Forget all your worries and relax in this spacious 1BR/1BA condo with breathtaking views of the Caribbean. From the moment you walk in, the large wrap around balcony invites you to the best views on the highly sought-after East End of St. Thomas. Sitting on the hilltop of Point Pleasant, the Caribbean Tradewinds will have you relaxing and on island time before you know it! Your vacation villa is the ideal spot for couples or a small family of 4 with the available sofa bed. Minutes from Red Hook where you will find a bar or restaurant to suit any taste or grab the ferry to St. John and other islands! Coki Beach, Lindquist Beach & Sapphire Beach are all minutes away! 2 Restaurants, 3 pools, a nature trail and a small intimate beach at Point Pleasant will round out your vacation!
Add dates for prices
Amenities
Pool
Kitchen
Free WiFi
Air conditioning
Laundry
Ocean view
Have a question?
AI iconBetaBeta
Get instant answers with AI powered search of property information and reviews.
Similar properties
Welcome to the Finest Beachfront/Poolside Condo at Sapphire Beach!
St Thomas
Welcome to the Finest Beachfront/Poolside Condo at Sapphire Beach!
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Long-term renters welcome
This property uses a grey water recycling system
Host has indicated that there are no carbon monoxide detectors or gas appliances on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher
About the area
St. Thomas
Located in St. Thomas, this condo is in the mountains and near the beach. The area's natural beauty can be seen at Sapphire Beach and Coki Point Beach. With scuba diving, snorkelling and power boating nearby, you'll find plenty of adventures in the water.
St Thomas, St Thomas
What's nearby
Wyndham Sugar Bay Beach - 1 min walk - 0.2 km
Lindquist Beach - 3 min drive - 1.5 km
Sapphire Beach - 4 min drive - 2.4 km
Coki Point Beach - 6 min drive - 1.6 km
Coral World Ocean Park - 6 min drive - 1.6 km
Getting around
St. Thomas (SPB-St. Thomas Seaplane Base) - 22 min drive
Restaurants
Lucky Street - 6 min drive
Agave - 7 min drive
Wendy’s - 8 min drive
Sapphire Beach Bar - 5 min drive
Sun & Sea Bar And Grill - 5 min walk
Frequently asked questions
Does Tradewinds Villa - 1BR/1BA in East End St. Thomas have a pool?
Yes, this property has an outdoor pool.
How much does it cost to stay at Tradewinds Villa - 1BR/1BA in East End St. Thomas?
As of 26 Apr 2026, prices found for a 1-night stay for 2 adults at Tradewinds Villa - 1BR/1BA in East End St. Thomas on 6 July 2026 start from AU$333, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
Is Tradewinds Villa - 1BR/1BA in East End St. Thomas pet-friendly?
No, pets are not allowed at this property.
How much is parking at Tradewinds Villa - 1BR/1BA in East End St. Thomas?
On-site parking is available at the property.
What time is check-in at Tradewinds Villa - 1BR/1BA in East End St. Thomas?
Check-in begins at 4:00 PM.
What time is check-out at Tradewinds Villa - 1BR/1BA in East End St. Thomas?
Checkout is at 10:00 AM.
Where is Tradewinds Villa - 1BR/1BA in East End St. Thomas located?
Situated by the sea, this condo building is within 1 mi (2 km) of Wyndham Sugar Bay Beach and Coki Point Beach. Sapphire Beach is 1.6 mi (2.5 km) away.
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Hosts were amazing. The views, amenities and staff made us fall in love with St Thomas and the VI!
Emlynn G.
Stayed 7 nights in Jan 2026
Response from VrboOwner on 1 Feb 2026
Thank you for the kind words! We’re glad your stay left such a positive impression. It was a pleasure hosting you, and we hope to welcome you back in the future.
Beautiful views, very clean and all the amenities you will need. Communication with staff was great and response time was spot on. Location was perfect. Close to ferry and beaches as well as nightlife in redhook. Will stay again definitely
John B.
