Waimanalo Vacation Packages
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Your Waimanalo Vacation
Lock in a Waimanalo vacation package and get ready to experience all this city has to offer. Consider staying in the neighborhood of Waikiki, which is great for nightlife, coastal beaches and cafes. A trip to Waimanalo is a wonderful opportunity to go sightseeing. Be sure to stop by well-known attractions like Kailua Beach, Hanauma Bay Nature Preserve and Lanikai Beach. Stop daydreaming and start adventuring. Check out the range of options on Expedia today and finally put your Waimanalo vacation plans into gear!
Top Waimanalo Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Ilikai by Luana Hawaii Vacation Rentals
Waikiki
CA $1,647
per person
Oct 30 - Nov 6
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Honolulu (HNL)
8.8/10 Excellent! (61 reviews)
We had 3 adults staying there. It was advertised for 3 adults, however, the futon foldout was only big enough for a kid. We took pictures of our adult kids and their heads went over the futon. However. After complaining, the owners dropped off a double/queen blow up mattress, about the 3 day into the stay, meanwhile one of the kids had to move into our room.
So, bad news, the room was not set up for 3 adults, but good news after days of complaining, the bed was corrected.
Reviewed on Aug 27, 2026
Paradise Bay Resort
Kahaluʻu
CA $1,518
per person
Dec 11 - Dec 18
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Honolulu (HNL)
8.8/10 Excellent! (1,006 reviews)
This place is gorgeous! I am a native to Oahu and wanted to staycation for my anniversary. Didn't want to do the Waikiki stay, and I've always seen this resort but they never have availability! Just so happen, the dates worked and I was in awe from the moment I got here. Everything is so open and connected to nature. The room was perfect, with a full kitchen and dishes / cookware are all included! Resort fee includes free rentals of snorkeling equipment, kayaks (single & double), paddle boards, and on Saturday from 10am-2pm they offer a ride out to the sandbar on their boat! The pool and jacuzzi were amazing! The banana bread and coffee in the main area were really yummy. Ice machine right outside our room, next to our car that we parked literally feet from the front door to our room. Gorgeous nature scenery in every direction! Unit 61 is a corner unit on the top floor overlooking the pool and the canal that leads to the ocean. Kayaking out to the little island was cute but water was a bit choppy today. The little waterfalls that they have stationed all.over the property make everything sound so serene. We will.definitely be back for future staycations!
Reviewed on Sep 20, 2026
Waimanalo Beach Vacation
There's nothing more enjoyable than a Waimanalo vacation. Whether you're treating yourself to fancy cocktails at a local hot spot or reading your favorite book along the water's edge, your trip to Waimanalo is an ideal time to live out your beachy dreams. Many people stay close to Waimanalo Beach, situated just 0.32 kilometres from downtown. However, you'll also discover a fantastic range of Waimanalo packages close to Makapuu Beach and Bellows Field Beach Park, two other well-loved nearby options.
Ready to book your vacation to Waimanalo?
Waimanalo Hotel Deals
Hilton Hawaiian Village Waikiki Beach Resort
2005 Kalia Rd Honolulu HI
Fully refundableReserve now, pay when you stay
CA $332
CA $485 total
Oct 1 - Oct 2
includes taxes & fees
Hyatt Regency Waikiki Beach Resort & Spa
2424 Kalakaua Ave Honolulu HI
Fully refundableReserve now, pay when you stay
CA $362
CA $521 total
Sep 22 - Sep 23
includes taxes & fees
9/10 Wonderful! (5,416 reviews)
"We enjoyed our stay at this beautiful hotel. Located on the beach and Ocean view room was excellent."
Reviewed on Sep 20, 2026
Sheraton Waikiki Beach Resort
2255 Kalakaua Ave Honolulu HI
Fully refundableReserve now, pay when you stay
CA $381
CA $538 total
Sep 27 - Sep 28
includes taxes & fees
9.2/10 Wonderful! (3,570 reviews)
"Excellent stay with great customer service!"
Reviewed on Sep 21, 2026
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.
Stay near popular Waimanalo attractions
Photo by Oahu Visitors Bureau (OVB)/Bianca Photography
Waimanalo Beach
9.0/10 (1,125 reviews)
Ride the waves on a bodyboard and sunbathe on the sand at one of Oahu's most popular beaches, known for its starring roles in two top television shows.
