Beachside Hilton Head: Short-Term Vacation Homes for Long-Term Memories

Hilton Head’s 18+ miles of beaches are one of the many reasons people flock to this paradise in South Carolina. Who doesn’t want to soak up the sun and dip their toes in the sparkling waters of the island? Add the public golf courses, tennis courts, marinas, nature preserves, festivals, and one-of-a-kind restaurants and it’s a sure winner!

Hilton Head is nothing less than a magical island. Anyone who wants to escape the hustle and bustle of everyday life will love it, and Beachside Hilton Head will help you do just that. Are you ready to vacation at South Carolina’s premiere beach destination and create memories to last a lifetime?

Let’s explore what your “home” away from home at Beachside Hilton Head could look like.

Get To Know Beachside Hilton Head

Beachside Hilton Head offers a selection of short-term vacation homes available for rent. The beachside houses range from cozy two-bedroom homes perfect for romantic getaways to luxurious six-bedroom homes that suit the needs of large families or groups. Besides the basic amenities, you also wake up to stunning ocean views and private pools for the ultimate relaxation!

All Beachside Hilton Head properties are within the Sea Pines Plantation, a gated residential community that promises endless adventure and indulgence. Everyone visiting can be 100% sure they’re safe as the resort requires passes to enter for monitoring and security purposes.

With Beachside Hilton Head, you may just be vacationing for a short while but you’ll always feel at home.

Beachside Hilton Head Vacation Homes

Let’s say you’ve spent years dreaming of a vacation that allows you to bask in the sun and enjoy the beach life. Beachside Hilton Head says the island has been waiting for you! Take your pick from a selection of vacation homes. All the houses are fully-equipped and ready to nurture you, even just for the short term. Imagine sipping a cold glass of lemonade while sunbathing by the pool or taking a stroll along the beach after having a fantastic breakfast in…


Hideaway is a little corner of heaven! It has two beds and baths, ideal for four to six guests. When you say yes to this vacation home, you’ll stay at the end of a desirable cul de sac, guaranteeing privacy and peace.

The house is all about a coastal chic theme and a calming palate, and your pets are as welcome as you are! It’s impossible not to fall in love with Hideaway’s pool deck, which guests can view and access through the wide glass sliding doors from the dining area and the small sitting area off the kitchen. The inviting deck also offers comfortable seating for lounging in the sun or soaking up some al fresco dining.

You’ll be near the Harbour Town Marina when you stay at Hideaway, so don’t miss out on the fantastic views of Calibogue Sound. You’ll always be just a few steps away from the white sand beach.

Cotton Cottage

Cotton Cottage is perfect for your family or friend group of eight if you’re into a more nautical, coastal chic motif. This house may be compact, but it’s beautifully updated and decorated! Cotton Cottage is a two-story home with three bedrooms and two baths.

From its bright and cozy living area to its well-equipped kitchen, Cotton Cottage is a cheerful home that’s great for a short-term stay. You can always relax inside, but if you feel like having outdoor time, a private pool and patio make it the perfect spot to take in some sun or have fun. Even better, Cotton Cottage is just minutes away from the beach and all the other amenities in Sea Pines Plantation.

Like cotton, it’s soft and fresh. These words perfectly describe Beachside Hilton Head’s Cotton Cottage! It’ll absorb all your stress, making you feel right at home on the beautiful island. Don’t be surprised if you (and your pets!) find yourself wanting to extend your stay.

Kahuna Cove

Stellar. That’s the perfect word to describe Kahuna Cove at Beachside Hilton Head. This ranch-style home has a large outdoor pool, spa, fire pit, and natural path from the backyard to the Sea Pines leisure trail. Located on a premier street, Kahuna Cove doesn’t fall short regarding natural beauty and tranquility.

Kahuna Cove has three bedrooms and baths, making it ideal for up to eight guests (and pets). Its calm, coastal motif promises a high-end relaxation experience. The pool area even has a tanning ledge designed for glorious sunbathing! And if you just can’t altogether leave your responsibilities behind, the house also has a dedicated office space.

