North Shore Oahu Hotels - Vacation Rentals in Dock Square

Coastal spacious Retreat downtown Kennebunkport village From US $1,799
         

9.0 (14 Reviews)
Hotel
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
Wanderer Cottages From US $450
         

9.5 (185 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Yachtsman Hotel & Marina Club From US $699
         

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9.6 (205 Reviews)
Hotel
  • Air Conditioner
  • Pool
  • View
The Harbor Inn From US $472
         

9.3 (142 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV
White Barn Inn & Spa, Auberge Collection From US $1,099
         

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9.6 (121 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Cape Arundel Inn - Club House From US $714
         

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9.2 (11 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Kings Port Inn From US $285
         

9.4 (1003 Reviews)
Hotel
  • Air Conditioner
  • TV
  • Security/Safety
King's Port Inn From US $291
         

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9.1 (600 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Balcony/Terrace
Kennebunkport Captains Collection From US $517
         

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9.4 (725 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV
The Seaside Inn From US $77
         

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9.1 (559 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • View
AWOL Kennebunkport From US $603
         

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9.4 (250 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV
Kennebunkport Motor Lodge From US $269
         

9.1 (439 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Pro Tip: Northshoreoahuhotels makes it easy to compare the best listings on Northshoreoahuhotels homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Northshoreoahuhotels 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 Dock Square.

Weather in Dock Square

View the weather forecast for Dock Square before booking your Dock Square Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Dock Square Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Dock Square?

There are a lot of options in Dock Square. If you plan on staying in the Dock Square area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Dock Square:

How many vacation rentals are available in Dock Square?

Currently, the total number of properties listed in 2026 is over 47 in the Dock Square area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Dock Square.