Search Vacation Homes in Hilton Head Island

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Browse Select Hilton Head Island Vacation Homes

Marriott's Monarch at Sea Pines
3 out of 5
91 N Sea Pines Dr, Hilton Head Island, SC
Fully refundableReserve now, pay when you stay
The price is $247 per night from Nov 17 to Nov 17
Located in Sea Pines, this beachfront vacation home is next to a golf course, just steps from South Forest Beach and South Beach. Coligny Beach and Tybee Roads ...
4.6/5 Wonderful! (103 reviews)
"Villa was exceptionally clean, great location right on the beach. Will definitely return"

Reviewed on Oct 4, 2021

Marriott's Monarch at Sea Pines
Coral Reef Resort
3 out of 5
12 Valencia Road, Hilton Head Island, SC
Situated in Hilton Head Island, this golf vacation home is within a 15-minute walk of Coligny Theater, Coligny Plaza, and Coligny Beach. Van Der Meer Tennis ...
4.6/5 Exceptional! (43 reviews)
"The property was perfect for those who want more space to spread out on vacation and have a more relaxed venue. The full kitchen provided us the opportunity to eat at home and even pack up snacks for the pool and the beach. It was a wonderful experience!"

Reviewed on Jun 6, 2021

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Coral Reef Resort
Courtside 95 - Close to the beach - Large 2 bedroom Townhouse
Located in South Forest Beach, this vacation home is within a 15-minute walk of South Forest Beach, Coligny Beach, and Coligny Plaza. Sea Pines Forest Preserve ...
4.7/5 Exceptional! (19 reviews)
Long Weekend in HH
"We loved our stay here. Perfect location with a less than 10 minute walk to the beach. Both pools are great as well, with easy access to one of them right through the back door. The unit itself was great too. Fully stocked kitchen and comfortable couches in the living room. The master bed was incredibly ..."

Reviewed on Sep 30, 2021

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Courtside 95 - Close to the beach - Large 2 bedroom Townhouse
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Stunning Direct Oceanfront Sealoft on Deer Island
Located in Sea Pines, this historic vacation home is steps from Harbour Town Lighthouse and Calibogue Sound. Harbour Town Golf Links and Stoney-Baynard Plantation ...
4.5/5 Wonderful! (11 reviews)
Good time
"We had a great time in sea pines"

Reviewed on Oct 2, 2021

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Stunning Direct Oceanfront Sealoft on Deer Island
Surf Court 67 - 2 Bedroom Renovated 2019 Townhouse Steps to the Beach
Located in South Forest Beach, this vacation home is within a 10-minute walk of Coligny Beach, Coligny Plaza, and Sea Pines Forest Preserve. Coligny Theater ...
4.8/5 Exceptional! (14 reviews)
Great prperty
"Great property- clean house and very up to date. Kitchen has minimal things to cook with but we made do. Overall great place to stay!"

Reviewed on Sep 30, 2021

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Surf Court 67 - 2 Bedroom Renovated 2019 Townhouse Steps to the Beach
Marriott's Heritage Club
3.5 out of 5
12 Lighthouse Lane, Hilton Head Island, SC
Fully refundableReserve now, pay when you stay
The price is $249 per night from Nov 1 to Nov 1
Located in Sea Pines, this eco-friendly vacation home is steps from Calibogue Sound, Harbour Town Lighthouse, and Harbour Town Golf Links. Stoney-Baynard Plantation ...
4.6/5 Exceptional! (41 reviews)
"Rooms were very clean and larger than expected! Outstanding location, just a short walk over to Harbor Town shops and restaurants and the Golf course is directly across the street. Will definitely return here on our next trip to Hilton Head."

