
Exclusive Kim Sha Beach Vacation Deals

Kim Sha Beach vacation package deals
Price found within the past 48 hours. Click for updated prices.

Oyster Bay Beach Resort
Oyster Pond
Price was CA $2,178, price is now CA $1,366 per person
CA $1,366
per person
Feb 25 - Mar 4
found 5 hours ago
Roundtrip flight included
Hamilton (YHM) to Philipsburg (SXM)
Book a stay at this beach 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 reviews. Popular attractions Orient Bay Beach and Grand Case Beach are located nearby.

The Villas at Simpson Bay Resort
Price was CA $5,556, price is now CA $2,252 per person
CA $2,252
per person
Feb 25 - Mar 4
found 5 hours ago
Roundtrip flight included
Hamilton (YHM) 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 Orient Bay Beach are located nearby.

Simpson Bay Resort, Marina & Spa
Pelican Key
Price was CA $3,476, price is now CA $1,485 per person
CA $1,485
per person
Jan 28 - Feb 2
found 1 day ago
Roundtrip flight included
Toronto (YTO) 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.

Princess Heights Luxury Boutique Condo Hotel
Oyster Pond
Price was CA $2,765, price is now CA $1,525 per person
CA $1,525
per person
Feb 25 - Mar 4
found 5 hours ago
Roundtrip flight included
Hamilton (YHM) 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 Orient Bay Beach and Grand Case Beach are located nearby.

Oceans at Divi Little Bay
Price was CA $4,804, price is now CA $3,130 per person
CA $3,130
per person
Feb 7 - Feb 14
found 1 day ago
Roundtrip flight included
Hamilton (YHM) 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 Orient Bay Beach are located nearby.

Divi Little Bay Beach Resort
Price was CA $4,713, price is now CA $3,189 per person
CA $3,189
per person
Feb 25 - Mar 4
found 5 hours ago
Roundtrip flight included
Hamilton (YHM) 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 Orient Bay Beach are located nearby.
Frequently asked questions
Top Kim Sha Beach hotel deals

Simpson Bay Resort, Marina & Spa
Billy Folly Road 37 Simpson Bay
The price is CA $311 per night
CA $311
CA $374 total
Jan 5 - Jan 6, 2026
includes taxes & fees
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.
On private beach
Pool

The Villas at Simpson Bay Resort
Billy Folly Road No. 37A Simpson Bay
The price is CA $414 per night
CA $414
CA $497 total
Jan 6 - Jan 7, 2026
includes taxes & fees
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 Orient Bay Beach are located nearby.
Pool
Parking included

Hilton Vacation Club Flamingo Beach St. Maarten
Pelican Key, Simpson Bay, 6 Billy Folly Simpson Bay
Free cancellation
Reserve now, pay when you stay
The price is CA $411 per night
CA $411
CA $467 total
Jan 5 - Jan 6, 2026
includes taxes & fees
Book a stay at this beach resort in Simpson Bay. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Maho Beach and Mullet Bay Beach are located nearby.
Pool
Parking included
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.