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, (609)
"Location, location, location This place is walkable distance to the beach has plenty of restaurants around and large grocery store nearby Very nice spacious clean place with great set up of balcony, dining and full fully loaded kitchen, large pool and plenty activities to do Like indoor games"
Coral Sands Resorts by Palmera

Marriott's Barony Beach Club

3.5 star property
9.6 out of 10, Exceptional, (234)
"Everything was great"
The price is NZ$423
includes taxes & fees
4 Feb - 5 Feb
Marriott's Barony Beach Club

14 Laughing Gull - FRIDAY TO FRIDAY BOOKINGS! SEA PINES LUXURY OCEANFRONT!

9.8 out of 10, Exceptional, (13)
"Stayed for the Thanksgiving holiday with my extended family of 15. Communication with the host was easy, the house was in excellent condition and the location right on the beautiful beach was a huge bonus. The house is huge but a funky layout. Only 6 of the bedrooms have bathrooms, because the master suite has 2 full Bathrooms. Would definitely suggest this house. Loved our stay. "
14 Laughing Gull - FRIDAY TO FRIDAY BOOKINGS! SEA PINES LUXURY OCEANFRONT!

Island Links Resort by Palmera

3.0 star property
9.2 out of 10, Wonderful, (260)
"Very close to car show field easy walk. There were a few maintenance issues but nothing major."
Island Links Resort by Palmera

5th Villa to Beach Remodeled for 2021- Steps to Open Beach ** SLEEPS 7 **

9.6 out of 10, Exceptional, (187)
"We had a brief but comfortable stay at this unit. The upgraded kitchen and bathroom were a nice touch. The check in process was seamless. For two people, the unit and location provided everything we needed to escape for a couple of days. What made this stay stand out was the communication with the owner. Their communication was not just timely, but proactive. They reached out regularly to make sure our stay met our expectations and were responsive to our questions and comments. We would stay...
The price is NZ$445
includes taxes & fees
26 Jan - 27 Jan
5th Villa to Beach Remodeled for 2021- Steps to Open Beach ** SLEEPS 7 **

Marriott's Grande Ocean

3.5 star property
9.4 out of 10, Exceptional, (152)
"Enjoyed our stay. Top notch."
The price is NZ$506
includes taxes & fees
23 Jan - 24 Jan
Marriott's Grande Ocean

Bluewater Resort & Marina by Spinnaker Resorts

3.5 star property
9.6 out of 10, Exceptional, (128)
"Perfect. Beautiful resort and really lovely unit. We had a 3 bedroom and it is huge. Was able to host our Christmas get together and the views are beautiful. Can’t imagine a negative comment…"
Bluewater Resort & Marina by Spinnaker Resorts

Elegance at the beach -Ocean View Villa, Gorgeous! float in...

9.8 out of 10, Exceptional, (66)
"Property was clean. Host was fantastic and very responsive. It had everything I needed to be comfortable. Will definitely book again if I’m in the area! "
Elegance at the beach -Ocean View Villa, Gorgeous! float in...

Cozy, Private, Gated, Hilton Head Location with Great Views. Steps to the beach

9.4 out of 10, Exceptional, (199)
"Homey and relaxing. Wish there was more time for a longer stay. "
Cozy, Private, Gated, Hilton Head Location with Great Views. Steps to the beach

LUXURY OCEAN VIEW VILLA - NEWLY UPDATED FOR 2025, - 2 BIKES INC, BEACH RESORT

10.0 out of 10, Exceptional, (305)
"The villa was clean, cute, had everything we needed, and was in a perfect location. We would stay again. "
LUXURY OCEAN VIEW VILLA - NEWLY UPDATED FOR 2025, - 2 BIKES INC, BEACH RESORT

Gorgeous View and just steps to the Beach!

9.6 out of 10, Exceptional, (187)
"We had a relaxing stay on Hilton Head Island. We loved the slower, more relaxed pace at the north end of the island. We walked around the tidal flats for hours when the tide was out. There are also busier white sand beaches 10-15 minutes away. There is so much to do in the area. We spent one day in Savannah. The only negative was we had difficulty regulating the water temperature in the shower in the mornings. Otherwise, the condo was very comfortable and had everything we needed. "
Gorgeous View and just steps to the Beach!

