Windward Coast Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*
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Top Windward Coast Vacation Deals

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

Paradise Bay Resort

Kahaluʻu
CA $1,545
per person
Oct 22 - Oct 27
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Honolulu (HNL)
8.8/10 Excellent! (1,002 reviews)
Ala Moana Hotelcondo by Luana Vacation Rental

Ala Moana Hotelcondo by Luana Vacation Rental

Ala Moana
CA $5,078
per person
Oct 10 - Oct 17
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Honolulu (HNL)
7.6/10 Good! (258 reviews)
Ilikai by Luana Hawaii Vacation Rentals

Ilikai by Luana Hawaii Vacation Rentals

Waikiki
CA $1,952
per person
Oct 4 - Oct 10
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Honolulu (HNL)
8.8/10 Excellent! (60 reviews)
We had 3 adults staying there. It was advertised for 3 adults, however, the futon foldout was only big enough for a kid. We took pictures of our adult kids and their heads went over the futon. However. After complaining, the owners dropped off a double/queen blow up mattress, about the 3 day into the stay, meanwhile one of the kids had to move into our room. So, bad news, the room was not set up for 3 adults, but good news after days of complaining, the bed was corrected.

Reviewed on Aug 27, 2026

@ Marbella Lane - Pōmaika'i Ocean Love Paradise

@ Marbella Lane - Pōmaika'i Ocean Love Paradise

CA $4,816
per person
Nov 21 - Nov 28
found 1 day ago
Roundtrip flight included
Calgary (YYC) to Honolulu (HNL)
6/10 (1 review)
It's a good place to stay for vacation nice and clean 👌...

Reviewed on Aug 25, 2026

Holiday Surf Hotel

Holiday Surf Hotel

Waikiki
CA $1,663
per person
Sep 30 - Oct 7
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Honolulu (HNL)
6.6/10 (71 reviews)
I travel on and off the island a lot and I’ve stated pretty much every hotel in Waikiki in the old adage goes you get what you pay for. I gave it a four star because of that but probably should be a three star. This is a quaint little hotel great location perfect for being around the shops in downtown Waikiki, but it definitely has its negative. The place is old and the room that I was staying in definitely smelled like it had been smoked in from the way past. Perhaps new carpet that’s not 20 years old would help not hold all that smoke. The carpet was torn. But the worst was the cockroaches that I slapped off of me in the middle of the night. The host was great very helpful and again the locations pretty good just might’ve been my room that was

Reviewed on Jul 26, 2026

Where to stay in Windward Coast

Find the best Windward Coast areas and neighborhoods for the activities you enjoy most. Learn more about Windward Coast
A tropical beach with clear turquoise waters, two small islands, and a dense palm tree line.

Lanikai

While Lanikai isn't home to many top sights, Lanikai Beach and Kailua Beach are some notable places to visit nearby.

A beach with a rocky cliff and ocean waves.

Waimanalo Beach

While visiting Waimanalo Beach, you might make a stop by sights like Waimanalo Beach and Makapuu Beach.

A beach at night with a cloudy sky, palm trees, and distant mountains.

Kalama Tract

While Kalama Tract might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Kailua Bay Beach and Kailua Beach.

Panoramic view of famous Lanikai Beach and Kailua Bay on the island of Oahu, Hawaii, USA with Mokulua Islands or Twin Islands against blue sky with clouds

Beachside

1 out of top 10 points of interest in this area

Though Beachside might not have many top sights, you can venture to the surrounding area to see attractions like Kailua Beach and Lanikai Beach.

A beach at sunset with two prominent rock formations in the distance and a vibrant sky.

Enchanted Lake

When in Enchanted Lake, you can plan a visit to Kailua Beach and Lanikai Beach, some noteworthy sights in the nearby area.

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Windward Coast Hotel Deals

Hilton Hawaiian Village Waikiki Beach Resort

Hilton Hawaiian Village Waikiki Beach Resort

2005 Kalia Rd Honolulu HI
Fully refundableReserve now, pay when you stay
CA $364
CA $522 total
Sep 7 - Sep 8
includes taxes & fees
Hilton Hawaiian Village Waikiki Beach Resort
Hyatt Regency Waikiki Beach Resort & Spa

Hyatt Regency Waikiki Beach Resort & Spa

2424 Kalakaua Ave Honolulu HI
Fully refundableReserve now, pay when you stay
CA $374
CA $535 total
Sep 1 - Sep 2
includes taxes & fees
Hyatt Regency Waikiki Beach Resort & Spa
Prince Waikiki

Prince Waikiki

100 Holomoana St Honolulu HI
Fully refundableReserve now, pay when you stay
CA $335
CA $473 total
Sep 9 - Sep 10
includes taxes & fees
Prince Waikiki
See all 7,575 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.

Stay near popular Windward Coast attractions

A beach with clear turquoise water, a sandy shore, and several boats lined up on the right.

