Hilton Head Island Holiday Rentals

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Check prices for these dates

Tonight
15 Jan - 16 Jan
Tomorrow
16 Jan - 17 Jan
This weekend
16 Jan - 18 Jan
Next weekend
23 Jan - 25 Jan

Our top choices for Hilton Head Island holiday rentals

Indoor pool, 5 outdoor pools, pool umbrellas, pool loungers

Condo resort in South End

Marriott's Grande Ocean
3.5 star property
9.4 out of 10, Exceptional, (165 reviews)
"Great room and amenities. Unfortunately, we had a poor experience with the front desk at checkout. Took 5 stars directly to 3 . "
United States
Patrick
The price is HK$1,645
HK$1,810 total
includes taxes & fees
9 Feb - 10 Feb
Marriott's Grande Ocean
Floor plan

Cottage in Mid Island

Beach Getaway 2BR w/ Pool + Modern Comforts
2.0 star property
8.0 out of 10, Very good, (2 reviews)
"No proper communication and things broke inside or not working "
United States
Alejandra
The price is HK$954
HK$2,438 total
includes taxes & fees
18 Jan - 19 Jan
Beach Getaway 2BR w/ Pool + Modern Comforts
Property grounds

Apartment in Bluffton

Sweet Nest Bluffton Cottage • Fenced in yard • Pet-Friendly • Gazebo • Private
2.0 star property
8.6 out of 10, Excellent, (10 reviews)
"Perfect spot, beautifully appointed, comfortable and private. Perfect for traveling with pet"
United States
andrea R.
The price is HK$1,021
HK$1,768 total
includes taxes & fees
16 Jan - 17 Jan
Sweet Nest Bluffton Cottage • Fenced in yard • Pet-Friendly • Gazebo • Private
Property grounds

Condo in South End

Mermaid Cove Oceanview @ Coligny
3.0 star property
10.0 out of 10, Exceptional, (6 reviews)
"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 HK$600
HK$1,981 total
includes taxes & fees
16 Jan - 17 Jan
Mermaid Cove Oceanview @ Coligny
Interior

Condo in South End

Cozy 2-bedroom villa close to Coligny!
2.0 star property
10.0 out of 10, Exceptional, (4 reviews)
"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$596
HK$2,225 total
includes taxes & fees
20 Jan - 21 Jan
Cozy 2-bedroom villa close to Coligny!
On the beach

Condo in South End

Flip Flop Paradise-Steps to the Sand! Free Bikes
9.8 out of 10, Exceptional, (154 reviews)
"Wonderful stay! The property was clean and beach access was great!"
United States
Charlotte T.
The price is HK$593
HK$1,973 total
includes taxes & fees
16 Jan - 17 Jan
Flip Flop Paradise-Steps to the Sand! Free Bikes
Beach nearby, beach bar, sailing

Aparthotel in Mid Island

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

Holiday Home in Mid Island

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

Villa in Mid Island

Tranquility by the Beach 1st Fl Sleeps 6,King Bed
9.4 out of 10, Exceptional, (54 reviews)
"Relaxing and comfortable stay"
United States
cheryl j.
The price is HK$772
HK$2,247 total
includes taxes & fees
16 Jan - 17 Jan
Tranquility by the Beach 1st Fl Sleeps 6,King Bed
Property grounds

Condo in South End

Elegance at the beach -Ocean View Villa, Gorgeous!
10.0 out of 10, Exceptional, (105 reviews)
"Our stay was perfect!"
United States
Cathy R.
The price is HK$593
HK$1,973 total
includes taxes & fees
16 Jan - 17 Jan
Elegance at the beach -Ocean View Villa, Gorgeous!
Indoor pool, 3 outdoor pools, pool cabanas (surcharge), pool umbrellas

Condo resort in Mid Island

Marriott's Barony Beach Club
3.5 star property
9.6 out of 10, Exceptional, (243 reviews)
"Great place for vacation on the beach, nice, clean and quiet areas "
United States
Larisa
The price is HK$1,319
HK$1,451 total
includes taxes & fees
21 Jan - 22 Jan
Marriott's Barony Beach Club
Floor plan

