Kailua Vacation Packages
Book a Stay + Flight or Car to save on your trip
Top Kailua vacation package deals
Price found within the past 48 hours. Click for updated prices.
3.0-star property
Hono Koa Vacation Club
8.6/10 Excellent! (196 reviews)
Nov 12 - Nov 16
4 night stay
Denver (DEN) to Kahului (OGG)
Alaska Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $1,591, price is now $976 per person
$976
per person
found 10 hours ago
Check in was great! Lady at the office was friendly and very accommodating in us checking out early. The unit was clean and had everything we needed! I would come again!
Reviewed on Mar 8, 2023
3.5-star property
Mana Kai Maui- Official Onsite Rental
8.8/10 Excellent! (1,011 reviews)
Oct 27 - Nov 3
7 night stay
Denver (DEN) to Kahului (OGG)
Southwest Airlines • Non-stop • Coach
Kahului (OGG) to Denver (DEN)
Alaska Airlines • Non-stop • Coach
Save 100% on your flight
Price was $2,965, price is now $1,498 per person
$1,498
per person
found 1 day ago
Excellent views. Very convenient to be right on the beach.
Reviewed on Mar 17, 2025
3.0-star property
Napili Shores Maui by OUTRIGGER
9/10 Wonderful! (1,654 reviews)
Oct 13 - Oct 21
8 night stay
Denver (DEN) to Kahului (OGG)
Southwest Airlines • Coach
Kahului (OGG) to Denver (DEN)
Alaska Airlines • Coach
Save 100% on your flight
Price was $2,347, price is now $1,363 per person
$1,363
per person
found 1 day ago
The property is just lovely. Best place to see sunsets.
Easy to get to so many beaches.
Reviewed on Sep 6, 2025
3.5-star property
OUTRIGGER Kaanapali Beach Resort
9/10 Wonderful! (1,309 reviews)
Oct 13 - Oct 21
8 night stay
Denver (DEN) to Kahului (OGG)
Southwest Airlines • Coach
Kahului (OGG) to Denver (DEN)
Alaska Airlines • Coach
Save 100% on your flight
Price was $2,323, price is now $1,357 per person
$1,357
per person
found 1 day ago
The Outrigger was an amazing place to stay. We walked out the door and to the beach about 100 yards away. We went snorkeling right off the beach and saw turtles, and so many beautiful fish and coral. The people who ran the Outrigger had many complimentary, fun things to do at the hotel every day, like weaving baskets, hula dancing lessons, and learning to play different instruments.
All of the people working there were very friendly and helpful. If we have the chance to go back to Maui, we would definitely stay there again.
Reviewed on Jun 16, 2025
3.5-star property
Napili Kai Beach Resort
9.4/10 Exceptional! (1,006 reviews)
Nov 13 - Nov 16
3 night stay
Denver (DEN) to Kahului (OGG)
Alaska Airlines • Coach
Kahului (OGG) to Denver (DEN)
American Airlines • Coach
Price was $1,790, price is now $1,046 per person
$1,046
per person
found 1 day ago
bar tenders.... Eddie and Viv :)
Reviewed on Oct 9, 2024
Top rated hotels for your Kailua vacation package
Maui Seaside Hotel
100 W Kaahumanu Ave, Kahului, HI
Free Cancellation
Reserve now, pay when you stay
16.38 mi from city center
$240 nightly
The price is $283 total per night
$283 total
Sep 21 - Sep 22
Total with taxes and fees
Guests of Maui Seaside Hotel enjoy features like an outdoor pool, free WiFi in public areas, and laundry facilities. If you drive, self parking is USD 15.00 per night, or you can take advantage of the free airport shuttle (available on request). The front desk is staffed 24/7 to help with luggage storage, and answer any questions about the accommodations. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this beach hotel include a water dispenser and a vending machine.
Hilton Grand Vacations Club Maui Bay Villas
575 S Kihei Road, Kihei, HI
17.99 mi from city center
$369 nightly
The price is $435 total per night
$435 total
Oct 5 - Oct 6
Total with taxes and fees
Hilton Grand Vacations Club Maui Bay Villas features an outdoor pool, a children's pool, and a gym. There's free parking if you drive. Multilingual staff at the front desk are standing by 24/7 to help with luggage storage, concierge services, and securing valuables. Other amenities at this beach hotel include free WiFi in public areas, a business center, and a free kid's club.
Pool
Parking included
Maui Beach Hotel
170 W Kaahumanu Avenue, Kahului, HI
Free Cancellation
Reserve now, pay when you stay
16.46 mi from city center
$232 nightly
The price is $273 total per night
$273 total
Sep 15 - Sep 16
Total with taxes and fees
At Maui Beach Hotel, guests enjoy features like an outdoor pool, a 24-hour gym, and WiFi in public areas. If you drive, self parking is USD 15 per night, or you can take advantage of the free airport shuttle (available on request). The 24-hour front desk has staff standing by to help with luggage storage, and answer any questions about the accommodations. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this beach hotel include a conference center, a terrace, and laundry facilities.
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.
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