Oyster Pond Vacation Packages 2025/2026 from $693

Oyster Pond flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

Princess Heights Luxury Boutique Condo Hotel

Oyster Pond

Save 100% on your flight

$693

per person

Nov 28 - Dec 3

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Philipsburg (SXM)

This hotel features an outdoor pool and a 24-hour gym. Families will appreciate the waterslide, onsite laundry facilities, and in-room childcare. Guests will appreciate free perks like free self parking and WiFi in public areas.

Simpson Bay Resort, Marina & Spa

Pelican Key

Save 100% on your flight

$1,103

per person

Dec 19 - Dec 23

found 1 day ago

Roundtrip flight included

Boston (BOS) to Philipsburg (SXM)

This smoke-free resort features a private beach, a full-service spa, and a marina. Relax with sun loungers and beach umbrellas, and cool off with a drink at the beachside bar. There's fun for all ages with a children's pool and a playground, and barbecue grills are available on site.

The Villas at Simpson Bay Resort

Save 100% on your flight

$876

per person

Nov 28 - Dec 3

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Philipsburg (SXM)

A marina, 3 restaurants, and 6 outdoor pools are all featured at this smoke-free resort. Relax with sun loungers and beach umbrellas, and cool off with a drink at the beachside bar. There's fun for all ages with a children's pool and a waterslide, and barbecue grills are available on site.

Holland House Beach Hotel

Downtown Philipsburg

Save 100% on your flight

$1,015

per person

Nov 28 - Dec 3

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Philipsburg (SXM)

A restaurant and a bar/lounge are featured at this hotel. Dine at the beachfront restaurant and relax with beach umbrellas. WiFi in public areas is free.

Hilton Vacation Club Royal Palm St. Maarten

Save 100% on your flight

$951

per person

Nov 28 - Dec 3

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Philipsburg (SXM)

A full-service spa, an outdoor pool, and a restaurant are all featured at this smoke-free aparthotel. Enjoy the gym and perks like free self parking and free WiFi. There's a bar/lounge on site, and a 24-hour front desk and laundry facilities are also provided.

Top Oyster Pond hotels deals

Oyster Bay Beach Resort

10 Emerald Merit Rd, Oyster Pond

Free Cancellation

Reserve now, pay when you stay

$189 nightly

$197 total

Sep 26 - Sep 27

Total with taxes and fees

This resort features a full-service spa, a marina, and 2 restaurants. Families will appreciate the children's pool, onsite laundry facilities, and in-room childcare. Enjoy the outdoor pool and perks like free WiFi.

Pool

Hot Tub

JW Marriott St. Maarten Beach Resort & Spa

144 Oyster Pond Resort, Building A, Oyster Pond, Sint Maarten

$319 nightly

$336 total

Sep 26 - Sep 27

Total with taxes and fees

A full-service spa, 3 restaurants, and an outdoor pool are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. Relax with a drink at one of the 2 bars/lounges and enjoy perks like free self parking.

Pool

Spa

Princess Heights Luxury Boutique Condo Hotel

Oyster Pond Road No 156, Dawn Beach, Oyster Pond

Free Cancellation

Reserve now, pay when you stay

Get rates

This hotel features an outdoor pool and a 24-hour gym. Families will appreciate the waterslide, onsite laundry facilities, and in-room childcare. Guests will appreciate free perks like free self parking and WiFi in public areas.

Pool

Spa

Dawn Beach Club Resort Sint Maarten

144 Oyster Pond Rd, Oyster Pond, Sint Maarten

Free Cancellation

Reserve now, pay when you stay

Get rates

This smoke-free condo resort includes 2 restaurants, an outdoor pool, and a 24-hour gym. Relax with a drink at the bar/lounge and enjoy perks like free self parking. A snack bar/deli, WiFi in public areas, and concierge services are also on offer.

Pool

Kitchen

Les Balcons d'Oyster Pond

15 Avenue du Lagon, Oyster Pond

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An outdoor pool, free self parking, and concierge services are featured at this hotel. WiFi in public areas is free. A terrace, a garden, and barbecue grills are also on offer.

Pool

Parking included

Luxury Villa, Walk to beach, BRAND NEW 55KW BACKUP GENERATOR

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A gym is featured at this villa, along with laundry facilities and concierge services. Families will appreciate the arcade/game room and barbecue grills.

Pool

Kitchen

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Popular places to visit

Dawn Beach

Why not spend a carefree afternoon at Dawn Beach during your travels in Oyster Pond? Stroll along the seaside in this relaxing area, or check out its top-notch restaurants.

Oyster Bay Marina

Explore the waterfront in Oyster Pond with a trip to Oyster Bay Marina. Stroll along the beautiful beaches in this relaxing area, or check out its top-notch restaurants.

Coralita Beach

Why not spend a lazy afternoon at Coralita Beach during your trip to Oyster Pond? Wander the beautiful beaches and seaside in this romantic area.

Frequently asked questions

How much are vacation packages to Oyster Pond?

Exciting adventures await in Oyster Pond, with Travelocity vacation packages from as low as $693. Including hotels and flights, these amazing deals are a simple way to see all corners of the globe.

How long should my Oyster Pond vacation be?

Typically, 5 nights is how long most visitors spend exploring the sights and sounds of Oyster Pond. Worried that won't be sufficient time to do everything on your bucket list? Stay a couple more nights so you don't miss a thing.

Where can I get the best vacation package deals for Oyster Pond?

Travelocity is the only place you need to go to score a terrific Oyster Pond package deal. Choose from 400 partner airlines and 1,000,000 properties worldwide and create a vacation package that's right for you. With this amount of choice at your fingertips, now's the time to book your next great escape.

Why should I purchase my Oyster Pond vacation bundle with Travelocity?

Because we believe in creating stress-free vacation experiences. From hotels and flights to car rentals and activities, our packages make traveling a breeze. Our customer care is available 24/7 to ensure you'll never wander alone. We also have a Price Match Guarantee, so you can book your trip knowing you've scored the best deal possible. If you find a lower price, we'll match it!

Can I save money on my Oyster Pond car rental if I book it with my hotel or flight?

Combining your hotel, flight and car into an Oyster Pond vacation package is a great way to score the best deal. Plus, having your own car rental gives you absolute freedom to get to all those big-name sights you're eager to see. Located 100 mi from Oyster Pond, Dickenson Bay Beach is one attraction that should be on your to-do list. Put together a driving playlist and make a day trip of it.

Which airport is best for Oyster Pond?

Princess Juliana Intl. Airport (SXM) (6 mi away from the downtown area), Robert L. Bradshaw Intl. Airport (SKB) (55 mi away from central Oyster Pond) and Clayton J. Lloyd Intl. Airport (AXA) (11 mi away from central Oyster Pond) are the best options for Oyster Pond.

What is there to do in Oyster Pond?

You'll sense a certain kind of magic as you wander through the streets of Oyster Pond. Dawn Beach and Oyster Bay Marina are just a couple of highlights that lure visitors to this fantastic city, so put them on your to-do list.

Where should I stay when visiting Oyster Pond?

If you're looking for a place to base yourself, have a look at the Princess Heights Luxury Boutique Condo Hotel. It's the top choice for many travelers.