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Check prices for these dates

In two weeks
Oct 2 - Oct 4
In two months
Nov 13 - Nov 15
In three months
Dec 11 - Dec 13
In four months
Jan 8 - Jan 10

Our top choices for Hilton Head Island vacation homes

Snack bar

1. 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
Interior

2. Palmetto Dunes Golf Getaway: Pool + Beach Access!

Palmetto Dunes Golf Getaway: Pool + Beach Access!
Mid Island
9.6 out of 10, Exceptional, (15 reviews)
"Beautiful unit, very roomy, short walk to beach!Would stay here again "
United States
Heather P.
The price is ￥16,134
￥58,872 total
includes taxes & fees
Sep 19 - Sep 20
Palmetto Dunes Golf Getaway: Pool + Beach Access!
Outdoor dining

3. 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, (103 reviews)
"Great place!"
United States
Danny H.
The price is ￥20,316
￥53,807 total
includes taxes & fees
Sep 29 - Sep 30
Awesome Ocean View! Coligny Area! Updated and CLEAN 1 Bedroom! #380
On the beach, sun loungers

4. 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, (120 reviews)
"Would stay again!"
United States
Shandi B.
The price is ￥15,472
￥44,181 total
includes taxes & fees
Oct 14 - Oct 15
Beach. View. Suite. 1 br. 1 ba. Sleeps 5
Smart TV, books

5. 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, (110 reviews)
"Stay was wonderful! Will be back to visit again!"
United States
Brittany W.
The price is ￥24,333
￥59,257 total
includes taxes & fees
Sep 27 - Sep 28
Stunning Sea Pines Treetop Oasis Deck & Grill with short walk to Harbourtown
On the beach, sun loungers, beach towels

6. Beachfront Resort! Golf & Lagoon View + Pickleball + Easy Beach Access!

Beachfront Resort! Golf & Lagoon View + Pickleball + Easy Beach Access!
South End
10.0 out of 10, Exceptional, (3 reviews)
"Very nice property, exactly as pictured and described. Cold A/C which was great and a fantastic patio to unwind and relax before dinner or sipping morning coffee. "
United States
Joe S.
The price is ￥26,721
￥70,136 total
includes taxes & fees
Sep 21 - Sep 22
Beachfront Resort! Golf & Lagoon View + Pickleball + Easy Beach Access!
Interior

7. Newly Renovated Duplex- 4th Row

Newly Renovated Duplex- 4th Row
Mid Island
10.0 out of 10, Exceptional, (12 reviews)
"Great location! Pet friendly! Enjoyed our visit!"
United States
Christina B.
The price is ￥23,286
￥67,244 total
includes taxes & fees
Sep 28 - Sep 29
Newly Renovated Duplex- 4th Row
Beach

8. 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, (96 reviews)
"Excellent location, very clean, will definitely repeat"
United States
Sean m.
The price is ￥23,545
￥64,373 total
includes taxes & fees
Sep 20 - Sep 21
Luxe Condo in Old Town Bluffton + Elevator + Walkable to everything!
Coffee/tea maker, fridge, microwave, oven

9. 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, (39 reviews)
"The house was just as we expected. Well appointed, very clean, nice outdoor space. The kitchen and bathrooms had been remodeled as was the kitchen. We would certainly come back!"
United States
Mary M.
The price is ￥25,786
￥72,717 total
includes taxes & fees
Sep 21 - Sep 22
Nature Lovers Love 2033 Deer Island Treehouse Walkable to Harbour Town
Dining

10. Spacious Coastal Villa w/ Bright Sunroom • Walk to Beach • Sleeps 7

Spacious Coastal Villa w/ Bright Sunroom • Walk to Beach • Sleeps 7
Sea Pines
10.0 out of 10, Exceptional, (94 reviews)
"The villa was very clean and the owner was very responsive and helpful. It was within walking distance to the beach and several restaurants, great location!"
United States
Jeremy L.
The price is ￥31,256
￥81,484 total
includes taxes & fees
Oct 7 - Oct 8
Spacious Coastal Villa w/ Bright Sunroom • Walk to Beach • Sleeps 7
Pool

