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, (633)
"The room was excellent. It was perfect for us with two kids. The information provided ahead of time was also very helpful. We ended up arriving late and getting set up was easy. We'd happily stay again."
Coral Sands Resorts by Palmera

Island Links Resort by Palmera

3.0 star property
9.2 out of 10, Wonderful, (265)
" Very quiet, the condo was well equipped with everything you need and well maintained. We will come back again. "
Island Links Resort by Palmera

Cozy dog-friendly home with free WiFi & private pool for a relaxing stay

9.2 out of 10, Wonderful, (66)
"Absolutely tremendous place for your family."
Cozy dog-friendly home with free WiFi & private pool for a relaxing stay

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
"Condo was less than expected. Fans in bathroom didn't work or when they did i was waiting for a fire. Every step the upstairs neighbors took could be heard, not to mention the squeeking floor. The hot tub is supposed to be 18+ only, but every evening a group of teens would congregate, play music and drink alcohol, making it so the adults couldnt use the hot tub. Called security and was told the cameras didnt work, but they would check. I could see the hot tub from my condo. The security guy...
Island Club

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 Barony Beach Club

3.5 star property
9.4 out of 10, Exceptional, (235)
"Excellent Service."
The price is NZ$969
includes taxes & fees
26 Apr - 27 Apr
Marriott's Barony Beach Club

DIRECT OCEANFRONT with Million Dollar Views Top Floor/end unit

9.4 out of 10, Exceptional, (255)
"Would stay again and again!!! Just lovely for the both of us!! Condo sits on ocean!! "
DIRECT OCEANFRONT with Million Dollar Views Top Floor/end unit

Ocean Villa B240 - 2nd Floor Balcony Views

9.6 out of 10, Exceptional, (42)
"Description and photos were accurate. The host was very informative and responsive. "
Ocean Villa B240 - 2nd Floor Balcony Views

Ocean Villa C358 - Pool, Elevator, Top Floor

9.6 out of 10, Exceptional, (33)
"Beautiful condo and view. I’ve stayed at many HHB&T units before..this was by far the best in style, cleanliness and functionality. I will rent again from this company. "
Ocean Villa C358 - Pool, Elevator, Top Floor

Bluewater Resort & Marina by Spinnaker Resorts

3.5 star property
9.6 out of 10, Exceptional, (129)
"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

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

9.8 out of 10, Exceptional, (207)
"My boyfriend and I had the most lovely time in Hilton Head. The bikes offered by the host were so nice and the convenience to the plaza was so nice. We rode the bikes to get coffee and breakfast. The condo also came with chairs for the beach which were so nice. Over we had an amazing weekend and had amazing meals recommended by the host!"
OCEAN VIEW! Coligny Area! UPDATED~1 BD, 1 BA ~2 Bikes! #113

Community Pool & Bikes: Hilton Head Family Condo

8.8 out of 10, Excellent, (74)
"Despite a winter snowstorm we enjoyed immensely "
Community Pool & Bikes: Hilton Head Family Condo

Marriott's Grande Ocean

3.5 star property
9.4 out of 10, Exceptional, (157)
"Great location friendly staff. Great amenities "
The price is NZ$1,347
includes taxes & fees
3 Apr - 4 Apr
Marriott's Grande Ocean

Gated Beachfront Resort Private Beach Access Elevator 2 Pools BeachBarPickleball

10.0 out of 10, Exceptional, (108)
"The condo was perfect for a family of 4! It was well stocked with everything we needed to enjoy our stay and the beach!! Pickleball was a favorite, daily event! The place was incredibly clean and cozy! We would for sure stay again! Thanks, Sherry for everything! "
Gated Beachfront Resort Private Beach Access Elevator 2 Pools BeachBarPickleball

Tranquility by the Beach 1st Fl Sleeps 6,King Bed

9.2 out of 10, Wonderful, (36)
"The place was perfect and the host did a great job with communication with any issues. Thank you again it was a great overnight stay."
The price is NZ$558
includes taxes & fees
23 Apr - 24 Apr
Tranquility by the Beach 1st Fl Sleeps 6,King Bed

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$494
includes taxes & fees
29 Apr - 30 Apr
Private Beach Access, Indoor pool, jacuzzi, 2 outdoor pools

Charming Renovated Villa in Oceanfront Community w/ Pool and Direct Beach Access

9.6 out of 10, Exceptional, (41)
"The condo was exactly the same in photos. Location to beach was excellent and within walking distance to Coligny park and plenty of things to see, shop, eat and do outside. The twin beds were surprisingly comfortable as well as queen bed. Only complaint was the bed was skimpy on blankets, host had two delivered next day and we slept better. "
The price is NZ$613
includes taxes & fees
20 Apr - 21 Apr
Charming Renovated Villa in Oceanfront Community w/ Pool and Direct Beach Access

AWESOME AMENITIES!1 BDRM 1 BA OCEAN VIEW! 2 Bikes INCLUDED! #127

9.6 out of 10, Exceptional, (190)
"The property's access to amenities was incredible, as it provided a great time to get away and relax by the pool and beach! The location of the property is perfect, as it is an easy walk to the Coligny Plaza with many restaurants and shops. We also enjoyed riding bikes to few further restaurants as well!"
AWESOME AMENITIES!1 BDRM 1 BA OCEAN VIEW! 2 Bikes INCLUDED! #127

Spacious 5 bed Cottage with Private Pool and Hot Tub, 5 min walk to beach

10.0 out of 10, Exceptional, (54)
"House and property were found to be as expected. Our two families that shared the house/property had such a great spring break vacation. Property managers were great, scheduling a time to stop in and show us how to use all the amenities this property provides. They were also easily accessible by text for any questions or to make suggestions to us for our first ever visit to Hilton Head. Property is a quick easy walk to the beach. Spent plenty of time in the great pool as well. House had...
Spacious 5 bed Cottage with Private Pool and Hot Tub, 5 min walk to beach
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, (507)
"Had a great vacation here!!"
The price is NZ$528
includes taxes & fees
8 Apr - 9 Apr
Beach House Resort Hilton Head

The Westin Hilton Head Island Resort & Spa

4.0 star property
8.4 out of 10, Very good, (1055)
"Front desk Paula was amazing. Room wasn’t ready but she was very accommodating while we waited. "
The price is NZ$618
includes taxes & fees
27 Apr - 28 Apr
The Westin Hilton Head Island Resort & Spa

Omni Hilton Head Oceanfront Resort

4.0 star property
9.0 out of 10, Wonderful, (1109)
"Spring break that was planed well. We were pleased with the hotel, friendly staff, and amenities. The restaurants were good, a little bit more expensive, but the food was good. "
The price is NZ$792
includes taxes & fees
26 Apr - 27 Apr
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 Guest Favorite ~Hilton Head~Pool~Walk to Beach~BBQ and Stunning Sea Pines Treetop Oasis Deck & Grill with short walk to Harbourtown.

How many holiday rentals are there in Hilton Head Island?

With 2785 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.