Deals on vacations and trips to Kalawao County

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Visiting the island of Moloka'i from O'ahu on a six-passenger propeller plane and landing right in the old leper colony of Kalaupapa was one of the coolest experiences to-date. These gorgeous #beaches lie just beneath some of the tallest sea cliffs in the world. The only way to get to Kalaupapa is on a private tour, either by small plane, donkeys or hiking. #lifeatexpedia

Kalaupapa

Vacations
Kalaupapa

Kalawao County flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Castle at Moloka'i Shores

Castle at Moloka'i Shores

3 out of 5
per person
Nov 2 - Nov 8
found 17 hours ago
Roundtrip flight included
Dallas (DFW) to Hoolehua (MKK)
An outdoor pool is featured at this condo, along with free WiFi in public areas and a picnic area. Laundry facilities, free newspapers, and barbecue grills are also on offer.
Sensei Lanai, A Four Seasons Resort

Sensei Lanai, A Four Seasons Resort

5 out of 5
Save 100% on your flight
per person
Nov 2 - Nov 8
found 17 hours ago
Roundtrip flight included
Dallas (DFW) to Lanai City (LNY)
A golf course, a 24-hour gym, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the free WiFi in public areas, express check-in, and free airport shuttle. Enjoy the outdoor pool and perks like free valet parking and a free beach shuttle.
Hotel Lanai

Hotel Lanai

2 out of 5
per person
Nov 2 - Nov 8
found 17 hours ago
Roundtrip flight included
Dallas (DFW) to Lanai City (LNY)
Free WiFi in public areas is available at this hotel. Take advantage of the free self parking.
Wavecrest

Wavecrest

3 out of 5
per person
Nov 2 - Nov 8
found 17 hours ago
Roundtrip flight included
Dallas (DFW) to Hoolehua (MKK)
This condo doesn't skimp on freebies - guests receive free WiFi and free self parking. An outdoor pool and barbecue grills are also provided.
Four Seasons Resort Lanai

Four Seasons Resort Lanai

5 out of 5
per person
Nov 6 - Nov 12
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Lanai City (LNY)
This luxury resort features a golf course, a full-service spa, and 7 restaurants. Spend a day at the beach snorkeling, or relax with sun loungers and beach umbrellas. Enjoy the 2 outdoor pools and perks like free valet parking and a free area shuttle.

Top Kalawao County hotels deals

The Ritz-Carlton Maui, Kapalua

The Ritz-Carlton Maui, Kapalua

5 out of 5
1 Ritz-Carlton Drive, Kapalua, HI
$954 nightly
The price is $1,125 total per night
$1,125 total
Aug 22 - Aug 23
Total includes taxes and fees
This luxury resort features a golf course, a full-service spa, and 6 restaurants. Enjoy beachfront dining and relax with beach cabanas and sun loungers. There's fun for all ages with a children's pool and a playground, and families will appreciate the onsite laundry facilities.
Pool
Hot Tub
Aston Kaanapali Shores

Aston Kaanapali Shores

3.5 out of 5
3445 Lower Honoapiilani Hwy, Lahaina, HI
Free Cancellation
Reserve now, pay when you stay
$231 nightly
The price is $272 total per night
$272 total
Aug 24 - Aug 25
Total includes taxes and fees
This aparthotel's full-service spa, 2 outdoor pools, and 2 outdoor tennis courts are some of the highlights. Enjoy the 2 hot tubs and gym, and unwind with a drink at the bar/lounge.
Pool
Hot Tub
Hilton Vacation Club Ka'anapali Beach Maui

Hilton Vacation Club Ka'anapali Beach Maui

4 out of 5
104 Ka'anapali Shores Place, Kaanapali, HI
$276 nightly
The price is $325 total per night
$325 total
Sep 7 - Sep 8
Total includes taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. There's fun for all ages with a children's pool and an arcade/game room, and barbecue grills are available on site. You'll appreciate the gym, poolside bar, and snack bar/deli.
Pool
Restaurant
Napili Shores Maui by OUTRIGGER

Napili Shores Maui by OUTRIGGER

3 out of 5
5315 Lower Honoapiilani Rd, Lahaina, HI
Free Cancellation
Reserve now, pay when you stay
$269 nightly
The price is $317 total per night
$317 total
Aug 19 - Aug 20
Total includes taxes and fees
This smoke-free aparthotel features 2 restaurants, 2 outdoor pools, and a hot tub. Guests will appreciate free perks like free self parking and WiFi in public areas. A terrace, a picnic area, and luggage storage are also on offer.
Pool
Hot Tub
Napili Kai Beach Resort

Napili Kai Beach Resort

3.5 out of 5
5900 Lower Honoapiilani Rd, Lahaina, HI
Get rates
This hotel features 4 outdoor pools, 2 hot tubs, and a restaurant. Dine at the beachfront restaurant and relax with sun loungers. There's fun for all ages with a free kid's club and mini golf, and families will appreciate the onsite laundry facilities.
Pool
Hot Tub
AEI at Kaanapali Shores

AEI at Kaanapali Shores

4 out of 5
3445 Lower Honoapiilani Road, Lahaina, HI
Get rates
A full-service spa, an outdoor pool, and a restaurant are all featured at this smoke-free aparthotel. Enjoy the gym and perks like free WiFi. Enjoy the outdoor tennis court and unwind at the bar/lounge and poolside bar.
Pool
Hot Tub
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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.

Photos of local treasures

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Photo by Lisa A Schmidt
Photo by Lisa A Schmidt
Photo by Austin Bryant
Photo by Austin Bryant
Photo by Matahi Tutavae
Photo by Matahi Tutavae
Photo by Stacey Sporrer
Photo by Stacey Sporrer

Frequently asked questions

How much are vacation packages to Kalawao County?
You can find an excellent flight and hotel bundle for as little as $932. With a Travelocity vacation package, an escape to Kalawao County has never looked so good! Save your time and cash and then get a start on packing those bags.
Where can I get the best vacation package deals for Kalawao County?
There are amazing Kalawao County package deals to be gained with Travelocity. Did you know we partner with as many as 400 airlines and 1,000,000 properties worldwide? Keep that in mind when you're ready to tick another destination off your must-see list.
Why should I purchase my Kalawao County vacation package via Travelocity?
Travel is all about making cherished memories and leaving all your troubles behind — which is why we provide you with a team of experts available round-the-clock should you need them. On top of that, our Price Match Guarantee ensures you'll always get the best price available on our superb range of getaway packages. So what are you waiting for? There's no time like the present to secure that vacation you've always wanted.
Can I save on my Kalawao County car rental if I combine it with hotels and flights?
Bundling your bookings into a Kalawao County vacation package will save you a handsome sum. Book a car and flight; a flight, hotel and car; or a hotel and car. There's no better way to explore the greater Kalawao County area than with your own ride. You can also add tours and experiences to your Travelocity package.
Which airport is best for Kalawao County?
For anyone contemplating heading in and out of Kalawao County, the most commonly used airports are Kahului Airport (OGG), Molokai Airport (MKK) and Lanai Airport (LNY).
What is there to do in Kalawao County?
Kalawao County boasts hidden surprises around every turn, however make sure you plan a visit to both Kalaupapa National Historical Park and St. Philomena Church while you're here. These two attractions should be on your to-do list.