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

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Hilton Head Island vacation homes

A spacious living room with a sofa, armchair, and a coffee table. There is a TV and a lamp on a side table.

1. 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, (113 reviews)
"Stay was wonderful! Will be back to visit again!"
United States
Brittany W.
The price is ￥19,626
￥54,441 total
includes taxes & fees
Nov 2 - Nov 3
Stunning Sea Pines Treetop Oasis Deck & Grill with short walk to Harbourtown
An aerial view of a coastal residential area with houses along the beach, a clear sky, and a calm sea.

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, (122 reviews)
"Would stay again!"
United States
Shandi B.
The price is ￥8,889
￥37,069 total
includes taxes & fees
Oct 21 - Oct 22
Beach. View. Suite. 1 br. 1 ba. Sleeps 5
A balcony with a table set for dining, overlooking a beach and a parking area with a car.

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, (106 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 ￥20,859
￥54,754 total
includes taxes & fees
Nov 1 - Nov 2
Awesome Ocean View! Coligny Area! Updated and CLEAN 1 Bedroom! #380
A modern kitchen with white cabinetry, stainless steel appliances, and a tiled backsplash.

4. Newly Renovated Duplex- 4th Row

Newly Renovated Duplex- 4th Row
Mid Island
10.0 out of 10, Exceptional, (13 reviews)
"Great location! Pet friendly! Enjoyed our visit!"
United States
Christina B.
The price is ￥23,545
￥69,036 total
includes taxes & fees
Oct 31 - Nov 1
Newly Renovated Duplex- 4th Row
A wooden pathway leading to a beach with tall grass on either side.

5. 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 ￥25,005
￥67,310 total
includes taxes & fees
Oct 21 - Oct 22
Beachfront Resort! Golf & Lagoon View + Pickleball + Easy Beach Access!
A modern kitchen with a marble countertop, a built-in sink, and a dining area with wicker chairs and a table.

6. 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 ￥30,150
￥116,524 total
includes taxes & fees
Nov 10 - Nov 11
Luxe Family Gem-FREE Heated Pool~Walk to Beach~BBQ
A modern kitchen with white cabinetry, stainless steel appliances, and a central island.

7. 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 ￥17,919
￥66,817 total
includes taxes & fees
Oct 19 - Oct 20
Nature Lovers Love 2033 Deer Island Treehouse Walkable to Harbour Town
A modern kitchen with a bar area, white cabinetry, and a decorative backsplash.

8. Pickleball Pool and Private Patio Pet OK Near All

Pickleball Pool and Private Patio Pet OK Near All
Mid Island
6.4 out of 10, (5 reviews)
"Pet friendly, shops nearby, beach near by"
United States
Heather W.
The price is ￥13,274
￥41,923 total
includes taxes & fees
Nov 7 - Nov 8
Pickleball Pool and Private Patio Pet OK Near All
A beach with a wooden fence, sand, and grass.

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 ￥25,220
￥96,198 total
includes taxes & fees
Oct 27 - Oct 28
Old Town + Home & Carriage House + EV Charger
A beach with a wooden fence, sand, and grass.

10. 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, (98 reviews)
"Excellent location, very clean, will definitely repeat"
United States
Sean m.
The price is ￥25,571
￥72,384 total
includes taxes & fees
Oct 19 - Oct 20
Luxe Condo in Old Town Bluffton + Elevator + Walkable to everything!
A lighthouse at sunset with boats docked at a marina.

11. 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 ￥25,899
￥111,028 total
includes taxes & fees
Oct 25 - Oct 26
6BR Hilton Head Beach House W/Pool, Fire Pit, Elev
A modern kitchen with white cabinetry, stainless steel appliances, and a marble countertop.

12. Treehouse at BootLegger Cove

Treehouse at BootLegger Cove
Old Town Bluffton
10.0 out of 10, Exceptional, (3 reviews)
"It was wonderful! Will definitely consider staying again."
United States
Michael B.
The price is ￥30,024
￥63,271 total
includes taxes & fees
Oct 19 - Oct 20
Treehouse at BootLegger Cove
A beach with a wooden fence, sand, and grass.

