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Sleeps up to 18 · No booking fees

Hilton Head Large Group Vacation Rentals

Family reunions, wedding weekends and multi-family trips work best under one roof. I have two big homes near the beach, and you book straight with me.

Homes for big groups

30 Knotts Way luxury vacation home with heated pool, spa and tiki bar on Hilton Head IslandLuxury home 5.0

30 Knotts Way

Second row, private boardwalk to the beach

Sleeps 18 5 BR 5.5 BA Pets by arrangement

4,700 sq ft with a heated pool and spa, hot tub, private tiki bar, two king suites with jetted tubs and a 6-car garage. Seventy steps down a private boardwalk and you're on the sand.

  • Heated pool + spa
  • Private tiki bar
  • Two king master suites
  • 1 Gbps fiber Wi-Fi
Cassina Palms oceanfront vacation home with private pool on Hilton Head IslandOceanfront home 5.0

Cassina Palms

Oceanfront, between Sea Pines & Coligny

Sleeps 16 6 BR 5 BA Pets by arrangement

Direct oceanfront on a quiet stretch of beach, with a private 14' x 27' pool, a gourmet kitchen, wall-to-wall ocean views and a short walk to Coligny Circle and the Tiki Hut.

  • Direct oceanfront
  • Private pool
  • Ice maker, Vitamix & Keurig
  • Beach gear provided

Sleeps up to 18

30 Knotts Way has 5 bedrooms and 5.5 baths in 4,700 sq ft, with two king suites with jetted tubs, a heated pool and spa, a hot tub, a private tiki bar and a 6-car garage.

Sleeps up to 16

Cassina Palms is a direct oceanfront home with 6 bedrooms and 5 baths, a private pool, a gourmet kitchen and seating for 10 at the dining table.

Room to spread out

One guest brought 10 adults and 6 children to 30 Knotts Way and called it the perfect property for their family. Beach chairs, umbrellas and towels are provided.

Why Pay More for the Same Vacation Home?

Book Direct. Save More. Enjoy the Same Luxury Experience.

When you book through Airbnb or Vrbo, you’re often paying more than you need to. These platforms charge hosts substantial booking fees that can reach 12% to 15.5%—costs that are often reflected in higher rental rates.

At HHIVacay.com, we believe your vacation dollars should go toward making memories—not paying unnecessary fees to third-party booking platforms.

When you book directly with us, you’ll enjoy:

  • No booking fees – Skip the extra platform charges.
  • Rates typically 10% lower – Save compared to booking the same property through Airbnb or Vrbo.
  • Personalized service – Communicate directly with us, not through a third-party platform.
  • The same exceptional properties – All the luxury, comfort, and amenities you expect, for less.

Same Home. Same Dates. Better Price.

Why pay a middleman when you can book directly with the owner and save?

Book Direct at HHIVacay.com — Your Vacation. Your Savings.

Good to know

What is the biggest Hilton Head home you offer?

30 Knotts Way sleeps up to 18 guests with 5 bedrooms, 5.5 baths, a heated pool and spa, a private tiki bar and a 6-car garage.

Can a group of 16 stay oceanfront?

Yes. Cassina Palms sleeps 16 and sits directly on the ocean, with a private pool and wall-to-wall ocean views.

Do I pay a booking fee for a group rental?

No. There are no booking or service fees added when you book with me directly. Applicable taxes may apply.

Can we bring our dog?

Both large homes, Cassina Palms and 30 Knotts Way, allow pets by prior arrangement.

Do I have to book Saturday to Saturday?

Some homes, including Cassina Palms, require Saturday-to-Saturday stays in high season (mid-May to mid-September). Check the property page or call me.

What is the payment schedule?

10% is due when you reserve, 40% is due 90 days before arrival, and the balance is due 60 days before arrival. No security deposit is required.

Oceanfront rentals · Pet-friendly rentals · All Hilton Head rentals

Ask Brian a question

Not ready to book? Tell us your dates and group size and Brian will reply personally with availability and a quote.

Prefer to talk? Call 843-368-3359