Oyster Pond Vacations

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Oyster Pond Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

Pelican Key
Save 100% on your flight
$984
per person
Nov 7 - Nov 11
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Philipsburg (SXM)
Book a stay at this beach resort in Simpson Bay. Enjoy free WiFi, free parking, and 6 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Maho Beach and Mullet Bay Beach are located nearby.
Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

Pelican Key
Save 100% on your flight
$998
per person
Nov 7 - Nov 11
found 22 hours ago
Roundtrip non-stop flight included
New York (NYC) to Philipsburg (SXM)
Book a stay at this beach resort in Simpson Bay. Enjoy free WiFi, free parking, and 6 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Maho Beach and Mullet Bay Beach are located nearby.
I love staying at the main building which was close to the lobby, the main pool area, which has a really nice swim up pool bar, and in close proximity to a multiple restaurants.

Reviewed on Oct 2, 2026

Princess Heights Luxury Boutique Condo Hotel

Princess Heights Luxury Boutique Condo Hotel

Oyster Pond
Save 100% on your flight
$1,845
per person
Dec 19 - Dec 26
found 16 hours ago
Roundtrip flight included
Charlotte (CLT) to Philipsburg (SXM)
Book a stay at this family-friendly hotel in Oyster Pond. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Port of St. Maarten and Grand Case Beach are located nearby.
Oceans at Divi Little Bay

Oceans at Divi Little Bay

Save 100% on your flight
$2,676
per person
Dec 19 - Dec 26
found 16 hours ago
Roundtrip flight included
Charlotte (CLT) to Philipsburg (SXM)
Stay at this hotel in Philipsburg. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the helpful staff in our reviews. Popular attractions Maho Beach and Port of St. Maarten are located nearby.
Divi Little Bay Beach Resort

Divi Little Bay Beach Resort

Save 100% on your flight
$2,671
per person
Dec 19 - Dec 26
found 16 hours ago
Roundtrip flight included
Charlotte (CLT) to Philipsburg (SXM)
Book a stay at this beach resort in Philipsburg. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Maho Beach and Port of St. Maarten are located nearby.
Last year we stayed at Little Debbland we had an ocean view

Reviewed on Oct 1, 2026

The Morgan Resort Spa Village

The Morgan Resort Spa Village

Save 100% on your flight
$1,278
per person
Nov 7 - Nov 11
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Philipsburg (SXM)
Book a stay at this spa resort in Simpson Bay. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the pool and the restaurant in our reviews. Popular attractions Maho Beach and Mullet Bay Beach are located nearby.
Beautiful hotel, great staff, and perfect location.

Reviewed on Oct 2, 2026

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Top Hotel Deals

Les Balcons d'Oyster Pond

Les Balcons d'Oyster Pond

15 Avenue du Lagon Oyster Pond
0.34 km from city center
Stay at this hotel in Oyster Pond. Enjoy free WiFi, free parking, and an airport shuttle (surcharge). Popular attractions Orient Bay and Port of St. Maarten ...
Colombus Résidence

Colombus Résidence

29, Rue de l'Escale Oyster Pond
0.57 km from city center
Stay at this hotel in Oyster Pond. Enjoy free WiFi, free parking, and a marina. Popular attractions Port of St. Maarten and Grand Case Beach are located ...
Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

Billy Folly Road 37 Simpson Bay
8.91 km from city center
Book a stay at this beach resort in Simpson Bay. Enjoy free WiFi, free parking, and 6 outdoor pools. Our guests praise the pool and the helpful staff in our ...
Sonesta Maho Beach All Inclusive Resort Casino & Spa

Sonesta Maho Beach All Inclusive Resort Casino & Spa

1 Rhine Road Lowlands
11.14 km from city center
Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Maho Beach ...
The Morgan Resort Spa Village

The Morgan Resort Spa Village

2 Beacon Hill Road Simpson Bay
11.1 km from city center
Book a stay at this spa resort in Simpson Bay. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the pool and the restaurant in our reviews. ...
Oyster Bay Beach Resort

Oyster Bay Beach Resort

10 Emerald Merit Rd Oyster Pond
0.8 km from city center
Book a stay at this spa resort in Oyster Pond. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the pool and the helpful staff in our ...
The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

Billy Folly Road No. 37A Simpson Bay
8.66 km from city center
Book a stay at this beach resort in Simpson Bay. Enjoy free WiFi, free parking, and 6 outdoor pools. Our guests praise the pool and the helpful staff in our ...
Hilton Vacation Club Flamingo Beach St. Maarten

Hilton Vacation Club Flamingo Beach St. Maarten

Pelican Key, Simpson Bay, 6 Billy Folly Simpson Bay
8.96 km from city center
Book a stay at this beach resort in Simpson Bay. Enjoy free parking, a beach locale, and breakfast (surcharge). Our guests praise the pool and the helpful staff ...
The Atrium Beach Resort and Spa, an Ascend Collection Resort

The Atrium Beach Resort and Spa, an Ascend Collection Resort

6 Billy Folly Road Simpson Bay
8.48 km from city center
Book a stay at this beach hotel in Simpson Bay. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular ...
Sonesta Ocean Point All Inclusive, Adults Only Resort

Sonesta Ocean Point All Inclusive, Adults Only Resort

1A Rhine Rd. Lowlands
11.33 km from city center
Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Maho Beach and ...
Divi Little Bay Beach Resort

Divi Little Bay Beach Resort

Little Bay Road Philipsburg
6.44 km from city center
Book a stay at this beach resort in Philipsburg. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the helpful staff and the clean rooms ...
Fourteen at Mullet Bay

Fourteen at Mullet Bay

2 University Drive, Cupecoy Lowlands
11.8 km from city center
Book a stay at this beach aparthotel in Lowlands. Enjoy free WiFi, free parking, and private pools. Our guests praise the helpful staff in our reviews. Popular ...
Hommage Hotel & Residences

Hommage Hotel & Residences

Route des Terres Basses BP 172 Nettle Bay
10.06 km from city center
Book a stay at this luxury hotel in Nettle Bay. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff and the clean rooms in ...
Sapphire Beach Club Resort

Sapphire Beach Club Resort

147 Lowlands Lowlands
12.23 km from city center
Book a stay at this beach resort in Lowlands. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff in our reviews. Popular ...
Hilton Vacation Club Royal Palm St. Maarten

Hilton Vacation Club Royal Palm St. Maarten

115 Welfare Road Simpson Bay
8.59 km from city center
Book a stay at this beach aparthotel in Simpson Bay. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the property ...
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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.