A coastal town with a lighthouse, marina, and golf course.

Hilton Head Island Holiday Rentals

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Our top choices for Hilton Head Island holiday rentals

Walk to Bars & Shops: Resort Condo in Hilton Head!

Walk to Bars & Shops: Resort Condo in Hilton Head!
3.5 star property
South End
The price is NZ$616
includes taxes & fees
3 Aug - 4 Aug
Walk to Bars & Shops: Resort Condo in Hilton Head!

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, (61 reviews)
"Relaxing and comfortable stay"
United States
cheryl j.
The price is NZ$638
includes taxes & fees
2 Aug - 3 Aug
Tranquility by the Beach 1st Fl Sleeps 6,King Bed

Seaside Serenity: Private Balcony, Poolside, Coligny Plaza and Ocean View!

Seaside Serenity: Private Balcony, Poolside, Coligny Plaza and Ocean View!
South End
9.4 out of 10, Exceptional, (38 reviews)
"Nice place! Pool and beach very close. Comfy bed, everything we needed for a great HHI vacation! "
United States
michelle a.
The price is NZ$769
includes taxes & fees
20 July - 21 July
Seaside Serenity: Private Balcony, Poolside, Coligny Plaza and Ocean View!

Seas the Day! Beach & Sun, with Bikes & Chairs

Seas the Day! Beach & Sun, with Bikes & Chairs
South End
9.6 out of 10, Exceptional, (29 reviews)
"Kendall’s place was perfect for a long weekend! Right on the ocean, walking distance to all the restaurants and shops at Coligny Beach. We had a great time and the next time we’re in Hilton Head we’ll definitely stay here again."
United States
james
The price is NZ$467
includes taxes & fees
12 July - 13 July
Seas the Day! Beach & Sun, with Bikes & Chairs

C & N Lodging, Bluffton, SC

C & N Lodging, Bluffton, SC
Bluffton
9.6 out of 10, Exceptional, (7 reviews)
"We had a great stay. Communication was awesome and the place was great. You couldn't ask for a better location for Bluffton. Garage apartment and was taken care of really well. If older be aware there are stairs which is no problem but may not suit everyone. Thanks Clynise for being an awesome host."
United States
Randy
The price is NZ$409
includes taxes & fees
13 July - 14 July
C & N Lodging, Bluffton, SC

Free Bikes, Parking & WiFi, Perfect couple's getaway villa with ocean view

Free Bikes, Parking & WiFi, Perfect couple's getaway villa with ocean view
South End
9.6 out of 10, Exceptional, (153 reviews)
"Great location, unit was smaller than we expected it worked fine for 2 nights -right on beach perfect check in and hosts "
United States
Elizabeth
The price is NZ$701
includes taxes & fees
5 Aug - 6 Aug
Free Bikes, Parking & WiFi, Perfect couple's getaway villa with ocean view

Carriage House within 5 minute walk of Old Town Bluffton

Carriage House within 5 minute walk of Old Town Bluffton
Old Town Bluffton
10.0 out of 10, Exceptional, (86 reviews)
"Great location; carriage house was very nice! Offered everything we needed, very comfortable. Would definitely stay here again; highly recommend! "
United States
Anita
The price is NZ$487
includes taxes & fees
9 July - 10 July
Carriage House within 5 minute walk of Old Town Bluffton

Hilton Head 5BR Sleeps 18 • Heated Pool • Walk to Folly Field • Dog Friendly • Elevator

Hilton Head 5BR Sleeps 18 • Heated Pool • Walk to Folly Field • Dog Friendly • Elevator
Mid Island
9.8 out of 10, Exceptional, (17 reviews)
"We loved our stay at this house. Close to the beach and really well stocked for families. We’ll definitely stay here again."
United States
Sue D.
The price is NZ$5,263
includes taxes & fees
5 Aug - 6 Aug
Hilton Head 5BR Sleeps 18 • Heated Pool • Walk to Folly Field • Dog Friendly • Elevator

Low Country Living In Old Town Bluffton

Low Country Living In Old Town Bluffton
Bluffton
9.8 out of 10, Exceptional, (45 reviews)
"Great location! "
United States
Clayton M.
The price is NZ$666
includes taxes & fees
9 July - 10 July
Low Country Living In Old Town Bluffton

Best House in Sandcastles w/Kids Cave, Putting Green, Free Heated Pool, Walk to Beach, Arcade Room

Best House in Sandcastles w/Kids Cave, Putting Green, Free Heated Pool, Walk to Beach, Arcade Room
Mid Island
10.0 out of 10, Exceptional, (32 reviews)
"Great property and location"
United States
J G.
The price is NZ$6,416
includes taxes & fees
20 July - 21 July
Best House in Sandcastles w/Kids Cave, Putting Green, Free Heated Pool, Walk to Beach, Arcade Room

Pool Time & Island Vibes! Hilton Head Getaway

Pool Time & Island Vibes! Hilton Head Getaway
3.0 star property
Mid Island
The price is NZ$765
includes taxes & fees
2 Aug - 3 Aug
Pool Time & Island Vibes! Hilton Head Getaway

