Discover beach luxury homes for your winter escape

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Pacaso
November 3, 2025
Tall palm trees silhouetted against a twilight sky in Maui evoke a tranquil, tropical paradise ideal for private island winter escapes. The serene colors and open sky invite thoughts of luxury retreats and secluded relaxation.

Beach luxury homes for your winter escape

As winter arrives, the desire for a warm and secluded retreat becomes paramount. Imagine trading snow-covered landscapes for the serene rhythm of waves on a private shoreline. The ultimate winter escape isn't just about changing climates; it's about finding a personal sanctuary where privacy and comfort are guaranteed. From the tropical shores of Hawaii to the classic coastline of New England, a world of exclusive beach luxury homes awaits, offering a new perspective on seasonal getaways.

The allure of Maui luxury homes

Maui is a destination that captivates with its vibrant landscapes, from lush rainforests to volcanic peaks and golden sands. A winter trip here means sunny days perfect for exploring underwater reefs or simply relaxing by the water. The island's west side, particularly near Lahaina and Kapalua, is known for its spectacular ocean views and tranquil atmosphere, providing a perfect setting for a private escape. It is a perfect setting for those staying in Maui luxury homes or seeking beach luxury homes.For those seeking an oceanfront setting, Lani puts you front and center on the Pacific in Kapalua Resort. This remodeled home features an open plan with direct ocean views from the gourmet kitchen and living areas, seamlessly blending indoor and outdoor spaces. It is an ideal setting for owners to enjoy the island's natural beauty, and the kitchen shown below captures those sweeping views that define Maui luxury.
A modern gourmet kitchen with a large island and ocean views at Lani, a Pacaso home in Lahaina, Maui.
Beyond your private residence, Maui offers a wealth of curated experiences. Consider these activities to enhance your stay:
  • Private chef dinners: Arrange for a local chef to prepare a meal using fresh, island-sourced ingredients in the comfort of your home.
  • Whale watching tours: From December to April, witness the majestic humpback whales that migrate to Maui's warm waters.
  • Sunrise at Haleakala: Experience the breathtaking view from the summit of the Haleakala volcano as the sun rises above the clouds.

Classic coastal charm in Nantucket

For a different kind of island escape, Nantucket offers a peaceful and historic setting. During the winter, the island sheds its summer crowds, revealing a quieter side. Cobblestone streets are calm, the beaches are windswept and beautiful, and the atmosphere is one of refined tranquility. It’s the perfect destination for those who appreciate crisp sea air and cozy evenings by the fire.Homes in Nantucket often blend historical architecture with modern comforts. A home like Cedar Isle exemplifies this, combining classic design with contemporary finishes. With a main house and a separate guest house, it provides ample space for family and friends, all within a beautifully landscaped setting near local beaches.
The front exterior of Cedar Isle, a classic and elegant Pacaso home in Nantucket, MA.

Sophisticated seclusion on Cape Cod

Cape Cod in the off-season is a destination of subtle beauty. The pace slows, allowing for quiet reflection and enjoyment of the dramatic coastal scenery. Towns like Chatham offer a sophisticated yet relaxed atmosphere, with boutique shopping and fine dining available year-round. A winter stay here is about enjoying the raw beauty of the Atlantic from the comfort of an elegant home.A home like Fox Hill in Chatham serves as a private sanctuary with commanding views of Crows Pond and Pleasant Bay. Inside, a bright sunroom with panoramic water views invites slow mornings and easy connection to the coast, while expansive decks and a private boat dock provide a direct link to the water for a restorative winter trip.
A bright sunroom with panoramic water views at Fox Hill, a Pacaso home in Chatham on Cape Cod.

A new approach to owning beach luxury homes

Enjoying these exceptional destinations is made simple through co-ownership. Pacaso offers a fully managed approach, allowing you to own a share of a spectacular second home without the complexities of traditional ownership. From handling maintenance to managing furnishings, every detail is taken care of. This model allows you to focus purely on the experience, making the most of your time in these remarkable coastal settings. It is a smart path to owning beach luxury homes without the hassle.

Find your perfect winter escape

Whether you are drawn to the tropical warmth of the Hawaiian Islands, the timeless appeal of Nantucket, or the coastal elegance of Cape Cod, a private retreat is within reach. Owning a second home in one of these locations is about more than just a place to stay; it's about creating a lifestyle centered on relaxation and memorable experiences. If you're curious about how co-ownership works, you can learn more about the differences between fractional ownership vs. timeshares or use our Second Home Calculator to explore your options.Note: This article was generated with the help of an AI agent and reviewed by our editorial team to ensure accuracy and clarity.

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