Holiday houses in Kiawah Island

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Top-rated holiday rentals in Kiawah Island

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Top Guest favourite

Condo in Kiawah Island

4.97 out of 5 average rating, 130 reviews

Kiawah Island Villa Captain’s Quarters

Enjoy this stylish one-bedroom, 2nd-floor villa located 100 yards from the beach on beautiful Kiawah Island. It has an 18-foot vaulted ceiling with a beautiful lagoon view from the screened porch. The bedroom offers a king-size bed, desk, walk-in closet, and a remodeled bath. The fully equipped kitchen includes a dining table for four. The villa also has a new queen-size sleeper sofa, hardwood floors throughout, a washer/dryer, and a dedicated parking space immediately in front of the building.

Guest favourite

Townhouse in Seabrook Island

4.83 out of 5 average rating, 134 reviews

Stunning Completely Renovated Golf Course Villa

Stunning villa w/ beautiful view of 7th hole & 15 min walk to beach. Completely renovated with open kitchen and living space that leads out onto private deck. Deck includes lounge chaise and table to enjoy your morning coffee or dinner. Living space includes a pull out couch and a Samsung HD tv. Upstairs enjoy a bright and spacious bedroom with lofted ceilings. With purchase of amenity cards guests enjoy access to Islands world class facilities including: beach club pools, custom gym and more.

Guest favourite

Villa in Kiawah Island

4.98 out of 5 average rating, 125 reviews

4401 Windswept Villa, Kiawah Island, SC

1st Floor 1 BR 1 BA Windswept Villa for two (beds for up to 4 adults) just steps to the beach! NO PETS PERMITTED. New for 2024 - Custom tile walk in shower! Updated kitchen includes Kraftmaid cabinets and granite countertops. Large living room with 50" smart cable TV and WIFI. Bedroom with king memory foam mattress, all linens provided. Queen Murphy Bed sleeps additional 2 adults on 10 in memory foam mattress. Custom tile walk in shower. Separate toilet room. Laundry room with washer, dryer.

Guest favourite

Condo in Kiawah Island

4.95 out of 5 average rating, 194 reviews

**Newly Renovated** Oceanfront Villa

This is an 800 sq ft, ocean front, 1 bedroom/1 bath villa just steps away from the beach for a great escape! It offers ocean views on the deck, off of the open living area and from the bedroom. The kitchen is fully equipped with quartz counter tops and high end stainless steel appliances. The huge spa-like bathroom includes a large walk-in shower with bench, rain shower head, large shower head and a hand shower. This villa can accommodate up to 4 guests with the queen sleeper sofa. RBL19006993

Guest favourite

Apartment in Kiawah Island

4.92 out of 5 average rating, 102 reviews

Turtle Cove 2BR villa with full resort amenities

Our place is close to the Turtle Point clubhouse, the Sanctuary, and East Beach. We are about a 10 minute walk to the beach (or 3 minutes by bike). Our 2 bedroom villa is spacious, and is rated top-tier by the Kiawah Island Resort. Our patio is finished and is now part of the interior, offering a separate seating area, a game/work table and an office area. Because we are managed by the Kiawah Island Resort, our guests enjoy full resort amenities, including use of the 2 resort pool areas.

Guest favourite

Home in Seabrook Island

4.94 out of 5 average rating, 154 reviews

Beautiful 2BD/2BA Seabrook Island Villa

Enjoy beach living in this beautiful two bedroom, two bath villa! Just 23 miles from downtown Charleston, Seabrook is a gated, 2200 acre resort community with multiple luxury amenities. This end unit villa overlooks the 15th fairway on Crooked Oaks golf course, and is just steps away from a private pool available only to residents and guests of Live Oak Villas. Beach and pool access, Seabrook Island Beach Club, and dining with spectacular views of the ocean, are located only a mile away.

Guest favourite

Condo in Kiawah Island

4.86 out of 5 average rating, 111 reviews

Beach Front Ocean View 3 Bdrm Condominium

Truly one of the most magnificent locations on Kiawah Island - Shipwatch Villas' Penthouse & only 3-bdrm unit. Our condo resides on the top two floors and is directly on the beach. Every room has a spectacular unobstructed Ocean View with a wraparound deck on both floors. Every bdrm has a full bath. The condo is tastefully decorated with the vacationers comfort in mind. The bright kitchen is fully equipped with an adjacent dining area that seats 10 with a the beautiful view of the beach.

Guest favourite

Villa in Kiawah Island

4.96 out of 5 average rating, 104 reviews

Lagoon view villa with office, easy walk to beach!

Enjoy this spacious 2nd floor villa with a large bedroom and a bonus room that can be used as a second bedroom or work space. Expansive dining area windows offer views of the lagoon and live oaks. Kitchen is fully equipped with new stainless appliances; bathroom is tastefully updated. Beach chairs, umbrellas, and towels are provided. WiFi and flat screen smart TVs throughout. Expansive bedroom and living area invite you to relax after a day on the beach, tennis court or golf course.

Guest favourite

Condo in Kiawah Island

4.88 out of 5 average rating, 86 reviews

1 BR Kiawah villa/condo | Close to beach

Second floor Kiawah villa, close to the beach (under 3-minute walk) with no roads to cross, close to everything. Updated. Perfect for couples looking for a peaceful beach get-a-way. Sofa sleeper for kids. Screened-in porch overlooking maritime forest. Watch for deer roaming and listen to the birds singing. Great location for a sunrise run or stroll on the beach with a cup of coffee. Our condo can comfortably accommodate 3 adults, or 2 adults and 2 children 12 and under.

Guest favourite

Condo in Kiawah Island

4.88 out of 5 average rating, 177 reviews

Fairway Oaks Villa, 100 yards from the beach

Welcome to Kiawah! This two bedroom, two bath villa offers lots of room for your family. Enjoy the porch, listen to the sounds of the ocean. Twisted Oaks is less than 100 yards from the beach. A short walk to the stunning new clubhouse on the newly renovated Cougar Point Golf Course. Kiawah Island offers 10 miles of beach to walk or cycle for hours without interruption. The beach is complemented by the river, lagoons, and marshlands, it is beautiful to visit all year round.

Guest favourite

Condo in Kiawah Island

4.98 out of 5 average rating, 167 reviews

The Best of Kiawah | Walk to Beach | Updated Condo

At Tennis Club Villa you can walk to everything! This airy minimalist condo has been newly remodeled with a fresh neutral palette and striking lighting. Gorgeous new hardwoods, brand-new furniture. Steps away from the Roy Barth Tennis center, and a short walk to the beach, The Sanctuary, Town Center, and Turtle Point Golf Club. Beware: you'll never want to leave! Please note: we personally manage our property and it doesn’t have Kiawah Resort amenities. RBL21-000396

Top Guest favourite

Treehouse in Johns Island

5 out of 5 average rating, 129 reviews

Waterfront Treehouse

Marsh and creekside Luxury Treehouse nestled among historic Grand Oaks. Private Elevated TreeHouse that has closeup views of trees and wildlife from every oversized window. Sit back and relax on the large deck watching the ebb and flow of the tide as fish jump, birds hunt and fiddler crabs defend their bank. (This property has been granted an exemption and does not accept pets or Service animals due to allergies.)