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

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

Seabatical-Beautiful ocean view! w/new bikes & Chairs
South End
10.0 out of 10, 92, (92 reviews)
"The room was perfect myself and my cousin. We loved how the room was right on the beach. We also enjoyed the bikes, beach chairs, toys and how close it was to Coligny beach park. Would definitely stay here again."
United States
Raven
The price is NZ$466
includes taxes & fees
18 Sept - 19 Sept
Seabatical-Beautiful ocean view! w/new bikes & Chairs

2. Castaways King Villa on Beach, Free Bikes!

Castaways King Villa on Beach, Free Bikes!
South End
10.0 out of 10, 118, (118 reviews)
"Place was on the 1st floor and very convenient location. Pool is a little small but clean. Gate to get in was a little to be desired because it was hard for 2 cars to pass at the same time. Place was clean and host was very easy to deal with and answered any questions for me ASAP. Would stay again. Great for couples."
United States
Kathleen
The price is NZ$462
includes taxes & fees
15 Sept - 16 Sept
Castaways King Villa on Beach, Free Bikes!

3. Luxury Penthouse near Beach, Tiki Hut, Coligny

Luxury Penthouse near Beach, Tiki Hut, Coligny
South End
10.0 out of 10, 119, (119 reviews)
"Had a great stay. Definitely recommend."
United States
Thomas K.
The price is NZ$714
includes taxes & fees
23 Sept - 24 Sept
Luxury Penthouse near Beach, Tiki Hut, Coligny

4. 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, 155, (155 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$420
includes taxes & fees
16 Sept - 17 Sept
Free Bikes, Parking & WiFi, Perfect couple's getaway villa with ocean view

5. SeaClusion-Oceanview, Mini split AC, Beach Chairs

SeaClusion-Oceanview, Mini split AC, Beach Chairs
South End
9.8 out of 10, 80, (80 reviews)
"Great area location property and beach to enjoy a small getaway"
United States
Nicholas P.
The price is NZ$451
includes taxes & fees
15 Sept - 16 Sept
SeaClusion-Oceanview, Mini split AC, Beach Chairs

6. 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, 2, (2 reviews)
"Poor sofa searing. Sits very low and to very soft."
United States
Roger
The price is NZ$663
includes taxes & fees
16 Sept - 17 Sept
Beachfront Condo w/ Pool Access in Hilton Head!

7. Serene Tides & Relaxing Sunny Days Retreat-Coligny+ Bikes-#233!

Serene Tides & Relaxing Sunny Days Retreat-Coligny+ Bikes-#233!
South End
9.8 out of 10, 161, (161 reviews)
"The hosts were very accommodating, along with providing great insights into great places to visit and eat at on the island!"
United States
John P.
The price is NZ$562
includes taxes & fees
17 Sept - 18 Sept
Serene Tides & Relaxing Sunny Days Retreat-Coligny+ Bikes-#233!

8. Beachfront Condo w/ Pool Access in Hilton Head!

Beachfront Condo w/ Pool Access in Hilton Head!
South End
9.2 out of 10, 93, (93 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$673
includes taxes & fees
16 Sept - 17 Sept
Beachfront Condo w/ Pool Access in Hilton Head!

9. 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, 85, (85 reviews)
"Perfect location, check in was very easy. The condo was clean and everything exactly as it was described. Would definitely stay here again."
United States
Shane W.
The price is NZ$529
includes taxes & fees
20 Sept - 21 Sept
Family Beachfront Retreat: Walk to Coligny Plaza with Side Ocean Views

10. Just Beachy! Absolute top notch design, Oceanviews

Just Beachy! Absolute top notch design, Oceanviews
South End
9.8 out of 10, 44, (44 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$451
includes taxes & fees
16 Sept - 17 Sept
Just Beachy! Absolute top notch design, Oceanviews

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

Coastal Calm Couples Paradise + KING Bed+ Bikes-#131
South End
10.0 out of 10, 19, (19 reviews)
"Within steps of the ocean, great location to bike and walking trail, close to shops and dining. "
United States
Dee W.
Coastal Calm Couples Paradise + KING Bed+ Bikes-#131

12. Coastal Getaway: Oceanview Condo in Hilton Head

Coastal Getaway: Oceanview Condo in Hilton Head
South End
9.6 out of 10, 23, (23 reviews)
"Great location, very comfortable, and I felt safe "
United States
Wendy C.
The price is NZ$449
includes taxes & fees
16 Sept - 17 Sept
Coastal Getaway: Oceanview Condo in Hilton Head

