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Vacation rentals in Sea Pines

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Top-rated vacation rentals in Sea Pines

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Top guest favorite
A wooden boardwalk leads through grassy dunes towards the beach. The path extends toward the calm ocean, under a gray sky. Soft sand is visible at the boardwalk's end, inviting guests to access the beachfront.
Condo in Hilton Head Island
4.96 out of 5 average rating, 319 reviews

Ocean View! Steps to beach! Remodeled HHBT Condo!

Newly remodeled just last year! Adorable beach front condo located in HH Beach & Tennis Resort. Watch & listen to the ocean waves right from your 2nd floor balcony! The condo is in a gated area within where guests will have access to a private beach, 2 pools, resort restaurants, tennis, pickleball, beach volleyball, playgrounds, cookout areas, bike rental, and a gym. We also provide beach chairs, coolers, boogie boards and coffee! It's all here! The getaway you've been waiting for and deserve!

Guest favorite
A spacious living area features a bright and airy ambiance with two comfortable sofas and an armchair arranged around a coffee table. A large sliding glass door creates a connection to the outdoors, offering views of the lush surroundings. A dining area with bar stools is visible in the background.
Condo in Hilton Head Island
4.73 out of 5 average rating, 116 reviews

Lovely Villa in Sea Pines Hilton Head

🌊 🌴 Location, location, vacation! Welcome to your dream getaway in Bluff Villas, where everything you love about Hilton Head is just steps away. This sunny and spacious 2-bedroom, 2-bath condo is perfectly situated just a minutes walk to the beach, South Beach Marina, the iconic Salty Dog Café, and the South Beach Pool (reopening Summer 2025)! Relax on your private patio overlooking Braddock Cove, unwind in the updated living space, or take a quick stroll to grab an ice cream by the harbor.

Guest favorite
The exterior of the villa features a modern design with natural wood siding. A spacious deck is adorned with a railing and small plants, providing a welcoming entrance. Large windows allow natural light into the home, surrounded by lush greenery.
Bungalow in Hilton Head Island
4.98 out of 5 average rating, 124 reviews

Sea Pines Resort , 5 Minute Walk to the Beach!

Completely renovated AMAZING villa.This 1 bedroom 1 bath villa is a short 5 min.(400 yards ) walk to the stunning beach!The master bedroom has a king bed and the living room sofa is queen sleeper.The kitchen is updated with stainless steel appliances and a beautiful oyster shell chandelier hangs over a 4 seat dining table.Enjoy your time on large screened in porch with privacy shades that overlooks a small lagoon & enclosed outdoor shower.Free Amazon Prime and HBO.Private pool for guests

Top guest favorite
A spacious deck features a circular fire pit surrounded by four wooden adirondack chairs with cushions. A striped pouf adds comfort to the area. Scenic sunset views over the beachfront landscape create a serene backdrop.
Chalet in Hilton Head Island
4.98 out of 5 average rating, 101 reviews

180º Ocean Views, Treehouse "Siren's Lookout"

Waterfront and sunset views abound in this unique "treehouse", with 360 degree views. On Deer Island, just steps from the Harbour Town Lighthouse, known for its' large-boat marina, restaurants, shops and Golf Club, host of the RBC Heritage Classic, PGA Tour Event. Enjoy all the amenities of Sea Pines, including the South Beach Marina, Sea Pines Beach and Salty Dog Cafe, only 3 miles away, serviced by trollies & bike paths. Enjoy the sunset seated around the firepit. Gas grill with a view

Top guest favorite
A view from the balcony captures the serene ocean and beach during sunset. Vibrant colors reflect across the water, while lush greenery and trees frame the picturesque scene. The elegance of natural beauty is enhanced by a lantern hanging nearby.
Condo in Hilton Head Island
4.95 out of 5 average rating, 277 reviews

Cozy Oceanfront-Romantic Retreat-Mesmerizing Views

Villa is located on The Spa On Port Royal Sound complex on Hilton Head Island. Enjoy unobstructed sound & ocean views from your balcony. Natural beach access & observation pier. Beautiful landscaped grounds. 2 outdoor pools-opened Apr.-Oct. Indoor pool, hot tub, dry sauna & gym. Grills and picnic areas on premises, one near the villa, recently installed hammocks near the ocean pool. Tennis and basketball courts on site. Come enjoy the beautiful sandy beach with beautiful sunrises!a

