Holiday Homes in Hilton Head Island

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Our top choices for Hilton Head Island holiday homes

Disney's Hilton Head Island Resort

Disney's Hilton Head Island Resort
3.5 star property
Mid Island
9.6 out of 10, Exceptional, (128 reviews)
"While the rooms are overdue a refurbishment, this place is a wondeful resort. "
United States
Chad
Disney's Hilton Head Island Resort

Bluffton Retreat, Pet Friendly

Bluffton Retreat, Pet Friendly
Bluffton
10.0 out of 10, Exceptional, (22 reviews)
"Host was very responsive to our needs."
United States
Margie S.
The price is €314
includes taxes & fees
26 Apr - 27 Apr
Bluffton Retreat, Pet Friendly

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

Old Town + Modern 4 BR + Fire Pit + EV Charger
Old Town Bluffton
9.4 out of 10, Exceptional, (28 reviews)
"Thank you so much for a wonderful stay!"
United States
Christy R.
The price is €396
includes taxes & fees
23 Apr - 24 Apr
Old Town + Modern 4 BR + Fire Pit + EV Charger

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 €382
includes taxes & fees
23 Apr - 24 Apr
Awesome Hilton Head Coligny Beach townhome!

Low Country Living In Old Town Bluffton

Low Country Living In Old Town Bluffton
Bluffton
9.8 out of 10, Exceptional, (42 reviews)
"Great cottage and very close to amazing restaurants. "
United States
Annie R.
The price is €324
includes taxes & fees
30 Apr - 1 May
Low Country Living In Old Town Bluffton

Gated Community, Close to beach, heated pool, golf cart available to rent

Gated Community, Close to beach, heated pool, golf cart available to rent
Mid Island
9.8 out of 10, Exceptional, (87 reviews)
"We loved staying here, the beach is close, the pool was heated and great for a kid."
United States
Geoffrey Y.
The price is €1,119
includes taxes & fees
19 Apr - 20 Apr
Gated Community, Close to beach, heated pool, golf cart available to rent

#58 Classic Condo Ideal Location 2BDR/2 Parking

#58 Classic Condo Ideal Location 2BDR/2 Parking
Mid Island
6.8 out of 10, (5 reviews)
"We had a great time staying in this nicely renovated townhome. There was plenty of space for the four of us and it was very clean and comfortable. The check in/out process was easy and the owners communicated well. I would stay here again."
United States
Claire S.
The price is €320
includes taxes & fees
20 Apr - 21 Apr
#58 Classic Condo Ideal Location 2BDR/2 Parking

Beach cottage steps from the beach and just 1 mile from Coligny Plaza!

Beach cottage steps from the beach and just 1 mile from Coligny Plaza!
South End
10.0 out of 10, Exceptional, (8 reviews)
"Loved the proximity to the beach with easy access to the beach walk. "
United States
Nicole R.
The price is €503
includes taxes & fees
20 Apr - 21 Apr
Beach cottage steps from the beach and just 1 mile from Coligny Plaza!

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, (91 reviews)
"Great place and a very convenient location!"
United States
Anonymous traveller
The price is €400
includes taxes & fees
30 Apr - 1 May
Luxe Condo in Old Town Bluffton + Elevator + Walkable to everything!

6 Bedroom, Free Heated Pool + Elevator Sleeps 26

6 Bedroom, Free Heated Pool + Elevator Sleeps 26
Mid Island
10.0 out of 10, Exceptional, (31 reviews)
"The whole house was excellent. The owners communication with the owners was great and they were very responsive when I had some questions. We had a large party and everyone felt like there was plenty of room. It was a great stay."
United States
Pasco D.
The price is €1,246
includes taxes & fees
20 Apr - 21 Apr
6 Bedroom, Free Heated Pool + Elevator Sleeps 26

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 €1,572
includes taxes & fees
17 May - 18 May
Montage Palmetto Bluff Residences

Palmetto Dunes Villa – Golf, Pools & Bike to Beach

Palmetto Dunes Villa – Golf, Pools & Bike to Beach
Mid Island
The price is €408
includes taxes & fees
19 Apr - 20 Apr
Palmetto Dunes Villa – Golf, Pools & Bike to Beach

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 €422
includes taxes & fees
27 Apr - 28 Apr
Townhome with pool - short walk to Coligny beach, restaurants, shops & more!

Treehouse at BootLegger Cove

Treehouse at BootLegger Cove
Old Town Bluffton
The price is €325
includes taxes & fees
20 Apr - 21 Apr
Treehouse at BootLegger Cove

#1 voted best house for big groups, pool, private putting green, EV Charger, Kid's bunk room

#1 voted best house for big groups, pool, private putting green, EV Charger, Kid's bunk room
Mid Island
10.0 out of 10, Exceptional, (13 reviews)
"Very spacious. Very clean. Really enjoyed our time there. "
United States
Shirnett M.
The price is €1,627
includes taxes & fees
26 Apr - 27 Apr
#1 voted best house for big groups, pool, private putting green, EV Charger, Kid's bunk room

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, (84 reviews)
"Great location!"
United States
Jessica G.
The price is €350
includes taxes & fees
4 May - 5 May
Stunning Sea Pines Treetop Oasis Deck & Grill with short walk to Harbourtown

OLD TOWN | Two Houses | EV Charger | Fire pit

OLD TOWN | Two Houses | EV Charger | Fire pit
Old Town Bluffton
10.0 out of 10, Exceptional, (1 review)
"We had an incredible weekend. Everything was perfect!! The rental is beautiful and in perfect proximity to Old Town Bluffton. "
United States
Ashley G.
The price is €549
includes taxes & fees
20 Apr - 21 Apr
OLD TOWN | Two Houses | EV Charger | Fire pit

Old Town + Home & Carriage House + EV Charger

Old Town + Home & Carriage House + EV Charger
Old Town Bluffton
9.4 out of 10, Exceptional, (6 reviews)
"We thoroughly enjoyed our stay! The home is lovely and the location is unbeatable. We were able to walk everywhere in Bluffton and enjoy its southern charm. "
United States
Anonymous traveller
The price is €549
includes taxes & fees
20 Apr - 21 Apr
Old Town + Home & Carriage House + EV Charger

Relax in Paradise

Relax in Paradise
South End
10.0 out of 10, Exceptional, (5 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 €458
includes taxes & fees
23 Apr - 24 Apr
Relax in Paradise

Beach, Private Pool, Designer Everything, Exclusive Community

Beach, Private Pool, Designer Everything, Exclusive Community
Mid Island
9.8 out of 10, Exceptional, (10 reviews)
"A great house, location and stay! We will definitely be back! Everything you could think of was provided and communication throughout was top notch! "
United States
Lindsay J.
The price is €1,212
includes taxes & fees
23 Apr - 24 Apr
Beach, Private Pool, Designer Everything, Exclusive Community
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

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Hilton Head Island Holiday Homes information

Number of reviews
475
Accommodation
3384 Holiday Homes
Lowest Price
€314
Highest Price
€1,627