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, (832)
"Perfect for a family getaway"
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 €293
includes taxes & fees
30 Sept - 1 Oct
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, (163)
"We had so much fun. The pools were clean and fun for grandchildren. I would definitely stay again "
The price is €461
includes taxes & fees
3 Oct - 4 Oct
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 €439
includes taxes & fees
3 Oct - 4 Oct
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

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 €165
includes taxes & fees
5 Sept - 6 Sept
Players Club Resort

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

9.8 out of 10, Exceptional, (75)
"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

Marriott's Harbour Club

3.5 star property
9.0 out of 10, Wonderful, (59)
"Outstanding "
The price is €248
includes taxes & fees
28 Sept - 29 Sept
Marriott's Harbour Club

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

Ocean View Villa with Amazing Resort Amenities -- just steps from the beach!!!

9.4 out of 10, Exceptional, (196)
"We enjoyed our stay and access to the Hilton was awesome."
The price is €338
includes taxes & fees
8 Sept - 9 Sept
Ocean View Villa with Amazing Resort Amenities -- just steps from the beach!!!

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

9.8 out of 10, Exceptional, (241)
"Enjoyed the beautiful beach as usual. The proximity to the beach is fantastic."
OCEAN VIEW! Coligny Area! UPDATED~1 BD, 1 BA ~2 Bikes! #113

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!

1 minute to the Beach-New flooring-updated decor and pool area-FREE Pool Heat!

9.0 out of 10, Wonderful, (77)
"Our family enjoyed our stay at Hilton Head. The house is so large, and it was nice to spread out and have plenty of parking. The location is amazing - a short walk to the beach. The house is a bit dated, but the beds are comfortable and all the appliances worked great. It was very dog friendly. We enjoyed having a private pool. We would stay here again. "
1 minute to the Beach-New flooring-updated decor and pool area-FREE Pool Heat!

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

9.8 out of 10, Exceptional, (104)
"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
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 €165 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 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 Relax in your Private Oceanfront Paradise. Spacious Luxury, Awe-Inspiring Views. and Private Pool 4 Bedroom 2 Bathroom South Forest Beach Home! 2023 Remodel!.

How many holiday rentals are there in Hilton Head Island?

With 2948 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.