Vacation Rentals By Owner In Hilton Head Island, SC

Located on Hilton Head Island in the gated Sea Pines community, 206 N. Sea Pines Drive is a luxurious manor-style home with 8,650 square feet and located on a spacious 2 acre lot. Located a short stroll from the beach, this unique and truly exceptional home features 7 bedrooms, 8.5 baths, garage use and bedding for 20 guests. Every inch of this elite home is appointed with the finest materials, from custom cabinetry and built-ins, to heart of pine and tile flooring, granite counters, coffered ceilings, Thermador appliances, original artwork and the finest architectural columns and moldings. brbrBedrooms include a Primary Suite on the first floor with King bed and separate His and Her baths with walk-thru shower. This Suite includes a private den with sofas, desk and TV, which serves as a quiet place to read, relax or work remotely. The second floor features 4 guest suites, including 3 suites with king beds and full baths and a bunk bedroom with 2 sets of twin over twin bunk beds and two twin trundle beds. The home also features a guest house with 2 private bedrooms and full baths, one with a King bed and the other with a pair of bunk beds. All bedrooms include large closets and flat screen TVs, and free wireless internet is available throughout the home.brbr206 N. Sea Pines Drive is a resort unto itself with state of the art amenities including the gourmet kitchen, home theater with luxury seating, recreation room with sofas and large TV, office, screened porch with dining table, chairs and TV, cabana bar with TV and gas grill, covered walkways lined with columns and large infinity pool with underwater seating and built-in Spa. brbrbrLocationbrbrSea PinesbrUnique 2-acre Lot, short walk to beachbrbrbrAmenitiesbrbrPrivate Pool, Spa and Bar Area with Gas GrillbrPool can be heated for an additional fee. Spa heat included with rental. brMember home of the Atlantic Point community with access to the beach, tennis and pickleball court and community pool. brScreened Porch with dining table, chairs, ceiling fans and TVbrChef's kitchen offers 2 center islands, Thermador appliances, 2 ovens, electric range and 2 dishwashersbrHome Theatre with projection screen and luxury reclining chairsbrFree Wireless Internetbr14 TV's (8 in bedrooms, 1st Floor Den, Living Room, Office, 2nd Floor Recreation Room, Screened Porch, Poolside Bar)brLaundry RoombrTwo-car garage for guest usebrPaying guest reservations staying between 4-21 nights will receive VayK Life beach/bike gear credit. This will be emailed to you after making a reservation and is valid for VayK Life rentals only. brbrbrProperty Detailsbrbr7 Bedroomsbr8 Full & 1 Half BathbrSleeps 20brPrimary Bedroom Suite, Kitchen, Dining, Den, Office, Laundry Room, Powder Room, Main Living Room and Screened Porch on 1st Floorbr3 King Bedroom Suites, 1 Bunk Bedroom Suite, Home Theater and Recreation Room on 2nd Floorbr2 Guest House Suites: 1 King Bedroom Suite and 1 Bunk Bedroom SuitebrbrbrBedding and Bathsbr(Level 1) Primary Suite with King bed and full His and Her bath (separate tub, walk-in shower)br(Level 2) Guest Suite with King bed and full bath (walk-in shower)br(Level 2) Guest Suite with King bed and full bath (walk-in shower)br(Level 2) Guest Suite with King bed and full bath (walk-in shower)br(Level 2) Bunk Suite with set of 2 Sets of Bunk Beds and 2 trundle beds (6 Twins) and full bath (walk-in shower)br(Guest House 1) Guest Suite with King bed and full bath (walk-in shower)br(Guest House 2) Guest Suite with 2 Sets of Bunk Beds (4 Twins) and full bath (walk-in shower)brbrIt is easy to enjoy all that Sea Pines has to offer from 206 N. Sea Pines Drive. Sea Pines is a world-class vacation resort with pristine beaches, miles of biking trails, Lawton Stables with live petting zoo, public golf courses, including Harbour Town Golf Links, Racquet Clubs, shopping, restaurants and fully operational marinas in Harbour Town and South Beach with water sports, fishing charters and live entertainment. Paying guest reservations staying between 4-21 nights will receive VayK Life beach/bike gear credit. This will be emailed to you after making a reservation and is valid for VayK Life rentals only. brbrAs a member home of the Atlantic Point community, guests of 206 N. Sea Pines Drive enjoy access to the beach, tennis and pickleball court and community pool within the Atlantic Point neighborhood, located directly across the street.brbrProfessionally managed by Destination Vacation HHI, a locally based company serving Hilton Head Island for over 20 years. Our local team is always available to help with questions before and during your stay.brbr(Please contact Destination Vacation for correct Cancellation Policy as it differs from VRBO policy below. Reservations are tentative until confirmed by Destination Vacation (DV). DV must approve any online bookings that are not Saturday-to-Saturday.)

