House holiday rentals in Hilton Head Island

5 out of 5 average rating, 88 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.

A circular, modern sea loft is nestled among tall trees, blending harmoniously with the natural surroundings. A wooden staircase leads to the entrance, framed by various shrubs and greenery. Large glass windows provide views of the lush landscape.

4.79 out of 5 average rating, 218 reviews

*Deer Island Treehouse Walkable to Harbor Town*

Floor to ceiling windows adorn this treehouse with friendly deer on a Forest Preserve in Sea Pines. 200 yards walk or bike ride to the famous Harbour Town Lighthouse & Marina with a variety of water sports, dinner cruises, shoppes and restaurants. Take a free seasonal Trolley Ride from the Harbour Town Stop to Sea Pines Beach Club or seasonal Salty Dog Marina & Pool. The Harbour Town Golf Links and Sea Pines Resort Tennis Club are a short walk. Easy beach access to 11 miles of sandy shoreline!

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.

4.99 out of 5 average rating, 81 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!

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.

5 out of 5 average rating, 118 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.

A well-lit bedroom features two spacious beds, each adorned with vibrant blue and green bedding. A decorative wall basket adds a natural touch, while a window with patterned curtains allows for natural light. A small chair and side table enhance the room's functionality.

4.99 out of 5 average rating, 113 reviews

6 BR, Sleeps 26, Beach Time

Just a short walk down Folly Field to the beach & locally managed by the Owner. This brand new beach house has 6 bedrooms and 4 full bathrooms. Linens, Bath Towel sets & Pool Towels included. An Amazing bunk room/play room with 6 full size bunk beds, high end furnishings, fully equipped kitchen, dining for the entire crew, 2 huge balconies with lovely lagoon views, large outdoor living area with television and shaded pool. We have thought of everything & we are at your service! PN: 040312

The open-concept living space features handmade Saltillo tiles and a vaulted ceiling. A comfortable couch and a fireplace are visible along with a large dining table. A staircase leads to the upper level, enhancing the spacious layout. Sliding glass doors provide access to the outdoor area.

4.98 out of 5 average rating, 105 reviews

Governor’s Quarters Pet Friendly, Fenced in Yard

Welcome to Governor's Quarters- your Luxury Hilton Head Getaway Stay Lowcountry in this stately-designed home. Newly remodeled & fully equipped for your golfer’s retreat or family/friends' coastal vacation. 5 mins from the SeaPines Beach Club and HarbourTown Golf Links and the heated community pool! Located in famous, Sea Pines Resort. Enter the gates of resort living offering trolley rides to local restaurants, premium golf courses, HarbourTown Lighthouse, & most importantly- the beach!

5 out of 5 average rating, 20 reviews

Palmetto Dunes Beach House

Completely Renovated, designer decorated home with private pool/built in spa. One level EASY walk to the beach (15 mins) ...or call the Dunes Buggy, free of charge, to pick you up and bring you back! Open floor plan with large bedrooms (King, Queen, 3 Doubles). Plenty of space inside and out to relax. Situated on a body of water overlooking the the 9th hole of Robert Trent Jones Golf Course. pool/spa -extra fee Bring the whole family to this great place with lots of room for fun.

4.8 out of 5 average rating, 5 reviews

Wren's Nest - 4BR SeaPines Retreat+Backyard Oasis

Welcome to Wren's Nest, a luxurious Sea Pines retreat. Just steps to private beach access, this stylish 4BR home blends coastal elegance with family-friendly comfort. Enjoy a secluded backyard oasis with a waterfall pool, large screened-in porch, and space to unwind. Walk or bike to South Beach, shops, restaurants, and miles of scenic Hilton Head trails. Bring the entire family, leave with memories of a lifetime. Beach chairs, wagon, and umbrellas included. Pets welcome.

A private outdoor space features a stone-paved terrace with a heated pool and spa. Surrounding the area, lush landscaping creates a tranquil atmosphere. Lounge chairs are positioned for sunbathing, while a dining table offers an inviting setting for outdoor meals.

4.8 out of 5 average rating, 10 reviews

Luxury 2nd Row Home w Pool & Spa | Sleeps 10

Welcome to your South Forest Beach escape, just a 1-minute walk to the sand. This inviting coastal retreat blends comfort and style, featuring a private yard, heated pool, and relaxing spa. Designed for easy living, the home offers bright, welcoming spaces perfect for families and groups. Spend your days at the beach, unwind poolside, or explore nearby Coligny Plaza. With an unbeatable location and laid-back vibe, this home is made for effortless, memory-filled stays.

5 out of 5 average rating, 4 reviews

Shipyard Golf: Where Family Memories Shine!

Escape to paradise at 83 Kingston Dunes Road in Hilton Head's prestigious Shipyard Plantation! This charming 3BR/3BA family home sits directly on hole #6 of the scenic Galleon Golf Course, offering stunning fairway views from spacious decks. Perfect for memorable vacations, enjoy golfing, biking trails, lagoons, and just 0.7 miles to pristine beaches and Coligny Plaza. Relax, unwind, and create family memories in this peaceful, pet-friendly retreat!

A private pool area is surrounded by lush greenery and tall trees, providing privacy and a natural setting. The pool features a built-in spa and is bordered by a spacious stone patio. Four lounge chairs are positioned nearby for relaxation.

4.91 out of 5 average rating, 34 reviews

Private Pool | Golf | Exq. Coffee | Seascape

Gourmet Coffee Lovers Paradise. And, over 1000 *5* star reviews! You found the perfect vacation home where you can enjoy a private pool with a spacious layout. Comfortably sleep 8 in 4 private bedrooms. The kitchen is fully equipped with everything needed to prepare a gourmet meal. You can enjoy dining in the large formal dining room, the sunroom adjacent to the kitchen, or outside. *The pool can be heated for an additional fee.

