Location

Dates

Guests

Vacation rentals in Hilton Head Island

Living Area with Balcony

Balcony with Tennis Court View

Dining Area and Kitchen

Aerial View of Forest Beach Villas

Aerial View of Forest Beach Villas

307 Forest Beach Villa

1 bedroom·1 bath

Hilton Head Island • South Carolina

$136 – $364/ night(excl. fees & taxes)

Lagoon Lookout: Morning Coffee, Sunset Magic

Coastal Living Area: Relax, Recharge, Repeat

Coastal Living Room: Kick Back with Cable & Streaming

SeaCrest's Private Beach Path

Pool Bar Jim's Outdoor Beach Bar and Restaurant by Pools

1105 SeaCrest

2 bedrooms·2 baths

Hilton Head Island • South Carolina

$166 – $671/ night(excl. fees & taxes)

Condo w/ pool - Walk to the beach image 1

Condo w/ pool - Walk to the beach image 2

Condo w/ pool - Walk to the beach image 3

Condo w/ pool - Walk to the beach image 4

Condo w/ pool - Walk to the beach image 5

Condo w/ pool - Walk to the beach

2 bedrooms·1 bath

Hilton Head Island • South Carolina

$160 – $225/ night(excl. fees & taxes)

Freshly Renovated Retreat Steps from the Beach

The South Forest Beach Stay You’ve Been Looking For

Your Primary Balcony - Wake Up in the Heart of South Forest Beach

Aerial View of Forest Beach Villas

Aerial View of Forest Beach Villas

308 Forest Beach Villa

1 bedroom·1 bath

Hilton Head Island • South Carolina

$135 – $366/ night(excl. fees & taxes)

Welcome to the SeaCrest Oceanfront Resort

Oceanview Pool + Kiddie Pool Fun

Bright and Coastal Living Space with Ocean Views

Your Home Base for Meals & Memories

Pool Bar Jim's Bar & Restaurant - Your Poolside Cocktail Stop

2313 SeaCrest

2 bedrooms·2 baths

Hilton Head Island • South Carolina

$207 – $686/ night(excl. fees & taxes)

Seacrest 2512, Walk to Coligny shops/restaurants

Seacrest 2512, Walk to Coligny shops/restaurants

Seacrest 2512, Walk to Coligny shops/restaurants

Seacrest 2512, Walk to Coligny shops/restaurants

Seacrest 2512, Walk to Coligny shops/restaurants

Seacrest 2512, Walk to Coligny shops/restaurants

4 bedrooms·3 baths

Hilton Head Island • South Carolina

5(26 reviews)

$1,232.00 USD total for 3 nights

Dec 16 – 19, 2026

Aerial View Above Treetops Pool

Treetops Community Tennis

Community Sun Deck by Pool

Patio & Outdoor Dining

6401 Treetops

2 bedrooms·3 baths

Hilton Head Island • South Carolina

4.33(3 reviews)

$117 – $247/ night(excl. fees & taxes)

Bedroom with King bed.

Bedroom with king bed

Large shower-no bench

Couples Retreat

1 bedroom·1 bath

Hilton Head Island • South Carolina

5(29 reviews)

$769.50 USD $589.66 USD total for 3 nights

Sep 26 – 29, 2026

Forest Beach Villas – Prime Location Near Iconic Coligny Beach

Laid-Back Living – Relax in a Bright, Beachy Gathering Space

Breathe in the Beach Breeze – Private Balcony with Peaceful Views

Game, Set, Splash – Aerial Perspective on Tennis and Poolside Fun

Sparkling Pool – Dive Into Relaxation Steps From Your Door

223 Forest Beach Villa

3 bedrooms·2 baths

Hilton Head Island • South Carolina

$156 – $589/ night(excl. fees & taxes)

Great room and dining room

Sea Pines Villa with Lagoon Views

3 bedrooms·3 baths

Hilton Head Island • South Carolina

5(2 reviews)

$2,225.85 USD total for 5 nights

Sep 23 – 28, 2026

Always updated coastal decor

Oceanfront heated pool just steps from the beach

Private beach access through the dunes

True oceanfront location at The Breakers 307

Relaxing space to unwind

Oceanfront & Across from Coligny-Walk Everywhere!

1 bedroom·1 bath

Hilton Head Island • South Carolina

4.87(133 reviews)

$149 – $319/ night(excl. fees & taxes)

Living area with pullout sofa

Beach location in the center of it all!!!

