Vacation rentals in Hilton Head Island, SC

200 available vacation rental offers

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Best Vacation rentals and Airbnb offers in Hilton Head Island, SC

1 Mi to Beach, Pool Access: Hilton Head Island Gem - Hilton Head Island, SC

1 Mi to Beach, Pool Access: Hilton Head Island Gem

Condo, Hilton Head Island

1 Mi to Beach, Pool Access: Hilton Head Island Gem is a condo in Hilton Head Island, with pool access, easy beach access, and parking. This stay gives travelers a comfortable base for…

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About 1 Mi to Beach, Pool Access: Hilton Head Island Gem

1 Mi to Beach, Pool Access: Hilton Head Island Gem is a condo in Hilton Head Island, with pool access, easy beach access, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,034.

From$77/night
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2-story condo with on-site pool, golf, tennis, private deck, AC, & W/D - Hilton Head Island, SC

2-story condo with on-site pool, golf, tennis, private deck, AC, & W/D

Holiday Home, Hilton Head Island

2-story condo with on-site pool, golf, tennis, private deck, AC, & W/D is a holiday home in Hilton Head Island, with pool access, outdoor space, and kitchen access. This stay gives…

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About 2-story condo with on-site pool, golf, tennis, private deck, AC, & W/D

2-story condo with on-site pool, golf, tennis, private deck, AC, & W/D is a holiday home in Hilton Head Island, with pool access, outdoor space, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, kitchen, with kitchen, and washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,104.

From$85/night
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The Hedges D1 | Condo in Hilton Head with pool & tennis, walk to the beach - Hilton Head Island, SC

The Hedges D1 | Condo in Hilton Head with pool & tennis, walk to the beach

Condo, Hilton Head Island

The Hedges D1 · Condo in Hilton Head with pool & tennis, walk to the beach is a condo in Hilton Head Island, with pool access, easy beach access, and kitchen access. This stay gives…

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About The Hedges D1 | Condo in Hilton Head with pool & tennis, walk to the beach

The Hedges D1 · Condo in Hilton Head with pool & tennis, walk to the beach is a condo in Hilton Head Island, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, kitchen, with kitchen, and washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,105.

From$85/night
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Wonderful sun-filled retreat w/ generous patio, pool, & tennis - near beaches - Hilton Head Island, SC

Wonderful sun-filled retreat w/ generous patio, pool, & tennis - near beaches

Condo, Hilton Head Island

Wonderful sun-filled retreat w/ generous patio, pool, & tennis - near beaches is a condo in Hilton Head Island, with pool access, easy beach access, and outdoor space. This stay gives…

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About Wonderful sun-filled retreat w/ generous patio, pool, & tennis - near beaches

Wonderful sun-filled retreat w/ generous patio, pool, & tennis - near beaches is a condo in Hilton Head Island, with pool access, easy beach access, and outdoor space. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,312.

From$93/night
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Browse Waterfront Vacation Rentals in Hilton Head Island, SC

Discover vacation rentals close to the coast, water, and beach areas around Hilton Head Island, SC.

1206 Harbour Master. 3 Bedroom Villa with Golf Course & Lagoon Views. Private Beach access. Sleeps 9 - Hilton Head Island, SC

1206 Harbour Master. 3 Bedroom Villa with Golf Course & Lagoon Views. Private Beach access. Sleeps 9

Holiday Home, Hilton Head Island

1206 Harbour Master. 3 Bedroom Villa with Golf Course & Lagoon Views. Private Beach access. Sleeps 9 is a holiday home in Hilton Head Island, with pool access, easy beach access, and…

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About 1206 Harbour Master. 3 Bedroom Villa with Golf Course & Lagoon Views. Private Beach access. Sleeps 9

1206 Harbour Master. 3 Bedroom Villa with Golf Course & Lagoon Views. Private Beach access. Sleeps 9 is a holiday home in Hilton Head Island, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,965.

From$153/night
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Experience Paradise at a gorgeous Coligny Villa with pool, & walk to the beach! - Hilton Head Island, SC

Experience Paradise at a gorgeous Coligny Villa with pool, & walk to the beach!

