Holiday rentals in Jenkins Island

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Top-rated holiday rentals in Jenkins Island

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Top guest favourite
Home in Sea Pines
5.0 out of 5 average rating, 96 reviews

Sea Pines house ~ Golf Sim / Putting Green / Games

Town of Hilton Head Island STR Permit Number: 064406 Centrally located in Hilton Head Island just within the gates of Sea Pines, with golf simulator, outdoor putting green, 2 game rooms, and a backyard area with games, outdoor dining, fire table & seating, this home is a one-of-a-kind experience. Sleeping up to 10 guests (2 kings and 4 doubles), this luxurious space will offer unparalleled comfort, amenities, and the perfect location for you to use as your central base to enjoy the best of HHI.

Guest favourite
A newly constructed beach house is shown from the front, featuring a light blue exterior and a welcoming porch. Palm trees frame the scene, complemented by manicured landscaping. A driveway leads to a two-car garage beneath the home, creating a spacious entryway.
Home in Hilton Head Island
4.98 out of 5 average rating, 87 reviews

Beach House, Elevator, Sleeps 12

Stroll just a few steps from Fish Haul Beach to discover our haven of relaxation.This newly built beach house boasts 3 bedrooms and 2.5 baths complete with complimentary linens and bath towel sets.Enjoy a fully equipped kitchen, ample dining space,and 2 expansive balconies to soak in the coastal ambiance.Enhance your beach stay with included amenities such as boogie boards,backpack beach chairs and wagons.We've anticipated every need and are dedicated to ensuring your stay exceeds expectations!

Top guest favourite
A comfortable living area is presented with light-colored furnishings and ocean-themed decor. A wall-mounted smart TV is positioned above a modern electric fireplace. The space features a round coffee table, a patterned area rug, and ample natural light from two large windows.
Townhouse in Hilton Head Island
4.98 out of 5 average rating, 99 reviews

4BD Hilton Head Beach Getaway Near Golf+GameRoom

Welcome to Coral Cove, a stunning 2022-built 4-bedroom, 2.5-bath townhouse in a peaceful neighborhood on Hilton Head’s scenic northside, steps from Calibogue Sound. Just 4 miles from Coligny Beach, vibrant restaurants, and charming shops, it’s your gateway to island fun: pristine beaches, world-class golf, Harbour Town, Tanger Outlets, go-karts, Coastal Discovery Museum, fishing charters, dolphin cruises, and 200+ dining spots. Perfect for families and friends seeking adventure and relaxation!

Top guest favourite
The image captures a private heated pool beneath a covered patio. Comfortable lounge chairs surround the pool, and an outdoor dining area features a large table with chairs. A shaded umbrella stands above the table, while greenery and a grill are visible, enhancing the outdoor setting.
Home in Hilton Head Island
5.0 out of 5 average rating, 123 reviews

98 Sandcastle Ct

98 Sandcastle Ct Brand New 6 Bedroom Home near Beach with Pool, Elevator/ (Sleeps Up To 22 Guests ) 20 in beds & 2 in Queen Sofa Sleeper. Over 3200 sq feet, 6 Bedrooms, Heated Pool, Elevator & about .3 miles from the beach = Tons of Fun!!! * 6 Bedrooms * 4 Full Baths * Walking Distance to Ocean. * Heated Private Pool. (Free pool Heat :) * Elevator Available: Free use Adults Only. * Free Parking: 4-6 reg cars/mini vans.. LRG SUV's or LRG Vans = 4 parking spots. Note: 2 = garage 4 =driveway.

Top guest favourite
An open-plan living area features a light-colored sofa facing a TV mounted above a fireplace. Natural light enters through sliding glass doors that lead to an outdoor space. A round side table with a lamp complements the seating, with a partial view of the kitchen area in the background.
Home in Sea Pines
4.99 out of 5 average rating, 80 reviews

“Vitamin Sea HHI” coastal comfort in Sea Pines

Relax with the whole family at Sea Pines in this single-family house. It’s a short 2.3mi drive to Sea Pines Beach Club boasting miles of wide natural beaches, oceanfront dining & bar. Drive, bike, or hop onto a trolley to Harbour Town Yacht Basin, 3 championship golf courses, an award-winning racquet club, Lawton Stables, and Sea Pines Nature Preserve in this bicycle-friendly neighborhood. Enjoy boating, eco/nature tours, fishing, dolphin watching, horseback riding, watersports, and more.

Top guest favourite
A well-lit living area features a comfortable sofa and a patterned armchair, surrounded by large windows allowing natural light. A coffee table holds magazines and a decorative tray, while plants add a touch of greenery. The kitchenette is visible in the background, enhancing the open layout.
Guest house in Bluffton
4.99 out of 5 average rating, 715 reviews

Lowcountry Retreat Carriage House

Located in a quiet neighborhood, minutes from Old Town Bluffton, where you can find unique shops, art galleries, & great places to eat - many with live music! A stroll through the neighborhood will take you past a local park with playground, workout area, & walking paths. There are many ponds to enjoy the local wildlife, wetland areas, and beautiful oak trees. It's so peaceful! Convenient to Hilton Head, Beaufort, and Savannah, it's the perfect spot for exploring, shopping, or relaxing!

