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.
Maui Beach Vacation Club

Maui Beach Vacation Club

2.5 out of 5
North Kihei
Save 100% on your flight
Price was $1,525, price is now $910 per person
$910
per person
Nov 12 - Nov 16
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
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.
Hotel Wailea, Relais & Chateaux - Adults Only

Hotel Wailea, Relais & Chateaux - Adults Only

5 out of 5
Wailea
Save 100% on your flight
Price was $3,183, price is now $1,793 per person
$1,793
per person
Nov 6 - Nov 10
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
This luxury resort includes 3 restaurants, an outdoor pool, and a gym. Traveling on business? Take advantage of the laundry service, conference center, and valet parking. A free beach shuttle is offered as well.
Lahaina Shores Beach Resort By Castle

Lahaina Shores Beach Resort By Castle

3.5 out of 5
Save 100% on your flight
Price was $1,697, price is now $1,010 per person
$1,010
per person
Nov 9 - Nov 16
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
An outdoor pool, self parking, and laundry facilities are featured at this apartment. The front desk is staffed around-the-clock and barbecue grills are on offer.
Wailea Beach Villas

Wailea Beach Villas

4.5 out of 5
Wailea
Save 100% on your flight
Price was $3,985, price is now $2,371 per person
$2,371
per person
Oct 1 - Oct 5
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Kahului (OGG)
2 outdoor pools, 2 hot tubs, and a gym are all featured at this luxury aparthotel. There's fun for all ages with a children's pool and an arcade/game room, and in-room childcare is an added bonus. There's no skimping on freebies - guests receive free WiFi, free self parking, and a free beach shuttle.
Maui Banyan Vacation Club

Maui Banyan Vacation Club

3 out of 5
South Kihei
Save 100% on your flight
Price was $1,851, price is now $1,152 per person
$1,152
per person
Oct 1 - Oct 7
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.

Top Kaanapali Hillside hotels deals

Hyatt Regency Maui Resort & Spa

Hyatt Regency Maui Resort & Spa

4 out of 5
200 Nohea Kai Dr Lahaina HI
Free Cancellation
Reserve now, pay when you stay
$504 nightly
The price is $599 total per night
$599 total
Aug 30 - Aug 31
Total with taxes and fees
This resort features a golf course, a full-service spa, and 4 restaurants. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Enjoy the 6 outdoor pools and gym, and unwind with a drink at the poolside bar.
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
$234 nightly
The price is $278 total per night
$278 total
Aug 28 - Aug 29
Total with taxes and fees
A full-service spa, 2 outdoor pools, and 2 outdoor tennis courts are featured at this smoke-free aparthotel. Relax with beach cabanas and sun loungers, and cool off with a drink at the beachside bar. Enjoy the 2 hot tubs and perks like free WiFi.
The Westin Maui Resort & Spa, Ka'anapali

The Westin Maui Resort & Spa, Ka'anapali

5 out of 5
2365 Kaanapali Pkwy Lahaina HI
Free Cancellation
Reserve now, pay when you stay
$651 nightly
The price is $772 total per night
$772 total
Aug 28 - Aug 29
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.
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
$270 nightly
The price is $320 total per night
$320 total
Sep 2 - Sep 3
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.
Maui Seaside Hotel

Maui Seaside Hotel

3 out of 5
100 W Kaahumanu Ave Kahului HI
Free Cancellation
Reserve now, pay when you stay
$212 nightly
The price is $252 total per night
$252 total
Sep 25 - Sep 26
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.
The Ritz-Carlton Maui, Kapalua

The Ritz-Carlton Maui, Kapalua

5 out of 5
1 Ritz-Carlton Drive Kapalua HI
$858 nightly
The price is $1,019 total per night
$1,019 total
Aug 28 - Aug 29
Total with taxes and fees
This luxury resort features a golf course, a full-service spa, and 6 restaurants. There's fun for all ages with a children's pool and a playground, and families will appreciate the onsite laundry facilities. Enjoy the 3 outdoor pools and perks like a free beach shuttle.
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 $910. 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