An open concept living area showcases wood-paneled ceilings and large windows, allowing natural light to fill the space. A sectional couch faces a TV, while a wooden dining table is set for meals. Sliding glass doors open to views of the backyard.

4.97 out of 5 average rating, 58 reviews

Sea Pines Villa - Walk to Beach, Golf and Tennis

This pristine Sea Pines villa has undergone significant renovations and upgrades, enhancing your stay with modern comforts and amenities. Just a five-minute stroll to the beach, this property is perfect for beach vacations and golf trips. Enjoy views of the tree-lined lagoon and renowned Atlantic Dunes Golf Course. The villa offers a private, professionally maintained putting green, and private tennis courts are only steps away.

Popular amenities for Hilton Head Island house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

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.

4.99 out of 5 average rating, 74 reviews

“Vitamin Sea HHI” coastal comfort in Sea Pines

A private residence is set among tall trees, featuring a spacious patio area with a circular pool at its center. A barbecue grill and poolside loungers are visible, surrounded by natural landscaping, creating a serene outdoor retreat.

4.92 out of 5 average rating, 39 reviews

Starfish Beach House with Pool and Bikes

5 out of 5 average rating, 3 reviews

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

A dining area features a reclaimed wood table surrounded by cross-back chairs. A shelving unit holds decorative items and books. Natural light brightens the stylish living room in the background, where plush seating and tasteful decor can be seen.

5 out of 5 average rating, 39 reviews

Steps to the Beach - Perfect All-Season Getaway

5 out of 5 average rating, 6 reviews

10 Pender Lane-Sea Pines Home

An outdoor area features a heated private pool surrounded by a spacious patio and lounge chairs. The home, with updated siding, has a shaded seating area and a barbecue grill. Lush greenery and colorful flowers enhance the tranquil ambiance.

4.85 out of 5 average rating, 117 reviews

Palmetto Dunes House: Private Pool, PDBeach, Golf

A serene lagoon scene is presented, featuring calm water bordered by leafy trees. Palm trees stand prominently in the foreground, while charming homes line the water's edge under a clear blue sky, providing a tranquil backdrop.

4.92 out of 5 average rating, 79 reviews

Updated! Sea Pines Lagoon View Oasis

4.93 out of 5 average rating, 230 reviews

Perfect spot for a great getaway

Weekly house rentals

The exterior of the home features a grand two-story structure with a large covered porch and multiple entry points. Lush landscaping with palm trees enhances the inviting curb appeal. A paved driveway provides access to the garage, surrounded by neatly trimmed bushes and grass.

5 out of 5 average rating, 36 reviews

5 Sandy Beach Trail- Beach House w/ Private Pool

The exterior of a two-story villa features a light-colored facade and a welcoming entrance with steps leading to the front door. Lush greenery lines the path, with manicured shrubs and palm trees enhancing the natural setting. Large windows are present throughout the structure.

5 out of 5 average rating, 65 reviews

The Caddyshack - Perfect Location!

5 out of 5 average rating, 27 reviews

Home in Bluffton

Wharf Street Coastal Escape - Premier Old Town 3BR

4.97 out of 5 average rating, 35 reviews

Modern Beach Escape | Private Pool~Steps to Beach

The outdoor area features a private pool with a cozy seating arrangement nearby. A fire pit with glowing embers is central to the setting, surrounded by large loungers and a dining table. A large umbrella shades the outdoor seating, while a whimsical inflatable swan floats in the water.

5 out of 5 average rating, 39 reviews

Marsh Views | Pool, HotTub, Game Room&Pet Friendly

5 out of 5 average rating, 28 reviews

Sea Pines Home w Large Deck | Great for Couples!

5 out of 5 average rating, 21 reviews

Home in Bluffton

Two Homes · Walk to Old Town · Fire Pit · EV

5 out of 5 average rating, 4 reviews

4BR Coastal Elegance Chef’s Kitchen Steps to Beach

Private house rentals

4.91 out of 5 average rating, 11 reviews

Walk to Beach + Golf Views | Palmetto Dunes

A spacious living area features a grey sectional sofa and a matching loveseat, positioned around a wooden coffee table. Natural light filters through large windows, illuminating the room's neutral tones. A decorative plant and a side table enhance the inviting atmosphere.

4.84 out of 5 average rating, 49 reviews

Calm in the Forest of Sea Pines

5 out of 5 average rating, 6 reviews

Palmetto Dunes Villa – Golf, Pools & Bike to Beach

A well-maintained outdoor sports area includes a basketball court and a pickleball court. The courts are enclosed by a fence, surrounded by lush greenery and trees, offering a private space for activities. A shaded seating area is also visible nearby.

4.81 out of 5 average rating, 102 reviews

Private Pool & BBall Court!

5 out of 5 average rating, 5 reviews

Coastal Fairways

A light-filled living area showcases a spacious sectional sofa accented with patterned cushions. A wooden coffee table sits in front, complemented by a contemporary chair. Large windows surround the room, offering views of the surrounding greenery, while a flat-screen TV is mounted on a white entertainment unit.

4.84 out of 5 average rating, 43 reviews

The Ocean Lily of Sea Pines

The exterior of the house presents a modern coastal design, featuring a spacious deck with multiple seating areas, a large umbrella, and a grassy surrounding. Large glass doors invite natural light into the interior while a BBQ grill is visible on the deck.

5 out of 5 average rating, 37 reviews

New Sea Pines Remodel Close To Beach

A bright living area features a light-colored sofa and a comfortable blue accent chair. A coffee table with a tufted top stands in the center. Large glass doors lead to an outdoor deck, allowing natural light to fill the space.