Top Beach vacation packages in Kennebunkport

Price found within the past 48 hours. Click for updated prices.

Kennebunkport Captains Collection

$567

per person

Mar 6 - Mar 9

found 1 day ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Portland (PWM)

9.4/10 Exceptional! (649 reviews)

The breakfast menu was fresh. The staff is friendly, helpful, and fantastic. Walkable to many things downtown for food but do note that many restaurants close during winter (off-season). Loved it! Would stay again.

Reviewed on Jan 3, 2026

Breakwater Inn

$833

per person

Mar 19 - Mar 25

found 1 day ago

Roundtrip non-stop flight included

Miami (MIA) to Portland (PWM)

8.6/10 Excellent! (44 reviews)

Room was wonderful,perfect. Staff could not have been nicer

Reviewed on Dec 19, 2025

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3 Night Beach vacations in Kennebunkport

Price found within the past 48 hours. Click for updated prices.

Breakwater Inn

$491

per person

Mar 28 - Mar 31

found 1 day ago

Roundtrip flight included

Chicago (ORD) to Portland (PWM)

8.6/10 Excellent! (44 reviews)

Room was wonderful,perfect. Staff could not have been nicer

Reviewed on Dec 19, 2025

Kennebunkport Captains Collection

$567

per person

Mar 6 - Mar 9

found 1 day ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Portland (PWM)

9.4/10 Exceptional! (649 reviews)

The breakfast menu was fresh. The staff is friendly, helpful, and fantastic. Walkable to many things downtown for food but do note that many restaurants close during winter (off-season). Loved it! Would stay again.

Reviewed on Jan 3, 2026

Don't see what you're looking for?

See all available trips from Columbus to Kennebunkport

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4 Night Beach vacations in Kennebunkport

Price found within the past 48 hours. Click for updated prices.

Kennebunkport Captains Collection

$760

per person

Apr 8 - Apr 12

found 1 day ago

Roundtrip non-stop flight included

Pittsburgh (PIT) to Portland (PWM)

9.4/10 Exceptional! (649 reviews)

The breakfast menu was fresh. The staff is friendly, helpful, and fantastic. Walkable to many things downtown for food but do note that many restaurants close during winter (off-season). Loved it! Would stay again.

Reviewed on Jan 3, 2026

1802 House Bed and Breakfast

$1,294

per person

Apr 23 - Apr 27

found 16 hours ago

Roundtrip flight included

Oklahoma City (OKC) to Portland (PWM)

9.6/10 Exceptional! (103 reviews)

Great place to stay for a getaway. Breakfast is outstanding, hostess and her husband prepare fresh ingredients with three tasty courses. Rooms are well decorated, clean, bright and comfortable. We stayed there in 2001 and again in 2025. Our favorite in Kennebunk Port.

Reviewed on Oct 28, 2025

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See all available trips from Columbus to Kennebunkport

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How do I book the best Kennebunkport beach vacation packages?

Life’s a beach when you dive into our brilliant Kennebunkport beach vacation deals. Chuck a check in the filter boxes to find ocean views, pools, and resorts just a short saunter from the sizzling sands.

How can I find cheap beach vacations in Kennebunkport?

A rental steps from the shore creates an amazingly affordable Kennebunkport beach vacation. Seaside sojourns during low season start from $491. Prices and availability are subject to change. Additional terms may apply.

When should I book a Kennebunkport beach holiday?

For a bustling beach break, book in . For a less crowded coast, is the time to turn up.

How can I book the best family beach vacations in Kennebunkport?

With a flick of a finger, the family-friendly filter brings you the best breaks on offer for the whole brood. Look out for kids’ clubs, waterparks, and other incredible extras for a vacay the little ones will love.

How do I find a Kennebunkport beachfront vacation?

Check the beachfront filter and, bam, the best available oceanside resorts will appear before your eyes. Along with the incredible view, when you book a beachfront resort, you can get from the lapping waves to your patio lounger in a matter of moments.

Can I book a package including a Kennebunkport vacation beach house rental?

Hit up the vacation rental filter to book your dream beach house. Once you’ve selected the most alluring abode, add your flights and car rental for the perfect package deal.

Can I find Kennebunkport beach vacation deals?

Sort your search results by deals to delight in amazing Kennebunkport beach vacation offers. If you want more pizzazz for your pennies, travel outside the high season or stay a little further from the shoreline.

Can I book a Kennebunkport beach trip with free cancellation and/or flexible dates?

Just like the Kennebunkport tides, plans change. Filter by payment option to find trips with free cancellation. Buy now, pay later options are also available for full-on flexibility.

Why should I book my Kennebunkport beach vacation with Expedia?

Relax long before you see the shore with simple search, fantastic filters, and more great deals than there are grains of sand in Kennebunkport. (OK, maybe not that last part.)

Top Beach Kennebunkport Hotels

Breakwater Inn

127 Ocean Avenue Kennebunkport ME

18 min walk from Dock Square

Feel the sand between your toes at this luxury hotel and stroll along the shore in Kennebunkport, as you'll be a short walk from Colony Beach. A restaurant and ...

8.4/10 Very Good! (51 reviews)

Room was wonderful,perfect. Staff could not have been nicer

Reviewed on Dec 19, 2025

Kennebunkport Captains Collection

6 Pleasant Street Kennebunkport ME

6 min walk from Dock Square

At this luxury hotel, get ready to lounge by the shoreline in Kennebunkport, as you'll be within walking distance of Colony Beach. Beach towels and sun loungers ...

9.4/10 Exceptional! (587 reviews)

Travelers like: close to beach, sun loungers, beach towels

Travelers say...

Amazing Staff, beautiful buildings so unique and wonderful.

Reviewed on Jan 27, 2026

Kennebunkport Inn

One Dock Square Kennebunkport ME

2 min walk from Dock Square

Stroll along the shoreline in Kennebunkport, as you'll be close to the beach when booking a stay at this hotel. Amenities at Kennebunkport Inn include a restaurant, ...

9/10 Wonderful! (571 reviews)

Travelers like: close to beach, beach towels

Travelers say...

Great location, staff extremely friendly and knowledgeable. Food and drinks were great. Conveniently located to shopping and dining

Reviewed on Jan 19, 2026

See all 3,923 properties in Kennebunkport

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.