206 N. Sea Pines Drive – Luxury Resort-Style Living

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$264.55

Beach Gear Provided | 1 Mi to Shore | Private PatiobrCraving a coastal escape with entertainment at your beck and call Look no further than this Hilton Head Island vacation rental! Nestled in the heart of Palmetto Dunes, this condo serves up sunshine and seaside fun for everyone. Rally a few points on the tennis court, head to the beach for sandy toes, or cannonball into the community pool. After, toast to the day with your favorite drink on the patio, then cue up a movie on the Smart TV.br-- THE PROPERTY --brSLEEPING ARRANGEMENTS- Bedroom 1: 1 queen bed- Bedroom 2: 1 queen bed- Living Room: 1 sleeper sofabrCOMMUNITY AMENITIES - Resort- Gated community- Tennis and Pickle ball courts - Resort shuttle- Outdoor pool (not heated)- Beach access- Observation decks- Tennis & pickleball courts- Shops, outfitters center, restaurants- Bike and leisure trailsbrMAIN FEATURES- Smart TVs- Dining table, breakfast bar- Dedicated workspace- Private patio w/ seatingbrKITCHEN- Refrigerator, stove/oven, microwave, dishwasher- Drip/single-serve coffee maker- Dishware & flatware, spices, cooking basicsbrGENERAL- Keyless Entry- Free WiFi- Central A/C & heating, ceiling fans- Towels & linens, trash bags & paper towels- Washer/dryer, hangers, iron/board- Complimentary toiletries, hair dryerbrFAQ- Quiet hours (10:00 PM-7:00 AM)brACCESSIBILITY- Single-story condo, 1 step required to enterbrPARKING- Shared parking lot - Free street parking (first-come, first-served)br-- THE LOCATION --br- Near golf courses, restaurants & family-friendly attractions- 1 mile to Shelter Cove Harbour & Marina, Hilton Head Boat Rentals- 5 miles to Sea Pines Forest Preserve- 7 miles to Coastal Discovery Museum & Harbour Town Lighthouse- 5 miles to Hilton Head Island Airport, 47 miles to Savannah/Hilton Head International Airportbr-- REST EASY WITH US --brEvolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome--because we know what vacation means to you.br-- POLICIES --br- No smoking- No pets allowed- No events, parties, or large gatherings- Additional fees and taxes may apply- Photo ID may be required upon check-in- Please observe quiet hours from 10:00 PM to 7:00 AMbrADDITIONAL INFORMATION- This single-story condo requires 1 step to enter

Community Perks! Sunny Hilton Head Island Retreat

Hilton Head Island, South Carolina, United States

Bed

Bath

6

Sleeps

$262.61

Welcome to 203 Beckenham, a true HHI hidden gem! This property features 2 bedrooms, 2 bathrooms, multiple porch areas and easy access to community amenities. Enjoy views of the lagoon and the 9th hole of the Barony Golf Course! brbrThe living area is comfortably furnished and features access to the screened-in porch. The recently renovated kitchen has all you'll need to enjoy a night in! brbrBoth bedrooms feature two queen beds, and both have access to recently renovated bathrooms with tub/shower combinations. Both bedrooms also have private access to the porches. There is also a lock-out door between the guest suite for added privacy. brbrGuests of Beckenham have access to a community pool, and you'll be conveniently located just a 6-minute walk from the beach! Multiple restaurants can be found at The Westin Resort and The Marriot Barony Beach Club, located just 5 minutes away. Guests can also pay to use the the Port Royal Golf and Racquet Club. Here is where you will find, tennis, pickleball, and 36-holes of championship golf on either The Barony Course or Robber’s Row.brbrVehicle Policy: This community allows 2 car passes max. brbrCheck-in instructions will be sent via email at least 10 days prior to check-in once the Rental Agreement is signed. If your stay is within 9 days, or lesser, from the time of booking, the instructions will be sent via email as soon as the Rental Agreement is signed.brShort Term Rental Permit # 072814

Sunset Rentals | Beckenham 203

Hilton Head Island, South Carolina, United States

Bed

Bath

8

Sleeps

$230.02

This bright, airy condo is located on the second floor of Ocean Villas C building. There is a queen bed in the master bedroom, a sleeper sofa in the living room, and built-in bunks in the hallway (perfect for children). The kitchen is fully stocked and includes full-size appliances for all your culinary needs. Enjoy the salt air and nature views right from the furnished balcony, or take a short walk to the nearby pool and beach access.brbrResort View - Ocean Villas C219brProfessionally Managed by HHIB&T Vacation Rentals brbrHHIB&T Vacation Rentals is the largest and ONLY full service on-site vacation rental company operating at Beach and Tennis, thereby offering the greatest selection of villas to fit even the most discriminating taste. Check out our website or visit our Welcome Desk for today's Special Offers! Our Welcome Desk is open daily from 8am to 10pm and is located inside the front entrance to the Convention Center. brbrYour Villa:brbrAll our villas are individually owned, so you'll never get 2 exactly alike. While bed types, televisions and furniture vary by villa, all villas come with a starter supply of dish soap, bath soap, paper towels and toilet paper. All linens and towels are included and placed throughout the villa as well. In addition, ALL villas are equipped with the following: alarm clock, hairdryer, stove, refrigerator, microwave, blender, toaster, electric hand mixer, wine opener, can opener, cookware, ovenware, dinnerware, flatware, drinkware, wine glasses, fire extinguisher, cable tv, high speed internet, DVD/DVR and access to 24/7 security and emergency maintenance.brbrThe Resort:brHilton Head Island Beach and Tennis Resort is 50+ acres of fun, relaxation and good food. The Resort is host to the largest ocean front swimming pool on Hilton Head with a kiddie pool by it's side. In addition, a second, more private and low-key swimming pool is located on the south side of the Resort.brHilton Head Island Beach and Tennis Resort is situated with direct beach access by means of 4 boardwalks. Beach chair and umbrella rental are located on the beach just off the end of the boardwalk.brbrActivities:brbrSeasonally, the resort offers daily activities like Magic by Gary Maurer, learn about our coastal wildlife and environment during activities hosted by the Coastal Discovery Museum, Monday night Dive-In Movie at the big pool, Dance party by the pool, a giant waterslide and the ever-popular hair braiding. brIf that doesn't suit your fancy, the Resort also offers a playground, catch and release fishing, bike rentals, a beach volleyball court, walking trails, 8 tennis courts, 6 pickleball courts, an onsite tennis pro for lessons, fitness center, corn hole, basketball, racquetball and wildlife viewing.brbrFood and Beverage:brbrTo tempt your palate, the Resort offers many options. Located inside the Convention Center is our locally famous Coconutz Sports Bar, offering a full dinner menu, bar and home of award-winning wings, 3 years running. Gatorz pizza, open seasonally, is just down the hall from Coconutz and located just outside the rear entrance is the deck bar and outdoor dining area.brIn the mood for a cool frozen drink by the pool Visit Jamaica Joez Beach Bar located at the North end beach boardwalk. Jamaica Joez offers a full lunch menu, bar and stunning views of the beach and Atlantic Ocean. A few steps away is Jamaica Monz Ice Cream Hut. Cool off with soft serve ice cream, snow cones and a selection of frozen novelties.brbrEvent Space:brbrThe Convention Center also offers a 12,000 square foot ballroom complete with in house catering and event planning services. Want to get married on the sand We can help!

