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Coastal 2BR Retreat |Pool + Beach Nearby| Sleeps 6

Welcome to your Hilton Head Island getaway — a comfortable 2-bedroom retreat perfect for families, couples, and groups seeking relaxation and coastal adventure. Enjoy easy access to beautiful beaches, scenic bike trails, golf courses, shopping, and local attractions while staying in a peaceful island setting. Whether you're exploring the outdoors, spending a day at the beach, or simply unwinding after an adventure, this inviting retreat offers the perfect home base for your Hilton Head escape.

Coastal 2BR Retreat |Pool + Beach Nearby| Sleeps 6

Welcome to your Hilton Head Island getaway — a comfortable 2-bedroom retreat perfect for families, couples, and groups seeking relaxation and coastal adventure. Enjoy easy access to beautiful beaches, scenic bike trails, golf courses, shopping, and local attractions while staying in a peaceful island setting. Whether you're exploring the outdoors, spending a day at the beach, or simply unwinding after an adventure, this inviting retreat offers the perfect home base for your Hilton Head escape.

Beachfront SurfWatch Resort+Amenities, 2-Bedroom

We look forward to welcoming you to this Beachfront retreat on Hilton Head Island! SAVE APPROXIMATELY $600-$1000 OFF *AIRBNB TOTAL* FOR A 7-NIGHT STAY WITH CHIMERA VACATIONS. 7-Night Stay Required (Fri-Fri, Sat-Sat, Sun-Sun Check-In/Check-Out ONLY). Short Stays May ONLY be booked With Chimera Vacations or Incur a Short-Stay Fee Inquire for exclusive rates With CHIMERA VACATIONS! PLEASE UNDERSTAND: ALL OF OUR CALENDAR DATES ARE OPEN. PLEASE REACH OUT TO US TO CONFIRM AVAILABILITY.

BEACHFRONT SURFWATCH RESORT 2BR VILLA + AMENITIES

We look forward to welcoming you to this Beachfront retreat on Hilton Head Island! SAVE APPROXIMATELY $600-$1000 OFF *AIRBNB TOTAL* FOR A 7-NIGHT STAY WITH CHIMERA VACATIONS. 7-Night Stay Required (Fri-Fri, Sat-Sat, Sun-Sun Check-In/Check-Out ONLY). Short Stays May ONLY be booked With Chimera Vacations or Incur a Short-Stay Fee Inquire for exclusive rates With CHIMERA VACATIONS! PLEASE UNDERSTAND: ALL OF OUR CALENDAR DATES ARE OPEN. PLEASE REACH OUT TO US TO CONFIRM AVAILABILITY.

Harbor Pointe at Shelter Cove+Amenities, 2BR Condo

We look forward to welcoming you to this waterside retreat with access to on-site tennis, swimming in our 2-sparkling outdoor pools and basking in the sun on a 2,400 SqFt sundeck. Enjoy evenings by the fire pit or prepare dinner on our BBQ grills. Stop by the Onsite Marketplace for any snacks, cold drinks, that you might need during your stay. ADDITIONAL SAVINGS with ✭FindingMeili™ on certain stays. Reservations require 7-Night increments from either FRI-FRI, SAT-SAT OR SUN-SUN

Beachfront Monarch at Sea Pines Resort + Amenities

𝐌𝐚𝐫𝐫𝐢𝐨𝐭𝐭’𝐬 𝐌𝐨𝐧𝐚𝐫𝐜𝐡 𝐚𝐭 𝐒𝐞𝐚 𝐏𝐢𝐧𝐞𝐬 — a refined beachfront retreat tucked within Hilton Head Island’s prestigious Sea Pines community. Property requires SAT-SAT stays ONLY 𝐕𝐢𝐬𝐢𝐭 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 to enjoy 𝐄𝐱𝐜𝐥𝐮𝐬𝐢𝐯𝐞 𝐒𝐚𝐯𝐢𝐧𝐠𝐬 on our elegant 𝐓𝐰𝐨-𝐁𝐞𝐝𝐫𝐨𝐨𝐦 𝐕𝐢𝐥𝐥𝐚 at 𝐌𝐚𝐫𝐫𝐢𝐨𝐭𝐭’𝐬 𝐌𝐨𝐧𝐚𝐫𝐜𝐡 𝐚𝐭 𝐒𝐞𝐚 𝐏𝐢𝐧𝐞𝐬 — Additional Savings of up to $1000 on certain 7-Night stays for 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 guests

Comfortable Condo Near Top Attractions

Escape to our stylish 2-bedroom loft at Players Club Resort, a hidden gem in the heart of Hilton Head Island, South Carolina. Whether you're planning a family vacation, a golfing getaway, or a rejuvenating beach retreat, this beautifully designed loft offers the perfect accommodation. Situated just minutes from the beach, championship golf courses, and an abundance of dining and entertainment options, this loft provides an ideal base for your Hilton Head experience.

A Delightfully Lovely Hilton Head Resort

Marriott's Harbour Point Spacious 2-bedroom, 2-bath condo-style villa rentals feature separate living and dining areas, a fully equipped kitchen, master bedroom and bath, furnished balcony or patio and more. Part of the pleasure of vacationing at either of these water-side retreats, are swimming in our two sparkling outdoor pools and basking in the sun on a 2,400-square-foot sundeck, or playing a game of basketball or pickle ball with family or friends.

Charming Studio near Hilton Head Beaches

Escape to this charming studio at Players Club Resort, located on Hilton Head Island. Perfect for couples seeking a romantic getaway or solo travelers looking for a peaceful retreat, this well-appointed unit offers cozy comfort with convenient access to the island’s top attractions. Enjoy the resort’s amenities including pools and tennis courts, while being just minutes from beautiful beaches, bike paths, and local dining spots.

BEACHFRONTLuxury GrandeOcean Resort+2Bedroom Villa

𝐌𝐚𝐫𝐫𝐢𝐨𝐭𝐭’𝐬 𝐆𝐫𝐚𝐧𝐝𝐞 𝐎𝐜𝐞𝐚𝐧 — a refined oceanfront retreat set along the breathtaking beaches of Hilton Head Island. 𝐕𝐢𝐬𝐢𝐭 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 — 𝐅𝐢𝐧𝐝𝐢𝐧𝐠𝐌𝐞𝐢𝐥𝐢 provides our guests 𝐄𝐱𝐜𝐥𝐮𝐬𝐢𝐯𝐞 𝐒𝐚𝐯𝐢𝐧𝐠𝐬 up to $1000 𝐎𝐅𝐅 𝐬𝐞𝐥𝐞𝐜𝐭 7-𝐧𝐢𝐠𝐡𝐭 𝐬𝐭𝐚𝐲𝐬 — OR submit a 𝐂𝐮𝐬𝐭𝐨𝐦 𝐒𝐭𝐚𝐲 𝐑𝐞𝐪𝐮𝐞𝐬𝐭 for SHORT STAYS/SINGLE NIGHT REQUESTS

Beachfront SurfWatch Resort + Amenities, 3BR Villa

Enjoy Beach Access and fantastic amenities at SurfWatch Resort! Additional Savings from $500-$1000 (approx) can be provided on certain 7-Night stays for 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 guests, please inquire if your dates are eligible for the savings! This property requires us to rent 7-Night stays from either FRI-FRI, SAT-SAT OR SUN-SUN. Stays that exceed the 7-Nights may require a unit move

Gorgeous one bedroom carriage house

Stylish décor, Centrally located, Minutes to golf, beach, shopping and dining or stay in and cook in a complete kitchen. Great for business with open wifi and television and full washer and dryer.