Hilton Head Island Holiday Rentals

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Our top choices for Hilton Head Island holiday rentals

Hilton Head Condo: Beach Supplies, Walk to Shore!

Hilton Head Condo: Beach Supplies, Walk to Shore!
3.0 star property
Mid Island
8.0 out of 10, Very good, (4 reviews)
"I’m thrilled with the location of this condo. It’s just a quick walk to the beach, and there are also easy-to-access walking, running, and biking trails. There are plenty of local restaurants, food trucks, grocery stores, and attractions nearby. The only downside is that I didn’t receive the email from Evolve with the check-in/out instructions, as it was delivered to my spam folder. The unit was a bit dusty, probably because it was the off-season when I visited, but a quick trip to the local...
United States
Derval
The price is NZ$555
includes taxes & fees
9 Apr - 10 Apr
Hilton Head Condo: Beach Supplies, Walk to Shore!

2BD/2BATH Villa! Near Beach! HHR Building 3!

2BD/2BATH Villa! Near Beach! HHR Building 3!
Mid Island
9.4 out of 10, Exceptional, (11 reviews)
"Met all expectations "
United States
Bradley
2BD/2BATH Villa! Near Beach! HHR Building 3!

Marriott's Harbour Point and Sunset Pointe at Shelter Cove

Marriott's Harbour Point and Sunset Pointe at Shelter Cove
3.5 star property
Mid Island
9.2 out of 10, Wonderful, (150 reviews)
"Very nice place to stay "
United States
Alejandro
The price is NZ$578
includes taxes & fees
27 Apr - 28 Apr
Marriott's Harbour Point and Sunset Pointe at Shelter Cove

Oceanfront with easy beach access, large pool, and tiki bar/restaurant!

Oceanfront with easy beach access, large pool, and tiki bar/restaurant!
Mid Island
9.6 out of 10, Exceptional, (103 reviews)
"It was very clean and had a good view. The owner was prompt on communication and helping with every question I had. "
United States
Macey B.
The price is NZ$627
includes taxes & fees
13 Apr - 14 Apr
Oceanfront with easy beach access, large pool, and tiki bar/restaurant!

Beachy chic, steps from the beach!

Beachy chic, steps from the beach!
Mid Island
9.4 out of 10, Exceptional, (56 reviews)
"The condo was clean and nicely decorated. The kitchen was well equipped. Great location - just a few minutes walk to the beach. "
United States
Ellen
The price is NZ$611
includes taxes & fees
14 Apr - 15 Apr
Beachy chic, steps from the beach!

Beach. View. Suite. 1 br. 1 ba. Sleeps 5

Beach. View. Suite. 1 br. 1 ba. Sleeps 5
Mid Island
9.4 out of 10, Exceptional, (101 reviews)
"Great place great vacation thank you"
United States
Brett S.
The price is NZ$458
includes taxes & fees
4 May - 5 May
Beach. View. Suite. 1 br. 1 ba. Sleeps 5

Economy Forest Beach Villa Walkable to Coligny Beach with Pool

Economy Forest Beach Villa Walkable to Coligny Beach with Pool
South End
9.6 out of 10, Exceptional, (61 reviews)
"Great place close to the beach 20 minutes from the outlets. My family had a blast will definitely come back!"
United States
Ayana R.
The price is NZ$609
includes taxes & fees
8 Apr - 9 Apr
Economy Forest Beach Villa Walkable to Coligny Beach with Pool

Marriott's Harbour Club

Marriott's Harbour Club
3.5 star property
Sea Pines
9.0 out of 10, Wonderful, (63 reviews)
"We are vacation club owner and we extended our stay with Hotels.com Harbor Club is our favorite property on HHI. "
United States
Mark
The price is NZ$748
includes taxes & fees
13 Apr - 14 Apr
Marriott's Harbour Club

2-bedroom condo walking distance to Singleton Beach

2-bedroom condo walking distance to Singleton Beach
Mid Island
9.6 out of 10, Exceptional, (13 reviews)
"The condo was in great condition and super cute. The beds were soft and comfortable. The boardwalk was fun for kiddo. We would definitely stay here again!"
United States
Danyell C.
The price is NZ$453
includes taxes & fees
12 Apr - 13 Apr
2-bedroom condo walking distance to Singleton Beach

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

Charming Renovated Villa in Oceanfront Community w/ Pool and Direct Beach Access
South End
9.4 out of 10, Exceptional, (78 reviews)
"Nice place. The Master bedroom was a bit too small. "
United States
William H.
The price is NZ$597
includes taxes & fees
12 Apr - 13 Apr
Charming Renovated Villa in Oceanfront Community w/ Pool and Direct Beach Access

Oceanfront Breakers 137 Condo w/ Sunrise Views!

Oceanfront Breakers 137 Condo w/ Sunrise Views!
3.5 star property
South End
Oceanfront Breakers 137 Condo w/ Sunrise Views!

