Windward Coast Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Top Windward Coast Vacation Deals

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

Paradise Bay Resort

3.5 out of 5
Kahaluʻu
Price was CA $3,734, price is now CA $2,085 per person
CA $2,085
per person
Jul 10 - Jul 17
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Honolulu (HNL)
8.8/10 Excellent! (1,010 reviews)
The atmosphere was very nice More representative of what the real Hawaii is like. The staff were all very nice. Pool hot tub snorkel gear paddle boards and kayaks were really nice to have available. Comfortable bed Seating not so comfortable but we didn’t spend much time in the room. The room needs some repairs ie door sticks linen closet needs repainting. Overall we had a very nice stay. Thanks for a pleasurable stay

Reviewed on May 24, 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 $4,360, price is now CA $2,179 per person
CA $2,179
per person
Jul 10 - Jul 17
found 18 hours ago
Roundtrip non-stop 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

Kuilima Estates Resort by KBM

Kuilima Estates Resort by KBM

4 out of 5
Price was CA $4,923, price is now CA $3,237 per person
CA $3,237
per person
Jul 26 - Aug 2
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Honolulu (HNL)
No reviews
Panoramic Oceanview Resort

Panoramic Oceanview Resort

4 out of 5
Waikiki
Price was CA $3,957, price is now CA $2,611 per person
CA $2,611
per person
Aug 17 - Aug 21
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Honolulu (HNL)
9/10 Wonderful! (17 reviews)
Loved it, beautiful view. Great room with fabulous balcony overlooking marina and ocean

Reviewed on May 8, 2026

Waikiki Shore by OUTRIGGER

Waikiki Shore by OUTRIGGER

3 out of 5
Waikiki
Price was CA $4,181, price is now CA $2,771 per person
CA $2,771
per person
Aug 5 - Aug 12
found 3 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Honolulu (HNL)
8.4/10 Very Good! (576 reviews)
It was just what we needed for our stay, but bare minimum, it was overall clean except for under the bed and under kitchen counter and the shower door is a little scary, I’d prob get rid of it and use a shower curtain, but overall did the job and we enjoyed our stay. Thank you

Reviewed on May 9, 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
Lanikai - Oahu - Hawaii

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?

 

Choose your dates

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 $285 per night from Jun 1 to Jun 2
CA $285
CA $428 total
Jun 1 - Jun 2
includes taxes & fees
8.4/10 Very Good! (9,124 reviews)
"Property is very large with several pools, restaurants and many shops which was definitely an advantage. Being right on the beach was also an amazing bonus. Challenge that I had was with the billing of the room and still trying to reconcile the costs."

Reviewed on May 25, 2026

Hilton Hawaiian Village Waikiki Beach Resort
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 $335 per night from May 28 to May 29
CA $335
CA $487 total
May 28 - May 29
includes taxes & fees
9/10 Wonderful! (5,084 reviews)
"Awesome 10 days at the Hyatt! Staff were pleasant and helpful to get us into our room, nice ocean view high floor. Room was tidy minus the older fact of the property but still maintained very well. Fact the lifts are nightmare cause 40 floors, tons of guests, might take awhile but still awesome amenities ..."

Reviewed on May 25, 2026

Hyatt Regency Waikiki Beach Resort & Spa
Prince Waikiki

Prince Waikiki

4.5 out of 5
100 Holomoana St Honolulu HI
Fully refundableReserve now, pay when you stay
The price is CA $352 per night from May 31 to Jun 1
CA $352
CA $494 total
May 31 - Jun 1
includes taxes & fees
9.4/10 Exceptional! (3,384 reviews)
"Personal excelente muy amables"

Reviewed on May 25, 2026

Prince Waikiki
See all 7,354 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
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Discover the most popular places to visit in Windward Coast

Lanikai Beach, Kailua, Oahu, Hawaii

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.

Explore a world of travel with Expedia

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