Luxury Vacation Rentals in Red Hook

Never book a bad vacation home again. Every Wander comes with hotel-grade amenities, inspiring views, pristine cleaning and 24/7 concierge service.

We found 36 vacation rentals – enter your dates for availability.

Top-rated vacation rentals in Red Hook

Turquoise Dreams (WG1722)

2 bedrooms•2 baths

•

~$110 less than other sites

Luxury

Ruby Ridge

4 bedrooms•4 baths

•

~$350 less than other sites

Skyline Sunshine

3 bedrooms•3 baths

•

~$210 less than other sites

Pineapple Village 3208

2 bedrooms•3 baths

•

~$105 less than other sites

Villa Harmony

5 bedrooms•3 baths

•

~$360 less than other sites

CalypsoBlu

3 bedrooms•3 baths

•

~$235 less than other sites

Luxury

Bellevue Estate

9 bedrooms•8 baths

•

New

~$1,550 less than other sites

Almost Heaven (WG1422)

2 bedrooms•2 baths

•

~$80 less than other sites

Welcome to Red Hook

Experience a new standard of island living with Wander’s luxury vacation rentals in Red Hook, VI. Our collection pairs the quality of a five-star hotel with the privacy of a contemporary Caribbean home, set above crystalline bays and vibrant marinas.

Choose from oceanfront sanctuaries and hillside estates with panoramic terraces, private pools, and floor-to-ceiling glass framing endless blue horizons. Expect chef-grade kitchens, plush linens, spa-like baths, and dedicated workspaces designed for focus.

Every stay includes ultra fast WiFi, pristine cleaning, and 24/7 concierge service, so you can relax the moment you arrive. When you book a Wander, what you see is what you get, beautifully executed down to the last detail.

Destinations near Red Hook

St. Croix

St. Thomas

Charlotte Amalie

Charlotte Amalie East

St. John

Available soon in Red Hook

Turquoise Dreams (WG1722)

2 bedrooms•2 baths

•

~$110 less than other sites

Luxury

Ruby Ridge

4 bedrooms•4 baths

•

~$350 less than other sites

Pineapple Village 3208

2 bedrooms•3 baths

•

~$105 less than other sites

Villa Harmony

5 bedrooms•3 baths

•

~$360 less than other sites

CalypsoBlu

3 bedrooms•3 baths

•

~$235 less than other sites

Almost Heaven (WG1422)

2 bedrooms•2 baths

•

~$80 less than other sites

Luxury

Sunset Sanctuary

5 bedrooms•5 baths

•

~$415 less than other sites

Island Paradise Getaway

5 bedrooms•3 baths

•

~$290 less than other sites

Featured vacation rentals in Red Hook

Luxury

Bellevue Estate

9 bedrooms•8 baths

•

New

~$1,550 less than other sites

Luxury

Sunset Sanctuary

5 bedrooms•5 baths

•

~$415 less than other sites

Villa Mas

4 bedrooms•4 baths

•

~$545 less than other sites

St. Sheridan Island

5 bedrooms•5 baths

•

~$520 less than other sites

Luxury

One Perfect Day

9 bedrooms•9 baths

•

~$2,780 less than other sites

Bellevue Estate

2 bedrooms•2 baths

•

New

~$585 less than other sites

Luxury

Bellevue Estate

6 bedrooms•6 baths

•

New

~$870 less than other sites

Luxury

Windsong

6 bedrooms•6 baths

•

~$1,000 less than other sites

Highlights in Red Hook

Discover Red Hook's vibrant marina life, pristine white-sand beaches, and seamless ferry connections to neighboring Caribbean islands.

American Yacht Harbor

Sapphire Beach

Red Hook Ferry Terminal

Lindquist Beach (Smith Bay Park)

Coral World Ocean Park

Coki Point Beach

IT'S A VACATION HOME, BUT BETTER

The Wander difference

Wander is different because we combine the quality of a luxury hotel with the comfort of a private vacation home. Your best trip ever is just a few clicks away.

Only the best homes

We’ll never not look like the pictures. Every Wander is beautiful and expertly operated, so you can leave any stress at the door.

