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Hilton Head Vacation Homes & Villas

Browse 646 professionally managed vacation homes and villas in Hilton Head with Emerald Kite. Showing 25–48 of 646 matching vacation rentals, page 2 of 27. Closest capacity matches first.

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Platinum Luxury Oceanfront Home 7 Bedroom Infinity Pool in Hilton Head
Hilton Head

Luxury Oceanfront Home 7 Bedroom Infinity Pool in Hilton Head

7 Bedrooms · 10+ Bathrooms · Sleeps 20
From $6,534 / night
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Oceanfront Hilton Head Vacation Home Five Bedroom
Hilton Head

Oceanfront Hilton Head Vacation Home Five Bedroom

5 Bedrooms · 4 Bathrooms · Sleeps 16
From $4,657 / night
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Luxurious Oceanfront Vacation Property in Hilton Head Island
Hilton Head

Luxurious Oceanfront Vacation Property in Hilton Head Island

7 Bedrooms · 7 Bathrooms · Sleeps 20
From $4,674 / night
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Magnificent Six Bedroom Vacation Home in Hilton Head
Hilton Head

Magnificent Six Bedroom Vacation Home in Hilton Head

6 Bedrooms · 6 Bathrooms · Sleeps 14
From $2,340 / night
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Amazing Oceanfront Vacation Rental in Hilton Head
Hilton Head

Amazing Oceanfront Vacation Rental in Hilton Head

5 Bedrooms · 5 Bathrooms · Sleeps 12
From $3,662 / night
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Hilton Head Lovely 6 Bedroom Home with Private Pool
Hilton Head

Hilton Head Lovely 6 Bedroom Home with Private Pool

6 Bedrooms · 5 Bathrooms · Sleeps 15
From $3,520 / night
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Luxury Vacation Pool Home in Hilton Head Six Bedroom
Hilton Head

Luxury Vacation Pool Home in Hilton Head Six Bedroom

6 Bedrooms · 8 Bathrooms · Sleeps 15
From $3,474 / night
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Luxury Platinum Vacation Home Away From Home pure luxury
Hilton Head

Luxury Platinum Vacation Home Away From Home pure luxury

8 Bedrooms · 8 Bathrooms · Sleeps 24
From $2,507 / night
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Luxury Vacation Pool Home in Hilton Head Sleeps 11 Guests
Hilton Head

Luxury Vacation Pool Home in Hilton Head Sleeps 11 Guests

4 Bedrooms · 4 Bathrooms · Sleeps 11
From $961 / night
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Stunning 5 Bedroom Vacation Pool Home in Hilton Head
Hilton Head

Stunning 5 Bedroom Vacation Pool Home in Hilton Head

5 Bedrooms · 6 Bathrooms · Sleeps 12
From $2,339 / night
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Stunning Pool Home with 7 Bedrooms in Hilton Head Island
Hilton Head

Stunning Pool Home with 7 Bedrooms in Hilton Head Island

7 Bedrooms · 6 Bathrooms · Sleeps 22
From $2,275 / night
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Edisto Beach Luxury 4 Bedroom Home with Private Dock
Hilton Head

Edisto Beach Luxury 4 Bedroom Home with Private Dock

4 Bedrooms · 3 Bathrooms · Sleeps 8
From $785 / night
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Luxury Oceanfront 5 Bedroom Home with Pool & Spa
Hilton Head

Luxury Oceanfront 5 Bedroom Home with Pool & Spa

5 Bedrooms · 5 Bathrooms · Sleeps 12
From $4,179 / night
Call to confirm availability941.500.4555 Request a callback & quote
Platinum South Carolina Oceanfront Luxury Vacation Rental - 9-Bedroom Hilton Head Estate with Pool & Spa
Hilton Head

South Carolina Oceanfront Luxury Vacation Rental - 9-Bedroom Hilton Head Estate with Pool & Spa

9 Bedrooms · 7 Bathrooms · Sleeps 20
From $3,877 / night
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Five Bedroom Vacation Home in Hilton Head Steps from Beach
Hilton Head

Five Bedroom Vacation Home in Hilton Head Steps from Beach

5 Bedrooms · 5 Bathrooms · Sleeps 12
From $2,872 / night
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Grand Luxury 8-Acre Estate Main House & Guest House Sleeps 22 Guests
Hilton Head

Grand Luxury 8-Acre Estate Main House & Guest House Sleeps 22 Guests

8 Bedrooms · 7 Bathrooms · Sleeps 22
From $4,293 / night
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Spacious Seven Bedroom Home in Hilton Head Sleeps 19
Hilton Head

Spacious Seven Bedroom Home in Hilton Head Sleeps 19

7 Bedrooms · 6 Bathrooms · Sleeps 19
From $2,072 / night
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Amazing Oceanfront Rental with Separate Carriage House
Hilton Head

Amazing Oceanfront Rental with Separate Carriage House

8 Bedrooms · 9 Bathrooms · Sleeps 21
From $2,771 / night
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Oceanfront Hilton Head Vacation Pool Home Seven Bedrooms
Hilton Head

Oceanfront Hilton Head Vacation Pool Home Seven Bedrooms

7 Bedrooms · 6 Bathrooms · Sleeps 16
From $4,716 / night
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Hilton Head Island Oceanfront Vacation Rental with Pool
Hilton Head

Hilton Head Island Oceanfront Vacation Rental with Pool

6 Bedrooms · 6 Bathrooms · Sleeps 16
From $4,455 / night
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Direct Oceanfront Home with 360 degree Views of the Ocean in Hilton Head
Hilton Head

Direct Oceanfront Home with 360 degree Views of the Ocean in Hilton Head

6 Bedrooms · 6 Bathrooms · Sleeps 18
From $2,773 / night
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Luxury Hilton Head Vacation Home Pool Great Interior
Hilton Head

Luxury Hilton Head Vacation Home Pool Great Interior

5 Bedrooms · 5 Bathrooms · Sleeps 12
From $2,125 / night
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Ocean Views Hilton Head Vacation Home Five Bedroom
Hilton Head

Ocean Views Hilton Head Vacation Home Five Bedroom

5 Bedrooms · 5 Bathrooms · Sleeps 18
From $1,421 / night
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Captivating Six Bedroom Pool Home Just One Short Block to Beach
Hilton Head

Captivating Six Bedroom Pool Home Just One Short Block to Beach

6 Bedrooms · 5 Bathrooms · Sleeps 14
From $2,083 / night
Call to confirm availability941.500.4555 Request a callback & quote

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