Holiday Homes in Hilton Head Island

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Our top choices for Hilton Head Island holiday homes

Pickleball Pool and Private Patio Pet OK Near All

Pickleball Pool and Private Patio Pet OK Near All
Mid Island
The price is AU$637
includes taxes & fees
28 June - 29 June
Pickleball Pool and Private Patio Pet OK Near All

Hilton Head 5BR Sleeps 18 • Heated Pool • Walk to Folly Field • Dog Friendly • Elevator

Hilton Head 5BR Sleeps 18 • Heated Pool • Walk to Folly Field • Dog Friendly • Elevator
Mid Island
9.8 out of 10, Exceptional, (15 reviews)
"We loved our stay at this house. Close to the beach and really well stocked for families. We’ll definitely stay here again."
United States
Sue D.
Hilton Head 5BR Sleeps 18 • Heated Pool • Walk to Folly Field • Dog Friendly • Elevator

Disney's Hilton Head Island Resort

Disney's Hilton Head Island Resort
3.5 star property
Mid Island
9.6 out of 10, Exceptional, (131 reviews)
"The room and property were incredible! Already booking my next stay"
United States
Melissa
Disney's Hilton Head Island Resort

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
9.8 out of 10, Exceptional, (29 reviews)
"Great property and location"
United States
J G.
The price is AU$6,338
includes taxes & fees
17 June - 18 June
Best House in Sandcastles w/Kids Cave, Putting Green, Free Heated Pool, Walk to Beach, Arcade Room

#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
9.6 out of 10, Exceptional, (14 reviews)
"Very spacious. Very clean. Really enjoyed our time there. "
United States
Shirnett M.
The price is AU$4,944
includes taxes & fees
26 June - 27 June
#1 voted best house for big groups, pool, private putting green, EV Charger, Kid's bunk room

Treehouse at BootLegger Cove

Treehouse at BootLegger Cove
Old Town Bluffton
10.0 out of 10, Exceptional, (1 review)
"It was wonderful! Will definitely consider staying again."
United States
Michael B.
The price is AU$536
includes taxes & fees
23 June - 24 June
Treehouse at BootLegger Cove

2nd Row luxury home with pool, tiki bar, private beach boardwalk- 30 Knotts Way

2nd Row luxury home with pool, tiki bar, private beach boardwalk- 30 Knotts Way
South End
9.8 out of 10, Exceptional, (60 reviews)
"Beautiful and spacious house in a fantastic location!"
United States
Lisa P.
2nd Row luxury home with pool, tiki bar, private beach boardwalk- 30 Knotts Way

Montage Palmetto Bluff Residences

Montage Palmetto Bluff Residences
5.0 star property
Palmetto Bluff
10.0 out of 10, Exceptional, (2 reviews)
"Very family friendly. Parking was a problem Check in was not one minute early. House was beautiful and very clean. Pool was wonderful Prices were high but we knew that ahead of time"
United States
john j
The price is AU$2,031
includes taxes & fees
15 July - 16 July
Montage Palmetto Bluff Residences

Low Country Living In Old Town Bluffton

Low Country Living In Old Town Bluffton
Bluffton
9.8 out of 10, Exceptional, (45 reviews)
"Great cottage and very close to amazing restaurants. "
United States
Annie R.
The price is AU$532
includes taxes & fees
25 June - 26 June
Low Country Living In 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, (84 reviews)
"We didn’t spend much time here but we had what we needed and were comfortable."
United States
Gena D.
The price is AU$587
includes taxes & fees
29 June - 30 June
Great views of the New River close to Savannah and Hilton Head.

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 AU$970
includes taxes & fees
17 June - 18 June
Old Town + Home & Carriage House + EV Charger

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, (2 reviews)
"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 AU$909
includes taxes & fees
21 June - 22 June
OLD TOWN | Two Houses | EV Charger | Fire pit

Charming Bluffton Home w/ Yard ~ 3 Mi to Beaches!

Charming Bluffton Home w/ Yard ~ 3 Mi to Beaches!
Bluffton
9.8 out of 10, Exceptional, (19 reviews)
"Very easy check-in process. House was beautifully decorated and well equipped, perfect for our multi generational group!"
United States
Kristie A.
The price is AU$967
includes taxes & fees
23 June - 24 June
Charming Bluffton Home w/ Yard ~ 3 Mi to Beaches!

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

Breath and Relax/can sleep up to 6 guest/pets ok
Bluffton
9.2 out of 10, Wonderful, (15 reviews)
"No issues with this one night stay. Great location and very nice accommodations."
United States
David S.
The price is AU$582
includes taxes & fees
21 June - 22 June
Breath and Relax/can sleep up to 6 guest/pets ok

Mins to Downtown & Beach, Sleeps 10, Pool

Mins to Downtown & Beach, Sleeps 10, Pool
Bluffton
10.0 out of 10, Exceptional, (1 review)
"We had a fantastic stay! Kaila was flexible, accommodating, and extremely responsive, making everything easy from start to finish.The house was spotless, spacious, and beautifully decorated — very comfortable and welcoming. The central location was a huge bonus, with easy access to great restaurants and shops.We’d absolutely stay here again. Highly recommend!"
United States
Jared B.
The price is AU$1,116
includes taxes & fees
23 June - 24 June
Mins to Downtown & Beach, Sleeps 10, Pool

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, (29 reviews)
"Great house. Close to all the restaurants would come back again. "
United States
Marty H.
The price is AU$805
includes taxes & fees
17 June - 18 June
Old Town + Modern 4 BR + Fire Pit + EV Charger

Beach, Private Pool, Designer Everything, Exclusive Community

Beach, Private Pool, Designer Everything, Exclusive Community
Mid Island
10.0 out of 10, Exceptional, (12 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 AU$3,166
includes taxes & fees
5 July - 6 July
Beach, Private Pool, Designer Everything, Exclusive Community

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
9.8 out of 10, Exceptional, (7 reviews)
The price is AU$865
includes taxes & fees
15 June - 16 June
NEW 3 mins to Old Town, Charming Bluffton family retreat, game 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, (98 reviews)
"Lovely, peaceful place. "
United States
Kathryn O.
The price is AU$576
includes taxes & fees
13 July - 14 July
Stunning Sea Pines Treetop Oasis Deck & Grill with short walk to Harbourtown
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
495
Accommodation
3272 Holiday Homes
Lowest Price
AU$532
Highest Price
AU$6,338

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