Windward Coast Vacations from $870

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $2,000 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

Your Windward Coast Vacation

Discover why so many people love this beachy destination with a Windward Coast vacation package. Tropical climate, lush beauty and diversity are just the beginning of what you can find here. During your trip to Windward Coast, you'll want to include a few of its most popular cities. A must-visit? Kahalu u. Expedia has flights, hotels, car rentals and more to help you curate your very own customized Windward Coast vacation today.

The Latest Windward Coast vacation packages

Price found within the past 48 hours. Click for updated prices.
Central YMCA Residences
Ala Moana Hotelcondo by Luana Vacation Rental
Ilikai by Luana Hawaii Vacation Rentals
Paradise Bay Resort
@ Marbella Lane - Cozy 2BR w/ Amazing Ocean Views
Don't see what you're looking for?
See all available trips from Columbus to Windward Coast
View all trips

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

Stay near popular Windward Coast attractions

Windward Coast Hotel Deals

Hyatt Regency Waikiki Beach Resort & Spa

Hyatt Regency Waikiki Beach Resort & Spa

4 out of 5
2424 Kalakaua Ave Honolulu HI
Hyatt Regency Waikiki Beach Resort & Spa
Sheraton Waikiki Beach Resort

Sheraton Waikiki Beach Resort

4.5 out of 5
2255 Kalakaua Ave Honolulu HI
Fully refundableReserve now, pay when you stay
$408 nightly
The price is $484 total per night from Nov 30 to Dec 1
$484 total
Nov 30 - Dec 1
Total with taxes and fees
9.2/10 Wonderful! (3,817 reviews)
"Great location, great staff. Nice and clean. Loved the bathroom"

Reviewed on Nov 4, 2026

Sheraton Waikiki Beach Resort
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
$224 nightly
The price is $266 total per night from Nov 30 to Dec 1
$266 total
Nov 30 - Dec 1
Total with taxes and fees
Hilton Hawaiian Village Waikiki Beach Resort
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.

Find the Best Windward Coast Vacation Packages

Windward Coast Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Daniel K. Inouye Intl. Airport (HNL)

More vacations you might like

Frequently asked questions

How much does a Windward Coast vacation package cost?
Windward Coast vacation packages are centered on Kaneohe. A week-long trip there typically costs around $1,400 per adult, with prices ranging from around $900 to $2,400.

*Package prices shown are the average total cost per adult across Expedia bookings over the past year and may change depending on availability, dates, and demand.
How can I save money on a Windward Coast vacation package?
When you bundle, you can save up to 30%*. To save money on a Windward Coast package, consider traveling during the quieter months or be flexible with your dates to find more options. Bundling your flights and hotel together often unlocks savings compared to booking separately. *Members only. Savings vary.
What's included in a Windward Coast vacation package?
A Windward Coast vacation package in Kaneohe lets you combine flights, hotel stays, and rental cars. You can fly into Honolulu, HI (HNL-Daniel K. Inouye Intl.) and pick up your rental car to explore the area.

Exactly what's included will vary by hotel and package, so it's worth reviewing the details before you confirm your booking.
How do I find cheap Windward Coast vacation package deals?
Lower-priced Windward Coast vacation package deals are available in Kaneohe, where prices start around $640 per adult for weekend trips. Package prices in April average around $1,260 per adult for a 7-day trip.

Bundling your flight and hotel can offer additional savings compared with booking separately. Week-long Kaneohe packages typically save around $130 per adult, while two-week packages save around $225 per adult.

Browse cheap vacation packages in the Windward Coast on Expedia to compare current deals for Kaneohe and your travel dates.

*Package prices shown are the average total cost per adult across Expedia bookings over the past year and may change depending on availability, dates, and demand.
What is the best time to visit Windward Coast?
The best time for a Windward Coast vacation package in Kaneohe is May, August, and October, when the weather is warm and the area is bustling. In May, average temperatures are around 76°F with highs of 78°F. August and October see average temperatures around 78°F with highs of 81°F. Events like the Kailua Fall Fest in September and the Windward Half Marathon and 5K in March also draw visitors.

