashley l.
The price is NZ$534
includes taxes & fees
7 Aug - 8 Aug
Beautiful Couples Retreat Oceanview w/new bikes&Chairs

Reel Paradise-Beautiful escape! Bikes & Chairs

Reel Paradise-Beautiful escape! Bikes & Chairs
South End
9.8 out of 10, Exceptional, (109 reviews)
"Great place will stay again"
United States
Vickie M.
Reel Paradise-Beautiful escape! Bikes & Chairs

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

Walk to Bars & Shops: Resort Condo in Hilton Head!
South End
9.0 out of 10, Wonderful, (79 reviews)
"Great time, would stay again"
United States
Anonymous traveller
Walk to Bars & Shops: Resort Condo in Hilton Head!

Coastal Getaway: Oceanview Condo in Hilton Head

Coastal Getaway: Oceanview Condo in Hilton Head
South End
9.4 out of 10, Exceptional, (20 reviews)
"Great location, very comfortable, and I felt safe "
United States
Wendy C.
The price is NZ$477
includes taxes & fees
15 Aug - 16 Aug
Coastal Getaway: Oceanview Condo in Hilton Head

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$659
includes taxes & fees
23 Aug - 24 Aug
Marriott's Harbour Point and Sunset Pointe at Shelter Cove

Stunning Oceanview Luxury Remodel, Bikes Included!

Stunning Oceanview Luxury Remodel, Bikes Included!
South End
10.0 out of 10, Exceptional, (156 reviews)
"We enjoyed the beautiful ocean view! The villa was very accommodating and had everything we needed. Our host/hostess was very quick to respond to any questions that we had. We look forward to staying here again soon!"
United States
Connie Q.
The price is NZ$477
includes taxes & fees
23 Aug - 24 Aug
Stunning Oceanview Luxury Remodel, Bikes Included!

Just Beachy! Absolute top notch design, Oceanviews

Just Beachy! Absolute top notch design, Oceanviews
South End
9.8 out of 10, Exceptional, (43 reviews)
"This was our first time to the Hilton Head area and we really enjoyed our stay. We would definitely stay here again!"
United States
Ashley B.
The price is NZ$445
includes taxes & fees
25 Aug - 26 Aug
Just Beachy! Absolute top notch design, Oceanviews

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$747
includes taxes & fees
26 Aug - 27 Aug
Beachfront Condo w/ Pool Access in Hilton Head!

Coastal Calm Couples Paradise + KING Bed+ Bikes-#131

Coastal Calm Couples Paradise + KING Bed+ Bikes-#131
South End
10.0 out of 10, Exceptional, (14 reviews)
"The location was great! Easy access to the beach and walking distance to shops and restaurants. The condo had everything we needed and the hosts provided excellent directions for accessing the property. I would definitely stay again. "
United States
Lisa H.
The price is NZ$698
includes taxes & fees
22 Aug - 23 Aug
Coastal Calm Couples Paradise + KING Bed+ Bikes-#131

Family Beachfront Retreat: Walk to Coligny Plaza with Side Ocean Views

Family Beachfront Retreat: Walk to Coligny Plaza with Side Ocean Views
South End
9.4 out of 10, Exceptional, (84 reviews)
"Nice view from balcony, property was very clean. "
United States
Arnas C.
The price is NZ$609
includes taxes & fees
9 Aug - 10 Aug
Family Beachfront Retreat: Walk to Coligny Plaza with Side Ocean Views

Direct Ocean Front First Floor 1BR/1Bath Condo

Direct Ocean Front First Floor 1BR/1Bath Condo
South End
9.2 out of 10, Wonderful, (76 reviews)
"Nice ocean view, close to beach "
United States
Tim
The price is NZ$724
includes taxes & fees
8 Aug - 9 Aug
Direct Ocean Front First Floor 1BR/1Bath Condo

Beachfront Condo w/ Pool Access in Hilton Head!

Beachfront Condo w/ Pool Access in Hilton Head!
South End
9.2 out of 10, Wonderful, (92 reviews)
"Ocean view was great! The pool was well maintained, warm and with a good amount of chairs. Super close to Coligny beach and shops! Loved our time there and will be back! "
United States
Gary B.
The price is NZ$750
includes taxes & fees
26 Aug - 27 Aug
Beachfront Condo w/ Pool Access in Hilton Head!
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$659 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. 

Explore a world of travel with Expedia

Frequently asked questions

Are there holiday rentals in Hilton Head Island?

Yes, there are holiday rentals in Hilton Head Island close to Arts Center of Coastal Carolina, 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 Spacious Upscale Home with Direct Private Access to the Beach and Heated Pool! and Backyard pickleball. Private Pool. Large family home! Custom Outdoor kitchen..

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 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.