Wailea Beach Vacation Deals: Wailea Beach, Wailea Holidays

Wailea Beach vacation package deals

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

Kahana Beach Vacation Club

Save 100% on your flight

per person

Apr. 29 - May 6

found 1 day ago

Roundtrip non-stop flight included

Edmonton (YEG) 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 Kaanapali Beach and Napili Bay are located nearby.

Hono Koa Vacation Club

per person

Mar. 29 - Apr. 5

found 1 hour ago

Roundtrip flight included

Edmonton (YEG) to Kahului (OGG)

Stay at this 3-star condo in Honokowai. Enjoy free WiFi, free parking, and a garden. Our guests praise the helpful staff in our reviews. Popular attractions Kaanapali Beach and Black Rock are located nearby.

OUTRIGGER Kaanapali Beach Resort

Save 100% on your flight

per person

Apr. 29 - May 6

found 1 day ago

Roundtrip non-stop flight included

Edmonton (YEG) 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 Kaanapali Beach and Napili Bay are located nearby.

Maui Beach Vacation Club

Save 100% on your flight

per person

Apr. 29 - May 6

found 1 day ago

Roundtrip non-stop flight included

Edmonton (YEG) to Kahului (OGG)

Book a stay at this beach aparthotel in Kihei. Enjoy free WiFi, free parking, and a garden. Our guests praise the helpful staff in our reviews. Popular attractions Wailea Beach and Maalaea Harbor are located nearby.

Aston Maui Kaanapali Villas

Save 100% on your flight

per person

Apr. 29 - May 6

found 1 day ago

Roundtrip non-stop 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 Black Rock are located nearby.

Aston Kaanapali Shores

Save 100% on your flight

per person

Apr. 29 - May 6

found 1 day ago

Roundtrip non-stop 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 Black Rock 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 $1,585 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

3850 Wailea Alanui Drive, Kihei, HI

CA $1,314

CA $1,628 total

includes taxes & fees

9 Feb - 10 Feb

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.

Pool

Hot tub

Four Seasons Resort Maui at Wailea

3900 Wailea Alanui Drive, Kihei, HI

CA $1,066

CA $1,257 total

includes taxes & fees

10 Feb - 11 Feb

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 in our reviews. Popular attractions Wailea Beach and Polo Beach are located nearby.

Pool

Hot tub

Fairmont Kea Lani Maui

4100 Wailea Alanui Dr, Kihei, HI

CA $1,153

CA $1,444 total

includes taxes & fees

18 Feb - 19 Feb

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 condition in our reviews. Popular attractions Wailea Beach and Wailea Blue Golf Course are located nearby.

Pool

Hot tub

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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.