A coastal town with a lighthouse, marina, and golf course.

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Our top choices for Hilton Head Island vacation homes

1. Awesome Ocean View! Coligny Area! Updated and CLEAN 1 Bedroom! #380

Awesome Ocean View! Coligny Area! Updated and CLEAN 1 Bedroom! #380
South End
9.6 out of 10, Exceptional, (109 reviews)
"Awesome spot to stay with everything we needed. Really enjoyed the pool access, walking distance to the beach, and bikes included with the property."
United States
Will K.
The price is AED 331
AED 1,030 total
includes taxes & fees
13 Dec - 14 Dec
Awesome Ocean View! Coligny Area! Updated and CLEAN 1 Bedroom! #380

2. 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, (124 reviews)
"Would stay again!"
United States
Shandi B.
The price is AED 218
AED 793 total
includes taxes & fees
15 Nov - 16 Nov
Beach. View. Suite. 1 br. 1 ba. Sleeps 5

3. 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, (114 reviews)
"Beautiful, quiet property."
United States
marian h.
The price is AED 621
AED 1,379 total
includes taxes & fees
1 Dec - 2 Dec
Stunning Sea Pines Treetop Oasis Deck & Grill with short walk to Harbourtown

4. Mid-Island Retreat | Pool | Beach Gear | Pets OK

Mid-Island Retreat | Pool | Beach Gear | Pets OK
Mid Island
The price is AED 275
AED 885 total
includes taxes & fees
14 Nov - 15 Nov
Mid-Island Retreat | Pool | Beach Gear | Pets OK

5. 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

6. 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, (100 reviews)
"Excellent location, very clean, will definitely repeat"
United States
Sean m.
The price is AED 492
AED 1,471 total
includes taxes & fees
15 Nov - 16 Nov
Luxe Condo in Old Town Bluffton + Elevator + Walkable to everything!

7. 6BR Hilton Head Beach House W/Pool, Fire Pit, Elev

6BR Hilton Head Beach House W/Pool, Fire Pit, Elev
Mid Island
9.2 out of 10, Wonderful, (68 reviews)
"Great spot…wish we had booked our entire stay there. Would definitely go back. "
United States
Ohly917
The price is AED 1,030
AED 2,826 total
includes taxes & fees
13 Dec - 14 Dec
6BR Hilton Head Beach House W/Pool, Fire Pit, Elev

8. Nature Lovers Love 2033 Deer Island Treehouse Walkable to Harbour Town

Nature Lovers Love 2033 Deer Island Treehouse Walkable to Harbour Town
Sea Pines
9.2 out of 10, Wonderful, (40 reviews)
"Loved the location, the condo had everything we needed, and the host was great to work with."
United States
Scott R.
The price is AED 551
AED 1,644 total
includes taxes & fees
30 Nov - 1 Dec
Nature Lovers Love 2033 Deer Island Treehouse Walkable to Harbour Town

9. Old Town + Home & Carriage House + EV Charger

Old Town + Home & Carriage House + EV Charger
Old Town Bluffton
9.6 out of 10, Exceptional, (7 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 traveler
The price is AED 574
AED 2,045 total
includes taxes & fees
16 Nov - 17 Nov
Old Town + Home & Carriage House + EV Charger

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

Luxe Family Gem-FREE Heated Pool~Walk to Beach~BBQ
Mid Island
9.2 out of 10, Wonderful, (86 reviews)
"Wonderful time at our stay! The house is very well stocked and great location! "
United States
sara e.
The price is AED 701
AED 2,567 total
includes taxes & fees
16 Nov - 17 Nov
Luxe Family Gem-FREE Heated Pool~Walk to Beach~BBQ

11. Two Fawns at Sea Pines-4+BR-Group Friendly-New Heated Pool & Spa,Dog Friendly

Two Fawns at Sea Pines-4+BR-Group Friendly-New Heated Pool & Spa,Dog Friendly
Sea Pines
The price is AED 969
AED 2,694 total
includes taxes & fees
16 Nov - 17 Nov
Two Fawns at Sea Pines-4+BR-Group Friendly-New Heated Pool & Spa,Dog Friendly

12. 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 AED 5,730
AED 6,815 total
includes taxes & fees
15 Nov - 16 Nov
Montage Palmetto Bluff Residences

13. Two Homes · Walk to Old Town · Fire Pit · EV

Two Homes · Walk to Old Town · Fire Pit · EV
Old Town Bluffton
10.0 out of 10, Exceptional, (6 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 AED 922
AED 2,486 total
includes taxes & fees
15 Nov - 16 Nov
Two Homes · Walk to Old Town · Fire Pit · EV

14. Treehouse at BootLegger Cove

Treehouse at BootLegger Cove
Old Town Bluffton
10.0 out of 10, Exceptional, (4 reviews)
"The Treehouse exceeded our expectations! It was so well appointed, clean and prefect for our needs. The hosts were beyond nice and helpful. We will definitely stay there again!"
United States
Karen P.
Treehouse at BootLegger Cove

15. NEW! 3 mins to Old Town • Sleeps 12 • Game Room • Charming Bluffton Retreat

NEW! 3 mins to Old Town • Sleeps 12 • Game Room • Charming Bluffton Retreat
Bluffton
9.8 out of 10, Exceptional, (10 reviews)
"everything was great for our family trip!"
United States
Grace M.
The price is AED 440
AED 1,857 total
includes taxes & fees
16 Nov - 17 Nov
NEW! 3 mins to Old Town • Sleeps 12 • Game Room • Charming Bluffton Retreat

16. Snowbird Cottage, Dog Approved | Walk to Old Town

Snowbird Cottage, Dog Approved | Walk to Old Town
Bluffton
10.0 out of 10, Exceptional, (1 review)
"Great beds and pillows! Plenty of towels! One of the best stays I have had in a long time!"
United States
Robert S.
The price is AED 560
AED 1,474 total
includes taxes & fees
15 Nov - 16 Nov
Snowbird Cottage, Dog Approved | Walk to Old Town

17. Short Stroll to Beach, Elevator, Free Heated Pool

Short Stroll to Beach, Elevator, Free Heated Pool
Mid Island
9.6 out of 10, Exceptional, (21 reviews)
"Easy walk to the beach. Kids loved the pool. Enjoyed watching FIFA, all together in the living room. Loved the open space of the 1st floor."
United States
David R.
The price is AED 698
AED 2,519 total
includes taxes & fees
15 Nov - 16 Nov
Short Stroll to Beach, Elevator, Free Heated Pool

18. Newly Renovated Duplex- 4th Row

Newly Renovated Duplex- 4th Row
Mid Island
9.8 out of 10, Exceptional, (15 reviews)
"Excellent location and a dog friendly beach"
United States
Brandon H.
The price is AED 547
AED 1,471 total
includes taxes & fees
13 Dec - 14 Dec
Newly Renovated Duplex- 4th Row
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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