Kailua Vacations

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Find the Best Kailua Vacation Packages

Kailua Hotel Deals

Maui Seaside Hotel

Maui Seaside Hotel

3 out of 5
100 W Kaahumanu Ave, Kahului, HI
Fully refundableReserve now, pay when you stay
The price is SAR 890 per night from Aug 28 to Aug 29
SAR 890
SAR 1,138 total
Aug 28 - Aug 29
includes taxes & fees
8.8/10 Excellent! (1,223 reviews)
"We were very pleased with this property. The rooms were renovated and excellent. Great pool and great ocean views. The only suggestion would be the outside could use a coat of paint. It under sells the property."

Reviewed on 27 July 2025

Maui Seaside Hotel
Hampton Inn & Suites Maui North Shore

Hampton Inn & Suites Maui North Shore

3 out of 5
130 West Kaahumanu Avenue, Kahului, HI
Fully refundableReserve now, pay when you stay
The price is SAR 1,145 per night from Aug 24 to Aug 25
SAR 1,145
SAR 1,461 total
Aug 24 - Aug 25
includes taxes & fees
9.2/10 Wonderful! (65 reviews)
"Brand new hotel clean and friendly staff walk out to the beach"

Reviewed on 25 July 2025

Hampton Inn & Suites Maui North Shore
Maui Beach Hotel

Maui Beach Hotel

3 out of 5
170 W Kaahumanu Avenue, Kahului, HI
Fully refundableReserve now, pay when you stay
The price is SAR 772 per night from Aug 26 to Aug 27
SAR 772
SAR 999 total
Aug 26 - Aug 27
includes taxes & fees
7.2/10 Good! (1,077 reviews)
Wonderful hotel
"This is a wonderful and affordable hotel. There is airport shuttle. Check in was seamless. There are games to play in the lobby as well as outside behind the hotel. The beach is nearby and I loved the lounge chairs. The service is perfect. So friendly and professional. The only downside is no microwave. ..."

Reviewed on 29 July 2025

Maui Beach Hotel
See all 2,269 properties in Kailua
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 Kailua

Tropical Paradise After hiking along the meandering path, past the bamboo forest and crossing the often times dangerous creek, we came across this stunning waterfall amphitheatre and amazing approach. We were not prepared for a swim but doffed what we could and swam anyways. Definitely a bucket list moment.

Twin Falls

Commune with nature and explore the great outdoors at Twin Falls during your travels in Haiku. While you're in the area, stroll along the beautiful beaches.

Twin Falls

Haiku Park

Explore the great outdoors at Haiku Park, a lovely green space in Pauwela. Wander the area's beautiful beaches or simply enjoy one of its top-notch restaurants.

Haiku Park

Haleakala Bike Company

You can take time to visit Haleakala Bike Company during your travels to Pauwela. Wander the beautiful beaches and seaside in the area.

Haleakala Bike Company

Frequently asked questions

How much does a Kailua vacation package cost?
You'll find cheap prices on Expedia for your Kailua break. However, a range of factors like your choice of hotel, the season and length of stay will determine how much your vacation to Kailua costs.
What are the cheapest months to go to Kailua?
If you're looking to snag a cheap Kailua vacation package, consider planning a trip in January, February and April. You'll typically find better rates on hotels and flights during these quieter months — perfect for a budget-friendly getaway.
How to find the best Kailua package deals?
Start your search for a Kailua package deal by entering your preferred travel dates and destination under our "Packages" tab. Then add a few filters, like "Property type" and "Amenities," to tailor the results to your exact style. You can also sort by "Package discount" and browse offers that come with unbeatable savings. If you don't find the perfect Kailua package deal right away, simply play around with your dates and search again. Remember that deals are only available for a limited time, so book early and get your Kailua escape underway.
Is it cheaper to book a Kailua vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your car rental, flight and hotel into one great-value price and enjoy significant savings. You'll typically land a better deal than booking each component separately. And you'll still have the freedom to create a personalized Kailua vacation by choosing your favorite type of stay, airline and car class.
When to book a vacation package to Kailua?
If you're planning an impromptu Kailua getaway, browse our last-minute deals that can be booked up to one week before you take off. Prefer not to wait until the last minute? You can land terrific deals on your flights and hotels by booking well in advance.
How to plan a trip to Kailua?

  1. Choose your dates: What you want to do in Kailua and your preferred season will help you decide when to travel.
  2. Plan your budget wisely: As well as the cost of your stay, you should factor in other expenses too. These include flights, food and transportation. Also, put aside some extra funds for unexpected costs that could arise during your trip to Kailua.
  3. Determine how many days away: Start by compiling a list of the activities and sights you'd like to experience in Kailua. Then, estimate how long you'll need at each, along with any travel time.
  4. Combine your flights and hotel: Epic destination, check. Length of stay, check. All that's left now is to pick a Kailua vacation package that brings all your bookings together.