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Our top choices for Hilton Head Island vacation homes

Montage Palmetto Bluff Residences

Montage Palmetto Bluff Residences
5.0 star property
Palmetto Bluff
10.0 out of 10, Exceptional, (1 review)
"This was our second visit to Montage Palmetto Bluff and once again it did not disappoint. The hospitality we find here is second to none. Everywhere we went we were greeted with smiling faces. We’d like to give a special shout out to Carmela at the concierge desk who was so incredibly wonderful with our 4 year-old son, Henry. Everything she did and every recommendation she provided enhanced our stay. The natural beauty of this place is beyond compare. We cannot wait to visit again. "
United States
Ashley
The price is ¥227,319
¥269,192 total
includes taxes & fees
Feb 21 - Feb 22
Montage Palmetto Bluff Residences

Marriott's Harbour Club

Marriott's Harbour Club
3.5 star property
Sea Pines
9.2 out of 10, Wonderful, (61 reviews)
"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 ¥39,706
¥43,676 total
includes taxes & fees
Feb 15 - Feb 16
Marriott's Harbour Club

Hilton Head 2BR Escape w/ Pool and Sofa Bed

Hilton Head 2BR Escape w/ Pool and Sofa Bed
2.0 star property
Mid Island
The price is ¥8,068
¥37,317 total
includes taxes & fees
Jan 22 - Jan 23
Hilton Head 2BR Escape w/ Pool and Sofa Bed

Cozy 2BR Hilton Head Townhome w/ Pool Access

Cozy 2BR Hilton Head Townhome w/ Pool Access
2.0 star property
Mid Island
The price is ¥10,282
¥39,879 total
includes taxes & fees
Jan 22 - Jan 23
Cozy 2BR Hilton Head Townhome w/ Pool Access

Relax in Paradise

Relax in Paradise
South End
10.0 out of 10, Exceptional, (4 reviews)
"Nice, clean condo! Great location! Rode our bikes to the beach! This was our second stay at this condo. We will definitely come back!"
United States
Cynthia M.
The price is ¥15,819
¥61,773 total
includes taxes & fees
Jan 22 - Jan 23
Relax in Paradise

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, (91 reviews)
"Great place great vacation thank you"
United States
Brett S.
The price is ¥10,369
¥38,900 total
includes taxes & fees
Feb 8 - Feb 9
Beach. View. Suite. 1 br. 1 ba. Sleeps 5

Newly Renovated Duplex- 4th Row

Newly Renovated Duplex- 4th Row
Mid Island
10.0 out of 10, Exceptional, (7 reviews)
"Everything was perfect. So close to the beach and was very comfortable. And the host was very responsive and easy to communicate with. Will definitely stay here again!"
United States
Courtney W.
The price is ¥15,661
¥58,939 total
includes taxes & fees
Jan 22 - Jan 23
Newly Renovated Duplex- 4th Row

#114 Colorful Charming/Pool/2 Parking/5 mins beach

#114 Colorful Charming/Pool/2 Parking/5 mins beach
Mid Island
8.0 out of 10, Very Good, (4 reviews)
"Location was very convenient. Accommodations were exactly as described."
United States
Monica H.
The price is ¥16,942
¥56,396 total
includes taxes & fees
Jan 22 - Jan 23
#114 Colorful Charming/Pool/2 Parking/5 mins beach

Bluffton Retreat, Pet Friendly

Bluffton Retreat, Pet Friendly
Bluffton
10.0 out of 10, Exceptional, (21 reviews)
"Excellent location, quiet neighborhood, and convenient to downtown Bluffton. House was clean and comfortable. I would definitely stay here again! "
United States
Andrea G.
The price is ¥30,847
¥53,943 total
includes taxes & fees
Jan 24 - Jan 25
Bluffton Retreat, Pet Friendly

Mins to Downtown & Beach, Sleeps 10, Pool

Mins to Downtown & Beach, Sleeps 10, Pool
2.0 star property
Bluffton
The price is ¥25,405
¥96,331 total
includes taxes & fees
Jan 28 - Jan 29
Mins to Downtown & Beach, Sleeps 10, Pool

Breath and Relax/can sleep up to 6 guest/pets ok

Breath and Relax/can sleep up to 6 guest/pets ok
Bluffton
9.4 out of 10, Exceptional, (14 reviews)
"Great neighborhood, pet friendly, only a couple blocks from the community pool.. and not to far from town . Great stay "
United States
Jody H.
The price is ¥39,548
¥60,904 total
includes taxes & fees
Jan 22 - Jan 23
Breath and Relax/can sleep up to 6 guest/pets ok

