Location

Dates

Guests

Vacation rentals in Hilton Head Island

5 min walk to the beach- Close to Coligny Sleeps 6 image 1

5 min walk to the beach- Close to Coligny Sleeps 6 image 2

5 min walk to the beach- Close to Coligny Sleeps 6 image 3

5 min walk to the beach- Close to Coligny Sleeps 6 image 4

5 minute walk to the beach with private beach access

Villa LuLu - South Forest Beach

2 bedrooms·2 baths

Hilton Head Island • South Carolina

$886.00 USD total for 3 nights

Oct 15 – 18, 2026

View of the ocean from the balcony

Newly purchased queen sleeper sofa 1/26

Just Beachy! Absolute top notch design, Oceanviews

1 bedroom·1 bath

Hilton Head Island • South Carolina

4.89(157 reviews)

$901.10 USD total for 4 nights

Sep 26 – 30, 2026

Seabatical-Beautiful ocean view! w/Bikes & Chairs

Seabatical-Beautiful ocean view! w/Bikes & Chairs

Seabatical-Beautiful ocean view! w/Bikes & Chairs

Seabatical-Beautiful ocean view! w/Bikes & Chairs

Seabatical-Beautiful ocean view! w/Bikes & Chairs

Seabatical-Beautiful ocean view! w/Bikes & Chairs

1 bedroom·1 bath

Hilton Head Island • South Carolina

4.88(304 reviews)

$901.10 USD total for 4 nights

Sep 26 – 30, 2026

Crashin' Waves-Oceanview w/Bikes, Chairs& King Bed

Crashin' Waves-Oceanview w/Bikes, Chairs& King Bed

Crashin' Waves-Oceanview w/Bikes, Chairs& King Bed

Crashin' Waves-Oceanview w/Bikes, Chairs& King Bed

Crashin' Waves-Oceanview w/Bikes, Chairs& King Bed

Crashin' Waves-Oceanview w/Bikes, Chairs& King Bed

1 bedroom·1 bath

Hilton Head Island • South Carolina

4.84(333 reviews)

$1,065.00 USD total for 4 nights

Sep 24 – 28, 2026

Balcony with Peaceful Lagoon views

Seascape: Steps from South Forest Beach’s Top Attractions

Serene 2nd Floor Primary Suite with Stunning Lagoon Views

Relax and Unwind at the Seascape Community Pool

3255 Seascape

2 bedrooms·2 baths

Hilton Head Island • South Carolina

$161 – $376/ night(excl. fees & taxes)

Secluded Paradise: Your Private Ocean Walk Community Awaits!

Welcome to MyStay at 34 Ocean Club!

Poolside Paradise: Step from Your Patio Straight into the Water!

Private Community Pool Steps from Beach Path

Beach Bliss: MyStay Gifts & Plush Towels for the Perfect Shore Day!

34 Ocean Club

2 bedrooms·2 baths

Hilton Head Island • South Carolina

$999/ night(excl. fees & taxes)

Gone Coastal! 2 from oceanfront! Central air!

Gone Coastal! 2 from oceanfront! Central air!

Gone Coastal! 2 from oceanfront! Central air!

Gone Coastal! 2 from oceanfront! Central air!

Gone Coastal! 2 from oceanfront! Central air!

Gone Coastal! 2 from oceanfront! Central air!

1 bedroom·1 bath

Hilton Head Island • South Carolina

4.67(120 reviews)

$927.50 USD total for 4 nights

Apr 1 – 5, 2027

Sea Pines Serenity

Sea Pines Serenity

Sea Pines Serenity

Sea Pines Serenity

Sea Pines Serenity

Sea Pines Serenity

3 bedrooms·2 baths

Hilton Head Island • South Carolina

5(4 reviews)

$2,073.00 USD total for 4 nights

Oct 10 – 14, 2026

Just Steps to the Pool, Minutes to the Beach

3019 Seascape

2 bedrooms·2 baths

Hilton Head Island • South Carolina

$123 – $320/ night(excl. fees & taxes)

Bright and Airy Living Area with Private Deck Access

Scenic Lagoon-View Deck with Private Grill & Pool Path Access

Scenic Lagoon-View Deck with Private Grill & Pool Path Access

3232 Seascape

2 bedrooms·3 baths

Hilton Head Island • South Carolina

$116 – $394/ night(excl. fees & taxes)

Ocean views, morning to sunset

Relax, recharge, repeat

Heated pool, year-round vibes

Front-row seat to the Atlantic

Heated pool, year-round vibes

408 Ocean Dunes

1 bedroom·1 bath

Hilton Head Island • South Carolina

$138 – $374/ night(excl. fees & taxes)

Hilton Head Sea Pines Getaway

Hilton Head Sea Pines Getaway

Foyer/entry way

Hilton Head Sea Pines Getaway

Hilton Head Sea Pines Getaway

5 bedrooms·3½ baths

Hilton Head Island • South Carolina

4.85(82 reviews)

