Deals on vacations and trips to Kaanapali Hillside

Save when you book Kaanapali Hillside package deals

Choose two or more items and save on your trip:

Kaanapali Hillside flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Kahana Beach Vacation Club

Kahana Beach Vacation Club

3 out of 5
Save 100% on your flight
Price was $1,155, price is now $536 per person
$536
per person
Feb 2 - Feb 6
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) 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. Laundry facilities, concierge services, and barbecue grills are also on offer.
Maui Banyan Vacation Club

Maui Banyan Vacation Club

3 out of 5
South Kihei
Save 100% on your flight
Price was $1,948, price is now $970 per person
$970
per person
Feb 8 - Feb 15
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) 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, concierge services, and barbecue grills are also on offer.
The Gardens at West Maui

The Gardens at West Maui

3 out of 5
Save 100% on your flight
Price was $1,328, price is now $698 per person
$698
per person
Feb 2 - Feb 6
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) 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.
Sands of Kahana

Sands of Kahana

3 out of 5
Save 100% on your flight
Price was $1,268, price is now $731 per person
$731
per person
Feb 2 - Feb 6
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
This aparthotel features an outdoor pool and a gym. Enjoy the outdoor tennis court and perks like free self parking. A garden, laundry facilities, and concierge services are also on offer.
Royal Lahaina Resort & Bungalows

Royal Lahaina Resort & Bungalows

4 out of 5
Save 100% on your flight
Price was $2,304, price is now $1,353 per person
$1,353
per person
Dec 23 - Dec 27
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
This hotel features a full-service spa, 2 outdoor pools, and 11 outdoor tennis courts. 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.

Top Kaanapali Hillside hotels deals

The Westin Maui Resort & Spa, Ka'anapali

The Westin Maui Resort & Spa, Ka'anapali

4.5 out of 5
2365 Kaanapali Pkwy Lahaina HI
Free Cancellation
Reserve now, pay when you stay
$489 nightly
The price is $577 total per night
$577 total
Dec 1 - Dec 2
Total with taxes and fees
A full-service spa, 2 restaurants, and 3 outdoor pools are all featured at this luxury hotel. Enjoy beachfront dining and relax with beach cabanas and sun loungers. Bring the family and enjoy the children's club, waterslide, and kid-friendly dining.
Pool
Hot Tub
OUTRIGGER Kaanapali Beach Resort

OUTRIGGER Kaanapali Beach Resort

3.5 out of 5
2525 Kaanapali Parkway Lahaina HI
Free Cancellation
Reserve now, pay when you stay
$277 nightly
The price is $326 total per night
$326 total
Dec 14 - Dec 15
Total with taxes and fees
This resort features a restaurant, an outdoor pool, and a bar/lounge. Enjoy beachfront dining and relax with beach cabanas and sun loungers. Guests will appreciate perks like free WiFi and a free area shuttle.
Pool
Pet friendly
Royal Lahaina Resort & Bungalows

Royal Lahaina Resort & Bungalows

4 out of 5
2780 Kekaa Dr Lahaina HI
Free Cancellation
Reserve now, pay when you stay
$239 nightly
The price is $282 total per night
$282 total
Nov 20 - Nov 21
Total with taxes and fees
This hotel features a full-service spa, 2 outdoor pools, and 11 outdoor tennis courts. 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.
Pool
Spa
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
$267 nightly
The price is $315 total per night
$315 total
Nov 21 - Nov 22
Total with 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
Maui Seaside Hotel

Maui Seaside Hotel

3 out of 5
100 W Kaahumanu Ave Kahului HI
Free Cancellation
Reserve now, pay when you stay
$223 nightly
The price is $263 total per night
$263 total
Nov 26 - Nov 27
Total with taxes and fees
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
Sheraton Maui Resort & Spa

Sheraton Maui Resort & Spa

4 out of 5
2605 Kaanapali Pkwy Lahaina HI
Free Cancellation
$339 nightly
The price is $400 total per night
$400 total
Nov 22 - Nov 23
Total with taxes and fees
A full-service spa, 5 restaurants, and 3 outdoor tennis courts are all featured at this smoke-free resort. There's fun for all ages with a lazy river and a children's pool, and families will appreciate the onsite laundry facilities. Traveling on business? Take advantage of the 24-hour business center, express check-in, and valet parking.
Pool
Hot Tub
Don't see what you're looking for?
See all available properties in Kaanapali Hillside
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.

Frequently asked questions

How much are vacation packages to Kaanapali Hillside?
Your vacation daydreams can become reality in Kaanapali Hillside for as low as $536. Vacation packages include flights and hotels, so organizing everything should be a cinch. The only thing you'll have to concentrate on is getting out there and having a great time.
Where can I get the best vacation package deals for Kaanapali Hillside?
Travelocity is here to help you lock in an unbeatable Kaanapali Hillside package deal. With 400 airlines and 1,000,000 properties around the world, there's no doubt you'll find the perfect combination.
Why should I purchase my Kaanapali Hillside vacation package with Travelocity?
From our 24/7 customer support to our range of exhilarating destinations, we're committed to giving you the most unforgettable escape. All you'll have to do is to click and book — our Price Match Guarantee will make sure you score the cheapest price.
Will I save money on my Kaanapali Hillside car rental if I bundle it with my hotel or flight?
Combining your car, flight and hotel into a Kaanapali Hillside vacation package is a surefire way to score the best deal. Plus, having your own wheels gives you absolute freedom to get to all those big-name sights you'd like to see. Located 75 mi from Kaanapali Hillside, Diamond Head is one place that should be on your must-do list. Fasten your seat belt and make a day trip of it.
Which airport is best for Kaanapali Hillside?
Kahului Airport (OGG) (16 mi away from downtown), Molokai Airport (MKK) (30 mi away from central Kaanapali Hillside) and Lanai Airport (LNY) (20 mi away from central Kaanapali Hillside) are the top options for Kaanapali Hillside.
Where should I stay when visiting Kaanapali Hillside?
Many people stay at the Splash of Maui (Paki Maui in Hawaiian) Paradise. It's an excellent base for your Kaanapali Hillside vacation.

Photos of local treasures

Browse Kaanapali Hillside vacation photos for more inspiration