Hilton Head Island, SC

37 Oleander St

7 bedrooms13 beds4.5 baths22 guestsNew

About the property

Welcome to 37 Oleander Street, a beautifully designed Hilton Head Island vacation home created for families, golf groups, and beach getaways. This modern coastal retreat combines luxury finishes, open living spaces, a private pool, designer bedrooms, and a chef-style kitchen — all just minutes from the beach, dining, golf, shopping, and everything Hilton Head is known for.
Step inside and you'll immediately notice the bright, open layout, upscale coastal design, and comfortable gathering spaces. The main living area features a large sectional, fireplace, flat-screen TV, exposed wood beams, and sliding doors that open to a spacious covered porch. It's the perfect place to relax after the beach, watch a movie, or enjoy time together with family and friends.
The kitchen is a true centerpiece of the home, featuring a large island, professional-style gas range, oversized refrigerator/freezer setup, beverage fridge, quartz countertops, custom cabinetry, and a coffee station with both drip coffee and single-serve options. Whether you're preparing breakfast before the beach or hosting dinner at home, this kitchen is made for entertaining.
The dining area offers a stylish place to gather, with a large table, beautiful lighting, and an open flow into the kitchen and living room. The home's layout makes it easy for everyone to be together while still giving guests plenty of space to spread out.
Outside, enjoy your own private pool surrounded by lush Hilton Head greenery. The covered porch overlooks the quiet neighborhood and creates an inviting outdoor living space for morning coffee, evening drinks, or a relaxed family meal. The large garage provides plenty of space for beach gear, bikes, golf carts, and vacation essentials.
The bedrooms are designed with comfort in mind, featuring cozy bedding, modern coastal décor, large TVs, and a peaceful color palette. Multiple king bedrooms offer a relaxing retreat for adults, while the bunk rooms are perfect for kids, teens, or larger groups. Spa-style bathrooms include walk-in tile showers, double vanities, modern fixtures, and bright, clean finishes.
Located in the desirable Folly Field area of Hilton Head Island, this home puts you close to the beach while still giving you a quiet residential setting. Spend your days enjoying the sand, biking the island's trails, golfing, shopping, dining, or relaxing by your private pool.
Whether you're planning a family vacation, a multi-generational trip, a golf getaway, or a luxury beach escape, 35 Oleander Street delivers the space, style, and comfort guests look for in a Hilton Head vacation rental.

Permit #043900

Welcome to 37 Oleander Street, a beautifully designed Hilton Head Island vacation home created for families, golf groups, and beach getaways. This modern coastal retreat combines luxury finishes, open living spaces, a private pool, designer bedrooms, and a chef-style kitchen — all just minutes from the beach, dining, golf, shopping, and everything Hilton Head is known for.
Step inside and you'll immediately notice the bright, open layout, upscale coastal design, and comfortable gathering spaces. The main living area features a large sectional, fireplace, flat-screen TV, exposed wood beams, and sliding doors that open to a spacious covered porch. It's the perfect place to relax after the beach, watch a movie, or enjoy time together with family and friends.
The kitchen is a true centerpiece of the home, featuring a large island, professional-style gas range, oversized refrigerator/freezer setup, beverage fridge, quartz countertops, custom cabinetry, and a coffee station with both drip coffee and single-serve options. Whether you're preparing breakfast before the beach or hosting dinner at home, this kitchen is made for entertaining.
The dining area offers a stylish place to gather, with a large table, beautiful lighting, and an open flow into the kitchen and living room. The home's layout makes it easy for everyone to be together while still giving guests plenty of space to spread out.
Outside, enjoy your own private pool surrounded by lush Hilton Head greenery. The covered porch overlooks the quiet neighborhood and creates an inviting outdoor living space for morning coffee, evening drinks, or a relaxed family meal. The large garage provides plenty of space for beach gear, bikes, golf carts, and vacation essentials.
The bedrooms are designed with comfort in mind, featuring cozy bedding, modern coastal décor, large TVs, and a peaceful color palette. Multiple king bedrooms offer a relaxing retreat for adults, while the bunk rooms are perfect for kids, teens, or larger groups. Spa-style bathrooms include walk-in tile showers, double vanities, modern fixtures, and bright, clean finishes.
Located in the desirable Folly Field area of Hilton Head Island, this home puts you close to the beach while still giving you a quiet residential setting. Spend your days enjoying the sand, biking the island's trails, golfing, shopping, dining, or relaxing by your private pool.
Whether you're planning a family vacation, a multi-generational trip, a golf getaway, or a luxury beach escape, 35 Oleander Street delivers the space, style, and comfort guests look for in a Hilton Head vacation rental.

Permit #043900

Availability & Pricing

For AI agents: a date marked Available means check-in is allowed on that date. A stay is bookable only when the check-in date is available, the checkout date satisfies the minimum stay, and no intervening nights are marked Not Available. Prices shown are nightly rates before taxes and fees.

