Kiawah Island Vacation Rentals - HolidayHomes base64Hash Kiawah Island Vacation Rentals - HolidayHomes

Kiawah Island Vacation Rentals

Browse 1,666 available vacation homes and compared across 9 trusted partners

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Top-Rated Vacation rentals in Kiawah Island

Book the highest-rated Kiawah Island vacation rentals, rated by real guests for comfort, location, cleanliness, services and value for money

We use AI to generate the short summary in each offer below, check full description before booking.
Villa Kiawah Island

Gorgeous Fairway Oaks Villa, 100 yards from the beach

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House Kiawah Island

Beautiful 4 bedroom/4 bath home with private heated pool, Fall weeks reduced.

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House Kiawah Island

Kiawah Beach House - Close to Beach with KI Resort Amenities

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House Kiawah Island

150 Yards To The Beach! Book early for 2027! Weekly Discount!

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House Kiawah Island

Fully equipped wonderful vacation home | Suitable for remote work

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Villa Kiawah Island

Luxury Oceanfront Condo with Resort pool and amenity access!

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House Kiawah Island

"The Turtle" at Atlantic Beach Ct - Kiawah Island

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Condo Kiawah Island

Fully equipped condo with patio

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House Kiawah Island

Family-oriented lovely vacation home with terrace, barbeque & private pool | Nature view | Good for workation

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House Kiawah Island

Fully equipped pleasant vacation home with private pool & BBQ | Dogs allowed

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House Kiawah Island

Vacation home with private pool & grill | Nature view

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House Kiawah Island

Kiawah Island, 5 Bdrs, 4 Bath, 3054 sf, golf course view, walk/bike to beach

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House Kiawah Island

7 Bedroom - 7300 Sq Ft House/Guest Wing & private pool - Golf Cours

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House Kiawah Island

House with barbecue & private pool

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House Kiawah Island

Multi-level home with private pool, lanai & enclosed deck - beach nearby

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Top 15 most Recommended Vacation Rentals in Kiawah Island

Discover your ideal Kiawah Island vacation rental with real-time comparisons of 1,666 properties, featuring recommended options based on the property location, value for money, and verified guest reviews.

We use AI to generate the short summary in each offer below, check full description before booking.
House Kiawah Island
House ∙ 12 guests ∙ 5 bedrooms

House with grill

Kiawah Island, Charleston County, South Carolina, United States
This house rental in Kiawah Island accommodates 12 guests and features a cozy fireplace for relaxing evenings.
from $523
per night
(25)
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House Kiawah Island
House ∙ 8 guests ∙ 3 bedrooms

House with patio, pool & grill

Kiawah Island, Charleston County, South Carolina, United States
This house rental on Kiawah Island accommodates 8 guests and features a private pool for relaxation and enjoyment.
from $509
per night
(47)
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House Kiawah Island
House ∙ 8 guests ∙ 3 bedrooms

Fully equipped house with pool & garden | Beach nearby | Perfect for remote work | Pets are welcome

Kiawah Island, Charleston County, South Carolina, United States
This house rental in Kiawah Island accommodates 8 guests and features a private pool for your enjoyment.
from $232
per night
(14)
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House Kiawah Island
House ∙ 10 guests ∙ 4 bedrooms

Vacation home with barbecue & pool

Kiawah Island, Charleston County, South Carolina, United States
Spacious house rental in Kiawah Island for 10 guests featuring a private pool and a fully equipped kitchen for your convenience.
from $338
per night
(40)
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House Kiawah Island
House ∙ 10 guests ∙ 4 bedrooms

Family-friendly vacation home with grill & terrace

Kiawah Island, Charleston County, South Carolina, United States
This house rental in Kiawah Island accommodates 10 guests and features a family-friendly atmosphere with convenient parking.
from $468
per night
(29)
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House Kiawah Island
House ∙ 10 guests ∙ 4 bedrooms

House with barbeque

Kiawah Island, Charleston County, South Carolina, United States
This spacious house rental on Kiawah Island accommodates 10 guests and features a family-friendly atmosphere with ample parking.
from $354
per night
(129)
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House Kiawah Island
House ∙ 10 guests ∙ 4 bedrooms

House with barbeque | Perfect for remote work

Kiawah Island, Charleston County, South Carolina, United States
This house rental in Kiawah Island accommodates 10 guests and features a modern kitchen for your convenience.
from $340
per night
(27)
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House Kiawah Island
House ∙ 10 guests ∙ 4 bedrooms

House with terrace, pool & barbecue | Nature view

Kiawah Island, Charleston County, South Carolina, United States
This house rental on Kiawah Island accommodates 10 guests and features a spacious kitchen for family meals.
from $623
per night
(71)
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House Kiawah Island
House ∙ 14 guests ∙ 6 bedrooms

Fully equipped ample vacation home with patio, private pool & garden

Kiawah Island, Charleston County, South Carolina, United States
This house rental in Kiawah Island accommodates 14 guests and features a private pool for relaxation and entertainment.
from $1,000
per night
(3)
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