3 Minute Drive to Beach at this 1 Bedroom Harbour Town Condo with Lagoon Views

3 Minute Drive to Beach at this 1 Bedroom Harbour Town Condo with Lagoon Views
Sea Pines
9.4 out of 10, Exceptional, (199 reviews)
"Great location and clean. Bed was great "
United States
Jon H.
The price is NZ$634
includes taxes & fees
29 Apr - 30 Apr
3 Minute Drive to Beach at this 1 Bedroom Harbour Town Condo with Lagoon Views

Marriott's SurfWatch

Marriott's SurfWatch
3.5 star property
Mid Island
9.6 out of 10, Exceptional, (197 reviews)
"Very clean room and resort "
United States
Larisa
The price is NZ$1,081
includes taxes & fees
13 Apr - 14 Apr
Marriott's SurfWatch

Steps from beach. No price increase, low fees. Also #2320603 w panoramic view.

Steps from beach. No price increase, low fees. Also #2320603 w panoramic view.
Mid Island
10.0 out of 10, Exceptional, (148 reviews)
"Ambrose kept me well informed and his condo is lovely. Great beach access -- and great beach!"
United States
Martha H.
The price is NZ$537
includes taxes & fees
19 Apr - 20 Apr
Steps from beach. No price increase, low fees. Also #2320603 w panoramic view.

Great Romantic Get-A-Way!! View of Ocean! HIGH QUALITY FINISHES! 2 BIKES!!

Great Romantic Get-A-Way!! View of Ocean! HIGH QUALITY FINISHES! 2 BIKES!!
South End
10.0 out of 10, Exceptional, (175 reviews)
"Great communication with host, very nice clean accommodations, and great location."
United States
Thomas M.
The price is NZ$580
includes taxes & fees
13 Apr - 14 Apr
Great Romantic Get-A-Way!! View of Ocean! HIGH QUALITY FINISHES! 2 BIKES!!

OCEAN VIEW - TOP FLOOR

OCEAN VIEW - TOP FLOOR
Mid Island
8.8 out of 10, Excellent, (107 reviews)
"The place was very clean, the host was kind and helpful, and the ocean view was amazing from the balcony. Would definitely stay here again. "
United States
Jackson S.
The price is NZ$549
includes taxes & fees
13 Apr - 14 Apr
OCEAN VIEW - TOP FLOOR

Sweet Nest Bluffton Cottage • Fenced in yard • Pet-Friendly • Gazebo • Private

Sweet Nest Bluffton Cottage • Fenced in yard • Pet-Friendly • Gazebo • Private
Bluffton
8.8 out of 10, Excellent, (11 reviews)
"Perfect spot, beautifully appointed, comfortable and private. Perfect for traveling with pet"
United States
andrea R.
The price is NZ$383
includes taxes & fees
22 Apr - 23 Apr
Sweet Nest Bluffton Cottage • Fenced in yard • Pet-Friendly • Gazebo • Private

Marriott's Heritage Club

Marriott's Heritage Club
3.5 star property
Sea Pines
9.4 out of 10, Exceptional, (67 reviews)
"Another great Marriott, super clean and spacious with the comforts we needed to finish out a long trip (e.g. hot tub, laundry, kitchen). Friendly staff and convenient to the forest reserve."
United States
Landry
The price is NZ$745
includes taxes & fees
21 Apr - 22 Apr
Marriott's Heritage Club

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

Tranquility by the Beach 1st Fl Sleeps 6,King Bed
Mid Island
9.4 out of 10, Exceptional, (56 reviews)
"Nice condo. Easy walk to beach."
United States
A. D.
The price is NZ$518
includes taxes & fees
12 Apr - 13 Apr
Tranquility by the Beach 1st Fl Sleeps 6,King Bed

New Cottage: 4th row & fully fenced back yard!

New Cottage: 4th row & fully fenced back yard!
Mid Island
9.6 out of 10, Exceptional, (19 reviews)
"Enjoyed our weekend away, especially the ability to travel with our dogs. Great location and nice dog friendly rental with everything we needed. Wonderful host as well. "
United States
Nancy H.
The price is NZ$972
includes taxes & fees
5 May - 6 May
New Cottage: 4th row & fully fenced back yard!
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

Find out more about Hilton Head Island

Everything you need to know about Hilton Head Island holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Hilton Head Island holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Hilton Head Island holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Hilton Head Island holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Hilton Head Island. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Hilton Head Island holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Hilton Head Island holiday rentals we have selected for you start as low as NZ$578 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Hilton Head Island rentals

At Expedia, we put the best Hilton Head Island holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Hilton Head Island rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Hilton Head Island holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Hilton Head Island. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

Beach. View. Suite. 1 br. 1 ba. Sleeps 5: This highly rated holiday home rental in Hilton Head Island is located on the beach, and has an outdoor pool, a balcony and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. You and your friends and family can relax into your holiday with amenities such as a garden. Other favourite homes for rent in Hilton Head Island are Awesome Ocean View! Coligny Area! Updated and CLEAN 1 Bedroom! #380 and Custom Built GORGEOUS 5 Bedroom Sea Pines Home w/ Private Pool + Screen Porch.

How many holiday rentals are there in Hilton Head Island?

With 964 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 Heron Point by Pete Dye at Sea Pines Resort and Shipyard Golf Course.

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.