Windward Coast Vacations from ￥185,434

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The Latest Windward Coast Vacation Packages

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

Paradise Bay Resort

3.5 out of 5
Kahaluʻu
Save 100% on your flight
Price was ￥305,313, price is now ￥185,434 per person
￥185,434
per person
Jul 12 - Jul 16
found 1 day ago
Roundtrip flight included
Tokyo (HND) to Honolulu (HNL)
8.8/10 Excellent! (1,004 reviews)
Waking up at Paradise Bay Resort felt like stepping into the pages of a well-worn romance novel. Tucked away on the lush windward side of the island, this private hideaway was embraced by the breath taking majestic Ko'olau Mountains. The staff was beyond exceptional!! Honestly Auntie Marissa went above and beyond to help us and our 4 year old feel welcome and comfortable! She gave incredible suggestions on where to visit! To be honest if I was the owner of this resort I would give both her and Uncle Danny and his beautiful voice a promotion, and employees of the year!!! The kindness and warm Aloha we received by them was unmatched by any where else on the island of Oahu!! I would honestly give 20 stars if that was an option!!! The Captain and Deck hand were both incredible and knowledgeable about the island they also gave us a warm aloha! I highly recommend going on their snorkel and sand bar tour!! We saw sea turtles and went snorkeling over the coral reef !! I hope that they continue to offer their services for years to come!!! The deck hand shared beautiful history of the mountains. They had snacks and drinks and even considered food allergies as my husband has celiac.They were also patient with my daughter!! Very considerate!! if your afraid of bugs or nature stay in Waikiki!! However if you love nature like us want to stay in a rainforest become one with nature and bugs don't bother you this is your dream relaxation vacation!!!

Reviewed on May 27, 2026

Ala Moana Hotelcondo by Luana Vacation Rental

Ala Moana Hotelcondo by Luana Vacation Rental

3.5 out of 5
Ala Moana
Save 100% on your flight
Price was ￥412,252, price is now ￥208,452 per person
￥208,452
per person
Jul 12 - Jul 17
found 1 day ago
Roundtrip flight included
Tokyo (HND) 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

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

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

3 out of 5
Waikiki
Save 100% on your flight
Price was ￥941,396, price is now ￥599,163 per person
￥599,163
per person
Jul 29 - Aug 4
found 1 day ago
Roundtrip flight included
Tokyo (HND) to Honolulu (HNL)
No reviews
Waikiki Shore by OUTRIGGER

Waikiki Shore by OUTRIGGER

3 out of 5
Waikiki
Price was ￥521,900, price is now ￥357,294 per person
￥357,294
per person
Jul 17 - Jul 23
found 1 day ago
Roundtrip flight included
Tokyo (HND) 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

Regency on Beachwalk Waikiki by OUTRIGGER

Regency on Beachwalk Waikiki by OUTRIGGER

3.5 out of 5
Waikiki
Price was ￥558,930, price is now ￥384,140 per person
￥384,140
per person
Jul 29 - Aug 4
found 1 day ago
Roundtrip flight included
Tokyo (HND) to Honolulu (HNL)
8.2/10 Very Good! (457 reviews)
Very nice, great location, good help on property.

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

4/5(3 area reviews)

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

Find the Best Windward Coast Vacation Packages

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 ￥34,614 per night from Jun 10 to Jun 11
￥34,614
￥51,439 total
Jun 10 - Jun 11
includes taxes & fees
8.4/10 Very Good! (9,109 reviews)
"Everything you need to vacation is in one spot or nearby. Excellent safe option if traveling alone or with others."

Reviewed on May 27, 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 ￥38,557 per night from Jun 8 to Jun 9
￥38,557
￥56,170 total
Jun 8 - Jun 9
includes taxes & fees
9/10 Wonderful! (5,083 reviews)
"The good: Great location with just a walk across the street to the beach (yes they supply the chairs). 5 - 20 min walks to shopping (Target to H&M to Fendi) The staff is super friendly. The bad: unfortunately, the hotel is being renovated but they keep the renovations neat and out of the guests way ..."

Reviewed on May 27, 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 ￥42,164 per night from Jun 2 to Jun 3
￥42,164
￥58,720 total
Jun 2 - Jun 3
includes taxes & fees
9.4/10 Exceptional! (3,372 reviews)
"Excellent service. Would come back again"

Reviewed on May 26, 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.

Discover the most popular places to visit in Windward Coast

Lanikai Beach, Kailua, Oahu, Hawaii

Lanikai Beach

4.5/5(1,726 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.

Lanikai Beach
Kailua Beach

Kailua Beach

4.5/5(2,334 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.

Kailua Beach
Kualoa Beach Park

Kualoa Beach Park

4.5/5(10 reviews)

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.