All Vacation Villas


Properties Available 40 properties available
Enjoy this well maintained first floor 2 bedroom, 2 bathroom Tennis Club Villa close to the beach, Night Heron Park, The Sanctuary and the award-winning Roy Barth Tennis facilities in East Beach, Kiawah Island. The beach is a short 6 minute walk or 2 minute bike ride away! This Tennis Club Villa has an open plan layout with lots of natural light a
Specials Tag Special
2025 Sale

Save 20% on your 2025 vacation with Kiawah Exclusives when you book 4+ nights. Use code NY2025 on booking page to save. Book between 1/2/25 - 2/3/25 to save; must stay by 12/31/25.

Select home exclusions & holiday blackout dates apply. Not applicable on existing reservations or with other discounts.

4741 Tennis Club Villa Wooded View
Villa -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
4953 Turtle Point Villa is a 3 bedroom, 3 bathroom two-story villa rental located along the 18th tee of the Turtle Point Golf Course in the East Beach area of Kiawah Island. This beautiful Kiawah villa boasts tranquil lagoon views and is only a short, 5 minute walk to the beach. This second floor Turtle Point villa offers 1,668 sq feet of living sp
Specials Tag Special
2025 Sale

Save 20% on your 2025 vacation with Kiawah Exclusives when you book 4+ nights. Use code NY2025 on booking page to save. Book between 1/2/25 - 2/3/25 to save; must stay by 12/31/25.

Select home exclusions & holiday blackout dates apply. Not applicable on existing reservations or with other discounts.

4953 Turtle Point Villa Golf & Lagoon View
Villa -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 guests
This pet-friendly villa boasts stunning lagoon views and is located only a short walk from The Sanctuary, Night Heron Park, Turtle Point Golf Club, the Tennis Center and miles of pristine Kiawah Island beach.The living area offers natural light through double sliding glass doors, comfortable seating with pull-out sofa bed, and a flat screen TV for
Specials Tag Special
2025 Sale

Save 20% on your 2025 vacation with Kiawah Exclusives when you book 4+ nights. Use code NY2025 on booking page to save. Book between 1/2/25 - 2/3/25 to save; must stay by 12/31/25.

Select home exclusions & holiday blackout dates apply. Not applicable on existing reservations or with other discounts.

4847 Green Dolphin Way
Villa -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
4270 Mariners Watch is a stunning private villa located in the heart of Kiawah Island, just a short walk to the beach or Night Heron Park. Tucked away in the trees, this newly renovated villa offers plenty of privacy with lagoon views and a convenient location.The spacious open floor plan features a large living area with comfortable seating, a fla
Specials Tag Special
2025 Sale

Save 20% on your 2025 vacation with Kiawah Exclusives when you book 4+ nights. Use code NY2025 on booking page to save. Book between 1/2/25 - 2/3/25 to save; must stay by 12/31/25.

Select home exclusions & holiday blackout dates apply. Not applicable on existing reservations or with other discounts.

4270 Mariners Watch Lagoon View
Villa -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 2 guests
Enjoy your Kiawah Island vacation in a 3 bedroom, 3 bathroom Kiawah villa located on the 2nd floor, off the 17th fairway of the Turtle Point golf course. A short 30-minute drive from historic Charleston, a brief drive to 5 championship golf courses and a simple 7 minute walk from the beach and the Sanctuary Hotel, this premier villa is perfectly si
Specials Tag Special
2025 Sale

Save 20% on your 2025 vacation with Kiawah Exclusives when you book 4+ nights. Use code NY2025 on booking page to save. Book between 1/2/25 - 2/3/25 to save; must stay by 12/31/25.

Select home exclusions & holiday blackout dates apply. Not applicable on existing reservations or with other discounts.

4974 Turtle Point Villa Golf View
Villa -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 guests
4906 Turtle Point is a luxury pet-friendly villa nestled in the quiet East Beach neighborhood of Kiawah Island, offering 2 bedrooms and 2 bathrooms, spacious interiors with high-end furnishings, an expansive screened porch for alfresco dining, a private deck with tranquil island views, and close proximity to the beach just a short walk away!This sp
Specials Tag Special
2025 Sale

Save 20% on your 2025 vacation with Kiawah Exclusives when you book 4+ nights. Use code NY2025 on booking page to save. Book between 1/2/25 - 2/3/25 to save; must stay by 12/31/25.

Select home exclusions & holiday blackout dates apply. Not applicable on existing reservations or with other discounts.

