Vacation Rentals By Owner In Hilton Head Island, SC

$271.13

Fun Family Three Bedroom Townhome At Ocean Cove

Hilton Head Island, South Carolina, United States

Townhouse has been impeccably decorated, bright, airy and perfect for relaxing! Features granite countertops, spacious master bedroom and multiple private balconies overlooking the 11-mile long freshwater lagoon. The Ocean Cove Club offers a large on-site pool, complimentary seasonal shuttle and pathways you will love to explore! Property has free WiFi and private dock.brbrNearby Shelter Cove Harbour offers guests a chance to experience the deep-water marina village with live music, exciting array of dining options, shopping and outdoor activities such as charter boats, stand up paddle boarding, sailing and more. During the summer families can enjoy fireworks every Tuesday night as well as fun entertainment at the newly developed Shelter Cove Towne Centre, which is home to Poseidon Coastal Cuisine & Rooftop Bar, shopping, live music and more!brbrPLEASE NOTE:brbr- - Mandatory one-time fees include resort fee of US$150 (plus tax), a management fee of USD $99, community fee of $99 and cleaning fee of $175 per reservation taken at the time of booking.brbr- All guests check-in at the Hilton Head Accommodations office located at 20 Executive Park Road, Suite #200, Hilton Head Island, SC 29928.brbr- To check-in, bring your valid government-issued photo ID or passport to the front desk in the lobby. The minimum age required to check-in is 25 years old.brbrNon- Smoking, No Pets Allowed.br**Saturday To Saturday stays required April through September **

3

Bed

3

Bath

8

Sleeps

$226.91

/ Nightly

Villa

Luxurious Two-Bedroom Villa

Hilton Head Island, South Carolina, United States

Southwind II 2 BDR Villa by Hilton Head Accommodations - Free bikes, close to beach, and close to the nightlife, activities, and restaurants on the popular south end of the island.brbrThis luxurious two-bedroom villa features an open floor plan with a spacious well-appointed kitchen with granite countertops and breakfast bar, flowing seamlessly into dining and living room with 75 Smart TV, with deck overlooking golf or nature preserve views. Ther master bedroom features a king size bed, en-suite bathroom with jetted tub and separate shower with its own access to deck. The guest bedroom has two twin beds. Complimentary WiFi throughout the home.brbrGet away from it all with the complimentary two adult bikes to explore miles of oak lined pathways. Bike your entire stay! Easy access to Coligny Plaza (home to Frosty Frog, Big Bamboo, shops, restaurants and more), and the new Lowcountry Celebration Park! brbrThe Southwind II community offers a large pool, hot tub, playground, & grills. brbrPLEASE NOTE:br- Mandatory one-time fees include resort fee of US$150 (plus tax), a management fee of USD $99, community fee of $99 and cleaning fee of $175 per reservation taken at the time of booking.brbr- All guests check-in at the Hilton Head Accommodations office located at 20 Executive Park Road, Suite #200, Hilton Head Island, SC 29928.brbr- To check-in, bring your valid government-issued photo ID or passport to the front desk in the lobby. The minimum age required to check-in is 25 years old.brbrNon- Smoking, No Pets Allowed.br**Saturday To Saturday stays required April through September **brPictures and 360 Tours represent a sample of the unit and may not be the exact one assigned.

2

Bed

2

Bath

6

Sleeps

$226.91

/ Nightly

Villa

Double Master Suite Villa W/Two Bedrooms

Hilton Head Island, South Carolina, United States

Southwind II Double Master 2 BDR Villa by Hilton Head Accommodations, close to beach, 2 Free Bikes!brbrPerfect for a couples retreat or golf getaway, our Southwind II two-bedroom Double Master Suite is the perfect place to stay on your Hilton Head Island vacation. Southwind II is located within minutes of the beach access in Shipyard, The Shipyard Golf Club, and Van Der Meer Tennis. Enjoy the lowcountry charm of Shipyard with its winding lagoons and towering pines. Southwind II amenities include a community pool, playground, picnic area with grills. There is plenty of space in this charming two-bedroom villa. Its vaulted ceilings add to this open floorplan with the kitchen overlooking the dining and living areas. The well-appointed kitchen with abundant counterspace, granite countertops, and breakfast bar open to the dining area make a great place to cook, eat, and congregate. The living room features 75 Smart TV and a sleeper sofa with doors to the large deck where you can enjoy a cup of coffee with scenic golf, lagoon, or forest preserve views as a backdrop to start your day. Two master suites await you in this villa, with vaulted ceilings, each with a King-sized bed and bathrooms with granite counters, jetted tub and separate showers.brbrPLEASE NOTE:brbr- Mandatory one-time fees include resort fee of US$150 (plus tax), a management fee of USD $99, community fee of $99 and cleaning fee of $175 per reservation taken at the time of booking.brbr- All guests check-in at the Hilton Head Accommodations office located at 20 Executive Park Road, Suite #200, Hilton Head Island, SC 29928.brbr- To check-in, bring your valid government-issued photo ID or passport to the front desk in the lobby. The minimum age required to check-in is 25 years old.brbrNon- Smoking, No Pets Allowed.br**Saturday To Saturday stays required April through September **brPictures and 360 Tours represent a sample of the unit and may not be the exact one assigned.

