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 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

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, (132 reviews)
"Loved this property "
United States
Sharon
$196 nightly
The price is $216
Nov 4 - Nov 5
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 3 - Nov 4
Total with taxes and fees
Marriott's Heritage Club
A modern living room with a staircase, a bar area, and a couch.

3. Luxury Penthouse near Beach, Tiki Hut, Coligny

Luxury Penthouse near Beach, Tiki Hut, Coligny
South End
10.0 out of 10, Exceptional, (119 reviews)
"Had a great stay. Definitely recommend."
United States
Thomas K.
$365 nightly
The price is $369
Oct 12 - Oct 13
Total with taxes and fees
Luxury Penthouse near Beach, Tiki Hut, Coligny
A deck with sun loungers overlooking a natural landscape.

4. 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)
"Perfect location, check in was very easy. The condo was clean and everything exactly as it was described. Would definitely stay here again."
United States
Shane W.
$277 nightly
The price is $304
Oct 11 - Oct 12
Total with taxes and fees
Family Beachfront Retreat: Walk to Coligny Plaza with Side Ocean Views
A modern living room with a glass coffee table, a sofa, a white nightstand, and a large mirror.

5. 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.
$358 nightly
The price is $394
Oct 12 - Oct 13
Total with taxes and fees
Beachfront Condo w/ Pool Access in Hilton Head!
A living room with a television, a wicker chair, a glass coffee table, and a view of the ocean through a sliding glass door.

6. Palm Breezy Living-Coligny+Bikes included-#228

Palm Breezy Living-Coligny+Bikes included-#228
South End
9.8 out of 10, Exceptional, (174 reviews)
"The location was exceptional, offering immediate access to the beach and proximity to various dining establishments. I would definitely stay here again."
United States
Mayra S.
$320 nightly
The price is $352
Oct 12 - Oct 13
Total with taxes and fees
Palm Breezy Living-Coligny+Bikes included-#228
A beach with a calm sea and a clear sky.

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

Steps to Beach-hilton Head Condo-pet Friendly
2.0 star property
Mid Island
$421 nightly
The price is $463
Oct 19 - Oct 20
Total with taxes and fees
Steps to Beach-hilton Head Condo-pet Friendly
A courtyard with a central fountain, surrounded by palm trees and a large tree in the background.

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

Coligny Beach, Pools, & Shops- Few Steps Away
South End
9.6 out of 10, Exceptional, (96 reviews)
"Great location, close to everything"
United States
Robert G.
$337 nightly
The price is $371
Nov 2 - Nov 3
Total with taxes and fees
Coligny Beach, Pools, & Shops- Few Steps Away
A beachside resort with a swimming pool, lounge chairs, and a small building, likely a lifeguard station.

9. 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, (117 reviews)
"Short, but enjoyable stay. Would stay again!"
United States
Dora D.
$307 nightly
The price is $337
Oct 12 - Oct 13
Total with taxes and fees
Steps to the beach! Newly Remodeled! New furniture STR Permit #: 072116
A sandy beach with tall grasses in the foreground and a clear blue sky.

10. Oceanfront Hilton Head Island Condo w/ Pool!

Oceanfront Hilton Head Island Condo w/ Pool!
3.0 star property
South End
8.8 out of 10, Excellent, (6 reviews)
"Nice!! Location great, easy instructions on entry access, nice side view of the ocean from the balcony, the host Meagan was so very nice and accommodating, very close to restaurants and stores, would love to stay here again, Thanks a million!!!! ;)"
United States
Beverly
$316 nightly
The price is $347
Oct 11 - Oct 12
Total with taxes and fees
Oceanfront Hilton Head Island Condo w/ Pool!
An aerial view of a resort with multiple buildings, a central swimming pool, and a beach in the background.