4906 Turtle Point Villa
Villa -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
4409 Windswept Villas is a beautifully renovated 1 bedroom, 2 bathroom oceanfront Kiawah Island villa with a private deck leading directly to a beach path. Located in East Beach, you’re conveniently located to the best of Kiawah Island. The open plan living area is elegantly decorated with a sleeper sofa, decorative fireplace and flat screen TV f
Specials Tag Special
2025 Sale

Save 20% on your 2025 vacation with Kiawah Exclusives when you book 4+ nights. Use code NY2025 on booking page to save. Book between 1/2/25 - 2/3/25 to save; must stay by 12/31/25.

Select home exclusions & holiday blackout dates apply. Not applicable on existing reservations or with other discounts.

4409 Windswept Oceanside Villa
Villa -
Bedrooms 1 bedrooms
Bathrooms 2 baths
Guests 4 guests
2375 Shipwatch is a charming 2 bedroom, 2 bathroom oceanside villa on the third floor of Shipwatch Villas in Kiawah Island’s West Beach neighborhood. This Shipwatch villa is beautifully updated with partial ocean views and direct access from the building to the beach! This oceanside villa is well-appointed with lovely, updated furnishings and all
Specials Tag Special
2025 Sale

Save 20% on your 2025 vacation with Kiawah Exclusives when you book 4+ nights. Use code NY2025 on booking page to save. Book between 1/2/25 - 2/3/25 to save; must stay by 12/31/25.

Select home exclusions & holiday blackout dates apply. Not applicable on existing reservations or with other discounts.

2375 Shipwatch Oceanside Villa
Villa -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
4994 Turtle Point is a 2 bedroom, 2 bathroom second floor villa located on the 17th hole of Turtle Point Golf Course. This Kiawah Island villa rental boasts beautifully appointed interiors, tranquil golf and lagoon views from the open deck and easy access to miles of pristine beaches only a short, 5 minute walk from the villa! The living room is u
Specials Tag Special
2025 Sale

Save 20% on your 2025 vacation with Kiawah Exclusives when you book 4+ nights. Use code NY2025 on booking page to save. Book between 1/2/25 - 2/3/25 to save; must stay by 12/31/25.

Select home exclusions & holiday blackout dates apply. Not applicable on existing reservations or with other discounts.

4994 Turtle Point Villa Golf View
Villa -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 5 guests
1111 Duneside is a beautifully updated 4-bedroom, 3.5-bathroom oceanfront villa located in the West Beach area.This modern villa boasts coastal-inspired charming interiors, exceptional ocean views from every window and balcony, and a boardwalk from the first floor deck down to the beach!The main living area features a large sofa, decorative arm cha
Specials Tag Special
2025 Sale

Save 20% on your 2025 vacation with Kiawah Exclusives when you book 4+ nights. Use code NY2025 on booking page to save. Book between 1/2/25 - 2/3/25 to save; must stay by 12/31/25.

Select home exclusions & holiday blackout dates apply. Not applicable on existing reservations or with other discounts.

1111 Duneside Oceanfront Villa
Villa -
Bedrooms 4 bedrooms
Bathrooms 3 baths
Half Bathroom 1 Half bath
Guests 8 guests
4965 Turtle Point Villa is a 2 bedroom, 2 bathroom first floor villa with an expansive deck overlooking the lush fairways of the Turtle Point Golf Course on Kiawah Island. This spacious villa is an easy walk to the beach and minutes to shopping, dining and the world-class golf courses and tennis on Kiawah Island. Entering 4965 you will first be gr
Specials Tag Special
2025 Sale

Save 20% on your 2025 vacation with Kiawah Exclusives when you book 4+ nights. Use code NY2025 on booking page to save. Book between 1/2/25 - 2/3/25 to save; must stay by 12/31/25.

Select home exclusions & holiday blackout dates apply. Not applicable on existing reservations or with other discounts.

4965 Turtle Point Villa Golf View
Villa -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
4426 Windswept is a comfortable 1 bedroom, 1 bathroom 3rd floor ocean view villa beautifully remodeled and updated for a luxury Kiawah Island vacation. Located in Kiawah Island’s popular East Beach Village, you’re minutes from Night Heron Park and world-class golf with beach access direct from your building. Upon entry, guests will admire the new
Specials Tag Special
2025 Sale

Save 20% on your 2025 vacation with Kiawah Exclusives when you book 4+ nights. Use code NY2025 on booking page to save. Book between 1/2/25 - 2/3/25 to save; must stay by 12/31/25.

Select home exclusions & holiday blackout dates apply. Not applicable on existing reservations or with other discounts.

4426 Windswept Ocean View Villa
Villa -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 3 guests

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