Romantic Hotels & Resorts in Leeward Settlement from AU$452

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Check availability on Leeward Settlement Romantic Hotels

Our top choices for Leeward Settlement romantic hotels

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Blue Haven Resort - All-Inclusive

Blue Haven Resort - All-Inclusive
4.5 star property
Leeward Settlement
9.0 out of 10, Wonderful, (751 reviews)
"Very peaceful and quiet resort. Food is amazing."
United States
Dana
The price is AU$1,955
includes taxes & fees
1 June - 2 June
Blue Haven Resort - All-Inclusive
Breakfast, lunch and dinner served

Ocean Breeze Resort

Ocean Breeze Resort
4.0 star property
Whitby
8.6 out of 10, Excellent, (22 reviews)
"Clean rooms, very accommodating "
United States
Dieumima
The price is AU$452
includes taxes & fees
27 May - 28 May
Ocean Breeze Resort
Beachfront King

Pelican Beach Hotel

Pelican Beach Hotel
3.0 star property
Whitby
9.4 out of 10, Exceptional, (124 reviews)
"Everything we expected and more. Food was good and the staff was excellent. The views were beyond excellent. "
United States
SHANE
The price is AU$526
includes taxes & fees
28 May - 29 May
Pelican Beach Hotel
Egyptian cotton sheets, premium bedding, down duvets, pillow-top beds

COMO Parrot Cay

COMO Parrot Cay
5.0 star property
Parrot Cay
9.2 out of 10, Wonderful, (136 reviews)
"Incredible trip, staff, hotel. Everything was perfect."
United States
Teny
The price is AU$2,970
includes taxes & fees
8 June - 9 June
COMO Parrot Cay
Outdoor pool, pool umbrellas, pool loungers

Pine Cay, Turks and Caicos

Pine Cay, Turks and Caicos
5.0 star property
Pine Cay
9.8 out of 10, Exceptional, (7 reviews)
"New staff from last year. We recognized only two - front desk and massuse (sp?). Food was excellent, but very slow. 90 minute wait for lunch special. Two hours at one dinner and still waiting for main course. Sailboat broken and paddle boards broken by bartenders who should not have been using. Our room had a broken door. We pointed it out and housekeeper said it had been on maintenance’s radar for a while. However. Maintenance came in two days and repaired it completely. These are...
United States
Laurel
The price is AU$3,478
includes taxes & fees
21 May - 22 May
Pine Cay, Turks and Caicos
Children’s activities

H2O Life. Style. Resort.

H2O Life. Style. Resort.
4.0 star property
Long Bay Hills
9.4 out of 10, Exceptional, (101 reviews)
"Amazing place "
United States
Gaston
The price is AU$797
includes taxes & fees
27 May - 28 May
H2O Life. Style. Resort.
Flat-screen TV

The Shore Club Turks and Caicos

The Shore Club Turks and Caicos
5.0 star property
Long Bay Hills
9.4 out of 10, Exceptional, (929 reviews)
"Amazing place staff and everything about it is perfect. "
Canada
Joseph
The price is AU$1,238
includes taxes & fees
18 June - 19 June
The Shore Club Turks and Caicos
Aerial view

Ocean Club East, Grace Bay Beach

Ocean Club East, Grace Bay Beach
3.5 star property
Grace Bay
9.4 out of 10, Exceptional, (1,035 reviews)
"Clean rooms, beatiful beach, great customer service."
United States
Sergio
The price is AU$724
includes taxes & fees
23 May - 24 May
Ocean Club East, Grace Bay Beach
42-inch Smart TV with digital channels

Ellipse Resort, Grace Bay

Ellipse Resort, Grace Bay
3.0 star property
Grace Bay
10.0 out of 10, Exceptional, (1 review)
"1st guest at the hotel as I've told. They just recently opened and has restaurant on the property. It's 5 mins or less walk to the beach entrance. Conveniently located at downtown grace bay area near shops and restaurants. The restaurant is delicious and comes with breakfast included. One of the better restaurants in the vicinity! "
United States
Yan Xia
The price is AU$918
includes taxes & fees
21 May - 22 May
Ellipse Resort, Grace Bay
View from property

Royal West Indies Resort

Royal West Indies Resort
4.0 star property
Grace Bay
9.4 out of 10, Exceptional, (1,213 reviews)
"Great resort, very clean, beautiful ocean. "
United States
Khachik
The price is AU$710
includes taxes & fees
16 June - 17 June
Royal West Indies Resort
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 Leeward Settlement Hotel Reviews

Windsong on the Reef

Windsong on the Reef

10/10 Excellent
"Windsong was truly an amazing stay . The rooms were impeccably maintained, and what stood out most were the thoughtful little touches — even towel replacements were done twice a day without us having to request it. The staff was incredibly courteous and welcoming throughout our stay. One of the biggest highlights was the snorkeling right in front of the resort — absolutely breathtaking . The pools were beautifully maintained, and the beachside food & drink service made the whole experience even more relaxing. A perfect blend of comfort, hospitality, and paradise. "
Krishna 3-night trip
Posted 7 hours ago
Windsong on the Reef

Frequently asked questions

Searching for romantic hotels in Leeward Settlement?
Are you in need of a romantic escape? You might consider checking out some of the nearby sights and attractions such as Grace Bay Beach, Pelican Beach or Leeward Beach. If you'd like to stay close to a certain attraction, you can sort by neighbourhood or distance to top landmarks, so you'll be able to see everything on your list.
What is there to do in Leeward Settlement?
There's nothing better than seeing a new destination with your sweetheart, so consider checking out all that Leeward Settlement has to offer. A visit to Grace Bay Beach, Pelican Beach or Leeward Beach might be just the ticket when you're checking out the sights.