Resort View - Ocean Villas C219 -Professionally Managed by HHIB&T Vacation Rentals

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$300.3

Great Location on this Beach Front Community. Pickle Ball,Tennis and several Restaurants on location plus many a short drive away. This Newly Remodeled 2 Bedroom Unit has been remodeled with All Stainless Appliances and 3 LED Smart TV's with ROKU Plus a Top Of the Line Adjustable Mattress in the Master Unit. The 2nd Bedroom has bunk beds with a Full size mattress and a twin mattress above Plus a Twin Trundle to pull out if needed. The den has a 50 LED Smart TV. Having 2 Bathrooms is great add on at the beach as well. A new tile floor plus all new light fixtures have been added as well.

Hilton Head Get Away only steps from the beach.

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$950.78

Welcome to 2 Spanish Moss Road! This beautiful and spacious five bedroom, five bathroom (plus two half baths) home can sleep a group of up to twelve guests + features a private pool and spa.brbr2 Spanish Moss Road is located very close to the Harbourtown area of Sea Pines & a short bike ride away to the beach. It is also a great spot to be close in proximity to the annual RBC Heritage Golf Tournament without having to worry about parking! Walk along the leisure trail adjacent to the home to be in the heart of the front nine action (holes 1, 2, 8, and 9) in under 8 minutes (approx. 600 yards). brbrA nice perk of this home is that it is dog friendly allowing one dog maximum per reservation weighing 20 pounds or less. The pet fee is an additional $250 plus tax. Please reach out to our office in advance to confirm and provide details about your small dog.brbr**Bedding Configuration**brbr• Bedroom 1: King (Master, 1st Floor, 65” Flat Screen TV, Private Bath)brbr• Bedroom 2: Two Queens (Mid-Level, 65” Flat Screen TV, Private Bath)brbr• Bedroom 3: King (Master #2, 2nd Floor, 42” Flat Screen TV, Private Bath)brbr• Bedroom 4: King (2nd Floor, 42” Flat Screen TV, Private Bath)brbr• Bedroom 5: Queen (2nd Floor, 42” Flat Screen TV, Full Bathroom Access)brbr**Additional Information**brbr• Distance to Beach: This home is 1.5 miles away from the Sea Pines Beach Club. It is a very easy bike ride to the beach & bike racks are available at the Beach Club. You can also take the seasonal complimentary beach shuttle (which is available when parking is not permitted at the Beach Club). No parking is available at the Beach Club unless you are staying typically mid-September through mid-March or it is after 5pm. The seasonal beach shuttle lot is a short bike/drive away from the home. brbr• Pool/Spa Info: This home has both a private pool & spa + an outdoor half bathroom located by the pool. The pool is a freeform shaped pool approximately 25 feet at the widest and 30 feet at the longest. The spa can be heated year-round for $45/day + tax with a four consecutive day minimum. The pool can be heated seasonally between Labor Day and Memorial Day for $115/day + tax with a four consecutive day minimum. If pool heat is added, spa heat is included. No pool heat is available during the summer months. Please email or call us at least two weeks prior to your arrival if you would like to add pool and/or spa heat for your stay.brbr• Dog Friendly: This home allows one dog total per reservation & it must weigh 20 pounds or less. The pet fee is an additional $250 plus tax – please reach out to our office in advance to confirm and provide details about your small dog + pay the additional pet fee.brbr• Expansive Fully Equipped Kitchen with Regular Drip Coffee Maker & Keurig + Two Dishwashers. Separate Wine Bar with a Wine Fridge.brbr• 8 Beach Towelsbrbr• 6,364 Square Feetbrbr• Two Laundry Rooms with Washer/Dryersbrbr• Private Office with a Flat Screen TVbrbr• Two Living Areas with Flat Screen TVsbrbr• Gas Grill, Wireless Internetbrbr• Large Pool Patio with Seatingbrbr• Close Distance to Harbourtown Marina/Lighthouse/Shops/Dining/Water Sports, Shops at Sea Pines Center & Lawton Stablesbrbr• Paying guest reservations staying between 4-27 nights will receive a $250 VayK Life beach/bike gear credit. This will be emailed to you after making a reservation and is valid for VayK Life rentals only.brbr• Parking: There is parking available at the home for up to six cars max. Parking passes are an additional $17/pass/week + tax.brbrHilton Head Island Short Term Rental Permit #60584

