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Holiday Rentals in Kiawah Island

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261 rentals in Kiawah Island.
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NEW!  Adorable 4 bedroom, 3.5 bath home close to beach with gorgeous lagoon view, holiday rental in Kiawah Island

NEW! Adorable 4 bedroom, 3.5 bath home close to beach with gorgeous lagoon view

4 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps
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Inlet Cove Cottage, holiday rental in Kiawah Island

Inlet Cove Cottage

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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So close to the beach! Beautifully renovated villa 3BD 3BA. 1350 Dunlin Ct, holiday rental in Kiawah Island

So close to the beach! Beautifully renovated villa 3BD 3BA. 1350 Dunlin Ct

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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5508 Turtle Cove Villas, Kiawah Island, SC, holiday rental in Kiawah Island

5508 Turtle Cove Villas, Kiawah Island, SC

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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4111 NIGHT HERON COTTAGE-FULL RESORT PRIVILEGES, holiday rental in Kiawah Island

4111 NIGHT HERON COTTAGE-FULL RESORT PRIVILEGES

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Ocean Views from the Comfort of Bed, holiday rental in Kiawah Island

Ocean Views from the Comfort of Bed

1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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Casual Luxury Vacation Home on Kiawah Island - Jacuzzi -142 Hooded Merganser, holiday rental in Kiawah Island

Casual Luxury Vacation Home on Kiawah Island - Jacuzzi -142 Hooded Merganser

4 bedrooms
6 bathrooms
Sleeps 10
Match: Sleeps
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Kiawah Premier Villa: Sunroom with lagoon views: Discounted long winter stays, holiday rental in Kiawah Island

Kiawah Premier Villa: Sunroom with lagoon views: Discounted long winter stays

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Closest Cottage to the Beach!  Casual Luxury...Newly Updated for 2017, holiday rental in Kiawah Island

Closest Cottage to the Beach! Casual Luxury...Newly Updated for 2017

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Romantic Retreat with Sweeping Ocean Views, holiday rental in Kiawah Island

Romantic Retreat with Sweeping Ocean Views

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Private Pool 9/10 mile to beach Sleeps 10. Visit our Sister Home VRBO#602408, holiday rental in Kiawah Island

Private Pool 9/10 mile to beach Sleeps 10. Visit our Sister Home VRBO#602408

4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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3BR Luxury Vacation with Phenomenal Penthouse Views, 2 Oceanfront Master Suites, holiday rental in Kiawah Island

3BR Luxury Vacation with Phenomenal Penthouse Views, 2 Oceanfront Master Suites

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Family Retreat--Closest Oceanwoods Rental to Beach, Screened Porch, WiFi, holiday rental in Kiawah Island

Family Retreat--Closest Oceanwoods Rental to Beach, Screened Porch, WiFi

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Inlet Cove Paradise (#36), holiday rental in Kiawah Island

Inlet Cove Paradise (#36)

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Private, Unique Home w/ Large 8 Foot Deep Pool, Walk to Beach, Water View, holiday rental in Kiawah Island

Private, Unique Home w/ Large 8 Foot Deep Pool, Walk to Beach, Water View

4 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Oceanfront Getaway with Southern Charm!!, holiday rental in Kiawah Island

Oceanfront Getaway with Southern Charm!!

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Spacious Luxury Home, Vanderhorst Plantation, Saltwater Heated Pool, Marsh Views, holiday rental in Kiawah Island

Spacious Luxury Home, Vanderhorst Plantation, Saltwater Heated Pool, Marsh Views

6 bedrooms
6 bathrooms
Sleeps 14
Match: Sleeps
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Comfortable Cottage Meets Luxury - 2 Minute Walk to Beach!, holiday rental in Kiawah Island

Comfortable Cottage Meets Luxury - 2 Minute Walk to Beach!

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Spacious Oceanfront 3Bdrm/3Bath Kiawah Villa, holiday rental in Kiawah Island

Spacious Oceanfront 3Bdrm/3Bath Kiawah Villa

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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5 Bedroom Luxury Beach House, Pool, short walk to one block over to beach path, holiday rental in Kiawah Island

5 Bedroom Luxury Beach House, Pool, short walk to one block over to beach path

5 bedrooms
6 bathrooms
Sleeps 10
Match: Sleeps
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Beautiful Villa, Popular Location in Gated Kiawah Golf Resort!, holiday rental in Kiawah Island

Beautiful Villa, Popular Location in Gated Kiawah Golf Resort!

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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3 Br New Featured Renovation! Resort Privileges (pool, etc), very close to Ocean, holiday rental in Kiawah Island

3 Br New Featured Renovation! Resort Privileges (pool, etc), very close to Ocean

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Spectacular 1 Bedroom, Oceanfront Villa! BRAND NEW RENOVATION!!, holiday rental in Kiawah Island

Spectacular 1 Bedroom, Oceanfront Villa! BRAND NEW RENOVATION!!

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Casual Luxury Villa - Newly Renovated!, holiday rental in Kiawah Island

Casual Luxury Villa - Newly Renovated!

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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New!!  Tranquil villa just steps from the beach!, holiday rental in Kiawah Island

New!! Tranquil villa just steps from the beach!