Flip Flop Paradise-Steps to the Sand! Free Bikes

Flip Flop Paradise-Steps to the Sand! Free Bikes
South End
9.8 out of 10, Exceptional, (166 reviews)
"This place was perfect for our stay. It was clean and easy to get to. We loved using the bikes to ride on the beach! We would highly recommend it to everyone and we look forward to our next stay there!"
United States
Mark M.
The price is NZ$477
includes taxes & fees
12 July - 13 July
Flip Flop Paradise-Steps to the Sand! Free Bikes

Beach Daze-Gorgeous new shower! Bikes Included

Beach Daze-Gorgeous new shower! Bikes Included
South End
9.6 out of 10, Exceptional, (27 reviews)
"My wife and I came to Hilton Head for a brief weekend getaway. This location was so convenient to the beach and Caligny Plaza. We had a great stay. Higly recommended. "
United States
Russell P.
The price is NZ$473
includes taxes & fees
13 July - 14 July
Beach Daze-Gorgeous new shower! Bikes Included

Barefoot Bungalow! Ocean View Couple’s Retreat

Barefoot Bungalow! Ocean View Couple’s Retreat
South End
10.0 out of 10, Exceptional, (207 reviews)
"The condo was perfect for a couple. It was within walking distance to shops and restaurants. Short walk to the beach. It was very clean and the balcony had a nice view. We will definitely be back."
United States
Karen B.
The price is NZ$506
includes taxes & fees
12 July - 13 July
Barefoot Bungalow! Ocean View Couple’s Retreat

Family Beachfront Retreat: Walk to Coligny Plaza with Side Ocean Views

Family Beachfront Retreat: Walk to Coligny Plaza with Side Ocean Views
South End
9.4 out of 10, Exceptional, (83 reviews)
"Nice view from balcony, property was very clean. "
United States
Arnas C.
The price is NZ$691
includes taxes & fees
27 July - 28 July
Family Beachfront Retreat: Walk to Coligny Plaza with Side Ocean Views

Bluffton Retreat, Pet Friendly

Bluffton Retreat, Pet Friendly
Bluffton
9.6 out of 10, Exceptional, (29 reviews)
"A nice location for our visit to Old Town Bluffton. A great spot for our dog, too."
United States
Mark A.
The price is NZ$634
includes taxes & fees
12 July - 13 July
Bluffton Retreat, Pet Friendly

Experience Luxury at the Beach! Oceanside Resort! Huge Oceanside Pool!

Experience Luxury at the Beach! Oceanside Resort! Huge Oceanside Pool!
Mid Island
10.0 out of 10, Exceptional, (153 reviews)
"My husband and I could not have asked for a better stay for a quick trip to Hilton Head Island. The villa is beautifully decorated, updated, and clean. The villa is on the end so you get extra sunlight through the windows. It’s an easy walk to the beach and bike rentals. We look forward to coming back for another visit! "
United States
Kristin S.
The price is NZ$826
includes taxes & fees
9 July - 10 July
Experience Luxury at the Beach! Oceanside Resort! Huge Oceanside Pool!

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

Stunning Sea Pines Treetop Oasis Deck & Grill with short walk to Harbourtown
Sea Pines
10.0 out of 10, Exceptional, (102 reviews)
"Our stay here was excellent! The home is so nice and tucked away in a cozy area with plenty in walking distance. We had a beautiful stay here and will certainly stay again! "
United States
Daniel G.
The price is NZ$739
includes taxes & fees
2 Aug - 3 Aug
Stunning Sea Pines Treetop Oasis Deck & Grill with short walk to Harbourtown

Beach, Private Pool, Designer Everything, Exclusive Community

Beach, Private Pool, Designer Everything, Exclusive Community
Mid Island
10.0 out of 10, Exceptional, (12 reviews)
"A great house, location and stay! We will definitely be back! Everything you could think of was provided and communication throughout was top notch! "
United States
Lindsay J.
The price is NZ$4,005
includes taxes & fees
11 July - 12 July
Beach, Private Pool, Designer Everything, Exclusive Community

Ocean View Ocean Villas B343- Professionally Managed by HHIB&T Vacation Rentals

Ocean View Ocean Villas B343- Professionally Managed by HHIB&T Vacation Rentals
Mid Island
9.6 out of 10, Exceptional, (14 reviews)
"Great spot right on the beach, we had a wonderful stay - only wish we could have stayed longer!!"
United States
Becky C.
The price is NZ$877
includes taxes & fees
12 July - 13 July
Ocean View Ocean Villas B343- Professionally Managed by HHIB&T Vacation Rentals
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$889 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. 

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Frequently asked questions

Are there holiday rentals in Hilton Head Island?

Yes, there are holiday rentals in Hilton Head Island close to Adventure Cove, 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?

Fabulous 3-Bdrm Beach Home, Short Walk from Beach with Beautiful Golf Views: This highly rated holiday home rental in Hilton Head Island has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Other favourite homes for rent in Hilton Head Island are 3 Bald Eagle Immaculate Sea Pines Home: 6 Bedrooms, Pool, Brand New and Stunning Sea Pines Treetop Oasis Deck & Grill with short walk to Harbourtown.

How many holiday rentals are there in Hilton Head Island?

With 990 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 Coligny Beach and Sea Pines Forest Preserve are a couple of picturesque spots to enjoy the outdoors. Tybee Island Beach and Marine Corps Recruit Depot Parris Island 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.