If you'd prefer a quieter trip, consider visiting in November or January. In November, average temperatures are around 76°F with highs of 79°F, while January offers average temperatures around 73°F with highs of 76°F, providing a more relaxed atmosphere with fewer visitors. Conditions may differ elsewhere in the region.
What types of vacation packages are available in the Windward Coast?
Windward Coast vacation packages, concentrated in Kaneohe, come in several styles to suit different travel needs:

These Windward Coast vacation package styles let travelers match a stay to their preferences.
Which destinations should I consider for a Windward Coast vacation?
For a Windward Coast vacation, you can choose from several areas, each offering a distinct experience:
  • Kaneohe: A great base for those seeking beaches, outdoor activities, and scenic views, with a good range of lodging options.
  • Kailua: Ideal for families, known for its family-friendly attractions, outdoor activities, and beautiful beaches.
  • Hauʻula: A strong choice for beach lovers and those interested in scenic views and outdoor adventures.
  • Waimanalo: Another excellent option for families, offering a mix of family-friendly attractions, beaches, and outdoor activities.
Is Windward Coast better suited for a beach vacation or a cultural trip?
The Windward Coast is primarily an outdoor and nature destination, offering a blend of stunning beaches and family-friendly attractions. Its character is defined by activities like hiking, water sports, and exploring scenic landscapes.

The region's appeal lies in its natural beauty and opportunities for adventure. You'll find numerous beautiful beaches such as Lanikai Beach and Kailua Beach, perfect for a relaxing or active beach vacation.

Overall, a Windward Coast vacation is best suited for travelers seeking outdoor adventures, beach relaxation, and family-oriented fun amidst picturesque scenery.
Which airport should I use for a Windward Coast vacation?
For a Windward Coast vacation, the primary gateway is Daniel K. Inouye International Airport (HNL) in Honolulu. This airport serves the wider Oahu region, providing convenient access to the Windward Coast for travelers arriving by air. From HNL, you can arrange onward transportation to your chosen base city within the Windward Coast.
What are the top things to do in the Windward Coast?
A Windward Coast vacation is best explored from a base like Kaneohe, with a variety of outdoor activities and scenic spots to discover:

Browse and book things to do in the Windward Coast on Expedia.
What is the best time to book a Windward Coast vacation package?
Book your Windward Coast vacation package around 14 weeks in advance, with packages located in Kaneohe. Most travelers book between 10 and 20 weeks out, which gives you time to secure your preferred flights and hotel while rates are still competitive.

May, August, and October are the most popular months for Windward Coast packages in Kaneohe, so booking earlier is advisable if you're traveling during those times. For last-minute options, see last-minute Windward Coast vacation packages.
How many days do you need for a Windward Coast vacation?
Most Windward Coast vacation packages last around 7 days, with stays in Kaneohe, an area primarily known for its beaches, outdoor activities, and scenic views. Week-long trips are popular, giving you time to explore attractions like Kualoa Ranch. Some travelers also choose weekend trips, while nearly a third opt for two-week stays to fully immerse themselves in the region.
Can I change or cancel my Windward Coast vacation package if my plans change?
Yes, you can cancel your vacation package via your itinerary page on Expedia or by contacting customer service. Remember that some packages are fully refundable, but the details vary based on each unique booking. A fully refundable package may depend on how far out from the travel dates you're canceling and what airline you are traveling with.
Do One Key members get extra savings when booking Windward Coast vacation packages?
Yes, members who join our free One Key™ travel rewards program can instantly unlock additional savings and save 10% or more on over 500,000 stays worldwide with Member Prices and over 1 million car rentals.
Does Expedia offer Book Now, Pay Later Windward Coast vacation packages?
Yes, with Expedia's Book Now, Pay Later option, powered by Affirm, you can spread the cost of your Windward Coast vacation over 3, 6, or 12 months. With no late payment fees or hidden costs, it's easy to secure your ideal vacation package as soon as you spot it.
How do I find last-minute vacation packages to Windward Coast?
To find last-minute vacation packages to Windward Coast, explore the last-minute deals section for the latest package offers, including flights, departing in the coming weeks. Being flexible with your travel dates and hotel preferences can help you secure the best prices.
How does free cancellation work on Windward Coast vacation packages?
Free cancellation on a Windward Coast vacation package depends on the specific hotel and rate combination you book. Many bookings allow free cancellation up to a stated deadline (often a few days before travel) where eligible. Read the cancellation terms carefully when reviewing the package, and visit Expedia help center for further details.
Is it cheaper to book a Windward Coast vacation as a package or separately?
An Expedia vacation package could land you great savings when compared to arranging flights and hotels separately. Better still, you can tailor your Windward Coast getaway to match your exact preference. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
Why should I book my Windward Coast vacation package with Expedia?
Booking your vacation package on Expedia makes it easier to get more out of your trip from the start. With a wide choice of hotels, you can compare prices, reviews and amenities all in one place, then bundle your hotel with flights which could help you save even more. Flexible booking options on selected stays also make it easier to plan with confidence.

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.