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Wailea Vacation Packages

Wailea Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
Royal Lahaina Resort & Bungalows
OUTRIGGER Kaanapali Beach Resort
Sands of Kahana
Kahana Beach Vacation Club
Hyatt Vacation Club at Ka'anapali Beach, Maui
The Whaler Resort Kaanapali Beach

3-4 Night Vacations in Wailea

Price found within the past 48 hours. Click for updated prices.
Royal Lahaina Resort & Bungalows
OUTRIGGER Kaanapali Beach Resort
Sands of Kahana
Kahana Beach Vacation Club

5-7 Night Vacations in Wailea

Price found within the past 48 hours. Click for updated prices.
Kahana Beach Vacation Club
Royal Lahaina Resort & Bungalows
Hono Koa Vacation Club
OUTRIGGER Kaanapali Beach Resort

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 ...
Opens in a new windowGrand 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 ...
Opens in a new windowAndaz Maui at Wailea Resort - a concept by Hyatt
Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui

4.5 out of 5
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 ...
Opens in a new windowWailea Beach Resort - Marriott, Maui
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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 ...
Opens in a new windowFour Seasons Resort Maui at Wailea
Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

5 out of 5
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 ...
Opens in a new windowFairmont Kea Lani Maui
AC Hotel by Marriott Maui Wailea

AC Hotel by Marriott Maui Wailea

4 out of 5
88 WAILEA IKE PLACE, Kihei, HI
Stay at this 4-star hotel in Kihei. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the property condition ...
Opens in a new windowAC Hotel by Marriott Maui Wailea
Residence Inn by Marriott Maui Wailea

Residence Inn by Marriott Maui Wailea

3.5 out of 5
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 ...
Opens in a new windowResidence Inn by Marriott Maui Wailea
Hotel Wailea, Relais & Chateaux - Adults Only

Hotel Wailea, Relais & Chateaux - Adults Only

5 out of 5
555 Kaukahi Street, Kihei, HI
Stay at this 5-star luxury resort in Kihei. Enjoy free parking, 3 restaurants, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...
Opens in a new windowHotel Wailea, Relais & Chateaux - Adults Only
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
Air Canada
Alaska Airlines
Hawaiian Airlines