Villa holiday rentals in Hilton Head Island

A comfortable living room features a large gray sectional sofa adorned with yellow and blue accent pillows. A wooden coffee table sits in front, with a decorative tray on top. A wall-mounted television is positioned across from the seating area, with natural light flowing through sliding glass doors.

4.84 out of 5 average rating, 31 reviews

Aurelia @ Hilton Head: Beach Pool Park Dine

You have found gold at the Aurelia - a 2BR/2.5BA villa that is minutes away from the shopping, dining, and entertainment at Coligny Beach Plaza and Celebration Park! And just a 10 min. walk to put your toes in the sand. Aurelia’s treasures: stunning kitchen w/coffee bar, large comfortable beds, modern bathrooms, in-unit washer/dryer, cozy reading nook, and a serene pool & lagoon right out your back door! Come stay at the Aurelia and be our first class guests as you embark on your own adventures!

5 out of 5 average rating, 8 reviews

New Listing! Penthouse Oceanfront Sea Cloisters Co

Relax and enjoy the best of Hilton Head from this oceanfront 3BR/3BA penthouse at Sea Cloisters. Located mid-island off Folly Field Road, this bright and spacious condo offers breathtaking ocean views, a fully stocked kitchen, and easy beach access just steps away. With two king bedrooms on the main level and a loft with one queen bed and one full bed, there’s plenty of room for families or groups of friends (sleeps 6 total). Enjoy the direct ocean view from the master bedroom, unwind in the co

A spacious living area features a sectional sofa and cozy armchairs, creating an inviting space for relaxation. A colorful beach-themed artwork is displayed on the wall, and light fills the room through well-placed windows. The dining area is visible in the background.

4.93 out of 5 average rating, 106 reviews

Walk to Beach | Lagoon View | 2 Kings+Queen & Bunk

On Island Time is a beautifully renovated Lowcountry beach villa, perfect for relaxed family vacations. Walk to the beach, Lowcountry Celebration Park, shops, dining, and pickleball. Bright open main level with spacious living area, smart TV, lagoon-view balcony, fully equipped kitchen, dining for 8, half bath & washer/dryer. Three private bedrooms each with ensuite bath: two king masters and a third with queen + twin bunks. Sleeps 8. High-speed WiFi, keyless entry, pool access, and beach gear.

A bright and airy living space features a cozy seating area with a light grey sofa and armchair, complemented by a coffee table. The dining area includes a wooden table with white chairs. Large windows provide natural light and views of the greenery outside.

5 out of 5 average rating, 92 reviews

Chic Coligny walkable beach villa w/Pool

Just steps from beach, shops, tennis, dining & park - Discover your escape at our beautifully renovated 3BR, 3.5bath villa. Enjoy private bathrooms for each bedroom, fully equipped kitchen, tennis next door at Van Der Meer, and a private pool. Stroll your way to Low Country Celebration Park with children’s museum, playground and pavilion. Continue to shopping and dining at Coligny Plaza. Then, gain access to the ocean at award-winning Coligny Beach. Explore the best of HHI at your doorstep!

A cozy sleeping area features a spacious bed with a decorative quilt, complemented by a patterned accent pillow. A ceiling fan hangs above, while adjacent wooden sliding doors lead to a closet. Light blue walls and dark wood flooring enhance the inviting atmosphere.

4.93 out of 5 average rating, 109 reviews

Beach Awaits You! Weekly Discounts!

Located at the gated, ocean front Hilton Head Beach & Tennis Resort, this cozy condo is only a 4 minute walk to beach & pool. Enjoy beach bar, sports bar, tennis/pickle ball courts, fitness room & bike rentals. Equipped with full kitchen, queen bed, futon sofa. Ideally suited for 2 adults. Starter set of toiletries/towels provided. Laundry room on-site. Located close to all the fun the island has in store for you! *Additional cleaning fees for monthly stays. Short Term Rental Permit # 022967

5 out of 5 average rating, 36 reviews

A modern kitchen features a spacious marble countertop with seating for four. Well-appointed cabinetry and updated appliances are visible, enhancing the kitchen's functionality. Soft lighting illuminates the area, creating a welcoming environment for cooking and dining.

Villa in Shelter Cove

Prime Waterview! Hilton Head Shelter Cove Marina

Permit 073816 Enjoy easy access to everything Hilton Head has to offer from this centrally located Condo in the heart of Shelter Cove Marina. Not only will you have breathtaking views of the sunset and the marina right from your balcony, but you also have many amenities right at your doorstep! Shelter Cove is one of the main attractions on Hilton Head Island with many shops, restaurants, weekly entertainment and water sports. You also have access to the private Palmetto Dunes Beach community.

A tranquil balcony is seen with a small round table and a light-colored cup, overlooking a serene waterway surrounded by lush greenery. Palm trees and other foliage frame the scene, reflecting on the calm water as the morning light begins to illuminate the landscape.