Stayed 4 nights in Jan 2025
Response from VrboOwner on 9 Feb 2025
Thank you so much for your kind words! We love providing a space where guests can truly relax and enjoy the best of the area. From peaceful mornings with breathtaking scenery to the convenience of having top attractions just minutes away, we’re so glad you had a fantastic experience. We’d love to host you again anytime!
We miss it already! Very beautiful and comfortable appartement in a beautiful complex. Amazing view!!!
Laura S.
Stayed 12 nights in Jan 2025
Response from VrboOwner on 23 Jan 2025
It was a pleasure to host Laura, and we are so happy everything was to her liking. The views are amazing, and we take pride in making everything we can for an enjoyable stay with us!
This beautiful condo has gorgeous views off a huge balcony. Everything you need to cook and feel right ar home. I was highly impressed with how the photos and description online was exactly as the condo truly is. We were so happy we picked this condo. Truly enjoyed the pools and restraunts on resort as well. Wonderful experience.
Wanda B.
Stayed 11 nights in Jun 2025
Response from VrboOwner on 9 July 2025
Thank you so much, Wanda! We're thrilled to hear you felt right at home and enjoyed both the condo and the resort amenities. It means a lot that everything met your expectations—we work hard to make sure what guests see online reflects the real experience. So glad you chose to stay with us, and we’d love to welcome you back anytime!
Book it! Exploring the resort, hiking up and down the mountain, & the private Sugar Beach were incredible! Bed was super comfy. Perfect location for us. You definitely need to be able to climb stairs so I probably wouldn’t recommend this place for someone with mobility issues. We can’t wait to go back!
Lisa G.
Stayed 9 nights in Dec 2024
Response from VrboOwner on 6 Jan 2025
We are delighted that Lisa and her guests loved their stay with us! It was our pleasure hosting. Sitting on the hilltop of Point Pleasant, with fantastic views of the nearby water, our guests can certainly work on their cardio exercises throughout the resort when exploring the beautiful amenities by foot. We have some steep inclines, which make the unobstructed views even better! To assist those with mobility issues, a complimentary shuttle is also available inside the resort (usually between 8am-10pm). Our guests are welcome to use this service provided by the resort, and the on-site restaurants will also assist in calling the shuttle when guests request it.
We ust got back from a week stay at Tradewinds Villa and had a wonderful time. The view from this unit is unrivaled! I'm miss it already. The owner and property manager, Xaverie, were very responsive and helpful. The place is very clean and has everything you need. The resort is very nice as well, 3 great pools to swim in and 2 great restaurants. Highly recommend. One thing to note is that the pullout mattress is not comfortable, might be okay for small children though.
Jeannine
Stayed 7 nights in Feb 2025
Response from VrboOwner on 27 Feb 2025
We're thrilled to hear that you had a wonderful time and that you enjoyed the breathtaking views, resort amenities, and our hospitality. It was truly a pleasure hosting you!
We appreciate your feedback regarding the pullout mattress. You're right—it’s likely more suitable for children or teenagers rather than adults. We will certainly take this into consideration and explore whether a more suitable replacement option is available to enhance our guests’ comfort.
We’d love to welcome you back anytime—hopefully, you won’t have to miss that view for too long!
My wife and I stayed here for 4 nights last January. The condo was exactly as described, very clean, and the view is incredible. I really appreciate the detailed, clear communication from Xaverie and Israel. As you would expect from the pictures, the resort high up on the hill and there are various winding roads and paths to navigate around. It was a bit confusing when we first arrived, but a resort worker showed us to where our condo was located and had no problem navigating around once we were oriented. My only recommendation for hosts would be adding some beach items such as chairs, an umbrella, snorkeling gear, etc. so you don't have to rent them. Thanks again for an amazing stay!
Verified traveller
Stayed 4 nights in Jan 2025
Response from VrboOwner on 9 Feb 2025
Thank you so much for your kind words and for sharing your experience! We’re delighted to hear that you and your wife enjoyed the condo, the views, and our communication. Navigating the resort can be a bit tricky at first, but we’re glad you got oriented quickly!
To make beach days even more enjoyable, we provide beach chairs, a cooler, and beach towels, which you'll find in the storage cabinet on the balcony. We love making our space as comfortable and convenient as possible, and we truly appreciate your suggestion—we’ll definitely keep it in mind as we continue to improve!
