Serviced apartment holiday rentals in Hilton Head Island

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

LUXURY BEACHFRONT BARONY CLUB RESORT+AMENITIES

Create a lifetime of memories at this premium family-friendly beachfront getaway. Enjoy several beachfront pools, waterslide pools, fitness center, top of the line amenities Additional $500-$1000 SAVINGS available with 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 on certain 7-Night stays. All reservations require a FRI-FRI, SAT-SAT OR SUN-SUN STAY 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 may be able to provide shorter stays however, stays shorter than 7-Nights *may incur a higher nightly rate

Family · Location · Amenities

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.

Location · Family · Walkability

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.

Location

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

Enjoy a relaxing Hilton Head Island escape in this comfortable 2-bedroom retreat, perfect for families, couples, and groups. Explore beautiful beaches, scenic bike trails, golf courses, shopping, and local attractions, or simply unwind in the peaceful island setting. With convenient access to outdoor adventures and coastal activities, this inviting getaway provides the perfect home base for an unforgettable Hilton Head vacation.

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

Family · Location · Condition

Sea Pines,Beachfront Grande Ocean Resort+Amenities

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

Value · Family · Hospitality