DIRECT OCEANFRONT with Million Dollar Views Top Floor/end unit

9.4 out of 10, Exceptional, (246)
"Loved the location, both in closeness to the beach, as well as location on the island. However, several items in the condo needatte attention. "
DIRECT OCEANFRONT with Million Dollar Views Top Floor/end unit

Renovated Oceanview End Unit w/ Use of Hilton Ocean Oak Resort and Amenities

10.0 out of 10, Exceptional, (53)
"Great location; easy access to beach and walking distance to restaurants. We do a lot of walking! Very quiet, not crowded, but it’s the off season. Would like more subdued lighting in the living room. We’re not big TV watchers but like to read. Nice remodel. "
Renovated Oceanview End Unit w/ Use of Hilton Ocean Oak Resort and Amenities

Beautiful, Full Remodel! 2 Bd/2 Bath, 1st Floor, Secluded, Closest To Beach

9.8 out of 10, Exceptional, (165)
"The unit was just as described. It was very comfortable and the property manager communications were timely and helpful. The extra touches within the unit were very welcoming. I would definitely rent again."
Beautiful, Full Remodel! 2 Bd/2 Bath, 1st Floor, Secluded, Closest To Beach

Townhome with pool - a short walk to Coligny beach, restaurants, shops & more!

10.0 out of 10, Exceptional, (16)
"Great location with plenty to eat in the area along with shopping."
The price is NZ$781
includes taxes & fees
29 Jan - 30 Jan
Townhome with pool - a short walk to Coligny beach, restaurants, shops & more!

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

9.8 out of 10, Exceptional, (201)
"Lovely property in a great area. Very clean, excellent instructions on how to get there, parking, access to condo..... beautiful view from balcony and a great deck on beach side of building that we used a lot. Kitchen well equipped. Would very much recommend. "
OCEAN VIEW! Coligny Area! UPDATED~1 BD, 1 BA ~2 Bikes! #113

Recently updated First Floor Condo Tennis- Pool- Pickle Ball -Walk to the Beach!

9.6 out of 10, Exceptional, (22)
"We enjoyed our January stay. Property was as advertised. Very clean and convenient location. "
Recently updated First Floor Condo Tennis- Pool- Pickle Ball -Walk to the Beach!

Steps from the ocean

9.2 out of 10, Wonderful, (70)
"Loved the stay. Property was nice and clean and somewhat close to where we wanted to be. "
Steps from the ocean

Beautifully Decorated, 1st Fl. Retreat! Steps to the beach. Spa On Port Royal

9.4 out of 10, Exceptional, (202)
"Perfect spot, So close to the beach accessible and comfortable "
Beautifully Decorated, 1st Fl. Retreat! Steps to the beach. Spa On Port Royal

Ocean view - Beautiful Penthouse Condo - Large heated pools & Hot Tubs!

9.8 out of 10, Exceptional, (162)
"My kids and I enjoyed our stay at the Carolina Beach Club. Our favorite part was all the amenities to keep us busy in the winter. "
Ocean view - Beautiful Penthouse Condo - Large heated pools & Hot Tubs!
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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Other types of properties in Hilton Head Island you may be interested in

Sonesta Resort Hilton Head Island

4.0 star property
8.4 out of 10, Very good, (1005)
"Property under renovation but it wasn’t too inconvenient. Breakfast was good. Staff at restaurant not very welcoming or friendly. Rooms very nice, modern, clean. Location awesome!! The walk around the resort and the beach within walking distance was everything!! Our room was a balcony view of the resort and the ocean…LOVED it!! Will definitely book again in the summer"
The price is NZ$349
includes taxes & fees
26 Jan - 27 Jan
Sonesta Resort Hilton Head Island

Beach House Resort Hilton Head

4.0 star property
8.8 out of 10, Excellent, (418)
"Beautiful property! Staff was nothing but amazing!"
The price is NZ$292
includes taxes & fees
28 Jan - 29 Jan
Beach House Resort Hilton Head

Omni Hilton Head Oceanfront Resort

4.0 star property
9.0 out of 10, Wonderful, (1003)
"Gorgeous wedding destination combining elegance with beauty. Its beachfront location provides gorgeous ocean views. The wedding was picturesque and romantic. Very satisfied with the attentive service, shuttle that made an unforgettable experience. "
The price is NZ$428
includes taxes & fees
12 Feb - 13 Feb
Omni Hilton Head Oceanfront Resort
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.

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?

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 14 Laughing Gull - FRIDAY TO FRIDAY BOOKINGS! SEA PINES LUXURY OCEANFRONT! and Townhome with pool - a short walk to Coligny beach, restaurants, shops & more! .

How many holiday rentals are there in Hilton Head Island?

With 2757 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. Other places in town to visit include Shipyard Golf Course and Coligny Plaza.

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.