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 HK$2,055
HK$2,261 total
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 HK$1,269
HK$1,396 total
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 HK$971
HK$2,454 total
includes taxes & fees
16 Dec - 17 Dec
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 HK$562
HK$2,168 total
includes taxes & fees
16 Dec - 17 Dec
Cozy 2-bedroom villa close to Coligny!

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.
Mermaid Cove Oceanview @ Coligny

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, (153)
"Wonderful stay! The property was clean and beach access was great!"
United States
Charlotte T.
The price is HK$592
HK$1,944 total
includes taxes & fees
15 Dec - 16 Dec
Flip Flop Paradise-Steps to the Sand! Free Bikes

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 HK$506
HK$1,618 total
includes taxes & fees
21 Dec - 22 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

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)
"Had a great time and a great stay. We always go to Hilton Head on what would have been my mothers birthday, We had the pleasure of staying here and had a great time."
United States
Aimee S.
The price is HK$483
HK$1,885 total
includes taxes & fees
15 Dec - 16 Dec
5th Villa to Beach Remodeled for 2021- Steps to Open Beach ** SLEEPS 7 **

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 HK$631
HK$2,500 total
includes taxes & fees
15 Dec - 16 Dec
Ocean View Villa with Amazing Resort Amenities -- just steps from the beach!!!

Marriott's Barony Beach Club

Marriott's Barony Beach Club
3.5 star property
Mid Island
9.6 out of 10, Exceptional, (242)
"The staff was so kind. The property and room was clean. "
United States
Sarah
The price is HK$1,518
HK$1,670 total
includes taxes & fees
1 Jan - 2 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 HK$1,269
HK$1,396 total
includes taxes & fees
7 Jan - 8 Jan 2026
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, (53)
"Relaxing and comfortable stay"
United States
cheryl j.
The price is HK$771
HK$2,244 total
includes taxes & fees
17 Dec - 18 Dec
Tranquility by the Beach 1st Fl Sleeps 6,King Bed

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 HK$560
HK$2,175 total
includes taxes & fees
15 Dec - 16 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)

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.
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.
The price is HK$599
HK$1,926 total
includes taxes & fees
15 Dec - 16 Dec
Crashin' Waves-Oceanview w/Bikes, Chairs& King Bed

Seabatical-Beautiful ocean view! w/Bikes & Chairs

Seabatical-Beautiful ocean view! w/Bikes & Chairs
South End
10.0 out of 10, Exceptional, (82)
"We had a great stay! The location was perfect and the place had everything we needed. The host was very responsive and helpful. We would definitely stay here again."
United States
Alondra A.
Seabatical-Beautiful ocean view! w/Bikes & Chairs

Elegance at the beach -Ocean View Villa, Gorgeous!

Elegance at the beach -Ocean View Villa, Gorgeous!
South End
10.0 out of 10, Exceptional, (104)
"Our stay was perfect!"
United States
Cathy R.
The price is HK$666
HK$2,025 total
includes taxes & fees
15 Dec - 16 Dec
Elegance at the beach -Ocean View Villa, Gorgeous!

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
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

Search for holiday rentals in Hilton Head Island on Expedia! You can easily find your home rentals, villas, holiday apartments in Hilton Head Island using one of the methods below:

  • View our selection of featured holiday rentals in Hilton Head Island
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Look no further and take a look at our great range of rental properties in Hilton Head Island!

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?

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. Some other homes for rent in Hilton Head Island include Ocean View, 3-Patio, 6BR, 6300sf Home w/Pool; 50 Steps to Beach, Coligny Circle! and Fall Winter Escape: Value for Golf/Tennis/Pickleball Family Getaways best Locale.

How many holiday rentals are there in Hilton Head Island?

With 904 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 Coligny Theater and Arts Center of Coastal Carolina, 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.