Reviewed on Jul 23, 2021

Marriott's Heritage Club
Marriott's Harbour Club
3.5 out of 5
144 Lighthouse Rd, Hilton Head Island, SC
Fully refundableReserve now, pay when you stay
The price is $199 per night from Nov 2 to Nov 2
Located in Sea Pines, this eco-friendly vacation home is steps from Harbour Town Golf Links, Calibogue Sound, and Harbour Town Lighthouse. Stoney-Baynard Plantation ...
4.6/5 Wonderful! (40 reviews)
"The villa was super clean and very spacious for our family. Close to Harbourtown. The pool was not very clean and I couldnt find pool towels anywhere, the hot tub was closed. The lady at the front desk at check in was super helpful, however, the lady on the 2nd day couldnt help us with a boat tour ..."

Reviewed on Oct 4, 2021

Marriott's Harbour Club
14 Ibis Street - 5 Br home by RedAwning
3 out of 5
14 Ibis Street, Hilton Head Island, SC
Located in North Forest Beach, this vacation home is within a 15-minute walk of Coligny Theater, Coligny Beach, and Coligny Plaza. Van Der Meer Tennis Academy ...
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14 Ibis Street - 5 Br home by RedAwning
Surf Court 81 - Forest Beach Townhouse
Located in South Forest Beach, this vacation home is within a 10-minute walk of Coligny Beach and Coligny Plaza. Sea Pines Forest Preserve and Coligny Theater ...
4.4/5 Excellent! (20 reviews)
Beach adjascent
"The property was just across the street from the beach and just a short walk from Coligny Beach plaza. Check in was easy if slightly inconvenient having to first go off property to pick up the door code. We did have a small issue with dust behind furniture in the bedroom that looked like it hadn't ..."

Reviewed on Oct 20, 2021

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Surf Court 81 - Forest Beach Townhouse
Southwind II at Shipyard
3 out of 5
51 Colonnade Dr, Hilton Head Island, SC
Situated in Hilton Head Island, this golf vacation home is within 2 mi (3 km) of Arthur Hills Course, Legendary Golf, and Singleton Beach. Pirate's Island Adventure ...
5/5 Exceptional! (5 reviews)
"Really great house: comfortable, clean, spacious! The only thing that was a bit annoying is that the porch is not covered and we were literally covered with the foliage from all the surrounding trees. Therefore, we couldn’t use the porch for eating, which was such a pity as we wanted to fully enjoy ..."

Reviewed on Apr 19, 2021

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Southwind II at Shipyard
11 Cassina Ln - 5 Br Home
4 out of 5
11 Cassina Lane, Hilton Head Island, SC
Located in South Forest Beach, this golf vacation home is within a 10-minute walk of South Forest Beach and South Beach. Sea Pines Forest Preserve and Coligny ...
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11 Cassina Ln - 5 Br Home
Sea Pines Deer Island Tree House with Ocean Views
Located in Sea Pines, this romantic vacation home is steps from Harbour Town Lighthouse and Calibogue Sound. Harbour Town Golf Links and Stoney-Baynard Plantation ...
5/5 Exceptional! (8 reviews)
Convenient location with breathtaking views! This was just what we needed to de-stress and relax!
"We loved our location! It was convenient to EVERYTHING!! We had bikes delivered from a bike rental company on Hilton Head. We enjoyed the paved, mostly shaded bike paths during our entire trip. We rode them to the beach, to restaurants, to the lighthouse…literally we rarely used our vehicles! This ..."

Reviewed on Oct 12, 2021

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Sea Pines Deer Island Tree House with Ocean Views
3 BR Home ~ The Owners Club @ Hilton Head
Situated in Hilton Head Island, this vacation home is within 3 mi (5 km) of Hilton Head Zipline, Golden Bear Golf Club, and Adventure Cove. Calibogue Sound is ...
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3 BR Home ~ The Owners Club @ Hilton Head
Brand New & Beautiful #61
Hilton Head Island, SC
The price is $109 per night from Oct 24 to Oct 24
Situated in Hilton Head Island, this romantic vacation home is within 2 mi (3 km) of Hilton Head Hospital, Golden Bear Golf Club, and Adventure Cove. Palmetto ...
3.6/5 Good! (5 reviews)
O.K.
"It was o.k. Clean and as presented in vrbo pics. It's in an apartment complex that is just o.k. Doubtful we rent this property again."

