Search Deals onKaanapali Vacation Packages
Kaanapali Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.

Maui Banyan Vacation Club
Price was $1,287, price is now $920 per person
$920
per person
Sep 17 - Sep 22
found 1 day ago
Roundtrip non-stop flight included
Dallas (DAL) to Kahului (OGG)
Stay at this condo in Kihei. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Wailea Beach and Kamaole Beach Park 2 are located nearby.
Great location right on Kīhei. Great walk to the beach, plenty of restaurants coffeeshops etc within walking distance
Reviewed on Jun 29, 2026

Hotel Wailea, Relais & Chateaux - Adults Only
Save 100% on your flight
Price was $3,814, price is now $2,151 per person
$2,151
per person
Sep 17 - Sep 22
found 1 day ago
Roundtrip non-stop flight included
Dallas (DAL) to Kahului (OGG)
Book a stay at this luxury resort in Kihei. Enjoy 3 restaurants, breakfast (surcharge), and a free beach shuttle. Our guests praise the helpful staff in our reviews. Popular attractions Wailea Beach and Wailea Blue Golf Course are located nearby.
The property was beautiful and well maintained. Lush garden spaces. Pool area and loungers being available along with poolside service was great. Room was large and felt very private. Overall quiet property and relaxing stay. Beach picnic excursion was great as well!
Reviewed on Jul 8, 2026

Aston Maui Hill
Save 100% on your flight
Price was $1,753, price is now $1,200 per person
$1,200
per person
Sep 17 - Sep 22
found 1 day ago
Roundtrip non-stop flight included
Dallas (DAL) to Kahului (OGG)
Stay at this aparthotel in Kihei. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions Wailea Beach and Kihei Boat Ramp are located nearby.
If you are looking for a family room, this one is perfect! We did not use the pool because it’s too far from us. We are up the hill.
Reviewed on Jul 14, 2026

Wailea Grand Champions - Maui Condo & Home
Price was $2,213, price is now $1,522 per person
$1,522
per person
Sep 16 - Sep 23
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
Book a stay at this golf condo in Kihei. Enjoy free WiFi, 5 outdoor tennis courts, and cable TV channels. Popular attractions Wailea Beach and Shops at Wailea are located nearby.

Maui Beach Vacation Club
Price was $1,642, price is now $1,143 per person
$1,143
per person
Oct 2 - Oct 6
found 1 day ago
Roundtrip non-stop flight included
Dallas (DAL) to Kahului (OGG)
Book a stay at this beach aparthotel in Kihei. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff in our reviews. Popular attractions Wailea Beach and Hawaiian Islands Humpback Whale National Marine Sanctuary Headquarters are located nearby.
clean room with a nice view!
Reviewed on Jul 16, 2026

Mana Kai Maui- Official Onsite Rental
Save 100% on your flight
Price was $2,274, price is now $1,636 per person
$1,636
per person
Sep 17 - Sep 22
found 1 day ago
Roundtrip non-stop flight included
Dallas (DAL) to Kahului (OGG)
Book a stay at this beach hotel in Kihei. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the property condition in our reviews. Popular attractions Wailea Beach and Keawakapu Beach North are located nearby.
Beautiful beach view resort
Reviewed on Jul 16, 2026

Palms at Wailea Maui
Save 100% on your flight
Price was $2,709, price is now $1,960 per person
$1,960
per person
Sep 6 - Sep 13
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
Book a stay at this golf aparthotel in Kihei. Enjoy free WiFi, free parking, and a garden. Our guests praise the property condition in our reviews. Popular attractions Wailea Beach and Keawakapu Beach South are located nearby.
The condo was close to the main area in Kihei. Quick drive to local restaurants, shops, and the market . Property was clean and quiet. The kitchen was fully stocked with pots and pans so we were able to cook meals at the condo. The condo also had beach chairs and toys available to use when you went to the beaches. Beautiful lanai to hang out. The pool area was great for a chill day. Great for families with young kids. Overall exceeded our expectations.
Reviewed on Jul 16, 2026

Fairmont Kea Lani Maui
Save 100% on your flight
Price was $3,340, price is now $2,425 per person
$2,425
per person
Sep 17 - Sep 22
found 1 day ago
Roundtrip non-stop flight included
Dallas (DAL) to Kahului (OGG)
Book a stay at this luxury resort in Kihei. Enjoy 3 outdoor pools, a full-service spa, and 6 restaurants. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Wailea Beach and Wailea Blue Golf Course are located nearby.
Súper friendly staff. Amazing property. Awesome suites.
Reviewed on Jul 17, 2026
Kaanapali Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.



Kaanapali Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.



Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Wed, Aug 26 - Wed, Aug 26
HNL
Daniel K. Inouye Intl.
OGG
Kahului
$136 Roundtrip, found 5 hours ago
$136
Roundtrip
found 5 hours ago

Sun, Aug 23 - Sat, Aug 29
HNL
Daniel K. Inouye Intl.
JHM
West Maui
$198 Roundtrip, found 16 hours ago
$198
Roundtrip
found 16 hours ago

Thu, Aug 27 - Thu, Sep 3
HNL
Daniel K. Inouye Intl.
MKK
Molokai
$203 Roundtrip, found 5 hours ago
$203
Roundtrip
found 5 hours ago

Tue, Jul 21 - Fri, Jul 24
HNL
Daniel K. Inouye Intl.
LNY
Lanai
$243 Roundtrip, found 6 hours ago
$243
Roundtrip
found 6 hours ago
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