Hilton Head Island Holiday Rentals

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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, (803)
"Great place for families to stay. Close to everything and great amenities!"
Coral Sands Resorts by Palmera

Island Links Resort by Palmera

3.0 star property
9.4 out of 10, Exceptional, (311)
"Great place to stay. Kids really enjoy it. Staff were amazing! Golf courses around were fantastic."
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 AU$767
includes taxes & fees
1 Sept - 2 Sept
Marriott's Barony Beach Club

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

Marriott's Monarch at Sea Pines

3.0 star property
9.2 out of 10, Wonderful, (129)
"Great stay "
The price is AU$794
includes taxes & fees
2 Sept - 3 Sept
Marriott's Monarch at Sea Pines

Marriott's Grande Ocean

3.5 star property
9.4 out of 10, Exceptional, (161)
"We had so much fun. The pools were clean and fun for grandchildren. I would definitely stay again "
The price is AU$1,044
includes taxes & fees
2 Sept - 3 Sept
Marriott's Grande Ocean

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

10.0 out of 10, Exceptional, (73)
"Great home "
Custom Built GORGEOUS 5 Bedroom Sea Pines Home w/ Private Pool + Screen Porch

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

10.0 out of 10, Exceptional, (154)
"Great property and location. "
Direct Oceanfront Luxury Home, Large Private Pool and Spa, Elevator, Concierge!

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. "
Players Club Resort

2nd Row Ocean - 89 Steps to the Beach - 22 Green Heron RD

9.0 out of 10, Wonderful, (11)
"Excellent location.Very nice propertySome aspects needed updating: grill, pans, outdoor furniture"
2nd Row Ocean - 89 Steps to the Beach - 22 Green Heron RD

NEW Oceanfront estate, Sleeps16, Accepting Reservations now

9.6 out of 10, Exceptional, (5)
"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: We had an outstanding stay with our adult children. The home was stunning, the location perfect, and everything we could possibly need was supplied. Beverly, Rodel, and Amanda all responded to our questions promptly and checked in to make sure our...
NEW Oceanfront estate, Sleeps16, Accepting Reservations now

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.

Bluewater Resort & Marina by Spinnaker Resorts

3.5 star property
9.6 out of 10, Exceptional, (132)
"The property was very clean and well kept."
Bluewater Resort & Marina by Spinnaker Resorts

Ocean Walk by VTrips

3.5 star property
9.4 out of 10, Exceptional, (3)
"Our condo was amazing. Very clean, quiet and homey. Would definitely stay again."
Ocean Walk by VTrips

Marriott's Heritage Club

3.5 star property
9.4 out of 10, Exceptional, (65)
"Clean and comfortable "
The price is AU$529
includes taxes & fees
5 Sept - 6 Sept
Marriott's Heritage Club

Charming oceanfront home with brand new renovations and private pool & spa

9.4 out of 10, Exceptional, (35)
"14 of us stayed and enjoyed the property for a week. Great place to stay!"
Charming oceanfront home with brand new renovations and private pool & spa

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

10.0 out of 10, Exceptional, (71)
"Really enjoyed our stay. The house and location were perfect!"
Classic, OCEANFRONT 4 Bedroom Forest Beach Home -Dog Friendly w/ Private Pool

Ocean View Condo - Perfect location! 2 BR 2 BA

9.8 out of 10, Exceptional, (84)
"This was the perfect day trip for a quick reset. Sunrise was stunning, the view was amazing, the VRBO was clean, welcoming, and well-kept "
The price is AU$609
includes taxes & fees
18 Aug - 19 Aug
Ocean View Condo - Perfect location! 2 BR 2 BA

Aug 30th wk features a special deal. Inquire about details!

10.0 out of 10, Exceptional, (157)
"Best VRBO experience ever made possible by super host. "
Aug 30th wk features a special deal. Inquire about details!
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

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 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. Another good choice for your trip to Hilton Head Island is Spacious Upscale Home with Direct Private Access to the Beach and Heated Pool!.

How many holiday rentals are there in Hilton Head Island?

With 2978 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.