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
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

Our top choices for Hilton Head Island vacation rentals

A wooden boardwalk leading to a beach with a bicycle parked on it.

1. Marriott's Monarch at Sea Pines

Marriott's Monarch at Sea Pines
3.0 star property
Sea Pines
9.2 out of 10, Wonderful, (133 reviews)
"After a booking mixup on what Expedia had listed & what the property details were.. we were happily surprised that the staff & GM made an exception for our reservation. Everyone was very helpful, room was great, clean, great outdoor spaces & easy beach access."
United States
Cory
$174 nightly
The price is $191
Nov 20 - Nov 21
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.

2. 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
$143 nightly
The price is $157
Nov 19 - Nov 20
Total with taxes and fees
Marriott's Heritage Club
A sandy beach with blue umbrellas and lounge chairs.

3. STUNNING ocean view! Brand new listing

STUNNING ocean view! Brand new listing
South End
9.8 out of 10, Exceptional, (25 reviews)
"Absolutely loved our stay would recommend"
United States
xiaoming w.
$253 nightly
The price is $278
Oct 27 - Oct 28
Total with taxes and fees
STUNNING ocean view! Brand new listing
Beach

4. Feelin Tip'Sea-Oceanview Retreat Steps to Beach

Feelin Tip'Sea-Oceanview Retreat Steps to Beach
South End
9.6 out of 10, Exceptional, (43 reviews)
"Great trip, great host"
United States
Carter K.
Feelin Tip'Sea-Oceanview Retreat Steps to Beach
A multi-story building with balconies, surrounded by various tropical plants and a clear view of the ocean.

5. Beach Daze-Gorgeous new shower! Bikes Included

Beach Daze-Gorgeous new shower! Bikes Included
South End
9.8 out of 10, Exceptional, (31 reviews)
"Excellent location! The place was so close to the beach & walking/biking distance to shops and restaurants."
United States
Kathleen
Beach Daze-Gorgeous new shower! Bikes Included
Beach

6. Seas the Day! Beach & Sun, with Bikes & Chairs

Seas the Day! Beach & Sun, with Bikes & Chairs
South End
9.6 out of 10, Exceptional, (40 reviews)
"Great Stay."
United States
Robert
Seas the Day! Beach & Sun, with Bikes & Chairs
A covered outdoor area with a view of the ocean, surrounded by greenery and a railing.

7. Crashin' Waves-Oceanview w/new bikes, Chairs& King Bed

Crashin' Waves-Oceanview w/new bikes, Chairs& King Bed
South End
9.6 out of 10, Exceptional, (190 reviews)
"Loved the bikes and location to everything. We were comfortable and had all we needed for the beach too."
United States
Margaret
Crashin' Waves-Oceanview w/new bikes, Chairs& King Bed
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.

8. 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, (108 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.
SeaGem-Oceanview! Steps to ocean Many Upgrades New Reno
A view from inside a building looking out to a paved area with palm trees and a body of water in the distance.

9. SeaClusion-Oceanview, Mini split AC, Beach Chairs

SeaClusion-Oceanview, Mini split AC, Beach Chairs
South End
9.6 out of 10, Exceptional, (85 reviews)
"We had a great stay. We love the location, close to everything. My family loved staying here and we can't wait to come back."
United States
Michael C.
SeaClusion-Oceanview, Mini split AC, Beach Chairs
A modern living room with a glass coffee table, a sofa, a white nightstand, and a large mirror.

10. 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)
"Great stay"
United States
Matt H.
Beachfront Condo w/ Pool Access in Hilton Head!
A covered outdoor area with a pool, lounge chairs, and a sofa.

11. Marriott's SurfWatch

Marriott's SurfWatch
3.5 star property
Mid Island
9.6 out of 10, Exceptional, (202 reviews)
"Great resort, great room "
United States
Crista
$281 nightly
The price is $309
Nov 17 - Nov 18
Total with taxes and fees
Marriott's SurfWatch
A hotel entrance with a grand staircase, a covered walkway, and a brick-paved area.