2

Bed

2

Bath

6

Sleeps

$301.71

/ Nightly

Private Vacation Home

Three Bedroom Townhome Near the Beach

Hilton Head Island, South Carolina, United States

Southwind II 3 Bedroom by Hilton Head Accommodations - close to beach, 2 free bikes, and more!brbrBeautiful, spacious 3 Bedroom Townhome at Southwind II in Shipyard. Open floorplan with a living room into dining room flow with high ceilings. The living room features a sleeper sofa, 75 Smart TV, picture windows and doors out to a private deck with golf or forest preserve views. The well-appointed kitchen has plenty of space to cook for those days you want to dine in. The kitchen has granite counters and a breakfast counter open to the dining area which comfortably seats six. A master bedroom can be found on the main floor, features a King bed, Cable TV, private master bathroom, and its own access to the private deck which overlooks scenic views in Shipyard. The private master bathroom has granite counters, a jetted tub, and a separate walk-in shower. A secondary bedroom is also located on the first floor with a King bed, Cable TV, and private bathroom. The third bedroom is located upstairs and features two twin beds, Cable TV, and its own private bathroom with tub/shower combination.brbrPLEASE NOTE:brbr- Mandatory one-time fees include resort fee of US$150 (plus tax), a management fee of USD $99, community fee of $99 and cleaning fee of $175 per reservation taken at the time of booking.brbr- All guests check-in at the Hilton Head Accommodations office located at 20 Executive Park Road, Suite #200, Hilton Head Island, SC 29928.brbr- To check-in, bring your valid government-issued photo ID or passport to the front desk in the lobby. The minimum age required to check-in is 25 years old.brbrNon- Smoking, No Pets Allowed.br**Saturday To Saturday stays required April through September **brPictures and 360 Tours represent a sample of the unit and may not be the exact one assigned.

3

Bed

3

Bath

8

Sleeps

$350.11

/ Nightly

Private Vacation Home

Southwind II | Hilton Head Island Retreat | Near Shipyard Golf

Hilton Head Island, South Carolina, United States

3 BDR End Unit Townhome in Southwind II by Hilton Head Accommodations -Close to Beach, 2 Free Bikes!brbrThis three-bedroom end unit townhome combines seaside character with modern appointments. The kitchen is thoroughly updated, fully equipped and is both attractive and efficient. Plenty of windows and natural light in this end unit townhome. Space to for the entire family and ultimate location for relaxation. High ceilings, three stylish bedrooms, including two master suites, a dining area for 6, granite countertops, comfortable living rooms with 75 Smart TVs, sleep sofas and sweeping decks with breathtaking views of famous fairways of the perfectly manicured Shipyard Golf Courses or forest preserve. Located in the Shipyard, this private community features a large swimming pool, hot tub, playground and a picnic area. brbrWalk or Bike to the Shipyard Beach Club, close to Golf Club, Van Der Meer Tennis Shipyard Resort and other amenities of the South End! Guests enjoy two free adult bicycles and complimentary wireless internet.brbrPLEASE NOTE:brbr- All guests check-in at the Hilton Head Accommodations office located at 20 Executive Park Road, Suite #200, Hilton Head Island, SC 29928.brbr - Mandatory one-time fees include resort fee of US$150 (plus tax), a management fee of USD $99, community fee of $99 and cleaning fee of $175 per reservation taken at the time of booking.brbr- To check-in, bring your valid government-issued photo ID or passport to the front desk in the lobby. The minimum age required to check-in is 25 years old.brbrNon- Smoking, No Pets Allowed.br**Saturday To Saturday stays required April through September **brPictures and 360 Tours represent a sample of the unit and may not be the exact one assigned.

3

Bed

3

Bath

8

Sleeps

$240.88

/ Nightly

Apartment

Comfortable Family Two Bedroom Townhouse

Hilton Head Island, South Carolina, United States

Family Fun in Shipyard Paradise!brbrThis spacious 2-bedroom townhome offers the perfect setting for a family getaway. Enjoy a well-equipped kitchen, private deck, and access to amazing amenities like a pool, splash pad, playground, and bikes. Explore nearby beaches, golf courses, and tennis courts for endless outdoor fun.brbr✦ Your room is 1250 sq. ft, equipped with complimentary toiletries, kitchen with basic amenities, TV, ensuring cleanliness and comfort throughout your stay.brbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 25 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 06:00 pm.brbr✦ Pool is available.brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ Pets are not allowed.

Bed

Bath

Sleeps

$415.96

/ Nightly

Condo

Beachside Family Retreat w/ Pool on Hilton Head

Hilton Head Island, South Carolina, United States

Summary:brbr3072 Seascape — Renovated three bedroom and two bathroom in prime South Forest Beach. Walk out the back deck to the community pool! 5-minute walk to the beach. Near Coligny Plaza shops and restaurants! Bike paths galore! It is located in Prime South Forest Beach near Celebration Park. Enjoy a vacation reimagined with host2coast, your trusted partner in Hilton Head Island Property Management.brbrbrbrThe Space:brbrTreat the family to a vacation on Hilton Head Island, a long weekend or an extended stay in this lovely 3-bedroom and 2-bath villa! Also, strong Wi-Fi easily accommodates working/schooling remotely, so stay awhile and enjoy the beach and other amenities when you wish.brbr brbr 3072 Seascape comfortably accommodates 8 in this beautifully decorated 3 bedroom/2 bath villa convenient to the beach, pools and all that South Forest Beach has to offer. The balcony off the open living space overlooks one of the two community pools and courtyard and comes equipped with a gas grill and patio furniture for the whole family. This area is perfect for outdoor dining so rustle up some steaks and get your grill on! The fully equipped kitchen is ready to serve your snack and dining needs. Pop the popcorn for a fun movie night in the comfy living area, brew the coffee and put out the bagels for a delightful morning breakfast on the balcony, or put on your chef's hat and whip up a gourmet meal.brbr brbr The second level has 2 bedrooms and a full bathroom with a shower/tub combo. The first bedroom has 1 queen bed, and the second bedroom has 1 queen bed and a bunk bed. The third level has the primary suite with a king bed, full bath with walk-in shower and its own private balcony.brbr brbr Adventure awaits on Hilton Head Island, so plan to stay long enough to enjoy more than the beach. Golf, tennis, pickleball, water sports, cruises, bike trails, lounging by the pool, day trips to Savannah (the most-haunted city in the U.S.) or Charleston, the list is endless. At day’s end, retire to your villa for movie or game night in the living room before getting cozy in your comfy bed with fresh linens. Dream of the adventures to come while enjoying your getaway in your vacation home away from home.brbr brbr Come and relax, refresh, and make memories to last forever. We hope to see you soon! Book now and experience a vacation reimagined!brbr brbr Enjoy a vacation reimagined with host2coast, your trusted Hilton Head Island Property Management partner.brbr brbr 2nd Level - brbr BR 1 - 1 Queen Bedbrbr BR 2 - 1 Queen and 1 Bunk Bedbrbr 3rd Level - brbr 1 King BedbrbrbrbrSTR Permit # 57982brbrbrbrGuest Access:brbrAccess codes are provided just prior to your arrival and auto-generated for each booking. You can also find your code in our Guest App. Keyless entry, no contact check-in and checkout.brbrbrbrThe Neighborhood:brbrSouth Forest Beach is located in the highly sought after Forest Beach Hilton Head area. Your vacation experience includes the best of everything Hilton Head Island has to offer, including the glorious natural beauty of the beach.brbrbrbrGetting Around:brbrBiking is very popular on Hilton Head Island, known for the many award-winning trails. There are recommendations for bike rental companies within your Guest App. You can reserve in advance and they will deliver to you or bring your own! Almost everything you will need is within walking distance, so bring your walking shoes! There are free trolley stops at various locations throughout the island.