Spacious Five Bedroom Sea Pines Harbourtown Home with a Private Pool/Spa

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$196.86

Welcome to your coastal retreat at Seaside Villas on South Forest Beach. This updated 1-bedroom condo offers a relaxed, beachy feel with modern finishes and a private balcony where you can enjoy ocean views through the trees and refreshing sea breezes. Two stylish beach bikes are included!brbrInside, the condo features wood-look LVP flooring throughout, soft coastal colors, and an open living space designed for comfort. The living area includes a comfortable sofa, accent chair, large wall-mounted TV, and sliding doors that open to the balcony. The dining area seats two and flows into a fully equipped kitchen with stainless appliances, updated cabinetry, butcher-block counters, and subway tile backsplash — perfect for easy meals after a day at the beach. We have a great cable package that includes HBO Max, Hulu, ESPN, Peacock, Paramount Plus, AMC Plus, Disney and the Tennis channel.brbrThe bedroom offers a king bed, stylish woven headboard, ceiling fan, and plenty of storage. The bathroom is clean and bright with beadboard accents, updated vanity, and a tub/shower combo.brbrStep outside and you’re just seconds from Hilton Head’s most popular beach access, plus an unbeatable location next to Coligny Plaza with restaurants, shops, live music, and entertainment all within walking distance. The Lowcountry Celebration Park is right across the street and is a great place for the kiddos as well as adults, lots of great bands and activities throughout the year. brbrWhether you’re here for a relaxing beach getaway or to be in the heart of it all, this Seaside Villas condo delivers location, comfort, and classic Hilton Head charm.brbrHilton Head Permit # 075356

Pelican Roost | Beach Views & Bikes Included

HILTON HEAD ISLAND, South Carolina, United States

Bed

Bath

4

Sleeps

$987.81

Toward the southern point of Hilton Head Island is Marriott's Heritage Club, one of three Marriott Vacation Club resorts within Hilton Head's Sea Pines Resort. Just steps away from scenic Harbour Town, you have convenient access to an appealing variety of dining, shopping and recreation.brbrHilton Head Island is known for its charm, hospitality and natural beauty. It's also an island of activity, including championship golf courses and tennis courts.brbrEnjoy some of the finest dining and shopping in the Southeast, charming yacht harbors and sophisticated galleries, as well as scenic horseback tours, ecotours, an active arts community and area museums that will take you a million miles from the ordinary.brbrNestled within Hilton Head Island's Sea Pines Resort, Marriott's Heritage Club has a great tradition of treating guests to wonderful vacations that reflect the relaxed charm of its surroundings. Just a short walk from Harbour Town Marina and its landmark lighthouse, Marriott's Heritage Club provides access to an appealing variety of recreational opportunities.

Hotel Resort

Marriott's Heritage Club 12 Free Rounds of Golf

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$332.75

Located in Palmetto Dunes-Inverness Village. This end unit features views of numerous holes on the Fazio Golf Course, including 3 greens! Just a short walk to the pool & tennis courts. 1 mile to ocean/beach. Newly renovated from top to bottom in 2021. This is a 2 story unit with approximately 1350 square feet . Updated kitchen - white cabinets, quartz countertops, breakfast bar & stainless appliances. Brand new washer & dryer in unit. Spacious master suite with vaulted ceiling, fan, walk in closet & full en-suite. Unit has a first floor bed & full bath. 3rd sleeping area with 2 twin built-ins. Queen sleeper sectional in family room. Outdoor area with grill, table with chairs and sectional couch.

Hilton Head Haven! 2 bed, 2 bath, golf views, steps to pool, minutes to beach!

Hilton Head Island, South Carolina, United States

Bed

Bath

8

Sleeps

$880.0

Toward the southern point of Hilton Head Island is Marriott's Heritage Club, one of three Marriott Vacation Club resorts within Hilton Head's Sea Pines Resort. Just steps away from scenic Harbour Town, you have convenient access to an appealing variety of dining, shopping and recreation.brbrHilton Head Island is known for its charm, hospitality and natural beauty. It's also an island of activity, including championship golf courses and tennis courts.brbrEnjoy some of the finest dining and shopping in the Southeast, charming yacht harbors and sophisticated galleries, as well as scenic horseback tours, ecotours, an active arts community and area museums that will take you a million miles from the ordinary.brbrNestled within Hilton Head Island's Sea Pines Resort, Marriott's Heritage Club has a great tradition of treating guests to wonderful vacations that reflect the relaxed charm of its surroundings. Just a short walk from Harbour Town Marina and its landmark lighthouse, Marriott's Heritage Club provides access to an appealing variety of recreational opportunities.

Hotel Resort

Marriott's Heritage Club 12 Free Rounds of Golf

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$237.39

Bright, quiet, and super clean/well maintained 1BR villa with fresh paint and new furniture and a private balcony with beach views. You’re about a 2-minute walk to the sand for incredible sunrise views. Enjoy an easy walk/bike ride to Coligny Plaza (about 0.5 miles) and nearby Lowcountry Celebration Park, known for events and festivals. You’re also close to the Sea Pines entrance (about 0.5 miles). Ideal for couples, families, and snowbirds.brbrHighlightsbrbrPrivate pool just steps awaybrLaundry down the hallbrNon-smoking building (units & balconies)brSuper comfortable 14” memory-foam queen mattressbrBunks are best for children and young teens + pull-out sofabrSpotless tub—great for kids’ bathsbrbrSeaside Villas offers convenient coin-operated laundry facilities on each floor of the building.brbrbrVIDEO TOUR AVAILABLE: After booking is confirmed, message the host for a short video walkthrough.brbrPlease note, there is a 3-night minimum stay. brbrWe look forward to hosting you at Seaside 258!

