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

Hilton Head Island Holiday Rentals

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Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Hilton Head Island holiday rentals

A hotel room with a balcony, a dining area, and a seating area with a view of the ocean.

1. Marriott's Monarch at Sea Pines

Marriott's Monarch at Sea Pines
3.0 star property
Sea Pines
9.2 out of 10, Wonderful, (133 reviews)
"After a booking mixup on what Expedia had listed & what the property details were.. we were happily surprised that the staff & GM made an exception for our reservation. Everyone was very helpful, room was great, clean, great outdoor spaces & easy beach access."
United States
Cory
The price is NZ$289
includes taxes & fees
1 Dec - 2 Dec
Marriott's Monarch at Sea Pines
A hotel entrance with a grand staircase, a covered walkway, and a brick-paved area.

2. Marriott's Harbour Club

Marriott's Harbour Club
3.5 star property
Sea Pines
9.0 out of 10, Wonderful, (64 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$197
includes taxes & fees
1 Dec - 2 Dec
Marriott's Harbour Club
A beachside resort with a swimming pool, lounge chairs, and a small building, likely a lifeguard station.

3. Steps to the beach! Newly Remodeled! New furniture STR Permit #: 072116

Steps to the beach! Newly Remodeled! New furniture STR Permit #: 072116
Mid Island
9.6 out of 10, Exceptional, (120 reviews)
"Short, but enjoyable stay. Would stay again!"
United States
Dora D.
The price is NZ$537
includes taxes & fees
7 Nov - 8 Nov
Steps to the beach! Newly Remodeled! New furniture STR Permit #: 072116
A compact living space with a kitchenette, a sofa, a coffee table, and a balcony with a view.

4. Feelin Tip'Sea-Oceanview Retreat Steps to Beach

Feelin Tip'Sea-Oceanview Retreat Steps to Beach
South End
9.6 out of 10, Exceptional, (43 reviews)
"You truly are steps to the beach and can see the water from the balcony. This place was so close to shopping and dining. Excellent place to stay!"
United States
Sherri P.
Feelin Tip'Sea-Oceanview Retreat Steps to Beach
A swimming pool with multiple lanes and lounge chairs, surrounded by a fenced area and buildings in the background.

5. At beach. No price increase! Also #5406326 renovated, #2320603 panoramic view.

At beach. No price increase! Also #5406326 renovated, #2320603 panoramic view.
Mid Island
10.0 out of 10, Exceptional, (155 reviews)
"Cozy condo that was perfect for our stay."
United States
Shawn K.
The price is NZ$447
includes taxes & fees
1 Dec - 2 Dec
At beach. No price increase! Also #5406326 renovated, #2320603 panoramic view.
A view of a beach with a parking lot and buildings in the foreground.

6. 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, (182 reviews)
"Amazing place to vacation. Loved the view. Beach paradise extremely clean, quiet, easy beach access."
United States
Linda P.
The price is NZ$466
includes taxes & fees
1 Nov - 2 Nov
Flip Flop Paradise-Steps to the Sand! Free Bikes
A multi-story building with balconies, surrounded by various tropical plants and a clear view of the ocean.

7. Beach Daze-Gorgeous new shower! Bikes Included

Beach Daze-Gorgeous new shower! Bikes Included
South End
9.8 out of 10, Exceptional, (31 reviews)
"Excellent location! The place was so close to the beach & walking/biking distance to shops and restaurants."
United States
Kathleen
Beach Daze-Gorgeous new shower! Bikes Included
A living room with a TV, a dining area with chairs, a sofa, and a lamp.

8. Harbour Town Gem: Serene Lagoon Views & Steps to the Lighthouse

Harbour Town Gem: Serene Lagoon Views & Steps to the Lighthouse
Sea Pines
9.2 out of 10, Wonderful, (219 reviews)
"Very clean and excellent location right around the corner from HarborTown."
United States
Matt K.
The price is NZ$523
includes taxes & fees
1 Nov - 2 Nov
Harbour Town Gem: Serene Lagoon Views & Steps to the Lighthouse
A modern living room with a leather sofa, a small round table, and a sliding glass door leading to a balcony.

9. Coastal Nest - Oceanviews! Near Coligny

Coastal Nest - Oceanviews! Near Coligny
South End
9.4 out of 10, Exceptional, (26 reviews)
"This place was a great stay! It was as close to the beach as advertised. A couple minute walk if that. The location was near lots of restaurants and shops. Parking was easy. The host communicated very well. We had no issues!"
United States
Ellie
The price is NZ$440
includes taxes & fees
1 Nov - 2 Nov
Coastal Nest - Oceanviews! Near Coligny
A balcony with a view of the ocean and palm trees.

10. Seabatical-Beautiful ocean view! w/new bikes & Chairs

Seabatical-Beautiful ocean view! w/new bikes & Chairs
South End
10.0 out of 10, Exceptional, (95 reviews)
"The room was perfect myself and my cousin. We loved how the room was right on the beach. We also enjoyed the bikes, beach chairs, toys and how close it was to Coligny beach park. Would definitely stay here again."
United States
Raven
The price is NZ$458
includes taxes & fees
1 Nov - 2 Nov
Seabatical-Beautiful ocean view! w/new bikes & Chairs
A covered outdoor seating area with a view of the sunset over a body of water.