3

Bed

2

Bath

8

Sleeps

$354.23

/ Nightly

Villa

567 - Sea Pines Getaway-Heated Pool, Sleeps 6

Hilton Head Island, South Carolina, United States

This 2 BD, 2 BA villa is just 2 mins down the road from Sea Pines Beach Club. The complex has a pool and fire put exclusive to Spicebush guests and owners!! The unit has a sleeper sofa in the living room where you can sleep 2 additional guests. Book now to experience the best of coastal living!brbrWelcome to your ideal Hilton Head Island retreat, tucked within the private and scenic Sea Pines community. This thoughtfully upgraded 2-bedroom, 2-bathroom villa is designed for both comfort and flexibility—perfect for families, couples, or small groups seeking a relaxing getaway. With a spacious layout that accommodates up to six guests, you’ll find plenty of room to spread out, unwind, and enjoy the beauty of your surroundings.brbrAfter entering through the ground-level mudroom, take the stairs up to a warm, inviting interior where the open-concept main living area awaits. The fully equipped kitchen offers everything you need—from modern appliances to cookware—making it easy to prepare everything from quick breakfasts to full family dinners. The adjacent dining area comfortably seats six, with additional bar seating for more casual meals or evening conversation. Just beyond the living area, which includes a cozy sleeper sofa, step out onto your private back patio to enjoy your morning coffee while taking in the tranquil lagoon views and lush Lowcountry landscape.brbrOn the half level, you’ll find a twin bedroom with a detached en-suite bathroom. Cleverly designed, this bathroom also serves the main living area—balancing both privacy and convenience for your group.brbrUpstairs, the spacious master suite serves as a peaceful retreat featuring a plush king-sized bed, a luxurious double vanity, and a beautifully tiled walk-in shower that creates a spa-like atmosphere. Just outside the suite, a versatile loft area adds flexibility to your stay—ideal for reading, relaxing, or planning your next island adventure.brbrAfter a day spent exploring Hilton Head’s beaches, bike trails, or nearby marinas, return home to enjoy the community’s year-round heated pool and cozy fire pit. Whether you prefer a refreshing swim or a peaceful evening under the stars, the resort-style amenities provide the perfect way to unwind.brLocated just minutes from Harbour Town, South Beach Marina, and some of the island’s most beautiful beaches, this villa offers unbeatable access to the best of Sea Pines. Spend your days exploring scenic bike paths, dining at top-rated local restaurants, shopping at charming boutiques, or teeing off at world-class golf courses—all just a short ride or stroll away.brWhether you`re kayaking through calm lagoons, soaking up the sun on the shore, or savoring fresh seafood along the marina, this villa is the perfect home base for your Hilton Head adventure. Your summer sanctuary is waiting—book your stay at Spicebush today and experience the best of the island in comfort and style.brbr*The house is located in Sea Pines gated community that requires a car pass. Guests are required to purchase a weekly rental, car pass at the main gate for $20 in CASH only.brbrTo ensure a safe and enjoyable experience for all our guests, we require that the primary renter be at least 25 years old. This policy helps us maintain a respectful and responsible environment for our community. Thank you for your understanding and cooperation.brbrPlease note: The neighborhood HOA regulations prohibit parking of commercially marked vehicles within the plantation. We kindly ask guests to plan accordingly to ensure a smooth and enjoyable stay.

Bed

Bath

Sleeps

$289.59

/ Nightly

Private Vacation Home

Cozy Cottage in Sea Pines, Short Walk to Beach and Pool

Hilton Head Island, South Carolina, United States

Tucked among the pines in the heart of Sea Pines, this distinctive Night Heron cottage offers a rare blend of privacy, convenience, and coastal charm. Recently updated with a modern, beach-inspired renovation, the one-bedroom retreat features an airy open floor plan inside a unique nine-sided structure, creating an inviting space that feels both playful and serene.brbrThe living area opens onto a sun-kissed deck where you can sip morning coffee or unwind after a day by the ocean. Inside, you’ll find a fully equipped kitchen, cozy seating, free Wi-Fi, and cable TV, with thoughtful touches like keyless entry, in-unit washer and dryer, and starter supplies of soaps and paper goods. The spacious bedroom includes a king-sized bed and adjoining full bath with shower, while a pull-out option allows the cottage to comfortably accommodate up to four guests.brbrStep outside and it’s just a five-to-seven minute stroll through a shaded grove to one of Hilton Head’s most enchanting stretches of beach. The community’s pool—with updated bathrooms and showers—is also available for your use.brbrGuests will appreciate the convenience of being moments from Sea Pines’ dining, shopping, and entertainment, as well as access to world-class biking, golf, and tennis. The property allows pets (with restrictions and an additional fee), making it a perfect option for pet-friendly travel.brbrAdditional details: the cottage is single-level, slightly elevated, and limited to parking for one vehicle (no street or extra parking available). This is a non-smoking property. Guests will receive one Sea Pines pass with their rental. Snowbird stays are welcome with discounted monthly rates available.brbrWhether you’re seeking a romantic hideaway, a peaceful work-from-anywhere retreat, or a base for Hilton Head adventure, this Night Heron cottage offers the ideal setting to relax, recharge, and enjoy the best of Sea Pines living.