1 bedroom·1 bath

Hilton Head Island • South Carolina

4.77(156 reviews)

$819.75 USD total for 3 nights

Sep 25 – 28, 2026

Your Breakers Retreat - Steps to Sand, Shops & Sunsets

Ocean Views & Elegant Comfort in North Forest Beach

Beach Ready: Towels, Chairs & Cooler Included

Salt + Serenity – Oceanfront Couple’s Villa

Experience the Difference with MyStay Extras

222 Breakers

1 bedroom·1 bath

Hilton Head Island • South Carolina

$124 – $415/ night(excl. fees & taxes)

208 Breakers

1 bedroom·1 bath

Hilton Head Island • South Carolina

4.75(12 reviews)

$649.50 USD total for 3 nights

Oct 21 – 24, 2026

Welcome to MyStay at 311 Breakers!

Front Row Views, No Matter Where You Sit

Where the Ocean Meets Your Morning Coffee

Salt + Serenity – Oceanfront Villa

Your Stay, Upgraded with MyStay

311 Breakers

1 bedroom·1 bath

Hilton Head Island • South Carolina

$140 – $376/ night(excl. fees & taxes)

Living Room with Balcony

Private Balcony Overlooking Pool

Community Walkway

Community Walkway

65 Courtside Villa

2 bedrooms·3 baths

Hilton Head Island • South Carolina

$124 – $379/ night(excl. fees & taxes)

Bright and Airy Living Room with Balcony Access

Balcony with Partial Pool View

Bright and Airy Living Room with Balcony Access

Aerial View Above Treetops Pool

Treetops Community Tennis

5804 Treetops

2 bedrooms·1 bath

Hilton Head Island • South Carolina

$117 – $284/ night(excl. fees & taxes)

Gorgeous kitchen

queen sleeper sofa

gorgeous stand up shower

Chic Beachside Escape at Xanadu Villas

2 bedrooms·1 bath

Hilton Head Island • South Carolina

5(32 reviews)

$695.20 USD total for 3 nights

Sep 27 – 30, 2026

Gorgeous Views of Ocean

We aim to have beach gear ready for you, but please note it's shared and may change between stays.

Queen size bed in primary bedroom

Queen size bed in primary bedroom

Beds in the hall are perfect for young travelers

Oceanfront Oasis: Beachfront Bliss

1 bedroom·1 bath

Hilton Head Island • South Carolina

4.65(86 reviews)

$947.00 USD total for 3 nights

Sep 23 – 26, 2026

Gourmet Kitchen

Master Bedroom - 2nd Floor
King Bed

1st Floor Bedroom
Queen

Ocean Breeze 45

3 bedrooms·3 baths

Hilton Head Island • South Carolina

$825.00 USD total for 3 nights

Nov 21 – 24, 2026

Steps to Beach, Sleeps 9, Near Coligny, 2 Kings & Bunk Room, 3 beds. 2.5 baths

Private kitchen

Steps to Beach, Sleeps 9, Near Coligny, 2 Kings & Bunk Room, 3 beds. 2.5 baths

3 bedrooms·2 baths

Hilton Head Island • South Carolina

5(8 reviews)

$150 – $425/ night(excl. fees & taxes)

A completely reimagined coastal retreat made for effortless luxury

Sunrise coffees, ocean breezes, and endless blue views

Your private outdoor lounge above the shoreline

Shorewood Beachfront Community

Resort-Style Zero-Entry Pool, Kiddie Splash Zone & Soothing Hot Tub

334 Shorewood

3 bedrooms·3 baths

Hilton Head Island • South Carolina

$299 – $1,392/ night(excl. fees & taxes)

Welcome to MyStay at 531 Shorewood

Sun-Filled Living Room with Ocean Views

Your Ocean View Retreat

Shorewood Beachfront Community

Resort-Style Zero-Entry Pool, Kiddie Splash Zone & Soothing Hot Tub

531 Shorewood

2 bedrooms·2 baths

Hilton Head Island • South Carolina

$259 – $852/ night(excl. fees & taxes)

Balcony Views of the Pool and Ocean!

Balcony Views of the Pool and Ocean!

Primary King Suite with Pool and Ocean Views and Access to Balcony

Living Area and Balcony

136 Shorewood

2 bedrooms·2 baths

Hilton Head Island • South Carolina

$208 – $645/ night(excl. fees & taxes)