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Villa holiday rentals in Sea Pines

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Top-rated villa rentals in Sea Pines

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Top Guest favourite
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.
Villa in Sea Pines
4.98 out of 5 average rating, 58 reviews

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

Light & spacious Heritage Villa in the heart of Sea Pines steps from Harbourtown's 1st Hole. Welcoming 3 Master-BR Suite villa w/ cathedral ceilings & deck. Just a 5 minute walk from the world-renown Harbourtown w/ shops, restaurants and live music for all ages. 8 minute bike ride to Sea Pines Beach Club. Beautiful shared pool, golf, tennis & pickleball, bike trails, award-winning playground, lagoon w/ gazebo for nature watching, amenities & beyond. Your perfect Spring Break or family vacation.

ValueFamilyAir conditioning

Top Guest favourite
A spacious oceanfront pool area is surrounded by lush green landscaping, featuring lounge chairs and a shallow entry. A winding path leads toward the beach, with the ocean visible in the background, flanked by tall trees creating a serene atmosphere.
Villa in Hilton Head Island
4.94 out of 5 average rating, 143 reviews

Modern Oceanfront Villa With Views and Heated Pool

Welcome to Villa Lucia, our oceanfront retreat on S. Forest Beach. Enjoy the ocean views from the balcony and convenient year-round heated pool just outside your door. The villa has been fully renovated with modern amenities and has personal touches throughout. Our location is unbeatable on S. Forest Beach between Coligny Beach and Sea Pines - Away from the crowds, but close enough (.5 mi) to bike or walk to all that’s offered. After a long day enjoy a drink with lush foliage and sea views.

LocationValueAmenities

Luxe
The living area features a light-filled space with large glass windows that open to views of the garden. A circular coffee table made of natural wood is central, surrounded by two light-colored sofas with soft cushions. A round mirror and a stylish light fixture accent the room.
Villa in Sea Pines
5.0 out of 5 average rating, 12 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

LocationDecorNearby

Top Guest favourite
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.
Villa in Palmetto Dunes
4.99 out of 5 average rating, 77 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.

LocationFamilyAccuracy

Superhost
Villa in Sea Pines
5.0 out of 5 average rating, 4 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.

LocationViewBathroom

Guest favourite
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.
Villa in Hilton Head Island
4.93 out of 5 average rating, 125 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

ValueLocationComfort

Top Guest favourite
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.
Villa in Sea Pines
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!

ValueFamilyGetting around

Superhost
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.
Villa in Sea Pines
5.0 out of 5 average rating, 4 reviews

Harbour Town Condo Pool Walk to Marina Sleeps 6

Coastal inspired 3-bedroom condo in Harbour Town within Sea Pines Resort sleeping up to 6 guests. Enjoy a fully equipped kitchen, Smart TV, private balcony, game table, and 3 bathrooms for added comfort. Walk to Harbour Town Marina, dining, golf, and shops. Guests have access to the heated community pool, bike trails, and beaches nearby. Perfect for family vacations, golf trips, and Hilton Head Island getaways.

LocationConditionWalkability

Guest favourite
Villa in Hilton Head Island
4.84 out of 5 average rating, 127 reviews

Location! Walk ToThe Beach, Dining and Shopping.

About this space ✔︎ 4 Minute Walk To The Beach ✔︎ 5 Minute Walk To Restaurants & Shopping ✔︎ Great for Families/Couples ✔︎ 1 King Bed + 2 Double Beds ✔︎ 2 Full Bathrooms ✔︎ Free Fast WIFI + 2 Smart TVs ✔︎ First Floor End Unit ✔︎ Fully Stocked Kitchen ✔︎ Beautiful Inground Pool ✔︎ Free Parking ✔︎ Very Close to Celebration Park ✔︎ Centrally Located ✔︎ Outdoor Dining ✔︎ 4 Beach Chairs and Beach Cart Included

ValueFamilyAmenities

Guest favourite
A comfortable living area features a sectional sofa arranged around a glass-topped coffee table. A large television is mounted on the wall, and natural light fills the space from sliding glass doors that offer views of greenery outside.
Villa in Sea Pines
4.94 out of 5 average rating, 16 reviews

Great Blue Heron - an iTrip Hilton Head Home

Ready for a fresh start, peaceful downtime or a relaxing getaway in the serene & endless beauty of Sea Pines Resort on Hilton Head Island? Welcome to Great Blue Heron This freshly renovated & furnished Inland Harbour villa will help you de-stress, unwind and get back to your old self. As soon as you enter this home, the beautiful design & decor of this villa will welcome you and put you at ease.

LocationFamilyNearby

Guest favourite
A comfortable seating area includes a cozy gray sofa with patterned throw pillows. A bamboo coffee table sits in the center, surrounded by natural light from sliding glass doors leading to a balcony. Vibrant green plants add a touch of nature to the space.
Villa in Hilton Head Island
4.96 out of 5 average rating, 217 reviews

Private Beach on Sound | 3 Pools/Spa | Free Tennis

Make the most of beachfront living at this sunny retreat. Our community is closer to the water than any other resort on the island. Pack the cooler and take a short stroll to the beach. Sea’ la Vie is a ground-floor (no stairs) unique escape destination with top-of-the-line comforts of any 5-star rental or hotel. Our villa has been renovated from top to bottom.