Bed

Bath

Sleeps

$775.13

/ Nightly

Private Vacation Home

Luxury 6BR Family Beach Oasis

Hilton Head Island, South Carolina, United States

Summary:brbrSpacious 6BR/4BA home in Hilton Head’s Sandcastle community, just minutes from the beach! Perfect for large groups, this retreat sleeps up to 20 guests comfortably. Enjoy the private pool, modern kitchen, open living spaces, and plenty of room to gather or relax. Ideal for family vacations, reunions, or group getaways, with dining, golf, and island attractions nearby. Create lasting memories at this coastal getaway built for fun and relaxation!brbrbrbrThe Space:brbrWelcome to 52 Sandcastle, a stunning 6BR/4BA home designed for unforgettable group getaways. Sleeping up to 20 guests, this spacious retreat offers a private pool, stylish interiors, and multiple gathering areas for family and friends. Located in Hilton Head’s sought-after Sandcastle community, you’re just a short stroll or bike ride to the beach, dining, and activities. Perfect for reunions, celebrations, or a relaxing island escape!brbrbrbrGuest Access:brbrYou will have access to the entire home. A unique code for your party will be generated and you can access the unit via a digital lockbrbrbrbrThe Neighborhood:brbrLocated in the gated Sandcastle community, this home offers the best of Hilton Head living—peaceful, private, and just a short walk or bike ride to the island’s famous beaches. Guests will love the easy access to bike paths, golf courses, tennis, and family-friendly attractions. Nearby Shelter Cove and Coligny Plaza feature dining, shopping, and entertainment, while the community itself provides a relaxed coastal setting perfect for vacationers.brbrbrbrGetting Around:brbrGetting around Hilton Head is easy with a car or bike. Most attractions, restaurants, and shops are just a short drive away, and the island’s extensive bike paths make biking a favorite way to explore the beaches, parks, and nearby areas. Ride-sharing and taxis are limited, so we recommend bringing or renting a car and bikes for the most convenient experience.brbrbrbrInteraction with Guests:brbrWe will be available by phone or messaging!

Bed

Bath

Sleeps

$697.58

/ Nightly

Private Vacation Home

Southern Charm, Upscale Home - 19 Egret

Hilton Head Island, South Carolina, United States

Experience Southern charm at its finest in this sophisticated 4-bedroom retreat, just steps from North Forest Beach. Featuring a gourmet kitchen, luxurious master suite, and an inviting 12' x 24' pool, this home seamlessly blends upscale comfort with beachy vibes. The wrap-around covered porch, complete with hammock and rocking chairs, creates the perfect setting for lazy coastal afternoons.brbrThis elegant beach home welcomes you with classic heart pine wood floors and sophisticated coastal décor throughout. The main level opens to a warm foyer leading to a gourmet kitchen featuring granite countertops and premium appliances, complemented by a breakfast bar seating six. The adjacent living room offers plentiful seating and entertainment options, flowing seamlessly to the wrap-around covered porch. A spacious dining area accommodates your entire group with a full bench plus five chairs.brbrThe main floor houses three beautifully appointed bedrooms: a queen guest room with a flat-screen TV and cozy chair, a bunk room featuring two sets of twin bunks, and a king bedroom, each serviced by well-appointed hall bathrooms. A generous laundry room provides ample space for beach towel management.brbrThe crown jewel awaits upstairs - a magnificent master suite preceded by an intimate conversation area. The bedroom features a stately four-poster bed, dedicated TV lounge with couch, and a spa-like ensuite bathroom complete with dual vanities, private tub, shower, and a convenient dressing bench.brbrThe private backyard is a recreational haven featuring a spacious 12' x 24' pool (heating available for additional fee), comfortable lounge chairs, and an outdoor dining area. Entertainment continues with a ping pong table and gas grill. The home's piece de resistance is the wrap-around covered porch, thoughtfully furnished with ample seating, a relaxing hammock, and classic rocking chairs. WiFi service and ceiling fans throughout ensure modern comfort meets coastal charm.brbrNestled in the coveted North Forest Beach area, this home provides an ideal base for your Hilton Head Island adventure. The location offers the perfect blend of beach access and urban convenience, situated along a pristine one-mile stretch of beachfront extending from Coligny Circle to the Crowne Plaza Resort. The non-gated community puts you mere steps from the ocean and within easy walking distance of Coligny Plaza, the island's original shopping center. Over 100 shops and restaurants are within strolling distance, offering endless options for dining, shopping, and entertainment. The area boasts excellent amenities including tennis courts, miniature golf, and extensive bike trails, making it one of Hilton Head's most sought-after beach communities.brbrKey Features:br- 2,400 sq ft of Beachside Oasisbr- Luxurious Pool and Outdoor Patio Spacebr- Ping Pong Table by Poolbr- (3) Parking Spotsbr- Pool Heat Upgrade Availablebr- 4th Row, Easy Private Beach Accessbr- Conveniently Located in North Forest BeachbrbrDistancesbr~ Beach: 300 ftbr~ Coligny: 0.5 mibr~ Harbor Town: 5.0 mibr~ South Beach: 5.8 mibr~ Shelter Cove: 4.9 mibrbrFirst FloorbrBedroom 1: 1 Queen (hall bath) brBedroom 2: 2 Bunks (twin over twin) (shared bath) brBedroom 3: 1 King (shared bath) brbrSecond FloorbrBedroom 4: 1 King (private bath) brbrHH STR Permit #39274

