Villa holiday rentals in Hilton Head Island

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.

4.91 out of 5 average rating, 118 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

ValueLocationQuiet

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.

4.9 out of 5 average rating, 100 reviews

Spacious dog-friendly villa, walk to the beach

Welcome to 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. Snowbirds and long-term guests welcome

FamilyLocationQuiet

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.

4.92 out of 5 average rating, 25 reviews

Luxury Oceanfront Beach Villa

Beautiful updated Beachfront One Bedroom king size large villa with a queen size sofa sleeper and a new foam mattress roll around oversized twin bed. Outstanding amenities include two heated pools, heated spa, firepit, new barbeque grills, outdoor dining, gazebo area and only a few steps through the private gate and you are on the beach. Palmetto Dunes in 2024 is rated as the 8th best resort in the country. Golf, tennis, pickleball, beach sports, biking, kayaking and great restaurants.

LocationFamilyBarbecue

Luxe

5 out of 5 average rating, 3 reviews

63 Fairway Lane, Sea Pines: A Luxury Villa Stay

Welcome to BESTNEST/Luxe: An Elevated Experience in Vacationing, and our Luxe property at 63 Fairway Lane Villas in Sea Pines (13 Lawton Drive, Unit 63 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 equipped, and supported by your personal property concierge, available 24/7. STR Permit Number: 075908

FamilyCleanliness

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, 137 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.

ValueLocationParking

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, 133 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.

FamilyValueSleep quality

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.

4.99 out of 5 average rating, 78 reviews

Beach & Birdie Kid Friendly Close to Beach & Golf

Throw some clothes in a bag and the kids in the car, this villa has everything you need-especially for kids/babies! I've made it my mission to anticipate all of your needs while on your Hilton Head Island Vacation, except personal items of course. The Beach & Birdie Villa is a spacious 2 bedroom, 2 bath, bright, updated and inviting cozy home. It has a fully stocked kitchen w/ all of the amenities. This is the perfect place for a getaway with friends or a family vacation.

LocationFamilyBeach

5 out of 5 average rating, 5 reviews

3BR Villa | Walk to Harbour Town & Marina

Stay in the heart of Harbour Town, just steps from the marina, lighthouse, shops, and dining. This charming villa offers a comfortable, coastal retreat perfect for couples or small groups. Enjoy easy access to Harbour Town Golf Links, scenic walking paths, and nearby beaches, all within minutes. With its unbeatable location and relaxed feel, this home is the perfect base for exploring Hilton Head and enjoying everything Sea Pines has to offer.

FamilyLocationGetting around

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, 119 reviews

Upscale Beach Villa w/ Indoor Pool

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

FamilyValueCleanliness

The image showcases a heated pool surrounded by palm trees and lounge chairs. Umbrellas provide shade over some seating areas. A white fence encloses the pool area, with lush greenery and ocean views in the background, creating a tranquil outdoor environment.

4.93 out of 5 average rating, 126 reviews

💎Direct Oceanfront Villa - Heated Pool Ocean View

Welcome to the Ocean Gem! Relax and listen to the crashing waves on your private balcony of our newly renovated, newly furnished, direct oceanfront, one bedroom, one bathroom, beautiful beach villa. Ocean Gem is located in Ocean Dunes complex, a private gated community, on South Forest Beach and only steps from the popular Coligny Plaza. You will enjoy the wonderful accommodations, heated pool, picnic area and spectacular views! Thank you

LocationFamilyCleanliness

4.86 out of 5 average rating, 224 reviews

Beach Relax in Palmetto Dunes Families-Golf-Tennis

Beach & Golf: 7 min stroll to the beach views of the Golf course. Hickory Cove villa 2 Bedrooms + Loft, 3 Baths, (Sleeps 6-8) Beautiful Villa on the 18th tee of the Robert Trent Jones Golf Course in Palmetto Dunes. This Villa is perfect for golfers, families and short term home office. Everything is less than 10 min walk: The Beach Robert Trent Jones golf course Palmetto Dunes Tennis Center The General Store The Dunes House

LocationFamilyCheckout

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, 104 reviews

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

Pack up the whole crew—two-legged or four—and escape to this fully furnished, perfectly located cozy condo in Hilton Head’s popular Treetops complex. Enjoy three refreshing pools, tennis courts, and a laid-back vibe perfect for relaxing or playing. Just a 10-minute walk to the beach and steps from Coligny Plaza, you’ll be close to shopping, dining, and all the island fun. It’s your ideal home base for sun, sand, and good times!

FamilyLocationHospitality

Popular amenities for Hilton Head Island villa rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Private villa rentals

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, 100 reviews

Chic Coligny walkable beach villa w/Pool

FamilyLocationAccuracy

5 out of 5 average rating, 5 reviews

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

LocationIndoor spacesComfort

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.

