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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

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 HK$11,604
HK$13,710 total
includes taxes & fees
28 Feb - 1 Mar
Montage Palmetto Bluff Residences

Hilton Head 2BR | Walk to Shops + Pool

Hilton Head 2BR | Walk to Shops + Pool
Mid Island
The price is HK$477
HK$1,939 total
includes taxes & fees
22 Feb - 23 Feb
Hilton Head 2BR | Walk to Shops + Pool

View, Heated Pool, walk to Beach, Outdoor Theater

View, Heated Pool, walk to Beach, Outdoor Theater
Mid Island
The price is HK$3,618
HK$10,759 total
includes taxes & fees
22 Feb - 23 Feb
View, Heated Pool, walk to Beach, Outdoor Theater

Hilton Head 2BR Escape | Pool + Sofa Bed

Hilton Head 2BR Escape | Pool + Sofa Bed
Mid Island
The price is HK$469
HK$1,931 total
includes taxes & fees
22 Feb - 23 Feb
Hilton Head 2BR Escape | Pool + Sofa Bed

Golf Sim~Pickleball~Theater~Sauna~Games~Sleeps 24

Golf Sim~Pickleball~Theater~Sauna~Games~Sleeps 24
Mid Island
Golf Sim~Pickleball~Theater~Sauna~Games~Sleeps 24

Mins to Downtown & Beach, Sleeps 10, Pool

Mins to Downtown & Beach, Sleeps 10, Pool
Bluffton
The price is HK$1,203
HK$4,893 total
includes taxes & fees
22 Feb - 23 Feb
Mins to Downtown & Beach, Sleeps 10, Pool

NEW 3 mins to Old Town, Charming Bluffton family retreat, game room

NEW 3 mins to Old Town, Charming Bluffton family retreat, game room
Bluffton
The price is HK$838
HK$3,612 total
includes taxes & fees
23 Feb - 24 Feb
NEW 3 mins to Old Town, Charming Bluffton family retreat, game room

OLD TOWN | Two Houses | EV Charger | Fire pit

OLD TOWN | Two Houses | EV Charger | Fire pit
Old Town Bluffton
The price is HK$1,526
HK$5,956 total
includes taxes & fees
22 Feb - 23 Feb
OLD TOWN | Two Houses | EV Charger | Fire pit

Lagoon Path to Beach | Pool & Golf

Lagoon Path to Beach | Pool & Golf
Mid Island
The price is HK$10,262
HK$12,818 total
includes taxes & fees
3 Mar - 4 Mar
Lagoon Path to Beach | Pool & Golf

Custom Putting Green, Game Room, Steps to Beach, Private Pool w/ TV, Elevator

Custom Putting Green, Game Room, Steps to Beach, Private Pool w/ TV, Elevator
Mid Island
9.8 out of 10, Exceptional, (77 reviews)
"This was an amazing house with great location/proximity to the beach. Our stay was a great time. The movie room in particular was really cool."
United States
Foster W.
The price is HK$4,337
HK$13,504 total
includes taxes & fees
22 Feb - 23 Feb
Custom Putting Green, Game Room, Steps to Beach, Private Pool w/ TV, Elevator

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, (90 reviews)
"Excellent location in Bluffton. Close to shops, great restaurants, art galleries. Lovely stay. "
United States
Jean D.
The price is HK$2,031
HK$4,619 total
includes taxes & fees
2 Mar - 3 Mar
Luxe Condo in Old Town Bluffton + Elevator + Walkable to everything!

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 HK$907
HK$2,923 total
includes taxes & fees
22 Feb - 23 Feb
Awesome Hilton Head Coligny Beach townhome!

Pond View near Old Town Bluffton

Pond View near Old Town Bluffton
Bluffton
The price is HK$1,716
HK$3,538 total
includes taxes & fees
3 Mar - 4 Mar
Pond View near Old Town Bluffton

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 HK$703
HK$3,000 total
includes taxes & fees
23 Feb - 24 Feb
Relax in Paradise

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 reviews)
"Had a great time, very nice inside!"
United States
teri q.
The price is HK$837
HK$2,786 total
includes taxes & fees
22 Feb - 23 Feb
Modern 2bd/2parking l Burkes/Bradley Beach 5min away l Nextdoor SeaTurtle Mkt

Best House in the Neighborhood, Free Heated Pool, Elevator, Walk to Beach - 54 Sandcastle

Best House in the Neighborhood, Free Heated Pool, Elevator, Walk to Beach - 54 Sandcastle
Mid Island
The price is HK$4,009
HK$11,003 total
includes taxes & fees
16 Mar - 17 Mar
Best House in the Neighborhood, Free Heated Pool, Elevator, Walk to Beach - 54 Sandcastle

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 HK$1,582
HK$3,907 total
includes taxes & fees
22 Feb - 23 Feb
Townhome with pool - short walk to Coligny beach, restaurants, shops & more!

Best House in Sandcastles w/Kids Cave, Putting Green, Free Heated Pool, Walk to Beach, Arcade Room

Best House in Sandcastles w/Kids Cave, Putting Green, Free Heated Pool, Walk to Beach, Arcade Room
Mid Island
10.0 out of 10, Exceptional, (24 reviews)
"Great property and location"
United States
J G.
The price is HK$7,216
HK$14,897 total
includes taxes & fees
21 Mar - 22 Mar
Best House in Sandcastles w/Kids Cave, Putting Green, Free Heated Pool, Walk to Beach, Arcade Room

6BR Hilton Head Beach House W/Pool, Fire Pit, Elev

6BR Hilton Head Beach House W/Pool, Fire Pit, Elev
Mid Island
9.4 out of 10, Exceptional, (62 reviews)
"We enjoyed our stay at this property. The rooms were clean with plenty of towels. We had some problems with the TV remotes and the garage door opener, but the homeowner was very responsive. We would stay again."
United States
Janet B.
The price is HK$1,272
HK$5,663 total
includes taxes & fees
23 Feb - 24 Feb
6BR Hilton Head Beach House W/Pool, Fire Pit, Elev
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 Vacation Homes information

Number of reviews
412
Accommodation
3381 Vacation Homes
Lowest Price
HK$1,939
Highest Price
HK$14,897

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