4

Bed

3

Bath

12

Sleeps

$902.04

/ Nightly

Private Vacation Home

Luxury Dunes Paradise - Private Pool

Hilton Head Island, South Carolina, United States

Summary:brbrLive the Hilton Head vacation everyone wishes they booked. This luxury Palmetto Dunes retreat on Hilton Head Island features a private heated pool, stunning open-concept design, gourmet kitchen, kids’ bunk room, and designer coastal interiors just minutes from the beach. Spend your days golfing, biking, boating, and soaking up island life before coming home to your own private backyard oasis.brbrbrbrThe Space:brbrDesigned for unforgettable group getaways and family vacations, this beautifully updated Hilton Head home blends luxury coastal style with relaxed island living. The open-concept layout features soaring ceilings, abundant natural light, and spacious living areas that make it easy for everyone to gather together while still having room to unwind.brbrbrbrThe home includes four beautifully furnished bedrooms, with the master bedroom and bedroom 3 including an ensuite bathroom! A fun bunk room with two bunk beds for kids, and a separate office lounge space with a couch for quiet relaxation or remote work. The gourmet kitchen is fully equipped with stainless steel appliances, generous counter space, and everything needed for cooking meals at home or entertaining after a day at the beach.brbrbrbrStep outside to your own private backyard oasis featuring a heated pool, outdoor lounge areas, and plenty of space to enjoy the warm coastal weather. Located in the heart of Palmetto Dunes on Hilton Head Island, guests are just minutes from world-class golf, beaches, biking trails, restaurants, tennis, and marina activities.brbrbrbrGuest Access:brbrGuests will have full private access to the entire home, including all living spaces, bedrooms, bathrooms, gourmet kitchen, private heated pool, outdoor lounge areas, driveway parking, and garage access. This property includes: 6 beach chairs, plus 4 quad chairs, Beach wagon, Beach umbrella, Cooler, Beach towels, Sand toys (family-friendly homes) for your enjoyment! brbrbrbrGuests will also enjoy convenient access to nearby public beaches, scenic biking and walking trails, world-class golf, tennis, restaurants, shopping, and all the attractions that make Hilton Head Island such a popular coastal destination.brbrbrbrThe Neighborhood:brbrLocated in the highly sought-after Palmetto Dunes area on Hilton Head Island, this home places you in the center of everything that makes Hilton Head special. Guests are just minutes from beautiful public beach access, championship golf courses, scenic bike paths, tennis and pickleball courts, waterfront dining, shopping, and marina activities. The neighborhood is known for its quiet coastal atmosphere, lush landscaping, and easy access to outdoor adventures including kayaking, boating, biking, and beach days. Whether you’re looking for a relaxing getaway or an activity-filled vacation, Palmetto Dunes offers the perfect balance of luxury and island charm.brbrbrbrGetting Around:brbrLocated in the highly sought-after Palmetto Dunes area on Hilton Head Island, this home places you in the center of everything that makes Hilton Head special. Guests are just minutes from beautiful public beach access, championship golf courses, scenic bike paths, tennis and pickleball courts, waterfront dining, shopping, and marina activities. The neighborhood is known for its quiet coastal atmosphere, lush landscaping, and easy access to outdoor adventures including kayaking, boating, biking, and beach days. Whether you’re looking for a relaxing getaway or an activity-filled vacation, Palmetto Dunes offers the perfect balance of luxury and island charm.

4

Bed

4

Bath

10

Sleeps

$517.0

/ Nightly

Hotel Resort

2-bedroom resort in charming Hilton Head Island with AC 2 blocks from the ocean

Hilton Head Island, South Carolina, United States

This delightful resort is the perfect home base for your trip to Hilton Head Island. Guests enjoy two spacious bedrooms with ensuites each featuring a king bed for a restful night. The two bathrooms include a jetted bathtub, adding a touch of relaxation after a day of exploring. Cool air conditioning keeps the space comfortable, while thoughtful touches like a hair dryer and iron make packing light easy. Whether you’re unwinding indoors or stepping out to enjoy the surroundings, this quaint retreat offers a welcoming vibe. Our place is equipped for both long or short stays to make your holiday one to remember.

Bed

Bath

Sleeps

$261.5

/ Nightly

Villa

Courtside 52- ground level 2BR flat!

Hilton Head Island, South Carolina, United States

Welcome to 52 Courtside! This beautifully outfitted 2 bedroom, 2 bathroom ground level flat (just one exterior step!) offers an open concept floor plan and easy access to the community pool, located just steps from your private outdoor space! brbrThe living area offers comfortable seating, including a sleeper sofa, a Smart TV and access to the private, covered patio through sliding doors. The dining area seats 6 comfortably, and the updated kitchen features stainless applianaces, a Keurig Duo coffee maker and is equipped with all you'll need to cook a meal for your family!brbrThe main bedroom offers a king bed, bedside charging stations, Smart TV and private bathroom with a tub/shower combination. The guest bedroom offers two full size beds, bedside charging stations, a Smart TV and access to a hall bathroom with a large, tiled walk-in shower. Both bathrooms have chair-height toilets and hair dryers. brbrCourtside Villas are an easy 5-minute walk to the beach, 3 blocks to Coligny Plaza, and 2 blocks to the new Low Country Celebration Park. The Van Der Meer Tennis Center is right next door. The community has 2 beautiful pools, guests get tennis privileges up to one hour per day at the tennis center, and the HHI trolley stop is right out front. brbr2 car pass maximum. Per community rules, the property allows a maximum of 4 adults and 4 children. brbrThe Forest Beach area is known as Hilton Head's downtown offering a wide variety bars, restaurants, gift shops, grocery stores and the buzzy Coligny Plaza. All of this is situated within the natural beauty of Hilton Head Island and directly on one of the finest beaches on the east coast. Forest Beach rentals put you in the heart of the Hilton Head Island action!brShort Term Rental Permit # 045022brShort Term Rental Permit # 045022