Sea Side Villas 258| | Beach View | Private Pool | Near Coligny & Sea Pines

Hilton Head Island, South Carolina, United States

Bed

Bath

4

Sleeps

$404.18

2318 Racquet Club is a rare opportunity in Sea Pines 3 BD, sleeps 8 and a pull-out couch sleeps another two. You can have a family reunion or summer vacation at this centrally located just outside of Harbour Town. The villa has access to the shared pool and tennis courts in the complex. A fully stocked kitchen with a spacious back patio allow for entertaining all summer long. Book your stay now before this once in a lifetime find is gone!brbrWelcome to Racquet Club Villas 2318, a single-level, condo tucked away in the Harbour Town Area of Sea Pines. This spacious vacation rental overlooks a neighboring lagoon. This condo also features a well-equipped kitchen, and a dining area with seating for six -- perfect for meals. Guests will also enjoy access to shared tennis courts and an outdoor pool.brbrThe bathroom amenities include start kit amenities including 2 rolls of toilets paper, paper towels hand soap.brbrWhat`s nearby:brSea Pines is a 5,000-acre resort that includes the Harbour Town Links - where they play the famed RBC Heritage golf tournament, as well as Hilton Head`s iconic lighthouse. Activities include trail rides at Lawton Stables, water-craft rentals at Harbour Town or South Beach, plus restaurants, shops, kayak rentals, and sunset cruises. And when it`s time to hit the beaches, there is a convenient trolley that guests can catch at the Racquet Club.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.brbrUse promo code getaway20 to get 20% off at Peddling Pelican at the Sea Pines Shops for bike rentals onlybrbrTo 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.

Spacious 3BR Sleeps 10, Minutes from Harbour Town

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$656.62

Welcome to BESTNEST/Luxe: An Elevated Experience in Vacationing, and Luxe property at 1832 Beachside Tennis Villas at South Beach in Sea Pines. Fully and completely renovated and completed June 2025.brbrEnjoy the ultimate in vacation rental accommodations on Hilton Head Island, featuring a carefully curated collection of homes and villas, chosen with the discerning traveler in mind, fabulously stocked, outfitted, and equipped, and supported by your personal property concierge, available 24/7. brbrIn addition to the glorious NEW interior at 1832 Beachside Tennis, you will no doubt enjoy the sweeping view of the Atlantic Ocean and Calibogue Sound- stunning and visible from nearly every room. The end-unit vantage point means extra light and outdoor space. brbrThe superb South Beach location (oceanfront, 3rd floor corner WITH ELEVATOR) and comfort of this villa make it a rapidly rising star in our Luxe collection. We've installed smart TV's and Sonos sound, and offer high speed WiFi with secure connection. Plus- the beach and oceanfront pool are literally right outside your door. brbrThis villa boasts an exceptionally outfitted, all Thermador kitchen, opening into a dining area with seating for 6, and beyond to the living area and wrap-around waterfront balcony. Enjoy watching deer, dolphins, and birds galore-- even hawks and eagles!-- all from your private balcony. brbrThe spacious living area features a 65 LCD flat screen HDTV and fabulous new furnishings, all in the BESTNEST style. brbrTwo bedrooms (1 King, 2 Queens) each boast the comfiest bed linens we could find, with fluffy pillows as well as all digital TV, and each features en suite bath, both of which are just beautiful! brbrPlease inquire for a complete list of Luxe amenities including Kiehl's and Mrs. Myers products, and to speak with a specialized BESTNEST/Luxe concierge. 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. brbrHOW FAR TO BEACH: Simply head down the elevator or stairs and across the boardwalk-- and you're there!brbrPOOL: Oceanfront -- Pool open April - September (not heated).brbrPETS AND PEOPLE: So sorry, the HOA only accepts human guests at this villa, though the owners do bring their dog occasionally. brbrWHAT’S INCLUDED: Your property will come stocked with all of the household amenities you will need for the duration of your stay, including trash bags, dish soaps, perfume free laundry products, paper towels, bath tissues, and much more. We also stock beach toys, beach chairs and umbrellas, even a Yeti cooler and Shibumi beach shade. All you have to do is come and enjoy.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. We now invite you to elevate your vacation experience in a BESTNEST/Luxe property and look forward to welcoming you.brbrSTR Permit Number: 035071

Oceanfront, All New! 3rd Floor, 2BR/2 BA, Updated, Open Plan & Super Stylish

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$945.63

Welcome to 3 Twin Pines Court! This fun and beautiful five bedroom, five bathroom home can sleep a group of up to 16 guests. There are also two half baths - one inside the home and one outside by the pool. 3 Twin Pines Court sits on the 11th hole of the Heron Point golf course in Sea Pines.brbr*Bedding Configuration*brbr• Bedroom 1: King (Master #1, Flat Screen TV, Two Private Baths)brbr• Bedroom 2: King (Master #2, Flat Screen TV, Private Bath)brbr• Bedroom 3: King (Flat Screen TV, Full Bathroom Access down Hallway)brbr• Bedroom 4: Two Built-In Pyramid Bunk Beds (Full Bathroom Access down Hallway)brbr• Bedroom 5: Two Queen Beds (Full Bathroom Access)brbr• Additional Sleeping Options: Sleeper Sofa Located in an Office area (Shared Jack-and-Jill Bath with Two Queen Bedroom)brbrbr*Additional Information*brbr• Distance to Beach: This home is 1.6 miles away from the Sea Pines Beach Club. If you bike to the Beach Club - there are bike racks available or you can take the seasonally complimentary trolley from the Harbourtown area. No parking is available at the Beach Club unless you are staying mid-September through early March. brbr• Private Covered Pool: The private pool is approximately 20 feet by 35 feet and ranges from 3.5 to 8 feet deep. The pool is able to be heated for select dates & for an additional fee. It can be heated for stays in April, May, September and October. It is only able to be heated during these four months & will work as long as the outdoor temperature doesn’t fall below 55 degrees. The pool heat is an additional cost and requires at least seven days of heat. To add pool heat to your stay, please contact us at least two weeks prior to your arrival date to schedule pool heat & pay the additional pool heat fee. brbr• Multiple Living Areas, Pool Table, Gas Grill, Wireless Internet, Washer & Dryerbrbr• Fully Equipped Kitchen with all Major Appliances, Regular Drip Coffee & Keurig, Crockpotbrbr• 10 Beach Towelsbrbr• 4,642 Square Feetbrbr• Paying guest reservations staying between 4-27 nights will receive a $250 VayK Life beach/bike gear credit. This will be emailed to you after making a reservation and is valid for VayK Life rentals only.brbr• Parking: There is parking available for up to 6 cars max. Parking passes are an additional $17/pass per week. The garage is not available for guest use.brbrHilton Head Island Short Term Rental Permit #28175