Photo by Stp82088
Bellows Field Beach Park
Why not spend a carefree afternoon at Bellows Field Beach Park during your travels in Waimanalo? Discover the art scene in this family-friendly area, or seek out its biking trails.
Photo by Oahu Visitors Bureau (OVB)/Shuhei Fujita
Makapuu Beach
7.0/10 (2 reviews)
One of O’ahu’s less-crowded beaches offers great boogie boarding and tide pool exploration with convenient nearby access to elevated views of the island.
Photo by Aco Smiljanic
Sherwood Beach
Why not spend a lazy afternoon at Sherwood Beach during your trip to Waimanalo? Wander the beautiful beaches in this family-friendly area.
Photo by Kayla Pang
Kaupo Bay
Why not spend a lazy afternoon at Kaupo Bay during your trip to Waimanalo? Wander the beautiful beaches in this family-friendly area.
Kaiona Beach Park
9.6/10 (4 reviews)
Why not spend a carefree afternoon at Kaiona Beach Park during your travels in Waimanalo? While you're in the area, wander around the parks.
Olomana Golf
Enjoy a round of golf in Waimanalo at Olomana Golf. Stroll along the beautiful beaches or discover the area's beautiful sunsets.
What to do in Waimanalo
Sunset Dinner Cruise with Polynesian Show
CA $144
per adult
86% of travellers recommend
Waikiki Turtle Canyon Snorkel Catamaran Sail (Turtles Guaranteed)
CA $116
per adult
92% of travellers recommend
Ultimate Circle Island Tour with Pearl Harbor Dole Plantation & USS Arizona
CA $181
per adult
96% of travellers recommend
Frequently asked questions
How much does a Waimanalo vacation package cost?
Offering excellent value package deals from CA $1,260 on Expedia, you'll be surprised at how little a vacation to Waimanalo costs! Our packages make travel planning easier and your savings go further.
What are the cheapest months to go to Waimanalo?
To score cheap Waimanalo vacation packages, plan your getaway outside of peak periods like public holidays and major festivals. You'll typically find better availability and lower prices when it's less busy.
How many days is enough for Waimanalo?
Allow at least 9 days for your Waimanalo vacation to enjoy everything that makes this place special. Stroll around popular areas, including Lanikai and Kalama Tract. Then check out top sights such as Kailua Beach and Waimanalo Beach. With a clever itinerary, you'll be kept busy with room for some relaxation too. Want to travel beyond Waimanalo? Consider fitting in a day trip or two.
Is it worth booking a vacation package to Waimanalo?
Popular for its underwater activities, coastal beaches and golfing, a Waimanalo vacation offers something for everyone. Be sure to check out key sights like Waimanalo Beach and Bellows Field Beach Park, and consider renting a car for day trips to experience even more.
How to find the best Waimanalo package deals?
Begin your search for a Waimanalo package deal by entering your destination and preferred travel dates under our "Packages" tab. Then select a few filters, like "Guest rating" and "Property type," to fine-tune the results to your exact style. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the perfect Waimanalo package deal straight away, simply tweak your dates and search again. Remember that deals are only available for a limited time, so book early and get your Waimanalo escape off to a flying start.
Is it cheaper to book a Waimanalo vacation as a package?
You can enjoy significant savings on your next Waimanalo break by booking a tailored vacation package. Click on the "Package" heading, then enter your destination and travel dates to see some great hotel prices and airfares. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Waimanalo?
If you've got your Waimanalo travel dates finalized, book early to score some unbeatable deals. With Expedia, you can often reserve some flights up to one year ahead of time. Prefer spur-of-the-moment getaways? Our last-minute deals are perfect for jetting off on a whim.
How to plan a trip to Waimanalo?
- Choose your dates: What you want to do in Waimanalo and your favourite season will help you decide when to get away.
- Calculate your budget: Ensure you have enough money to pay for everything from food and transportation to experiences and flights. Your accommodations will likely be the largest expense during your trip to Waimanalo.
- Set the duration of your trip: Start by listing all the activities and attractions you'd like to get to in Waimanalo. Then, estimate how long you'll need at each, as well as any travel time.
- Bundle your hotel and flights: Awesome destination, check. Length of stay, check. All that's left is to pick a Waimanalo vacation package that brings all your bookings together.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
