Hilton Head Island Holiday Rentals

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Check prices for these dates

Our top choices for Hilton Head Island holiday rentals

1. 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$171
includes taxes & fees
30 Nov - 1 Dec
Marriott's Harbour Point and Sunset Pointe at Shelter Cove

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$246
includes taxes & fees
2 Dec - 3 Dec
Marriott's Harbour Club

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

Feelin Tip'Sea-Oceanview Retreat Steps to Beach
South End
9.6 out of 10, Exceptional, (44 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.
The price is NZ$459
includes taxes & fees
8 Nov - 9 Nov
Feelin Tip'Sea-Oceanview Retreat Steps to Beach

4. 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$555
includes taxes & fees
18 Nov - 19 Nov
Steps to the beach! Newly Remodeled! New furniture STR Permit #: 072116

5. 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
The price is NZ$469
includes taxes & fees
8 Nov - 9 Nov
Beach Daze-Gorgeous new shower! Bikes Included

6. Castaways King Villa on Beach, Free Bikes!

Castaways King Villa on Beach, Free Bikes!
South End
10.0 out of 10, Exceptional, (123 reviews)
"Place was on the 1st floor and very convenient location. Pool is a little small but clean. Gate to get in was a little to be desired because it was hard for 2 cars to pass at the same time. Place was clean and host was very easy to deal with and answered any questions for me ASAP. Would stay again. Great for couples."
United States
Kathleen
The price is NZ$478
includes taxes & fees
8 Nov - 9 Nov
Castaways King Villa on Beach, Free Bikes!

7. 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, (184 reviews)
"Amazing place to vacation. Loved the view. Beach paradise extremely clean, quiet, easy beach access."
United States
Linda P.
Flip Flop Paradise-Steps to the Sand! Free Bikes

8. Beachy Keen Seaside Villa Near Coligny W/Bikes!

Beachy Keen Seaside Villa Near Coligny W/Bikes!
South End
9.8 out of 10, Exceptional, (91 reviews)
"Great stay!"
United States
Katleen M.
Beachy Keen Seaside Villa Near Coligny W/Bikes!

9. SunnyDaze-Brand new reno- King bed, Free bikes!

SunnyDaze-Brand new reno- King bed, Free bikes!
South End
9.6 out of 10, Exceptional, (115 reviews)
"Great place to stay!"
United States
Jake H.
The price is NZ$467
includes taxes & fees
8 Nov - 9 Nov
SunnyDaze-Brand new reno- King bed, Free bikes!

10. Totally Beachin' Coligny OceanViews w/new bikes/chairs

Totally Beachin' Coligny OceanViews w/new bikes/chairs
South End
10.0 out of 10, Exceptional, (240 reviews)
"Great stay"
United States
Micah N.
Totally Beachin' Coligny OceanViews w/new bikes/chairs

11. 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
30 Nov - 1 Dec
Marriott's Monarch at Sea Pines

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$252
includes taxes & fees
2 Dec - 3 Dec
Marriott's Heritage Club

13. 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.
SeaGem-Oceanview! Steps to ocean Many Upgrades New Reno

14. 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$459
includes taxes & fees
8 Nov - 9 Nov
OceanEscape – Steps to the Beach

15. Oceanfront Hilton Head Island Condo w/ Pool!

Oceanfront Hilton Head Island Condo w/ Pool!
3.0 star property
South End
8.8 out of 10, Excellent, (6 reviews)
"Nice!! Location great, easy instructions on entry access, nice side view of the ocean from the balcony, the host Meagan was so very nice and accommodating, very close to restaurants and stores, would love to stay here again, Thanks a million!!!! ;)"
United States
Beverly
The price is NZ$536
includes taxes & fees
9 Nov - 10 Nov
Oceanfront Hilton Head Island Condo w/ Pool!

16. STUNNING ocean view! Brand new listing

STUNNING ocean view! Brand new listing
South End
9.8 out of 10, Exceptional, (27 reviews)
"Absolutely loved our stay would recommend"
United States
xiaoming w.
STUNNING ocean view! Brand new listing

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

18. Shore Beats Work!-Stunning view 3 from oceanfront new bikes Incl.

Shore Beats Work!-Stunning view 3 from oceanfront new bikes Incl.
South End
9.4 out of 10, Exceptional, (66 reviews)
"The room has a good view of the ocean and the hosts were great!"
United States
Matt W.
Shore Beats Work!-Stunning view 3 from oceanfront new bikes Incl.

19. Good Times and Tan Lines!-Central air, free bikes!

Good Times and Tan Lines!-Central air, free bikes!
South End
9.8 out of 10, Exceptional, (91 reviews)
"Clean property, reasonably priced, hosts were extremely easy to work with."
United States
Griffith S.
The price is NZ$478
includes taxes & fees
8 Nov - 9 Nov
Good Times and Tan Lines!-Central air, free bikes!

20. Sunset Dunes Direct Beach Access

Sunset Dunes Direct Beach Access
South End
9.8 out of 10, Exceptional, (140 reviews)
"Great place to stay. Will definitely stay here again"
United States
Celeste G.
The price is NZ$478
includes taxes & fees
8 Nov - 9 Nov
Sunset Dunes Direct Beach Access
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.

Find holiday rentals that suit your style

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$171 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?

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.

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