Kailua Vacation Packages 2025 from $968

Kailua flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

AEI at The Mahana Kaanapali Resort

per person

Aug 14 - Aug 18

found 1 day ago

Roundtrip non-stop flight included

Dallas (DAL) to Kahului (OGG)

This aparthotel features an outdoor pool and a hot tub. Guests will appreciate free perks like free self parking and WiFi in public areas. A garden, a library, and a picnic area are also on offer.

AEI at Maui Kaanapali Villas Resort

per person

Jul 23 - Jul 28

found 1 day ago

Roundtrip flight included

Dallas (DAL) to Kahului (OGG)

This smoke-free hotel features a full-service spa, 2 outdoor pools, and a restaurant. Relax with a drink at one of the 2 bars/lounges and enjoy perks like free self parking. A grocery/convenience store, dry cleaning, and laundry facilities are also on offer.

Aston at the Maui Banyan

Save 100% on your flight

per person

Aug 6 - Aug 13

found 1 day ago

Roundtrip flight included

Denver (DEN) to Kahului (OGG)

This hotel features an outdoor pool and an outdoor tennis court. Enjoy the hot tub and perks like free self parking and free WiFi. A picnic area, luggage storage, and barbecue grills are also on offer.

Royal Lahaina Resort & Bungalows

Save 100% on your flight

per person

Jul 23 - Jul 28

found 1 day ago

Roundtrip flight included

Dallas (DAL) to Kahului (OGG)

A full-service spa, 2 outdoor pools, and 11 outdoor tennis courts are featured at this eco-certified hotel. Enjoy beachfront dining and relax with beach cabanas and sun loungers. Unwind with a drink at one of the 2 bars/lounges and enjoy freebies like WiFi in public areas and a shopping center shuttle.

The Gardens at West Maui

per person

Aug 14 - Aug 18

found 1 day ago

Roundtrip non-stop flight included

Dallas (DAL) to Kahului (OGG)

This condo features an outdoor pool and a hot tub. Guests will appreciate free perks like free self parking and WiFi in public areas. A garden, luggage storage, and barbecue grills are also on offer.

Top Kailua hotels deals

Maui Seaside Hotel

100 W Kaahumanu Ave, Kahului, HI

Free Cancellation

Reserve now, pay when you stay

Get rates

A restaurant and an outdoor pool are featured at this hotel. Traveling on business? Take advantage of the free WiFi in public areas and free airport shuttle. Self parking and luggage storage are also offered on site.

Pool

Free airport shuttle

Maui Beach Hotel

170 W Kaahumanu Avenue, Kahului, HI

Free Cancellation

Reserve now, pay when you stay

Get rates

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the 4 conference rooms on site, along with the airport shuttle and WiFi in public areas. There's a 24-hour gym on site, and a 24-hour front desk and a terrace are also provided.

Pool

Pet friendly

Hampton Inn & Suites Maui North Shore

130 West Kaahumanu Avenue, Kahului, HI

Free Cancellation

Reserve now, pay when you stay

Get rates

This hotel features a restaurant, a gym, and a bar/lounge. Enjoy the seasonal outdoor pool and free perks like buffet breakfast and WiFi in public areas. Self parking, a business center, and a coffee shop are also offered.

Pool

Breakfast included

Hilton Grand Vacations Club Maui Bay Villas

575 S Kihei Road, Kihei, HI

Get rates

This hotel features a restaurant, an outdoor pool, and a bar/lounge. There's fun for all ages with a free kid's club and a children's pool, and families will appreciate the convenience store. Enjoy the gym and perks like free self parking and free WiFi.

Pool

Parking included

Gods Peace Of Maui

1290 Haliimaile Rd, Makawao, HI

Get rates

A full-service spa, free self parking, and barbecue grills are featured at this bed & breakfast. Guests will appreciate free perks like self-serve breakfast and WiFi in public areas. A garden, a library, and a picnic area are also on offer.

Breakfast included

Spa

Maui Beach Vacation Club

515 S. Kihei Road, Kihei, HI

Get rates

This aparthotel features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the hot tub and perks like free self parking and free WiFi. A garden and barbecue grills are also provided.

Pool

Hot Tub

Don't see what you're looking for?

See all available properties in Kailua

View all properties

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.

Popular places to visit

Tropical Paradise
After hiking along the meandering path, past the bamboo forest and crossing the often times dangerous creek, we came across this stunning waterfall amphitheatre and amazing approach. We were not prepared for a swim but doffed what we could and swam anyways. Definitely a bucket list moment.

Twin Falls

4.5/5(68 reviews)

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.

Frequently asked questions

How much are vacation packages to Kailua?

$968 is all you’ll need for an amazing vacation in Kailua. Bundle your hotel and flights into a vacation package with Travelocity and see the savings start to grow. With prices as good as these, you’ll want to start packing your suitcase now!

Where can I get the best vacation package deals for Kailua?

Grabbing an amazing package deal to Kailua is a breeze with Travelocity. With 400 air carriers and 1,000,000 worldwide properties, you’ll have loads of choice when it comes to picking your hotels and flights.

Why should I book my Kailua vacation package via Travelocity?

Because we believe in crafting special travel experiences. From flights and hotels to car rentals and activities, our packages make traveling a breeze. Our customer care is available 24/7 to make sure you’re being well taken care of. We also have a Price Match Guarantee, so you can lock in your getaway knowing you’ve scored the best deal around. How? If you find a lower price, we’ll match it!

Can I save on my Kailua car rental if I book it with hotels and flights?

You can with our Kailua vacation packages. With one of these, there are loads of ways to make your travel budget go further. Bundle any two or more car, hotel, flight and tour bookings and see the savings start to grow. With a rental car, all the key sights around Kailua are within your reach.