Whether you want to spend your days playing on the beach, lounging by the pool, or biking around Sea Pines Plantation, Kahuna Cove is here to make all your vacation dreams come true!

Serenity By the Sea

Nothing speaks of serenity like Serenity By the Sea. This two-story home is coastal-themed, so you’ll feel like you’re in a beach house from the very first step! The combination of beautiful wood and tile floors, contemporary furniture, and tasteful decor will make you never want to leave.

Serenity By the Sea has three bedrooms and baths, spacious enough for eight guests and beloved pets. It’s near the white sand beaches, Sea Pines Forest Preserve, Lawton Stable, Harbour Town Marina, South Beach Marina, and Coligny Plaza.

What guests love about Serenity by the Sea is its private backyard, where the pool is conveniently situated. It’s the spot to take a dip, have barbecues, and just chill with friends and family. All the nearby attractions and activities are just a few minutes away, so you and your four-legged friends can make your vacation as exciting or mellow as you want.

Sunny Shores

Sunny Shores is a four-bedroom, three-bath home that breathtakingly combines wood and glass elements. The expansive glass doors let all the natural light in, making your vacation super sunny!

Sunny Shores’ modern open concept makes it feel like an extension of the sun outside. You can have hearty meals in the glass nook or sip your coffee on the back deck. Speaking of the back deck, it’s enormous and perfect for evening grills! Overlooking the Heron Point golf course, it’s an amazing spot to take in the serene beauty of Hilton Head Island.

Sunny Shores gives you access to the Harbour Town Pool. It’s near two Plantation Golf Club golf courses, Sea Pines Beach Club, Sea Pines Center, and Harbor Town. The house is more than just a place to stay; it’s an opportunity for family and friends to bond over new, picturesque experiences!

Southern Charm

Southern Charm is your go-to if you’re vacationing with an even bigger group. This house can accommodate up to 12 guests across four bedrooms and five bathrooms that are oh-so inviting! Luxurious and grand, this house exudes the classic charm of Hilton Head Island.

Hardwood floors, 12-foot ceilings, a large living area, and a private backyard and pool? Yes, please! This house is the total package for a laid-back vacation. When you make Southern Charm your home, you’ll feel like you’re living in the lap of luxury.

Southern Charm is on a quiet cul de sac. It’s close to the private beaches within Sea Pines so you can wake up to the sound of waves and enjoy long strolls under the sun. Families and friends can explore nearby attractions or cuddle up in the beach house for movie marathons. For a grand vacation, nothing beats the Southern Charm.


If you’re up for a classic Sea Pines vacation, Driftwood will take your breath away. Its architecture gives an authentic beach house vibe with composite deck boards, oak floors, and a classic upper-level deck!

The house accommodates up to eight people with four bedrooms and three bathrooms. It has been in the current owner’s family since 1979 and remains true to its classic charms. It’s been updated with modern amenities, but of course, has kept all the special touches that made it so loved when it was first built.

As an authentic beach house, you can hang out with your friends and family on the second level, where the living room, dining area, and kitchen are located. The upper-level deck is where you will want to hang out the most. It has an antique wooden picnic table, screened porch, and endless space for pure relaxation.

Driftwood is pet-friendly and may not have a private pool but all guests have free access to the South Beach Marina.

Tropical Retreat

Tropical Retreat is your cozy sanctuary with four bedrooms and four bathrooms. This house has it all; a private pool, a hot tub, and a complete outdoor living area. Tropical Retreat is the epitome of outdoor luxury and indoor comfort.

If you’re a fan of modern amenities, this house’s interior design will impress you! Its calming beach theme motif is the perfect backdrop for relaxation. The beds are luxurious, and you’ll love the master suite overlooking the pool. And when you step outside to the sparkling pool and spa area, you’ll understand what “tropical” really means.