Condo, Hilton Head Island

Experience Paradise at a gorgeous Coligny Villa with pool, & walk to the beach! is a condo in Hilton Head Island, with pool access, easy beach access, and kitchen access. This stay gives…

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About Experience Paradise at a gorgeous Coligny Villa with pool, & walk to the beach!

Experience Paradise at a gorgeous Coligny Villa with pool, & walk to the beach! is a condo in Hilton Head Island, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,538.

From$155/night
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Hilton Head Stay + Communal Pool + Tennis Court + Beach Nearby | Treetops 4904 - Hilton Head Island, SC

Hilton Head Stay + Communal Pool + Tennis Court + Beach Nearby | Treetops 4904

Condo, Hilton Head Island

Hilton Head Stay + Communal Pool + Tennis Court + Beach Nearby · Treetops 4904 is a condo in Hilton Head Island, with pool access, easy beach access, and kitchen access. This stay gives…

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About Hilton Head Stay + Communal Pool + Tennis Court + Beach Nearby | Treetops 4904

Hilton Head Stay + Communal Pool + Tennis Court + Beach Nearby · Treetops 4904 is a condo in Hilton Head Island, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,608.

From$157/night
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Terrific island escape with pool, furnished patio, fast WiFi & beach nearby - Hilton Head Island, SC

Terrific island escape with pool, furnished patio, fast WiFi & beach nearby

Condo, Hilton Head Island

Terrific island escape with pool, furnished patio, fast WiFi & beach nearby is a condo in Hilton Head Island, with pool access, easy beach access, and outdoor space. This stay gives…

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About Terrific island escape with pool, furnished patio, fast WiFi & beach nearby

Terrific island escape with pool, furnished patio, fast WiFi & beach nearby is a condo in Hilton Head Island, with pool access, easy beach access, and outdoor space. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, kitchen, with kitchen, and washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,859.

From$158/night
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Browse Vacation Rentals with a Pool in Hilton Head Island, SC

Add a pool to the search when you want an easy place to cool off between outings.

Relax in Style Walk to Beach from Treetops Villa - Hilton Head Island, SC

Relax in Style Walk to Beach from Treetops Villa

Villa, Hilton Head Island

Relax in Style Walk to Beach from Treetops Villa is a villa in Hilton Head Island, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for…

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About Relax in Style Walk to Beach from Treetops Villa

Relax in Style Walk to Beach from Treetops Villa is a villa in Hilton Head Island, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, kitchen, with kitchen, and washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,589.

From$132/night
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1st Floor Villa with pool, tennis, central AC, & washer/dryer - Hilton Head Island, SC

1st Floor Villa with pool, tennis, central AC, & washer/dryer

Villa, Hilton Head Island

1st Floor Villa with pool, tennis, central AC, & washer/dryer is a villa in Hilton Head Island, with pool access and kitchen access. This stay gives travelers a comfortable base for…

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About 1st Floor Villa with pool, tennis, central AC, & washer/dryer

1st Floor Villa with pool, tennis, central AC, & washer/dryer is a villa in Hilton Head Island, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, kitchen, with kitchen, and fireplace.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,671.

From$134/night
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103 Golfmaster- 2 Bedroom Townhouse in Shipyard Ocean Front Community. Golf & Lagoon View Sleeps 6 - Hilton Head Island, SC

103 Golfmaster- 2 Bedroom Townhouse in Shipyard Ocean Front Community. Golf & Lagoon View Sleeps 6

Holiday Home, Hilton Head Island

103 Golfmaster- 2 Bedroom Townhouse in Shipyard Ocean Front Community. Golf & Lagoon View Sleeps 6 is a holiday home in Hilton Head Island, with pool access, easy beach access, and kitchen…

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About 103 Golfmaster- 2 Bedroom Townhouse in Shipyard Ocean Front Community. Golf & Lagoon View Sleeps 6

103 Golfmaster- 2 Bedroom Townhouse in Shipyard Ocean Front Community. Golf & Lagoon View Sleeps 6 is a holiday home in Hilton Head Island, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,664.

