A coastal town with a lighthouse, marina, and golf course.

Hilton Head Island Vacation Rentals

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Hilton Head Island vacation rentals

A covered outdoor seating area with a view of the sunset over a body of water.

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, (157 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
$127 nightly
The price is $140
Nov 4 - Nov 5
Total with taxes and fees
Marriott's Harbour Point and Sunset Pointe at Shelter Cove
A hotel entrance with a grand staircase, a covered walkway, and a brick-paved area.

2. Marriott's Harbour Club

Marriott's Harbour Club
3.5 star property
Sea Pines
9.0 out of 10, Wonderful, (63 reviews)
"Clean and spacious. Very convenient location. "
United States
CLAUDIA
$143 nightly
The price is $157
Nov 8 - Nov 9
Total with taxes and fees
Marriott's Harbour Club
A modern living room with a glass coffee table, a sofa, a white nightstand, and a large mirror.

3. Beachfront Condo w/ Pool Access in Hilton Head!

Beachfront Condo w/ Pool Access in Hilton Head!
South End
9.2 out of 10, Wonderful, (94 reviews)
"Ocean view was great! The pool was well maintained, warm and with a good amount of chairs. Super close to Coligny beach and shops! Loved our time there and will be back! "
United States
Gary B.
$355 nightly
The price is $391
Oct 15 - Oct 16
Total with taxes and fees
Beachfront Condo w/ Pool Access in Hilton Head!
A modern living room with a glass coffee table, a sofa, a white nightstand, and a large mirror.

4. Beachfront Condo w/ Pool Access in Hilton Head!

Beachfront Condo w/ Pool Access in Hilton Head!
4.0 star property
South End
8.0 out of 10, Very good, (3 reviews)
"The security guard was friendly. The condo was clean. I am not sure if all of these were from the host or left behind but there was a coffee maker, spice rack (which I’ve never seen in a condo before), dishwasher, plenty of pots and pans, not a lot of utensils for cooking, a hair dryer, small tin of coffee creamer, pool towel (clean), extra blankets (clean), a single trash bag for the kitchen, paper towels, kitchen towel, chairs and beach things on the deck. It was on the beach just have to walk...
United States
Manuel
$351 nightly
The price is $386
Oct 15 - Oct 16
Total with taxes and fees
Beachfront Condo w/ Pool Access in Hilton Head!
A living room with a sofa, coffee table, and a dining area with chairs and a table. There is a ceiling fan, a TV mounted on the wall, and a large window offering a view of the outside.

5. Coastal Calm Couples Paradise + KING Bed+ Bikes-#131

Coastal Calm Couples Paradise + KING Bed+ Bikes-#131
South End
10.0 out of 10, Exceptional, (19 reviews)
"Within steps of the ocean, great location to bike and walking trail, close to shops and dining. "
United States
Dee W.
$313 nightly
The price is $344
Oct 17 - Oct 18
Total with taxes and fees
Coastal Calm Couples Paradise + KING Bed+ Bikes-#131
A covered outdoor area with a view of the ocean, palm trees, and a grassy landscape.

6. Direct Ocean Front First Floor 1BR/1Bath Condo

Direct Ocean Front First Floor 1BR/1Bath Condo
South End
9.2 out of 10, Wonderful, (82 reviews)
"Megan was a good host. The unit was nice and clean and the beach view was amazing!"
United States
Betty H.
$606 nightly
The price is $667
Oct 17 - Oct 18
Total with taxes and fees
Direct Ocean Front First Floor 1BR/1Bath Condo
A room with a sliding glass door leading to an outdoor patio with a table and chairs, a ceiling fan, and a flat-screen TV mounted on the wall.

7. 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, (106 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.
$246 nightly
The price is $271
Oct 15 - Oct 16
Total with taxes and fees
SeaGem-Oceanview! Steps to ocean Many Upgrades New Reno
A wide flat walkway to beach.

8. At beach. No price increase! Also #5406326 renovated, #2320603 panoramic view.

At beach. No price increase! Also #5406326 renovated, #2320603 panoramic view.
Mid Island
10.0 out of 10, Exceptional, (155 reviews)
"Cozy condo that was perfect for our stay."
United States
Shawn K.
$226 nightly
The price is $249
Oct 19 - Oct 20
Total with taxes and fees
At beach. No price increase! Also #5406326 renovated, #2320603 panoramic view.
A deck with sun loungers overlooking a natural landscape.

9. Family Beachfront Retreat: Walk to Coligny Plaza with Side Ocean Views

Family Beachfront Retreat: Walk to Coligny Plaza with Side Ocean Views
South End
9.4 out of 10, Exceptional, (86 reviews)
"This condo has a nice view, but that's about all it has going for it. It's very small...I think it would be too crowded for more than 2 people. It was adequately furnished, but the sofa, chair, and footstools were badly stained. The bed was comfy, but there was a bad odor in the apt. The property management company was pleasant to deal with."
United States
Patsy
$280 nightly
The price is $307
Oct 19 - Oct 20
Total with taxes and fees
Family Beachfront Retreat: Walk to Coligny Plaza with Side Ocean Views
Our beautiful beach

10. 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, (181 reviews)
"Amazing place to vacation. Loved the view. Beach paradise extremely clean, quiet, easy beach access."
United States
Linda P.
$248 nightly
The price is $273
Oct 19 - Oct 20
Total with taxes and fees
Flip Flop Paradise-Steps to the Sand! Free Bikes
A wooden boardwalk leading to a beach with a bicycle parked on it.

