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, (696)
"Great place to stay"
Coral Sands Resorts by Palmera

Island Links Resort by Palmera

3.0 star property
9.2 out of 10, Wonderful, (282)
"Lovely location and property. The accommodation was spacious and quiet. The pool was wonderful and access to tennis and pickleball was nice. Front desk staff was helpful. I would stay again."
Island Links Resort by Palmera

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

Island Club

2.0 star property
8.6 out of 10, Excellent, (4)
"Overall great condo for the price with an excellent view of the ocean. The only problem we had was the elevator to our floor wasn't working on the first day that we arrived. "
Island Club

Marriott's Barony Beach Club

3.5 star property
9.4 out of 10, Exceptional, (236)
"Excellent Service."
The price is NZ$1,065
includes taxes & fees
2 May - 3 May
Marriott's Barony Beach Club

Hilton Head Island Beach and Tennis Resort

3.5 star property
8.6 out of 10, Excellent, (25)
"The property was wonderful! Ocean view from our balcony. Could walk to the beach and hang out (if weather was warmer). Our son was in a college tennis tournament on site and it was less than a 5 minute walk to the courts. Would definitely stay there again if we are going back next year for the same tournament."
Hilton Head Island Beach and Tennis Resort

Ocean Villa C358 - Pool, Elevator, Top Floor

9.6 out of 10, Exceptional, (40)
"Beautiful location. "
Ocean Villa C358 - Pool, Elevator, Top Floor

Bluewater Resort & Marina by Spinnaker Resorts

3.5 star property
9.6 out of 10, Exceptional, (131)
"The property was gated in. I felt safe. There were plenty of stores and restaurants near by. "
Bluewater Resort & Marina by Spinnaker Resorts

Brand New As seen on HGTV! Deluxe Beachfront Villa W Beautiful Ocean Front Views

9.0 out of 10, Wonderful, (80)
"The place was small "
The price is NZ$1,000
includes taxes & fees
1 May - 2 May
Brand New As seen on HGTV! Deluxe Beachfront Villa W Beautiful Ocean Front Views

Remodeled and Ready for Summer!! New pics! Wow!! Bike & Beach Gear Credit

10.0 out of 10, Exceptional, (19)
"Beautiful home and a great location. Property manager was very responsive and prompt. It was a wonderful vacation home."
Remodeled and Ready for Summer!! New pics! Wow!! Bike & Beach Gear Credit

Seawatch at Island Club

3.0 star property
9.2 out of 10, Wonderful, (23)
"Sensational. Lots of things to do on site. Safe. Beautiful location right on the beach. "
Seawatch at Island Club

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

9.8 out of 10, Exceptional, (213)
"Great location. Loved the bikes. Perfect for a quick getaway for 2. The property manager was quick to answer any questions. Would definitely stay again. "
OCEAN VIEW! Coligny Area! UPDATED~1 BD, 1 BA ~2 Bikes! #113

Ocean Villa B240 - 2nd Floor Balcony Views

9.6 out of 10, Exceptional, (45)
"My husband and I had a 4 night stay at the Hilton Head Island Beach and Tennis Club. The one bedroom condo really was great and met our needs! This was our very first visit to the Island and our main draw was the RBC Golf tournament at Harbor Town which was a terrific and fun experience in itself!!! The morning walks on the beach will certainly be missed as we head back to Michigan. I wish we would have known ahead of time that towels were not available at the pool, overall it was a wonderful...
Ocean Villa B240 - 2nd Floor Balcony Views

Marriott's Grande Ocean

3.5 star property
9.4 out of 10, Exceptional, (159)
"My family had a great stay at the Ocean Grande. The villa was very spacious with two bedrooms, a large living area, kitchen and dining area with a nice size outdoor deck. The beach view and interior garden area views were very nice. The property was in very good condition. We will be back."
The price is NZ$1,289
includes taxes & fees
2 May - 3 May
Marriott's Grande Ocean

Marriott's Monarch at Sea Pines

3.0 star property
9.2 out of 10, Wonderful, (129)
"The Island is enjoyable but the property itself needs to be upgraded "
The price is NZ$943
includes taxes & fees
16 May - 17 May
Marriott's Monarch at Sea Pines

Stunning Sea Pines Treetop Oasis Deck & Grill with short walk to Harbourtown

10.0 out of 10, Exceptional, (41)
"Great Place for Golf and enjoying Sea Pines. "
The price is NZ$647
includes taxes & fees
17 May - 18 May
Stunning Sea Pines Treetop Oasis Deck & Grill with short walk to Harbourtown

Private Beach Access, Indoor pool, jacuzzi, 2 outdoor pools

8.8 out of 10, Excellent, (88)
"My husband and I enjoyed our overnight stay. The property was clean, quiet and just a quick little walk to the beach. The only issue that we had was that we had been informed that we needed to bring cash to purchase the parking pass or else we'd be ticketed. It needed to be in cash because the guardhouse only accepted cash. We got there to find out that, that they didnt accept cash and the price had gone up to 25. We feel that the 25 shouldve been included in the price of the stay and the...
The price is NZ$467
includes taxes & fees
6 May - 7 May
Private Beach Access, Indoor pool, jacuzzi, 2 outdoor pools

Spring Discounts at Modern, Renovated Oceanview Condo on the Beach!

10.0 out of 10, Exceptional, (12)
"We had a great stay at this location! The property is very clean and the host is very fast with responses. Check in is easy. Both pools and beach are walking distance. Pools are clean as well. Our family enjoyed it and our 5 year old loved his own little bunk bed area. Im a clean freak so trust me when I say this property was CLEAN. We will be staying again for sure. "
Spring Discounts at Modern, Renovated Oceanview Condo on the Beach!

Admirals Row 306: True Direct Oceanfront W/Panoramic Oceanview

8.8 out of 10, Excellent, (134)
"We spent 5 nights and we have no complaints . Great view and location. The unit is smaller but perfect for 2 people and maybe 2 younger children. "
Admirals Row 306: True Direct Oceanfront W/Panoramic Oceanview

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

9.8 out of 10, Exceptional, (169)
"We booked a quick spring break trip to Hilton Head and came upon this listing. The condo is small but was perfect for our needs especially as a last minute booking. The plus was having access to Hilton Grand Vacations. Parking can be a bit much after a certain hour at night but it all worked out just fine. The condo was very clean and cozy. Great location and great view of the beach from our patio. The only issue for us were the bunk beds for my kids. I have two teens who are tall. The...
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

Beach House Resort Hilton Head

4.0 star property
8.8 out of 10, Excellent, (579)
"Property was okay- I was expecting more since it’s titled “resort”. Overall staff was friendly, helpful and amenities were just fine. "
The price is NZ$493
includes taxes & fees
11 May - 12 May
Beach House Resort Hilton Head

The Westin Hilton Head Island Resort & Spa

4.0 star property
8.4 out of 10, Very good, (1007)
"The staff"
The price is NZ$624
includes taxes & fees
26 May - 27 May
The Westin Hilton Head Island Resort & Spa

Sonesta Resort Hilton Head Island

4.0 star property
8.4 out of 10, Very good, (1009)
"Unfortunately pool area an bar were under construction and very noisy "
The price is NZ$565
includes taxes & fees
11 May - 12 May
Sonesta Resort Hilton Head Island
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 Stunning Sea Pines Treetop Oasis Deck & Grill with short walk to Harbourtown.

How many holiday rentals are there in Hilton Head Island?

With 2772 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.