Pelican Key Vacation Packages for 2025

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Pelican Key Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
Princess Heights Luxury Boutique Condo Hotel

Princess Heights Luxury Boutique Condo Hotel

3.5 out of 5
Oyster Pond
per person
Jul 13 - Jul 18
found 17 hours ago
Roundtrip non-stop flight included
Oklahoma City (OKC) to Philipsburg (SXM)
Stay at this 3.5-star 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.

Holland House Beach Hotel

Holland House Beach Hotel

4 out of 5
per person
Jul 13 - Jul 18
found 17 hours ago
Roundtrip non-stop flight included
Oklahoma City (OKC) to Philipsburg (SXM)
Stay at this 4-star beach hotel in Philipsburg. Enjoy free WiFi, a beach locale, and breakfast (surcharge). Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Orient Bay Beach and Maho Beach are located nearby.

Oceans at Divi Little Bay

Oceans at Divi Little Bay

4 out of 5
per person
Jul 13 - Jul 18
found 17 hours ago
Roundtrip non-stop flight included
Oklahoma City (OKC) to Philipsburg (SXM)
Stay at this 4-star 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.

La Playa Orient Bay

La Playa Orient Bay

4 out of 5
per person
Jul 13 - Jul 18
found 17 hours ago
Roundtrip non-stop flight included
Oklahoma City (OKC) to Philipsburg (SXM)
Stay at this 4-star beach hotel in Orient Bay. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Orient Bay Beach and Grand Case Beach are located nearby.

Oyster Bay Beach Resort

Oyster Bay Beach Resort

4 out of 5
Oyster Pond
per person
Jul 13 - Jul 18
found 17 hours ago
Roundtrip non-stop flight included
Oklahoma City (OKC) to Philipsburg (SXM)
Stay at this 4-star 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.

Hilton Vacation Club Royal Palm St. Maarten

Hilton Vacation Club Royal Palm St. Maarten

3.5 out of 5
per person
Jul 13 - Jul 18
found 17 hours ago
Roundtrip non-stop flight included
Oklahoma City (OKC) to Philipsburg (SXM)
Stay at this 3.5-star beach resort in Simpson Bay. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Maho Beach and Orient Bay Beach are located nearby.

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Top Hotel Deals

Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
Billy Folly Road 37, Simpson Bay
0.42 km from Pelican Key
Stay at this 4-star 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

3.5 out of 5
Pelican Key, Simpson Bay, 6 Billy Folly, Simpson Bay
0.34 km from Pelican Key
Stay at this 3.5-star 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 ...
La Vista Hotel

La Vista Hotel

3 out of 5
Billy Folly Road, Simpson Bay, Sint Maarten
0.21 km from Pelican Key
Stay at this 3-star hotel in Simpson Bay. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Maho Beach and Mullet Bay Beach are located ...
Sonesta Maho Beach All Inclusive Resort Casino & Spa

Sonesta Maho Beach All Inclusive Resort Casino & Spa

4 out of 5
1 Rhine Road, Maho Bay, Lowlands
3.35 km from Pelican Key
Stay at this 4-star beach property in Lowlands. Enjoy free breakfast, free WiFi, and a full-service spa. Our guests praise the bar and the helpful staff in our ...
The Morgan Resort Spa Village

The Morgan Resort Spa Village

4 out of 5
2 Beacon Hill Road, Simpson Bay
3.07 km from Pelican Key
Stay at this 4-star 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. ...
The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

4 out of 5
Billy Folly Road No. 37A, Simpson Bay
0.46 km from Pelican Key
Stay at this 4-star 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 Ocean Point All Inclusive, Adults Only Resort

Sonesta Ocean Point All Inclusive, Adults Only Resort

5 out of 5
1A Rhine Rd., Maho Bay, Lowlands
3.34 km from Pelican Key
Stay at this 5-star luxury property in Lowlands. Enjoy free breakfast, free WiFi, and 3 outdoor pools. Our guests praise the pool and the helpful staff in our ...
JW Marriott St. Maarten Beach Resort & Spa

