Luxury Maui Rentals - Vacation Rentals in Truman's Beach

Charming Greenport Gem 1, 1 Mile to Ferry! From US $308
         

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9.8 (6 Reviews)
Apartment
  • Parking
  • Security/Safety
  • Sports/Activities
Stirling House Bed & Breakfast From US $383
         

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9.8 (26 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • TV
Charming Greenport Gem 1, 1 Mile to Ferry! From US $374
         

10.0 (28 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Arbor View House Bed and Breakfast From US $433
         

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9.4 (16 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Designated Smoking Area
Arbor View House B&B From US $716
         

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9.4 (16 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Pool
Brand new 2 bedroom, Greenport Village, walk to town Marina Views! From US $776
         

Lagoon Lodge: North Fork,Charming 3Br, Waterfront From US $550
         

North Fork Paradise From US $1,117
         

10.0 (8 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
American Beech - Luxury 2 Bedroom Apartment 10 From US $815
         

Charming 3-bedroom cottage in fabulous Greenport From US $989
         

Beachfront vacation dream house on Long Island Sound. From US $729
         

9.8 (61 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Beachfront Heated Pool Hot Tub Orient Village Modern Dream Home From US $2,214
         

9.6 (11 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
American Beech in Greenport - Petite King Room 7 From US $580
         

9.4 (6 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • TV
Pro Tip: Luxurymauirentals makes it easy to compare the best listings on Luxurymauirentals homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Luxurymauirentals homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Truman's Beach.

Weather in Truman's Beach

View the weather forecast for Truman's Beach before booking your Truman's Beach Vacation Rentals to confirm your best time to go.

December - February
High 42°F       Low 18°F
March - May
High 65°F       Low 22°F
June - August
High 79°F       Low 56°F
September - November
High 76°F       Low 29°F

Truman's Beach Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Truman's Beach?
How many vacation rentals are available in Truman's Beach?

Currently, the total number of properties listed in 2026 is over 206 in the Truman's Beach area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Truman's Beach.