Holiday rentals with a kayak in Fripp Island

4.92 out of 5 average rating, 103 reviews

The bungalow-style cottage features a light grey exterior complemented by a front porch. A warm entryway is framed by shrubs and trees, with a large window on one side allowing natural light to enter. A clearly defined pathway leads to the entrance.

Home in Beaufort

Peaceful Cottage on the Marsh, Close to Downtown

Keep it simple at this peaceful and centrally-located place close to Parris Island and downtown Beaufort. This renovated 3 bedroom bungalow-style cottage sleeps 8 people and has everything you need for your next visit to charming Beaufort. Located right on the marsh enjoy waterfront views and incredible sunsets each evening from the fire pit or patio. Set out to see Beaufort's historic downtown 5 min away, the famous Spanish Moss Trail 5 min away, or the Parris Island Marine Base 20 min away.

4.98 out of 5 average rating, 195 reviews

A charming cottage is set amidst lush greenery, featuring a wide, welcoming pathway made of patterned pavers leading to a spacious deck. Large windows reflect natural light, and a few outdoor chairs are positioned under umbrellas, inviting relaxation in the shaded area.

Cottage in Beaufort

Private Island Cottage

Looking for a place to relax and enjoy a stress free holiday, consider this Beautiful cottage set on a private Island with dock access to the intercoastal water way. Minutes from downtown Beaufort, 35 miles from Hilton Head Island, 45 miles from Savannah, GA, 60 miles from Charelston. only minutes from great resturants and attractions like: Hunting Island state park and public golf coures. Fishing, kayaking or paddel boarding (equipment provided), or just relax on one of the docks or porches.

Home in Saint Helena Island

A charming beach house is partially visible among lush palm trees, with a staircase leading to a covered deck. An electric golf cart is parked nearby on a circular gravel area, adding convenience for outdoor adventures.

4.94 out of 5 average rating, 32 reviews

Fall Open! 2 Golf Carts, Beach, Grills, Family Fun

Experience the ultimate coastal getaway on Fripp Island, SC, in a charming beach house nestled in a tropical neighborhood. This stylish retreat offers access to two 18-hole golf courses, 8 clay tennis courts, 6 pickleball courts, and 5 outdoor pools (all require resort amenity cards). Relax on the three-tiered deck, bask in the sunshine and soak up the ambiance of island living. With its chic interior design and prime location, this beach house promises a memorable escape perfect for families.

Apartment in Palmetto Dunes

4.92 out of 5 average rating, 116 reviews

Coastal Breeze Top Floor Retreat #26148

2BR/2BA-Top Floor- Corner Villa -Direct Beach Access-2 Outdoor Pools-Heated Indoor Pool &Hot Tub-Master Bedroom-1 King Bed,Guest Custom Twin loft over Queen + Foldout 4" Twin Mat. Private patio, Smart TVs, dining for 6, fully equipped kitchen, Drip & Keurig coffee maker, blender + separate water to fill water bottles, Wi-Fi, bath towels & bed linens provided. Extra USB plugs in guest bedroom for all your electronic needs. Beach supplies: beach wagon, beach chairs, paddle ball, boogie boards.

4.99 out of 5 average rating, 211 reviews

A cozy cottage stands illuminated at night, featuring a welcoming entrance. A fire pit with glowing flames creates a warm ambiance in the foreground, surrounded by natural landscaping. The surrounding trees add to the serene atmosphere, enhancing the sense of privacy.

Cottage in Lady's Island

Private cottage in the pines

This cottage has a unique combination of being close to everything, while still maintaining a very private feel. The cottage is accessible by its private, dedicated drive. This new guest cottage has a King sized bed, as well as a pullout xl twin. The home boasts a large screen tv viewable from every angle, a full sized bath, full kitchen, exquisite outdoor shower, fire pit, full laundry, and all the amenities of home. 10 minutes to Beaufort/Parris isl. Boat parking available on site.

4.94 out of 5 average rating, 49 reviews

Home in Edisto Island

Edisto Dream - Walk to Beach, Bikes, Kayaks, Golf!

