Kailua Vacations from $992
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Your Kailua Vacation
Book a Kailua vacation package and get ready to experience the best of this lively city. Think about staying in the neighborhood of Haiku, which is good for views, walking and nature. During your trip to Kailua, give yourself plenty of time for sightseeing. A popular place to begin is Twin Falls. Whoever you're escaping with and whether your budget is big or small, your ultimate Kailua vacation is just a few clicks away with Expedia.
The Latest Kailua vacation packages
Price found within the past 48 hours. Click for updated prices.
Kahana Beach Vacation Club
Save 100% on your flight
Price was $1,624, price is now $992 per person
$992
per person
Nov 18 - Nov 25
found 7 hours ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)
8.4/10 Very Good! (714 reviews)
The beach front view was excellent however the lack of staff on property or in parking lot did not make me feel safe
Reviewed on Sep 30, 2025
OUTRIGGER Kaanapali Beach Resort
Save 100% on your flight
Price was $2,063, price is now $1,162 per person
$1,162
per person
Nov 12 - Nov 19
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)
9/10 Wonderful! (1,336 reviews)
We enjoyed having the pool and the beach a few steps away from our room. That was particularly nice given we traveled with our 4 year old daughter. The towel service and outdoor showers also made the beach experience pleasant. I noticed many resorts in Kaanapali are in front of the beach but the beach has little or no sand. This outrigger hotel has a long sandy beach and a relatively short walk from black rock for snorkeling. There are a lot of dining options walking distance and also within a short drive. I was a bit price shocked from Maui prices compra red to Southern California where I come from. Once I got over the price shock I was really happy.
Lastly, this hotel offers daily cultural activities for free! Very knowledgeable and experienced professional facilitators helped us learn about Hawaiian culture.
Reviewed on Sep 30, 2025
Hyatt Vacation Club at Ka'anapali Beach, Maui
Save 100% on your flight
Price was $2,615, price is now $1,567 per person
$1,567
per person
Dec 4 - Dec 8
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
9.4/10 Exceptional! (57 reviews)
Beautiful rooms, staff was very friendly, beautiful lobby and views! Fun pool area with water slide etc. Highly recommend!
Reviewed on Oct 2, 2025
The Whaler Resort Kaanapali Beach
Save 100% on your flight
Price was $2,131, price is now $1,363 per person
$1,363
per person
Nov 12 - Nov 19
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)
9.6/10 Exceptional! (237 reviews)
Very clean was easy access to everything only thing was told beach view and got garden view. Said could move closer to ocean view but closer ? We stayed put
Would definitely recommend
Reviewed on Oct 1, 2025
Hono Koa Vacation Club
Save 100% on your flight
Price was $1,934, price is now $1,258 per person
$1,258
per person
Nov 12 - Nov 19
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)
8.6/10 Excellent! (196 reviews)
Ocean side with the nicest balcony on the island! We would love to stay at this property next time we visit Maui!
Reviewed on Sep 28, 2025
Discover the most popular places to visit in Kailua
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.
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.
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.
What to do in Kailua
Road to Hana Maui Tour: Self-Guided Audio Drive
$17
per traveler
84% of travellers recommend
Maui Zipline Eco Adventure: 8 Lines through the Jungle
$164
per adult
100% of travellers recommend
Authentic Lei Greeting at Kahului Airport
$62
per child
90% of travellers recommend
Kailua Hotel Deals
Maui Seaside Hotel
100 W Kaahumanu Ave, Kahului, HI
Fully refundableReserve now, pay when you stay
$228 nightly
The price is $269 total per night from Oct 21 to Oct 22
$269 total
Oct 21 - Oct 22
Total with taxes and fees
8.8/10 Excellent! (1,179 reviews)
"They are in the process of renovating and initially I was placed in a king bed pool side room which had not been renovated. It was terrible and reminded me of a tiny cheap nasty motel room which had numerous issues. As a result they upgraded me free of charge to a renovated room which was like night ..."
Reviewed on Oct 1, 2025
Hilton Grand Vacations Club Maui Bay Villas
575 S Kihei Road, Kihei, HI
$349 nightly
The price is $412 total per night from Oct 8 to Oct 9
$412 total
Oct 8 - Oct 9
Total with taxes and fees
9/10 Wonderful! (198 reviews)
"Oven front views and I would highly recommend it to families with kids or just adults trying to have time alone"
Reviewed on Sep 29, 2025
Maui Beach Hotel
170 W Kaahumanu Avenue, Kahului, HI
Fully refundableReserve now, pay when you stay
$206 nightly
The price is $243 total per night from Oct 12 to Oct 13
$243 total
Oct 12 - Oct 13
Total with taxes and fees
7.2/10 Good! (1,090 reviews)
"I liked the location of the property. The staff was friendly"
Reviewed on Sep 30, 2025
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.
Kailua Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Kahului Airport (OGG) |
Max Temp Winter | 75ºF |
Max Temp Summer | 80ºF |
Top Sights | Twin Falls and Haiku Park |
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Frequently asked questions
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.