
Deals on vacations and trips to Cole Bay
Save when you book Cole Bay package deals

Cole Bay flight + hotel 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 $1,675, price is now $1,014 per person
$1,014
per person
Mar 6 - Mar 12
found 1 day ago
Roundtrip 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.

Simpson Bay Resort, Marina & Spa
Pelican Key
Price was $2,462, price is now $1,161 per person
$1,161
per person
Mar 19 - Mar 24
found 1 day ago
Roundtrip non-stop 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
Save 100% on your flight
Price was $3,383, price is now $1,779 per person
$1,779
per person
Mar 6 - Mar 12
found 1 day ago
Roundtrip 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.

Panorama Residences at Monte Vista
Point Blanche
Save 100% on your flight
Price was $1,869, price is now $1,115 per person
$1,115
per person
Mar 6 - Mar 12
found 1 day ago
Roundtrip flight included
Boston (BOS) to Philipsburg (SXM)
An outdoor pool, free self parking, and laundry facilities are featured at this aparthotel. WiFi in public areas is free. A terrace, a garden, and a virtual front desk are also on offer.

Oyster Bay Beach Resort
Oyster Pond
Save 100% on your flight
Price was $1,639, price is now $1,029 per person
$1,029
per person
Mar 13 - Mar 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Philipsburg (SXM)
This resort features a full-service spa, a marina, and 2 restaurants. Families will appreciate the children's pool, onsite laundry facilities, and in-room childcare. Enjoy the outdoor pool and perks like free WiFi.
Top Cole Bay hotels deals

Port de Plaisance Resort, Trademark Collection by Wyndham
155 Union Rd Cole Bay Sint Maarten
Free Cancellation
Reserve now, pay when you stay
$188 nightly
The price is $198 total per night
$198 total
Jan 12 - Jan 13
Total with taxes and fees
This smoke-free resort features a casino, a full-service spa, and a marina. Enjoy a meal in one of the 4 restaurants and free perks like free self parking and a beach shuttle. Enjoy the 2 outdoor pools and gym, and unwind with a drink at the bar/lounge.
Pool
Spa

Carls Unique Inn
18 Orange Grove Rd Cole Bay
Free Cancellation
Reserve now, pay when you stay
$112 nightly
The price is $117 total per night
$117 total
Jan 18 - Jan 19
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the express check-out, laundry service, and airport shuttle. A coffee shop, a terrace, and a garden are also on offer.
Breakfast included
Parking included

The Morgan Resort Spa Village
2 Beacon Hill Road Simpson Bay
Free Cancellation
Reserve now, pay when you stay
$408 nightly
The price is $425 total per night
$425 total
Jan 15 - Jan 16
Total with taxes and fees
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.
Pool
Spa

Simpson Bay Resort, Marina & Spa
Billy Folly Road 37 Simpson Bay
$441 nightly
The price is $460 total per night
$460 total
Jan 26 - Jan 27
Total with taxes and fees
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.
On private beach
Pool

Sonesta Maho Beach All Inclusive Resort Casino & Spa
1 Rhine Road Lowlands
$584 nightly
The price is $609 total per night
$609 total
Jan 13 - Jan 14
Total with taxes and fees
This property features free water park access, a casino, and a full-service spa. 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 free kid's club and a children's pool, and free supervised childcare is an added bonus.
Pool
All inclusive

Hilton Vacation Club Flamingo Beach St. Maarten
Pelican Key, Simpson Bay, 6 Billy Folly Simpson Bay
Free Cancellation
Reserve now, pay when you stay
$360 nightly
The price is $378 total per night
$378 total
Feb 1 - Feb 2
Total with taxes and fees
This resort features a bar/lounge, a poolside bar, and an outdoor pool. Enjoy the gym and perks like free self parking and free WiFi. A 24-hour business center, a snack bar/deli, and laundry facilities are also on offer.
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.
Popular places to visit
Indigo Beach
Why not spend a lazy afternoon at Indigo Beach during your trip to Cole Bay?
Burgeaux Bay Beach
Why not spend a lazy afternoon at Burgeaux Bay Beach during your trip to Cay Bay?
Seaside Nature Park
Explore the lovely green spaces of Seaside Nature Park and enjoy the boating in Cole Bay. Stroll along the beautiful beaches or discover the beautiful sunsets in this family-friendly area.
Frequently asked questions
Photos of local treasures
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