Search Deals onMauiWine Vacation Packages
MauiWine Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Hampton Inn & Suites Maui North Shore
Save 100% on your flight
Price was $1,626, price is now $1,095 per person
$1,095
per person
Jan 8 - Jan 13
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Kahului (OGG)
Book a stay at this beach hotel in Kahului. Enjoy free breakfast, free WiFi, and a beach locale. Popular attractions Ho'aloha Park and Queen Ka’ahumanu Center are located nearby.
Sands of Kahana
Save 100% on your flight
Price was $4,875, price is now $3,027 per person
$3,027
per person
Jan 15 - Jan 22
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Kahului (OGG)
Book a stay at this beach aparthotel in Kahana. Enjoy free parking, a beach locale, and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Kaanapali Beach and Napili Bay are located nearby.
The Gardens at West Maui
Save 100% on your flight
Price was $1,737, price is now $1,130 per person
$1,130
per person
Jan 8 - Jan 13
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Kahului (OGG)
Stay at this condo in Napili. Enjoy free WiFi, free parking, and a garden. Our guests praise the helpful staff in our reviews. Popular attractions Kaanapali Beach and Napili Bay are located nearby.
Maui Beach Vacation Club
Save 100% on your flight
Price was $2,033, price is now $1,340 per person
$1,340
per person
Jan 15 - Jan 22
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) 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.
OUTRIGGER Kaanapali Beach Resort
Save 100% on your flight
Price was $2,081, price is now $1,397 per person
$1,397
per person
Jan 8 - Jan 13
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Kahului (OGG)
Book a stay at this beach resort in Kaanapali. Enjoy free WiFi, a beach locale, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Kaanapali Beach and Whalers Village are located nearby.
Kaanapali Maui at the Eldorado by OUTRIGGER
Save 100% on your flight
Price was $2,132, price is now $1,537 per person
$1,537
per person
Jan 15 - Jan 22
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Kahului (OGG)
Book a stay at this golf condo in Kaanapali. Enjoy free WiFi, 3 outdoor pools, and a free beach shuttle. Our guests praise the helpful staff in our reviews. Popular attractions Kaanapali Beach and Black Rock are located nearby.
Fairmont Kea Lani Maui
Save 100% on your flight
Price was $3,630, price is now $2,621 per person
$2,621
per person
Jan 8 - Jan 13
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) 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.
Kahana Villa
Save 100% on your flight
Price was $1,873, price is now $1,354 per person
$1,354
per person
Jan 8 - Jan 13
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Kahului (OGG)
Stay at this condo in Kahana. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Kaanapali Beach and Napili Bay are located nearby.
OUTRIGGER Honua Kai Resort & Spa
Save 100% on your flight
Price was $2,428, price is now $1,802 per person
$1,802
per person
Jan 8 - Jan 13
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Kahului (OGG)
Book a stay at this beach condo in Kaanapali. Enjoy free WiFi, free valet parking, and 4 outdoor pools. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Kaanapali Beach and Black Rock are located nearby.
The Whaler Resort Kaanapali Beach
Save 100% on your flight
Price was $2,071, price is now $1,555 per person
$1,555
per person
Jan 8 - Jan 13
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Kahului (OGG)
Book a stay at this beach condo in Kaanapali. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff in our reviews. Popular attractions Kaanapali Beach and Whalers Village are located nearby.
Hyatt Vacation Club at Ka'anapali Beach, Maui
Save 100% on your flight
Price was $5,918, price is now $4,543 per person
$4,543
per person
Jan 15 - Jan 22
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Kahului (OGG)
Book a stay at this beach hotel in Kaanapali. Enjoy free WiFi, 2 outdoor pools, and a beach locale. Popular attractions Kaanapali Beach and Whalers Village are located nearby.
Napili Kai Beach Resort
Save 100% on your flight
Price was $3,532, price is now $2,723 per person
$2,723
per person
Jan 8 - Jan 13
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Kahului (OGG)
Book a stay at this beach hotel in Napili. Enjoy free WiFi, free parking, and 4 outdoor pools. Our guests praise the helpful staff in our reviews. Popular attractions Kaanapali Beach and Napili Bay are located nearby.
3-4 Night Vacations in MauiWine
Price found within the past 48 hours. Click for updated prices.
5-7 Night Vacations in MauiWine
Price found within the past 48 hours. Click for updated prices.
MauiWine Last Minute Hotel Deals
Grand Wailea Maui, A Waldorf Astoria Resort
3850 Wailea Alanui Drive Kihei HI
Book a stay at this luxury resort in Kihei. Enjoy free WiFi, 9 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
Four Seasons Resort Maui at Wailea
3900 Wailea Alanui Drive Kihei HI
Book a stay at this luxury resort in Kihei. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular ...
Fairmont Kea Lani Maui
4100 Wailea Alanui Dr Kihei HI
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 ...
Wailea Beach Resort - Marriott, Maui
3700 Wailea Alanui Dr Kihei HI
Book a stay at this luxury resort in Kihei. Enjoy 4 outdoor pools, a full-service spa, and 4 restaurants. Our guests praise the pool and the helpful staff in ...
Hotel Wailea, Relais & Chateaux - Adults Only
555 Kaukahi Street Kihei HI
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 ...
Makena Surf - CoralTree Residence Collection
4850 Makena Alanui Kihei HI
Book a stay at this beach condo in Kihei. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Wailea Beach and Chang's Beach are located ...
AC Hotel by Marriott Maui Wailea
88 WAILEA IKE PLACE Kihei HI
Stay at this hotel in Kihei. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the property condition in our ...
Residence Inn by Marriott Maui Wailea
75 Wailea Ike Kihei HI
Book a stay at this business-friendly hotel in Kihei. Enjoy free breakfast, a free beach shuttle, and a 24-hour fitness center. Our guests praise the helpful ...
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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