Kailua Vacation Packages

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  • Better together

    Save up to CA $1,096 when you book a flight and hotel together*
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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.

Top Kailua Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Sands of Kahana
Kahana Beach Vacation Club
Hono Koa Vacation Club
Kahana Villa
Mana Kai Maui- Official Onsite Rental

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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 CA $310 per night from Mar 12 to Mar 13
CA $310
CA $408 total
Mar 12 - Mar 13
includes taxes & fees
8.8/10 Excellent! (1,260 reviews)
The updated rooms were lovely

Reviewed on Feb 9, 2026

Maui Seaside Hotel
Maui Coast Hotel

Maui Coast Hotel

3.5 out of 5
2259 S Kihei Rd Kihei HI
The price is CA $356 per night from Mar 10 to Mar 11
CA $356
CA $486 total
Mar 10 - Mar 11
includes taxes & fees
9.4/10 Exceptional! (2,453 reviews)
Amazing amenities, staff and location!

Reviewed on Feb 5, 2026

Maui Coast Hotel
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 CA $287 per night from Mar 1 to Mar 2
CA $287
CA $373 total
Mar 1 - Mar 2
includes taxes & fees
7.2/10 Good! (1,164 reviews)
Friendly

Reviewed on Feb 3, 2026

Maui Beach Hotel
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.

What to do in Kailua

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.