Bed

Bath

Sleeps

$629.64

/ Nightly

Private Vacation Home

Pet Friendly Wonderful Updated Luxury Sea Pines 4 BR Bikes & Beach Gear included

Hilton Head Island, South Carolina, United States

Pack your flip flops and swimsuits but leave your stress and worries behind. When you stay at Dewberry Beach House at Sea Pines, you’ll be able to rest, relax and revel in an amazing Hilton Head Island getaway. Centrally located in Sea Pines, our fully-renovated and spacious beach home is close to everything — the pool, the beach and Harbor Town for dining, shopping and entertainment. Three parking passes are included with your rental. The driveway can only handle maximum three cars. Your reservation includes bike rentals and beach gear with every stay. Pet friendly up to two pets, under 50 pounds, $175 for one and $250 for two pets. 16 Dewberry in Sea Pines is professionally managed and operated by Hilton Head Vacations, Inc, a locally owned company.brbrWhen it’s time to break out of your social bubble and reconnect with friends and family, this home has the space you need. The home sleeps 14 people comfortably in the four bedrooms, each with their own 50” TV. Three of the bedrooms boast king beds and the master bedroom comes with a private en-suite bathroom. Let the kids take over the fourth bedroom with its two sets of bunk beds each with a trundle, sleeping six kids. It’s a slumber party waiting to happen! The sleeping space doesn’t stop there either; the loft has two additional twin beds. brbrThe open and airy living room has tons of living space too with a large sectional sofa and big 65” flat screen TV. Sliding glass doors and sky lights let in tons of natural light and offer awesome views of the pretty backyard. Sip on a cold drink on the huge back deck as the sun sets on another incredible day. brbrYou’ll appreciate the comfortable and clean spaces—everything is new and fresh! The home has WiFi, a brand new central air system, commercial washer and dryer and other amenities to make you feel right at home. The littlest guests will be comfortable too. These are just a few examples of this well-appointed rental that allows you to arrive and relax.brbrYou’re just a short walk to the community pool, playground and tennis and basketball courts. If you want to explore on two wheels, bike paths are everywhere - a short 5-7 minute bike ride will have you on the beach or at Harbor Town. Pack a cooler with drinks and make your way down to the beach for an afternoon in the sand and waves. After you get your fill of vitamin D, head into Harbor Town for a bite to eat and to browse the shops. brbrHilton Head Island draws visitors year after year with its beautiful beaches, fun family-friendly vibe and plentiful outdoor activities. Our family has been under the spell of Hilton Head Island for many years, and we can’t wait to share that magic with you!brbrbrYour Hilton Head Island vacation just got even better with our brand-new VayKLife Bike Rentals and Beach Gear Included program! For all new bookings made on or after 4/15/25 of 3–21 nights, you’ll receive complimentary bike rentals and beach gear credit, ensuring your coastal getaway is as effortless as it is unforgettable. With your VayKLife credit, you can select from a premium collection of beach essentials, all delivered straight to your door—no hassle, just fun. Keep an eye out for an email from VayKLife to customize your gear selection and get ready to experience Hilton Head like never before!

Bed

Bath

Sleeps

$314.12

/ Nightly

Villa

Coastal Calm Retreat: Hilton Head Island 2b/2b Villa

Hilton Head Island, South Carolina, United States

Pet (Dog) Friendly Villa: Pitties and Rottweiler's are not permitted in Palmetto Dunes Resort. brbrHead Island is waiting for you at this updated 2-bedroom villa tranquil retreat with all the essentials needed for a getaway. Feel at home while enjoying the serene surroundings of Hilton Head Island.brbrWe acquired this unit January 2025, no rental history available. Please know that this unit has received 4.8-star reviews in the past. We have been renting to vacationers like yourself on Hilton Head Island for 15+ years.brbrWith this villa being only a short 10-minute stroll to the beach, and the Dunes House Grill, this villa is where you want to be with all the comforts of home. But you must visit one of the 5 pools - one is about a 30 second walk from the villa.brbrYou will have everything you need for your stay...fully equipped kitchen, including new washer and dryer, fresh bed linens, fluffy towels, and for your convenience, a starter kit of amenities so you don't have to run to the store the minute you arrive.brbrMaster bedroom has king size bed, and second has two queens, sleeping 6 comfortably. brbrThe living room and both bedrooms have flat screen TVs, and FREE secure wireless internet allows you to stay connected.brbrA private deck with gas grill allows for additional dining and relaxation under the stars. It also allows a relaxing view of the larger pond with fountain within the complex.brbrAlso included is the FREE Palmetto Dunes Buggy shuttle service that is available April-September. This quick and easy, no hassle service picks you up at the villa and can take you to the Disney House & Dunes House beachfront centers for private beach access, grill and restrooms. Shelter Cove Harbour, mall and plaza are also easily accessed using the shuttle, including the new Kroger Grocery store.brbrActivities for everyone! Robert Trent Jones Oceanfront clubhouse is a short 10-minute walk, with Big Jims BBQ located inside. Palmetto Dunes Tennis, bikes, canoes, kayaks and fishing gear rentals available minutes away from our villa. Palmetto Dunes Oceanfront Resort is located mid-island and is so convenient to everything.

