Holiday Rentals in Hilton Head Island

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Holiday Rentals in Hilton Head Island

Coral Sands Resorts by Palmera

3.5 star property
9.4 out of 10, Exceptional, (822)
"Great place "
Coral Sands Resorts by Palmera

Island Links Resort by Palmera

3.0 star property
9.4 out of 10, Exceptional, (319)
"This was a great place to stay with our family! Pools were fun, condo was clean & nice, and beach was just a few minutes away! (The free shuttle was great too!) "
Island Links Resort by Palmera

Marriott's Barony Beach Club

3.5 star property
9.6 out of 10, Exceptional, (238)
"Great place for vacation on the beach, nice, clean and quiet areas "
The price is €426
includes taxes & fees
10 Sept - 11 Sept
Marriott's Barony Beach Club

Sunset Rentals | Duck Hawk 27

10.0 out of 10, Exceptional, (18)
"We loved getting to stay in this home. The location was perfect and the home was even better than we expected! We loved it and felt at home. "
Sunset Rentals | Duck Hawk 27

Marriott's Grande Ocean

3.5 star property
9.4 out of 10, Exceptional, (162)
"Great hotel"
The price is €464
includes taxes & fees
10 Sept - 11 Sept
Marriott's Grande Ocean

Marriott's Monarch at Sea Pines

3.0 star property
9.2 out of 10, Wonderful, (129)
"Great stay "
The price is €441
includes taxes & fees
10 Sept - 11 Sept
Marriott's Monarch at Sea Pines

Heated Pool, & Spa, Elevator,Pinball,Arcade, Nursery, Sauna- Avail Jul 26th week

10.0 out of 10, Exceptional, (32)
"15 family members stayed at this home to celebrate my 60th BD. The house was equipped with everything and more. So inviting, comfortable and spacious. The owner was super responsive and very helpful. Already planning a return stay."
Heated Pool, & Spa, Elevator,Pinball,Arcade, Nursery, Sauna- Avail Jul 26th week

Hilton Head Island Beach and Tennis Resort

3.5 star property
8.4 out of 10, Very good, (32)
"The property was clean and well furnished and accessible to the beach and other amenities."
Hilton Head Island Beach and Tennis Resort

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

9.8 out of 10, Exceptional, (74)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Great stay ... very good location"
Custom Built GORGEOUS 5 Bedroom Sea Pines Home w/ Private Pool + Screen Porch

Relax in your Private Oceanfront Paradise. Spacious Luxury, Awe-Inspiring Views.

9.6 out of 10, Exceptional, (80)
"We visited for a wedding and this spot was perfect - although a little chilly in Feb it felt great to walk on the beach with the dogs and enjoy the salt air. The location, backyard landscaping and beach access are the best. The house was very comfortable, clean and lots of options for sitting and sleeping. We would definitely stay here again."
Relax in your Private Oceanfront Paradise. Spacious Luxury, Awe-Inspiring Views.

Marriott's Harbour Club

3.5 star property
9.0 out of 10, Wonderful, (59)
"Outstanding "
The price is €240
includes taxes & fees
1 Sept - 2 Sept
Marriott's Harbour Club

Players Club Resort

4.0 star property
8.4 out of 10, Very good, (7)
"Clean, safe, and relaxing location. Enjoyed the beach and local restaurants. "
The price is €166
includes taxes & fees
5 Sept - 6 Sept
Players Club Resort

Ocean Walk by VTrips

3.5 star property
9.6 out of 10, Exceptional, (4)
"Our condo was amazing. Very clean, quiet and homey. Would definitely stay again."
Ocean Walk by VTrips

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

9.8 out of 10, Exceptional, (173)
"Large, comfortable home with great proximity to beach. Lots of beach and pool toys. Pool was amazing. Really good communication with host."
37 Bradley Beach; Largest Pool & Deck on the block! Great rates & reviews!

NEW Oceanfront estate, Sleeps16, Accepting Reservations now

9.6 out of 10, Exceptional, (5)
"Great house for multiple families. BestNest provided everything we needed and wanted. Would definitely rent again!"
NEW Oceanfront estate, Sleeps16, Accepting Reservations now

Private Pool 4 Bedroom 2 Bathroom South Forest Beach Home! 2023 Remodel!

9.8 out of 10, Exceptional, (103)
"Beautiful beach house in such an ideal location! Owners are very quick at responding to any questions and the accommodations make so much sense whether traveling with adults or families with kids, everyone’s bound to have a great time! "
Private Pool 4 Bedroom 2 Bathroom South Forest Beach Home! 2023 Remodel!

Bluewater Resort & Marina by Spinnaker Resorts

3.5 star property
9.6 out of 10, Exceptional, (133)
"The property was very clean and well kept."
Bluewater Resort & Marina by Spinnaker Resorts

Direct Oceanfront Luxury Home, Large Private Pool and Spa, Elevator, Concierge!

10.0 out of 10, Exceptional, (155)
"We had the best week spent on the beach and in the pool. This was our second time staying in this house and we will definitely be back. "
Direct Oceanfront Luxury Home, Large Private Pool and Spa, Elevator, Concierge!

OCEAN VIEW! Coligny Area! UPDATED~1 BD, 1 BA ~2 Bikes! #113

9.8 out of 10, Exceptional, (239)
"This condo was clean, the bed comfortable and decor was nicely done. "
OCEAN VIEW! Coligny Area! UPDATED~1 BD, 1 BA ~2 Bikes! #113

Experience autumn specials! Ask about discounts. 5BR, private backyard & pool.

10.0 out of 10, Exceptional, (158)
"The host was very responsive to our questions & needs. The house was well equipped for our stay. Easy walk to the beach and the kids loved the heated pool. "
Experience autumn specials! Ask about discounts. 5BR, private backyard & 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

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, apart-hotels, 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 €166 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 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?

Marriott's Heritage Club: This highly rated holiday home rental in Hilton Head Island is located in the historical district, and has an outdoor pool, a patio and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Kick off your shoes and enjoy yourself with a selection of games and 1 hot tub. Some other homes for rent in Hilton Head Island include Relax in your Private Oceanfront Paradise. Spacious Luxury, Awe-Inspiring Views. and Best location - 3 minute walk to semi-private beach! Heated pool. Dog Friendly. .

How many holiday rentals are there in Hilton Head Island?

With 2980 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.