Windward Coast Vacation Packages

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Top Windward Coast Vacation Deals

Price found within the past 48 hours. Click for updated prices.
The Royal Hawaiian, a Luxury Collection Resort, Waikiki

The Royal Hawaiian, a Luxury Collection Resort, Waikiki

5 out of 5
Waikiki
Price was CA $2,841, price is now CA $1,827 per person
CA $1,827
per person
May 22 - May 28
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Honolulu (HNL)
9.2/10 Wonderful! (1,061 reviews)
Staff was extremely friendly and helpful. Hotel is fantastically located with a gorgeous beach and amazing history. Enjoyed the Mai Tai Bar and Duke’s Waikīkī.

Reviewed on Apr 16, 2026

Ala Moana Hotelcondo by Luana Vacation Rental

Ala Moana Hotelcondo by Luana Vacation Rental

3.5 out of 5
Ala Moana
Price was CA $17,242, price is now CA $6,110 per person
CA $6,110
per person
May 28 - Jun 4
found 15 hours ago
Roundtrip flight included
Edmonton (YEG) to Honolulu (HNL)
7.6/10 Good! (258 reviews)
I had corner unit so I overlooked at Bay great firework show on Friday night from Balcony loud cruisers in evening with blaring music heard all the way up to 16th floor not in properties control, Shopping Ala Moana mall almost attached convenient bridge to walk across with out have to cross streets

Reviewed on Oct 6, 2025

Paradise Bay Resort

Paradise Bay Resort

3.5 out of 5
Kahaluʻu
Price was CA $3,205, price is now CA $1,939 per person
CA $1,939
per person
May 28 - Jun 4
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Honolulu (HNL)
8.8/10 Excellent! (1,003 reviews)
A beautiful place. Enjoyed kayaking and morning yoga as well as light breakfast of banana bread, fruit and coffee.

Reviewed on Apr 16, 2026

@ Marbella Lane - Cozy 2BR w/ Amazing Ocean Views

@ Marbella Lane - Cozy 2BR w/ Amazing Ocean Views

3 out of 5
Waikiki
Price was CA $9,333, price is now CA $5,841 per person
CA $5,841
per person
Jun 7 - Jun 13
found 23 hours ago
Roundtrip flight included
Toronto (YTO) to Honolulu (HNL)
No reviews
@ Marbella Lane Hale Lai Serene Luxury 3BR Home

@ Marbella Lane Hale Lai Serene Luxury 3BR Home

4 out of 5
Price was CA $10,087, price is now CA $6,774 per person
CA $6,774
per person
Jun 24 - Jul 1
found 19 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Honolulu (HNL)
No reviews

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
Lanikai

Lanikai

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

Find hotels in Lanikai

Ready to book your vacation to Windward Coast?

 

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Windward Coast Hotel Deals

Hilton Hawaiian Village Waikiki Beach Resort

Hilton Hawaiian Village Waikiki Beach Resort

4.5 out of 5
2005 Kalia Rd Honolulu HI
Fully refundableReserve now, pay when you stay
The price is CA $313 per night from May 17 to May 18
CA $313
CA $461 total
May 17 - May 18
includes taxes & fees
8.4/10 Very Good! (8,906 reviews)
Everything there is great but the food is expensive. But so is everything in Hawaii

Reviewed on Apr 16, 2026

Hilton Hawaiian Village Waikiki Beach Resort
'Alohilani Resort Waikiki Beach

'Alohilani Resort Waikiki Beach

5 out of 5
2490 Kalakaua Avenue Honolulu HI
Fully refundableReserve now, pay when you stay
The price is CA $393 per night from May 17 to May 18
CA $393
CA $557 total
May 17 - May 18
includes taxes & fees
8.6/10 Excellent! (3,867 reviews)
Overall good experience staff was grate drinks were a little overpriced but it’s Hawaii

Reviewed on Apr 16, 2026

'Alohilani Resort Waikiki Beach
Hyatt Regency Waikiki Beach Resort & Spa

Hyatt Regency Waikiki Beach Resort & Spa

4 out of 5
2424 Kalakaua Ave Honolulu HI
Fully refundableReserve now, pay when you stay
The price is CA $319 per night from May 3 to May 4
CA $319
CA $469 total
May 3 - May 4
includes taxes & fees
8.8/10 Excellent! (4,939 reviews)
Anticipation of staying at the Hyatt regency gave us high expectations. The woman checking us in had informed us that she could provide us with vouchers for the buffet since we had paid for the regency club upgrade. We came back down the following day after we tried what was offered to get vouchers ...