4.91 out of 5 average rating, 34 reviews

Renters favorite!

This beautiful villa is a 1 bedroom, 2-bathroom villa that can accommodate up to 2 people and has beach access! This villa boasts a gorgeous kitchen with stainless steel appliances, and beautiful countertops and cabinetry. Walk out of the kitchen to the dining area. The master bedroom features a king size bed and a large sliding glass door for patio access! What a wonderful way to wake up!! The Master bed has a private bathroom with a walk-in shower, separate tub, and twin vanity.

The open living area features new reclining furniture arranged around a coffee table. A flat-screen TV is positioned on a media console against the wall. Light-colored tiles and a patterned area rug enhance the spaciousness, complemented by a ceiling fan and decorative shelving.

4.91 out of 5 average rating, 132 reviews

Walk to the Beach, One Level Villa, COMFY beds

5-10 minute walk to the pristine Hilton Head beach, retreat to your spacious villa in Queen's Grant of Palmetto Dunes. With nearly 1500sq ft and lofted ceilings, you can spread out comfortably. New living room furniture that all reclines, amazing king green tea memory foam mattress in both bedrooms, and a fully stocked kitchen (blender, toaster oven, crock pot+.) The master and living room open up to a private back patio equipped with a grill, dining room table and beach accessories.

Luxe

5 out of 5 average rating, 9 reviews

100 Fairway Lane, Sea Pines: A Luxury Villa Stay

Welcome to all NEW BESTNEST/Luxe: An Elevated Experience in Vacationing, and our newest Luxe property at Unit 100 Fairway Lane Villas in Sea Pines. (200 Fairway Lane for mapping) Enjoy the ultimate in vacation rental accommodations on Hilton Head Island, featuring a carefully curated collection of homes and villas, chosen with the discerning traveler in mind, fabulously stocked, outfitted, and supported by your personal property concierge, available 24/7. STR Permit Number: 075152

The outdoor space features a year-round heated pool surrounded by lush greenery, with a clear view of the ocean. Umbrellas offer shade over picnic tables, while tall trees enhance the serene atmosphere of the beachside setting.

4.97 out of 5 average rating, 124 reviews

Oceanfront Scandi Oasis Amazing View & Heated Pool

Villa Aalto is a new Scandinavian style oceanfront oasis created for ease and relaxation throughout your beach vacation. The streamlined interior offers high-end finishes and luxurious hotel-like amenities, with a fully functional kitchen and serene living area overlooking the ocean. The year-round heated pool and private path to the beach make for stress-free days, but the close proximity to Coligny allows you to bike to restaurants, playgrounds and shops within minutes as well.

An expansive balcony features a cushioned sofa and side chairs, centered around a wooden coffee table. A glass-topped dining table is positioned nearby, suitable for outdoor meals. Light-colored flooring provides a pleasant contrast to the wooden railings and surrounding greenery.

4.92 out of 5 average rating, 51 reviews

Walk to the Beach! Coastal Villa w Large Balcony!

Our newly renovated 2 BR/2 BA Fiddler's Cove villa is available for rent! Located on the quiet third floor, 24E is spacious and modern. The kitchen features new cabinets, quartz countertops, GE appliances, and floating shelves. Behind barn doors are the washer, dryer, and pantry. Updated bathrooms have new vanities and tile. The dining area includes a coffee/wine bar and seating for six. The living area has a queen sleeper sofa, side chairs, and a 65-inch TV.

An open dining and living area showcases a large dining table with upholstered chairs beneath a stylish chandelier. Recessed lighting highlights the wood-paneled ceiling, while large windows offer views of the greenery outside, enhancing the bright and airy atmosphere of the space.

4.99 out of 5 average rating, 109 reviews

Walk to Beach, Indoor Pool, King Bed, Hot Tub!

Why you’ll love this space: Fully renovated with high‑end appliances Indoor heated pool & hot tub Outdoor pool, renovated 2025 (Open April 1 - October 31) Tennis - & pickleball courts Approx 5 minute walk to beach; 10 minute walk to Coligny 320 Mbps Wi‑Fi with dedicated workspace Chef’s kitchen, washer/dryer, cypress ceilings Marble walk‑in showers & electric fireplaces Beach gear included (towels, chairs, wagon, toys) STR Permit No. 040546

Popular amenities for Hilton Head Island villa rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Private villa rentals

A serene outdoor view features a large pool area surrounded by palm trees and lush landscaping. The ocean is visible in the background, while a charming pond with a fountain adds to the tranquil atmosphere. Clear blue skies enhance the inviting outdoor space.

4.77 out of 5 average rating, 13 reviews

Beachfront Bliss, Oceanfront Villa, Pool, Hot Tub

A spacious living area features a comfortable leather sofa and a pair of accent chairs positioned around a coffee table. Natural light filters through large sliding glass doors, providing views of the outdoor greenery. A media console and a floor lamp add functionality and style to the space.