13. Coastal Nest - Oceanviews! Near Coligny

Coastal Nest - Oceanviews! Near Coligny
South End
9.2 out of 10, 20, (20 reviews)
"We loved how close it is to the beach! "
United States
Andrea R.
The price is NZ$452
includes taxes & fees
6 Oct - 7 Oct
Coastal Nest - Oceanviews! Near Coligny

14. Beauty at the Beach! Oceanview King bed free bikes

Beauty at the Beach! Oceanview King bed free bikes
South End
9.8 out of 10, 61, (61 reviews)
"Excellent stay - the room was clean, the host was easy to communicate with and provided most everything we needed. It had a nice beach view and provided beach chairs and bikes. We would stay again."
United States
Debra B.
The price is NZ$467
includes taxes & fees
15 Sept - 16 Sept
Beauty at the Beach! Oceanview King bed free bikes

15. Stunning Oceanview Luxury Remodel, Bikes Included!

Stunning Oceanview Luxury Remodel, Bikes Included!
South End
10.0 out of 10, 163, (163 reviews)
"Thoroughly enjoyed our stay. Condo provided everything we needed plus the location being so close to the beach was just great."
United States
Bob F.
The price is NZ$504
includes taxes & fees
16 Sept - 17 Sept
Stunning Oceanview Luxury Remodel, Bikes Included!

16. Steps to the beach! Newly Remodeled! New furniture. Avail

Steps to the beach! Newly Remodeled! New furniture. Avail
Mid Island
9.6 out of 10, 114, (114 reviews)
"Short, but enjoyable stay. Would stay again!"
United States
Dora D.
The price is NZ$589
includes taxes & fees
20 Sept - 21 Sept
Steps to the beach! Newly Remodeled! New furniture. Avail

17. Beautiful Couples Retreat Oceanview w/new bikes&Chairs

Beautiful Couples Retreat Oceanview w/new bikes&Chairs
South End
9.8 out of 10, 131, (131 reviews)
"Great location, Kendall is very responsive and thoughtful, place was clean and beach equipment was nice."
United States
Julee S.
The price is NZ$462
includes taxes & fees
15 Sept - 16 Sept
Beautiful Couples Retreat Oceanview w/new bikes&Chairs

18. Shore Beats Work!-Stunning view 3 from oceanfront new bikes Incl.

Shore Beats Work!-Stunning view 3 from oceanfront new bikes Incl.
South End
9.4 out of 10, 63, (63 reviews)
"The room has a good view of the ocean and the hosts were great!"
United States
Matt W.
The price is NZ$453
includes taxes & fees
16 Sept - 17 Sept
Shore Beats Work!-Stunning view 3 from oceanfront new bikes Incl.

19. Coral Paradise, Ocean View, Couple's Seaside Retreat, Pool, Walk to Shops Dining

Coral Paradise, Ocean View, Couple's Seaside Retreat, Pool, Walk to Shops Dining
South End
10.0 out of 10, 12, (12 reviews)
"The villa is perfectly located within walking distance to Coligny Plaza and the provided wagon to take to the beach was wonderful! Will definitely stay again when I return to HHI!"
United States
Candice L.
The price is NZ$516
includes taxes & fees
15 Sept - 16 Sept
Coral Paradise, Ocean View, Couple's Seaside Retreat, Pool, Walk to Shops Dining

20. Direct Oceanfront: Million Dollar Sunrise Views & Steps to Coligny

Direct Oceanfront: Million Dollar Sunrise Views & Steps to Coligny
South End
9.2 out of 10, 321, (321 reviews)
"Wonderful view and convenient location. He condo was very clean. Will look to stay here again."
United States
Phillip C.
The price is NZ$547
includes taxes & fees
17 Sept - 18 Sept
Direct Oceanfront: Million Dollar Sunrise Views & Steps to Coligny
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$543 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?

Stunning Ocean View Vacation House with Private Pool, 1 Min From Beach!: This highly rated holiday home rental in Hilton Head Island offers a balcony, a BBQ and air conditioning 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. Make the most of books in this rental home to help you unwind. Other favourite homes for rent in Hilton Head Island are Custom Built GORGEOUS 5 Bedroom Sea Pines Home w/ Private Pool + Screen Porch and Private Pool 4 Bedroom 2 Bathroom South Forest Beach Home! Steps to the beach!!.

How many holiday rentals are there in Hilton Head Island?

With 984 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.