11. On Island | Pool | Tennis | Pet Friendly | Parking

On Island | Pool | Tennis | Pet Friendly | Parking
Mid Island
The price is ￥15,203
￥42,987 total
includes taxes & fees
Oct 5 - Oct 6
On Island | Pool | Tennis | Pet Friendly | Parking
Interior

12. 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, (83 reviews)
"Wonderful time at our stay! The house is very well stocked and great location! "
United States
sara e.
The price is ￥31,319
￥117,109 total
includes taxes & fees
Sep 28 - Sep 29
Luxe Family Gem-FREE Heated Pool~Walk to Beach~BBQ
TV

13. Sea Pines hut, 5-min walk to beach, dog friendly!

Sea Pines hut, 5-min walk to beach, dog friendly!
Sea Pines
10.0 out of 10, Exceptional, (5 reviews)
"Great spot and wonderful hosts. Highly recommend for a couples get away on HHI. Perfect location with beach access so close. "
United States
Richard S.
The price is ￥37,507
￥67,810 total
includes taxes & fees
Oct 5 - Oct 6
Sea Pines hut, 5-min walk to beach, dog friendly!
Marina

14. 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, (67 reviews)
"Lovely property with close proximity to the beach. We enjoyed the pool very much."
United States
Cameron F.
The price is ￥32,252
￥117,735 total
includes taxes & fees
Sep 20 - Sep 21
6BR Hilton Head Beach House W/Pool, Fire Pit, Elev
Terrace/patio

15. Private Beach Access-Pet Friendly-Hot Tub!!!

Private Beach Access-Pet Friendly-Hot Tub!!!
South End
9.2 out of 10, Wonderful, (14 reviews)
"Enjoyed staying at the Beach House. Victor was great, amenities nearby and only a short walk to the beach. "
United States
mark h.
The price is ￥41,745
￥124,074 total
includes taxes & fees
Sep 21 - Sep 22
Private Beach Access-Pet Friendly-Hot Tub!!!
Dining

16. Walk to Beach, 8BR, Heated Pool, Sauna, Elevator

Walk to Beach, 8BR, Heated Pool, Sauna, Elevator
Mid Island
8.0 out of 10, Very good, (6 reviews)
"Perfect, for a large family trying to vacation together. Plenty of space for everyone to sleep and for everyone to hang out."
United States
Theresa E.
The price is ￥29,653
￥124,071 total
includes taxes & fees
Sep 23 - Sep 24
Walk to Beach, 8BR, Heated Pool, Sauna, Elevator
Outdoor pool, a heated pool

17. 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 ￥38,961
￥117,811 total
includes taxes & fees
Sep 30 - Oct 1
Two Fawns at Sea Pines-4+BR-Group Friendly-New Heated Pool & Spa,Dog Friendly
Golf

18. Palmetto Dunes Villa – Golf, Pools & Bike to Beach

Palmetto Dunes Villa – Golf, Pools & Bike to Beach
Mid Island
10.0 out of 10, Exceptional, (1 review)
The price is ￥28,841
￥84,234 total
includes taxes & fees
Oct 11 - Oct 12
Palmetto Dunes Villa – Golf, Pools & Bike to Beach
Outdoor dining

19. Coastal Retreat, Walk to Beach, Hot Tub, Putting Green, Office, Fenced Yard

Coastal Retreat, Walk to Beach, Hot Tub, Putting Green, Office, Fenced Yard
Mid Island
10.0 out of 10, Exceptional, (4 reviews)
"The house is clean and well appointed. We enjoyed the beach and the backyard. We had everything we needed! Looking forward to returning next year"
United States
Yvette
The price is ￥28,162
￥82,035 total
includes taxes & fees
Sep 29 - Sep 30
Coastal Retreat, Walk to Beach, Hot Tub, Putting Green, Office, Fenced Yard
Private kitchen

20. Treehouse at BootLegger Cove

Treehouse at BootLegger Cove
Old Town Bluffton
10.0 out of 10, Exceptional, (2 reviews)
"It was wonderful! Will definitely consider staying again."
United States
Michael B.
The price is ￥29,693
￥62,574 total
includes taxes & fees
Sep 21 - Sep 22
Treehouse at BootLegger Cove
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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