4.87 out of 5 average rating, 38 reviews

Aurelia @ Hilton Head: Beach Pool Park Dine

ValueLocationAir conditioning

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, 37 reviews

Coastal Dunes Villa- Palmetto Dunes Queens Grant

LocationFamilyCondition

4.96 out of 5 average rating, 53 reviews

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

LocationFamilyCheckout

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.

4.91 out of 5 average rating, 54 reviews

Walk to the Beach! Coastal Villa w Large Balcony!

ValueFamilyBathroom

A spacious balcony is depicted, featuring a table and four chairs. The view showcases the ocean and beach landscape, with the water meeting the horizon under a clear blue sky. Decorative cushions on the chairs add a touch of comfort.

5 out of 5 average rating, 8 reviews

503 Shorewood: 2 BR Oceanfront Penthouse Villa. St

LocationFamilyBiking

5 out of 5 average rating, 14 reviews

New Listing! Penthouse Oceanfront Sea Cloisters Co

FamilyLocationPool

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, 18 reviews

4 OceanfrontVilla | Panoramic Views | Pool

FamilyLocationBeach

A spacious living room features vaulted wooden ceilings and natural light streaming through large windows. A comfortable sectional sofa and two armchairs provide ample seating, while a coffee table adds functionality. A serene landscape painting complements the calming decor.

5 out of 5 average rating, 7 reviews

The Magnolia - an iTrip Hilton Head Home

LocationFamilyBeach

The living room features a comfortable seating area with a light-colored sofa and armchair. A wooden coffee table is centered on tiled flooring. A large television is mounted on the wall beside sliding glass doors that open to a garden view, allowing for natural light.

4.85 out of 5 average rating, 46 reviews

Ocean One Unit 104 Ocean Front Garden View

LocationFamilyCleanliness

A spacious balcony offers sweeping ocean views, framed by palm trees and manicured lawns. The sandy beach stretches into the distance, with a clear blue sky above. The image captures the tranquil setting of an oceanfront condo, ideal for relaxation and enjoying nature.

Updated Turtle Lane 3 BR 4th Floor Oceanfront

LocationBikingView

The living room features abundant natural light from large windows, highlighting a comfortable sectional sofa and a round coffee table. A flat-screen TV is positioned on a wooden console, and an electric fireplace adds a cozy element. Sliding doors lead to a balcony with views.

5 out of 5 average rating, 6 reviews

Enjoy a short stay at 2-bed water view villa

FamilyLocationComfort

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

LocationFamilyComfort

A cozy living area showcases two comfortable gray sofas arranged around a wooden coffee table. A dining space with tall chairs is visible near a fully equipped kitchen. Large glass doors open to a private patio featuring outdoor seating and a red umbrella, providing a view of greenery.

4.91 out of 5 average rating, 123 reviews

Escape at Seascape Villas, quiet beach getaway

LocationFamilyLayout

Family Beach Retreat Near Coligny Beach

HospitalityCleanliness

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.

4.76 out of 5 average rating, 34 reviews

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

LocationFamilyTV

4.65 out of 5 average rating, 286 reviews

Oceanfront Villa in Hilton Head Island

FamilyLocationAir conditioning

A spacious living area features comfortable gray sofas adorned with decorative pillows. A coffee table sits center stage and a light rug extends across the floor. Natural light filters through large windows, illuminating the space and complementing the coastal decor.

4.98 out of 5 average rating, 80 reviews

Beautiful Coastal 3BR Villa - 5 min walk to beach

FamilyLocationAmenities

A spacious living area features comfortable seating with patterned chairs and a light-colored sofa. A round coffee table sits in the center, surrounded by a large area rug. Natural light pours in through two windows, accentuating the bright decor.

5 out of 5 average rating, 4 reviews

Harbour Town Condo Pool Walk to Marina Sleeps 6

LocationNearbyCondition

The living area features vaulted ceilings and a sectional sofa facing a glass coffee table. A sliding glass door provides access to the patio, complementing the indoor space with natural light. A dry bar and decorative wall art add to the modern decor.

4.99 out of 5 average rating, 117 reviews

Coastal Resort Beach Villa < 1 Mi to Shore!

LocationValueLaundry

The back deck features a hammock and several outdoor seating areas, providing a relaxing spot to enjoy views of the manicured golf course. Tall palm trees provide shade, and the grassy landscape extends into the distance, creating an open and serene environment.

4.77 out of 5 average rating, 81 reviews

Golf‑View Villa | Walk to Pickleball & Beach

ValueLocationBarbecue

4.88 out of 5 average rating, 8 reviews

Honeymoon Delight! A Private Treehouse with Views!

LocationFamilyQuiet

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.