Holiday rentals with outdoor seating in Kiawah Island

The James: “Tiny” Home b/w Downtown & Folly

The James is a unique NEW 530 sq ft retro coastal tiny home located in a gorgeous neighborhood on James Island ◡̈ 10 mins to downtown Charleston 12 minutes to Folly Beach Walking distance to restaurants The James sleeps up to 6 people and 2 dogs (NO PET FEE) & boasts a private fenced yard & patio with an outdoor shower and Clawfoot tub! The James is ideal for solo travelers, couples, families, those traveling w/ their dog(s), those w/ limited mobility and groups of friends. #BNB-2023-02

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.

Kiawah Island Home w/ Pool - 4 bedroom /4 bath

Kiawah Island Home w/ 20x40 Salt H20 Pool 4 Br/3 Ba. Business Lic RBL20-000420 The limit on this property is 10 total house guests including children, 4 parking spaces, NO PARTIES/EVENTS ARE ALLOWED. The property is down a long private driveway with a very large private pool. Guest requests are required to match your guest request. This can always be altered to match your guest actual guest count. The apt is never rented separately. Exceeded guest limits will ensure guest removal.

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.

Spacious Redone Villa across beach near sanctuary

GREAT LOCATION-NEWLY RENOVATED ACROSS FROM THE BEACH, 40 sec walk to Boardwalk 21! Charming & peaceful Night Heron Lagoon view 2BR/2.5BA VILLA. Very spacious. Free WiFi & Cable. Windswept Lakeside Villa 2 stories is located closer to the beach than all other 2 bedrooms non-oceanfront rentals on Kiawah Island. Walking distance to Sanctuary, NH Park, the Nest Market, near RB Tennis Center, the Turtle Point Golf Course 4min& Ocean course 10min 2 parking spots No pool access RBL21-000164

Riverside Condo with Marsh View Balcony

Channel the pursuit of pause in this tranquil resort-style retreat. The home boasts neutral tones, wood finishes, contrasting patterns, touches of lively green plants throughout, eclectic furnishings, and access to a shared outdoor pool and community dock. Watch the wildlife of the marsh from the screened porch or relax on the dock with a glass of wine as the sun sets. Guests have access to the Island, beaches, shops and restaurants. STR25-000066; Max 4 guests; Max cars 2.

Large Guesthouse with Private Dock & Marsh Views

This newly built carriage house is separate from the main house. The cottage is about 1,200 sqft so it very open and spacious and great views of marsh and our tidal creek. We have a separate work area with desk and a massive dinning table if you need more room to work or to gather with friends. Full kitchen, washer and dryer, massive shower, the list goes on. You may not want to leave! Feel free to go sit and have coffee or cocktails on the dock. PERMIT# OP2025-06925

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

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.)

Quiet Cottage | Waterfront | Fire Pit

Welcome to our scenic waterfront retreat on Johns Island.We are a handicap friendly cottage with large, flat doorways and no steps. This 2-bedroom, 2-bathroom single-level home offers woods and garden views.There is a dock to Church Creek where you can fish, crab and kayak. The roads are great for walking and biking.. Families and couples will enjoy the serene beauty and wildlife at this comfortable, hidden gem.

Private Waterfront Retreat w/ Sauna

Escape to The Hideaway, a newly built modern 2BR/2BA waterfront retreat on St. Helena Island. Surrounded by live oaks and sweeping salt marsh views, this architecturally unique cottage blends luxury and nature with curated amenities, including a private indoor sauna. Peaceful and secluded, yet just minutes from beaches, outdoor adventures, local shops, and dining—designed for rest, reconnection, and renewal.

Peaceful, Pet-Friendly Treehouse Including 2 bikes

Escape to our unique, pet-friendly waterfront treehouse on Seabrook Island! This updated 2-bed, 2-bath retreat offers serene lagoon views and a swing bed at the water's edge. Surrounded by nature, it's perfect for a relaxing getaway. Enjoy a short walk to the beach, community pool, and gym. Ideal for small groups or families seeking a tranquil island experience. Your private, elevated nature retreat awaits!