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Turtle Cove Open Floor Plan 2bed/2bath Turtle Cove Villa Pet Friendly, holiday rental in Kiawah Island

Turtle Cove Open Floor Plan 2bed/2bath Turtle Cove Villa Pet Friendly

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Spacious home on Cougar Point's 11th fairway-350 yards to the beach, holiday rental in Kiawah Island

Spacious home on Cougar Point's 11th fairway-350 yards to the beach

6 bedrooms
6 bathrooms
Sleeps 14
Match: Sleeps
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Spectacular house w/pool & entertainment-near tennis, golf & beach, holiday rental in Kiawah Island

Spectacular house w/pool & entertainment-near tennis, golf & beach

5 bedrooms
7 bathrooms
Sleeps 12
Match: Sleeps
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KI, Family friendly,3 bedrooms/2baths Cottage, walk to beach, holiday rental in Kiawah Island

KI, Family friendly,3 bedrooms/2baths Cottage, walk to beach

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Refurbished villa w/ private wooded views, tennis & nearby beach access!, holiday rental in Kiawah Island

Refurbished villa w/ private wooded views, tennis & nearby beach access!

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Platinum Rank, Neighborhood Pool, Walk to Beach, Wifi, Golf View, holiday rental in Kiawah Island

Platinum Rank, Neighborhood Pool, Walk to Beach, Wifi, Golf View

4 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Beautiful 3BR/2.5BA  on 3rd Fairway of Cougar Point,  10 minute walk to beach, holiday rental in Kiawah Island

Beautiful 3BR/2.5BA on 3rd Fairway of Cougar Point, 10 minute walk to beach

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Spectacular Oceanfront Kiawah Home With Pool And Private Boardwalk To Beach, holiday rental in Kiawah Island

Spectacular Oceanfront Kiawah Home With Pool And Private Boardwalk To Beach

7 bedrooms
8 bathrooms
Sleeps 18
Match: Sleeps
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Private 3 Bdrm Oceanwoods home, short walk to the beach, wifi, deck and grill., holiday rental in Kiawah Island

Private 3 Bdrm Oceanwoods home, short walk to the beach, wifi, deck and grill.

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Stunning Oceanfront 1 BR Villa (sleeps 4) with 2 porches- Incredible views!!!, holiday rental in Kiawah Island

Stunning Oceanfront 1 BR Villa (sleeps 4) with 2 porches- Incredible views!!!

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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RESORT PRIVILEGES!!-W/O These You Do Not Have Access to the Resort Island Pools, holiday rental in Kiawah Island

RESORT PRIVILEGES!!-W/O These You Do Not Have Access to the Resort Island Pools

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Modern Lagoon View Steps from Beach Pool & Golf, holiday rental in Kiawah Island

Modern Lagoon View Steps from Beach Pool & Golf

2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Beautiful Villa on Night Heron Park - Great Central Location on the Park, holiday rental in Kiawah Island

Beautiful Villa on Night Heron Park - Great Central Location on the Park

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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3 BR/2 BA New Renovation. Near Ocean-Pool - Resort Privileges, holiday rental in Kiawah Island

3 BR/2 BA New Renovation. Near Ocean-Pool - Resort Privileges

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Renovated 3 BR Turtle Point Villa with Lagoon views., holiday rental in Kiawah Island

Renovated 3 BR Turtle Point Villa with Lagoon views.

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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4355 Windswept: Beautiful Lagoon Views and Only a 3 Minute Walk to the Beach, holiday rental in Kiawah Island

4355 Windswept: Beautiful Lagoon Views and Only a 3 Minute Walk to the Beach

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
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Spacious, waterfront home w/lagoon & golf course views - near beach, holiday rental in Kiawah Island

Spacious, waterfront home w/lagoon & golf course views - near beach

5 bedrooms
6 bathrooms
Sleeps 12
Match: Sleeps
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Dog-friendly, renovated condo w/ screened porch - tennis, golf & beach nearby!, holiday rental in Kiawah Island

Dog-friendly, renovated condo w/ screened porch - tennis, golf & beach nearby!

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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New Cypress Cottage Home in the Heart of Kiawah!, holiday rental in Kiawah Island

New Cypress Cottage Home in the Heart of Kiawah!

4 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps
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Great River Views, Renovated, Close to Beach, Heated Pool, Water Parks & More, holiday rental in Kiawah Island

Great River Views, Renovated, Close to Beach, Heated Pool, Water Parks & More

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Quiet Convenience on a Cul-d-sac, Home Builder Owner Loves Dogs!, holiday rental in Kiawah Island

Quiet Convenience on a Cul-d-sac, Home Builder Owner Loves Dogs!

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Upscale house w/private pool, lagoon views- near beach & tennis, holiday rental in Kiawah Island

Upscale house w/private pool, lagoon views- near beach & tennis

5 bedrooms
6 bathrooms
Sleeps 12
Match: Sleeps
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Direct Ocean Front, comletely renovated, 2BR-2BA w/Pool Access, holiday rental in Kiawah Island

Direct Ocean Front, comletely renovated, 2BR-2BA w/Pool Access

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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High-Tech, Bali-Inspired 'Surf Shack', Indoor Fireplace AND Outdoor Firepit, holiday rental in Kiawah Island

High-Tech, Bali-Inspired 'Surf Shack', Indoor Fireplace AND Outdoor Firepit

4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Special June pricing!!!150 Yards To The Beach! Open Floorplan, holiday rental in Kiawah Island

Special June pricing!!!150 Yards To The Beach! Open Floorplan

5 bedrooms
7 bathrooms
Sleeps 12
Match: Sleeps
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