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

Hilton Head Island Vacation Rentals

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Our top choices for Hilton Head Island vacation rentals

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
The price is CA $180
CA $198 total
includes taxes & fees
Nov 9 - Nov 10
Marriott's Harbour Point and Sunset Pointe at Shelter Cove

2. Marriott's Harbour Club

Marriott's Harbour Club
3.5 star property
Sea Pines
9.0 out of 10, Wonderful, (64 reviews)
"Clean and spacious. Very convenient location. "
United States
CLAUDIA
The price is CA $202
CA $222 total
includes taxes & fees
Nov 8 - Nov 9
Marriott's Harbour Club

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)
"Great stay"
United States
Matt H.
The price is CA $100
CA $560 total
includes taxes & fees
Oct 21 - Oct 22
Beachfront Condo w/ Pool Access in Hilton Head!

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
The price is CA $150
CA $545 total
includes taxes & fees
Oct 21 - Oct 22
Beachfront Condo w/ Pool Access in Hilton Head!

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.
The price is CA $172
CA $486 total
includes taxes & fees
Nov 1 - Nov 2
Coastal Calm Couples Paradise + KING Bed+ Bikes-#131

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)
"Great location directly facing the beach. We always love Seaside Villas."
United States
Jeffery T.
The price is CA $177
CA $943 total
includes taxes & fees
Oct 19 - Oct 20
Direct Ocean Front First Floor 1BR/1Bath Condo

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, (107 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

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.
The price is CA $111
CA $354 total
includes taxes & fees
Oct 19 - Oct 20
At beach. No price increase! Also #5406326 renovated, #2320603 panoramic view.

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
The price is CA $134
CA $435 total
includes taxes & fees
Oct 19 - Oct 20
Family Beachfront Retreat: Walk to Coligny Plaza with Side Ocean Views

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.
The price is CA $124
CA $379 total
includes taxes & fees
Oct 19 - Oct 20
Flip Flop Paradise-Steps to the Sand! Free Bikes

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
The price is CA $252
CA $277 total
includes taxes & fees
Nov 18 - Nov 19
Marriott's Monarch at Sea Pines

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 CA $235
CA $258 total
includes taxes & fees
Nov 1 - Nov 2
Marriott's Heritage Club

13. Barefoot Bungalow! Ocean View Couple’s Retreat

Barefoot Bungalow! Ocean View Couple’s Retreat
South End
9.8 out of 10, Exceptional, (220 reviews)
"Great place to stay! Loved it!"
United States
Betsy P.
The price is CA $136
CA $393 total
includes taxes & fees
Oct 21 - Oct 22
Barefoot Bungalow! Ocean View Couple’s Retreat

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

Steps to Beach-hilton Head Condo-pet Friendly
2.0 star property
Mid Island
The price is CA $170
CA $570 total
includes taxes & fees
Oct 19 - Oct 20
Steps to Beach-hilton Head Condo-pet Friendly

15. 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.
Totally Beachin' Coligny OceanViews w/new bikes/chairs

16. 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.
The price is CA $64
CA $471 total
includes taxes & fees
Oct 25 - Oct 26
Steps to the beach! Newly Remodeled! New furniture STR Permit #: 072116

17. 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)
"We’ve stayed at this property for the past several years, and it’s always great!"
United States
Mallory F.
The price is CA $174
CA $530 total
includes taxes & fees
Oct 21 - Oct 22
Ocean View Villa with Amazing Resort Amenities -- just steps from the beach!!!

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

SerenityByTheSea-Couples Retreat-King,Bikes,Chairs
South End
9.8 out of 10, Exceptional, (185 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.
The price is CA $139
CA $397 total
includes taxes & fees
Nov 11 - Nov 12
SerenityByTheSea-Couples Retreat-King,Bikes,Chairs

19. 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.
The price is CA $154
CA $472 total
includes taxes & fees
Oct 19 - Oct 20
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

Find out more about Hilton Head Island

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Hilton Head Island. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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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.