Reviewed on Apr 16, 2026

Hyatt Regency Waikiki Beach Resort & Spa
See all 6,973 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.
All Inclusive Vacations
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Beach Vacations
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Discover the most popular places to visit in Windward Coast

Lanikai Beach on the windward coast of Oahu, Hawaii Vacation

Lanikai Beach

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.

Lanikai Beach
Kailua Beach

Kailua Beach

With just-right waves and refreshing breezes, this is one of the best beaches on O’ahu to learn how to windsurf or kitesurf.

Kailua Beach
Kualoa Beach Park

Kualoa Beach Park

Find beautiful beaches, scenic island views, a perfect picnic spot and captivating folklore at this sacred ancient Hawai’ian paradise in O’ahu.

Kualoa Beach Park

Frequently asked questions

Can I cancel my flight booking to Windward Coast due to COVID-19?
Our convenient Customer Service Portal has information about canceling your Windward Coast flight due to COVID-19. Before reserving your tickets, it's wise to read the terms and conditions of your preferred airline too.
What's the best way to find cheap flights to Windward Coast that have flexible change policies?
By using our handy "No change fee" filter, that's how. Just type in your dates and other details, click "Search," then tick the box under the "Flexible change policies" subheading (it's on the top left of your screen). Expedia makes it easy to find inexpensive, flexible fares to Windward Coast.
What are some of the general tips for travelers to Windward Coast during the COVID-19 outbreak?
The COVID-19 pandemic has changed the world in endless ways, and travel has changed with it. These tips will help you understand the new challenges and get you ready for your journey to Windward Coast:
  • Before booking your flight, check if any travel bans or restrictions apply — in both your origin and destination. Stay informed with the latest updates by checking government and travel websites.
  • When you pass through airport checkpoints, keep your face mask on. You will be required to briefly lower it to confirm your identity. Passengers who refuse to wear a face mask may face civil penalties and may also be escorted from the building.
  • Do not hand your boarding pass directly to a TSA officer. Instead, you should place the pass on the reader and then hold it up so the agent can inspect it.
  • One container of liquid hand sanitizer is now allowed in your carry-on luggage. It must not be larger than 12 oz (350 ml), and you'll need to take it out of your bag for screening.
  • Place any personal items (keys, wallet and phone) in your carry-on rather than a bin to minimize handling during the screening process.
  • If you want to take food on the plane, place it in a clear plastic bag and then into a scanning bin. This reduces the likelihood that a TSA employee will need to handle your carry-on bag or food container for closer inspection.

Which airlines fly to Windward Coast?
Let Hawaiian Airlines fly you there. This well-known carrier lists 2601 flights per month to Daniel K. Inouye Intl. Airport (HNL), a Windward Coast gateway.
How can I find cheap tickets to Windward Coast?
For an amazing deal to Windward Coast, book well ahead of time. Also make use of Expedia's handy "flexible dates" feature at the top of your search results. This will list prices for nearby days. In the last seven days, was the lowest price for a flight to Windward Coast.
How much is a flight to Windward Coast?
The price of a round-trip airfare to Windward Coast in the last seven days varied between and . If you were traveling one way from (), you could have nabbed a fare from just .
What are the most popular airports to fly into in Windward Coast?
Jet into Daniel K. Inouye Intl. Airport (HNL) and sample everything that Windward Coast has to offer. As the region's main entry point, around 6024 flights touch down here every month.
When is the cheapest time to fly to Windward Coast?
Try to jet off early in the week to book a bargain fare to Windward Coast. Tuesday is generally the cheapest day to depart, with Monday running a close second. Saturday typically has the highest fares. This is because a lot of people like to kick off their getaway on a weekend.
How much is a plane ticket to Windward Coast?
Seats to Windward Coast varied from to in the last seven days. Usually, the earlier you book the better the deal.
Which airlines with flights to Windward Coast employ COVID-19 cleanliness policies?
While flying during a pandemic can be slightly overwhelming, airlines are going above and beyond to ensure the well-being of their passengers and staff. These are some carriers that have implemented changes:
  • Hawaiian Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • Southwest Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • United Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.

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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.