Top guest favorite
A sunlit living space features a navy blue sofa and an elegant dining table surrounded by four chairs. Large sliding glass doors provide access to the oceanfront balcony, where views of the beach and coastal landscape can be seen in the distance.
Condo in Hilton Head Island
4.97 out of 5 average rating, 191 reviews

Oceanfront Luxury! KING BED 75"TV Pickleball | BAR

PANORAMIC OCEANFRONT VIEW THE MOMENT YOU OPEN THE DOOR! ✨Airbnb top 5% Home ✨ 100% New Luxury Renovation Oceanfront Balcony HGTV Featured Decorator KING BED + 75" & 65" SmartTV s Expanded Bedroom MARBLE BATHROOM Coastal Décor TOP FLOOR+Elevator Beach Chairs, Boogie Boards, Ice Chest & More RESORT Beachfront Pool Beachfront Bar & Grille Sports Bar FREE Tennis, Gym, Pickleball, Basketball, Volleyball 2nd Pool Bike Rental Gated w/24 Hour Security Free Trolley Stop Bradley Beach

Top guest favorite
A stunning sunrise illuminates the ocean, casting a warm golden glow across the water's surface. Rays of sunlight stretch outward, reflecting off the gentle waves. The shoreline is visible, framed by soft grasses, enhancing the tranquil morning scene.
Condo in Hilton Head Island
4.99 out of 5 average rating, 168 reviews

Ocean Overlook II - The Penthouse Experience

LUXURIOUS, PENTHOUSE, DIRECT OCEANFRONT HOME! UNOBSTRUCTED OCEAN VIEWS! SO CLOSE YOU CAN HEAR THE WAVES CRASH WITH THE WINDOWS CLOSED! DIRECT BEACH ACCESS! POOL ACCESS! ALL BRAND NEW! 4TH FLOOR (TOP FLOOR)! PRIVATE BALCONY! MILLION DOLLAR OCEAN VIEWS! SPA SHOWER! KING BED! CAN SLEEP 4! THIS IS LUXURY LIVING WITH NO RESORT AMENITY CHARGES! SAVE THOUSANDS OF DOLLARS COMPARED TO OTHER NAMED RESORTS LUXURY HOTEL PROPERTIES! **UPGRADED INTERNET & HD TV PACKAGE + FREE AMENITIES**

Top guest favorite
A modern kitchen features a central island with a white marble countertop and two woven bar stools. Stainless steel appliances are visible, along with a stylish herringbone backsplash. Natural light highlights the clean lines and organized layout of the space.
Condo in Hilton Head Island
5 out of 5 average rating, 107 reviews

5 Star Location! Pool, Walk to Shops/Dining

This luxury villa is in the heart of Hilton Head Island: Harbour Town in the world famous Sea Pines Resort- home of the PGA Heritage golf tournament! Walk to shopping, lighthouse, dining, water sports, golf, tennis, entertainment, and boat charters! The complimentary, seasonal beach shuttle picks up at the villa and drops off at the Sea Pines Beach Club. Impeccably appointed and sparkling clean with lagoon views. The complex has a private pool and clay tennis courts.

Top guest favorite
A bright dining area offers a view of the ocean through open doors leading to a private beachfront balcony. Coastal décor is present on the round table, complemented by neutral tones and natural light streaming in from the outdoors.
Condo in Hilton Head Island
4.97 out of 5 average rating, 321 reviews

Oceanfront Luxury KING BED 65"TV Pickleball Tennis

PANORAMIC OCEANFRONT VIEWS! Beachfront Balcony ✨Top 5% of Airbnb✨ Beachfront Pool, Bar & Grille FREE Tennis, Gym, Pickleball, Basketball, Volleyball & More HGTV Decorator Renovation KING BED (2) 65" SmartTVs Spa Bath w/Walk-in Shower Expanded Bedroom w/Blackout Sleeping Coastal Décor Full Kitchen Beach Chairs, Boogie Boards, Ice Chest & More 4 Boardwalks 3 Restaurants Sports Bar Bike Rentals on Site Gated 24/7 Security Island Seasonal Trolley Stop Bradley Beach

Top guest favorite
An outdoor dining area is shown, featuring a round table with six ornate metal chairs. A large red umbrella provides shade, and lush greenery and a view of the marina are visible in the background.
Condo in Hilton Head Island
4.98 out of 5 average rating, 175 reviews

Heart of Harbour Town - Beach | Pool | Golf | 2BR/2.5BA - Pool Access

In the Heart of Harbour Town Experience the best of Harbour Town living with exquisite harbour views in this recently updated 2 BR / 2.5 BA end unit just steps away from the waterfront. Villa is a short walk to pool, the pristine Harbour Town Golf Links, and the Sea Pines Trolley -- offering complimentary seasonal transport. Recently renovated with gourmet kitchen, elegant living area, and outdoor dining. Sleeps 8. Includes Harbour Town pool passes.

