Hilton Head Island Holiday Rentals

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Holiday Rentals in Hilton Head Island

Coral Sands Resorts by Palmera

3.5 star property
South End
9.4 out of 10, Exceptional, (864)
"The property was great & no problem with parking, the room was clean & very nice, it was quiet, the bed was sooo comfy!! We will definitely be back next summer!!!"
United States
Dianne
Coral Sands Resorts by Palmera

Island Links Resort by Palmera

3.0 star property
Mid Island
9.4 out of 10, Exceptional, (325)
"Nice resort and enjoyed our stay"
United States
Lisa
Island Links Resort by Palmera

Sunset Rentals | Duck Hawk 27

Sea Pines
10.0 out of 10, Exceptional, (18)
"Great family home"
United States
Harpreet G.
Sunset Rentals | Duck Hawk 27

Marriott's Grande Ocean

3.5 star property
South End
9.4 out of 10, Exceptional, (163)
"Great hotel"
United States
WOOJIN
The price is NZ$425
includes taxes & fees
30 Nov - 1 Dec
Marriott's Grande Ocean

Island Escape! Pool, Elevator, Pinball, Foosball, Arcade, Nursery,Infrared Sauna

Mid Island
10.0 out of 10, Exceptional, (34)
"What a wonderful stay! Island Escape is the favorite house that our golf group has ever stayed in. With a convenient location in Palmetto Dunes, the house is super clean, comfortable, expertly furnished, and roomy. The multiple outdoor living areas are a bonus! We thoroughly enjoyed our stay- and would love to return!"
United States
George K.
Island Escape! Pool, Elevator, Pinball, Foosball, Arcade, Nursery,Infrared Sauna

Marriott's Barony Beach Club

3.5 star property
Mid Island
9.6 out of 10, Exceptional, (239)
"Great place for vacation on the beach, nice, clean and quiet areas "
United States
Larisa
The price is NZ$357
includes taxes & fees
30 Nov - 1 Dec
Marriott's Barony Beach Club

Players Club Resort

4.0 star property
South End
8.0 out of 10, Very good, (10)
"I stayed for 1 night an checked out the following morning an the property refused to refund me back my money for the night the unused night that I didn’t stay."
United States
Olivia
The price is NZ$290
includes taxes & fees
5 Dec - 6 Dec
Players Club Resort

Marriott's Monarch at Sea Pines

3.0 star property
Sea Pines
9.2 out of 10, Wonderful, (129)
"Great stay "
United States
Ashalon
The price is NZ$387
includes taxes & fees
30 Nov - 1 Dec
Marriott's Monarch at Sea Pines

Private Pool 4 Bedroom 2 Bathroom South Forest Beach Home! Steps to the beach!!

South End
9.8 out of 10, Exceptional, (107)
"Best location and just what we needed for two families with kids ranging from 18 to 2. Separate spaces for everyone! We all really enjoyed our vacation together! "
United States
James W.
Private Pool 4 Bedroom 2 Bathroom South Forest Beach Home! Steps to the beach!!

Marriott's Harbour Club

3.5 star property
Sea Pines
9.0 out of 10, Wonderful, (60)
"Villa provided a perfect accommodation for adult children with parents- full kitchen was stocked with everything you need. Most kitchen items looked brand new! So close to Harbour Town shops and restaurants! It’s very quiet and the property is laid out to make even the balcony private! "
United States
Suzanna
The price is NZ$309
includes taxes & fees
30 Nov - 1 Dec
Marriott's Harbour Club

Bluewater Resort & Marina by Spinnaker Resorts

3.5 star property
North End
9.6 out of 10, Exceptional, (136)
"The place was very beautiful and comfortable!"
United States
Anonymous traveller
Bluewater Resort & Marina by Spinnaker Resorts

Spacious Upscale Home with Direct Private Access to the Beach and Heated Pool!

South End
9.8 out of 10, Exceptional, (75)
"Great location & weather, and the house was everything we hoped for!"
United States
Peter B.
Spacious Upscale Home with Direct Private Access to the Beach and Heated Pool!