Beautiful and FUN Five Bedroom Sea Pines Home with a Private Pool & Game Room

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$1075.44

Welcome to 11 Spotted Sandpiper! This five bedroom, four bathroom home can sleep a group of up to 14 guests total. It is located 2nd row oceanside in Sea Pines with peek-a-boo ocean views between some of the homes in front of it. It is a very easy walk to the beach!brbrThis classic Sea Pines beach home is very comfortable and fun. The living room and three bathrooms were recently refreshed in 2026. Built in a courtyard style, this home is very private with a large pool and spa. The first floor has 2 bedrooms both with ensuite bathrooms. The first bedroom has a king size bed, flat screen TV and a private bathroom with shower. The second bedroom is best described as a kid's room with a queen size bed, a pyramid bunk (full size bed under twin size bed) + multiple couches/seating options. This bedroom has a flat screen TV & smaller bathroom with a shower, but is private to the room. brbrUpstairs, you will enjoy the open concept kitchen, living room & dining area surrounded by walls of windows for peek-a-boo ocean views from either inside or from the wrap-around deck above the pool area. The second floor living area has a flat screen TV. This level of the home has 3 bedrooms plus a flexible sleeping alcove at the end of the bedroom hallway. The third bedroom is the master bedroom at the end of the hallway with a king size bed, ensuite bathroom with tub/shower combo, flat screen TV, and a set of slider doors that open to the wrap-around deck. The fourth bedroom has a king bed, flat screen TV, and peek-a-boo ocean views from the set of slider doors. The fifth bedroom has two twin beds, flat screen TV, and access to the wrap around deck. The fourth and fifth bedrooms share a hallway bathroom that has a tub/shower combo. Rounding out the bedding is a twin-size daybed that has been craftily tucked in the second floor hallway alcove - perfect for that extra guest!brbrThe outdoor courtyard area is your private oasis - the pool was redone in 2020 with the addition the spa and plenty of pool deck space. There is a small shaded area under the upstairs deck with seating. The gas grill located on the 2nd floor deck - off the kitchen area. An outdoor shower area is on side of the home for your use as you return from the beach. The home has a series of paver stones that will guide you to the beach walk. The home is located only three streets north of the Sea Pines Beach Club - great place on the beach to grab lunch/dinner.brbr**Bedding Configuration**brbr• Bedroom 1: Queen + Pyramid Bunk Bed (1st Floor, Flat Screen TV, Private Bath)brbr• Bedroom 2: King (1st Floor, Flat Screen TV, Private Bath)brbr• Bedroom 3: King (Master, 2nd Floor, Flat Screen TV, Private Bath)brbr• Bedroom 4: Two Twin Beds (2nd Floor, Flat Screen TV, Shared Bathroom)brbr• Bedroom 5: King Bed (2nd Floor, Flat Screen TV, Shared Bathroom)brbr• Additional Sleeping Option: Twin Day Bed (Upstairs Nook)brbr**Additional Info**brbr • Distance to Beach: 2nd Row Oceanbrbr• Pool/Spa Info: The pool is approximately 27x18 feet. The spa can be heated year-round for $45/day + tax with a four consecutive day minimum. The pool can be heated seasonally between Labor Day and Memorial Day for $115/day + tax with a four consecutive day minimum. If pool heat is added, spa heat is included. No pool heat is available during the summer months. Please email or call us at least two weeks prior to your arrival if you would like to add pool and/or spa heat for your stay.brbr• Dog Friendly: Two dogs maximum allowed. The pet fee is an additional $250 + tax - let us know in advance if you are bringing your dog. brbr• Fully Equipped Kitchen w/ a Regular Drip Coffee Maker & Keurig. A second fridge is located in the foyer.brbr• 10 Beach Towelsbrbr• 2768 Sq Feetbrbr• Washer/Dryer, Wireless Internet, Gas Grillbrbr• Paying guest reservations staying between 4-27 nights will receive a $250 VayK Life beach/bike gear credit. This will be emailed to you after making a reservation and is valid for VayK Life rentals only.brbr• Parking is available for up to 4 cars max. Car passes are $17/pass/week + tax. Garage not available for use.brbrHilton Head Island Short Term Rental Permit #70596

