Exclusive Wailea Beach Vacation Deals

Wailea Beach vacation package deals

Price found within the past 48 hours. Click for updated prices.
OUTRIGGER Kaanapali Beach Resort

OUTRIGGER Kaanapali Beach Resort

3 out of 5
Save 100% on your flight
per person
Jul. 21 - Jul. 28
Roundtrip non-stop flight included
Montreal (YUL) to Kahului (OGG)
Stay at this beach hotel in Kaanapali. Enjoy free WiFi, a beach locale, and breakfast. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Kaanapali Beach and Whalers Village are located nearby. Discover genuine guest reviews for OUTRIGGER Kaanapali Beach Resort along with the latest prices and availability – book now.
Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas

3 out of 5
Save 100% on your flight
per person
Jul. 21 - Jul. 28
Roundtrip non-stop flight included
Montreal (YUL) to Kahului (OGG)
Stay at this beach aparthotel in Kaanapali. Enjoy free parking, 2 outdoor pools, 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. Discover genuine guest reviews for Aston Maui Kaanapali Villas along with the latest prices and availability – book now.
Aston Maui Hill

Aston Maui Hill

3 out of 5
Save 100% on your flight
per person
Jul. 14 - Jul. 21
Roundtrip flight included
Vancouver (YVR) to Kahului (OGG)
Stay at this aparthotel in Kihei. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Wailea Beach and Kamaole Beach Park are located nearby. Discover genuine guest reviews for Aston Maui Hill along with the latest prices and availability – book now.
Aston at Papakea Resort

Aston at Papakea Resort

3 out of 5
Save 100% on your flight
per person
Jul. 14 - Jul. 21
Roundtrip flight included
Vancouver (YVR) to Kahului (OGG)
Stay at this beach aparthotel in Kaanapali. Enjoy free parking, a garden, and a library. Popular attractions Kaanapali Beach and Black Rock are located nearby. Discover genuine guest reviews for Aston at Papakea Resort along with the latest prices and availability – book now.
Aston at the Maui Banyan

Aston at the Maui Banyan

3 out of 5
Save 100% on your flight
per person
Jul. 14 - Jul. 21
Roundtrip flight included
Vancouver (YVR) to Kahului (OGG)
Stay at this beach hotel in Kihei. Enjoy free WiFi, free parking, and dry cleaning or laundry services. Popular attractions Wailea Beach and Kamaole Beach Park are located nearby. Discover genuine guest reviews for Aston at the Maui Banyan along with the latest prices and availability – book now.
Aston Mahana at Kaanapali

Aston Mahana at Kaanapali

3.5 out of 5
Save 100% on your flight
per person
Jun. 1 - Jun. 8
Roundtrip flight included
Vancouver (YVR) to Kahului (OGG)
Stay at this beach aparthotel in Kaanapali. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Kaanapali Beach and Black Rock are located nearby. Discover genuine guest reviews for Aston Mahana at Kaanapali along with the latest prices and availability – book now.

Frequently asked questions

How much are vacation packages to Wailea Beach?
If you love the sound of stress-free planning and serious savings, our CA $2,145 Wailea Beach vacation package will be right up your street. With your flights and hotels sorted, organizing your getaway around this amazing attraction has never been more simple.
Where can I get the best vacation package deals for Wailea Beach?
Travelocity will be able to help you get an unbeatable Wailea Beach package deal. With 400 air carriers and 665,000 properties across the globe, we know you’ll find one that works for you.
Why should I book my Wailea Beach vacation package with Travelocity?
You’ll not only save loads, but you’ll also have access to our 24/7 support, high-quality service and a Price Match Guarantee. Explore every nook-and-cranny across the world, discover hidden gems and create long-lasting memories — we’ll take care of the little details.
Can I go on vacation to Wailea Beach at this time?
Find out all the info that’s important relating to quarantine policies and travel restrictions before you head for Wailea Beach. Our Covid-19 Travel Advisor is full of useful advice to help make your vacation smooth and hassle-free.

Top Wailea Beach hotel deals

Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

5 out of 5
3850 Wailea Alanui Drive, Kihei, HI
The price is CA $1,037 per night
CA $1,037
per night
May 8 - May 9
Stay at this beach resort in Kihei. Enjoy free WiFi, 9 outdoor pools, and 5 restaurants. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Wailea Beach and Kamaole Beach Park are located nearby. Discover genuine guest reviews for Grand Wailea Maui, A Waldorf Astoria Resort, in Wailea neighborhood, along with the latest prices and availability – book now.
Hot tub
Pet-friendly
Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

4.5 out of 5
4100 Wailea Alanui Dr, Kihei, HI
The price is CA $1,413 per night
CA $1,413
per night
May 6 - May 7
Stay at this beach resort in Kihei. Enjoy 3 outdoor pools, 4 restaurants, and a beach locale. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Wailea Beach and Kamaole Beach Park are located nearby. Discover genuine guest reviews for Fairmont Kea Lani Maui, in Wailea neighborhood, along with the latest prices and availability – book now.
Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea

5 out of 5
3900 Wailea Alanui Drive, Kihei, HI
The price is CA $1,366 per night
CA $1,366
per night
May 18 - May 19
Stay at this beach resort in Kihei. Enjoy free WiFi, 3 outdoor pools, and 3 restaurants. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Wailea Beach and Kamaole Beach Park are located nearby. Discover genuine guest reviews for Four Seasons Resort Maui at Wailea, in Wailea neighborhood, along with the latest prices and availability – book now.
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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.

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