Hotels with a Pool in Philipsburg

September 2026
16
October 2026

Free cancellation options if plans change

Earn rewards on every night you stay

Save more with Member Prices

Check prices for these dates

This weekend
Sep 18 - Sep 20
Next weekend
Sep 25 - Sep 27

Hotels with a Pool in Philipsburg

1. Divi Little Bay Beach Resort

Divi Little Bay Beach Resort
Philipsburg
  • 3 outdoor pools
  • Poolside bar
  • Pool loungers
  • On the beach
  • Full-service spa
$156
$203 total
includes taxes & fees
Oct 3 - Oct 4
Divi Little Bay Beach Resort

2. Seaview Beach Hotel

Seaview Beach Hotel
Downtown Philipsburg
  • Outdoor pool
  • Poolside bar
  • Pool loungers
  • On the beach
$85
$102 total
includes taxes & fees
Sep 30 - Oct 1
Seaview Beach Hotel

3. Belair Beach Hotel

Belair Beach Hotel
Belair
  • Outdoor pool
  • Pool loungers
  • On the beach
$163
$196 total
includes taxes & fees
Sep 30 - Oct 1
Belair Beach Hotel

4. The Paradise Inn

The Paradise Inn
Philipsburg
  • Outdoor pool
$104
$109 total
includes taxes & fees
Sep 17 - Sep 18
The Paradise Inn

5. L'Esperance Hotel

L'Esperance Hotel
Philipsburg
  • Outdoor pool
  • Near the beach
$135
$155 total
includes taxes & fees
Sep 17 - Sep 18
L'Esperance Hotel

6. Oceans at Divi Little Bay

Oceans at Divi Little Bay
Philipsburg
  • 3 outdoor pools
$209
$269 total
includes taxes & fees
Sep 29 - Sep 30
Oceans at Divi Little Bay

7. Hilton Vacation Club Flamingo Beach St. Maarten

Hilton Vacation Club Flamingo Beach St. Maarten
Pelican Key
  • Outdoor pool
  • Poolside bar
  • Pool loungers
  • On the beach
$120
$152 total
includes taxes & fees
Sep 19 - Sep 20
Hilton Vacation Club Flamingo Beach St. Maarten

8. Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa
Pelican Key
  • 6 outdoor pools
  • 2 poolside bars
  • Pool loungers
  • On private beach
  • Hot tub
$159
$190 total
includes taxes & fees
Sep 17 - Sep 18
Simpson Bay Resort, Marina & Spa

9. The Atrium Beach Resort and Spa, an Ascend Collection Resort

The Atrium Beach Resort and Spa, an Ascend Collection Resort
Simpson Bay
  • Outdoor pool
  • Pool loungers
  • On the beach
  • Full-service spa
$109
$140 total
includes taxes & fees
Oct 4 - Oct 5
The Atrium Beach Resort and Spa, an Ascend Collection Resort

10. Oyster Bay Beach Resort

Oyster Bay Beach Resort
Oyster Pond
  • Outdoor pool
  • Pool loungers
  • Near the beach
  • Hot tub
$176
$211 total
includes taxes & fees
Sep 17 - Sep 18
Oyster Bay Beach Resort

11. Princess Heights Luxury Boutique Condo Hotel

Princess Heights Luxury Boutique Condo Hotel
Oyster Pond
  • Outdoor pool
  • Pool loungers
  • Near the beach
$173
$208 total
includes taxes & fees
Sep 17 - Sep 18
Princess Heights Luxury Boutique Condo Hotel

12. Mary's Boon Beach Resort & Spa

Mary's Boon Beach Resort & Spa
Simpson Bay
  • Outdoor pool
  • Pool loungers
  • On the beach
  • Full-service spa
$113
$135 total
includes taxes & fees
Sep 20 - Sep 21
Mary's Boon Beach Resort & Spa

