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, (615)
"Was not happy with the check in process - they tried to immediately set up a meeting about a time share. Otherwise it was fine"
Coral Sands Resorts by Palmera

NEW Oceanfront estate, Sleeps16, Accepting Reservations now

10.0 out of 10, Exceptional, (1)
NEW Oceanfront estate, Sleeps16, Accepting Reservations now

Island Links Resort by Palmera

3.0 star property
9.2 out of 10, Wonderful, (262)
"I loved that it was nice relaxing getaways but still had options as far as games and other events happening if i wanted to take part. Definitely will be planning a trip back with the entire family."
Island Links Resort by Palmera

DIRECT OCEANFRONT with Million Dollar Views Top Floor/end unit

9.4 out of 10, Exceptional, (252)
"The view from this unit has a spectacular. The weather wasn't good for the beach, but it would have been easy to get to with the walkway just at the bottom of the stairs. Unit was furnished with all the necessities. Close to shopping and restaurants. "
The price is NZ$541
includes taxes & fees
23 Feb - 24 Feb
DIRECT OCEANFRONT with Million Dollar Views Top Floor/end unit

Marriott's Barony Beach Club

3.5 star property
9.6 out of 10, Exceptional, (234)
"Everything was great"
The price is NZ$556
includes taxes & fees
27 Feb - 28 Feb
Marriott's Barony Beach Club

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

9.8 out of 10, Exceptional, (201)
"The winter projects in the garage didn't bother us because we liked everything else. Lori and Scott were ready to help with any questions we had. We really liked having a tiny place that had everything. I called it the Thumbelina house. Bikes and walks were wonderful. Spectrum needs to make access to network easier....not the owners' faults. We already want to come back"
OCEAN VIEW! Coligny Area! UPDATED~1 BD, 1 BA ~2 Bikes! #113

Second Floor Ocean View - Steps from the Beach!!! 1 BD, 1 BA in a gated Resort

10.0 out of 10, Exceptional, (99)
"The unit was immaculate and very well appointed. Easy to communicate with owners"
Second Floor Ocean View - Steps from the Beach!!! 1 BD, 1 BA in a gated Resort

Beach Front With Ocean View

9.6 out of 10, Exceptional, (95)
"Nice apartment with a good location "
Beach Front With Ocean View

Seawatch at Island Club

3.0 star property
9.2 out of 10, Wonderful, (21)
"Sensational. Lots of things to do on site. Safe. Beautiful location right on the beach. "
Seawatch at Island Club

Marriott's Monarch at Sea Pines

3.0 star property
9.2 out of 10, Wonderful, (128)
"The Island is enjoyable but the property itself needs to be upgraded "
The price is NZ$636
includes taxes & fees
23 Feb - 24 Feb
Marriott's Monarch at Sea Pines

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

10.0 out of 10, Exceptional, (68)
"We had our adult children meet us in Hilton Head for a family vacation. We were very impressed by the home. It is a beautiful home and all of us had our own space and bathroom. The management team replied promptly to any questions/issues. Definitely would recommend! "
Custom Built GORGEOUS 5 Bedroom Sea Pines Home w/ Private Pool + Screen Porch

Hilton Head Island Beach and Tennis Resort

3.5 star property
8.6 out of 10, Excellent, (22)
"The property was well kept and very clean. We loved that the beach was walking distance. The property had everything we needed, even containers to store our food. We will indeed visit again."
Hilton Head Island Beach and Tennis Resort

Queens Grant Hilton Head Island

3.0 star property
10.0 out of 10, Exceptional, (1)
"It was a great location for everything we did. We felt safe in the neighborhood and there was always a parking spot close to the house. All in all it was great."
Queens Grant Hilton Head Island

Marriott's Grande Ocean

3.5 star property
9.4 out of 10, Exceptional, (155)
"Great hotel"
The price is NZ$691
includes taxes & fees
26 Feb - 27 Feb
Marriott's Grande Ocean

Ocean Villa C358 - Pool, Elevator, Top Floor

9.6 out of 10, Exceptional, (31)
"Nice room just as advertised kitchen had everything you need. We enjoyed sitting on the balcony with our coffee. "
Ocean Villa C358 - Pool, Elevator, Top Floor

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

10.0 out of 10, Exceptional, (305)
"What a beautiful villa! My husband and I stayed here for a week in January. Very well-appointed condo. The attention to detail is superb with everything we needed from comfortable bedding to kitchenware, down to paper towels, dish soap and beach chairs! Tracey and Steve have used every inch of the layout of this condo purposefully with the guest in mind. Exceptionally clean and fresh! The bed and pillows were extremely comfortable, just the right amount of firmness. Plenty of storage space for...
LUXURY OCEAN VIEW VILLA - NEWLY UPDATED FOR 2025, - 2 BIKES INC, BEACH RESORT

One-level home, screened porch, close to beach/bike paths, dining and shopping

9.8 out of 10, Exceptional, (43)
"I had friends come in from all over the country to celebrate my birthday. The house was perfect for all of us! We had a lovely time."
One-level home, screened porch, close to beach/bike paths, dining and shopping

Gorgeous View and just steps to the Beach!

9.6 out of 10, Exceptional, (189)
"Our recent stay at The Spa on Hilton Head Island was truly one for the books! The location is excellent—just steps from a beautiful sandy beach overlooking the Port Royal Sound. Plus, the proximity to shopping and restaurants is a great bonus.The condo itself is immaculate! It has been completely upgraded with cozy furniture and a well-equipped kitchen. The linens and towels are provided for both bedrooms and bathrooms, and the owner even supplies beach chairs and toys in a storage container.For...
Gorgeous View and just steps to the Beach!

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

True DIRECT Oceanfront - Admiral's Row 305 - Right on the Beach! Best View!

9.8 out of 10, Exceptional, (177)
"The Condo has a beautiful setting on the 3rd floor over looking the Atlantic Ocean. Sunrises were beyond beautiful. The condo is nicely decorated, just a little dated. We loved our 3 days with nice long walks on the beach. We had a beautiful New Year’s Day BBQ dinner with our daughter and boyfriend who were staying in another unit in the same building. The Charcoal BBQ’s on site were a nice addition. We immensely enjoyed our dinner with the dusk settling in, with the sound of the waves and fresh...
True DIRECT Oceanfront - Admiral's Row 305 - Right on the Beach! Best View!
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, (1007)
"A lot of construction is happening right now. Woke up both mornings to sledgehammers! Not sure if it was bc I reserved my room through Expedia, but they gave me the furthest room available! The hotel wasn’t busy, not sure why the distance was necessary"
The price is NZ$447
includes taxes & fees
23 Feb - 24 Feb
Sonesta Resort Hilton Head Island

Beach House Resort Hilton Head

4.0 star property
8.8 out of 10, Excellent, (459)
"Great lively spot on popular beach, near restaurants and stores."
The price is NZ$349
includes taxes & fees
1 Mar - 2 Mar
Beach House Resort Hilton Head

Omni Hilton Head Oceanfront Resort

4.0 star property
9.0 out of 10, Wonderful, (1003)
"The Omni is a lovely property and a great place to enjoy some time on HHI. This visit (I have been many times), I found the front desk people to be less than welcoming and inviting. Otherwise it was a nice visit."
The price is NZ$593
includes taxes & fees
24 Feb - 25 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 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. Another good choice for your trip to Hilton Head Island is One-level home, screened porch, close to beach/bike paths, dining and shopping.

How many holiday rentals are there in Hilton Head Island?

With 2767 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.