Cottage in Mid Island

Spacious 3BR Hilton Head Getaway + Pool Access
2.0 star property
The price is HK$548
HK$2,147 total
includes taxes & fees
19 Jan - 20 Jan
Spacious 3BR Hilton Head Getaway + Pool Access
Terrace/patio

Villa in South End

Charming Renovated Villa in Oceanfront Community w/ Pool and Direct Beach Access
9.6 out of 10, Exceptional, (72 reviews)
"Very nice! Great location "
United States
MaryAnn S.
The price is HK$624
HK$2,247 total
includes taxes & fees
26 Jan - 27 Jan
Charming Renovated Villa in Oceanfront Community w/ Pool and Direct Beach Access
On the beach

Condo in South End

SHOREthing! Beachside retreat w/ Bikes, Chairs
9.4 out of 10, Exceptional, (44 reviews)
"Good property, love the location"
United States
Josh K.
The price is HK$600
HK$1,981 total
includes taxes & fees
16 Jan - 17 Jan
SHOREthing! Beachside retreat w/ Bikes, Chairs
Property grounds

Condo in South End

Just Beachy! Absolute top notch design, Oceanviews
9.8 out of 10, Exceptional, (40 reviews)
"We had an absolute wonderful time at the villa. It was beautiful and very clean. Perfect location to the beach and Coligny. Couldn’t ask for anything better! "
United States
Allison O.
Just Beachy! Absolute top notch design, Oceanviews
Property grounds

Condo in South End

Crashin' Waves-Oceanview w/Bikes, Chairs& King Bed
9.8 out of 10, Exceptional, (152 reviews)
"Easy check in. Great communication. "
United Kingdom
Tiffany S.
The price is HK$593
HK$1,974 total
includes taxes & fees
16 Jan - 17 Jan
Crashin' Waves-Oceanview w/Bikes, Chairs& King Bed
Property grounds

Apartment in South End

NEW! 1 BD Apt~Beach Access~Clean~Great Location~Quiet & NICE! Great for Couples!
2.0 star property
9.4 out of 10, Exceptional, (3 reviews)
"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$772
HK$2,050 total
includes taxes & fees
20 Jan - 21 Jan
NEW! 1 BD Apt~Beach Access~Clean~Great Location~Quiet & NICE! Great for Couples!
On the beach

Condo in South End

Feelin Tip'Sea-Oceanview Retreat Steps to Beach
9.6 out of 10, Exceptional, (22 reviews)
"My wife and I went on our 3 year anniversary with our 6 month old son. We loved it! We walked the area a good bit. Some great food and shopping around. The condo was very clean and in a great location. We will definitely be back!"
United States
Blake
The price is HK$593
HK$1,973 total
includes taxes & fees
16 Jan - 17 Jan
Feelin Tip'Sea-Oceanview Retreat Steps to Beach
On the beach

Condo in South End

SerenityByTheSea-Couples Retreat-King,Bikes,Chairs
10.0 out of 10, Exceptional, (156 reviews)
"Great stay for couples "
United States
Jessica T.
The price is HK$660
HK$2,056 total
includes taxes & fees
16 Jan - 17 Jan
SerenityByTheSea-Couples Retreat-King,Bikes,Chairs
Outdoor dining

Condo in Mid Island

Come Enjoy this recently remodeled Villa
9.2 out of 10, Wonderful, (5 reviews)
"Everything is was excellent!!!"
United States
Cheryl S.
The price is HK$746
HK$2,429 total
includes taxes & fees
16 Jan - 17 Jan
Come Enjoy this recently remodeled Villa
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

10/10 Excellent
"The room was clean and the area was great."
Renee 1-night trip
Posted 2 days ago
Palmera Inn and Suites

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
  • Use the map to find apartments and other holiday homes in the Hilton Head Island neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Hilton Head Island while they last

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?

Sunset Rentals | Duck Hawk 27: This highly rated holiday home rental in Hilton Head Island is located by the ocean, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a selection of games and 1 hot tub. Other favourite homes for rent in Hilton Head Island are Fall Winter Escape: Value for Golf/Tennis/Pickleball Family Getaways best Locale and 4 Alder Lane--2nd row & steps from beach, newly renovated!.

How many holiday rentals are there in Hilton Head Island?

With 1028 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 Heron Point by Pete Dye at Sea Pines Resort and Shipyard Golf Course.

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.