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Wailea Vacation Packages

Cheap Hotel Deals in Wailea

Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

5 out of 5
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 ...
Grand Wailea Maui, A Waldorf Astoria Resort
Andaz Maui at Wailea Resort - a concept by Hyatt

Andaz Maui at Wailea Resort - a concept by Hyatt

4.5 out of 5
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 ...
Andaz Maui at Wailea Resort - a concept by Hyatt
Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea

5 out of 5
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 ...
Four Seasons Resort Maui at Wailea
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Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

4.5 out of 5
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 ...
Fairmont Kea Lani Maui
Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui

4.5 out of 5
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 ...
Wailea Beach Resort - Marriott, Maui
Wailea Ekahi - CoralTree Residence Collection

Wailea Ekahi - CoralTree Residence Collection

3 out of 5
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 ...
Wailea Ekahi - CoralTree Residence Collection
Wailea Grand Champions - CoralTree Residence Collection

Wailea Grand Champions - CoralTree Residence Collection

3 out of 5
155 Wailea Ike Place, Kihei, HI
Stay at this 3-star golf condo in Kihei. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Wailea Beach and Shops at Wailea are located ...
Wailea Grand Champions - CoralTree Residence Collection
AC Hotel by Marriott Maui Wailea

AC Hotel by Marriott Maui Wailea

3.5 out of 5
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 ...
AC Hotel by Marriott Maui Wailea
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.

Alaska Airlines
Tue, Apr 15 - Wed, Apr 16
HNL
Daniel K. Inouye Intl.
OGG
Kahului
$114 Roundtrip, just found
$114
Roundtrip
just found
Select Alaska Airlines flight, departing Tue, Apr 15 from Daniel K. Inouye Intl. to Kahului, returning Wed, Apr 16, priced at $114 just found
Southern Airways Express
Thu, Feb 6 - Wed, Feb 12
HNL
Daniel K. Inouye Intl.
JHM
West Maui
$169 Roundtrip, found 1 day ago
$169
Roundtrip
found 1 day ago
Select Southern Airways Express flight, departing Thu, Feb 6 from Daniel K. Inouye Intl. to West Maui, returning Wed, Feb 12, priced at $169 found 1 day ago
Delta
Tue, Apr 29 - Wed, May 7
LAX
Los Angeles Intl.
OGG
Kahului
$198 Roundtrip, found 15 hours ago
$198
Roundtrip
found 15 hours ago
Select Delta flight, departing Tue, Apr 29 from Los Angeles Intl. to Kahului, returning Wed, May 7, priced at $198 found 15 hours ago
Alaska Airlines
Mon, Mar 10 - Tue, Mar 18
OAK
Oakland Intl.
OGG
Kahului
$238 Roundtrip, found 6 days ago
$238
Roundtrip
found 6 days ago
Select Alaska Airlines flight, departing Mon, Mar 10 from Oakland Intl. to Kahului, returning Tue, Mar 18, priced at $238 found 6 days ago