Lanikai Beach

9.2/10 (3,293 reviews)
Why not spend a carefree afternoon at Lanikai Beach during your travels in Kailua? You can seek out the snorkeling spots while in the area.
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Two people kayaking on turquoise waters with clear skies and two small islands in the background.
Photo by Hawaii Visitors and Convention Bureau

Kailua Beach

9.2/10 (4,483 reviews)
With just-right waves and refreshing breezes, this is one of the best beaches on O’ahu to learn how to windsurf or kitesurf.
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A sailboat with a rainbow sail on a sandy beach with clear blue water and distant mountains.

Kaneohe Bay

9.4/10 (157 reviews)
Commune with nature and explore the great outdoors at Kaneohe Bay during your travels in Kaneohe. Amble around this relaxing area's beaches, or seek out the snorkeling spots.
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A sign for Jurassic Park with a dinosaur silhouette, set against a backdrop of lush green hills and a clear sky.
Photo by Oahu Visitors Bureau (OVB)/Shuhei Fujita

Kualoa Beach Park

9.4/10 (88 reviews)
Find beautiful beaches, scenic island views, a perfect picnic spot and captivating folklore at this sacred ancient Hawai’ian paradise in O’ahu.
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A sunset over the ocean with waves crashing onto the shore.
Photo by Oahu Visitors Bureau (OVB)/Bianca Photography

Waimanalo Beach

9.0/10 (1,125 reviews)
Ride the waves on a bodyboard and sunbathe on the sand at one of Oahu's most popular beaches, known for its starring roles in two top television shows.
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A beach with clear turquoise water, people swimming and sunbathing, and lush green hills in the background.

Kailua Bay Beach

9.8/10 (9 reviews)
Why not spend a lazy afternoon at Kailua Bay Beach during your trip to Kailua? While you're in the area, stroll along the beautiful beaches.
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A beach with clear turquoise water, sandy shore, and distant rocky islands under a blue sky with scattered clouds.
Photo by Stp82088

Bellows Field Beach Park

Why not spend a carefree afternoon at Bellows Field Beach Park during your travels in Waimanalo? Discover the art scene in this family-friendly area, or seek out its biking trails.
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A coastal walkway lined with palm trees, a rocky shoreline, and a clear view of the ocean.

Kalama Beach Park

9.2/10 (5 reviews)
Kalama Beach Park is just one of the places to see in Kailua, so why not enjoy the other things to explore during your travels? Wander the parks and beaches while you're in the area.
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Frequently asked questions

How much does a Windward Coast vacation package cost?
Discover the best of Windward Coast from as little as CA $1,545. Choose from a wonderful selection of rental cars, hotels and flights to suit every budget and style. You can pick up even more discounts when you add a few tours or experiences to your vacation package.
How do I get a cheap travel package to Windward Coast?
Combining your hotel and flight with Expedia won't just save valuable time — it'll save you a few dollars too. A Windward Coast vacation package makes it a breeze to put together your dream adventure. With more than 550 airlines around the world to choose from, finding flights that suit your busy schedule won't be difficult. Not only that, we have over 1,000,000 hotel options globally to take your pick of. Now that's choice! Whatever your budget, Expedia puts more of the world within your reach.
What are the top hotels in Windward Coast?
Travelers journeying to Windward Coast often make a booking at Less Than A One Minute Walk To Kailua Beach or Private Beachfront Rental. You'll find them in Lanikai. Another great neighborhood is Kalama Tract. Cute 2 Bedrooms Plantation Home With Ac and Hawaii's Hidden Hideaway Bed And Breakfast are well-liked options in this area.
How far in advance should I book my Windward Coast vacation?
It's difficult to pick the best time for airfares, but we generally say the earlier, the better. Plenty of international flights on Expedia become available to compare up to 12 months in advance. If you can't book ahead, don't worry. Low prices appear from time to time within a few weeks of departure dates.
What does an Expedia Windward Coast travel package include?
That's up to you. You can select from a variety of Windward Coast bundles, such as a flight, hotel and rental car. You can also book a hotel with a flight, or a flight with a rental car. Once you've made your booking, you can add the fun stuff like experiences and tours. Whatever your Windward Coast vacation looks like, you'll save!
What should I know before booking a Windward Coast travel package?
Whether it's adventure or relaxation you're seeking, a Windward Coast vacation package lets you organize your escape your way. Plus, you'll get access to great discounts when you combine your accommodations with your flights and rental car. The more you bundle, the more you'll save!
Can I choose my airline with a Windward Coast Expedia vacation package?
Definitely. Expedia has over 550 partner airlines to pick from globally. With such a huge range of choice, finding the right carrier to take you to Windward Coast will be a snap.
If I'm not able to travel, can I cancel my Windward Coast vacation package?
Whether it's your hotel or flight, yes, you can amend or cancel it. Booked your Windward Coast vacation package in the last 24 hours? You may be able to make changes or cancellations at no cost. For bookings made more than 24 hours ago, you may be charged a fee by your airline, hotel or car rental company. For more information, check out our Customer Service Portal. We're here to help you every step of the way.

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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.