Top guest favorite
A sunset view is captured from the balcony, showcasing the golden sun descending over the ocean horizon. Silhouettes of palm trees and a grassy area are visible, creating a serene coastal atmosphere. The sky displays soft hues of orange, pink, and gray.
Condo in Hilton Head Island
4.95 out of 5 average rating, 356 reviews

1 Minute walk to the beach *Amazing ocean view*

Enjoy Amazing ocean and beach views from your balcony. This is the 3rd unit from the ocean on the 3rd floor and honestly the view beats the direct oceanfront views because of the panoramic effect. Sea Side Villas is minutes away from the very popular Coligny Beach Park area where you can enjoy the many restaurants and shops. Also very close to the new Lowcountry Celebration Park where they have festivals and events.

Top guest favorite
The bungalow is nestled among lush greenery and tall trees, surrounded by a natural environment. Palm leaves frame the structure, and a small deck is visible at the front, inviting warmth and privacy in this woodland setting.
Bungalow in Hilton Head Island
4.95 out of 5 average rating, 114 reviews

Closest to Beach Path, Screened Porch, 1 dog ok

Wonderful Single Sea Pines Bungalow for 2 people. Walk 5 min on beach path. Excellent location; ride bikes to Harbor Town, Beach Club, Coligny Plaza, No elevator or parking lots! Grill out on deck. 50" TV ; screened-in porch. Walk to best beach on island, no hotels. Swimming pool onsite. Equipped Kitchen with Cooktop, Dishwasher, Refrigerator. We allow 1 dog.. under 30lbs. 4 night min bookings.

Popular amenities for Sea Pines vacation rentals

GymBBQ grillLaptop-friendly workspaceWifiAir conditioning

Sea Pines condo rentals

Guest favorite
Condo in Hilton Head Island
4.77 out of 5 average rating, 209 reviews

BEACHFRONT KING BED VILLA, PVT BALCONY, SELF CKIN

Top guest favorite
A serene beach scene features a boardwalk leading to the water, surrounded by soft sand and lush greenery. The sky is expansive, showcasing soft clouds merging with blue hues. The shoreline is visible in the distance, offering a peaceful atmosphere.
Condo in Hilton Head Island
4.99 out of 5 average rating, 134 reviews

Beach condo with pool and stunning nature views

Guest favorite
A serene bedroom space features a spacious bed with a light patterned coverlet. A mirror and a closet are visible, while a smart TV is positioned atop a white cabinet. Soft natural light enters the room through a nearby door leading to an adjacent area.
Condo in Hilton Head Island
4.91 out of 5 average rating, 216 reviews

Ocean front condo with amazing ocean view!

Top guest favorite
A serene landscape is presented, featuring a tranquil pond surrounded by lush greenery and palm trees. The view extends toward the beach, with well-maintained walkways leading through the gardens. A clear sky with scattered clouds adds to the peaceful ambiance.
Condo in Hilton Head Island
4.92 out of 5 average rating, 142 reviews

Exclusive Oceanfront Decorator Decor Spacious Bdrm

Guest favorite
The living area features a sectional sofa with blue and neutral throw pillows. A textured round coffee table sits in front, surrounded by two accent chairs. Decorative wall art, consisting of various woven circles, adds visual interest. Light from table lamps enhances the inviting space.
Condo in Hilton Head Island
4.95 out of 5 average rating, 134 reviews

Oceanfront Breathtaking Views

Top guest favorite
A panoramic view from the balcony showcases the sparkling ocean and expansive blue sky. Below, palm trees dot the landscape, while the beach is glimpsed in the distance. A pool area is visible, framed by well-maintained greenery, with parking spaces filled with vehicles.
Condo in Hilton Head Island
4.98 out of 5 average rating, 165 reviews

Luxury OceanView KING BED 65"TV Bar Pickleball GYM

Top guest favorite
The image showcases a view of the ocean from a balcony, framed by lush palm trees. The tranquil waters and sandy shore stretch into the distance, providing a serene backdrop against a clear sky.
Condo in Hilton Head Island
4.96 out of 5 average rating, 126 reviews

Subtropical Stunner-King bed & bikes! Central Air!

