Find Romantic Hotels in Simpson Bay from $167

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Our top choices for Simpson Bay romantic hotels

Outdoor pool, sun loungers
Hilton Vacation Club Flamingo Beach St. Maarten

Hilton Vacation Club Flamingo Beach St. Maarten

Hilton Vacation Club Flamingo Beach St. Maarten
4.0 star property
Pelican Key
9.0 out of 10, Wonderful, (1362)
"Our favorite part was the easy access to the beach. "
United States
Kelly
$197 nightly
The price is $207
Dec 15 - Dec 16
Total with taxes and fees
Hilton Vacation Club Flamingo Beach St. Maarten
Room, 2 Queen Beds, Beachfront | Premium bedding, in-room safe, individually decorated
Mary's Boon Beach Resort & Spa

Mary's Boon Beach Resort & Spa

Mary's Boon Beach Resort & Spa
3.0 star property
Simpson Bay
8.6 out of 10, Excellent, (1000)
"It is always a great stay there."
United States
Tara
$160 nightly
The price is $167
Dec 13 - Dec 14
Total with taxes and fees
Mary's Boon Beach Resort & Spa
Exterior
The Atrium Beach Resort and Spa, an Ascend Collection Resort

The Atrium Beach Resort and Spa, an Ascend Collection Resort

The Atrium Beach Resort and Spa, an Ascend Collection Resort
3.0 star property
Simpson Bay
8.4 out of 10, Very Good, (1004)
"The services was great "
United States
Jevauno T
$243 nightly
The price is $253
Dec 14 - Dec 15
Total with taxes and fees
The Atrium Beach Resort and Spa, an Ascend Collection Resort
On the beach, sun loungers, beach umbrellas, beach towels
Hilton Vacation Club Royal Palm St. Maarten

Hilton Vacation Club Royal Palm St. Maarten

Hilton Vacation Club Royal Palm St. Maarten
4.0 star property
Simpson Bay
9.0 out of 10, Wonderful, (1158)
"One of my favorite places to stay."
United States
Carlos
$237 nightly
The price is $249
Dec 17 - Dec 18
Total with taxes and fees
Hilton Vacation Club Royal Palm St. Maarten
Outdoor pool
Hotel L'Esplanade

Hotel L'Esplanade

Hotel L'Esplanade
Grand Case
9.6 out of 10, Exceptional, (85)
"Fresh pastries and fruit for Breakfast. Great light choices to eat. Amazing view and close to walk to dining options"
United States
Steve
$305 nightly
The price is $316
Dec 15 - Dec 16
Total with taxes and fees
Hotel L'Esplanade
Exterior
Blue Sail Hotel SXM

Blue Sail Hotel SXM

Blue Sail Hotel SXM
Anse Marcel
9.4 out of 10, Exceptional, (147)
"Great hotel staff was amazing!"
United States
Vanessa
$192 nightly
The price is $200
Dec 16 - Dec 17
Total with taxes and fees
Blue Sail Hotel SXM
Outdoor pool, pool umbrellas, sun loungers
Princess Heights Luxury Boutique Condo Hotel

Princess Heights Luxury Boutique Condo Hotel

Princess Heights Luxury Boutique Condo Hotel
3.5 star property
Oyster Pond
9.2 out of 10, Wonderful, (985)
"Clean with wonderful friendly staff"
Canada
James
$199 nightly
The price is $208
Dec 13 - Dec 14
Total with taxes and fees
Princess Heights Luxury Boutique Condo Hotel
Garden
Hommage Hotel & Residences

Hommage Hotel & Residences

Hommage Hotel & Residences
Nettle Bay
8.4 out of 10, Very Good, (514)
"Had a spacious room at Hommage, and it was convenient to have the restaurant on site. Restaurant was a bit pricey for the quality of food. the pool was great, right on the lagoon and large. service at front desk was friendly "
Canada
Randall
$161 nightly
The price is $167
Dec 14 - Dec 15
Total with taxes and fees
Hommage Hotel & Residences
Penthouse, 2 Bedrooms, 2 Bathrooms, Ocean View | View from room
Royal Islander Resort La Plage

Royal Islander Resort La Plage

Royal Islander Resort La Plage
4.0 star property
Lowlands
8.6 out of 10, Excellent, (366)
"Location "
United States
Nicole
$232 nightly
The price is $242
Dec 17 - Dec 18
Total with taxes and fees
Royal Islander Resort La Plage
Bar (on property)
Port de Plaisance Resort, Trademark Collection by Wyndham

Port de Plaisance Resort, Trademark Collection by Wyndham

Port de Plaisance Resort, Trademark Collection by Wyndham
3.5 star property
Cole Bay
7.6 out of 10, Good, (670)
"Very courteous and friendly staff, we enjoyed our stay! "
United States
SHELLY
$188 nightly
The price is $198
Jan 11 - Jan 12, 2026
Total with taxes and fees
Port de Plaisance Resort, Trademark Collection by Wyndham
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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Top Simpson Bay Hotel Reviews

Hilton Vacation Club Flamingo Beach St. Maarten

Hilton Vacation Club Flamingo Beach St. Maarten

10/10 Excellent
"I wish the staff were more friendly"
John 3-night trip
Posted 2 days ago
Hilton Vacation Club Flamingo Beach St. Maarten

Frequently asked questions

Searching for romantic hotels in Simpson Bay?
Are you looking for a romantic vacation? Our guests also love Simpson Bay for its array of dining options, bar scene, and major shopping area. You might consider checking out some of the nearby sights and attractions such as Kim Sha Beach, Flamingo Beach, or Simpson Bay Beach. If you're interested in staying near a certain attraction, you can sort properties by neighborhood and proximity to top sights, so you'll be able to see everything on your list.
When is the best time of year for a romantic getaway to Simpson Bay?
If you're hoping to get lost in the rain on your romantic getaway, check out these details about year-round temperatures in Simpson Bay: The hottest months are usually September and August with an average temp of 83°F, while the coldest months are February and March with an average of 78°F. Average annual precipitation for Simpson Bay is 37 inches.
What is there to do in Simpson Bay?
There's nothing better than seeing a new destination with your sweetheart, so consider checking out all there is to see and do in Simpson Bay. If you and your partner are interested in sampling the local food and drinks, you'll love Simpson Bay for its array of dining options and bar scene. You might consider a visit to Kim Sha Beach, Flamingo Beach, or Simpson Bay Beach.
What's the best way to get to Simpson Bay and around town during my romantic getaway?
These transportation options in Simpson Bay might help your romantic getaway go off without a hitch: Make your way to Simpson Bay with a flight to Princess Juliana Intl. Airport (SXM), which is the closest major airport located 1.1 mi (1.8 km) from the city center. If you'd like to explore around the area, you may want a rental car for your journey.