Search Deals onMaalaea Vacation Packages
Maalaea Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Castle Kama'ole Sands
Save 100% on your flight
Price was $1,784, price is now $1,281 per person
$1,281
per person
Dec 1 - Dec 9
found 15 hours ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
Stay at this condo in Kihei. Enjoy free WiFi, free parking, and 2 outdoor pickleball courts. Our guests praise the helpful staff in our reviews. Popular attractions Wailea Beach and Kamaole Beach Park 3 are located nearby.
We had everything we needed.
Reviewed on Sep 1, 2026
Hotel Wailea, Relais & Chateaux - Adults Only
Save 100% on your flight
Price was $4,706, price is now $3,096 per person
$3,096
per person
Nov 21 - Nov 26
found 1 day ago
Roundtrip flight included
Boise (BOI) 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 Ocean View Residence
Save 100% on your flight
Price was $1,779, price is now $1,309 per person
$1,309
per person
Dec 1 - Dec 9
found 15 hours ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
Book a stay at this beach apartment in Kihei. Enjoy free WiFi, free parking, and in-room massages. Popular attractions Wailea Beach and Charley Young Beach are located nearby.
Maui Schooner Resort
Price was $1,811, price is now $1,343 per person
$1,343
per person
Nov 2 - Nov 8
found 20 hours ago
Roundtrip non-stop flight included
Washington (IAD) 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 Waipuilani Park are located nearby.
Maui Banyan - Maui Condo & Home
Save 100% on your flight
Price was $2,187, price is now $1,642 per person
$1,642
per person
Dec 1 - Dec 9
found 15 hours ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
Stay at this condo in Kihei. Enjoy free WiFi, 2 outdoor pools, and a picnic area. Popular attractions Wailea Beach and Kamaole Beach Park 2 are located nearby.
Maui Beach Vacation Club
Price was $3,641, price is now $2,762 per person
$2,762
per person
Nov 23 - Nov 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Kahului (OGG)
Book a stay at this beach aparthotel in Kihei. Enjoy free WiFi, free parking, and a garden. 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.
Frustrated that I paid for an OCEAN VIEW ROOM (paid more for this room!!) but was not given that and was told that “that is only as available”. This should not be marketed this way. If you pay more for a specific amenity you should get what you pay for. I would NOT have stayed here if I knew I wouldn’t get an ocean view room.
The place was nice in the end but the this was frustrating.
Reviewed on Sep 20, 2026
Palms at Wailea Maui
Save 100% on your flight
Price was $2,240, price is now $1,709 per person
$1,709
per person
Oct 25 - Oct 31
found 17 hours 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.
Great stay!
Reviewed on Sep 19, 2026
Lumeria Maui Educational Retreat Center
Price was $2,237, price is now $1,784 per person
$1,784
per person
Dec 6 - Dec 12
found 14 hours ago
Roundtrip non-stop flight included
Boise (BOI) to Kahului (OGG)
Book a stay at this boutique hotel in Makawao. Enjoy free breakfast, onsite spa services, and a garden. Popular attractions Haliʻimaile Farmer's Market and Maui Gold Pineapple Farm are located nearby.
The staff was nice. Has the illusion of a secured area with locked fencing from the road but car was broken into even with a 24 hour staff presence. Our room was relatively clean but a lot of bugs and spiderwebs inside the room.
Honestly been to Maui quite often and would never stay here again or recommend to any friends to stay. A lot of potential but certainly not worth the price.
Reviewed on Sep 13, 2026
Maalaea Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Maalaea 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.
Thu, Nov 5 - Thu, Nov 5
HNL
Daniel K. Inouye Intl.
OGG
Kahului
$135 Roundtrip, found 1 day ago
$135
Roundtrip
found 1 day ago
Mon, Nov 9 - Wed, Nov 11
OAK
Oakland Intl.
OGG
Kahului
$217 Roundtrip, found 6 days ago
$217
Roundtrip
found 6 days ago
Tue, Sep 29 - Wed, Oct 7
HNL
Daniel K. Inouye Intl.
JHM
West Maui
$221 Roundtrip, found 5 days ago
$221
Roundtrip
found 5 days ago
Tue, Mar 2 - Tue, Mar 9
SFO
San Francisco Intl.
OGG
Kahului
$252 Roundtrip, found 5 days ago
$252
Roundtrip
found 5 days ago
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