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

Hilton Head Island Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

Our top choices for Hilton Head Island vacation rentals

A hotel room with a balcony, a dining area, and a seating area with a view of the ocean.

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
The price is AED 536
AED 590 total
includes taxes & fees
2 Dec - 3 Dec
Marriott's Monarch at Sea Pines
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, (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
The price is AED 400
AED 440 total
includes taxes & fees
2 Dec - 3 Dec
Marriott's Harbour Club
A beachside resort with a swimming pool, lounge chairs, and a small building, likely a lifeguard station.

3. 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.
The price is AED 165
AED 1,156 total
includes taxes & fees
7 Nov - 8 Nov
Steps to the beach! Newly Remodeled! New furniture STR Permit #: 072116
A view of a beach with a parking lot and buildings in the foreground.

4. STUNNING ocean view! Brand new listing

STUNNING ocean view! Brand new listing
South End
9.8 out of 10, Exceptional, (27 reviews)
"Absolutely loved our stay would recommend"
United States
xiaoming w.
The price is AED 327
AED 934 total
includes taxes & fees
5 Nov - 6 Nov
STUNNING ocean view! Brand new listing
A deck with sun loungers overlooking a natural landscape.

5. 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.
The price is AED 312
AED 1,022 total
includes taxes & fees
5 Nov - 6 Nov
Family Beachfront Retreat: Walk to Coligny Plaza with Side Ocean Views
A balcony with a table and chairs, overlooking a landscaped garden and distant hills.

6. 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
The price is AED 327
AED 1,101 total
includes taxes & fees
5 Nov - 6 Nov
Oceanfront Hilton Head Island Condo w/ Pool!
A waterfront hotel with multiple red-roofed buildings, a dock, and a marina.

7. 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
Disney's Hilton Head Island Resort
A view of a beach with a parking lot and buildings in the foreground.

8. SeaRenity! Beautiful Reno! King bed! w/Bikes

SeaRenity! Beautiful Reno! King bed! w/Bikes
South End
9.6 out of 10, Exceptional, (137 reviews)
"Enjoyed our stay"
United States
Elizabeth S.
SeaRenity! Beautiful Reno! King bed! w/Bikes
A courtyard with a central water feature, surrounded by brick flooring and benches.

9. Awesome Ocean View! Coligny Area! Updated and CLEAN 1 Bedroom! #380

Awesome Ocean View! Coligny Area! Updated and CLEAN 1 Bedroom! #380
South End
9.6 out of 10, Exceptional, (109 reviews)
"Awesome spot to stay with everything we needed. Really enjoyed the pool access, walking distance to the beach, and bikes included with the property."
United States
Will K.
The price is AED 331
AED 1,071 total
includes taxes & fees
8 Nov - 9 Nov
Awesome Ocean View! Coligny Area! Updated and CLEAN 1 Bedroom! #380
A swimming pool with multiple lanes and lounge chairs, surrounded by a fenced area and buildings in the background.

10. 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.
The price is AED 298
AED 877 total
includes taxes & fees
5 Nov - 6 Nov
At beach. No price increase! Also #5406326 renovated, #2320603 panoramic view.
A covered outdoor seating area with a view of the sunset over a body of water.

11. 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, (159 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
The price is AED 320
AED 352 total
includes taxes & fees
30 Nov - 1 Dec
Marriott's Harbour Point and Sunset Pointe at Shelter Cove
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
The price is AED 433
AED 477 total
includes taxes & fees
3 Dec - 4 Dec
Marriott's Heritage Club
A room with a bunk bed, a door with a security lock, and a patterned rug on the floor.

13. Direct Oceanfront: Million Dollar Sunrise Views & Steps to Coligny

Direct Oceanfront: Million Dollar Sunrise Views & Steps to Coligny
South End
9.2 out of 10, Wonderful, (322 reviews)
"Great location/value…highly recommend"
United States
David H.
Direct Oceanfront: Million Dollar Sunrise Views & Steps to Coligny
An aerial view of a beach with a hotel on the left, featuring a long stretch of sandy beach and ocean.

14. Beach. View. Suite. 1 br. 1 ba. Sleeps 5

Beach. View. Suite. 1 br. 1 ba. Sleeps 5
Mid Island
9.6 out of 10, Exceptional, (123 reviews)
"Location was great. Very close to the pool and the beach. The wagon was very helpful."
United States
Carla J.
The price is AED 218
AED 825 total
includes taxes & fees
5 Nov - 6 Nov
Beach. View. Suite. 1 br. 1 ba. Sleeps 5
A balcony with a wicker chair, a beach ball, and a view of the ocean and trees.

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

SerenityByTheSea-Couples Retreat-King,Bikes,Chairs
South End
9.8 out of 10, Exceptional, (188 reviews)
"Very clean, had everything we needed! Host was very communicative. Perfect location, loved having bikes and beach chairs! Highly recommend & will be back!"
United States
Hailey R.
SerenityByTheSea-Couples Retreat-King,Bikes,Chairs
A hotel with multiple buildings, a parking lot, and a beach area with umbrellas.

16. 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.
Coral Paradise, Ocean View, Couple's Seaside Retreat, Pool, Walk to Shops Dining
A room with a view of the ocean through a window with a metal railing.

17. Ocean Dunes 318🌴Modern Couple’s Getaway🌴Oceanfront+View with King Bed&Bikes

Ocean Dunes 318🌴Modern Couple’s Getaway🌴Oceanfront+View with King Bed&Bikes
South End
10.0 out of 10, Exceptional, (215 reviews)
"If you are looking for an ocean view in quiet and comfortable surroundings on HHI then look no further. Conveniently located near Coligny and bike paths all you need is available for a memorable and restful vacation. "
United States
Jeremy S.
Ocean Dunes 318🌴Modern Couple’s Getaway🌴Oceanfront+View with King Bed&Bikes
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.

18. 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)
"Fantastic property. Great owners. Perfect location!"
United States
Walker A.
The price is AED 440
AED 1,196 total
includes taxes & fees
5 Nov - 6 Nov
Coastal Calm Couples Paradise + KING Bed+ Bikes-#131
A pool area with lounge chairs, palm trees, and a clear sky.

19. 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, (237 reviews)
"We’ve stayed at this property for the past several years, and it’s always great!"
United States
Mallory F.
The price is AED 417
AED 1,254 total
includes taxes & fees
5 Nov - 6 Nov
Ocean View Villa with Amazing Resort Amenities -- just steps from the beach!!!
A courtyard with a central fountain, surrounded by palm trees and a large tree in the background.

20. 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
The price is AED 505
AED 1,218 total
includes taxes & fees
3 Dec - 4 Dec
Coligny Beach, Pools, & Shops- Few Steps Away
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Hilton Head Island Hotel Reviews

Spark By Hilton Hilton Head Island

Spark By Hilton Hilton Head Island

8/10 Good
"Good location"
russell 3-night trip
Posted 9 hours ago
Spark By Hilton Hilton Head Island

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.