11. Marriott's Grande Ocean

Marriott's Grande Ocean
3.5 star property
South End
9.4 out of 10, Exceptional, (178 reviews)
"On the ocean. Family friendly."
United States
Richard
$344 nightly
The price is $378
Oct 27 - Oct 28
Total with taxes and fees
Marriott's Grande Ocean
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, (63 reviews)
"Clean and spacious. Very convenient location. "
United States
CLAUDIA
$156 nightly
The price is $172
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, (181 reviews)
"Amazing place to vacation. Loved the view. Beach paradise extremely clean, quiet, easy beach access."
United States
Linda P.
$249 nightly
The price is $274
Oct 19 - Oct 20
Total with taxes and fees
Flip Flop Paradise-Steps to the Sand! Free Bikes
A beach with a clear sky and calm waves.

14. Coral Paradise, Ocean View, Couple's Seaside Retreat, Pool, Walk to Shops Dining

Coral Paradise, Ocean View, Couple's Seaside Retreat, Pool, Walk to Shops Dining
South End
10.0 out of 10, Exceptional, (12 reviews)
"The villa is perfectly located within walking distance to Coligny Plaza and the provided wagon to take to the beach was wonderful! Will definitely stay again when I return to HHI!"
United States
Candice L.
$257 nightly
The price is $283
Oct 11 - Oct 12
Total with taxes and fees
Coral Paradise, Ocean View, Couple's Seaside Retreat, Pool, Walk to Shops Dining
A pool area with lounge chairs, palm trees, and a clear sky.

15. 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
$351 nightly
The price is $386
Nov 1 - Nov 2
Total with taxes and fees
Ocean View Villa with Amazing Resort Amenities -- just steps from the beach!!!
Living area

16. Serene Tides & Relaxing Sunny Days Retreat-Coligny+ Bikes-#233!

Serene Tides & Relaxing Sunny Days Retreat-Coligny+ Bikes-#233!
South End
9.8 out of 10, Exceptional, (161 reviews)
"The hosts were very accommodating, along with providing great insights into great places to visit and eat at on the island!"
United States
John P.
Serene Tides & Relaxing Sunny Days Retreat-Coligny+ Bikes-#233!
A waterfront restaurant with outdoor seating and a view of the water.

17. Disney's Hilton Head Island Resort

Disney's Hilton Head Island Resort
3.5 star property
Mid Island
9.6 out of 10, Exceptional, (131 reviews)
"The room and property were incredible! Already booking my next stay"
United States
Melissa
$166 nightly
The price is $183
Oct 20 - Oct 21
Total with taxes and fees
Disney's Hilton Head Island Resort
A balcony with a view of the ocean, palm trees, and a building with large windows.

18. Elegance at the beach -Ocean View Villa, Gorgeous!

Elegance at the beach -Ocean View Villa, Gorgeous!
South End
10.0 out of 10, Exceptional, (130 reviews)
"Property is just as described, clean and so close to the beach! Kendall was so easy to get in touch with. Loved our stay and will definitely stay again."
United States
LeeAnn E.
$262 nightly
The price is $289
Oct 12 - Oct 13
Total with taxes and fees
Elegance at the beach -Ocean View Villa, Gorgeous!
A covered outdoor area with a view of the ocean, palm trees, and a grassy landscape.

19. 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)
"Great location directly facing the beach. We always love Seaside Villas."
United States
Jeffery T.
$606 nightly
The price is $667
Oct 17 - Oct 18
Total with taxes and fees
Direct Ocean Front First Floor 1BR/1Bath Condo
A modern living room with a glass coffee table, a sofa, a white nightstand, and a large mirror.

20. 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 12 - Oct 13
Total with taxes and fees
Beachfront Condo w/ Pool Access in Hilton Head!
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

Hilton Beachfront Resort & Spa Hilton Head Island

Hilton Beachfront Resort & Spa Hilton Head Island

10/10 Excellent
"Staff very professional and very willing to address any issue. Location perfect"
Levi 3-night trip
Posted 1 hour ago
Hilton Beachfront Resort & Spa 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.