Hilton Head Island Holiday Rentals

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Our top choices for Hilton Head Island holiday rentals

Marriott's Grande Ocean

Marriott's Grande Ocean
3.5 star property
South End
9.4 out of 10, Exceptional, (163)
"Great hotel"
United States
WOOJIN
The price is NZ$403
includes taxes & fees
3 Jan - 4 Jan 2026
Marriott's Grande Ocean

Marriott's Harbour Club

Marriott's Harbour Club
3.5 star property
Sea Pines
9.2 out of 10, Wonderful, (61)
"The staff was extremely inviting, professional, and kind. Parking was extremely easy we stayed in villa 3939. It was very large, clean, and had a great view. The property was conveniently located within the area and very walkable. It is very dark at night but we felt safe walking back from dinner. I’d definitely recommend this property for a quiet and peaceful getaway."
United States
ANGELEE
The price is NZ$331
includes taxes & fees
3 Jan - 4 Jan 2026
Marriott's Harbour Club

Beach Getaway 2BR w/ Pool + Modern Comforts

Beach Getaway 2BR w/ Pool + Modern Comforts
2.0 star property
Mid Island
8.0 out of 10, Very good, (2)
"No proper communication and things broke inside or not working "
United States
Alejandra
The price is NZ$538
includes taxes & fees
12 Jan - 13 Jan 2026
Beach Getaway 2BR w/ Pool + Modern Comforts

Cozy 2-bedroom villa close to Coligny!

Cozy 2-bedroom villa close to Coligny!
2.0 star property
South End
10.0 out of 10, Exceptional, (4)
"Great central location for our trip, plenty of sleeping options (family of 5) and very clean. Host was excellent to coordinate with and check-in was a breeze!"
United States
Brian J.
The price is NZ$514
includes taxes & fees
5 Jan - 6 Jan 2026
Cozy 2-bedroom villa close to Coligny!

NEW! 1 BD Apt~Beach Access~Clean~Great Location~Quiet & NICE! Great for Couples!

NEW! 1 BD Apt~Beach Access~Clean~Great Location~Quiet & NICE! Great for Couples!
2.0 star property
South End
9.4 out of 10, Exceptional, (3)
"The unit was comfortable, clean and quiet and just as portrayed in the listing. I will definitely intend to book again in the future."
United States
Howard B.
The price is NZ$375
includes taxes & fees
23 Dec - 24 Dec
NEW! 1 BD Apt~Beach Access~Clean~Great Location~Quiet & NICE! Great for Couples!

Ocean Palms Villas at Port Royal Resort

Ocean Palms Villas at Port Royal Resort
3.5 star property
Mid Island
8.6 out of 10, Excellent, (98)
"It was perfect for our needs. Check-in was super easy!"
United States
Melanie
Ocean Palms Villas at Port Royal Resort

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

Sweet Nest Bluffton Cottage • Fenced in yard • Pet-Friendly • Gazebo • Private
2.0 star property
Bluffton
8.6 out of 10, Excellent, (10)
"Very clean place and good location. Excellent communication from host. Highly recommend."
United States
WENDY O.
The price is NZ$392
includes taxes & fees
11 Jan - 12 Jan 2026
Sweet Nest Bluffton Cottage • Fenced in yard • Pet-Friendly • Gazebo • Private

Mermaid Cove Oceanview @ Coligny

Mermaid Cove Oceanview @ Coligny
3.0 star property
South End
10.0 out of 10, Exceptional, (6)
"Room was great, location to beach was convenient, pool was nice, early access time was perfect, parking was reasonable, price was comparable! We would definately stay again. The only issue was the indoor hallway had a urine smell which was off putting and elevator was a little scary."
Canada
Kerry S.
The price is NZ$438
includes taxes & fees
23 Dec - 24 Dec
Mermaid Cove Oceanview @ Coligny

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, (53)
"Relaxing and comfortable stay"
United States
cheryl j.
The price is NZ$501
includes taxes & fees
5 Jan - 6 Jan 2026
Tranquility by the Beach 1st Fl Sleeps 6,King Bed

