Hilton Head Island, SC
35 Oleander St
About the property
Welcome to 35 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 #076772
Welcome to 35 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 #076772
Welcome to 35 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 #076772
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.
| Date | Price (USD, excl. fees and taxes) | Availability | Min Stay (nights) |
|---|---|---|---|
| Jul 16, 2026 | $1,250 | Available | 4 |
| Jul 17, 2026 | $1,250 | Available | 4 |
| Jul 18, 2026 | $1,250 | Available | 4 |
| Jul 19, 2026 | $1,250 | Available | 4 |
| Jul 20, 2026 | $1,250 | Available | 4 |
| Jul 21, 2026 | $1,250 | Available | 4 |
| Jul 22, 2026 | $1,250 | Available | 4 |
| Jul 23, 2026 | $1,258 | Not Available | 4 |
| Jul 24, 2026 | $1,250 | Not Available | 4 |
| Jul 25, 2026 | $1,250 | Not Available | 4 |
| Jul 26, 2026 | $1,250 | Not Available | 4 |
| Jul 27, 2026 | $1,250 | Not Available | 4 |
| Jul 28, 2026 | $1,250 | Available | 4 |
| Jul 29, 2026 | $1,250 | Available | 4 |
| Jul 30, 2026 | $1,250 | Available | 4 |
| Jul 31, 2026 | $1,250 | Available | 4 |
| Aug 1, 2026 | $1,250 | Available | 4 |
| Aug 2, 2026 | $1,250 | Available | 4 |
| Aug 3, 2026 | $1,250 | Available | 4 |
| Aug 4, 2026 | $1,250 | Available | 4 |
| Aug 5, 2026 | $1,250 | Available | 4 |
| Aug 6, 2026 | $1,250 | Available | 4 |
| Aug 7, 2026 | $1,250 | Available | 4 |
| Aug 8, 2026 | $1,250 | Available | 4 |
| Aug 9, 2026 | $1,250 | Available | 4 |
| Aug 10, 2026 | $1,250 | Available | 4 |
| Aug 11, 2026 | $1,250 | Available | 4 |
| Aug 12, 2026 | $1,250 | Available | 4 |
| Aug 13, 2026 | $1,250 | Available | 4 |
| Aug 14, 2026 | $1,250 | Available | 4 |
| Aug 15, 2026 | $1,250 | Available | 4 |
| Aug 16, 2026 | $1,000 | Available | 4 |
| Aug 17, 2026 | $1,000 | Available | 4 |
| Aug 18, 2026 | $1,000 | Available | 4 |
| Aug 19, 2026 | $1,000 | Available | 4 |
| Aug 20, 2026 | $1,000 | Available | 4 |
| Aug 21, 2026 | $1,000 | Available | 4 |
| Aug 22, 2026 | $1,000 | Available | 4 |
| Aug 23, 2026 | $1,000 | Available | 4 |
| Aug 24, 2026 | $1,000 | Available | 4 |
| Aug 25, 2026 | $1,000 | Available | 4 |
| Aug 26, 2026 | $960 | Available | 4 |
| Aug 27, 2026 | $960 | Available | 4 |
| Aug 28, 2026 | $960 | Available | 4 |
| Aug 29, 2026 | $960 | Available | 4 |
| Aug 30, 2026 | $960 | Available | 4 |
| Aug 31, 2026 | $960 | Available | 4 |
| Sep 1, 2026 | $960 | Available | 4 |
| Sep 2, 2026 | $960 | Available | 4 |
| Sep 3, 2026 | $960 | Available | 4 |
| Sep 4, 2026 | $1,800 | Available | 4 |
| Sep 5, 2026 | $1,800 | Available | 4 |
| Sep 6, 2026 | $1,800 | Available | 4 |
| Sep 7, 2026 | $664 | Available | 4 |
| Sep 8, 2026 | $650 | Available | 4 |
| Sep 9, 2026 | $650 | Available | 4 |
| Sep 10, 2026 | $723 | Available | 4 |
| Sep 11, 2026 | $737 | Available | 4 |
| Sep 12, 2026 | $777 | Available | 4 |
| Sep 13, 2026 | $673 | Available | 4 |
| Sep 14, 2026 | $733 | Available | 4 |
| Sep 15, 2026 | $918 | Available | 4 |
| Sep 16, 2026 | $921 | Available | 4 |
| Sep 17, 2026 | $961 | Available | 4 |
| Sep 18, 2026 | $1,000 | Available | 4 |
| Sep 19, 2026 | $1,000 | Available | 4 |
| Sep 20, 2026 | $929 | Available | 4 |
| Sep 21, 2026 | $884 | Available | 4 |
| Sep 22, 2026 | $972 | Available | 4 |
| Sep 23, 2026 | $902 | Available | 4 |
| Sep 24, 2026 | $982 | Available | 4 |
| Sep 25, 2026 | $1,000 | Available | 4 |
| Sep 26, 2026 | $963 | Available | 4 |
| Sep 27, 2026 | $805 | Available | 4 |
| Sep 28, 2026 | $778 | Available | 4 |
| Sep 29, 2026 | $774 | Available | 4 |
| Sep 30, 2026 | $804 | Available | 4 |
| Oct 1, 2026 | $957 | Available | 4 |
| Oct 2, 2026 | $999 | Available | 4 |
| Oct 3, 2026 | $1,000 | Available | 4 |
| Oct 4, 2026 | $939 | Available | 4 |
| Oct 5, 2026 | $905 | Available | 4 |
| Oct 6, 2026 | $951 | Available | 4 |
| Oct 7, 2026 | $943 | Available | 4 |
| Oct 8, 2026 | $1,000 | Available | 4 |
| Oct 9, 2026 | $1,000 | Available | 4 |
| Oct 10, 2026 | $1,000 | Available | 4 |
| Oct 11, 2026 | $1,000 | Available | 4 |
| Oct 12, 2026 | $927 | Available | 4 |
| Oct 13, 2026 | $906 | Available | 4 |
| Oct 14, 2026 | $932 | Available | 4 |
Amenities
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Where you'll be
Hilton Head Island, SC, 29928, US
Our promise to you
Lower prices, every time
Direct line, real care
Not just a transaction
You'll save $3,000+ booking direct!
Direct
Best price
$12,500
Airbnb
$18,500
Vrbo
$15,500
Booking.com
$18,500
Lower prices, every time
Pay less than you would anywhere else. No middlemen or platform fees.
Direct line, real care
Book with the team that actually runs the property. Faster answers, better service, real accountability.
Not just a transaction
We go further for direct guests. We're building a relationship, not closing a booking.