SEA PINES, RECENTLY UPDATED, PRIVATE POOL, GAME ROOM FOR ADULTS AND KIDS

Sea Pines
10.0 out of 10, Exceptional, (100)
"Very spacious and comfortable house with tons of nice amenities. Walkable and bikeable to Harbor Town and other shopping and restaurants."
United States
Sarah F.
SEA PINES, RECENTLY UPDATED, PRIVATE POOL, GAME ROOM FOR ADULTS AND KIDS

Ocean Walk by VTrips

3.5 star property
South End
9.6 out of 10, Exceptional, (4)
"This was the perfect little condo. Although it says it sleeps 6 and theres no way id try to put 6 people in there. But we had a great week and this place was very clean and very comfortable."
United States
Steven
Ocean Walk by VTrips

37 Bradley Beach; Largest Pool & Deck on the block! Great rates & reviews!

Mid Island
9.8 out of 10, Exceptional, (174)
"Very clean house, well equiped kitchen, comfortable beds, nice pool (lots of pool and beach toys for the kids) short walk to the beach. Nightlights in all the bathrooms and lots of hangers in the closets were a nice touch. Perfect amount of bedrooms and beds for the family "
United States
Maureen H.
37 Bradley Beach; Largest Pool & Deck on the block! Great rates & reviews!

Custom Built GORGEOUS 5 Bedroom Sea Pines Home w/ Private Pool + Screen Porch

Sea Pines
9.8 out of 10, Exceptional, (76)
"I stay here was wonderful. We loved having a pool to come to after spending the day at the beach loved being on the golf course and love the convenience of renting bikes and having them delivered to the house. Everything was perfect. My only comment is I would look into changing the mattresses, especially in the main bedroom they are quite soft, but that being said we still loved our vacation and would definitely stay here again"
United States
Sharon C.
Custom Built GORGEOUS 5 Bedroom Sea Pines Home w/ Private Pool + Screen Porch

Classic, OCEANFRONT 4 Bedroom Forest Beach Home -Dog Friendly w/ Private Pool

South End
10.0 out of 10, Exceptional, (74)
"Clean, all the basics, great property management "
United States
Kate G.
Classic, OCEANFRONT 4 Bedroom Forest Beach Home -Dog Friendly w/ Private Pool

2nd Row luxury home with pool, tiki bar, private beach boardwalk- 30 Knotts Way

South End
9.8 out of 10, Exceptional, (52)
"We had a wonderful week with our family at 30 Knotts Way! The house was spacious and comfortable. Brian was very responsive to several small issues that arose. The reason I can’t give 5 stars overall is due to the poor condition of the outside deck. The Tiki bar and pool area is what attracted me most to the house as we spend the majority of our time outside. The deck has many boards that are loose and lifting up, and some areas where nails were popping up. Again, when I raised this issue...
United States
Andrew L.
2nd Row luxury home with pool, tiki bar, private beach boardwalk- 30 Knotts Way

DIRECT OCEANFRONT with Million Dollar Views Top Floor/end unit

South End
9.2 out of 10, Wonderful, (285)
"Great location and breathtaking view."
United States
Dewitt L.
DIRECT OCEANFRONT with Million Dollar Views Top Floor/end unit

RENOVATED! Seaside Villas 1 BDRM, 1 BA, 2 Free Bikes! Great Ocean Views! #129

South End
9.6 out of 10, Exceptional, (52)
"Everything was great"
United States
Donald W.
RENOVATED! Seaside Villas 1 BDRM, 1 BA, 2 Free Bikes! Great Ocean Views! #129
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$290 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. 

Frequently asked questions

Are there holiday rentals in Hilton Head Island?

Yes, there are holiday rentals in Hilton Head Island close to Hilton Head Zipline, 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?

Marriott's Harbour Club: This highly rated holiday home rental in Hilton Head Island is located near the beach, and has an outdoor pool, a balcony and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. You can relax into your holiday with a selection of games and 1 hot tub. Some other homes for rent in Hilton Head Island include Private Pool 4 Bedroom 2 Bathroom South Forest Beach Home! Steps to the beach!! and Island Escape! Pool, Elevator, Pinball, Foosball, Arcade, Nursery,Infrared Sauna.

How many holiday rentals are there in Hilton Head Island?

With 2916 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.