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TBH Land > Blog > Islands > Island Lifestyle > Discover the Best American Island Retreats: Property Highlights for 2023
Discover the Best American Island Retreats: Property Highlights for 2023
Island Lifestyle

Discover the Best American Island Retreats: Property Highlights for 2023

TBH LAND
Last updated: October 16, 2026 12:26 pm
TBH LAND Published October 16, 2026
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Discover the Best American Island Retreats: Property Highlights for 2023

1. Maui, Hawaii: Luxury at Montage Kapalua Bay

Maui remains one of the most sought-after island destinations in the world, and this year, the Montage Kapalua Bay stands out for its luxurious offerings. Nestled in the heart of Hawaii’s lush landscape, this beachfront resort features expansive suites with private balconies overlooking the Pacific Ocean. Guests can indulge in the world-class spa, dine at award-winning restaurants, and enjoy endless ocean activities ranging from snorkeling to helicopter tours.

Contents
Discover the Best American Island Retreats: Property Highlights for 20231. Maui, Hawaii: Luxury at Montage Kapalua Bay2. Nantucket, Massachusetts: The White Elephant3. San Juan Islands, Washington: Friday Harbor House4. Key West, Florida: Ocean Key Resort & Spa5. St. John, U.S. Virgin Islands: Caneel Bay Resort6. Hilton Head Island, South Carolina: The Inn & Club at Harbour Town7. Block Island, Rhode Island: The Inn at Spring House8. Catalina Island, California: Hotel Metropole9. Galveston, Texas: The San Luis Resort10. Orcas Island, Washington: Rosario Resort & Spa

Property Highlights:

  • Oceanfront suites: Spacious, family-friendly accommodations.
  • Dining options: Four on-site dining venues, focusing on fresh farm-to-table ingredients.
  • Island excursions: Concierge assistance for customizing personalized island adventures.

2. Nantucket, Massachusetts: The White Elephant

Nantucket is renowned for its historic charm, and the White Elephant perfectly embodies this allure. This elegant hotel features classic architecture along with modern amenities, all set against picturesque harbor views. Guests can explore the cobblestone streets of downtown Nantucket, relax on nearby beaches, or enjoy the stunning sunsets from the hotel’s waterfront.

Property Highlights:

  • Renovated rooms: Each room offers a unique design, many with private outdoor spaces.
  • Complimentary bicycles: Explore the island at your pace.
  • Spa services: Indulge in rejuvenating treatments using locally sourced products.

3. San Juan Islands, Washington: Friday Harbor House

The San Juan Islands are a hidden gem in the Pacific Northwest, and Friday Harbor House captures their natural beauty. This retreat offers panoramic views of the harbor and easy access to whale watching, kayaking, and hiking. The property blends rustic charm with modern comfort, making it a perfect setting for relaxation.

Property Highlights:

  • Cozy guest rooms: All featuring fireplaces and balconies.
  • Farm-to-table dining: On-site restaurant focuses on locally sourced ingredients.
  • Outdoor activities: Partnerships with local guides for bespoke nature experiences.

4. Key West, Florida: Ocean Key Resort & Spa

Offering a vibrant mix of relaxation and adventure, Ocean Key Resort & Spa is a Hawaiian paradise tucked in the heart of Key West. Renowned for its stunning sunset views, this resort is an ideal starting point for exploring the unique culture of the Florida Keys. Guests can unwind with luxurious spa treatments and savor exquisite dining in a tropical setting.

Property Highlights:

  • Waterfront pool: Swim alongside spectacular sunset views.
  • Spa services: Indulge in treatments inspired by the sea.
  • Island tours: Access to fishing charters and diving tours directly from the property.

5. St. John, U.S. Virgin Islands: Caneel Bay Resort

Though currently undergoing renovations, Caneel Bay Resort remains a coveted destination in 2023. This eco-conscious resort offers pristine beaches and lush landscapes, perfect for eco-tourism enthusiasts. Its unique location provides access to the Virgin Islands National Park, making it ideal for hiking and snorkeling adventures.

Property Highlights:

  • Secluded beaches: Seven unique beaches provide ample space to relax.
  • Sustainable practices: Focus on preserving the local ecosystem.
  • Wellness offerings: Emphasis on holistic wellness programs and activities.

6. Hilton Head Island, South Carolina: The Inn & Club at Harbour Town

This intimate, boutique property in Hilton Head boasts southern charm and an exclusive feel. Guests can indulge in world-class golf, exceptional dining options, and a variety of water sports. The Inn & Club at Harbour Town serves as a perfect getaway for couples seeking romance or families looking for adventure.

Property Highlights:

  • Access to golf courses: Play on acclaimed courses designed by top architects.
  • Marina access: Engage in boating, fishing, and water sports.
  • Culinary excellence: On-site restaurants ranked among the best in Lowcountry.

7. Block Island, Rhode Island: The Inn at Spring House

Famed for its rugged beauty and tranquil beaches, Block Island offers the Inn at Spring House as an enchanting retreat. With a focus on sustainability, this inn features eco-friendly practices while offering stunning ocean views and comfortable accommodations. This is a fantastic base for exploring Block Island’s scenic landscapes.

Property Highlights:

  • Madaket Room: A communal space with breathtaking views and cozy seating.
  • Sustainable focus: Utilizing locally sourced food and environmentally friendly products.
  • Beach access: Near popular beaches including Crescent Beach and Mohegan Bluffs.

8. Catalina Island, California: Hotel Metropole

Hotel Metropole sits just steps from the beach and the vibrant town of Avalon on Catalina Island. This charming hotel offers a range of accommodations, including suites with kitchenettes for longer stays. Guests can enjoy both adventure and relaxation, from diving excursions to lounging by the pool.

Property Highlights:

  • Rooftop deck: Ideal for sunset views over the harbor.
  • Walking distance to attractions: Close proximity to Avalon’s shops, restaurants, and nightlife.
  • Outdoor activities: Guided tours to explore the island’s rich wildlife and scenery.

9. Galveston, Texas: The San Luis Resort

Located on Galveston Island’s beachfront, The San Luis Resort offers guests a luxurious escape with Texas hospitality. This sprawling property provides everything from upscale dining to pampering spas. Guests can explore the island’s history, visit the famous Pleasure Pier, or just relax poolside.

Property Highlights:

  • Spa of the San Luis: Full-service spa with treatments inspired by coastal ingredients.
  • Live entertainment: Seasonal activities and events, including concerts and family-friendly shows.
  • Dining Experiences: Multiple on-site dining options, including fresh seafood.

10. Orcas Island, Washington: Rosario Resort & Spa

Rosario Resort & Spa brings guests closer to nature while offering luxurious accommodations. Located on the scenic Orcas Island, it’s perfect for couples and families alike. Guests can hike through Moran State Park or enjoy views of the San Juan Archipelago from the resort’s stunning property.

Property Highlights:

  • Historic architecture: The resort was formerly a mansion built in the early 1900s.
  • Indoor swimming pool: Features floor-to-ceiling windows overlooking the bay.
  • On-site activities: Kayaking, paddleboarding, and nature walks organized by the staff.

Each of these retreats showcases the unique allure of America’s islands, providing diverse options for travelers seeking escape and relaxation. By blending luxurious accommodations with authentic local experiences, these properties promise memorable vacations in stunning coastal settings. Embrace the serenity and splendor that these islands offer, and indulge in the ultimate retreat this year. Whether seeking adventure, romance, or family fun, these American island retreats cater to all.

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