If you're dreaming of beach days or tee times, this charming home nestled right beside the 8th hole has you covered. Just a breezy walk or quick ride to the beach, your perfect Edisto Escape awaits! ⛳ 🏡Safe walkable gated community 🏖️0.9 miles to the beach 🍳Fully outfitted kitchen 🧳Cargo elevator = easy load in! 🌅 Gorgeous views from patio 🧽Professional cleaned 🚴‍♀️Complimentary bikes/scooters/kayaks 🌴Amenity Pass included with your stay! 🚘 Easy drive to the best eats/shops

Apartment in Palmetto Dunes

4.97 out of 5 average rating, 133 reviews

Beachfront Resort Condo w/ Pool & Tiki Bar

2BR/ 2 BA, SLEEPS 6, BEACHFRONT RESORT CONDO at the Gated Hilton Head Resort! We are CLOSE to EVERYTHING the island offers... Restaurants, Entertainment, Shopping, Boating, Rentals + More 🏨 RESORT AMENITIES INCLUDED: 🏊 2 Outdoor Pools, 1 Heated Indoor Pool 🌊 Hot Tub & Sauna 🎾 6 Tennis Courts 🏸 Badminton 🏐 Volleyball 🧺 Picnic Area 🍹 Poolside Deli & Cabana Bar 🌊 Boardwalk to the Beach 🍔 Coco's Bar & Grill 🛗 Elevators 🚲 On-site Shop & Bike Rentals 🧺 Laundry

Home in Saint Helena Island

4.99 out of 5 average rating, 139 reviews

The Hampton House

CUSTOM BEACHFRONT HOME ON GORGEOUS LOW COUNTRY BEACH. Custom beachfront home with unparalleled views! Beautifully but comfortably decorated in low country beach style. All the comforts of home. Feels like your own private paradise. 4 bed 3 1/2 bath,Sleeps 12 with TWO King master en suites. Stainless Steel Kitchen, private boardwalk to the beach, Golf Cart, Kayaks, beach towels, chairs, umbrellas, 2 car passes... all included. Make memories that will last forever.

Apartment in Hilton Head Island

A balcony view showcases lush greenery leading to the beach. The ocean is visible in the distance, with beach access paths winding through the area. Picnic tables are positioned on the grassy expanse, providing outdoor seating options under the warm sun.

4.85 out of 5 average rating, 88 reviews

This Is An Oceanfront Luxury 2BR/2BACondo

Enjoy breakfast, peace and luxury at this large oceanfront 2BR/2BA condo. While the whole family relaxes, see and hear the waves crashing on Hilton Head. Enjoy this ocean view and sound all day or enjoy the many amenities! Beach Toys! Large, family-size beach tent, blanket, beach chairs, towels for 8, beach cart for the short 200 steps to private beach access. Private oceanfront sundeck. Pool. All provided at no extra charge! Yes! Free Beach Toys, too!

Townhouse in Palmetto Dunes

A sunlit sunroom features large windows allowing natural light to fill the space, showcasing a comfortable seating area with two chairs and a woven rug. A decorative shelf holds colorful beach towels, while wooden accents and coastal decor create a relaxing atmosphere.

5.0 out of 5 average rating, 31 reviews

MyStay at 7649 Huntington - Lagoon Views & Beach!

Escape to 7649 Huntington Villa—your perfect Hilton Head retreat! This stylish 3BR/3.5BA villa in Palmetto Dunes offers lagoon views, a short walk to an uncrowded beach, and access to a heated pool, hot tub, and more. Enjoy a fully stocked kitchen, comfy living space, and beach gear ready to go. Golf, bike trails, and waterfront dining are all nearby, plus a free resort shuttle. Book now and unlock your dream vacation—because you hold the key!

4.93 out of 5 average rating, 27 reviews

A serene view of the sunset reflecting over the marsh, with tall grasses and calm waters in the foreground. The sky is painted with hues of orange and pink, framed by overhanging branches from the surrounding trees.

Villa in Fripp Island

The Fripp Flopp

Beautiful location on the back waters and canal of Fripp Island, SC, only 0.2 miles from the beach. Centrally located on the island with easy access to bike trails and short golf cart rides to anywhere on the island. The sunset and marsh views from this Tennis Villa are unforgettable and what puts this location on the map! This is our second home and our little piece of paradise that we’d like to share with those who will treat it as we do.