Search Deals onWailea Vacation Packages
Wailea Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Kahana Villa
Save 100% on your flight
per person
May 31 - Jun 4
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Kahului (OGG)
Stay at this 3-star condo in Kahana. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Kaanapali Beach and Napili Bay are located nearby.
Sugar Beach Resort - Maui Condo & Home
per person
May 26 - Jun 1
found 13 hours ago
Roundtrip flight included
Atlanta (ATL) to Kahului (OGG)
Stay at this 3-star beach aparthotel in Kihei. Enjoy free WiFi, a beach locale, and a garden. Our guests praise the property condition in our reviews. Popular attractions Sugar Beach and Maalaea Bay Beaches are located nearby.
Hono Koa Vacation Club
Save 100% on your flight
per person
May 29 - Jun 5
found 5 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) 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.
Hale Kamaole
per person
May 21 - May 25
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
Stay at this 3-star condo in Kihei. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the property condition in our reviews. Popular attractions Wailea Beach and Kamaole Beach Park 3 are located nearby.
Aston Maui Kaanapali Villas
Save 100% on your flight
per person
May 24 - May 31
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Kahului (OGG)
Book a stay at this beach aparthotel in Kaanapali. Enjoy 2 outdoor pools, a full-service spa, and a beach locale. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Kaanapali Beach and Black Rock are located nearby.
Aston Kaanapali Shores
Save 100% on your flight
per person
May 24 - May 31
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Kahului (OGG)
Book a stay at this beach aparthotel in Kaanapali. Enjoy 2 outdoor pools, a full-service spa, and a beach locale. Our guests praise the pool and the restaurant in our reviews. 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
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 ...
Fairmont Kea Lani Maui
4100 Wailea Alanui Dr, Kihei, HI
Stay at this 4.5-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 ...
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 ...
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 ...
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 ...
Wailea Ekahi - CoralTree Residence Collection
3300 Wailea Alanui, Kihei, HI
Stay at this 3-star beach condo in Kihei. Enjoy free WiFi, free parking, and 4 outdoor pools. Popular attractions Wailea Beach and Mokapu Beach are located ...
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 ...
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 ...
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 - Wed, Jul 30
HNL
Daniel K. Inouye Intl.
OGG
Kahului
$135 Roundtrip, found 9 hours ago
$135
Roundtrip
found 9 hours ago
Wed, Sep 24 - Wed, Oct 1
YVR
Vancouver Intl.
OGG
Kahului
$233 Roundtrip, found 9 hours ago
$233
Roundtrip
found 9 hours ago
Mon, May 12 - Wed, May 14
PDX
Portland Intl.
OGG
Kahului
$292 Roundtrip, found 9 hours ago
$292
Roundtrip
found 9 hours ago
Wed, Oct 1 - Wed, Oct 1
LAX
Los Angeles Intl.
OGG
Kahului
$292 Roundtrip, found 9 hours ago
$292
Roundtrip
found 9 hours ago
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