Title: Oyster Pond Vacation Packages 2026 from $700 | Expedia.com

[Oyster Pond Travel Guide](https://expedia.com/Oyster-Pond-Oyster-Pond.dx6131289)[Hotels in Oyster Pond](https://expedia.com/Oyster-Pond-Oyster-Pond-Hotels.0-n6131289-0.Travel-Guide-Filter-Hotels)[Flights to Oyster Pond](https://expedia.com/Cheap-Flights-To-Oyster-Pond.d6131288.Travel-Guide-Flights)[Things to do in Oyster Pond](https://expedia.com/Things-To-Do-In-Oyster-Pond.d6131288.Travel-Guide-Activities)[Car Rentals in Oyster Pond](https://expedia.com/Car-Rentals-In-Oyster-Pond.d6131289.Car-Rental-Guide)

![](https://images.trvl-media.com/place/319626658774517466/bc0a0d31-d896-41c1-8c84-e344a993542c.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# Oyster Pond Vacations from $700

## Book a Hotel + Flight or Car together to unlock savings

Photo by Ardilla Mexicano

- ##  
Plan, book, travel with confidence
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Better together  
Save up to $1,045 when you book a flight and hotel together\*
- ###  
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Rest easy  
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## 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](https://www.expedia.com/Orient-Bay-Saint-Martin.d553248635924570080.Vacation-Attraction), [Dawn Beach](https://www.expedia.com/Dawn-Beach-Oyster-Pond.d6079641.Vacation-Attraction) and [Coconut Grove Beach](https://www.expedia.com/Coconut-Grove-Beach-Saint-Martin.d6073159.Vacation-Attraction) 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](https://images.trvl-media.com/lodging/1000000/570000/561400/561365/3eb207bd_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Princess Heights Luxury Boutique Condo Hotel

Oyster Pond

Save 100% on your flight

$700

per person

May 1 - May 5

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Philipsburg (SXM)

9.2/10 Wonderful! (973 reviews)

We enjoyed princess heights. Not super close to restaurants so keep that in mind. Being able to cook food for breakfast was a plus. Staff is very friendly and accommodating. Jetted tub was a highlight to end each day. Would be nice if there was a screen on balcony door so you could leave open without mosquitoes coming in. Bed was comfortable. Kitchen had essentials for cooking such as pans and dishware. Dish soap was appreciated.

Reviewed on Feb 23, 2026

![Simpson Bay Resort, Marina & Spa](https://images.trvl-media.com/lodging/2000000/1260000/1256900/1256868/30f27be9_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Simpson Bay Resort, Marina & Spa

Pelican Key

$1,058

per person

May 20 - May 26

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Philipsburg (SXM)

9/10 Wonderful! (1,463 reviews)

Staff, amenities and staff perfect

Reviewed on Feb 25, 2026

![The Villas at Simpson Bay Resort](https://images.trvl-media.com/lodging/5000000/4560000/4553800/4553784/7e74429d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Villas at Simpson Bay Resort

Pelican Key

Save 100% on your flight

$799

per person

May 1 - May 5

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Philipsburg (SXM)

9.2/10 Wonderful! (1,309 reviews)

\*Modern clean rooms. \*Having a few dishes, microwave, mini-fridge turned out to be handy. \*Staff was very friendly. \*Breakfast buffet was excellent. \*Onsite restaurants and many nearby was nice. \*Broad selection at the Replay Restaurant & Bar. It was the only one we ate at twice.

Reviewed on Feb 21, 2026

![La Playa Orient Bay](https://images.trvl-media.com/lodging/1000000/910000/908100/908054/42567e6f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### La Playa Orient Bay

Save 100% on your flight

$1,022

per person

May 20 - May 26

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Philipsburg (SXM)

9.4/10 Exceptional! (604 reviews)

Great room and overall amazing hotel, yummy breakfast every day and the best beach and best beach chairs

Reviewed on Feb 25, 2026

![La Vista Hotel](https://images.trvl-media.com/lodging/114000000/113160000/113158300/113158235/cde971ba_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### La Vista Hotel

Pelican Key

Save 100% on your flight

$873

per person

May 3 - May 10

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Philipsburg (SXM)

10/10 Exceptional! (12 reviews)

The two bedroom by the beach was enormous with a great view of the sea. Pool was a quick walk. Casino and grocery store was nearby.