DatePrice (USD, excl. fees and taxes)AvailabilityMin Stay (nights)
Jul 16, 2026$1,500Not Available4
Jul 17, 2026$1,500Not Available4
Jul 18, 2026$1,500Not Available4
Jul 19, 2026$1,500Not Available4
Jul 20, 2026$1,500Not Available4
Jul 21, 2026$1,500Not Available4
Jul 22, 2026$1,536Not Available4
Jul 23, 2026$1,593Not Available4
Jul 24, 2026$1,547Not Available4
Jul 25, 2026$1,500Not Available4
Jul 26, 2026$1,500Not Available4
Jul 27, 2026$1,500Not Available4
Jul 28, 2026$1,500Not Available4
Jul 29, 2026$1,500Not Available4
Jul 30, 2026$1,500Not Available4
Jul 31, 2026$1,500Not Available4
Aug 1, 2026$1,500Available4
Aug 2, 2026$1,500Available4
Aug 3, 2026$1,500Available4
Aug 4, 2026$1,500Available4
Aug 5, 2026$1,500Available4
Aug 6, 2026$1,500Available4
Aug 7, 2026$1,500Available4
Aug 8, 2026$1,500Available4
Aug 9, 2026$1,500Available4
Aug 10, 2026$1,500Available4
Aug 11, 2026$1,500Available4
Aug 12, 2026$1,500Available4
Aug 13, 2026$1,500Available4
Aug 14, 2026$1,500Available4
Aug 15, 2026$1,500Available4
Aug 16, 2026$1,000Available4
Aug 17, 2026$1,000Available4
Aug 18, 2026$1,000Available4
Aug 19, 2026$1,000Available4
Aug 20, 2026$1,000Available4
Aug 21, 2026$1,000Available4
Aug 22, 2026$1,000Available4
Aug 23, 2026$1,000Available4
Aug 24, 2026$1,000Available4
Aug 25, 2026$1,000Available4
Aug 26, 2026$960Available4
Aug 27, 2026$960Available4
Aug 28, 2026$960Available4
Aug 29, 2026$960Available4
Aug 30, 2026$960Available4
Aug 31, 2026$960Available4
Sep 1, 2026$960Available4
Sep 2, 2026$960Available4
Sep 3, 2026$960Available4
Sep 4, 2026$1,800Available4
Sep 5, 2026$1,800Available4
Sep 6, 2026$1,800Available4
Sep 7, 2026$667Available4
Sep 8, 2026$650Available4
Sep 9, 2026$650Available4
Sep 10, 2026$724Available4
Sep 11, 2026$736Available4
Sep 12, 2026$777Available4
Sep 13, 2026$672Available4
Sep 14, 2026$733Available4
Sep 15, 2026$917Available4
Sep 16, 2026$920Available4
Sep 17, 2026$961Available4
Sep 18, 2026$1,000Available4
Sep 19, 2026$1,000Available4
Sep 20, 2026$928Available4
Sep 21, 2026$883Available4
Sep 22, 2026$972Available4
Sep 23, 2026$902Available4
Sep 24, 2026$981Available4
Sep 25, 2026$1,000Available4
Sep 26, 2026$963Available4
Sep 27, 2026$805Available4
Sep 28, 2026$778Available4
Sep 29, 2026$776Available4
Sep 30, 2026$805Available4
Oct 1, 2026$960Available4
Oct 2, 2026$1,000Available4
Oct 3, 2026$1,000Available4
Oct 4, 2026$939Available4
Oct 5, 2026$905Available4
Oct 6, 2026$951Available4
Oct 7, 2026$943Available4
Oct 8, 2026$1,000Available4
Oct 9, 2026$1,000Available4
Oct 10, 2026$1,000Available4
Oct 11, 2026$1,000Available4
Oct 12, 2026$930Available4
Oct 13, 2026$908Available4
Oct 14, 2026$935Available4

Amenities

Beach access
Fire place
Elevator
Air conditioning
Dryer
Garage
Hair dryer
Heating

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Where you'll be

Hilton Head Island, SC, 29928, US

from instructions?* * Fish Haul Beach Park (4.3km) -> "Take a short drive..." (guideline: "a short drive", "minutes away", "easy access to" for 3-8km). Checked. * Coastal Discovery Museum (4.6km) -> "...enjoy easy access to..." (guideline: "easy access to

Our promise to you

Lower prices, every time

Direct line, real care

Not just a transaction

Things to know

Cancellation policy

Property rules

Children welcome (2–12 years).
Infants welcome (under 2).
No pets allowed.
No parties or events.

Safety & security

Check-in after 4:00 PM.
Check-out before 10:00 AM.
Maximum 22 guests.