Search Deals onWailea Vacation Packages
Wailea Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.

AEI at Kaanapali Shores
per person
Sep 14 - Sep 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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 Whalers Village and Kaanapali Beach are located nearby.

Royal Lahaina Resort & Bungalows
Save 100% on your flight
per person
Sep 14 - Sep 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.

OUTRIGGER Kaanapali Beach Resort
Save 100% on your flight
per person
Sep 14 - Sep 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.

AEI at Maui Kaanapali Villas Resort
per person
Sep 14 - Sep 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Kahului (OGG)
Stay at this 3.5-star beach hotel in Kaanapali. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Whalers Village and Kaanapali Beach are located nearby.

The Whaler Resort Kaanapali Beach
per person
Sep 14 - Sep 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.

Hyatt Vacation Club at Ka'anapali Beach, Maui
Save 100% on your flight
per person
Sep 14 - Sep 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Kahului (OGG)
Stay at this 3.5-star beach hotel in Kaanapali. Enjoy free WiFi, 2 outdoor pools, and a beach locale. Popular attractions Kaanapali Beach and Whalers Village are located nearby.

Kahana Beach Vacation Club
per person
Aug 29 - Sep 2
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) 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 Whalers Village and Kaanapali Beach are located nearby.

Royal Kahana Maui by OUTRIGGER
per person
Sep 21 - Sep 26
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Kahului (OGG)
Book a stay at this beach aparthotel in Kahana. Enjoy free WiFi, a beach locale, and a fitness center. Our guests praise the helpful staff and the property condition 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 ...

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

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 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 ...

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 ...

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, Sep 9 - Tue, Sep 16
HNL
Daniel K. Inouye Intl.
OGG
Kahului
$111 Roundtrip, found 4 days ago
$111
Roundtrip
found 4 days ago

Sat, Sep 6 - Mon, Sep 8
HNL
Daniel K. Inouye Intl.
JHM
West Maui
$193 Roundtrip, found 1 day ago
$193
Roundtrip
found 1 day ago

Wed, Dec 3 - Sat, Dec 13
YVR
Vancouver Intl.
OGG
Kahului
$225 Roundtrip, found 2 days ago
$225
Roundtrip
found 2 days ago

Tue, Dec 9 - Tue, Dec 9
SFO
San Francisco Intl.
OGG
Kahului
$282 Roundtrip, found 3 days ago
$282
Roundtrip
found 3 days ago
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