Vacation rentals in Sea Pines

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Top-rated vacation rentals in Sea Pines

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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.
Home in Hilton Head Island
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!

Top guest favorite
A cozy living room features a modern fireplace and a large flat-screen TV mounted on the wall. Light enters through expansive sliding glass doors, leading to a deck. Comfortable seating is arranged around a circular coffee table, with decorative pillows adding subtle touches.
Townhouse in Hilton Head Island
4.92 out of 5 average rating, 190 reviews

Ocean Gate 13 Walk to beach villa with pickleball

This villa is perfect for the family beach vacation! We have little ones ourselves, so we've got all the gear needed to make this a comfortable and relaxing stay. We LOVE this villa because of its screened in porch, FREE TENNIS, and proximity to the beach. The screened in porch allows you to enjoy breakfast and happy hour free from mosquitoes and close enough to hear the waves! The beaches are far less crowded than other areas of the island, and it's very close to Sea Pines and Coligny Plaza.

Top guest favorite
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.
Home in Hilton Head Island
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.

Top guest favorite
A vibrant sunrise is captured over the Atlantic Ocean, illuminating the horizon with warm hues of orange and yellow. The sun's rays radiate across the calm water, casting reflections on the sandy beach below.
Condo in Hilton Head Island
4.96 out of 5 average rating, 217 reviews

Ocean Overlook - The Ultimate Vacation Experience

LUXURIOUS, 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! 3RD FLOOR! CORNER UNIT! PRIVATE BALCONY! OCEAN VIEWS FROM EVERY ROOM! WATCH EVERY SUNRISE & SUNSET! 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
Condo in Hilton Head Island
5 out of 5 average rating, 120 reviews

5 Star Location-Harbourtown-Walkable Area

Escape to our luxury villa in Hilton Head's exclusive Harbour Town in the gated Sea Pines Resort! A short walk from Harbour Town Marina, which offers enertainment, dining, shopping, water sports, cruises, golf, tennis, and a pier. You will have access to The Sea Pines Beach Club, a short trolly, bike or car ride away. This private 3rd-floor impeccilbly appointed 'coastal chic' retreat does not share any walls and offers serene lagoon views from a private balcony.

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, 200 reviews

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

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
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.
Home in Hilton Head Island
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.

Guest favorite
A spacious kitchen features rich wooden cabinetry and a large granite countertop with an undermount sink. Pendant lights illuminate the area, which opens to a well-lit dining and living area through large windows. White pillars add elegance to the open design.
Townhouse in Hilton Head Island
4.91 out of 5 average rating, 146 reviews

HHI South Beach at it's Best! Sea Pines

The two story floor plan has 4 bedrooms, 4.5 baths. The lower level has a garage, three bedrooms, three bathrooms and a covered porch. Upstairs you will find the main living area, gourmet kitchen, dining area, 2 decks, the master bedroom/bathroom, laundry room and half bath. There’s an open floor plan that flows from the kitchen to the dining room right out to the balcony overlooking Braddock Cove and the South Beach Marina.

Guest favorite
An open-plan kitchen and dining area are showcased, featuring a large dining table surrounded by six chairs. A modern kitchen with white cabinets, a refrigerator, and various appliances is visible in the background. Abundant natural light filters through multiple windows, enhancing the spacious feel.
Apartment in Hilton Head Island
5 out of 5 average rating, 12 reviews

Seapines-2025 Remodel, Walk to Beach, End Unit

This newly remodeled, private end unit is located just 1/2 miles from the Sea Pines Beach Club. Stunning updates including fresh paint and furniture, updated baths and flooring. Pet friendly, yet pristine, crisp and tastefully coastal, your whole family will enjoy the thoughtful choices in #10 Lighthouse. This property's lovely, sunny exposure and open layout make it the perfect location for your relaxing Sea Pines getaway.

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, 126 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.

Guest favorite
Home in Hilton Head Island
4.89 out of 5 average rating, 18 reviews

Private Pool ~ Cabana ~ 5 Deer Run Lane

Escape to Coconut Cabana, a charming 3BR, 3BA Sea Pines retreat just 0.6 miles from the beach—a quick 5-minute bike ride or 10-12 minute walk! Enjoy a private heated pool, pool loungers, and a cozy cabana with a bar, mini fridge, and TV. This fully step-free home offers effortless comfort for all guests. Nestled in lush surroundings, it’s the perfect getaway for relaxation and adventure!

Top guest favorite
Condo in Hilton Head Island
4.98 out of 5 average rating, 254 reviews

TOP Floor Oceanfront | Remodeled | Coligny Beach

Wake up to breathtaking, unobstructed views of the Atlantic Ocean in this newly remodeled, direct oceanfront one-bedroom condo in the heart of Coligny Beach. Designed in a relaxed coastal-chic style, this intimate retreat is perfect for couples or guests traveling with an infant. Walk to the beach, dining, shopping, and live music—or fly into HHI and enjoy a completely car-free stay.

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