Kailua Vacation Packages

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    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.
Kahana Villa
Sands of Kahana
Kahana Beach Vacation Club
Hono Koa Vacation Club
Maui Banyan Vacation Club

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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 $314 per night from Mar 1 to Mar 2
CA $314
CA $413 total
Mar 1 - Mar 2
includes taxes & fees
8.8/10 Excellent! (1,243 reviews)
Staff has been great. The rooms are a little on the old side, but well appointed and very clean. This hotel is a great location and easy walkabout area.

Reviewed on Feb 2, 2026

Maui Seaside Hotel
Maui Coast Hotel

Maui Coast Hotel

3.5 out of 5
2259 S Kihei Rd Kihei HI
Fully refundableReserve now, pay when you stay
The price is CA $360 per night from Mar 10 to Mar 11
CA $360
CA $491 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 $272 per night from Feb 25 to Feb 26
CA $272
CA $355 total
Feb 25 - Feb 26
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.