Oyster Pond Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

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  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place
Price found within the past 48 hours. Click for updated prices.
  • Outdoor pool, pool umbrellas, sun loungers
    Aug 6 - Aug 13

    Princess Heights Luxury Boutique Condo Hotel + Flight

    Oyster Pond
    6 nights
    3.5 star property
    9.2/10 - Wonderful (1,003 reviews)
    "Lovely stay. Private. Very friendly , helpful staff.Delicious continental breakfast delivered to room."
    Reviewed June 1, 2026
    Roundtrip • Hamilton (YHM) - Saint Martin (SXM)
    YHM - SXM • 2 stops SXM - YHM • 2 stops
    CA $2,544
    CA $1,962
    per traveller
    found 1 day ago
    Princess Heights Luxury Boutique Condo Hotel
  • Front of property
    Aug 6 - Aug 13

    The Villas at Simpson Bay Resort + Flight

    Pelican Key
    6 nights
    4.0 star property
    9.2/10 - Wonderful (1,416 reviews)
    "This place is always fantastic! From the service to the food. It was our 3rd time visiting & we will be back!"
    Reviewed June 3, 2026
    Roundtrip • Hamilton (YHM) - Saint Martin (SXM)
    YHM - SXM • 2 stops SXM - YHM • 2 stops
    CA $4,179
    CA $2,423
    per traveller
    found 1 day ago
    The Villas at Simpson Bay Resort
  • Exterior
    Aug 6 - Aug 13

    Simpson Bay Resort, Marina & Spa + Flight

    Pelican Key
    6 nights
    4.0 star property
    9.0/10 - Wonderful (1,771 reviews)
    "Perfect location. Beautiful ocean area. No seaweed. Lots to do right on site. Room was a big worn down and bathroom way too small. The room itself brought my review down, but the location and all the pools were great. Also, the employees were not very friendly."
    Reviewed June 4, 2026
    Roundtrip • Hamilton (YHM) - Saint Martin (SXM)
    YHM - SXM • 2 stops SXM - YHM • 2 stops
    CA $3,596
    CA $2,210
    per traveller
    found 1 day ago
    Simpson Bay Resort, Marina & Spa
  • 3 restaurants; breakfast, lunch, and dinner served
    Aug 8 - Aug 22

    Sonesta Ocean Point All Inclusive, Adults Only Resort + Flight

    Lowlands
    14 nights
    5.0 star property
    8.8/10 - Excellent (1,002 reviews)
    "The Good: The Staff was very helpful and the location was in very nice spot with Beach that was in the perfect spot to take pictures of planes landing and local businesses in walking distance increased the overall experience. This property is also truly an all-inclusive The Bad: Beware this isn't an Adults Only resort, other than your room and two of the restaurants on the property everywhere else has full families walking around. All the areas that you would want to relax/eat/hangout at will..."
    Reviewed June 3, 2026
    Roundtrip • Hamilton (YHM) - Saint Martin (SXM)
    YHM - SXM • 1 stop SXM - YHM • 1 stop
    CA $11,840
    CA $8,208
    per traveller
    found 18 hours ago
    Sonesta Ocean Point All Inclusive, Adults Only Resort
  • Terrace/patio
    Aug 8 - Aug 22

    The Forest + Flight

    Anse Marcel
    14 nights
    4.0 star property
    10/10 - Exceptional (26 reviews)
    "What a wonderful stay!! The staff was exceptional and accommodating the entire trip. The rooms were clean and very beautiful, not to mention the landscaping and the ease of getting to and from. I will most certainly be back!! Thank you!!!"
    Reviewed May 11, 2026
    Roundtrip • Hamilton (YHM) - Saint Martin (SXM)
    YHM - SXM • 1 stop SXM - YHM • 1 stop
    CA $4,527
    CA $3,401
    per traveller
    found 19 hours ago
    The Forest

Oyster Pond Hotel Deals

Oyster Bay Beach Resort

Oyster Bay Beach Resort

4 out of 5
10 Emerald Merit Rd Oyster Pond
Fully refundableReserve now, pay when you stay
The price is CA $229 per night from Jun 6 to Jun 7
CA $229
CA $274 total
Jun 6 - Jun 7
includes taxes & fees
8.8/10 Excellent! (1,001 reviews)
"The staff was extremely helpful and polite. It was relaxing , clean, with an overall energy. The restaurant food was impeccable."

