
Exclusive Happy Bay Vacation Deals

Happy Bay vacation package deals
Price found within the past 48 hours. Click for updated prices.

Simpson Bay Resort, Marina & Spa
Pelican Key
Price was $2,220, price is now $942 per person
$942
per person
Apr 1 - Apr 5
found 1 day ago
Roundtrip flight included
Boston (BOS) to Philipsburg (SXM)
This smoke-free resort features a private beach, a full-service spa, and a marina. Relax with sun loungers and beach umbrellas, and cool off with a drink at the beachside bar. There's fun for all ages with a children's pool and a playground, and barbecue grills are available on site.

The Villas at Simpson Bay Resort
Pelican Key
Price was $3,799, price is now $1,849 per person
$1,849
per person
Mar 7 - Mar 14
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
A marina, 3 restaurants, and 6 outdoor pools are all featured at this smoke-free resort. Relax with sun loungers and beach umbrellas, and cool off with a drink at the beachside bar. There's fun for all ages with a children's pool and a waterslide, and barbecue grills are available on site.

Princess Heights Luxury Boutique Condo Hotel
Oyster Pond
Save 100% on your flight
Price was $2,420, price is now $1,328 per person
$1,328
per person
Mar 7 - Mar 14
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
This hotel features an outdoor pool and a 24-hour gym. Families will appreciate the waterslide, onsite laundry facilities, and in-room childcare. Guests will appreciate free perks like free self parking and WiFi in public areas.

Oceans at Divi Little Bay
Save 100% on your flight
Price was $3,140, price is now $2,143 per person
$2,143
per person
Mar 7 - Mar 14
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
This hotel's 4 restaurants and 3 outdoor pools are some of the featured amenities. Guests will appreciate free perks like free self parking and WiFi in public areas. Dry cleaning, luggage storage, and concierge services are also on offer.

Divi Little Bay Beach Resort
Save 100% on your flight
Price was $3,153, price is now $2,154 per person
$2,154
per person
Mar 7 - Mar 14
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
A full-service spa, 3 restaurants, and 3 outdoor pools are all featured at this resort. Relax with free beach cabanas, sun loungers, and beach umbrellas. Relax with a drink at one of the 2 bars/lounges and enjoy free perks like free self parking and WiFi in public areas.

The Morgan Resort Spa Village
Save 100% on your flight
Price was $2,503, price is now $1,724 per person
$1,724
per person
Mar 7 - Mar 14
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
A full-service spa, an outdoor pool, and a restaurant are all featured at this resort. Enjoy the gym and perks like free valet parking and a free airport shuttle. There's a bar/lounge on site, and concierge services and free newspapers are also provided.
Frequently asked questions
Top Happy Bay hotel deals

Lovely room in a nice villa with a big garden, close to Friars bay beach
Saint-martin Saint-martin
$97 nightly
The price is $97 total per night
$97 total
Feb 9 - Feb 10
Total with taxes and fees
A terrace and a garden are available at this vacation home.
Air conditioning
Outdoor Space
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.
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