Guest favourite
Home in Hilton Head Island
4.9 out of 5 average rating, 10 reviews

New Build Near Beach- Sleeps 10- Golf Sim- Family

Welcome to your perfect Hilton Head getaway! This brand-new home is designed for families and groups, comfortably sleeping 10 guests and featuring a private golf simulator for endless fun. Located just minutes from the beach, you’ll enjoy the perfect mix of relaxation, entertainment, and convenience. ✔ Sleeps 10 – perfect for families or groups ✔ Golf simulator for fun day or night ✔ Open-concept living space ✔ Fully stocked kitchen ✔ Close to beach, dining & shops ✔ Easy self check-in

Guest favourite
A modern townhome exterior features a blend of white wooden siding and dark shingles, creating a striking contrast. Large windows allow natural light to fill the interior, while manicured flower beds enhance the entrance. Two garage doors offer convenient access to each unit.
Townhouse in Hilton Head Island
4.92 out of 5 average rating, 141 reviews

Luxury 3-Bdrm HHI Art Loft (STR Permit #07700)

Located in the private Spanish Wells area of Hilton Head Island, one of the most sought after vacation destinations in the world. Eight minute drive to Hilton Head Island beaches, golf/tennis, restaurants, bars, bike trails, and countless shopping, entertainment, and outdoor exploration activities. Kick back and relax in this calm, stylish townhome with distinct spaces for everyone. Home Owners have appointed the home with original and collected art. Convenient to Savannah & Bluffton.

Top guest favourite
Home in Sea Pines
5.0 out of 5 average rating, 34 reviews

Sea Pines Home w Large Deck | Great for Couples!

Newly renovated home, private backyard with large deck. Sleeps 6-8: 2 kings, 1 queen (queen air mattress available too) TVs in each bedroom, walk-in closet and bathroom in master Stocked kitchen WiFi In-home washer/dryer Beach chairs Yoga mats Pickle ball paddles Corn hole Buetooth speaker Cooler PARKING: We are located in Sea Pines which is a gated community. Everyone entering must purchase a parking pass. You can purchase passes at the gate for $20/car/week OR $10/day.

Top guest favourite
A calm beach scene is captured at dusk, featuring gentle waves lapping at the shore. The horizon showcases a soft gradient of colors, transitioning from deep blue to warm peach and pink tones. The tranquil sea reflects the fading light of dusk.
Villa in Palmetto Dunes
4.9 out of 5 average rating, 104 reviews

Spacious dog-friendly villa, walk to the beach

Welcome to 640 Queens Grant, your perfect family getaway on Hilton Head Island! This vibrant 3BR, 2.5BA luxurious villa is professionally decorated, accented with inviting, colorful coastal decor throughout. The villa offers a fully-remodeled kitchen, a spacious and comfortable living area with plenty of ways to relax and unwind. Outside, there is a large, private patio with a gas grill, an outdoor dining set and fast access to five community swimming pools and the beach.

Guest favourite
A single-story home is highlighted by a charming front porch and a well-maintained landscaped entrance. The American flag is displayed prominently above the entryway, while cobblestone pathways guide visitors to the entrance amid surrounding greenery.
Home in Hilton Head Island
4.92 out of 5 average rating, 276 reviews

Wonderful Island's Retreat (With Private Pool)

Wonderful Island’s Retreat is found in the heart of Hilton Head Island. It is beautifully decorated with upscale decor. The decoration is personally chosen to fit the ambiance of a beach house. The beach is approximately 5 minutes away in car distance, 10 minutes in bike distance, and 15 to 20 minutes walking distance. In addition to that, you have nearby bike trails, shopping centers, and restaurants. This location is exceptional for anyone looking to visit HHI!

Top guest favourite
A stretch of sandy beach is depicted under a bright sky, featuring three blue umbrellas positioned over wooden lounge chairs. Gentle ocean waves are seen rolling onto the shore, and the sun reflects off the water, creating a serene coastal atmosphere.
Apartment in Hilton Head Island
4.97 out of 5 average rating, 236 reviews

Ocean Front Beach & Tennis Resort 2 BR 2 BA Villa

Welcome to our renovated 2BR 2BA Villa at Hilton Head Beach & Tennis Resort. It is a short walk to the Resort's beautiful Private Access Beach & largest outdoor pool on the Island Recently updated Villa has a fully equipped Kitchen, Coffee Bar with Keurig, 3 Wall Mounted Smart TV's Hi Speed Wifi. Sleeps 5 adults Comfortably contact us for info on add'l guests. Porta Crib supplied but guest must bring own linens for crib. HHI STR Permit #072222

Popular amenities for Jenkins Island holiday rentals