Kailua Vacation Packages
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Top Kailua vacation package deals
Price found within the past 48 hours. Click for updated prices.
2.5-star property
Maui Beach Vacation Club
North Kihei
8.4/10 Very Good! (926 reviews)
Oct 13 - Oct 18
5 night stay
Dallas (DFW) to Kahului (OGG)
Alaska Airlines • Non-stop • Coach
Kahului (OGG) to Dallas (DFW)
Southwest Airlines • Non-stop • Coach
Save 100% on your flight
Price was $2,010, price is now $1,248 per person
$1,248
per person
found 1 day ago
Must admit when we arrived and found there was no AC was a little worried, but the orientation of the unit meant the breezes blowing through made it just lovely. The beach was literally just over the road and super calm. Pool was great, location great for Kīhei Lahaina and the airport. Really enjoyed our stay
Reviewed on Aug 8, 2026
5.0-star property
Hotel Wailea, Relais & Chateaux - Adults Only
Wailea
9.4/10 Exceptional! (1,000 reviews)
Oct 16 - Oct 24
8 night stay
Dallas (DFW) to Kahului (OGG)
American Airlines • Coach
Kahului (OGG) to Dallas (DFW)
Southwest Airlines • Coach
Save 100% on your flight
Price was $6,472, price is now $4,185 per person
$4,185
per person
found 1 day ago
3.0-star property
The Kalama Residence
South Kihei
8/10 Very Good! (3 reviews)
Oct 14 - Oct 21
7 night stay
Seattle (SEA) to Kahului (OGG)
Delta • Roundtrip • Coach
Save 100% on your flight
Price was $4,069, price is now $2,689 per person
$2,689
per person
found 1 day ago
The property was clean and nice. It did need some maintenance, but it was in good condition for its age. We liked how it was stocked to make our stay more comfortable.
Reviewed on Jan 4, 2026
3.0-star property
Maui Banyan Vacation Club
South Kihei
8/10 Very Good! (382 reviews)
Sep 29 - Oct 6
7 night stay
Dallas (DFW) to Kahului (OGG)
American Airlines • Coach
Kahului (OGG) to Dallas (DFW)
Alaska Airlines • Coach
Price was $1,892, price is now $1,253 per person
$1,253
per person
found 1 day ago
Excellent property, check-in/out was easy (they let me check in early), great location, parking extremely easy every day.
Only thing to plan for that is different from some other rentals: don’t expect anything to already be in the kitchen as far as foo/spices/condiments or things like that. Some places will at least have salt & pepper non-perishable essentials like that, maybe umbrellas or chairs, this place did not so do just be prepared to bring everything you plan to need (bathroom has the basics though: shampoo/conditioner, soap, towels etc.).
Great stay, very satisfied and would more than happily repeat.
Reviewed on Aug 3, 2026
Top rated hotels for your Kailua vacation package
Maui Coast Hotel
2259 S Kihei Rd Kihei HI
Free Cancellation
Reserve now, pay when you stay
18.87 mi from city center
$229 nightly
The price is $272 total per night
$272 total
Sep 1 - Sep 2
Total with taxes and fees
At Maui Coast Hotel, guests enjoy 2 outdoor pools, a children's pool, and a 24-hour gym. Parking is available for USD 20.94 per night (USD 26.18 per night for valet parking), and there's also a free area shuttle. The 24-hour front desk has multilingual staff ready to assist with dry cleaning/laundry and securing valuables. Additional amenities include 3 hot tubs, free WiFi in public areas, and free use of bicycles.
Pool
Hot Tub
Maui Seaside Hotel
100 W Kaahumanu Ave Kahului HI
Free Cancellation
Reserve now, pay when you stay
16.43 mi from city center
$199 nightly
The price is $236 total per night
$236 total
Sep 12 - Sep 13
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 26.18 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.
Pool
Free airport shuttle
Hilton Grand Vacations Club Maui Bay Villas
575 S Kihei Road Kihei HI
17.78 mi from city center
$369 nightly
The price is $438 total per night
$438 total
Aug 20 - Aug 21
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 free kid's club, and a terrace.
Pool
Parking included
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.
Things to do
Road to Hana Maui Tour: Self-Guided Audio Drive
$17
per traveler
84% of travellers recommend
Maui: Lauhala Bracelet Weaving Craft Class
$34
per adult
100% of travellers recommend
Kahului Airport Custom Lei Greeting - Choose Your Lei (OGG)
$62
per child
94% of travellers recommend
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