Reviewed on Feb 18, 2026

## Oyster Pond Hotel Deals

![Oyster Bay Beach Resort](https://images.trvl-media.com/lodging/2000000/1100000/1095400/1095348/00eb22aa_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Oyster Bay Beach Resort

10 Emerald Merit Rd Oyster Pond 

Fully refundableReserve now, pay when you stay

$300 nightly

$313 total

Mar 1 - Mar 2

Total with taxes and fees

8.6/10 Excellent! (1,004 reviews)

yes very clean rooms and perfectly mannered staff

Reviewed on Feb 25, 2026

[](https://expedia.com/Hotel-Search?startDate=3%2F1%2F2026&endDate=3%2F2%2F2026&selected=1095348&PinnedHotelID=1095348&HadPinnedHotel=true&regionId=6131289)

![JW Marriott St. Maarten Beach Resort & Spa](https://images.trvl-media.com/lodging/94000000/93240000/93232000/93231967/fd639aa3_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

JW Marriott St. Maarten Beach Resort & Spa

144 Oyster Pond Resort Oyster Pond Sint Maarten

$817 nightly

$854 total

Mar 20 - Mar 21

Total with taxes and fees

8.6/10 Excellent! (256 reviews)

Very nice and clean hotel, very friendly service, food from the restaurant is really good, but Tuesday Buffett is terrible, very little options and food is not good, price is way too high and no any soft drinks included in the buffet, maybe that’s the only hotel charge water for the buffet. Hope ...

Reviewed on Feb 25, 2026

[](https://expedia.com/Hotel-Search?startDate=3%2F20%2F2026&endDate=3%2F21%2F2026&selected=93231967&PinnedHotelID=93231967&HadPinnedHotel=true&regionId=6131289)

![Princess Heights Luxury Boutique Condo Hotel](https://images.trvl-media.com/lodging/1000000/570000/561400/561365/3eb207bd_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Princess Heights Luxury Boutique Condo Hotel

Oyster Pond Road No 156 Oyster Pond 

Fully refundableReserve now, pay when you stay

$336 nightly

$351 total

Mar 1 - Mar 2

Total with taxes and fees

9.2/10 Wonderful! (1,007 reviews)

We enjoyed princess heights. Not super close to restaurants so keep that in mind. Being able to cook food for breakfast was a plus. Staff is very friendly and accommodating. Jetted tub was a highlight to end each day. Would be nice if there was a screen on balcony door so you could leave open without ...

Reviewed on Feb 23, 2026

[](https://expedia.com/Hotel-Search?startDate=3%2F1%2F2026&endDate=3%2F2%2F2026&selected=561365&PinnedHotelID=561365&HadPinnedHotel=true&regionId=6131289)

[See all 7,170 properties in Oyster Pond](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=2%2F27%2F2026&endDate=2%2F28%2F2026&regionId=6131289)

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.

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

All Inclusive Vacations

[](https://expedia.com/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Beach Vacations

[](https://expedia.com/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Kid Friendly Vacations

[](https://expedia.com/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Kid_Friendly%20Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Golf Vacations

[](https://expedia.com/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Luxury Vacations

[](https://expedia.com/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Romantic Vacations

[](https://expedia.com/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Ski Vacations

[](https://expedia.com/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click)

![Gay Friendly Vacations](https://forever.travel-assets.com/flex/flexmanager/images/2023/06/15/LGBTQIA_Holiday_Package.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

LGBTQ Friendly Vacations

[](https://expedia.com/lp/theme-holidays/gay-friendly-holidays?rfrr=editorial.LGBTQ_Friendly%20Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2017/07/05/170615_Adventure_1320_2.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Adventure Vacations

