Search Deals onWailea Beach Vacation Packages
Wailea Beach Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
The Gardens at West Maui
Price was $2,094, price is now $1,316 per person
$1,316
per person
Jan 10 - Jan 17
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
Price was $3,922, price is now $2,453 per person
$2,453
per person
Jan 10 - Jan 17
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.
Hampton Inn & Suites Maui North Shore
Price was $2,185, price is now $1,457 per person
$1,457
per person
Jan 10 - Jan 17
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.
OUTRIGGER Kaanapali Beach Resort
Price was $2,842, price is now $1,902 per person
$1,902
per person
Jan 10 - Jan 17
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.
Sands of Kahana
Save 100% on your flight
Price was $2,180, price is now $1,499 per person
$1,499
per person
Jan 12 - Jan 18
found 19 hours 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.
Napili Shores Maui by OUTRIGGER
Price was $2,447, price is now $1,747 per person
$1,747
per person
Jan 10 - Jan 17
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Kahului (OGG)
Book a stay at this beach aparthotel in Napili. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Kaanapali Beach and Napili Bay are located nearby.
Napili Kai Beach Resort
Save 100% on your flight
Price was $7,054, price is now $5,048 per person
$5,048
per person
Jan 27 - Feb 3
found 13 hours 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.
Kaanapali Maui at the Eldorado by OUTRIGGER
Save 100% on your flight
Price was $2,073, price is now $1,491 per person
$1,491
per person
Jan 27 - Feb 3
found 13 hours 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.
Kahana Villa
Price was $3,028, price is now $2,182 per person
$2,182
per person
Jan 10 - Jan 17
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.
The Whaler Resort Kaanapali Beach
Price was $2,726, price is now $1,982 per person
$1,982
per person
Jan 10 - Jan 17
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.
OUTRIGGER Honua Kai Resort & Spa
Price was $3,069, price is now $2,271 per person
$2,271
per person
Jan 10 - Jan 17
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.
Fairmont Kea Lani Maui
Price was $4,921, price is now $3,682 per person
$3,682
per person
Jan 10 - Jan 17
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.
3-4 Night Vacations in Wailea Beach
Price found within the past 48 hours. Click for updated prices.
5-7 Night Vacations in Wailea Beach
Price found within the past 48 hours. Click for updated prices.
Wailea Beach 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 ...
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 ...
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 ...
Andaz Maui at Wailea Resort - a concept by Hyatt
3550 Wailea Alanui Dr Kihei HI
Book a stay at this luxury resort in Kihei. Enjoy free WiFi, 5 outdoor pools, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular ...
Maui Coast Hotel
2259 S Kihei Rd Kihei HI
Stay at this hotel in Kihei. Enjoy free WiFi, 2 outdoor pools, and 3 hot tubs. Our guests praise the breakfast and the pool in our reviews. Popular attractions ...
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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