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Bath

Sleeps

$792.0

/ Nightly

Private Vacation Home

38 Bradley Beach-Private Heated Pool-4 Bedroom 3.5 Bathroom-Steps to the Beach!!

Hilton Head Island, South Carolina, United States

brEASY BEACH ACCESS IN A COMFORTABLE PRIVATE HOME - 2024 Full Home Renovation Just Completed - All new luxury bathrooms and modern open concept kitchen with large island. Walk out the front door to beautiful Driessen Beach Park, just 100 yards away, and a short boardwalk stroll to the sand. Driessen Beach is a quiet locals beach, away from the crowds. You will also have the seclusion and beauty of a modern, updated home with a private heatable pool and a spacious deck and patio, where you can relax and enjoy the quiet beauty of the nature preserve behind our house.brbrThe perfect home for families, friends (and dogs!). This well-maintained private home is comfortable inside and out, including 4 bedrooms, 3.5 bathrooms, a large dining area, and a fully equipped kitchen and laundry room. You'll also find the comforts of home such as Flat Screen Smart-TV's, Cable and High Speed Internet/WiFi. brbrOn the outside, walk out from the living room to our 12x21 deck, perfect for relaxing, grilling, and dining while enjoying the quiet of the beautiful nature preserve. Walk down the steps to enjoy the rest of our backyard oasis - sit in and watch TV in our new covered paver patio area, and swim in the private pool, all in a private, fenced-in yard. The Pool can be heated for your comfort during your stay. brbrThe best part of our home is its location - a four-minute walk to the beach through beautiful Driessen Beach Town Park - a hidden gem on Hilton Head Island. It features a fun modern playground for the kids, comfort stations, outdoor showers, a foot rinse station, and a four-minute walk to the beach on an elevated boardwalk through a beautiful, undisturbed natural area. You'll also find whatever you need for the beach, including chairs, toys, and carts available for your use in the basement of our home.brbrWe are also dog-friendly ($300/week). brbrHouse Details:brbrFirst Floor: Kitchen completely updated in 2022 with new appliances and a large island for eating and gathering. Also, updated laundry room with a large new washer and dryer. Spacious living room with 65-inch Flat Screen Smart-TV, large sectional sofa, and dining area for 10.brbrBedroom 1: First FloorbrMaster Bedroom, King Bed, Flat Screen, Smart TV, Master bath completely renovated in 2022 with new luxury shower and vanity. brbrBedroom 2: Second Floor, Master Bedroom, King Bed, Flat Screen TV,brwith a newly renovated luxury Private Bathroom with a beautiful tile shower/tub combo and vanity room with LED mirror.brbrBedroom 3: Second Floor, Two Queen Beds,brFlat Screen Smart-TV, Newly Renovated Luxury Bathroom with large tile shower and LED mirrors.brbrBedroom 4: Second Floor, TwobrQueen Beds, Flat Screen Smart-TV, Newly Renovated Luxury Bathroom with large tile shower and LED mirrors.brbrPrivate Pool - Dimensions: 17' x 6' 5-foot depth (Heated - additional fee $300/week)brbrParking for 2 cars in driveway and 2 in garage. brDoorbell camera for security. brbrSleeps 10 comfortably.brbrWhat's Near Our Home:brbr- Under five-minute walk (0.2 miles to the sand) to Driessen Beach Park and beach access (with a matted walkway so it's easy to pull a cooler or cart)brbr- Less than 5-minute drive to grocery, retail, and restaurants at Shelter Covebrbr- Easy access to world-class golf courses, including Port Royal, Palmetto Dunes, and Shipyard (discounts available)brbr- Less than 6 miles to Coligny Plaza shops, restaurants, and the new green-space park.brbr- Town of Hilton Head Short-Term Rental Permit Number #048090

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Sleeps

$700.81

/ Nightly

Private Vacation Home

4 Scaup Court: A BESTNEST by Beverly Serral

Hilton Head Island, South Carolina, United States

Welcome to the BESTNEST at 4 Scaup Court in Sea Pines. Here’s the skinny - just buzz us for more details! Our advertised rates are our very best rates and calendar shows real time availability. We encourage you to book online! brbr• Spacious, 3 BR/3 BA home with 1 king, 2 queens, 2 twins. Each bedroom has en suite bath.br• 3rd row Ocean--Stand on the sand in less than 2 minutes.br• Private pool, heatable in cooler months, and gas grill with full time propane- gorgeous lagoon view!br• Master suite has separate den/media room.br• Open concept living area plus big dining area and kitchen with bar. Fireplace is decorative and not for guest use.br• Password protected WiFi an 5 LED televisions.br• Open, airy kitchen with stainless appliances and seating for 9.br• Laundry is a breeze with full size washer and dryer.br• Ample parking including big garage.br• Quick bike ride to South Beach Marina Village in less than 5 minutes.brbrWhat’s in a BESTNEST:brbr• Our hallmark CLEANLINESS! Yes, we’re shouting it out and so are our guests- just read our reviews.br• Linens: Ahhhhh, yes! Completely comfortable, all cotton bed and bath linens including extra blankets and clean and comfy sleeping pillows, and clean kitchen linens.br• Always provided in every BESTNEST in quantity for your stay: beach chairs/umbrellas/sand toys/beach cart, beach towels, a supremely equipped kitchen (in quality and quantity), hand soap, dish soap, kitchen sponges, trash bags, paper towels, tissues and toilet paper, your favorite hair dryer ever, fragrance free laundry soap and dryer sheets, ziploc bags, coffee filters, cleaning supplies, loads of quality coat and skirt hangers, and a few surprises.br• Always courteous, knowledgeable, and professional, 24/7 guest service.br• Allow us to amaze you, again and again. brbrOur FAQ:brbrHOW FAR TO BEACH: Out the front door, cross South Sea Pines Drive-- less than 2 minutes walk and your toes are in the surf. brbrPETS: We welcome your dog for an additional fee of $350. Regrettably, Labradors and other oily coated breeds are not allowed. Dogs are never allowed on furniture or beds (or their humans have to pay a fine) and must be crated when left alone. Please inquire if you have questions. brbrPAYMENTS: For reservations made thirty (30) days or less days prior to arrival, payment in full is due at the time the reservation is made. For reservations made thirty one (31) days or more prior to arrival, payment of 25% of the total is required, and the full amount of travel insurance premium, if accepted, is required at the time of booking. The balance of the final total is required thirty (30) days prior to arrival. Long term winter reservations policy differs- please inquire. brbrCANCELLATIONS: You are welcome to cancel your reservation without penalty and receive full refund of your deposit up to 31 days prior to arrival. Cancellations made 14 days to 30 days prior to arrival will receive a 50% refund of total payment. At 13 days prior to arrival, your reservation becomes noncancelable and non-refundable. Travel insurance is always highly recommended. brbrPOOL: Heatable with electricity (cost effective, but ineffective in coldest months of the year). Charge for electric pool heat is $150.00 for the first day and $50.00 each additional day during March - May and September - November. This charge is non-taxable and non-refundable.brbrABOUT US: We are proud to have developed a niche concept in vacation rentals on Hilton Head Island: Each and every BESTNEST is outfitted and equipped to exactly the same high standard, no matter the address. Nothing quite compares to a BESTNEST.brbrSTR Permit Number: 029056