FamilyValueCheckout

Guest favourite
Villa in Sea Pines
4.75 out of 5 average rating, 16 reviews

Updated Sea Pines Villa • Walk to Harbour Town

Welcome to your renovated Sea Pines villa—a bright, modern retreat with peaceful lagoon views and an unbeatable location just a short walk to Harbour Town. Steps from the community pool and minutes from beaches, bike paths, shops, and dining, this updated 1-bedroom villa offers comfort, convenience, and true Lowcountry charm. STR Permit Number: 026796

LocationFamilyNearby

Popular amenities for Sea Pines villa rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Private villa rentals

Guest favourite
A sandy pathway is flanked by wooden posts leading toward the beach, with roped railings on either side. The ocean is visible in the distance under a clear blue sky, and the shoreline is lined with natural grasses and gentle waves.
Villa in Daufuskie Island
4.94 out of 5 average rating, 33 reviews

Daufuskie Island SC Spacious 3 Bedroom Ocean Front

FamilyValueLayout

Top Guest favourite
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.
Villa in Palmetto Dunes
5.0 out of 5 average rating, 37 reviews

Coastal Dunes Villa- Palmetto Dunes Queens Grant

FamilyLocationCleanliness

Top Guest favourite
Villa in Hilton Head Island
4.96 out of 5 average rating, 53 reviews

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

LocationFamilyGetting around

Guest favourite
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.
Villa in Palmetto Dunes
4.92 out of 5 average rating, 36 reviews

Renters favorite!

FamilyLocationOutdoor spaces

Guest favourite
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.
Villa in Hilton Head Island
4.91 out of 5 average rating, 54 reviews

Walk to the Beach! Coastal Villa w Large Balcony!

FamilyLocationCheck-in

Top Guest favourite
Villa in Shelter Cove
5.0 out of 5 average rating, 12 reviews

Gorgeous Water Front Shelter Cove Villa

LocationIndoor spacesWalkability

Top Guest favourite
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.
Villa in Palmetto Dunes
4.92 out of 5 average rating, 25 reviews

Luxury Oceanfront Beach Villa

FamilyLocationDecor

Guest favourite
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.
Villa in Hilton Head Island
4.86 out of 5 average rating, 37 reviews

Aurelia @ Hilton Head: Beach Pool Park Dine

FamilyValueKitchen

Luxury villa rentals

Top Guest favourite
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.
Villa in Hilton Head Island
4.93 out of 5 average rating, 106 reviews

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

LocationFamilyView

Guest favourite
A community pool is surrounded by lounge chairs and shaded umbrellas, set against a backdrop of palm trees and the condo buildings. The clear blue water invites leisure and relaxation under a sunny sky.
Villa in Hilton Head Island
5.0 out of 5 average rating, 20 reviews

Ground Flr 3BR, 2 King Suites, Walk Beach & Park

LocationFamilyComfort

Guest favourite
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.
Villa in Hilton Head Island
5.0 out of 5 average rating, 14 reviews

Luxury Villa at Shorewood Villas Unit 210

LocationFamilyBathroom

Superhost
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.
Villa in Hilton Head Island
4.85 out of 5 average rating, 46 reviews

Ocean One Unit 104 Ocean Front Garden View

FamilyLocationPool

Top Guest favourite
Villa in Hilton Head Island
5.0 out of 5 average rating, 49 reviews

2BR/2.5BA Direct Oceanfront Resort-Great Amenities

FamilyLocationWalkability

Superhost
Villa in Hilton Head Island

Family Beach Retreat Near Coligny Beach

CleanlinessHospitality

Superhost
Villa in Palmetto Dunes

New List! StepstoBeach, Pickleball, Overlook Pool

Top Guest favourite
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.
Villa in Palmetto Dunes
4.99 out of 5 average rating, 117 reviews

Coastal Resort Beach Villa < 1 Mi to Shore!

FamilyLocationOutdoor spaces

Villa rentals with a pool

Top Guest favourite
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.
Villa in Hilton Head Island
4.99 out of 5 average rating, 117 reviews

Upscale Beach Villa w/ Indoor Pool

ValueLocationGetting around

Guest favourite
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.
Villa in Hilton Head Island
4.97 out of 5 average rating, 79 reviews

Beautiful Coastal 3BR Villa - 5 min walk to beach

LocationFamilyOutdoor spaces

Guest favourite
Villa in Palmetto Dunes
4.87 out of 5 average rating, 190 reviews

Coastal Charm - Beach, pickleball, golf, pets

LocationFamilyPool

Guest favourite
Villa in Sea Pines
5.0 out of 5 average rating, 7 reviews

Honeymoon Delight! A Private Treehouse with Views!

LocationFamilyKitchen

Villa in Sea Pines
5.0 out of 5 average rating, 4 reviews

Snowbird Friendly villa with Golf View, Patio, Sha

LocationGetting aroundView

Guest favourite
A bright living room features a comfortable light gray sofa adorned with decorative pillows. A wooden coffee table sits in the center, complemented by a bowl of fresh fruit. Floor-to-ceiling sliding doors offer a view of the water and the Harbour Town Lighthouse.
Villa in Sea Pines
4.9 out of 5 average rating, 10 reviews

Penthouse condo with sunset water views

ValueFamilyParking

Guest favourite
Villa in Sea Pines
5.0 out of 5 average rating, 37 reviews

1602 Port Villa

LocationValueView

A scenic view is presented from a wooden railing, revealing a lush green landscape bordered by trees. The expansive open space extends into the distance, offering a tranquil natural setting. The clear blue sky complements the greenery, enhancing the outdoor experience.
Villa in Sea Pines
4.77 out of 5 average rating, 13 reviews

468 Plantation Club 2BR/2BACondo with Golf Course

LocationFamilyView

Destinations to explore