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, (132 reviews)
"Loved this property "
United States
Sharon
$181 nightly
The price is $199
Nov 5 - Nov 6
Total with taxes and fees
Marriott's Monarch at Sea Pines
A spacious living area with a high ceiling, large windows, and a central seating arrangement.

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
$158 nightly
The price is $174
Nov 8 - Nov 9
Total with taxes and fees
Marriott's Heritage Club
A view from a balcony with a railing, overlooking a landscaped garden with palm trees and a clear sky.

13. Barefoot Bungalow! Ocean View Couple’s Retreat

Barefoot Bungalow! Ocean View Couple’s Retreat
South End
9.8 out of 10, Exceptional, (218 reviews)
"Great place to stay! Loved it!"
United States
Betsy P.
$254 nightly
The price is $279
Oct 21 - Oct 22
Total with taxes and fees
Barefoot Bungalow! Ocean View Couple’s Retreat
A modern kitchen with granite countertops, a stainless steel sink, and wooden cabinets.

14. Palmetto Dunes Golf Getaway: Pool + Beach Access!

Palmetto Dunes Golf Getaway: Pool + Beach Access!
4.0 star property
Mid Island
10.0 out of 10, Exceptional, (1 review)
"Communication with owner is excellent and villa is located in great location "
United States
minoshka
$315 nightly
The price is $346
Oct 17 - Oct 18
Total with taxes and fees
Palmetto Dunes Golf Getaway: Pool + Beach Access!
A beach with a calm sea and a clear sky.

15. Steps to Beach-hilton Head Condo-pet Friendly

Steps to Beach-hilton Head Condo-pet Friendly
2.0 star property
Mid Island
$399 nightly
The price is $439
Nov 3 - Nov 4
Total with taxes and fees
Steps to Beach-hilton Head Condo-pet Friendly
Beach

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

Totally Beachin' Coligny OceanViews w/new bikes/chairs
South End
10.0 out of 10, Exceptional, (239 reviews)
"Great stay"
United States
Micah N.
$296 nightly
The price is $325
Oct 15 - Oct 16
Total with taxes and fees
Totally Beachin' Coligny OceanViews w/new bikes/chairs
A beachside resort with a swimming pool, lounge chairs, and a small building, likely a lifeguard station.

17. 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, (118 reviews)
"Short, but enjoyable stay. Would stay again!"
United States
Dora D.
$303 nightly
The price is $333
Oct 25 - Oct 26
Total with taxes and fees
Steps to the beach! Newly Remodeled! New furniture STR Permit #: 072116
A pool area with lounge chairs, palm trees, and a clear sky.

18. 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, (235 reviews)
"Location was absolutely fabulous. Apartment clean, comfortable. A few general maintenance issues, but host responded very promptly. Looking forward to staying again!"
United States
Caitlin
$355 nightly
The price is $390
Nov 1 - Nov 2
Total with taxes and fees
Ocean View Villa with Amazing Resort Amenities -- just steps from the beach!!!
Beach

19. SerenityByTheSea-Couples Retreat-King,Bikes,Chairs

SerenityByTheSea-Couples Retreat-King,Bikes,Chairs
South End
9.8 out of 10, Exceptional, (185 reviews)
"Wonderful time close to everything easy walk to the beach"
United States
charles g.
$249 nightly
The price is $274
Nov 11 - Nov 12
Total with taxes and fees
SerenityByTheSea-Couples Retreat-King,Bikes,Chairs
A living room with a dining area, a sofa, a coffee table, and a TV.

20. Harbour Town Gem: Serene Lagoon Views & Steps to the Lighthouse

Harbour Town Gem: Serene Lagoon Views & Steps to the Lighthouse
Sea Pines
9.2 out of 10, Wonderful, (219 reviews)
"Quiet accommodations within biking/walking distance to Harbour Town, providing all your basic needs!"
United States
Jamie B.
$306 nightly
The price is $336
Oct 19 - Oct 20
Total with taxes and fees
Harbour Town Gem: Serene Lagoon Views & Steps to the Lighthouse
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

Spark By Hilton Hilton Head Island

Spark By Hilton Hilton Head Island

8/10 Good
"Very clean room, felt so safe here. Super well kept up, I loved the shuttle service to the beach. Only reason I gave 4 stars is because breakfast was not great. No meat, could have had a waffle iron and only thing was cereal bagels and yogurt so you still left feeling hungry. Maybe adding a quick waffle might help. I would deff stay here again though!!"
Christelle 2-night trip
Posted 1 hour ago
Spark By Hilton Hilton Head Island

Price trends for vacation rentals in Hilton Head Island

Less expensive
More expensive
This month
Next month
January
April
$285
$293
Month
Price
January
$282
February
$303
March
$330
April
$343
May
$314
June
$336
July
$325
August
$304
September
$283
October
$285
November
$293
December
$287
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 $140 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 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 vacation rentals that Hilton Head Island has to offer?

New Four BR Luxury Vacation Home on Hilton Head: Visitors give good reviews to this Hilton Head Island vacation home rental, which 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 you can cook with friends or family. Other favorite 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 vacation rentals are there in Hilton Head Island?

With 986 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. Marine Corps Recruit Depot Parris Island and River Street are other popular places to visit in the area.

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.