$1,813.26 USD total for 3 nights

Sep 23 – 26, 2026

Sea Pines · Walk to Beach · Lagoon Deck · 3BR image 1

Sea Pines · Walk to Beach · Lagoon Deck · 3BR image 3

Sea Pines · Walk to Beach · Lagoon Deck · 3BR image 4

Sea Pines · Walk to Beach · Lagoon Deck · 3BR

Sea Pines · Walk to Beach · Lagoon Deck · 3BR

Sea Pines · Walk to Beach · Lagoon Deck · 3BR

3 bedrooms·2 baths

Hilton Head Island • South Carolina

5(7 reviews)

$325 – $450/ night(excl. fees & taxes)

Sun-Drenched Pool Terrace With Endless Ocean Breezes

35 Ruddy Turnstone - Oceanfront Estate Framed by Palmettos & Ancient Oaks

Bird’s-Eye View of Your Secluded Beach Walkway

Your Private Path to the Shore

Unlock Hilton Head – Guest-Only Deals on Excursions & Rentals

35 Ruddy Turnstone

5 bedrooms·7 baths

Hilton Head Island • South Carolina

$2,470 – $5,337/ night(excl. fees & taxes)

Backyard Bliss: Poolside Fun & Fireside Nights

Backyard Bliss: Poolside Fun & Fireside Nights

The 19th Hole Loft – An Entertainment Escape with Games, Music & More!

The Heart of the Retreat: Spacious, Sunlit, and Designed for Connection

The Ultimate Bunk Suite: Sleep, Play & Unwind

1 Spanish Moss Road

5 bedrooms·5 baths

Hilton Head Island • South Carolina

$489 – $1,810/ night(excl. fees & taxes)

Oceanfront Estate Along Hilton Head’s Iconic Shoreline

Oceanfront Estate Along Hilton Head’s Iconic Shoreline

Oceanfront Estate Along Hilton Head’s Iconic Shoreline

14 Laughing Gull

Alfresco Dining Terrace with Pool & Ocean Views

14 Laughing Gull

7 bedrooms·8 baths

Hilton Head Island • South Carolina

$1,058 – $6,426/ night(excl. fees & taxes)

Upstairs Primary Suite

Patio with Grill and Golf Course Views

2227 Heritage Villa

3 bedrooms·3 baths

Hilton Head Island • South Carolina

$4,014.70 USD total for 3 nights

Mar 8 – 11, 2027

Bright Living and Dining Area with Room for Everyone

Private patio with seating just steps from the pool

Community Pool Just Steps from Patio!

Private patio with seating just steps from the pool

The MyStay Extras!

2203 Heritage Villa

4 bedrooms·4 baths

Hilton Head Island • South Carolina

$143 – $989/ night(excl. fees & taxes)

SEA PINES 4 Bed + Loft

SEA PINES 4 Bed + Loft

SEA PINES 4 Bed + Loft

SEA PINES 4 Bed + Loft

SEA PINES 4 Bed + Loft

SEA PINES 4 Bed + Loft

4 bedrooms·4 baths

Hilton Head Island • South Carolina

4.9(188 reviews)

$3,330.00 USD total for 4 nights

Sep 27 – Oct 1, 2026

Tranquility By The Beach: 12th Row From the Water image 1

Tranquility By The Beach: 12th Row From the Water image 2

Take a dip in the evening

Tranquility By The Beach: 12th Row From the Water image 4

The dining table can accommodate the entire family

Tranquility By The Beach: 12th Row From the Water

5 bedrooms·3½ baths

Hilton Head Island • South Carolina

4.93(59 reviews)

$6,721.50 USD total for 7 nights

Oct 27 – Nov 3, 2026

Sleeps 12! 5 BDRM-2 Kings,3 Queens-Deck & Patio-Mins to PI & Beaufort

Sleeps 12! 5 BDRM-2 Kings,3 Queens-Deck & Patio-Mins to PI & Beaufort

Horseshoe pit in the back yard.

Sleeps 12! 5 BDRM-2 Kings,3 Queens-Deck & Patio-Mins to PI & Beaufort

Sleeps 12! 5 BDRM-2 Kings,3 Queens-Deck & Patio-Mins to PI & Beaufort

Sleeps 12! 5 BDRM-2 Kings,3 Queens-Deck & Patio-Mins to PI & Beaufort

5 bedrooms·2 baths

Port Royal • South Carolina

5(49 reviews)

$800.38 USD total for 3 nights

Sep 23 – 26, 2026

Living area looking into dining and kitchen area.

Walk to DT Beaufort|15 min ride to PI & Port Royal

Quartz countertops, tile backsplash and locally sourced heart pine floating shelves.

Walk to DT Beaufort|15 min ride to PI & Port Royal

Furnished back deck.

Walk to DT Beaufort|15 min ride to PI & Port Royal

4 bedrooms·2 baths

Beaufort • South Carolina

5(142 reviews)

$768.69 USD total for 3 nights

Oct 3 – 6, 2026