[](https://expedia.com/lp/theme-vacations/adventure-vacations?rfrr=editorial.Adventure_Vacations.click)

![Vacations in Month](https://forever.travel-assets.com/flex/flexmanager/images/2023/05/10/mesog-34434-card-venice.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Where to go when

[](https://expedia.com/lp/b/where-to-go-when?rfrr=editorial.Where_to%20go%20when.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/honeymoon_hawaii.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Honeymoon Vacations

[](https://expedia.com/lp/theme-vacations/honeymoon-vacations?rfrr=editorial.Honeymoon_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/Mountain-vacations.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Mountain Vacations

[](https://expedia.com/lp/theme-vacations/mountain-vacations?rfrr=editorial.Mountain_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/fishing-vacations-2.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Fishing Vacations

[](https://expedia.com/lp/theme-vacations/fishing-vacations?rfrr=editorial.Fishing_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2019/05/16/Hyatt%20Zilara%20Cancun%20-%20All%20Inclusive%20-%20Adults%20Only.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Adults Only Vacations

[](https://expedia.com/lp/theme-vacations/adults-only-vacations?rfrr=editorial.Adults_Only%20Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/waterpark-vacations.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Waterpark Vacations

[](https://expedia.com/lp/theme-vacations/waterpark-vacations?rfrr=editorial.Waterpark_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/Caribean_scuba_diving.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Scuba Diving Vacations

[](https://expedia.com/lp/theme-vacations/scuba-diving-vacations?rfrr=editorial.Scuba_Diving%20Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/aruba_yoga.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Yoga Vacations

[](https://expedia.com/lp/theme-vacations/yoga-vacations?rfrr=editorial.Yoga_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2023/04/04/EPS-RBC-SummerBeachVacations-AdobeStock_206356322.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Cheap Vacations

[](https://expedia.com/lp/theme-vacations/cheap-vacations?rfrr=editorial.Cheap_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2024/06/26/1175883311.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Solo Vacations

[](https://expedia.com/lp/b/vacations/solo-vacations?rfrr=editorial.Solo_Vacations.click)

### Discover the most popular places to visit in Oyster Pond

![Dawn Beach featuring a coastal town, general coastal views and landscape views](https://images.trvl-media.com/place/6079641/be29b483-1d6f-4757-be4a-3e89758c8624.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Dawn Beach

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

[](https://expedia.com/Dawn-Beach-Oyster-Pond.d6079641.Vacation-Attraction)

#### 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. 

[](https://expedia.com/Coralita-Beach-Oyster-Pond.d553248635977104877.Vacation-Attraction)

### Things to do

![Panoramic view of vibrant St. Martin ](https://mediaim.expedia.com/localexpert/413439/1889a377-cdfa-4a6e-bdf7-cb7a36cef979.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Edge Ferry Tickets to St. Barts

$100

per adult

**84%** of travellers recommend

[](https://expedia.com/things-to-do/edge-ferry-tickets-to-st-barts.a413439.activity-details)

![Sky Explorer + Flying Dutchman + Schooner + Sentry Hill Line](https://mediaim.expedia.com/localexpert/466226/f1e62739-a072-49a6-976a-ce1a3facd837.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Sky Explorer + Flying Dutchman + Schooner + Sentry Hill Line

$135

per adult

**90%** of travellers recommend

[](https://expedia.com/things-to-do/sky-explorer-flying-dutchman-schooner-sentry-hill-line.a466226.activity-details)

![Sand Dollar Snorkeling Adventure](https://mediaim.expedia.com/localexpert/253868/cee07738-52cd-498c-b693-2512d348c7bb.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Half Day Snorkeling Adventure 

$65

per adult

**100%** of travellers recommend

[](https://expedia.com/things-to-do/half-day-snorkeling-adventure.a253868.activity-details)

[See all activities in Oyster Pond](https://expedia.com/things-to-do/search?rid=6131289)

\* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.