Hilton Head Island Vacation Rentals

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Check prices for these dates

In two weeks
Jan 9 - Jan 11
In two months
Feb 20 - Feb 22
In three months
Mar 20 - Mar 22
In four months
Apr 17 - Apr 19

Our top choices for Hilton Head Island vacation rentals

Bar (on property)
Marriott's Barony Beach Club

Marriott's Barony Beach Club

Marriott's Barony Beach Club
3.5 star property
Mid Island
9.6 out of 10, Exceptional, (243)
"Great place for vacation on the beach, nice, clean and quiet areas "
United States
Larisa
The price is ￥29,122
￥32,035 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Marriott's Barony Beach Club
Fridge, microwave, oven, stovetop
Cozy 2-bedroom villa close to Coligny!

Cozy 2-bedroom villa close to Coligny!

Cozy 2-bedroom villa close to Coligny!
2.0 star property
South End
10.0 out of 10, Exceptional, (4)
"Great central location for our trip, plenty of sleeping options (family of 5) and very clean. Host was excellent to coordinate with and check-in was a breeze!"
United States
Brian J.
The price is ￥11,696
￥44,211 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Cozy 2-bedroom villa close to Coligny!
House (2 Bedrooms) | Floor plan
Beach Getaway 2BR w/ Pool + Modern Comforts

Beach Getaway 2BR w/ Pool + Modern Comforts

Beach Getaway 2BR w/ Pool + Modern Comforts
2.0 star property
Mid Island
8.0 out of 10, Very Good, (2)
"No proper communication and things broke inside or not working "
United States
Alejandra
The price is ￥18,743
￥48,486 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Beach Getaway 2BR w/ Pool + Modern Comforts
View from room
Marriott's Harbour Club

Marriott's Harbour Club

Marriott's Harbour Club
3.5 star property
Sea Pines
9.2 out of 10, Wonderful, (61)
"The staff was extremely inviting, professional, and kind. Parking was extremely easy we stayed in villa 3939. It was very large, clean, and had a great view. The property was conveniently located within the area and very walkable. It is very dark at night but we felt safe walking back from dinner. I’d definitely recommend this property for a quiet and peaceful getaway."
United States
ANGELEE
The price is ￥25,521
￥28,073 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Marriott's Harbour Club
Dock
Disney's Hilton Head Island Resort

Disney's Hilton Head Island Resort

Disney's Hilton Head Island Resort
3.5 star property
Mid Island
9.6 out of 10, Exceptional, (127)
"While the rooms are overdue a refurbishment, this place is a wondeful resort. "
United States
Chad
Disney's Hilton Head Island Resort
Property grounds
Ocean Palms Villas at Port Royal Resort

Ocean Palms Villas at Port Royal Resort

Ocean Palms Villas at Port Royal Resort
3.5 star property
Mid Island
8.6 out of 10, Excellent, (98)
"It was perfect for our needs. Check-in was super easy!"
United States
Melanie
Ocean Palms Villas at Port Royal Resort
Superior Condo, 2 Bedrooms | View from room
Players Club Resort

Players Club Resort

Players Club Resort
4.0 star property
South End
8.0 out of 10, Very Good, (10)
"Clean, safe, and relaxing location. Enjoyed the beach and local restaurants. "
United States
Melvin
The price is ￥23,392
￥36,064 total
includes taxes & fees
Dec 30 - Dec 31
Players Club Resort
Sun loungers
NEW! 1 BD Apt~Beach Access~Clean~Great Location~Quiet & NICE! Great for Couples!

NEW! 1 BD Apt~Beach Access~Clean~Great Location~Quiet & NICE! Great for Couples!