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Bath

Sleeps

$388.49

/ Nightly

Villa

NEW LISTING***Southern Charm Villa *** Beautifully Updated

Hilton Head Island, South Carolina, United States

Escape to your beautifully renovated Queens Grant Villa, just steps to the pool and a quick walk to the beach. Your TurnKey single floor villa, located in the renowned Palmetto Dunes Plantation, is located next to the Robert Trent Jones Golf Course and award-winning Palmetto Dunes Tennis and Pickleball Center, with many dining and shopping options nearby. This 2-bed, 2-bath vacation rental offers a gorgeous large furnished deck with beautiful views of the lagoon. brbrLiving AreabrbrInside your 1,450 sq foot villa has a beautiful open luxurious floor plan and breathtaking high vaulted ceilings along with an outside deck and much more! Gorgeous furnishings in the living area where you can relax, read a book, watch a movie on your 55 TV, or play a game from from the game closet. brbrKitchen/ DiningbrbrYour beautifully updated kitchen is well equipped for anything from making a delicious cup of coffee (from your Espresso maker, Keurig or Coffee Pot) to baking your favorite pies or desserts, and everything in between. Enjoy using any of your amenities which include omelet maker, waffle maker, and blenders for your morning smoothies and much more. brbrBed / BathbrbrYour single level condo can comfortably sleep 6 to 8 people. The master suite has a king size bed and a beautifully updated private bathroom with a walk-in shower. The second bedroom has two full beds and an attached bathroom with a tub/shower combo. Each bedroom has a ceiling fan for your comfort and plenty of closet/drawer space to fit your needs. There is also a sleeper sofa in the main living area. brbrOutdoor DeckbrbrYour secluded, furnished, private deck is accessible through sliding doors from both main living area and master bedroom. It is a beautiful area to sit and relax or prepare a meal on your gas grill.brbrA service court off the kitchen provides an outdoor shower and storage for beach chairs, etc.brbrThe Dunes Buggy Shuttle is a FREE shuttle service that picks you up at the villa and takes you anywhere within Palmetto Dunes or to Shelter Cove. It runs 8am-9pm in the summer.brbrYou will be responsible for any damage to the rental property caused by you or your party during your stay.brbrVILLA REGULATIONS:br**No smoking of any kind br**No petsbr**No rearranging furniturebr**No bikes, kayaks, etc. on deck brbrADDITIONAL COMMENTS:br**Must be 25 in order to rentbr**Parking pass required for all vehiclesbr**Keyless entrybr** Located in the #1 family resort in North Americabr**Cable and Wi-Fi includedbr**Washer and dryerbr**all linens, extra pillows and blankets are also providedbr** Board games & booksbr**Large closetsbr**Ceiling fans in both bedrooms and main roombr**Desk for catching up with workbr**Smart Keyless Entrybr**Espresso Makerbr

2

Bed

2

Bath

6

Sleeps

$495.0

/ Nightly

Condo

Lagoon View Large 3BR/3BA condo in Hilton Head Island at Waterside by Spinnaker

Hilton Head Island, South Carolina, United States

Spacious Coastal Retreat Just Steps from Coligny Beach – 3BR Villa at WatersidebrbrExperience the best of Hilton Head Island at Waterside by Spinnaker Resorts—a beautifully landscaped, family-friendly retreat just two blocks from the sandy shores of the Atlantic Ocean and the vibrant Coligny Beach and Plaza area.brbrThis spacious 3-bedroom, 3-bath villa offers over 1,700 square feet of thoughtfully designed living space, ideal for families or groups seeking both comfort and privacy. The layout includes:brbr* A primary suite with a king bed and ensuite bathbr* A second bedroom with a king bed and private bathbr* A third bedroom with two twin bedsbr* A queen sleeper sofa in the living room for additional guestsbrbrThe open living area is perfect for relaxing after a day in the sun, while the fully equipped kitchen complete with stove, oven, microwave, full-size refrigerator, dishwasher, and dining for six makes meals easy and enjoyable.brbrStep out onto your private balcony overlooking a tranquil lagoon, the perfect spot for morning coffee or evening drinks. A washer and dryer in-unit adds extra convenience for longer stays.brbrGuests enjoy access to outstanding resort amenities, including:brbr* Two outdoor poolsbr* A hot tubbr* A children’s splash areabrbrBeyond the resort, you’re just a short walk or bike ride from Hilton Head’s top restaurants, shops, and entertainment, as well as world-class golf, including Shipyard Golf Club just minutes away.brbrWhether you’re soaking up the sun at the beach, exploring scenic bike trails, enjoying local seafood, or simply unwinding in a peaceful coastal setting, this villa offers the perfect balance of relaxation and activity for an unforgettable Hilton Head getaway.brbrOther things to note:br• Primary Guest checking in must be at least 21 years of age with a valid ID and credit card for security deposit. Your security deposit will be returned to you after Check Out if you have not made any charges to your room.br• Waterside is professionally managed and operated by Spinnaker Resorts. The Front Desk is staffed for Check-In, Check-Out, and is available for any questions, issues, or need for assistance.br• Check In time is 4:00pm (or after) and check out time is 10:00am. Please check with the resort Front Desk for any possibility of earlier unit availability and / or early use of the resort amenities during check-in days.br• Please note that once you Check In and get access to your unit, if you encounter any issues or concerns regarding Housekeeping, Maintenance, etc.…please contact the Front Desk / Office IMMEDIATELY. The staff members on-site provide the best opportunity to get any concerns resolved in the fastest and most efficient manner.br• Two FREE parking passes are included with this unit. If you need a parking pass for an additional vehicle you can arrange this directly with the Front Desk for an additional fee.br• Bedding linens, blankets, pillows are provided, as are bath towels. If you need additional items or want fresh bedding linens or towels during your stay, please contact the Front Desk.br• There is no daily housekeeping provided. However, there is a Washer / Dryer conveniently located inside your unit for your personal use. If additional housekeeping is desired during your stay, it is available for an additional fee scheduled directly with the resort Front Desk.br• Utensils, Dishes, and some basic Pots and Pans are provided. br• Pool towels are provided for free, and they can be exchanged for fresh ones on an unlimited basis.br• If you don’t bring your own Beach Chairs, Umbrellas, Equipment, etc., you can rent the equipment on HHI.br• Usage of the Fitness Center / Indoor Pool at SR Hotel available (a different location). Only $20 additional per unit for the entire week. This $20 fee is payable directly to Spinnaker Resorts at Check In. Fitness Center / Indoor Pool facilities open at 6am from Mon to Fri and includes showers / changing room.br• You will see wildlife native to South Carolina, including occasional glimpses of alligators that may be lounging in the lagoon areas. So please DO NOT attempt to swim in the lagoons.

3

Bed

3

Bath

8

Sleeps

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$388.49

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