JW Marriott St. Maarten Beach Resort & Spa

5 out of 5
144 Oyster Pond Resort, Building A, Oyster Pond, Sint Maarten
8.18 km from Pelican Key
Stay at this 5-star luxury hotel in Oyster Pond. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular ...
Holland House Beach Hotel

Holland House Beach Hotel

4 out of 5
Front Street 45, Philipsburg
5.07 km from Pelican Key
Stay at this 4-star beach hotel in Philipsburg. Enjoy free WiFi, a beach locale, and breakfast (surcharge). Our guests praise the restaurant and the helpful ...
Fourteen at Mullet Bay

Fourteen at Mullet Bay

3.5 out of 5
2 University Drive, Cupecoy, Lowlands
4.46 km from Pelican Key
Stay at this 3.5-star beach aparthotel in Lowlands. Enjoy free WiFi, free parking, and a casino. Our guests praise the helpful staff in our reviews. Popular ...
The Atrium Beach Resort and Spa, Ascend Hotel Collection

The Atrium Beach Resort and Spa, Ascend Hotel Collection

3 out of 5
6 Billy Folly Road, Simpson Bay
0.48 km from Pelican Key
Stay at this 3-star 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 ...
Oyster Bay Beach Resort

Oyster Bay Beach Resort

4 out of 5
10 Emerald Merit Rd, Oyster Pond
8.53 km from Pelican Key
Stay at this 4-star 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 ...
Sapphire Beach Club Resort

Sapphire Beach Club Resort

3 out of 5
147 Lowlands, Cupecoy Beach, Lowlands
4.98 km from Pelican Key
Stay at this 3-star beach resort in Lowlands. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular ...
Hilton Vacation Club Royal Palm St. Maarten

Hilton Vacation Club Royal Palm St. Maarten

3.5 out of 5
115 Welfare Road, Simpson Bay
0.82 km from Pelican Key
Stay at this 3.5-star beach resort in Simpson Bay. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the property ...
La Playa Orient Bay

La Playa Orient Bay

4 out of 5
116 Parc de la Baie Orientale, Orient Bay
10.05 km from Pelican Key
Stay at this 4-star beach hotel in Orient Bay. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our ...
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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.

Top Flight Deals

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Fri, Jul 25 - Mon, Aug 11
EWR
Newark Liberty Intl. Airport
SXM
Princess Juliana Intl.
$335 Roundtrip, found 4 days ago
$335
Roundtrip
found 4 days ago
Select Delta flight, departing Fri, Jul 25 from Newark Liberty Intl. Airport to Princess Juliana Intl., returning Mon, Aug 11, priced at $335 found 4 days ago
American Airlines
Sat, Aug 16 - Sat, Aug 23
EWR
Newark Liberty Intl. Airport
SXM
Princess Juliana Intl.
$346 Roundtrip, found 5 days ago
$346
Roundtrip
found 5 days ago
Select American Airlines flight, departing Sat, Aug 16 from Newark Liberty Intl. Airport to Princess Juliana Intl., returning Sat, Aug 23, priced at $346 found 5 days ago
Delta
Sat, Aug 16 - Sat, Aug 23
JFK
John F. Kennedy Intl.
SXM
Princess Juliana Intl.
$378 Roundtrip, found 5 days ago
$378
Roundtrip
found 5 days ago
Select Delta flight, departing Sat, Aug 16 from John F. Kennedy Intl. to Princess Juliana Intl., returning Sat, Aug 23, priced at $378 found 5 days ago
United
Wed, Jul 23 - Tue, Aug 12
EWR
Newark Liberty Intl. Airport
SXM
Princess Juliana Intl.
$381 Roundtrip, found 4 days ago
$381
Roundtrip
found 4 days ago
Select United flight, departing Wed, Jul 23 from Newark Liberty Intl. Airport to Princess Juliana Intl., returning Tue, Aug 12, priced at $381 found 4 days ago