NEW! 1 BD Apt~Beach Access~Clean~Great Location~Quiet & NICE! Great for Couples!
2.0 star property
South End
9.4 out of 10, Exceptional, (3)
"The unit was comfortable, clean and quiet and just as portrayed in the listing. I will definitely intend to book again in the future."
United States
Howard B.
The price is ￥11,273
￥33,929 total
includes taxes & fees
Jan 5 - Jan 6, 2026
NEW! 1 BD Apt~Beach Access~Clean~Great Location~Quiet & NICE! Great for Couples!
Beach nearby, sun loungers, beach towels
Quiet Tide is a 4bd 3 bath condo located in South Forest Beach

Quiet Tide is a 4bd 3 bath condo located in South Forest Beach

Quiet Tide is a 4bd 3 bath condo located in South Forest Beach
South End
10.0 out of 10, Exceptional, (77)
"Great stay!"
United States
Julie H.
The price is ￥21,137
￥94,380 total
includes taxes & fees
Jan 19 - Jan 20, 2026
Quiet Tide is a 4bd 3 bath condo located in South Forest Beach
Beach
Condo w/ Pool 2BR Close to beach Free WiFi

Condo w/ Pool 2BR Close to beach Free WiFi

Condo w/ Pool 2BR Close to beach Free WiFi
South End
9.8 out of 10, Exceptional, (26)
"Great place, clean, updated and great proximity to the beach, shops and restaurants. Holly was amazing at communication during our trip."
United States
Mike M.
Condo w/ Pool 2BR Close to beach Free WiFi
Indoor pool, 5 outdoor pools, pool umbrellas, sun loungers
Marriott's Grande Ocean

Marriott's Grande Ocean

Marriott's Grande Ocean
3.5 star property
South End
9.4 out of 10, Exceptional, (164)
"Great room and amenities. Unfortunately, we had a poor experience with the front desk at checkout. Took 5 stars directly to 3 . "
United States
Patrick
The price is ￥33,036
￥36,339 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Marriott's Grande Ocean
Property grounds
Sweet Nest Bluffton Cottage • Fenced in yard • Pet-Friendly • Gazebo • Private

Sweet Nest Bluffton Cottage • Fenced in yard • Pet-Friendly • Gazebo • Private

Sweet Nest Bluffton Cottage • Fenced in yard • Pet-Friendly • Gazebo • Private
2.0 star property
Bluffton
8.6 out of 10, Excellent, (10)
"Very clean place and good location. Excellent communication from host. Highly recommend."
United States
WENDY O.
The price is ￥20,495
￥35,322 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Sweet Nest Bluffton Cottage • Fenced in yard • Pet-Friendly • Gazebo • Private
Indoor pool, outdoor pool
Walk to beach, indoor/outdoor pools, washer/dryer

Walk to beach, indoor/outdoor pools, washer/dryer

Walk to beach, indoor/outdoor pools, washer/dryer
Mid Island
9.2 out of 10, Wonderful, (90)
"Everything was absolutely perfect! We had an amazing little weekend of family fun. Definitely coming back. "
United States
Josie J.
The price is ￥14,091
￥42,368 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Walk to beach, indoor/outdoor pools, washer/dryer
Exterior
Marriott's Heritage Club

Marriott's Heritage Club

Marriott's Heritage Club
3.5 star property
Sea Pines
9.4 out of 10, Exceptional, (67)
"Another great Marriott, super clean and spacious with the comforts we needed to finish out a long trip (e.g. hot tub, laundry, kitchen). Friendly staff and convenient to the forest reserve."
United States
Landry
The price is ￥25,521
￥28,073 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Marriott's Heritage Club
Outdoor pool
Beachy chic, steps from the beach!

Beachy chic, steps from the beach!

Beachy chic, steps from the beach!
Mid Island
9.4 out of 10, Exceptional, (53)
"Had a great time. Location was great about a 2 minute walk to beach. Condo was great"
United States
Anonymous traveler
The price is ￥9,707
￥44,779 total
includes taxes & fees
Jan 18 - Jan 19, 2026
Beachy chic, steps from the beach!
Beach nearby, sun loungers
Lagoon View Resort Villa - Walk to the Beach!

Lagoon View Resort Villa - Walk to the Beach!