Pond View near Old Town Bluffton

Pond View near Old Town Bluffton
2.0 star property
Bluffton
The price is ¥31,132
¥66,959 total
includes taxes & fees
Feb 2 - Feb 3
Pond View near Old Town Bluffton

House in Sea Pines w Parking, Bikes, Trail, Fire Pit, BBQ Grill

House in Sea Pines w Parking, Bikes, Trail, Fire Pit, BBQ Grill
Sea Pines
8.8 out of 10, Excellent, (38 reviews)
"Had a wonderful time!"
United States
William M.
The price is ¥42,569
¥82,324 total
includes taxes & fees
Jan 22 - Jan 23
House in Sea Pines w Parking, Bikes, Trail, Fire Pit, BBQ Grill

Awesome Hilton Head Coligny Beach townhome!

Awesome Hilton Head Coligny Beach townhome!
South End
8.4 out of 10, Very Good, (5 reviews)
"Clean and good location"
United States
nick r.
The price is ¥28,332
¥71,535 total
includes taxes & fees
Jan 22 - Jan 23
Awesome Hilton Head Coligny Beach townhome!

Townhome with pool - short walk to Coligny beach, restaurants, shops & more!

Townhome with pool - short walk to Coligny beach, restaurants, shops & more!
South End
10.0 out of 10, Exceptional, (28 reviews)
"We enjoyed our short trip to the beach! Beautiful place, incredible location, thoughtful hosts! Would stay again!"
United States
Kirsten C.
The price is ¥32,033
¥79,088 total
includes taxes & fees
Jan 25 - Jan 26
Townhome with pool - short walk to Coligny beach, restaurants, shops & more!

Low Country Living In Old Town Bluffton

Low Country Living In Old Town Bluffton
Bluffton
9.8 out of 10, Exceptional, (39 reviews)
"Great cottage and very close to amazing restaurants. "
United States
Annie R.
The price is ¥35,593
¥59,685 total
includes taxes & fees
Jan 22 - Jan 23
Low Country Living In Old Town Bluffton

OLD TOWN | Two Houses | EV Charger | Fire pit

OLD TOWN | Two Houses | EV Charger | Fire pit
2.0 star property
Old Town Bluffton
The price is ¥49,664
¥130,012 total
includes taxes & fees
Jan 27 - Jan 28
OLD TOWN | Two Houses | EV Charger | Fire pit

New Home! Free Heated Pool, Short Stroll to Beach

New Home! Free Heated Pool, Short Stroll to Beach
Mid Island
9.8 out of 10, Exceptional, (16 reviews)
"We recently stayed at this home in Hilton Head for a girls' weekend and couldn’t have been more pleased with our experience. The house was clean, spacious, and beautifully maintained—exactly as described (if not better) in the listing. It had all the amenities we needed, including a fully stocked kitchen, comfortable beds, and a private shaded pool. The host was responsive and helpful throughout the process, offering local tips and checking in to ensure everything was going smoothly. This was a...
United Kingdom
Amy M.
The price is ¥28,158
¥108,019 total
includes taxes & fees
Jan 25 - Jan 26
New Home! Free Heated Pool, Short Stroll to Beach

Luxe Condo in Old Town Bluffton + Elevator + Walkable to everything!

Luxe Condo in Old Town Bluffton + Elevator + Walkable to everything!
Old Town Bluffton
9.8 out of 10, Exceptional, (89 reviews)
"Great place, great location, wonderful weekend."
United States
Jason L.
The price is ¥24,749
¥66,370 total
includes taxes & fees
Jan 25 - Jan 26
Luxe Condo in Old Town Bluffton + Elevator + Walkable to everything!

GOLF CART! Remodeled home near Old Town, Xbox!

GOLF CART! Remodeled home near Old Town, Xbox!
Bluffton
10.0 out of 10, Exceptional, (21 reviews)
"Great house and great location! Everything was so easy and perfect for our long weekend away. Highly recommend!"
United States
Karla K.
The price is ¥34,050
¥67,733 total
includes taxes & fees
Feb 18 - Feb 19
GOLF CART! Remodeled home near Old Town, Xbox!
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

Hilton Head Island Vacation Homes information

Number of reviews
431
Accommodation
3380 Vacation Homes
Lowest Price
¥38,900
Highest Price
¥269,192