Reviewed on Mar 25, 2021

Brand New & Beautiful #61
The Cottages by Spinnaker Resorts
3 out of 5
18 Valencia Rd, Hilton Head Island, SC
Located in The Cottages, this golf vacation home is within a 10-minute walk of Coligny Theater, Coligny Plaza, and Coligny Beach. Sea Pines Forest Preserve and ...
4.1/5 Very Good! (26 reviews)
For some reason they put us initially in the Egret point when we booked the cottages?
"The initial place they tried to put us in verses what we paid for and booked had Mold on the walls? We went back and demanded our place we paid for? The manager was very nice and fixed it. Was not her fault. But not sure what the reason for the mixed up from the booking? Said they would credit us ..."

Reviewed on Jul 11, 2021

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The Cottages by Spinnaker Resorts
Stoney Creek 295- 2 Bedroom 2 1/2 bath condo
Located in Sea Pines, this vacation home is within a 15-minute walk of Calibogue Sound, Harbour Town Golf Links, and Harbour Town Lighthouse. Stoney-Baynard ...
4.8/5 Exceptional! (17 reviews)
Great condo!
"Clean property! Nice sized bedrooms with plenty of linens available to us. Short walk to Harbour Town and quick drive to the beach. Would definitely return."

Reviewed on Oct 20, 2021

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Stoney Creek 295- 2 Bedroom 2 1/2 bath condo
Spinnaker At Shipyard
4 out of 5
10 Barcelona Dr, Hilton Head Island, SC
Located in the heart of Hilton Head Island, this golf vacation home is within 1 mi (2 km) of Van Der Meer Tennis Academy, Coligny Theater, and Coligny Beach. ...
4.7/5 Exceptional! (7 reviews)
Nice hotel close to the beach.
"Beautiful grounds and the room was nice. Loved having the bikes to go back and forth from the beach. We had a wonderful vacation."

Reviewed on Jan 1, 2016

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Spinnaker At Shipyard
New to Vrbo Condo shopping Mall next door #49
The price is $109 per night from Nov 14 to Nov 14
Situated in Hilton Head Island, this vacation home is within 2 mi (3 km) of Hilton Head Hospital, Golden Bear Golf Club, and Adventure Cove. Palmetto Hall Plantation ...
New to Vrbo Condo shopping Mall next door #49
Lake Forest 3304 - Sea Pines One Level Condo
Located in Sea Pines, this vacation home is within 2 mi (3 km) of Sea Pines Forest Preserve, The Sandbox, and Harbour Town Golf Links. Newhall Audubon Nature ...
4.3/5 Excellent! (12 reviews)
Great Time!
"My sister and I stayed at 3304. The property was clean, the floor plan was roomy, and location is perfect. The sofas are upgraded from the picture. There was an issue with the flooring, but management was very clear with us about the plan to fix it. I have been to HHI many times, and if I was not ..."

Reviewed on Jul 24, 2021

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Lake Forest 3304 - Sea Pines One Level Condo
Easy Access Home in Sea Pines Resort! Bike to the Beach & Shopping!
Located in Sea Pines, this vacation home is within a 15-minute walk of Calibogue Sound, South Forest Beach, and South Beach. Tybee Roads and Stoney-Baynard Plantation ...
4.4/5 Excellent! (11 reviews)
Great house, great location
"Beautiful, comfortable, clean house, easy bike ride to beach, harbor, shops, etc. My only quibble is that the listing included photos of the nearby tennis courts, leading us to believe their use was included in the price of the rental but it wasn’t ($30/court per hour)."

Reviewed on Apr 19, 2021

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Easy Access Home in Sea Pines Resort! Bike to the Beach & Shopping!
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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.

