Hilton Head Island Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals
  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings
  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

Our top choices for Hilton Head Island vacation rentals

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
$159 nightly
The price is $175
Jan 21 - Jan 22
Total with taxes and fees
Marriott's Barony Beach Club

Aparthotel in South End

Players Club Resort
4.0 star property
8.2 out of 10, Very Good, (11 reviews)
"Clean, safe, and relaxing location. Enjoyed the beach and local restaurants. "
United States
Melvin
$161 nightly
The price is $178
Jan 15 - Jan 16
Total with taxes and fees
Players Club Resort
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.
$263 nightly
The price is $289
Jan 27 - Jan 28
Total with taxes and fees
Cozy 2-bedroom villa close to Coligny!
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
$414 nightly
The price is $438
Jan 15 - Jan 16
Total with taxes and fees
Ocean Palms Villas at Port Royal Resort
2.0 star property
$257 nightly
The price is $263
Jan 15 - Jan 16
Total with taxes and fees
Spacious 3BR Hilton Head Getaway + Pool Access
9.6 out of 10, Exceptional, (213 reviews)
"It was very clean nice place to stay. The Host Markco was excellent. "
United States
Barbara C.
$220 nightly
The price is $242
Jan 15 - Jan 16
Total with taxes and fees
5th Villa to Beach Remodeled for 2021- Steps to Open Beach SLEEPS 6
9.8 out of 10, Exceptional, (66 reviews)
"The best thing about this place is the location. After arriving on Thursday we didn’t get back in the car until leaving on Sunday. Everything is in walking distance: beach, shops, restaurants, etc. The unit is small but cute, perfect for a couple getaway (there are bunk beds for small kids though). Owner was extremely responsive. "
United States
Barry M.
OceanEscape – Steps to the Beach
9.4 out of 10, Exceptional, (53 reviews)
"Had a great time. Location was great about a 2 minute walk to beach. Condo was great"
United States
Anonymous traveler
$253 nightly
The price is $278
Jan 25 - Jan 26
Total with taxes and fees
Beachy chic, steps from the beach!
9.6 out of 10, Exceptional, (11 reviews)
"We had a great stay at this property! The on-site bike rental was really convenient. Tennis courts were great too!"
United States
Stephen K.
$198 nightly
The price is $218
Jan 19 - Jan 20
Total with taxes and fees
2-bedroom condo walking distance to Singleton Beach

Vacation Home in Mid Island

Beach. View. Suite. 1 br. 1 ba. Sleeps 5
9.6 out of 10, Exceptional, (91 reviews)
"Great place great vacation thank you"
United States
Brett S.
$224 nightly
The price is $246
Feb 8 - Feb 9
Total with taxes and fees
Beach. View. Suite. 1 br. 1 ba. Sleeps 5

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
$211 nightly
The price is $232
Jan 21 - Jan 22
Total with taxes and fees
Marriott's Grande Ocean
9.8 out of 10, Exceptional, (27 reviews)
"Very clean and great location! "
United States
Lindsey P.
$259 nightly
The price is $285
Feb 9 - Feb 10
Total with taxes and fees
Condo w/ Pool 2BR Close to beach Free WiFi
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.
$239 nightly
The price is $263
Jan 20 - Jan 21
Total with taxes and fees
NEW! 1 BD Apt~Beach Access~Clean~Great Location~Quiet & NICE! Great for Couples!
10.0 out of 10, Exceptional, (114 reviews)
"Very pleased with our stay. Walking distance from shops and restaurants. Short walk to beach. "
United States
Saylor S.
$231 nightly
The price is $254
Jan 15 - Jan 16
Total with taxes and fees
Sandy Feet Retreat-New Shower-Bikes Incl-Oceanview
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
$297 nightly
The price is $309
Jan 19 - Jan 20
Total with taxes and fees
Beach Getaway 2BR w/ Pool + Modern Comforts
8.6 out of 10, Excellent, (10 reviews)
"Perfect spot, beautifully appointed, comfortable and private. Perfect for traveling with pet"
United States
andrea R.
$224 nightly
The price is $227
Jan 15 - Jan 16
Total with taxes and fees
Sweet Nest Bluffton Cottage • Fenced in yard • Pet-Friendly • Gazebo • Private
8.4 out of 10, Very Good, (72 reviews)
"Great location and beautiful condo. Would recommend! "
United States
Tawni O.
$379 nightly
The price is $417
Jan 15 - Jan 16
Total with taxes and fees
Brand New As Seen on HGTV! Deluxe Beachfront Villa W/ Beautiful Ocean Views
9.4 out of 10, Exceptional, (205 reviews)
"Great location and easy to get to the beach. Very nice, comfortable place. Enjoyed having the pool available to us. "
United States
Kristen T.
$303 nightly
The price is $333
Jan 28 - Jan 29
Total with taxes and fees
Ocean View Villa with Amazing Resort Amenities -- just steps from the beach!!!
9.4 out of 10, Exceptional, (22 reviews)
"Would definitely stay there again "
United States
Matilda F.
$159 nightly
The price is $174
Jan 18 - Jan 19
Total with taxes and fees
Cute Condo close to Coligny Beach
9.0 out of 10, Wonderful, (88 reviews)
"Property was very modern and clean, and with ocean views. Proximity to beach and to Coligny area is ideal. I would definitely recommend staying here!"
United States
Brian B.
$390 nightly
The price is $429
Jan 15 - Jan 16
Total with taxes and fees
Brand New As seen on HGTV! Deluxe Beachfront Villa W Beautiful Ocean Front Views
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Hilton Head Island Hotel Reviews

Price trends for vacation rentals in Hilton Head Island

Less expensive
More expensive
This month
Next month
January
July
$235
$260
Month
Price
January
$235
February
$260
March
$283
April
$300
May
$307
June
$329
July
$346
August
$337
September
$332
October
$321
November
$290
December
$298
Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed vacation rentals in Hilton Head Island. Select dates and complete search for nightly totals inclusive of taxes and fees.

Find out more about Hilton Head Island

Everything you need to know about Hilton Head Island vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Hilton Head Island vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Hilton Head Island vacation 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 low season months. For more hustle and bustle, you may prefer to visit Hilton Head Island in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $175 per night. Rates vary depending on your travel dates, location, and amenities so make a search and 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 vacation 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 vacation.

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 vacation rentals in Hilton Head Island?

Yes, you can find vacation rentals in Hilton Head Island close to The Sandbox, or you can select a 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 vacation rentals that Hilton Head Island has to offer?

Sunset Rentals | Duck Hawk 27: Visitors give good reviews to this Hilton Head Island vacation home rental, which is located by the ocean and has a fireplace, a patio, and a barbecue grill 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 you can cook with friends or family. You can relax into your vacation with a selection of games and a hot tub. Other favorite 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 vacation rentals are there in Hilton Head Island?

With 958 Expedia vacation rentals, you're sure 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 vacation rental in Hilton Head Island like?

A vacation rental is a private property where you can stay for a few weeks or just a few days in Hilton Head Island. Vacation rentals provide amenities like WiFi and washers and dryers so you'll have everything you want. If you're concerned about cleanliness, a vacation rental can offer a sense of privacy away from shared hotel elevators and busy reception areas while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental an attractive option for small groups.