Windward Coast Beach Vacations

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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
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Find your perfect Windward Coast beach vacation

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 $1,149. Prices and availability are subject to change. Additional terms may apply.

When should I book a Windward Coast 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 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

Paradise Bay Resort

3.5 out of 5
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! (1,005 reviews)

Travelers like: close to beach, outdoor pool

Travelers say...
This is a special place, and I really enjoyed my stay here. The morning yoga classes on the floating dock were exceptional. Just be aware it is a 3-star resort, so don't expect the units to be in top condition. Cleanliness could be better (corners, top of the fridge), though overall acceptable (linens ...

Reviewed on Mar 12, 2026

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

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! (10 reviews)

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

Travelers say...
Hubby and I celebrated our 25th wedding anniversary on Oahu and were very fortunate to have stayed in La Bella’s Honu (Turtle) Suite! The Honu Suite was cozily put together with a lot of care and thought to make the stay relaxing. All of the basic needs in the bathroom, kitchen area, and sleeping ...

Reviewed on Feb 9, 2026

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

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! (163 reviews)

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

Travelers say...
Shari was a fantastic host! She welcomed us upon arrival and provided great suggestions for local restaurants. The rental was clean and comfortable with everything we needed. We’d love to come back again!! Thanks Shari :)

Reviewed on Feb 23, 2026

PRIVATE BEACHFRONT RENTAL
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.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.