11. 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, (159 reviews)
"It was a very nice vacation club. They had activities planned throughout the day that you could attend if you’d like. My kids really enjoyed themselves."
United States
Gary T
The price is NZ$248
includes taxes & fees
17 Nov - 18 Nov
Marriott's Harbour Point and Sunset Pointe at Shelter Cove
A spacious living area with a high ceiling, large windows, and a central seating arrangement.

12. Marriott's Heritage Club

Marriott's Heritage Club
3.5 star property
Sea Pines
9.4 out of 10, Exceptional, (71 reviews)
"Great Villa! Very roomy and excellent location close to everything!"
United States
Christine
The price is NZ$232
includes taxes & fees
19 Nov - 20 Nov
Marriott's Heritage Club
A deck with sun loungers overlooking a natural landscape.

13. 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, (87 reviews)
"Everything was perfect from location, cleanliness, and communication with the host"
United States
Victor A.
The price is NZ$477
includes taxes & fees
1 Nov - 2 Nov
Family Beachfront Retreat: Walk to Coligny Plaza with Side Ocean Views
A balcony with a view of a coastal area, palm trees, and a building with a metal roof.

14. SeaGem-Oceanview! Steps to ocean Many Upgrades New Reno

SeaGem-Oceanview! Steps to ocean Many Upgrades New Reno
South End
9.8 out of 10, Exceptional, (109 reviews)
"Kendall's place was comfortable, clean and just as described. The location was great and easy to find. We will definitely stay here again."
United States
Beth T.
The price is NZ$477
includes taxes & fees
1 Nov - 2 Nov
SeaGem-Oceanview! Steps to ocean Many Upgrades New Reno
A balcony with a wooden table and chairs, overlooking a parking area and lush greenery.

15. Fresh Coastal Retreat with Ocean Views | Bikes Incl.

Fresh Coastal Retreat with Ocean Views | Bikes Incl.
South End
9.6 out of 10, Exceptional, (17 reviews)
"Beautiful view, clean, and great communication"
United States
Crystal H.
The price is NZ$451
includes taxes & fees
1 Nov - 2 Nov
Fresh Coastal Retreat with Ocean Views | Bikes Incl.
A view of a beachfront property with palm trees and a clear sky.

16. OceanEscape – Steps to the Beach

OceanEscape – Steps to the Beach
South End
9.8 out of 10, Exceptional, (87 reviews)
"Great location. Minutes from so many things. The room was great, super clean, very relaxing. Only advise, rent a bicycle it’s defiantly the way to get around!"
United States
Renee A.
The price is NZ$458
includes taxes & fees
1 Nov - 2 Nov
OceanEscape – Steps to the Beach
A balcony with a view of the ocean, palm trees, and a building with large windows.

17. Elegance at the beach -Ocean View Villa, Gorgeous!

Elegance at the beach -Ocean View Villa, Gorgeous!
South End
10.0 out of 10, Exceptional, (133 reviews)
"Loved our stay!!! Perfect location! Great communication and loved the easy access to the beach and food/shops nearby. Highly recommend!"
United States
Allison A.
The price is NZ$477
includes taxes & fees
1 Nov - 2 Nov
Elegance at the beach -Ocean View Villa, Gorgeous!
A waterfront hotel with multiple red-roofed buildings, a dock, and a marina.

18. Disney's Hilton Head Island Resort

Disney's Hilton Head Island Resort
3.5 star property
Mid Island
9.6 out of 10, Exceptional, (131 reviews)
"The room and property were incredible! Already booking my next stay"
United States
Melissa
Disney's Hilton Head Island Resort
A courtyard with a central fountain, surrounded by palm trees and a large tree in the background.

19. Coligny Beach, Pools, & Shops- Few Steps Away

Coligny Beach, Pools, & Shops- Few Steps Away
South End
9.6 out of 10, Exceptional, (98 reviews)
"The place is immaculate and the location is excellent."
United States
Margarita
The price is NZ$577
includes taxes & fees
15 Nov - 16 Nov
Coligny Beach, Pools, & Shops- Few Steps Away
A pool area with lounge chairs, palm trees, and a clear sky.

20. Ocean View Villa with Amazing Resort Amenities -- just steps from the beach!!!

Ocean View Villa with Amazing Resort Amenities -- just steps from the beach!!!
South End
9.4 out of 10, Exceptional, (236 reviews)
"We’ve stayed at this property for the past several years, and it’s always great!"
United States
Mallory F.
The price is NZ$585
includes taxes & fees
1 Nov - 2 Nov
Ocean View Villa with Amazing Resort Amenities -- just steps from the 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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Top Hilton Head Island Hotel Reviews

Palmera Inn and Suites

Palmera Inn and Suites

8/10 Good
"Staff friendly and plenty of parking."
Pamela 7-night trip
Posted 3 hours ago
Palmera Inn and Suites

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$248 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. 

Explore a world of travel with Expedia

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?

New Four BR Luxury Vacation Home on Hilton Head: 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 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a microwave, so that you can cook with friends or family. Other favourite homes for rent in Hilton Head Island are Palmetto Dunes, pool, hot tub, walk to beach, dog friendly, bikes, sleeps 15 and Awesome Ocean View! Coligny Area! Updated and CLEAN 1 Bedroom! #380.

How many holiday rentals are there in Hilton Head Island?

With 986 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.