13. Old Town + Modern + Fire Pit + EV Charger

Old Town + Modern + Fire Pit + EV Charger
Old Town Bluffton
9.4 out of 10, Exceptional, (32 reviews)
"We have a lovely stay over the 4th of July. Perfectly located! The house was clean and well appointed. Check in was smooth and the hosts were very accessible."
United States
Mariah M.
The price is ￥32,426
￥80,134 total
includes taxes & fees
Oct 27 - Oct 28
Old Town + Modern + Fire Pit + EV Charger
A sign indicating '64B Verdier Cove Rd.' amidst dense greenery and a pathway.

14. The Bluffton Farmhouse

The Bluffton Farmhouse
Bluffton
10.0 out of 10, Exceptional, (126 reviews)
"Amazing place and host will for sure stay again"
United States
Jeffery A.
The price is ￥31,999
￥70,660 total
includes taxes & fees
Oct 19 - Oct 20
The Bluffton Farmhouse
A modern kitchen with white cabinets, a blue island, stainless steel appliances, and pendant lighting.

15. Mins to Downtown & Beach, Sleeps 10, Pool

Mins to Downtown & Beach, Sleeps 10, Pool
Bluffton
10.0 out of 10, Exceptional, (2 reviews)
"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 ￥31,288
￥108,497 total
includes taxes & fees
Oct 19 - Oct 20
Mins to Downtown & Beach, Sleeps 10, Pool
A beach with waves approaching the shore.

16. GOLF CART! Remodeled home near Old Town, Xbox!

GOLF CART! Remodeled home near Old Town, Xbox!
Bluffton
10.0 out of 10, Exceptional, (42 reviews)
"House is beautiful, clean and very comfortable. Location is great - close to restaurants and stores. Really enjoyed our stay and will recommend it to family and friends."
United States
Steven F.
The price is ￥31,525
￥69,443 total
includes taxes & fees
Nov 1 - Nov 2
GOLF CART! Remodeled home near Old Town, Xbox!
Interior

17. Pond View near Old Town Bluffton

Pond View near Old Town Bluffton
Bluffton
10.0 out of 10, Exceptional, (4 reviews)
"The check in was easy-peasy and the property was as advertised, clean and very conveniently situated near Old Town Bluffton. My granddaughter loved the swings across the road and the lagoon view was lovely. "
United States
Anne B.
The price is ￥32,426
￥68,955 total
includes taxes & fees
Oct 26 - Oct 27
Pond View near Old Town Bluffton
A two-story house with a porch, a front door, and multiple windows.

18. 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 ￥26,389
￥92,342 total
includes taxes & fees
Oct 27 - Oct 28
NEW! 3 mins to Old Town • Sleeps 12 • Game Room • Charming Bluffton Retreat
A modern kitchen with a central island, a dining area with a table and chairs, a staircase, and a living room with a sofa and a flat-screen TV.

19. Spacious Bluffton Getaway Near Hilton Head Sleeps Big Groups Golf & Beaches

Spacious Bluffton Getaway Near Hilton Head Sleeps Big Groups Golf & Beaches
Bluffton
The price is ￥30,656
￥103,077 total
includes taxes & fees
Oct 19 - Oct 20
Spacious Bluffton Getaway Near Hilton Head Sleeps Big Groups Golf & Beaches
A spacious kitchen with wooden bar stools, a dining table, and a refrigerator.

20. Bluffton Retreat, Pet Friendly

Bluffton Retreat, Pet Friendly
Bluffton
9.8 out of 10, Exceptional, (33 reviews)
"Excellent stay Property close to shops and restaurants in Bluffton. Property was nice and quiet"
United States
Michael G.
The price is ￥33,974
￥58,404 total
includes taxes & fees
Oct 21 - Oct 22
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

Sonesta Resort Hilton Head Island

Sonesta Resort Hilton Head Island

10/10 Excellent
"Love the resort and will be back again in the future."
Andre 4-night trip
Posted 5 hours ago
Sonesta Resort Hilton Head Island

Find out more about Hilton Head Island

Hilton Head Island Vacation Homes information

Number of reviews
826
Accommodation
3195 Vacation Homes
Lowest Price
￥37,069
Highest Price
￥116,524