From$136/night
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Beautiful Hilton Head Island - Hilton Head Island, SC

Beautiful Hilton Head Island

Condo, Hilton Head Island

Beautiful Hilton Head Island is a condo in Hilton Head Island, with pool access and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

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About Beautiful Hilton Head Island

Beautiful Hilton Head Island is a condo in Hilton Head Island, with pool access and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, parking, free parking, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,426.

From$149/night
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Best Hilton Head Island, SC vacation rentals with parking

Find vacation rentals that make arriving by car easier.

Fabulous island home with private pool, fast WiFi, grill, sunroom & central AC - Hilton Head Island, SC

Fabulous island home with private pool, fast WiFi, grill, sunroom & central AC

Holiday Home, Hilton Head Island

Fabulous island home with private pool, fast WiFi, grill, sunroom & central AC is a holiday home in Hilton Head Island, with pool access, parking, and kitchen access. This stay gives…

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About Fabulous island home with private pool, fast WiFi, grill, sunroom & central AC

Fabulous island home with private pool, fast WiFi, grill, sunroom & central AC is a holiday home in Hilton Head Island, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,950.

From$157/night
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Townhouse Tennis 18 - Spacious 3 bedroom Townhouse w/ On-site Tennis - Hilton Head Island, SC

Townhouse Tennis 18 - Spacious 3 bedroom Townhouse w/ On-site Tennis

Holiday Home, Hilton Head Island

Townhouse Tennis 18 - Spacious 3 bedroom Townhouse w/ On-site Tennis is a holiday home in Hilton Head Island, with pool access, parking, and kitchen access. This stay gives travelers a…

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About Townhouse Tennis 18 - Spacious 3 bedroom Townhouse w/ On-site Tennis

Townhouse Tennis 18 - Spacious 3 bedroom Townhouse w/ On-site Tennis is a holiday home in Hilton Head Island, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,581.

From$172/night
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Sunset Rentals | Seaside 255 - Hilton Head Island, SC

Sunset Rentals | Seaside 255

Villa, Hilton Head Island

Sunset Rentals · Seaside 255 is a villa in Hilton Head Island, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Sunset Rentals | Seaside 255

Sunset Rentals · Seaside 255 is a villa in Hilton Head Island, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,480.

From$172/night
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Decks + Pool Access: Hilton Head Island Townhome - Hilton Head Island, SC

Decks + Pool Access: Hilton Head Island Townhome

Holiday Home, Hilton Head Island

Decks + Pool Access: Hilton Head Island Townhome is a holiday home in Hilton Head Island, with pool access, outdoor space, and parking. This stay gives travelers a comfortable base for…

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About Decks + Pool Access: Hilton Head Island Townhome

Decks + Pool Access: Hilton Head Island Townhome is a holiday home in Hilton Head Island, with pool access, outdoor space, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, parking, paid parking, and heating.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,863.

From$177/night
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Best Pet-Friendly Vacation Rentals in Hilton Head Island, SC

Bring your pet along with stays that welcome four-legged travelers.

Walk to the beach ~ Relaxing Enclosed Porch ~ Close to Coligny ~ 3 onsite pools - Hilton Head Island, SC

Walk to the beach ~ Relaxing Enclosed Porch ~ Close to Coligny ~ 3 onsite pools

Villa, Hilton Head Island

Walk to the beach ~ Relaxing Enclosed Porch ~ Close to Coligny ~ 3 onsite pools is a villa in Hilton Head Island, with pet-friendly space, pool access, and easy beach access. This stay…

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About Walk to the beach ~ Relaxing Enclosed Porch ~ Close to Coligny ~ 3 onsite pools

Walk to the beach ~ Relaxing Enclosed Porch ~ Close to Coligny ~ 3 onsite pools is a villa in Hilton Head Island, with pet-friendly space, pool access, and easy beach access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, pet friendly, and pets friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,479.

From$145/night
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2 Mi to Beach: Hilton Head Home w/ Furnished Deck - Hilton Head Island, SC

2 Mi to Beach: Hilton Head Home w/ Furnished Deck

Holiday Home, Hilton Head Island

2 Mi to Beach: Hilton Head Home w/ Furnished Deck is a holiday home in Hilton Head Island, with pet-friendly space, pool access, and easy beach access. This stay gives travelers a…

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About 2 Mi to Beach: Hilton Head Home w/ Furnished Deck

2 Mi to Beach: Hilton Head Home w/ Furnished Deck is a holiday home in Hilton Head Island, with pet-friendly space, pool access, and easy beach access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, pet friendly, and pets friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,079.