Tropical Retreat is located on the third row, meaning the beach is just a few blocks away. Walking is the best way to go about it, and you can spend hours exploring all the nearby restaurants, boutiques, and shops. This house is about nothing but a well-deserved retreat. Take your time to bask in its beauty!

Coastal Chic

With four bedrooms and bathrooms, Coastal Chic is in a premier golf community near Sea Pines and Harbor Town Marina. You’re walking distance away from water activities, shopping, and dining. But the house itself may keep you in its cozy corners for days!

Coastal Chic is an architectural masterpiece. An open, bright living room overlooks the fenced and gated back deck, and the bedrooms are spacious and inviting. But the brand-new pool in the fenced area is what will make your stay genuinely luxurious and peaceful. After spending a day in the pool, lounge in the outdoor living area and cook something delicious on the gas grill.

Pets are welcome to stay at Coastal Chic. It’s a truly private paradise with all the features of a modern beach house and all the charm of a classic one. This single-story house will keep up to 12 people safe and sound, so bring your whole crew and enjoy the best of Hilton Head!

Pelican’s Perch

Picture island architecture and modern renovations, and you have Pelican’s Perch! Coastal luxury is what the house promises, and it truly delivers. With four bedrooms and three bathrooms, this house can accommodate up to eight people with pets who love living the magnificent island life.

Pelican’s Perch has many areas to fall in love with. First, there’s the pool deck with stepping stones to the beach. So, on days when you’re feeling adventurous, you can just walk from the pool right to the waves of Hilton Head! And then there’s a screened porch with ample space for hearty meals and gatherings. The area is perfect for late-night chats and laughter!

Pelican’s Perch is a top-notch choice for vacationers like you. The house alone is a sight to behold, and the amenities make it even more worth it. If you like the Lowcountry style, this one’s for you.

Island Time

Beachside Hilton Head has many hidden gems, and Island Time is one of them. It’s on a quiet street in Sea Pines, leading guests to the beach in just a few minutes. And its best offering? A massive, lush backyard that’s ready to host your summertime fiestas.

Island Time is a delightful house with four bedrooms and three bathrooms, enough to accommodate ten guests. The new wood-look tile floors throughout the house are just one of its many appeals. You’ll be vacationing in comfort and style! The indoors are very enticing, but the outdoors will really take your breath away.

With the pool surrounded by endless green, you can spend days lounging in the sun, playing games, and swimming in the cool waters. Located at the Atlantic Dunes by Davis Love III, Island Time is ideal for golfers. A pool, the beach, and a golf course in one trip? It sounds like a dream come true!

Beachwalk Cottage

Beachwalk Cottage is a quintessential Hilton Head retreat. What makes it different from the other houses? Well, its large, alluring pool is in the front yard! Just think about being out in the sun surrounded by tropical foliage with the sound of the ocean in the background.

Yes, Beachwalk Cottage is literally steps away from the beach. But the beauty of this property doesn’t stop there. The interior is just as impressive, with its four bedrooms and bathrooms accommodating up to ten people. Its modern touch with the original Savannah brick fireplaces gives it an undeniable allure. But you haven’t seen the best of Beachwalk Cottage yet…

The outdoor living area of this house is its best asset. The front yard pool calls for endless summer days, and the grill begs for a family barbecue. The whole place just really reminds you of simpler times! So, when you’re in the mood for a classic beach vacation, head to Beachwalk Cottage.

Fairway Oasis

Take the sweeping views of the Heron Point Golf course from Fairway Oasis. It’s a high-end, luxurious house offering great perks for golfers and beach bums. The house is mere minutes away from both the beach and the golf course! When it comes to location, nothing can beat Fairway Oasis.

Fairway Oasis has five bedrooms and four baths, giving 12 guests plenty of space to spread out and relax. The interior is modern yet cozy, and the living areas open up to captivating golf course views. You’ll feel right at home wherever you decide to hang out, whether on the raised back deck, screened porch, or by the pool.

