Deals on vacations and trips to Kaanapali Hillside

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Price found within the past 48 hours. Click for updated prices.
Wailea Grand Champions - Maui Condo & Home

Wailea Grand Champions - Maui Condo & Home

3 out of 5
Wailea
Price was $2,274, price is now $1,612 per person
$1,612
per person
Jun 1 - Jun 8
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
5 outdoor tennis courts, an outdoor pool, and a hot tub are all featured at this smoke-free condo. Barbecue grills are provided for your convenience.
Palms at Wailea Maui

Palms at Wailea Maui

3.5 out of 5
Wailea
Price was $3,560, price is now $2,458 per person
$2,458
per person
Jun 28 - Jul 5
found 16 hours ago
Roundtrip flight included
Dallas (DFW) 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 terrace, a garden, and luggage storage are also on offer.
The Ritz-Carlton Maui, Kapalua

The Ritz-Carlton Maui, Kapalua

5 out of 5
Price was $2,268, price is now $1,636 per person
$1,636
per person
May 15 - May 18
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Kahului (OGG)
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.
Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

5 out of 5
Wailea
Price was $5,987, price is now $4,328 per person
$4,328
per person
Jun 28 - Jul 5
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Kahului (OGG)
A full-service spa, 7 restaurants, and 9 outdoor pools are all featured at this luxury resort. Spend a day at the beach snorkeling, or relax with sun loungers and beach umbrellas. Bring the family and enjoy the lazy river, children's pool, and waterslide.
Hotel Wailea, Relais & Chateaux - Adults Only

Hotel Wailea, Relais & Chateaux - Adults Only

5 out of 5
Wailea
Save 100% on your flight
Price was $5,198, price is now $3,790 per person
$3,790
per person
Jun 28 - Jul 5
found 16 hours ago
Roundtrip flight included
Dallas (DFW) to Kahului (OGG)
This luxury resort includes 3 restaurants, an outdoor pool, and a gym. Traveling on business? Take advantage of the business center, laundry service, and valet parking. Unwind with a drink at the poolside bar and enjoy perks like a free beach shuttle.

Top Kaanapali Hillside hotels deals

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
$315 nightly
The price is $374 total per night
$374 total
May 4 - May 5
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.
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
$486 nightly
The price is $577 total per night
$577 total
May 8 - May 9
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.
Maui Seaside Hotel

Maui Seaside Hotel

3 out of 5
100 W Kaahumanu Ave Kahului HI
Free Cancellation
Reserve now, pay when you stay
$237 nightly
The price is $282 total per night
$282 total
Apr 27 - Apr 28
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.
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
$538 nightly
The price is $639 total per night
$639 total
Apr 21 - Apr 22
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.
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
$329 nightly
The price is $391 total per night
$391 total
May 13 - May 14
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.
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
$333 nightly
The price is $395 total per night
$395 total
Apr 20 - Apr 21
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.
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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.

Frequently asked questions

How much are vacation packages to Kaanapali Hillside?
Your vacation daydreams can become reality in Kaanapali Hillside for as low as $1,612. 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.

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