From$195/night
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28 Wood Duck Court | Golf Course View & Pet Friendly! - Hilton Head Island, SC

28 Wood Duck Court | Golf Course View & Pet Friendly!

Holiday Home, Hilton Head Island

28 Wood Duck Court · Golf Course View & Pet Friendly! is a holiday home in Hilton Head Island, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable…

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About 28 Wood Duck Court | Golf Course View & Pet Friendly!

28 Wood Duck Court · Golf Course View & Pet Friendly! is a holiday home in Hilton Head Island, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,964.

From$236/night
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Big, beautiful home; 3 King bedrooms with granite and glass en suite baths. - Hilton Head Island, SC

Big, beautiful home; 3 King bedrooms with granite and glass en suite baths.

Villa, Hilton Head Island

Big, beautiful home; 3 King bedrooms with granite and glass en suite baths. is a villa in Hilton Head Island, with pet-friendly space, pool access, and room for a group. This stay gives…

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About Big, beautiful home; 3 King bedrooms with granite and glass en suite baths.

Big, beautiful home; 3 King bedrooms with granite and glass en suite baths. is a villa in Hilton Head Island, with pet-friendly space, pool access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, pet friendly, and pets friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,404.

From$245/night
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Best Hilton Head Island, SC vacation rentals with a kitchen

Compare stays with kitchen access for longer trips and easier meals.

123 Windward Village - 2 BR/2.5 Bath Townhouse -Shipyard Plantation - Hilton Head Island, SC

123 Windward Village - 2 BR/2.5 Bath Townhouse -Shipyard Plantation

Holiday Home, Hilton Head Island

123 Windward Village - 2 BR/2.5 Bath Townhouse -Shipyard Plantation is a holiday home in Hilton Head Island, with pool access, kitchen access, and room for a group. This stay gives…

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About 123 Windward Village - 2 BR/2.5 Bath Townhouse -Shipyard Plantation

123 Windward Village - 2 BR/2.5 Bath Townhouse -Shipyard Plantation is a holiday home in Hilton Head Island, with pool access, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, hot tub, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,457.

From$156/night
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Sunny & peaceful resort with golf, pool, tennis courts, & balcony views - Hilton Head Island, SC

Sunny & peaceful resort with golf, pool, tennis courts, & balcony views

Condo, Hilton Head Island

Sunny & peaceful resort with golf, pool, tennis courts, & balcony views is a condo in Hilton Head Island, with pool access, outdoor space, and kitchen access. This stay gives travelers a…

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About Sunny & peaceful resort with golf, pool, tennis courts, & balcony views

Sunny & peaceful resort with golf, pool, tennis courts, & balcony views is a condo in Hilton Head Island, with pool access, outdoor space, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, kitchen, with kitchen, and washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,984.

From$158/night
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Two-story condo with pool - walk to Coligny Beach - Hilton Head Island, SC

Two-story condo with pool - walk to Coligny Beach

Condo, Hilton Head Island

Two-story condo with pool - walk to Coligny Beach is a condo in Hilton Head Island, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for…

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About Two-story condo with pool - walk to Coligny Beach

Two-story condo with pool - walk to Coligny Beach is a condo in Hilton Head Island, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, kitchen, with kitchen, and washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,990.

From$162/night
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Decks + Pool Access: Hilton Head Island Townhome - Hilton Head Island, SC

Decks + Pool Access: Hilton Head Island Townhome

Holiday Home, Hilton Head Island

Decks + Pool Access: Hilton Head Island Townhome is a holiday home in Hilton Head Island, with pool access, outdoor space, and kitchen access. This stay gives travelers a comfortable base…

Read more

About Decks + Pool Access: Hilton Head Island Townhome

Decks + Pool Access: Hilton Head Island Townhome is a holiday home in Hilton Head Island, with pool access, outdoor space, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,951.

From$165/night
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