Windward Coast Vacation Packages 2026 from $1,471

Name: Sheraton Princess Kaiulani Waikiki Beach
Price range: $271 total

Windward Coast flight + hotel vacation packages

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

Paradise Bay Resort

Kahaluʻu

Save 100% on your flight

$1,471

per person

May 30 - Jun 5

found 1 day ago

Roundtrip flight included

Dallas (DAL) to Honolulu (HNL)

A marina and an outdoor pool are featured at this smoke-free hotel. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls and an off-leash area. Enjoy the gym and conveniences like a 24-hour front desk and laundry facilities.

Ala Moana Hotelcondo by Luana Vacation Rental

Ala Moana

$3,380

per person

Apr 24 - Apr 26

found 1 day ago

Roundtrip non-stop flight included

Dallas (DFW) to Honolulu (HNL)

This smoke-free hotel includes 3 restaurants, an outdoor pool, and a gym. Valet parking, a business center, and a coffee shop are also offered.

Ilikai by Luana Hawaii Vacation Rentals

Waikiki

Save 100% on your flight

$1,907

per person

May 28 - Jun 1

found 1 day ago

Roundtrip non-stop flight included

Dallas (DAL) to Honolulu (HNL)

A restaurant and an outdoor pool are featured at this hotel. WiFi in public areas is free. Valet parking, a coffee shop, and a terrace are also offered.

@ Marbella Lane - Stunning Gem w/ MT & Ocean Views

Save 100% on your flight

$2,285

per person

Apr 24 - Apr 29

found 1 hour ago

Roundtrip flight included

Los Angeles (LAX) to Honolulu (HNL)

This cottage features an outdoor pool and a gym. Families will appreciate the arcade/game room and barbecue grills. Guests will appreciate free perks like free self parking and WiFi in public areas.

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

Waikiki

Save 100% on your flight

$2,259

per person

May 6 - May 10

found 1 day ago

Roundtrip non-stop flight included

Dallas (DFW) to Honolulu (HNL)

An outdoor pool is featured at this apartment, along with free WiFi in public areas and a safe deposit box.

Top Windward Coast hotels deals

Hilton Hawaiian Village Waikiki Beach Resort

2005 Kalia Rd Honolulu HI

Free Cancellation

Reserve now, pay when you stay

$267 nightly

$317 total

Apr 12 - Apr 13

Total with taxes and fees

A full-service spa, 9 restaurants, and 5 outdoor pools are all featured at this luxury resort. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. There's fun for all ages with a children's pool and a waterslide, and families will appreciate the onsite laundry facilities.

Waikiki Beach Marriott Resort & Spa

2552 Kalakaua Ave Honolulu HI

Free Cancellation

Reserve now, pay when you stay

$302 nightly

$359 total

Mar 16 - Mar 17

Total with taxes and fees

A full-service spa, 5 restaurants, and 2 outdoor pools are all featured at this smoke-free resort. There's fun for all ages with a playground and an arcade/game room, and families will appreciate the onsite laundry facilities. Enjoy a meal in one of the 2 coffee shops/cafes and perks like free WiFi.

Pool

Hot Tub

'Alohilani Resort Waikiki Beach

2490 Kalakaua Avenue Honolulu HI

Free Cancellation

Reserve now, pay when you stay

$335 nightly

$398 total

Mar 31 - Apr 1

Total with taxes and fees

This smoke-free resort includes 5 restaurants, an outdoor pool, and an outdoor tennis court. Enjoy the gym and perks like free WiFi. You'll appreciate the a rooftop terrace, poolside bar, and convenience store.

Pool

Hot Tub

Hyatt Regency Waikiki Beach Resort & Spa

2424 Kalakaua Ave Honolulu HI

Free Cancellation

Reserve now, pay when you stay

$283 nightly

$336 total

Apr 12 - Apr 13

Total with taxes and fees

A full-service spa, 4 restaurants, and an outdoor pool are all featured at this smoke-free resort. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. With 2 coffee shops/cafes, bar/lounge, and poolside bar, there are plenty of spots to dine and unwind.

Pool

Hot Tub

Sheraton Waikiki Beach Resort

2255 Kalakaua Ave Honolulu HI

Free Cancellation

Reserve now, pay when you stay

$499 nightly

$592 total

Apr 10 - Apr 11

Total with taxes and fees

A full-service spa, 7 restaurants, and 2 outdoor pools are all featured at this smoke-free hotel. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. There's fun for all ages with a children's pool and a waterslide, and families will appreciate the onsite laundry facilities.

Pool

Hot Tub

Sheraton Princess Kaiulani Waikiki Beach

120 Kaiulani Ave Honolulu HI

Free Cancellation

Reserve now, pay when you stay

$228 nightly

$271 total

Mar 29 - Mar 30

Total with taxes and fees

This hotel features a restaurant, an outdoor pool, and a bar/lounge. You'll appreciate the 24-hour gym, poolside bar, and laundry facilities.

Pool

Restaurant

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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.

Popular places to visit

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.

Kailua Beach

Paddle a kayak to the nearby islands, relax in the white sands or enjoy a picnic in the shade of the native trees at one of Oahu’s most popular beaches.

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.

Frequently asked questions

How much are vacation packages to Windward Coast?

With deals starting as low as $1,471, flight and hotel packages are a great way to make your travel budget stretch further. Get ready Windward Coast — here you come!

Where can I get the best vacation package deals for Windward Coast?

It's hard to look past Travelocity when it comes to crafting your Windward Coast package deal. There are as many as 400 partner airlines and 1,000,000 properties worldwide to choose from. Lock in your trip now and get ready to cross another amazing place off your travel bucket list.

Why should I book my Windward Coast vacation bundle via Travelocity?

With first-rate service, 24/7 customer support and some of the most idyllic getaways imaginable, you'll never wander alone. And if you happen to find a lower price, we'll match it. That's our Price Match Guarantee.

Will I save money on my Windward Coast car rental if I bundle it with my hotel or flight?

You sure can with our Windward Coast vacation packages. With one of these, there are lots of ways to stretch your vacation budget further. Bundle any two or more car, hotel, flight and tour bookings and watch your savings add up. With your own ride, all the landmarks in and around Windward Coast are an unforgettable road trip away.