The pool ensures both the adults and kiddos will have a blast. It has a raised spa with spillover and a shallow end section. You even have a complimentary Sea Pines Trolley pass if you want to hit the waves at the Sea Pines Beach Club.

Dream Catcher

We’ve called this Hilton Head vacation a dream since day one, and that’s exactly what Dream Catcher is! With five bedrooms and four bathrooms, it can accommodate up to 12 people in the utmost comfort. It’s another tropical paradise with lots of Palmetto palms!

Dream Catcher gives you access to award-winning beaches on the island. The house is located directly on the beach path, so you don’t even have to drive! The interior of Dream Catcher is all about soothing color pallets and beach theme decors. You’ll feel like you’re on vacation, even indoors!

There’s also a private pool making the backyard an oasis. When you’re upstairs, you can look ahead and spot stunning views or look down and marvel at the pool. The choice is yours! Whether you prefer to relax inside or out, Dream Catcher will ensure you have the beach vacation of your dreams.

Ocean Pearl

Are you ready to wake up to the view of the Atlantic Ocean? You’ll get to do that in Ocean Pearl! The oceanfront house is unbeatable in many aspects. It has a sports motif interior with five bedrooms and bathrooms for up to 12 guests. If there’s one thing it promises, it’s ocean, ocean, and more ocean!

Ocean Pearl’s highlight is the oceanfront deck and pool you’ll love to spend your days at. The pool is large, with a spa and spillover, featuring a tanning ledge by the shallow end. And besides the stunning outdoors, the living areas indoors also have breathtaking views. You and your family can hang out on the screened porch or the balcony and enjoy the sea breeze.

Did we mention that you can see the Atlantic Ocean from the house? Right. Ocean Pearl gives you the ultimate beach vacation; you’ll want to return yearly!

Timeless Treasure

If you’re a large group of 14 people coming to Hilton Head and needing one place with six bedrooms and baths, Timeless Treasure is the idyllic beach house for you! Sitting directly across from the ocean, it offers breathtaking views of the beach.

Timeless Treasure is among Sea Pines’ custom-built mansions featured in the “Three Decades of Hilton Head Architecture.” Its 1964 architecture means you’ll be surrounded by plenty of allure! The house blends old and new, reflecting the timeless charisma of Hilton Head. You might wake up next to the beach, but the house also has a pool. Ultimately, Timeless Treasure has everything you need for an unforgettable beach vacation!

Timeless Treasure has so much more to offer. We won’t even start on the balconies, decks, and porches you can lounge on! Or the living areas for game nights, movie marathons, and more. The house gets full points for its captivating beauty and comfort.


What if you’re a family or a friend group of 17? Peek-Of-Blue says peek-a-boo! This prestigious six-bedroom, five-bathroom house is located inside the back gate of Sea Pines, allowing you to peek at the Atlantic Ocean from the second floor.

The highlight of this spectacular Beachside house is its two sitting rooms. The one downstairs leads you to the sunny pool and the private beach. When you head upstairs, you can marvel at the interiors, plus glimpses of the pool and the Atlantic Ocean. Anywhere you go, you’ll be surrounded by blissful ocean hues.

Peek-Of-Blue is a big house that’s the ultimate choice for you and your big gang. You’ll feel like you have the ocean at your fingertips! You can revel in your privacy, peace, and of course, the place’s beauty.

Choose a Beachside House Now

At Beachside Hilton Head, you’ll be spoilt for choice regarding vacation rentals. After all, you deserve to be! Whether planning an intimate holiday or a grand getaway, there’s a perfect beach house for you. You’ll create memories that will last a lifetime.

Nowhere does wonderful beach vacations like Hilton Head. And Beachside Hilton Head brings it all to you. Would you like to call Hideaway, Sunny Shores, or Timeless Treasure your vacation home? You can make them yours for days, weeks, or months! Don’t wait any longer. Contact Beachside Hilton Head now!