13. Port de Plaisance Resort, Trademark Collection by Wyndham

Port de Plaisance Resort, Trademark Collection by Wyndham
Cole Bay
  • 2 outdoor pools
  • Poolside bar
  • Pool loungers
  • Near the beach
  • Full-service spa
$140
$147 total
includes taxes & fees
Sep 17 - Sep 18
Port de Plaisance Resort, Trademark Collection by Wyndham

14. Commodore Suites, SureStay Collection by Best Western

Commodore Suites, SureStay Collection by Best Western
Simpson Bay
  • Outdoor pool
  • Pool loungers
  • Direct access to the beach
  • 2 hot tubs
$129
$155 total
includes taxes & fees
Sep 17 - Sep 18
Commodore Suites, SureStay Collection by Best Western

15. Hommage Hotel & Residences

Hommage Hotel & Residences
Nettle Bay
  • 2 outdoor pools
  • Pool loungers
  • Near the beach
  • Full-service spa
$175
$182 total
includes taxes & fees
Sep 25 - Sep 26
Hommage Hotel & Residences

16. Hotel La Plantation

Hotel La Plantation
Orient Bay
  • Outdoor pool
  • Poolside bar
  • Pool loungers
  • Direct access to the beach
$181
$188 total
includes taxes & fees
Oct 15 - Oct 16
Hotel La Plantation

17. Hilton Vacation Club Royal Palm St. Maarten

Hilton Vacation Club Royal Palm St. Maarten
Simpson Bay
  • Outdoor pool
  • Poolside bar
  • Pool loungers
  • On the beach
  • Full-service spa
$144
$177 total
includes taxes & fees
Oct 4 - Oct 5
Hilton Vacation Club Royal Palm St. Maarten

18. The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort
Pelican Key
  • 6 outdoor pools
  • Poolside bar
  • Pool loungers
  • On the beach
$170
$204 total
includes taxes & fees
Sep 17 - Sep 18
The Villas at Simpson Bay Resort

19. Orient Beach Hotel

Orient Beach Hotel
Orient Bay
  • Outdoor pool
  • On the beach
$253
$263 total
includes taxes & fees
Oct 11 - Oct 12
Orient Beach Hotel

20. The Morgan Resort Spa Village

The Morgan Resort Spa Village
Simpson Bay
  • Outdoor pool
  • Poolside bar
  • Pool loungers
  • Full-service spa
$443
$542 total
includes taxes & fees
Sep 17 - Sep 18
The Morgan Resort Spa Village
See more properties

Discover your perfect hotel with a pool in Philipsburg

Breakfast included
4 stars
Hot tub
5 stars
Spa

Top neighborhoods in Philipsburg

Downtown Philipsburg

Great Bay Beach's boardwalk sets the stage for Philipsburg's Caribbean charm, where duty-free shopping meets island vibes. Front Street dazzles with jewelry shops and local crafts, while the Yoda Guy Movie Exhibit adds a quirky twist to your explorations. After browsing the marketplace, cool off with a swim in turquoise waters or visit the Sint Maarten Park for a taste of local wildlife. Restaurants serve up Caribbean-Dutch fusion with fresh seafood and spicy Johnny cakes just steps from the sand. Small boutique hotels and guesthouses offer cozy stays within walking distance of attractions. The downtown core is completely walkable, with water taxis connecting to cruise terminals when your feet need a break.

Point Blanche

Point Blanche offers a quiet slice of local Sint Maarten life away from tourist crowds. The coastal roads treat you to stunning ocean views as you wander this primarily residential area. Small beaches tucked along the shoreline provide peaceful spots to soak in Caribbean vistas without fighting for towel space. Harbour Point Village makes for an easy visit during your stay. Getting around requires a rental car or taxi since public transit is limited. Accommodations range from small guesthouses to vacation rentals with basic amenities at moderate prices. When hunger strikes, you'll need to head to nearby Philipsburg for more dining options beyond the few local eateries serving Caribbean comfort food.

