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 $1,618, price is now $878 per person
$878
per person
Jan 2 - Jan 7
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.
Simpson Bay Resort, Marina & Spa
Pelican Key
Price was $2,957, price is now $1,124 per person
$1,124
per person
Feb 4 - Feb 10
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
Price was $2,197, price is now $1,010 per person
$1,010
per person
Jan 7 - Jan 11
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.
Holland House Beach Hotel
Downtown Philipsburg
Save 100% on your flight
Price was $1,973, price is now $1,312 per person
$1,312
per person
Jan 16 - Jan 19
found 9 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
A restaurant and a bar/lounge are featured at this hotel. Dine at the beachfront restaurant and relax with beach umbrellas. WiFi in public areas is free.
Panorama Residences at Monte Vista
Point Blanche
Price was $1,386, price is now $941 per person
$941
per person
Feb 14 - Feb 18
found 2 days ago
Roundtrip non-stop 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.
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
$147 nightly
The price is $154 total per night
$154 total
Nov 21 - Nov 22
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
Nov 26 - Nov 27
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
Diamond Gem Residence
Peter John Rd Cole Bay Sint Maarten
$105 nightly
The price is $110 total per night
$110 total
Nov 27 - Nov 28
Total with taxes and fees
This inn doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden and laundry facilities are also provided.
Parking included
Free WiFi
Sonesta Maho Beach All Inclusive Resort Casino & Spa
1 Rhine Road Lowlands
$362 nightly
The price is $378 total per night
$378 total
Nov 23 - Nov 24
Total with taxes and fees
This all-inclusive 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
$114 nightly
The price is $119 total per night
$119 total
Dec 10 - Dec 11
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
The Morgan Resort Spa Village
2 Beacon Hill Road Simpson Bay
Free Cancellation
$351 nightly
The price is $365 total per night
$365 total
Nov 26 - Nov 27
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
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
Browse Cole Bay vacation photos for more inspiration