12. Marriott's Harbour Club

Marriott's Harbour Club
3.5 star property
Sea Pines
9.0 out of 10, Wonderful, (64 reviews)
"We are vacation club owner and we extended our stay with Hotels.com Harbor Club is our favorite property on HHI. "
United States
Mark
$143 nightly
The price is $157
Nov 3 - Nov 4
Total with taxes and fees
Marriott's Harbour Club
Our beautiful beach

13. 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, (182 reviews)
"Amazing place to vacation. Loved the view. Beach paradise extremely clean, quiet, easy beach access."
United States
Linda P.
Flip Flop Paradise-Steps to the Sand! Free Bikes
Our beautiful beach!

14. Seabatical-Beautiful ocean view! w/new bikes & Chairs

Seabatical-Beautiful ocean view! w/new bikes & Chairs
South End
10.0 out of 10, Exceptional, (95 reviews)
"The room was perfect myself and my cousin. We loved how the room was right on the beach. We also enjoyed the bikes, beach chairs, toys and how close it was to Coligny beach park. Would definitely stay here again."
United States
Raven
Seabatical-Beautiful ocean view! w/new bikes & Chairs
A courtyard with a central fountain, surrounded by palm trees and a large tree in the background.

15. Coligny Beach, Pools, & Shops- Few Steps Away

Coligny Beach, Pools, & Shops- Few Steps Away
South End
9.6 out of 10, Exceptional, (98 reviews)
"The place is immaculate and the location is excellent."
United States
Margarita
$315 nightly
The price is $346
Nov 15 - Nov 16
Total with taxes and fees
Coligny Beach, Pools, & Shops- Few Steps Away
Beach

16. OceanEscape – Steps to the Beach

OceanEscape – Steps to the Beach
South End
9.8 out of 10, Exceptional, (87 reviews)
"Great location!"
United States
Alycia R.
OceanEscape – Steps to the Beach
A deck with sun loungers overlooking a natural landscape.

17. 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, (87 reviews)
"Everything was perfect from location, cleanliness, and communication with the host"
United States
Victor A.
$268 nightly
The price is $295
Nov 1 - Nov 2
Total with taxes and fees
Family Beachfront Retreat: Walk to Coligny Plaza with Side Ocean Views
A wide flat walkway to beach.

18. 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.
$220 nightly
The price is $242
Oct 27 - Oct 28
Total with taxes and fees
At beach. No price increase! Also #5406326 renovated, #2320603 panoramic view.
A beachside resort with a swimming pool, lounge chairs, and a small building, likely a lifeguard station.

19. 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, (120 reviews)
"Short, but enjoyable stay. Would stay again!"
United States
Dora D.
$300 nightly
The price is $330
Oct 27 - Oct 28
Total with taxes and fees
Steps to the beach! Newly Remodeled! New furniture STR Permit #: 072116
Beach

20. Good Times and Tan Lines!-Central air, free bikes!

Good Times and Tan Lines!-Central air, free bikes!
South End
9.8 out of 10, Exceptional, (90 reviews)
"Such a great experience! This condo is directly on the beach and the hosts were excellent! We would definitely stay here again!"
United States
Valerie G.
Good Times and Tan Lines!-Central air, 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

The Westin Hilton Head Island Resort & Spa

The Westin Hilton Head Island Resort & Spa

8/10 Good
"Parking is confusing and very few spaces at times. First floor elevator call button at the beach access does not work properly. Often guests were unaware that elevator was not coming down to the first floor. Heavy air freshener odor in the lobby. To me it was over powering."
John 1-night trip
Posted 12 hours ago
The Westin Hilton Head Island Resort & Spa

Price trends for vacation rentals in Hilton Head Island

Less expensive
More expensive
Next month
January
April
$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.