DOG FRIENDLY Five Bedroom Sea Pines Home with Private Pool - 2nd Row Ocean

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$291.64

Proudly hosted by Island Rentals of Hilton Head, this spacious villa in Palmetto Dunes Oceanfront Resort offers the perfect blend of comfort, convenience, and resort-style living. Overlooking the scenic 11-mile lagoon, this retreat features two welcoming bedrooms—the primary suite with a King bed and private bathroom, and a guest room with two Queen beds and its own ensuite bath—plus a sleeper sofa in the living room, comfortably accommodating up to eight guests. An in-unit washer and dryer add ease to your stay, while 4 complimentary adult bikes and 4 backpack beach chairs ensure you’re ready for every island adventure. Guests also enjoy 2 FREE hours per day of tennis or pickleball at the renowned Palmetto Dunes Tennis & Pickleball Center.brbrSet within the gates of Palmetto Dunes, you’ll have access to three championship golf courses—Robert Trent Jones, George Fazio, and Arthur Hills—along with miles of private beach access perfect for soaking up the Lowcountry sunshine. The 11-mile lagoon system offers kayak and canoe rentals for peaceful exploration right outside your door, and the community pool provides a refreshing place to unwind. You can even stroll to the Palmetto Dunes General Store for fresh breakfast, coffee, or beach essentials before heading out for the day.brbrThe convenient Dunes Buggy offers free seasonal transportation, making it effortless to explore the resort and access the beach, shopping, dining, and recreation. Dining options within Palmetto Dunes make every day delicious—from waterfront dining at Alexander’s Restaurant & Wine Bar and beachfront meals at The Dunes House to casual fare at Big Jim’s and sweet treats at the General Store. With endless activities, beautiful surroundings, and thoughtful amenities included, this villa delivers an exceptional Hilton Head Island getaway in the heart of Palmetto Dunes.brbr• 2 Bedrooms (King, 2 Queens, Sleeper Sofa)br• 4 Free Adult Bicyclesbr• 4 Free Backpack Beach Chairsbr• Community Poolbr• Bed Linens & Bath Towels Provided. Beach Towels NOT Provided.br• Court Reservations MUST be Made to Utilize Free Play Time. Please Call the Center (brbr* All Reservations made for a duration of 1 month (28 Days) or longer are non refundable. Travel Insurance is highly recommended.

7813 Centre Court: Palmetto Dunes Villa. 2 bed, 2 bath, sleeps 8

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$900.29

A Sophisticated Beach Chic Home in Sea Pines, this 5-bedroom home has multiple outdoor living spaces for all to enjoy while family and friends gather together for your island getaway! Located in Sea Pines and a short bike to The Salty Dog, this home beams family gatherings with its large eat-in kitchen and dining room. Enjoy this two-story gem and relax by the pool or enjoy evening on the screened-in porch. brbrTown of Hilton Head STR #27128brbrPROXIMITY TO BEACHbr• Less than a 5-minute bike ride or 10-12 minute walk. You may also utilize the Beach Trolley Shuttle to the Sea Pines Beach Club.br• Beach access – Turn right onto South Sea Pines Drive, then turn left onto Sprunt Pond Road and follow the beach pathbrbrHIGHLIGHTSbr• Private *Heatable Pool* - This pool can be heated for an additional fee of $300 per week from March through November. Please note that the electric heat pump only allows the pool to heat to “approximately” 20 degrees warmer than the lowest nighttime temperature.br• Gas Grillbr• Free Wireless Internetbr• 6 TVsbr•Experience Local Favorites - The Vacation Company has partnered with SERG Take Out Kitchen to make your stay even more convenient! Guests receive a special credit to enjoy delicious, restaurant-quality meals delivered straight to their vacation rental—so you can spend less time cooking and more time relaxing on Hilton Head Island.brbrSEA PINES RESORT FEATURES & AMENITIES [All Sea Pines Resort Features are subject to purchase, seasonality, and availability.]br• Lawton Stablesbr• Golf Courses - Harbour Town Golf Links home to the RBC Heritage Classic. Additional Sea Pines Resort courses include Heron Point by Pete Dye, Atlantic Dunes by Davis Love II, and Sea Pines Country Club [Private]br• Harbour Town Marina - Lighthouse, Shops, Restaurants, Water Activities, Private Boat Chartersbr• South Beach Marina - Shops, Restaurants, Water Activities, Fishing Charters, Dolphin Toursbr• Racquet Clubs - South Beach & Harbour Townbr• Trolley Transportation - Schedule Variesbr• Tower Beach Parking - Property Owners Onlybr• Sea Pines Beach Club Parking - Major Seasonality Restrictionsbr• Ongoing upgrades to enhance the resort include renovations, new construction, and road projects.brbrPROPERTY CONFIGURATIONbr• 5 Bedroomsbr• 4.5 Bathroomsbr• Sleeps 12br• Parking for a maximum of 6 vehicles. All vehicle parking must be located on improved surfaces, like driveways, and cannot be on grassed or landscaped areas.br• Washer/Dryerbr• Fully Equipped KitchenbrbrBEDDING BREAKDOWNbr• Bedroom 1 – 1 Kingbr• Bedroom 2 – 1 Kingbr• Bedroom 3 – 1 Queenbr• Bedroom 4 – 1 Queenbr• Bedroom 5 – Bunk Room (Twin over Queen, 2 Sets)brbrPlease Note: Beach renourishment projects are currently underway and will continue through late spring. While work is active at times, the beach remains open for guests to enjoy and access the shoreline daily. We appreciate your understanding as the community works to enhance and preserve our beautiful beaches! brbrPROPERTY REMINDERSbr• Pets are not allowed.br• * A total of 4 adult unisex bikes are included in your amenity fee when booking. Not included with rentals over 21 nights.br• The fireplace is not for guest usebr• The Vacation Company's Guest Connect will contain all your check-in information (lock codes, Wi-Fi codes, and other information pertinent to your stay).brVirtual Tour Url: https://my.matterport.com/show/ m=EFrfcCn2HGx