Hotel-grade amenities

We’ll never leave you with nothing to do. From ultra fast WiFi to gyms and pools, our homes make it easy to blend work and play.

24/7 concierge service

We’ll never leave you hanging. Our chat-based Concierge is always available to help – from trip questions to special requests.

Inspiring and stunning views

We’ll never leave you uninspired. Every Wander has stunning views to refresh and inspire your soul. Adventure awaits.

Meticulous cleaning

We’ll never have you check in to a dirty house. Our cleaning teams are meticulous, and there are no chores at checkout.

Safety and security

We’ll never pass you off to a stranger. Every Wander location meets our industry-leading safety standards to give you peace of mind.

All homes in Red Hook

Turquoise Dreams (WG1722)

2 bedrooms•2 baths

•

~$110 less than other sites

Luxury

Ruby Ridge

4 bedrooms•4 baths

•

~$350 less than other sites

Skyline Sunshine

3 bedrooms•3 baths

•

~$210 less than other sites

Pineapple Village 3208

2 bedrooms•3 baths

•

~$105 less than other sites

Villa Harmony

5 bedrooms•3 baths

•

~$360 less than other sites

CalypsoBlu

3 bedrooms•3 baths

•

~$235 less than other sites

Luxury

Bellevue Estate

9 bedrooms•8 baths

•

New

~$1,550 less than other sites

Almost Heaven (WG1422)

2 bedrooms•2 baths

•

~$80 less than other sites

View all homes

Most popular amenities for vacation rentals in Red Hook

Other popular amenities & vacation types in Red Hook

Family vacation rentals in Red Hook

Large group vacation rentals in Red Hook

Private pool vacation rentals in Red Hook

Discover more of Red Hook

Set on St. Thomas’s East End, Red Hook fuses lively harbor buzz with serene Caribbean vistas. Ferries skim across Pillsbury Sound to St. John, sleek yachts fill the marinas, and beaches like Sapphire, Lindquist, and Secret Harbour reveal water in astonishing shades of blue.

Constant trade winds keep days bright and breezy, ideal for sailing between cays, snorkeling calm reefs, or catching golden hour as the boats settle on the horizon. With island-hopping at your doorstep and postcard views in every direction, the setting feels both effortless and exclusive.

This is why Wander’s luxury vacation rentals in Red Hook, VI are the perfect choice, whether you are traveling for work or leisure.

FAQs: Vacation Rentals in Red Hook

Why should I book a Wander in Red Hook over other vacation rentals?

Wander offers a level of consistency and quality you won’t find with most vacation rentals.

Every home in Red Hook delivers the quality of a luxury hotel, paired with the comfort and space of a private vacation home. You get hotel-grade amenities, meticulous cleaning, stunning views, and 24/7 concierge support in every stay. Why would you want to stay anywhere else?

Which are Wander’s most popular vacation rentals in Red Hook?

Some of our most popular vacation rentals in Red Hook include Turquoise Dreams (WG1722), Ruby Ridge, and Skyline Sunshine 3BR. Guests love the quality of a luxury hotel, the comfort of a private vacation home, and the consistently exceptional experience Wander is known for. Explore the full collection to find the perfect home for your next stay.

How many different vacation rentals does Wander have available in Red Hook?

Wander offers 36 vacation rentals in Red Hook, each carefully designed and expertly operated. Browse the full collection to see what’s available for your trip.

What time is check-in and check-out at Wander’s vacation rentals in Red Hook?

You can check-in to Wander vacation rentals in Red Hook after 4.00pm and check-out before 10.00am.

Do Wander’s vacation rentals in Red Hook have WiFi access?

Yes. Every Wander home in Red Hook has ultra fast, reliable WiFi so you can stay connected throughout your stay.

What is Wander’s cancellation policy?

You can cancel your reservation within 24 hours of booking for a full refund.

For stays of less than 15 nights, you can cancel or reschedule up to 14 days before check-in for a full refund. For stays of 15 nights or longer, the cancellation window is 60 days.

For some homes, a 30-day deadline applies; this will be clearly shown before you book.