Wailea Beach Vacation Deals: Wailea Beach, Wailea Holidays

Wailea Beach vacation package deals

Price found within the past 48 hours. Click for updated prices.

Royal Lahaina Resort & Bungalows

Save 100% on your flight

per person

Feb. 3 - Feb. 10

found 1 day ago

Roundtrip non-stop flight included

Edmonton (YEG) to Kahului (OGG)

Stay at this 3.5-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 Kaanapali Beach and Whalers Village are located nearby.

Aston Mahana at Kaanapali

Save 100% on your flight

per person

Jan. 24 - Jan. 31

found 1 day ago

Roundtrip flight included

Edmonton (YEG) to Kahului (OGG)

Book a stay at this beach aparthotel in Kaanapali. Enjoy a beach locale, a 24-hour front desk, and a garden. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Kaanapali Beach and Whalers Village are located nearby.

Aston at the Maui Banyan

Save 100% on your flight

per person

Feb. 2 - Feb. 9

found 1 day ago

Roundtrip non-stop flight included

Edmonton (YEG) to Kahului (OGG)

Book a stay at this beach hotel 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 2 are located nearby.

Aston Maui Hill

Save 100% on your flight

per person

Jan. 24 - Jan. 31

found 1 day ago

Roundtrip flight included

Edmonton (YEG) 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 in our reviews. Popular attractions Wailea Beach and Kihei Boat Ramp are located nearby.

Aston Kaanapali Shores

Save 100% on your flight

per person

Jan. 24 - Jan. 31

found 1 day ago

Roundtrip flight included

Edmonton (YEG) 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 Whalers Village are located nearby.

Aston Maui Kaanapali Villas

Save 100% on your flight

per person

Jan. 24 - Jan. 31

found 1 day ago

Roundtrip flight included

Edmonton (YEG) 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 Whalers Village are located nearby.

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 $1,628 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

Fairmont Kea Lani Maui

4100 Wailea Alanui Dr, Kihei, HI

CA $936

CA $1,186 total

includes taxes & fees

23 Nov - 24 Nov

Book a stay at this beach resort in Kihei. Enjoy 3 outdoor pools, a full-service spa, and 6 restaurants. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Wailea Beach and Wailea Blue Golf Course are located nearby.

Four Seasons Resort Maui at Wailea

3900 Wailea Alanui Drive, Kihei, HI

CA $1,109

CA $1,309 total

includes taxes & fees

4 Dec - 5 Dec

Book a stay at this beach resort in Kihei. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Wailea Beach and Polo Beach are located nearby.

Grand Wailea Maui, A Waldorf Astoria Resort

3850 Wailea Alanui Drive, Kihei, HI

CA $1,101

CA $1,376 total

includes taxes & fees

2 Dec - 3 Dec

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 reviews. Popular attractions Wailea Beach and Shops at Wailea are located nearby.

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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.