It was a pleasure hosting you both, and we’d love to welcome you back anytime!
About the host
Hosted by Israel
This unit is located within the Point Pleasant Villa Owners Association Condominium property but is not part of the in-house rental program. What does this mean to you? A superior unit and service tailored to you for your dream vacation. We stand for the quality and upkeep of our unit, as it is our home away from home as well!
We have partnered with a long-time reputable local management company to maintain and operate the condo. Xaverie and her team work closely with us to provide our guests the best experience from pre-booking to check-out.
If you are new VRBO, please keep in mind that you are renting a private villa and you won't have the same services and staff available to you as you would in a hotel (such as concierge service, daily housekeeping, linen changes or turn down service). Our vacation home is your home for the week or for however long you have booked!
Why they chose this property
Our condo is located in the Point Pleasant Resort and is privately owned and operated. While staying in the condo, you will have access to all amenities available in the Point Pleasant Resort. Please note that the availability of the amenities is not controlled by us, and in the unlikely event one or more amenities aren't available or functioning properly, we won't be able to provide compensation or refunds.
Guests will have private access to the entire condo unit, located in one of the hilltop buildings shared with other condo owners. There is a small owner's closet in the hallway that remains locked during your visit and will not be accessible.
Amenities available at Point Pleasant for you to enjoy:
- 3 pools to choose from (Shoreline and Terrace with ocean views, and Hilltop) - 2 on-site restaurants (Sun & Sea Bar and Grille - a "come as you are" type of environment outdoors directly on the water, and Ocean 180 - a more "upscale" dining experience that serves steaks, seafood and has a good cocktail bar that can serve classic American cocktails in addition to island favorites) - On-site shuttle (for assisting with moving around the resort only) - Laundry room (coin operated) - An intimate small beach (Sugar Beach), where you can swim, snorkel, and relax - chances are you may have the beach for yourself! - Nature trail - ATM machine, snacks, and beverages in the lobby area - Small shop for some basic items in the lobby area - "Captains Lounge", adjacent to the lobby - 24x7 on-site security - Gazebo overlooking the ocean - Lots of steps and hills for your cardio exercises!
As private Hosts, we offer unique dates in our property and highly recommend purchasing "cancel for any reason" travel insurance which may cover many risks including airline cancellation and health emergencies at a minimal cost. We do not provide refunds due to airline cancellation, health emergencies, or power/Wi-Fi outages.
What makes this property unique
We are on a hill... and it's beautiful! However, all of the walking paths to reach pools, restaurants, lobby, etc, will involve natural stone steps or concrete steps, therefore you must be able to use stairs to visit these amenities!
Occasionally the island electric company (WAPA) will have issues with their service, and you may experience an unexpected power outage. The entire island power infrastructure relies on diesel generators, and at times outages can be island-wide. Sometimes outages only affect certain areas, but it has nothing to do with the resort or our villa so unfortunately there isn’t anything we can do about it. Outages could be for 10 minutes or for several hours. Should this happen, you’ll also temporarily lose running water (which also means no toilet flushing) but there will be bottles of water under the bathroom sink to pour in the tank if needed.
Should you experience a power outage, the restaurants on Point Pleasant have independent generators and so does the lobby and the Captains Lounge, but it’s a perfect opportunity to unplug and go to the beach or explore different places on the island. Most locals are used to this, but we truly understand this is not the norm for everyone else – hopefully you can roll with it and look around at the beautiful views and appreciate the beauty along with the quirks of island life! Bring a sense of adventure to one of the most enchanting islands in the Caribbean!
We always recommend renting a car to get around! It truly is the best way to explore. Having your own car allows you to explore on your own schedule. If driving during your vacation is not in your plans, don't worry... there are plenty of taxis (also referred to "Safari" here) available. Please be aware that in the US Virgin Islands, driving is on the left side. But don't let that be an intimidation -- it takes you no time to get used to this!
Languages:
English, Portuguese
Premier Host
They consistently provide great experiences for their guests