5 out of 5 average rating, 11 reviews

1731 Bluff Villas: 1 Bedroom, 1 Bath, Hosts 4

A bright kitchen area features modern appliances, including a stainless-steel refrigerator and a spacious island with seating. Soft lighting illuminates the open space, which flows seamlessly into a dining area with a window offering natural light.

5 out of 5 average rating, 71 reviews

Beach & Birdie Kid Friendly Close to Beach & Golf

The living room features a comfortable seating arrangement with a light grey sofa and textured blue chairs. Large windows provide direct ocean views, while soft lighting from table lamps creates a relaxed ambiance. A neutral coffee table is positioned centrally.

5 out of 5 average rating, 14 reviews

Luxury Villa at Shorewood Villas Unit 210

4.99 out of 5 average rating, 79 reviews

Villa in Shipyard

Newly Renovated. Walk to pool & beach w/locker

A modern kitchen features elegant white cabinetry and expansive stone countertops, complemented by sleek stainless steel appliances. Three pendant lights hang above the breakfast bar, which includes four wooden stools. Natural light fills the space, reflecting off the polished flooring.

5 out of 5 average rating, 35 reviews

Coastal Dunes Villa- Palmetto Dunes Queens Grant

A bright living area is filled with soft furnishings in soothing tones. Two comfortable couches are positioned around a central coffee table, while light streams in through sliding glass doors that open to a private patio. Decorative beach-themed artwork adds a touch of coastal charm.

4.98 out of 5 average rating, 98 reviews

HHI South Forest beach/WLK TO BEACH, dining, pool

242 Turnberry @ Palmetto Dunes | Fairway Views!

Luxury villa rentals

A dining area with a large white table is set for eight, featuring blue patterned placemats, clear glassware, and attractive centerpieces. Large sliding glass doors provide a view of the outdoors, framed by trees, allowing natural light to brighten the space.

5 out of 5 average rating, 15 reviews

4 OceanfrontVilla | Panoramic Views | Pool

5 out of 5 average rating, 3 reviews

Beautiful villa w/ nature views & screened porch

New place to stay

Luxury Direct Oceanfront 3BR Panoramic Ocean Views

Luxe 2BR/2.5BA Villa - Walk to Harbour Town

4.91 out of 5 average rating, 23 reviews

Peaceful 4BR Captain's Cove condo w/lagoon view/2

4.94 out of 5 average rating, 96 reviews

Oceanwalk, Near Beach, Outdoor and Indoor Pool

A light-filled living area features soft beige carpeting and neutral-toned walls. Two aqua-colored chairs invite relaxation, while a flat-screen television is mounted on a decorative cabinet. Large windows allow natural light to fill the space, adorned with sheer white curtains.

4.9 out of 5 average rating, 62 reviews

Lagoon & Fountain Views: Villa in Palmetto Dunes

4.67 out of 5 average rating, 3 reviews

Coastal Retreat w/ Private Decks, Pool & Tennis

Villa rentals with a pool

The living room features a sectional sofa in a light tone, accompanied by a round coffee table. Natural light enters through multiple windows, illuminating the space. Decorative elements, including coastal-themed artwork and plants, enhance the decor. A dining area is visible in the background.

4.87 out of 5 average rating, 31 reviews

Starfish Villa (3 BR) - Private Beach - 3 Pools

A serene pool area is observed, bordered by lush greenery and a tropical setting. A nearby gazebo provides shaded seating. The ocean is visible in the distance, framed by palm trees and a clear blue sky.

4.91 out of 5 average rating, 23 reviews

Luxury Oceanfront Beach Villa

4.64 out of 5 average rating, 276 reviews

Oceanfront Villa in Hilton Head Island

5 out of 5 average rating, 19 reviews

Walk to Beach | 2BR/2BA Renovated Xanadu Villas

4.98 out of 5 average rating, 49 reviews

S. Forest Bch - 3 Bdrm/3 Ba Walk to the Bch & Pool

Two high-back chairs with striped fabric are positioned next to a small round table on the balcony. The railing provides a clear view of the ocean and palm trees in the background, creating a refreshing seaside atmosphere.

4.91 out of 5 average rating, 91 reviews

Breakers, Ocean Front Villa - Spectacular View

A spacious living area is furnished with a light grey sofa and armchairs, accented by decorative pillows. Two lamps provide soft lighting on side tables next to framed artwork. Natural light filters in through a large window, enhancing the warm and welcoming environment.

4.98 out of 5 average rating, 53 reviews

Heart of Sea Pines|Tranquil 3BR Retreat|Beach*Pool

A round glass-top table with four wicker chairs is placed on a covered deck. The surrounding area features lush greenery and a serene lagoon view, providing a private space for relaxation and enjoyment of nature.