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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

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, (27 reviews)
"The owners really communicated well throughout the process, got us our instructions early and followed up throughout the process. Great house, great location!"
United States
Michael I.
The price is HK$1,125
HK$3,781 total
includes taxes & fees
25 Feb - 26 Feb
Old Town + Modern 4 BR + Fire Pit + EV Charger

Hilton Head 2BR Escape | Pool + Sofa Bed

Hilton Head 2BR Escape | Pool + Sofa Bed
Mid Island
The price is HK$477
HK$1,930 total
includes taxes & fees
25 Feb - 26 Feb
Hilton Head 2BR Escape | Pool + Sofa Bed

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$11,605
HK$13,711 total
includes taxes & fees
28 Feb - 1 Mar
Montage Palmetto Bluff Residences

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, (77 reviews)
"Great stay"
United States
jeremy h.
The price is HK$1,076
HK$2,826 total
includes taxes & fees
26 Feb - 27 Feb
Stunning Sea Pines Treetop Oasis Deck & Grill with short walk to Harbourtown

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$1,901
HK$4,462 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$2,949 total
includes taxes & fees
25 Feb - 26 Feb
Awesome Hilton Head Coligny Beach townhome!

6 Bedroom, Free Heated Pool + Elevator Sleeps 26

6 Bedroom, Free Heated Pool + Elevator Sleeps 26
Mid Island
10.0 out of 10, Exceptional, (30 reviews)
"WE HAD A BLAST! It was such a pleasant experience form the booking to the check in to enjoying the beautiful fun home to the check out! We wouldn’t have asked for a better experience and really appreciate the hospitality we were shown by Josh and his wife! Looking to book again in the future! "
United States
Jessica E.
The price is HK$1,946
HK$9,567 total
includes taxes & fees
25 Feb - 26 Feb
6 Bedroom, Free Heated Pool + Elevator Sleeps 26

Mins to Downtown & Beach, Sleeps 10, Pool

Mins to Downtown & Beach, Sleeps 10, Pool
Bluffton
The price is HK$1,281
HK$5,029 total
includes taxes & fees
25 Feb - 26 Feb
Mins to Downtown & Beach, Sleeps 10, Pool

Hilton Head 2BR | 5 Min to Burkes Beach

Hilton Head 2BR | 5 Min to Burkes Beach
Mid Island
The price is HK$797
HK$2,294 total
includes taxes & fees
25 Feb - 26 Feb
Hilton Head 2BR | 5 Min to Burkes Beach

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 HK$1,477
HK$3,095 total
includes taxes & fees
26 Feb - 27 Feb
GOLF CART! Remodeled home near Old Town, Xbox!

Luxe Family Gem-FREE Heated Pool~Walk to Beach~BBQ

Luxe Family Gem-FREE Heated Pool~Walk to Beach~BBQ
Mid Island
9.4 out of 10, Exceptional, (79 reviews)
"Beautiful home, pet friendly. Owner is super nice and accommodating. Home was used for my 50th birthday. Family came to visit from out of town. Everyone had a great time. House is located in a great area. Close to restaurants, grocery stores and beach. "
United States
Jessica R.
The price is HK$1,496
HK$5,890 total
includes taxes & fees
2 Mar - 3 Mar
Luxe Family Gem-FREE Heated Pool~Walk to Beach~BBQ

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$3,933 total
includes taxes & fees
25 Feb - 26 Feb
Townhome with pool - short walk to Coligny beach, restaurants, shops & more!

JANUARY DISCOUNT SPECIAL....PrvtHomeDeerIsl,2Bdrm2Bth,FreeWifi,HrbrTwn, pet fee

JANUARY DISCOUNT SPECIAL....PrvtHomeDeerIsl,2Bdrm2Bth,FreeWifi,HrbrTwn, pet fee
Sea Pines
9.0 out of 10, Wonderful, (160 reviews)
"The location was great and we really enjoyed the quietness back there and the friendly deer who came to visit often."
United States
Joseph J.
JANUARY DISCOUNT SPECIAL....PrvtHomeDeerIsl,2Bdrm2Bth,FreeWifi,HrbrTwn, pet fee

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$2,812 total
includes taxes & fees
25 Feb - 26 Feb
Modern 2bd/2parking l Burkes/Bradley Beach 5min away l Nextdoor SeaTurtle Mkt

Private Pool 4 Bedroom 2 Bathroom South Forest Beach Home! Steps to the beach!!

Private Pool 4 Bedroom 2 Bathroom South Forest Beach Home! Steps to the beach!!
South End
9.8 out of 10, Exceptional, (114 reviews)
"We had the best time staying at this property. We’ve stayed multiple times and it is perfect for our family. We love the pool and close proximity to the beach and other activities. We can’t wait for our next stay. "
United States
Julie P.
Private Pool 4 Bedroom 2 Bathroom South Forest Beach Home! Steps to the beach!!

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$2,983 total
includes taxes & fees
25 Feb - 26 Feb
Relax in Paradise

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

New Beach House, Heated Pool, Elevator, Sleeps 22

New Beach House, Heated Pool, Elevator, Sleeps 22
Mid Island
10.0 out of 10, Exceptional, (33 reviews)
"This is the best place that I have stayed at Hilton Head. Everything was perfect couldn't ask for any better!!!"
United States
Sam M M.
The price is HK$1,946
HK$14,226 total
includes taxes & fees
26 Feb - 27 Feb
New Beach House, Heated Pool, Elevator, Sleeps 22

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 HK$1,524
HK$2,691 total
includes taxes & fees
9 Mar - 10 Mar
Bluffton Retreat, Pet Friendly
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
811
Accommodation
3381 Vacation Homes
Lowest Price
HK$2,294
Highest Price
HK$14,226

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