Reviewed on Jun 2, 2026

Oyster Bay Beach Resort
JW Marriott St. Maarten Beach Resort & Spa

JW Marriott St. Maarten Beach Resort & Spa

5 out of 5
144 Oyster Pond Resort Oyster Pond Sint Maarten
The price is CA $589 per night from Jun 17 to Jun 18
CA $589
CA $747 total
Jun 17 - Jun 18
includes taxes & fees
8.8/10 Excellent! (298 reviews)
"Beautiful"

Reviewed on May 31, 2026

JW Marriott St. Maarten Beach Resort & Spa
Princess Heights Luxury Boutique Condo Hotel

Princess Heights Luxury Boutique Condo Hotel

3.5 out of 5
Oyster Pond Road No 156 Oyster Pond
Fully refundableReserve now, pay when you stay
The price is CA $171 per night from Jun 28 to Jun 29
CA $171
CA $206 total
Jun 28 - Jun 29
includes taxes & fees
9.2/10 Wonderful! (1,003 reviews)
"Lovely stay. Private. Very friendly , helpful staff.Delicious continental breakfast delivered to room."

Reviewed on Jun 1, 2026

Princess Heights Luxury Boutique Condo Hotel
See all 7,768 properties in Oyster Pond
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does an Oyster Pond vacation package cost?
Starting from as low as , you can tailor make your Oyster Pond package the way you want. Simply combine hotels, flights and car rentals and be rewarded with discounts.
How do I get a cheap travel package to Oyster Pond?
Bundle your hotels and flights with Expedia to save big on your next big adventure. With more than 550 air carriers and 1,000,000 properties across the globe, your Oyster Pond vacation package can be tailored exactly to suit your budget. With all those extra dollars, why not include a few interesting activities and tours? It's an easy way to unlock even more bargains. Your dream getaway to Oyster Pond is closer than you thought!
Where should I stay in Oyster Pond?
With so much to explore in Oyster Pond, it makes sense to lock in a hotel near its attractions. Dawn Beach, Oyster Bay Marina and Coralita Beach are some fascinating ones to put on your to-do list.
What are the top hotels in Oyster Pond?
Get your escape off to a great start by booking a stay at Literally Oceanfront Villa Alabaster. It's one of most popular properties in Oyster Pond. Another comfortable option is Les Balcons d'Oyster Pond.
How far in advance should I book my Oyster Pond vacation?
While not all air carriers advertise ticket prices early, you can usually look up international flights on Expedia up to a year in advance. This is the time you can nab some fantastic deals. If you're booking late, there's a chance you could get lucky. Low prices occasionally become available only weeks before departure.
What does an Expedia Oyster Pond travel package include?
It comes down to what sort of trip you're planning. Oyster Pond vacation deals can include car rentals, flights and hotels. You can mix and match to create the travel package that suits you. You can also add on experiences and activities after you've booked to pick up even bigger discounts.
What should I know before booking an Oyster Pond travel package?
A travel package can be easier on the hip pocket than individually booking all you need for your escape. For example, combine your flights, hotels and rental cars and save a packet. No matter your vacation goals, there's bound to be a package that best suits your budget.
Can I choose my airline with an Oyster Pond Expedia vacation package?
With a vacation package, the choice is in your hands. Whether you're looking to fly to Oyster Pond in economy or business class, simply choose from the available airline options. Expedia has access to more than 550 airline partners worldwide.
If I'm not able to travel, can I cancel my Oyster Pond vacation package?
It's impossible to predict what the future holds, so it's comforting to know that you can change or cancel your Oyster Pond vacation package. If you booked in the last 24 hours, you may be eligible for a refund. If your booking is older, your hotel, airline or car rental company may charge a fee. Check our Customer Service Portal for further details.

Things to do

High-Speed Ferry to St. Barths

High-Speed Ferry to St. Barths

CA $103
per adult
80% of travellers recommend
High-Speed Ferry to St. Barths
Amazing Plane Spotting at Maho Beach

Amazing Plane Spotting at Maho Beach

CA $36
per adult
Amazing Plane Spotting at Maho Beach
St Maarten Beach hopping tour

St Maarten Beach hopping tour (Oreint beach and Maho beach combo)

CA $82
per adult
St Maarten Beach hopping tour (Oreint beach and Maho beach combo)
See all activities in Oyster Pond
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.