Lagoon View Resort Villa - Walk to the Beach!
Mid Island
9.4 out of 10, Exceptional, (48)
"Condo was exactly as listed. Owner was very nice and helpful. We stay at this resort often and we really enjoy it."
United States
Carrie D.
The price is ￥20,996
￥55,302 total
includes taxes & fees
Jan 10 - Jan 11, 2026
Lagoon View Resort Villa - Walk to the Beach!
On the beach
Castaways King Villa on Beach, Free Bikes!

Castaways King Villa on Beach, Free Bikes!

Castaways King Villa on Beach, Free Bikes!
South End
10.0 out of 10, Exceptional, (96)
"The property was great for our needs, close to the beach, restaurants and biking trails. Owners were very easy to work with and very accommodating!"
United States
Kristin
The price is ￥12,048
￥39,777 total
includes taxes & fees
Dec 29 - Dec 30
Castaways King Villa on Beach, Free Bikes!
Outdoor pool
Quiet villa with Fast-reliable internet for distance learning and teleworking

Quiet villa with Fast-reliable internet for distance learning and teleworking

Quiet villa with Fast-reliable internet for distance learning and teleworking
South End
10.0 out of 10, Exceptional, (29)
"Perfect place to have a relaxing and wonderful vacation."
United States
Robert W.
The price is ￥31,705
￥94,812 total
includes taxes & fees
Dec 29 - Dec 30
Quiet villa with Fast-reliable internet for distance learning and teleworking
On the beach, sun loungers, beach towels
Make Coligny Beach Your Happy Place!!

Make Coligny Beach Your Happy Place!!

Make Coligny Beach Your Happy Place!!
South End
10.0 out of 10, Exceptional, (151)
"Great location, easy beach access, and super clean condo! Definitely would stay again."
United States
Brett H.
Make Coligny Beach Your Happy Place!!
On the beach, beach towels
5th Villa to Beach Remodeled for 2021- Steps to Open Beach ** SLEEPS 7 **

5th Villa to Beach Remodeled for 2021- Steps to Open Beach ** SLEEPS 7 **

5th Villa to Beach Remodeled for 2021- Steps to Open Beach ** SLEEPS 7 **
Mid Island
9.6 out of 10, Exceptional, (213)
"Property was nice and clean. Instructions were detailed and everything was fantastic. The "
United States
Amber M.
The price is ￥9,723
￥37,907 total
includes taxes & fees
Jan 4 - Jan 5, 2026
5th Villa to Beach Remodeled for 2021- Steps to Open Beach ** SLEEPS 7 **
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

Holiday Inn Express Hilton Head Island by IHG

Holiday Inn Express Hilton Head Island by IHG

10/10 Excellent
"The room is clean. The staff is friendly and working efficiently."
Makiko 1-night trip
Posted 1 day ago
Holiday Inn Express Hilton Head Island by IHG

Find out more about Hilton Head Island

Search for holiday rentals in Hilton Head Island on Expedia! You can easily find your home rentals, villas, holiday apartments in Hilton Head Island using one of the methods below:

  • View our selection of featured holiday rentals in Hilton Head Island
  • Use the map to find apartments and other holiday homes in the Hilton Head Island neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Hilton Head Island while they last

Look no further and take a look at our great range of rental properties in 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 popular beaches 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?

Fall Winter Escape: Value for Golf/Tennis/Pickleball Family Getaways best Locale: Visitors give good reviews to this Hilton Head Island vacation home rental, which is located near the beach and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation. Other favorite homes for rent in Hilton Head Island are Island Escape! Pool, Elevator, Pinball, Foosball, Arcade, Nursery,Infrared Sauna and 5 ⭐️ property! Private pool!!SHORT walk to beach!! ❤️ of Sea Pines. Sleeps 12.

How many vacation rentals are there in Hilton Head Island?

With 898 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. Other places in town to visit include Shipyard Golf Course and Coligny Plaza.

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.