Search Deals onWailea Vacation Packages
Wailea Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Kahana Beach Vacation Club
per person
Jul 14 - Jul 18
found 2 hours ago
Roundtrip flight included
Boston (BOS) to Kahului (OGG)
Stay at this 3-star beach condo in Kahana. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff in our reviews. Popular attractions Kaanapali Beach and Napili Bay are located nearby.
Aston at Papakea Resort
Save 100% on your flight
per person
Jul 13 - Jul 21
found 11 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Kahului (OGG)
Book a stay at this beach aparthotel in Kaanapali. Enjoy 2 outdoor pools, 2 hot tubs, and breakfast (surcharge). Popular attractions Kaanapali Beach and Black Rock are located nearby.
Royal Lahaina Resort & Bungalows
per person
Jul 11 - Jul 18
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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 Kaanapali Beach and Black Rock are located nearby.
Hono Koa Vacation Club
per person
Jul 18 - Jul 22
found 9 hours ago
Roundtrip non-stop flight included
Dallas (DFW) 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 Kaanapali Beach and Black Rock are located nearby.
Aston Mahana at Kaanapali
Save 100% on your flight
per person
Jul 5 - Jul 11
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Kahului (OGG)
Stay at this 3.5-star beach aparthotel in Kaanapali. Enjoy free WiFi, a beach locale, and a 24-hour front desk. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Kaanapali Beach and Black Rock are located nearby.
The Gardens at West Maui
per person
Jul 3 - Jul 7
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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 Kaanapali Beach and Napili Bay are located nearby.
Aston Maui Hill
per person
Jul 16 - Jul 23
found 24 hours ago
Roundtrip non-stop flight included
Denver (DEN) to Kahului (OGG)
Stay at this 3-star 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.
AEI at Kaanapali Shores
per person
Jul 11 - Jul 18
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Kahului (OGG)
Stay at this 4-star beach aparthotel in Kaanapali. Enjoy free WiFi, a full-service spa, and a beach locale. Popular attractions Kaanapali Beach and Black Rock 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 ...
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 ...
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 ...
Save an average of 15% on thousands of hotels when you're signed in
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 ...
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 ...
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 ...
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.
Tue, Jul 8 - Wed, Jul 9
HNL
Daniel K. Inouye Intl.
OGG
Kahului
$100 Roundtrip, found 2 days ago
$100
Roundtrip
found 2 days ago
Tue, Jul 1 - Thu, Jul 3
HNL
Daniel K. Inouye Intl.
JHM
West Maui
$151 Roundtrip, just found
$151
Roundtrip
just found
Tue, Aug 19 - Thu, Aug 28
LAX
Los Angeles Intl.
OGG
Kahului
$268 Roundtrip, found 2 days ago
$268
Roundtrip
found 2 days ago
Mon, Sep 22 - Mon, Sep 29
YVR
Vancouver Intl.
OGG
Kahului
$271 Roundtrip, just found
$271
Roundtrip
just found
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