A wide aerial view of beachfront condos nestled among tall pine trees shows the buildings lining a sandy shoreline with a few people walking along the beach, bordered by calm ocean waves and a wooded backdrop.

6 Amazing Hilton Head Beach Rentals

Published: April 2, 2025

There's something about Lowcountry living that draws people in. Maybe it's the grand live oaks with their hanging moss or the tall palmetto trees that line the streets. Maybe it's the warm sands of the beaches or the beautifully manicured golf courses that make Hilton Head Island so special. Whatever brings you here, the stunning homes – from sprawling villas to waterfront estates with wide porches – make staying on the island an experience in itself.

Hilton Head mixes island vibes with high-end living in a way that few places can match. That's probably why it's been named America's Favorite Island for nearly ten years straight! Whether you're here to shoot for par or get sun-kissed on the shore, you will need to find the perfect vacation rental to fit your luxurious travel needs.

Let's check out some truly exceptional beach rentals that will take your Hilton Head vacation to another level!

23 South Beach Lagoon Drive

A bright coastal living room with tall windows and a vaulted ceiling offers panoramic views of the beach and palm trees, featuring neutral-toned armchairs, a glass coffee table, and soft natural light.

6 Bedrooms | 8.5 Bathrooms | Sleeps 14 | Pets Allowed

A sprawling entryway and fresh white interiors welcome you into this magnificent 6-bed, 8.5-bath vacation rental on Hilton Head Island. For the days spent walking all over Hilton Head’s island, come home and soak in the pool or hot tub to relieve your muscles.

With plenty of outdoor amenities, a spa, and incredible ocean views, you may not even want to leave your house! Bring your big group and four-legged friends to enjoy this beautiful home, just steps from the beach. This stunning property requires a minimum 7-night stay in summer, with Saturday arrivals and departures.

Check Availability & Pricing Here

15 Bald Eagle

A luxurious coastal estate features an expansive stone patio with a multi-level pool, in-water loungers, a covered outdoor bar, and modern lounge areas, framed by tall pine trees and elegant architecture.

6 Bedrooms | 7.5 Bathrooms | Sleeps 16 | Pets Not Allowed

Just completed in 2024, this 6,500-square-foot showstopper will catch your eye at every turn. The 6-bedroom vacation rental (each with its own bathroom) includes a fresh, modern design with an unbeatable beachfront location. After spending the day at South Beach, come home to cool off in the heated pool and spa, or gather around the fire pit as waves crash in the background. The deck is perfect for entertaining, with dining space, a grill, a TV, and a pool – you might find yourself spending more time outside than in!

Step inside to discover smart home controls, a kitchen that would make a chef jealous (with those same amazing views), luxurious soaking tubs, and walk-in closets that could house a small boutique. Beach days become hassle-free with Yeti coolers, wagons, chairs, and Shibumi sunshades all provided – and the sand is literally steps from your door. This Hilton Head beach house rental sets a new standard for island luxury.

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1409 South Beach Villa

A bright, coastal-style kitchen features white cabinetry, a spacious island with a gold faucet, clear acrylic barstools with gold legs, and warm wood floors, leading into a sunlit dining area with rattan chairs and large windows overlooking palm trees.

4 Bedrooms | 4.5 Bathrooms | Sleeps 8 | Pets Not Allowed

Just a quick 50-yard walk from the waves, this newly renovated villa brings a touch of California cool to South Carolina shores. The open floor plan flows naturally to two outdoor decks, giving you perfect spots for coffee at sunrise or cocktails at sunset.

Four comfortable bedrooms – including two kings beds, one queen, and one with twins – feature high-quality linens and TVs in each room. Throughout the villa, you'll find upscale touches, smart technology, and plenty of spaces to unwind after a day in the sun.

When the beach calls, grab the chairs, umbrellas, and toys provided before making the quick walk to the water. After washing off the salt and sand, fire up the Weber grill on the main deck or take a dip in the nearby pool. These oceanfront rentals in Hilton Head give you both location and style without compromise.

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74 Baynard Cove

A serene bedroom features a four-poster bed with soft bedding and decorative pillows, flanked by nightstands with glass lamps, and includes a cozy sitting area with two armchairs by large windows overlooking a wooded view.

5 Bedrooms | 4 Bathrooms | Sleeps 10 | Pets Allowed

You’ll feel right at home in this beautiful, vintage chic 5-bed, 5-bath rental. Tucked away in the trees of Hilton Head, you can enjoy privacy and luxury all in one. Completed in 2022, no detail was overlooked. The thoughtful layout offers excellent bedroom separation with a main level master, two more king beds, a queen, and an upstairs bonus room with twin "boat beds" that kids will fight over! For a moment of peace, head to the screened porch, where you can stay cool while taking in the beauty of South Carolina.

The large fenced pool area gives plenty of room for your crew to spread out and enjoy the fresh air. The pool area also features cool-touch, non-slip decking. With parking for four vehicles and garage space for bikes and beach gear, getting around is a breeze.

Beach access is simple – take a short walk, hop on bikes, or catch the exclusive Beach Trolley to Sea Pines Beach Club. This Hilton Head house rental brings together practical features with undeniable style.

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26 Tupelo

A stylish bunk room features two built-in lower beds and two upper loft beds with wooden railings and a central staircase, complemented by a cozy loveseat, soft lighting, and warm wood flooring with a faux fur rug.

4 Bedrooms | 4.5 Bathrooms | Sleeps 10 | Pets Not Allowed

Golf enthusiasts, we haven't forgotten you! This stunning 4-bedroom, 4.5-bath beach rental is the definition of modern chic, with gorgeous golf course views right outside your windows.

Visitors will have a hard time picking their favorite spot in this house. The outdoor space features a beautifully designed pool with plenty of seating, all surrounded by Hilton Head's natural beauty.

Inside, the main house offers comfortable living areas including a living room, dining space, den, and a traditional Carolina Room for enjoying indoor-outdoor living.

A bonus guest house with 2 queen and 2 twin beds gives your group extra room to spread out! This luxury beach rental on Hilton Head Island delivers contemporary comfort while keeping that classic island feel we all love.

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Beachside Tennis Villa

A scenic oceanfront view from a balcony with white Adirondack chairs overlooks grassy dunes, palm trees, and a sandy beach leading to calm blue waters under a bright sky with scattered clouds.

2 Bedrooms | 2 Bathrooms | Sleeps 6 | Pets Not Allowed

High on the 4th floor (don't worry – there's an elevator!), this recently renovated villa brings you right to the Atlantic and Calibogue Sound, with its stunning views. Large windows frame the ocean, while your private balcony becomes the perfect spot for morning coffee and a sunrise view.

The updated kitchen with new appliances opens to a dining area that seats six, flowing into a living room centered around a massive 75-inch flatscreen. Throughout the space, clean design and coastal touches create a high-end yet relaxed vibe.

Direct beach access and an oceanfront pool put water adventures just steps away. This Hilton Head vacation rental comes stocked with beach essentials – chairs, umbrellas, toys, and a portable shade – so you can pack lighter. Whole-house water filtration, fast WiFi, and in-unit laundry round out the conveniences that make these Hilton Head beach rentals stand out from the rest!

Check Availability & Pricing Here

BESTNEST by Beverly Serral Vacation Rentals

The operator behind these knockout Hilton Head vacation rentals is The 100 Collection partner, BESTNEST by Beverly Serral Vacation Rentals. Each of these remarkable Hilton Head vacation rentals brings something different to the table. In a world where cookie-cutter has become the norm, Beverly’s talent for spotting unique properties and making them work perfectly for guests ensures your stay will be anything but ordinary!


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