5th Villa to Beach Remodeled for 2021- Steps to Open Beach ** SLEEPS 7 **

5th Villa to Beach Remodeled for 2021- Steps to Open Beach ** SLEEPS 7 **
Mid Island
9.6 out of 10, Exceptional, (213)
"Property was nice and clean. Instructions were detailed and everything was fantastic. The "
United States
Amber M.
The price is NZ$421
includes taxes & fees
23 Dec - 24 Dec
5th Villa to Beach Remodeled for 2021- Steps to Open Beach ** SLEEPS 7 **

Marriott's Barony Beach Club

Marriott's Barony Beach Club
3.5 star property
Mid Island
9.6 out of 10, Exceptional, (243)
"The staff was so kind. The property and room was clean. "
United States
Sarah
The price is NZ$355
includes taxes & fees
5 Jan - 6 Jan 2026
Marriott's Barony Beach Club

Marriott's Heritage Club

Marriott's Heritage Club
3.5 star property
Sea Pines
9.4 out of 10, Exceptional, (67)
"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$331
includes taxes & fees
7 Jan - 8 Jan 2026
Marriott's Heritage Club

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, (203)
"This is our second year staying at this property, and we thoroughly enjoyed our stay. We love being so close to the beach and the pool and facility are awesome. "
United States
Stacy G.
The price is NZ$550
includes taxes & fees
23 Dec - 24 Dec
Ocean View Villa with Amazing Resort Amenities -- just steps from the beach!!!

Disney's Hilton Head Island Resort

Disney's Hilton Head Island Resort
3.5 star property
Mid Island
9.6 out of 10, Exceptional, (127)
"While the rooms are overdue a refurbishment, this place is a wondeful resort. "
United States
Chad
Disney's Hilton Head Island Resort

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
9.6 out of 10, Exceptional, (71)
"Perfect location"
United States
Laura L.
The price is NZ$483
includes taxes & fees
27 Dec - 28 Dec
Charming Renovated Villa in Oceanfront Community w/ Pool and Direct Beach Access

HHR - Beach Villa (Heated Indoor Pool & Hot Tub)

HHR - Beach Villa (Heated Indoor Pool & Hot Tub)
Mid Island
10.0 out of 10, Exceptional, (12)
"Wonderful "
United States
Bri A.
HHR - Beach Villa (Heated Indoor Pool & Hot Tub)

Winter-40% OFF on mobile- 1BR/1BA - Direct Beach Access - Sandpiper Nest - HHBT

Winter-40% OFF on mobile- 1BR/1BA - Direct Beach Access - Sandpiper Nest - HHBT
Mid Island
9.6 out of 10, Exceptional, (13)
"It was very cozy and the bed was comfortable. The beach was a very short walk."
United States
Angelia K.
The price is NZ$459
includes taxes & fees
10 Jan - 11 Jan 2026
Winter-40% OFF on mobile- 1BR/1BA - Direct Beach Access - Sandpiper Nest - HHBT

Beach Daze-Gorgeous new shower! Bikes Included

Beach Daze-Gorgeous new shower! Bikes Included
South End
9.8 out of 10, Exceptional, (12)
"Had the best time staying at Kendall’s property! It was in a perfect location being by the beach and centralized to restaurants/bars! It was the perfect space for me and my best friend for a long weekend, I highly recommend staying here!!"
United States
Emily W.
The price is NZ$422
includes taxes & fees
23 Dec - 24 Dec
Beach Daze-Gorgeous new shower! Bikes Included

Crashin' Waves-Oceanview w/Bikes, Chairs& King Bed

Crashin' Waves-Oceanview w/Bikes, Chairs& King Bed
South End
9.8 out of 10, Exceptional, (150)
"Easy check in. Great communication. "
United Kingdom
Tiffany S.
Crashin' Waves-Oceanview w/Bikes, Chairs& King Bed

Castaways King Villa on Beach, Free Bikes!

Castaways King Villa on Beach, Free Bikes!
South End
10.0 out of 10, Exceptional, (96)
"The property was great for our needs, close to the beach, restaurants and biking trails. Owners were very easy to work with and very accommodating!"
United States
Kristin
Castaways King Villa on Beach, Free Bikes!
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$331 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 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?

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. Another good choice for your trip to Hilton Head Island is Fall Winter Escape: Value for Golf/Tennis/Pickleball Family Getaways best Locale.

How many holiday rentals are there in Hilton Head Island?

With 902 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 Shipyard Golf Course and Coligny Plaza.

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.