Windward Coast Beach Vacations 2026

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4 Night Beach vacations in Windward Coast

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

Paradise Bay Resort

Kahaluʻu

Save 100% on your flight

$805

per person

Nov 4 - Nov 8

found 3 hours ago

Roundtrip non-stop flight included

Spokane (GEG) to Honolulu (HNL)

8.8/10 Excellent! (1,006 reviews)

Improve furniture- soo uncomfortable Get lamps with plugs beside the bed with a phone charger- very few plugs

Reviewed on Sep 4, 2026

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How do I book the best Windward Coast beach vacation packages?

Life’s a beach when you dive into our brilliant Windward Coast 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 Windward Coast?

A rental steps from the shore creates an amazingly affordable Windward Coast beach vacation. Seaside sojourns during low season start from $805. Prices and availability are subject to change. Additional terms may apply.

How can I book the best family beach vacations in Windward Coast?

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 Windward Coast 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 Windward Coast 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 Windward Coast beach vacation deals?

Sort your search results by deals to delight in amazing Windward Coast 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 Windward Coast beach trip with free cancellation and/or flexible dates?

Just like the Windward Coast 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 Windward Coast 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 Windward Coast. (OK, maybe not that last part.)

Top Beach Windward Coast Hotels

Paradise Bay Resort

47-039 Lihikai Drive Kaneohe HI

20 min drive from Lanikai Beach

Make the most of this fantastic location, as you'll be close to Kahaluu Beach when booking a stay at this hotel. An outdoor pool and a hot tub are just some ...

8.8/10 Excellent! (1,008 reviews)

Travelers like: close to beach, outdoor pool

Travelers say...

"Improve furniture- soo uncomfortable Get lamps with plugs beside the bed with a phone charger- very few plugs"

Reviewed on Sep 4, 2026

PRIVATE BEACHFRONT RENTAL

Kailua HI

5 min drive from Lanikai Beach

Stroll along the shore in Kailua, as you'll be near Kailua Bay Beach with a stay at this bed & breakfast. Amenities at PRIVATE BEACHFRONT RENTAL include beach ...

10/10 Exceptional! (182 reviews)

Travelers like: on the beach, sun loungers, beach towels

Travelers say...

"Great clean room right on the beach in Kailua what more can you ask for!! Shari was most helpful and we wouldn't hesitate to stay here again in the future. Thank you again!!! We will be back"

Reviewed on Aug 31, 2026

La Bella’s Bed & Breakfast-Honu (Turtle) Suite-Walk to beach-In Kailua (O’ahu)

Kailua HI

7 min drive from Lanikai Beach

Settle in and relax at this bed & breakfast and get ready to watch the sunset on the beach in Kailua, as you'll be not far from Kailua Bay Beach. Beach towels ...

10/10 Exceptional! (14 reviews)

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

Travelers say...

"I had a wonderful stay. Gabriel and Shannon were friendly and accommodating. The ten minute walk to the beach was wonderful. Super comfy bed, cold AC, and breakfast too. I’ll definitely be back! Thank you, both."

Reviewed on Jul 2, 2026

See all 7,587 properties in Windward Coast

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.