
Kaanapali Hillside Vacations from $693
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Your Kaanapali Hillside Vacation
Lock in a Kaanapali Hillside vacation package and get ready to experience all this lively city has to offer. Consider staying in the neighborhood of Napili, which is great for walking, coastal beaches and hiking. A trip to Kaanapali Hillside is a terrific opportunity to do some sightseeing. Check out popular attractions like Kaanapali Beach, Kapalua Golf Club Plantation Course and D.T. Fleming Beach Park. Whoever you're taking a break with and whether your budget is big or small, your dream Kaanapali Hillside vacation is only clicks away with Expedia.
The Latest Kaanapali Hillside vacation packages
Price found within the past 48 hours. Click for updated prices.

Mana Kai Maui- Official Onsite Rental
Save 100% on your flight
Price was $1,440, price is now $693 per person
$693
per person
Oct 30 - Nov 2
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
8.8/10 Excellent! (1,005 reviews)
Great relaxed spot at the head of a beautiful public beach. Stayed many times and always return.
Reviewed on Aug 29, 2025

Maui Beach Vacation Club
Save 100% on your flight
Price was $1,679, price is now $862 per person
$862
per person
Nov 5 - Nov 12
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)
8.2/10 Very Good! (790 reviews)
Nice grounds, beautiful views, friendly staff. It would have been nice if they had items like snorkel gear, coolers, beach chairs etc. for the guest to use. Also coffee should be complimentary and provided at check in for each day of stay. Other than that it was a very nice place. Would definitely recommend for a budget friendly place to stay.
Reviewed on Aug 26, 2025

Napili Kai Beach Resort
Save 100% on your flight
Price was $1,922, price is now $1,152 per person
$1,152
per person
Nov 3 - Nov 7
found 1 day ago
Roundtrip flight included
Burbank (BUR) to Kahului (OGG)
9.4/10 Exceptional! (1,003 reviews)
Staff was so friendly. Our room had the most beautiful view and was clean, updated and stunning!
Reviewed on Aug 27, 2025

Aston Maui Hill
Save 100% on your flight
Price was $2,213, price is now $1,330 per person
$1,330
per person
Nov 5 - Nov 12
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)
9/10 Wonderful! (816 reviews)
Condo was clean. Easy to check in and out. They have a shared grill that we used. All types of birds including chickens on property.
Reviewed on Aug 26, 2025

Royal Lahaina Resort & Bungalows
Price was $1,302, price is now $792 per person
$792
per person
Oct 12 - Oct 16
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)
8.4/10 Very Good! (1,420 reviews)
Beautiful hotel, next to the best beach in Maui. Service was great and everything was nearby! Would definitely come back and would highly recommend!
Reviewed on Aug 29, 2025
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Aston Kaanapali Shores
3445 Lower Honoapiilani Hwy, Lahaina, HI
Fully refundableReserve now, pay when you stay
$185 nightly
The price is $218 total per night from Sep 1 to Sep 2
$218 total
Sep 1 - Sep 2
Total with taxes and fees

Royal Lahaina Resort & Bungalows
2780 Kekaa Dr, Lahaina, HI
Fully refundableReserve now, pay when you stay
$259 nightly
The price is $305 total per night from Sep 28 to Sep 29
$305 total
Sep 28 - Sep 29
Total with taxes and fees
8.2/10 Very Good! (1,391 reviews)
"Great!"
Reviewed on Aug 27, 2025

The Westin Maui Resort & Spa, Ka'anapali
2365 Kaanapali Pkwy, Lahaina, HI
Fully refundableReserve now, pay when you stay
$471 nightly
The price is $556 total per night from Sep 17 to Sep 18
$556 total
Sep 17 - Sep 18
Total with taxes and fees
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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.