Search Deals onWailea Vacation Packages
Wailea Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
The Gardens at West Maui
per person
Jul 16 - Jul 21
found 23 hours ago
Roundtrip non-stop flight included
Dallas (DAL) to Kahului (OGG)
Stay at this 3-star condo in Kapalua. Enjoy free WiFi, free parking, and a garden. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Whalers Village and Kaanapali Beach are located nearby.
Royal Lahaina Resort & Bungalows
per person
Jul 16 - Jul 21
found 23 hours ago
Roundtrip non-stop flight included
Dallas (DAL) to Kahului (OGG)
Stay at this 4-star beach hotel in Kaanapali. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Whalers Village and Kaanapali Beach are located nearby.
Hono Koa Vacation Club
per person
Jul 16 - Jul 21
just found
Roundtrip non-stop flight included
Dallas (DAL) to Kahului (OGG)
Stay at this 3-star condo in Honokowai. Enjoy free WiFi, free parking, and a garden. Our guests praise the helpful staff in our reviews. Popular attractions Whalers Village and Kaanapali Beach are located nearby.
OUTRIGGER Kaanapali Beach Resort
per person
Jul 16 - Jul 21
found 23 hours ago
Roundtrip non-stop flight included
Dallas (DAL) to Kahului (OGG)
Stay at this 3.5-star 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 Whalers Village and Kaanapali Beach are located nearby.
Aston at The Whaler on Kaanapali Beach
per person
Jul 16 - Jul 21
found 23 hours ago
Roundtrip non-stop flight included
Dallas (DAL) to Kahului (OGG)
Book a stay at this beach condo in Kaanapali. Enjoy free parking, a beach locale, and a 24-hour health club. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Whalers Village and Kaanapali Beach are located nearby.
The Mahana at Kaanapali
Save 100% on your flight
per person
Jul 30 - Aug 5
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Kahului (OGG)
Book a stay at this beach condo in Kaanapali. Enjoy free parking, a beach locale, and an outdoor pool. Popular attractions Whalers Village and Kaanapali Beach are located nearby.
The Whaler Resort Kaanapali Beach
per person
Jul 16 - Jul 21
found 22 hours ago
Roundtrip non-stop flight included
Dallas (DAL) to Kahului (OGG)
Stay at this 4-star beach condo in Kaanapali. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff in our reviews. Popular attractions Whalers Village and Kaanapali Beach are located nearby.
3-4 Night Vacations in Wailea
Price found within the past 48 hours. Click for updated prices.
5-7 Night Vacations in Wailea
Price found within the past 48 hours. Click for updated prices.
Cheap Hotel Deals in Wailea
Grand Wailea Maui, A Waldorf Astoria Resort
3850 Wailea Alanui Drive, Kihei, HI
Stay at this 5-star 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
Stay at this 5-star luxury resort in Kihei. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the helpful staff and the property condition ...
Wailea Beach Resort - Marriott, Maui
3700 Wailea Alanui Dr, Kihei, HI
Stay at this 4.5-star luxury resort in Kihei. Enjoy 4 outdoor pools, a full-service spa, and 4 restaurants. Our guests praise the pool and the helpful staff ...
Save an average of 15% on thousands of hotels when you're signed in
Fairmont Kea Lani Maui
4100 Wailea Alanui Dr, Kihei, HI
Stay at this 5-star luxury resort in Kihei. Enjoy 3 outdoor pools, a full-service spa, and 6 restaurants. Our guests praise the helpful staff and the property ...
Andaz Maui at Wailea Resort - a concept by Hyatt
3550 Wailea Alanui Dr, Kihei, HI
Stay at this 4.5-star 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 ...
Residence Inn by Marriott Maui Wailea
75 Wailea Ike, Kihei, HI
Stay at this 3.5-star 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 3.5-star hotel in Kihei. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the property condition ...
Hotel Wailea, Relais & Chateaux - Adults Only
555 Kaukahi Street, Kihei, HI
Stay at this 5-star luxury resort in Kihei. Enjoy 3 restaurants, breakfast (surcharge), and a free beach shuttle. Our guests praise the helpful staff in our ...
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.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Sat, Jul 26 - Tue, Jul 29
HNL
Daniel K. Inouye Intl.
OGG
Kahului
$111 Roundtrip, found 1 day ago
$111
Roundtrip
found 1 day ago
Tue, Jul 1 - Thu, Jul 3
HNL
Daniel K. Inouye Intl.
JHM
West Maui
$177 Roundtrip, found 2 days ago
$177
Roundtrip
found 2 days ago
Mon, Sep 22 - Mon, Sep 29
YVR
Vancouver Intl.
OGG
Kahului
$219 Roundtrip, found 3 hours ago
$219
Roundtrip
found 3 hours ago
Mon, Sep 22 - Mon, Sep 22
LAX
Los Angeles Intl.
OGG
Kahului
$294 Roundtrip, found 3 days ago
$294
Roundtrip
found 3 days ago
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