Holiday Homes in Hilton Head Island

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Our top choices for Hilton Head Island holiday homes

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 NZ$307
includes taxes & fees
3 Jan - 4 Jan 2026
Marriott's Harbour Club

Montage Palmetto Bluff Residences

Montage Palmetto Bluff Residences
5.0 star property
Palmetto Bluff
10.0 out of 10, Exceptional, (1)
"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 NZ$2,696
includes taxes & fees
11 Jan - 12 Jan 2026
Montage Palmetto Bluff Residences

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

Relax in Paradise

Relax in Paradise
South End
10.0 out of 10, Exceptional, (4)
"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 NZ$643
includes taxes & fees
27 Dec - 28 Dec
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)
"Great place great vacation thank you"
United States
Brett S.
The price is NZ$415
includes taxes & fees
29 Dec - 30 Dec
Beach. View. Suite. 1 br. 1 ba. Sleeps 5

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 NZ$523
includes taxes & fees
5 Jan - 6 Jan 2026
Cozy 2BR Hilton Head Townhome w/ Pool Access

Modern 2bd/2parking l Burkes/Bradley Beach 5min away l Nextdoor SeaTurtle Mkt

Modern 2bd/2parking l Burkes/Bradley Beach 5min away l Nextdoor SeaTurtle Mkt
Mid Island
8.0 out of 10, Very good, (2)
"Had a great time, very nice inside!"
United States
teri q.
The price is NZ$600
includes taxes & fees
28 Dec - 29 Dec
Modern 2bd/2parking l Burkes/Bradley Beach 5min away l Nextdoor SeaTurtle Mkt

Bluffton Retreat, Pet Friendly

Bluffton Retreat, Pet Friendly
Bluffton
10.0 out of 10, Exceptional, (20)
"We had a wonderful experience. The house is lovely, in a nice neighborhood, and very close to everything. The host is very responsive and extremely nice!"
United States
Michael F.
The price is NZ$590
includes taxes & fees
1 Jan - 2 Jan 2026
Bluffton Retreat, Pet Friendly

Newly Renovated Duplex- 4th Row

Newly Renovated Duplex- 4th Row
Mid Island
10.0 out of 10, Exceptional, (7)
"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 NZ$682
includes taxes & fees
6 Jan - 7 Jan 2026
Newly Renovated Duplex- 4th Row

Bright 2 Bedroom Carriage House in Heart of Bluffton

Bright 2 Bedroom Carriage House in Heart of Bluffton
2.0 star property
Bluffton
The price is NZ$525
includes taxes & fees
1 Jan - 2 Jan 2026
Bright 2 Bedroom Carriage House in Heart of Bluffton

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 NZ$307
includes taxes & fees
7 Jan - 8 Jan 2026
Marriott's Heritage Club

Stunning Sea Pines Treetop Oasis Deck & Grill with short walk to Harbourtown

Stunning Sea Pines Treetop Oasis Deck & Grill with short walk to Harbourtown
Sea Pines
10.0 out of 10, Exceptional, (74)
"Great location and environment, easy access to everything to make vacation fun."
United States
Jie
The price is NZ$612
includes taxes & fees
2 Jan - 3 Jan 2026
Stunning Sea Pines Treetop Oasis Deck & Grill with short walk to Harbourtown

Old Town + Modern 4 BR + Fire Pit + EV Charger

Old Town + Modern 4 BR + Fire Pit + EV Charger
Old Town Bluffton
9.2 out of 10, Wonderful, (24)
"Definitely stay here!"
United States
Gregory T.
The price is NZ$741
includes taxes & fees
5 Jan - 6 Jan 2026
Old Town + Modern 4 BR + Fire Pit + EV Charger

Pond View near Old Town Bluffton

Pond View near Old Town Bluffton
2.0 star property
Bluffton
The price is NZ$716
includes taxes & fees
5 Jan - 6 Jan 2026
Pond View near Old Town Bluffton

Great views of the New River close to Savannah and Hilton Head.

Great views of the New River close to Savannah and Hilton Head.
Hardeeville
9.6 out of 10, Exceptional, (81)
"Wonderful and comfortable stay!!"
United States
Brandon A.
The price is NZ$464
includes taxes & fees
20 Jan - 21 Jan 2026
Great views of the New River close to Savannah and Hilton Head.

Low Country Living In Old Town Bluffton

Low Country Living In Old Town Bluffton
Bluffton
10.0 out of 10, Exceptional, (38)
"Great cottage and very close to amazing restaurants. "
United States
Annie R.
The price is NZ$652
includes taxes & fees
8 Jan - 9 Jan 2026
Low Country Living In Old Town Bluffton

Mins to Downtown & Beach, Sleeps 10, Pool

Mins to Downtown & Beach, Sleeps 10, Pool
2.0 star property
Bluffton
The price is NZ$1,111
includes taxes & fees
4 Jan - 5 Jan 2026
Mins to Downtown & Beach, Sleeps 10, Pool

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)
"Great place, great location, wonderful weekend."
United States
Jason L.
The price is NZ$728
includes taxes & fees
5 Jan - 6 Jan 2026
Luxe Condo in Old Town Bluffton + Elevator + Walkable to everything!

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 NZ$1,300
includes taxes & fees
5 Jan - 6 Jan 2026
OLD TOWN | Two Houses | EV Charger | Fire pit

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)
"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 NZ$648
includes taxes & fees
24 Jan - 25 Jan 2026
Breath and Relax/can sleep up to 6 guest/pets ok
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 Holiday Homes information

Number of reviews
569
Accommodation
3380 Holiday Homes
Lowest Price
NZ$307
Highest Price
NZ$2,696

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