Belair

Belair's hillside luxury villas offer stunning views of the Caribbean Sea and a peaceful retreat from bustling tourist spots. Just a short drive from Little Bay Beach and Great Bay Beach, you'll enjoy both seclusion and convenience. The neighborhood's modern Caribbean architecture blends seamlessly with lush tropical landscaping cascading down the slopes. Most accommodations feature private infinity pools and panoramic ocean vistas, with full kitchens for self-catering. You'll need a rental car to navigate the steep terrain and reach nearby dining in Philipsburg. The constant trade wind breezes and cricket choruses at night create a perfect atmosphere for relaxation.

Indigo Bay

Indigo Bay boasts pristine beaches and luxurious villas with spectacular ocean views along Sint Maarten's western shore. This exclusive coastal community offers a tranquil escape from busy tourist areas. Take leisurely sunset strolls along scenic waterfront paths while enjoying panoramic views of the turquoise Caribbean waters. Snorkeling, kayaking, and sailing conditions are perfect for water enthusiasts. Resort restaurants serve upscale Caribbean-fusion cuisine and fresh seafood in sophisticated beachside settings. Accommodations range from high-end resorts to private villas with concierge service and direct beach access. A rental car is recommended as public transit is limited, though the peaceful community itself is perfect for walking.

Top landmarks in Philipsburg

A beach with turquoise water, white sand, and buildings in the background.

Great Bay Beach

9.0/10 (587 reviews)
If you can't wait to get to the beach, you might enjoy a trip to Great Bay Beach located 0.7 mi (1.1 km) from central Philipsburg. If you want to continue walking by the waves, head to Little Bay Beach located nearby.
See properties
A pier with a red roof, flags, and a sign for 'S&Martin'.

Philipsburg Boardwalk

8.8/10 (97 reviews)
Philipsburg Boardwalk is worth a visit, located 0.4 mi (0.7 km) from central Philipsburg.
See properties
A coastal beach with rocky shoreline, clear turquoise waters, and a backdrop of green hills and buildings.

Guana Bay Beach

9.0/10 (92 reviews)
Whether you want to collect beach glass or watch the sunset, Guana Bay Beach is a spot you might want to check out, located 0.4 mi (0.7 km) from central Upper Prince's Quarter. Catch the sunset by the shore at Gibb's Bay Beach, just a short walk away.
See properties
A coastal fortification with rusted cannons, a clear blue sea, and green hills in the background.

Fort Amsterdam

8.8/10 (245 reviews)
If seeing the sights is on your list of things to do, head to Fort Amsterdam— just one of the landmarks located 0.9 mi (1.4 km) from central Little Bay. Hotels.com travelers also say the area is great for couples and has lots of nice beaches.
See properties

Port of St. Maarten

You can stroll along Port of St. Maarten for relaxing water views when you're in Point Blanche. If you carry on walking you'll get to Harbour Point Village and Bobby's Marina for some more water views.
See properties

Little Bay Beach

9.4/10 (366 reviews)
Whether you want to hunt for sand dollars or smell the fresh air, Little Bay Beach is a spot you might want to check out, located 1.2 mi (1.9 km) from central Philipsburg. Catch the sunset by the shore at Great Bay Beach and Indigo Beach, located nearby.
See properties

Rainforest Adventures St. Maarten

Rainforest Adventures St. Maarten is 1.4 mi (2.3 km) from central Philipsburg, why not stop by during your stay.
See properties

Indigo Beach

8.0/10 (23 reviews)
Whether you want to hunt for sand dollars or smell the fresh air, Indigo Beach is a spot you might want to check out, located 1.4 mi (2.3 km) from central Cole Bay. Catch the sunset by the shore at Little Bay Beach and Burgeaux Bay Beach, located nearby.
See properties

About the destination

There's a lot visitors like about Philipsburg, especially its beaches and restaurants. Simply book an excursion to enjoy your stay a little more. You might find the perfect souvenir at Front Street District or Harbour Point Village. Popular sights in the surrounding area include Maho Beach.