Superhost
A neatly arranged bedroom features a spacious bed with a light-colored knitted blanket. Natural light filters through a nearby window, illuminating the room. Decorative wall art, displaying leaf motifs, complements the neutral color palette, while a circular mirror adds depth and brightness.
Condo in Hilton Head Island
4.89 out of 5 average rating, 262 reviews

Anchor at the Beach ⛱ Eat & Shop at Coligny plaza!

Sea Pines home rentals

Top guest favorite
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.
Home in Hilton Head Island
4.98 out of 5 average rating, 93 reviews

Governor’s Quarters: Stately Sea Pines Stay on HHI

Guest favorite
A private pool area features a spacious deck surrounded by lush greenery. The heated pool is complemented by a built-in spa, with a nearby seating area containing two lounge chairs. The house showcases large windows and a chimney against a backdrop of natural scenery.
Home in Hilton Head Island
4.8 out of 5 average rating, 5 reviews

6 Cannon Row: Pet Friendly Home, Free Bikes, Priva

Superhost
The exterior showcases a lagoon-shaped pool accompanied by a spa, surrounded by colorful landscaping. The spacious screened porch provides a view of the tranquil setting, accentuated by tall trees and well-maintained greenery, inviting relaxation and outdoor enjoyment.
Home in Hilton Head Island
5 out of 5 average rating, 10 reviews

Luxury Hilton Head Home, Golf Course View, w/ Pool

Guest favorite
A spacious living area is illuminated by natural light streaming through large windows. Comfortable couches are arranged around a central coffee table. A ceiling fan hangs above, enhancing airflow. The open layout connects to the dining area visible in the background, offering a seamless flow between spaces.
Home in Hilton Head Island
4.92 out of 5 average rating, 12 reviews

Modern Pet Friendly Beach House in Palmetto Dunes

Guest favorite
An inviting outdoor area features a pool with a waterfall and fire features, framed by a spacious screened-in enclosure. Comfortable seating is arranged beside the pool, providing a scenic view of greenery and natural light filtering through the structure.
Home in Hilton Head Island
5 out of 5 average rating, 18 reviews

17 Firethorn - HGTV "Wow-Worthy", Pool, Fire Pit

Top guest favorite
A serene pool area is surrounded by lush greenery, featuring a spacious swimming pool with lounge chairs nearby. Colorful umbrellas provide shade, and a stone patio extends around the pool, inviting relaxation and outdoor enjoyment.
Home in Hilton Head Island
4.98 out of 5 average rating, 52 reviews

Sea Pines - S. Beach Charmer - Private Pool/Spa

Superhost
Home in Hilton Head Island
4.75 out of 5 average rating, 4 reviews

Walk to beach - 2BD/2BA retreat

Guest favorite
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.
Home in Hilton Head Island
4.83 out of 5 average rating, 40 reviews

The Ocean Lily of Sea Pines

Sea Pines villa rentals

Guest favorite
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.
Villa in Hilton Head Island
4.96 out of 5 average rating, 104 reviews

Oceanfront Scandi Oasis Amazing View & Heated Pool

Top guest favorite
Villa in Hilton Head Island
5 out of 5 average rating, 10 reviews

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

Top guest favorite
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 Hilton Head Island
5 out of 5 average rating, 62 reviews

Beach & Birdie Kid Friendly Close to Beach & Golf

Top guest favorite
A serene view of a sunset over the ocean is framed by a railing, with silhouettes of trees in the foreground. The horizon displays vibrant orange and yellow hues against a deepening blue sky, providing a tranquil backdrop to the surrounding landscape.
Villa in Hilton Head Island
4.93 out of 5 average rating, 374 reviews

Direct Ocean Front S. Forest Beach

Top guest favorite
The living room offers an open layout, featuring a spacious sectional sofa and an accent chair. Large sliding glass doors provide natural light and access to the outdoor space. A coffee table sits at the center, complemented by decorative pillows on the couch and patterned curtains.
Villa in Hilton Head Island
4.97 out of 5 average rating, 30 reviews

3rd Night Free Nov-Feb! S. Forest Bch, 3Bdrm Villa

Superhost
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
4.91 out of 5 average rating, 101 reviews

💎Direct Oceanfront Villa - Heated Pool Ocean View

Top guest favorite
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.
Villa in Hilton Head Island
4.92 out of 5 average rating, 104 reviews

Escape at Seascape Villas, quiet beach getaway

Top guest favorite
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.
Villa in Hilton Head Island
4.91 out of 5 average rating, 117 reviews

Walk to the Beach, One Level Villa, COMFY beds

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