Other property types in Hilton Head Island

Omni Hilton Head Oceanfront Resort

Omni Hilton Head Oceanfront Resort

4 out of 5
23 Ocean Lane, Hilton Head Island, SC
The price is $206 per night from Nov 16 to Nov 16
4.3/5 Excellent! (1,190 reviews)
"We were very happy with all staff who were friendly and helpful from the bell staff, front desk, Pool Staff (Roxanne), Market evening Staff (Kadijah sp?), and specifically 4th floor south lodging cleaning staff who were on the ball and super helpful. We had a great stay and would recommend the property ..."

Reviewed on Oct 20, 2021

Omni Hilton Head Oceanfront Resort
Marriott Hilton Head Resort & Spa

Marriott Hilton Head Resort & Spa

4 out of 5
1 Hotel Circle, Hilton Head Island, SC
The price is $169 per night from Oct 24 to Oct 24
3.9/5 Very Good! (1,013 reviews)
"Great location by the beach, beautiful! Hotel itself is showing some age. Rusted things in bathroom and decor a little dated. No free coffee, or snacks or happy hour… no complimentary breakfast."

Reviewed on Oct 20, 2021

Marriott Hilton Head Resort & Spa
Sonesta Resort Hilton Head Island

Sonesta Resort Hilton Head Island

4 out of 5
130 Shipyard Drive, Hilton Head Island, SC
The price is $179 per night from Nov 15 to Nov 15
4.2/5 Excellent! (975 reviews)
"We enjoyed our three night stay at Sonesta. Beautiful resort and grounds. Staff and service was good. Spa was great!"

Reviewed on Oct 18, 2021

Sonesta Resort Hilton Head Island
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.

Booking Tips to Find the Best Hilton Head Island Vacation Homes


How much does it cost to rent a vacation home in Hilton Head Island?

You can find incredible Hilton Head Island vacation homes for all types of budgets: between $109 and $249 per night. The more amenities the rental has, and its proximity to popular places, the higher the price.


What is the best time to stay in a vacation home in Hilton Head Island?

If you are looking for a great deal on your vacation home in Hilton Head Island, consider visiting in , when prices are usually cheaper.


How many vacation homes are available for rent in Hilton Head Island?

There are 2075 rental houses to choose from for your trip. You’ll find holiday homes located throughout the city, near sightseeing spots, and close to local nature areas.


How do I find the best deal for a vacation home in Hilton Head Island?

Begin by entering your trip dates to see what type of Hilton Head Island rental houses are available. Use the map to zoom closer into the areas or zoom out to include more locations. Use the filters on the left side of your search results to narrow down by star rating, price, number of bedrooms, amenities, and more—Expedia makes it easy to score the best deal for your budget.


Why should I rent a vacation home in Hilton Head Island?

Booking Hilton Head Island vacation home rentals is the perfect way to spend a vacation because of the privacy, variety of amenities, and comfort you’ll have in your own space.


What amenities are available in a private vacation home?

When thinking about what you want in your Hilton Head Island rental house, dream big! Depending on your budget and the area, you’ll find amenities like a private pool, hot tub, free parking, fully-equipped kitchen, in-home washer and dryer, Wi-Fi, and a beautiful view or easy access to local sightseeing spots. You can even filter your search results by accessibility to ensure that everyone in your party will be comfortable.


Why should I book a vacation home with Expedia?

Expedia has some of the best selection and deals on available vacation homes in the area—and all in one place. We reward you with members points back on every booking and ensure you get the right accommodation for the best price. And you’ll save big when you bundle your travel together, like booking a car rental in Hilton Head Island along with your vacation property, into a Hilton Head Island vacation package.


Can I cancel my vacation home with Expedia?

Some accommodations are free to cancel and refundable if done so by a specific date, while others may be non-refundable. To make sure that you can get your money back on cancellations, use the “free cancellation” filter during your search. Contact our customer service portal if you need help.