10 Audubon Pond - A Sophisticated Beach Chic Home in Sea Pines!

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$981.74

Welcome to 12 Spotted Sandpiper! This classic Sea Pines five bedroom, three bathroom home can sleep a group of up to 11 guests total. It is located 2nd row ocean in Sea Pines with peek-a-boo ocean views. Very quick walk to the beach!brbrThis classic Sea Pines beach home is very comfortable and close to the beach. The kitchen was updated in early 2022 with new appliances, countertops and has been opened up to make the entire 2nd floor living area feel more spacious. This eclectically styled home has a large pool that can be heated seasonally (more info below). The first floor has 2 bedrooms and 1 bathroom. The first bedroom has a queen size bed, flat screen TV, and private access to the outdoor pool area. The second bedroom has two twin beds, flat screen TV, and a small ocean oriented outdoor seating area to hear the sounds of the ocean. These bedrooms share a hallway bathroom that has a step-in shower and was refreshed in 2022. brbrAs you make your way upstairs, you will enjoy the open concept kitchen, living room, and dining area surrounded by walls of windows for peek-a-boo ocean views from either inside or ocean facing deck off the living and dining areas. The cozy second floor living area has a flat screen TV and plenty of natural light. This level of the home has 3 bedrooms. The third bedroom is the master bedroom at the end of the hallway with a king size bed, updated ensuite bathroom with a step-in shower, flat screen TV, and a set of slider doors that open to a private deck. The fourth bedroom has a king bed and aflat screen TV. The fifth bedroom has one double bed and one twin bed. The fourth and fifth bedrooms share a hallway bathroom that has a step-in shower that was updated in 2022. brbrThe outdoor living space area a highlight of this quaint home - the private pool has been redone in recent years with the addition of an in-pool sun deck for relaxing with your feet already in the water. There is a flat screen TV to enjoy during the day and night while you enjoy this spacious outdoor area. Plenty of seating surrounds the large pool and it is enclosed with fencing. The home as a propane grill located on the upstairs porch off the dining area.brbrIf you are looking for a clean, comfortable, and moderately priced 2nd row home – 12 Spotted Sandpiper is for you! This Sea Pines classic is a smaller leisure beach home that has been selectively updated to retain its eclectic charm while boasting an updated spacious and private outdoor pool area. Plus, you are steps away from the beach and can also enjoy great peek-a-boo views of the ocean from the 2nd floor!brbr**Bedding Configuration**brbr• Bedroom 1: Queen (1st Floor, Flat Screen TV, Shared Bath)brbr• Bedroom 2: Two Twin Beds (1st Floor, Flat Screen TV, Shared Bath)brbr• Bedroom 3: King (Master, 2nd Floor, Flat Screen TV, Private Bath)brbr• Bedroom 4: Double + Twin Bed (2nd Floor, Shared Bathroom)brbr• Bedroom 5: King (2nd Floor, Flat Screen TV, Shared Bathroom)brbr**Additional Info**brbr • Distance to Beach: 2nd Row Oceanbrbr• Pool Info: Approximately 15 feet by 30 feet. The pool is able to be heated seasonally only at no additional cost. The pool cannot be heated if temperatures drop below 55 degrees at any point during your stay, and it is not available during the summer months. Pool heat is typically available March-May and September-October, weather permitting.brbr• Dog Friendly: This home permits a max of two dogs to stay in the home. The pet fee is $250 plus tax – please reach out to our office in advance to confirm and pay the additional pet fee. brbr• Fully Equipped Kitchen w/ a Regular Drip Coffee Maker & Keurig, Crockpot. A second fridge is located in the laundry room.brbr• Washer/Dryer, Wireless Internet, Gas Grillbrbr• 6 Beach Towelsbrbr• Paying guest reservations staying between 4-27 nights will receive a $250 VayK Life beach/bike gear credit. This will be emailed to you after making a reservation and is valid for VayK Life rentals only.brbr• Parking is available for up to four cars maximum. Car passes are an additional $17/pass/week.brbrHilton Head Island Short Term Rental Permit #21600

Classic DOG FRIENDLY Five Bedroom 2nd Row Ocean Sea Pines Home with a Pool

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$382.86

Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.brbrThis completely renovated Palmetto Dunes villa is sure to make you feel right at home! Welcome to 89 The Moorings, featuring 2 bedrooms and 3 bathrooms with enough room to host up to 8 guests very comfortably. Guests can enjoy the feel of brand new flooring, bathrooms, and furnishings to truly experience a luxurious beach vacation!brbrThe great room is beautifully lit up with plenty of natural sunlight through the large windows of this cozy villa. In the living room, guests can enjoy plenty of plush seating and a brand new flatscreen TV for their entertainment. Take a step outside on either of the private balconies and let the relaxing landscape relax you. This makes for the perfect place to enjoy your morning coffee or cocktail under the stars! brbrThe kitchen is completely updated with top-of-the-line stainless steel appliances and stocked with everything you need and more- prepping snacks and cooking dinner for the family is a breeze here! There is seating for four at the formal dining table and two additional stools at the kitchen bar.brbrThe bedrooms of this villa are on complete opposite sides, offering great separation and privacy for guests! The master bedroom is spacious and features a king-sized bed, a brand new flatscreen TV, a private balcony, and a large ensuite bathroom. The second bedroom features two queen-sized beds, a brand new flatscreen TV, a private balcony, and an ensuite bathroom. brbrThe beach is so close you can hear it at this villa—less than a 2-minute walk away! There is an endless array of amenities that Palmetto Dunes has to offer that guests are sure to love, and surely something for the whole family to enjoy. The Moorings is perfect for your next Hilton Head vacation!brbrKey Features:br• Proximity to the beach: Less than a 2 minute walkbr• Pets are not allowedbr• Palmetto Dunes AmenitiesbrbrRent price includes: Rental Rate, Hospitality Program, Beach Gear Credit, Booking Processing Fees, and Departure Clean. Your Luxury Concierge is included with no additional cost.

Completely renovated, spacious villa right next to the beach w/ pool access

Hilton Head Island, South Carolina, United States