The Hamptons reward the quiet choice. While the loudest cars compete for attention, the S-Class simply arrives, and the people inside look as if they planned it that way. A Mercedes S-Class rental in the Hamptons is the understated option for dinners, galas, wedding weekends, and any plan where you would rather be composed than conspicuous.
The S580 was designed for exactly this kind of occasion: arriving at an event, conducting business, or simply elevating a day you were going to spend on the road anyway. Add the signature Mercedes-Benz craftsmanship, and the car does not just carry you there. It makes the entrance.
Mercedes-Benz has spent generations refining the S-Class, and the current S580 shows it: a sleek exterior, a first-class cabin, and a ride that feels almost effortless. In a place where the scenery is the star, it is the car that lets you enjoy it.
If you are choosing for an occasion, start with the people. Ask who needs the quietest seat, who needs the most legroom, and who simply needs to arrive on time. The answers usually point to one car or the other.

Send your dates, and we will find your car.
Either car can be booked to drive yourself or with a chauffeur, so the real choice is comfort. A Mercedes S580 rental in the Hamptons gives you the executive sedan at its best, with a 4.0-liter biturbo V8, handcrafted leather, ambient lighting, and a ride that feels first-class. The Mercedes-Maybach S580 raises the bar again, as the table shows.
Not sure which fits your trip? Think about the passengers. For a couple on a weekend away, the S580 is more than enough. For a guest of honor, a client, or a family member who deserves the best seat in the house, the Maybach, one of the most exclusive luxury sedans in the world, earns its premium with extended legroom and an ultra-refined cabin. Our team is happy to talk it through with you.
| Feature | Mercedes-Benz S580 | Mercedes-Maybach S580 |
|---|---|---|
| Rear seating | Executive-level comfort | Extended legroom |
| Seats | Handcrafted leather | Heated and ventilated massage seats |
| Look | Sleek executive profile | Iconic Maybach grille |
| Ride | AIRMATIC air suspension | Advanced air suspension |
| Self-drive | $599 per 24 hours | $1,199 per 24 hours |
If you spend most of the trip in the front seats, the S580 is plenty. If someone important will spend the trip in the back, the Maybach is well worth the upgrade.
We keep every car in the fleet in excellent condition, from comfort to presentation, so whichever model you choose arrives ready to impress.

A Hamptons weekend does not always need a sedan. Depending on the guest list and the luggage, another Mercedes may fit better, so here is a quick guide to matching the car to the plan.
The GLS 600 Maybach deserves a closer look for group trips. Dual MBUX screens entertain the back row, a Burmester 3D sound system fills the cabin, power-deployable illuminated running boards make getting in easy, and Night View Assist helps on the drive home after dark. Where equipped, a refrigerator compartment and champagne flute holders add a final flourish.
| The Plan | Suggested Mercedes | Why |
|---|---|---|
| A dinner for two | S580 | Quiet comfort without fuss |
| Four friends with luggage | GLS 600 Maybach | First-class rear seating for up to five |
| A statement arrival | G63 AMG | A boxy icon with a commanding driving position |
| A spirited drive on open roads | AMG GT 63 | Supercar-style energy with seats for four |
| Easy weekend errands | AMG GLE 53 | SUV flexibility, up to five seats, and a panoramic sunroof |
The vehicle listings cover New York City and Long Island, so we double-check Hamptons availability for each car and date. Tell us your plan, and we will recommend the car that fits.
Someone who would rather arrive rested. A Mercedes S-Class with a driver in the Hamptons lets everyone enjoy dinner, a gala, or a late summer gathering without worrying about parking, directions, or the drive home. Chauffeur service is available across the Hamptons, with quotes built from the car you choose, how long you need it, and how far and how often you travel.
The Hamptons are a collection of villages, not a single destination, and a chauffeur can plan the order of your stops so the evening flows. Dinner in one village, drinks in another, and a gathering at a private home across town become a single smooth route instead of three separate problems.
What a chauffeur handles for you:
It also works as an airport arrival. Our chauffeurs can be waiting when you land and drive you directly to your destination, which means no rental counter and no wrong turns on the way east. For a group, ask us about coordinating more than one car.

Tell us the plan, and we will find the car.
It is a good one, especially for the people around the couple. A Mercedes S-Class wedding rental in the Hamptons gives parents, grandparents, and VIP guests a quiet, comfortable ride between venues, and wedding bookings come with a chauffeur included. For the couple, the Maybach S580 offers a quieter, more private version of the same idea.
| Guest Group | Suggested Car | Why |
|---|---|---|
| The couple | Maybach S580 | A quiet, private ride with massage seats |
| Parents and grandparents | Mercedes S580 | Comfortable rear seating and a smooth ride |
| VIP guests | Either car | A polished arrival between venues |
Questions to settle early:
The sooner these answers are on paper, the easier the whole day becomes. Our team works with planners, venues, and coordinators, and can advise on how many cars to book and for how long.
The send-off matters just as much as the arrival. When the night ends, a chauffeur-driven S-Class turns the last ride into a truly calm one, whether the couple is heading to a hotel or the guests are heading home.
Looking to rent a Mercedes S-Class in Southampton, NY, for a weekend stay, or to book a Mercedes S-Class rental in East Hampton for one evening? The first step is the same: a short conversation. Tell us your dates, the model you prefer, and your address, and our team will confirm availability and delivery. Availability can vary by location, so we always confirm Hamptons availability for your dates.
The Hamptons are popular year-round, and busiest from May through September. For longer stays, ask about weekly and monthly rentals. Book early, and tell us how long you plan to stay, so we can match the booking to your stay.
How a booking comes together:
| When | What to Do |
|---|---|
| As soon as you know your dates | Reserve the car, since summer weekends go first |
| A few weeks ahead | Share addresses, guest counts, and any special requests |
| A few days ahead | Confirm timings, delivery details, and requirements |
For a self-drive rental, you must be at least 21, hold a valid driver’s license, show proof of insurance, and pay with a valid credit card bearing your name, matching your license. We suggest a 100/200/100 liability policy as the minimum, and our team will confirm everything for your vehicle.
Once your booking is confirmed, keep a few essentials handy: your license, proof of insurance, and the credit card used for the reservation. Everything else, we will gladly handle.

Book your Mercedes now.

The S580 starts at $599 per 24 hours and the Maybach S580 at $1,199 for self-drive. Chauffeur bookings are quoted in advance.
Yes. Chauffeur service is available across the Hamptons, and quotes depend on the car, the hours, and the route.
Expect extended rear legroom, massage seats with heating and ventilation, and the signature Maybach grille.
Yes. A chauffeur can be waiting when you land, whether you fly commercially or privately.
Yes, longer stays can be arranged on a weekly or monthly basis. Share your dates, and our team will confirm what is available.
Yes. Wedding rentals include a professional chauffeur, and we coordinate with planners and venues.
Early, especially for summer weekends. The busy season runs from May through September.
The Maybach GLS 600 is a strong choice, with first-class rear seating for up to five. The AMG GLE 53 is a more everyday alternative, and our team can confirm availability for your dates.