Oyster Pond Vacations from $727
Book a Hotel + Flight or Car together to unlock savings
Photo by Ardilla Mexicano
Your Oyster Pond Vacation
Book a vacation package to Oyster Pond and experience the wonders of this neighborhood from sunrise to sundown. From its coastal beaches and views to its distinct vibe and personality, there are tons of reasons to visit Oyster Pond. Not sure what to do during your trip to Oyster Pond? Nearby attractions like Orient Bay, Dawn Beach and Coconut Grove Beach are excellent places to start. Expedia can help turn your ideal Oyster Pond vacation into reality, no matter your budget or travel plans.
The Latest Oyster Pond 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
Price was $1,194, price is now $727 per person
$727
per person
Jan 29 - Feb 2
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
9.2/10 Wonderful! (973 reviews)
Staff were amazing, rooms and bathrooms were clean and pool was wonderful.
We would highly recommend this location for your vacation. It is on the quiet side but with a car you can go anywhere from here.There are also good restaurants in the area and as Dawn beach can be a bit rough, you can drive to any of the beautiful beaches on the island. Great Bay, Mullet, Friar's, Happy and Anse Marcel are our favourites. Enjoy!
Reviewed on Dec 10, 2025
Simpson Bay Resort, Marina & Spa
Pelican Key
Price was $2,370, price is now $1,050 per person
$1,050
per person
Mar 1 - Mar 6
found 22 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
9/10 Wonderful! (1,463 reviews)
Great experience at this location, would highly recommend.
Reviewed on Dec 12, 2025
The Villas at Simpson Bay Resort
Save 100% on your flight
Price was $2,466, price is now $1,370 per person
$1,370
per person
Jan 29 - Feb 2
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
9.2/10 Wonderful! (1,309 reviews)
Clean room, great amenities and close to many restaurants and bars
Reviewed on Dec 13, 2025
Divi Little Bay Beach Resort
Save 100% on your flight
Price was $1,960, price is now $1,219 per person
$1,219
per person
Jan 29 - Feb 2
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
8.4/10 Very Good! (1,002 reviews)
Location, Location, Location
Love the Divi. Everyone was very friendly and helpful. .
Reviewed on Dec 11, 2025
The Morgan Resort Spa Village
Save 100% on your flight
Price was $1,395, price is now $906 per person
$906
per person
Jan 29 - Feb 2
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
9/10 Wonderful! (1,866 reviews)
Love it here. Just make sure to always check the restroom off the lobby continuously for cleanliness.
Reviewed on Dec 11, 2025
Oyster Pond Hotel Deals
Oyster Bay Beach Resort
10 Emerald Merit Rd Oyster Pond
$270 nightly
The price is $282 total per night from Dec 14 to Dec 15
$282 total
Dec 14 - Dec 15
Total with taxes and fees
8.4/10 Very Good! (967 reviews)
Nivea at the front desk took very good care of us. The whole experience was great. We'd love to go back.
Reviewed on Dec 8, 2025
JW Marriott St. Maarten Beach Resort & Spa
144 Oyster Pond Resort Oyster Pond Sint Maarten
$575 nightly
The price is $601 total per night from Dec 14 to Dec 15
$601 total
Dec 14 - Dec 15
Total with taxes and fees
8.6/10 Excellent! (220 reviews)
Absolutely beautiful, very clean, staff was amazing and very nice, recommend the ocean room the view was stunning.
Reviewed on Nov 3, 2025
Princess Heights Luxury Boutique Condo Hotel
Oyster Pond Road No 156 Oyster Pond
Fully refundableReserve now, pay when you stay
$199 nightly
The price is $208 total per night from Dec 14 to Dec 15
$208 total
Dec 14 - Dec 15
Total with taxes and fees
9.2/10 Wonderful! (981 reviews)
Clean with wonderful friendly staff
Reviewed on Dec 8, 2025
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.
Discover the most popular places to visit in Oyster Pond
Dawn Beach
3/5(2 reviews)
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.
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 relaxing area.
Things to do
Billy Bones St. Maarten Getaway , Snorkeling with Turtles
$139
per adult
100% of travellers recommend
St-Martin and St Maarten: Sightseeing Tour of the French and Dutch Sides of the Island
$56
per adult
84% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.