Wailea Beach Vacation Deals: Wailea Beach, Wailea Holidays

Wailea Beach vacation package deals

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

The Gardens at West Maui

CA $917

per person

Oct 22 - Oct 28

found 1 day ago

Roundtrip non-stop flight included

Vancouver (YVR) to Kahului (OGG)

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

Sands of Kahana

CA $1,375

per person

Oct 22 - Oct 28

found 1 day ago

Roundtrip non-stop flight included

Vancouver (YVR) to Kahului (OGG)

Stay at this 3-star beach aparthotel in Kahana. Enjoy free parking, a beach locale, and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Kaanapali Beach and Napili Bay are located nearby.

Royal Lahaina Resort & Bungalows

CA $1,053

per person

Oct 22 - Oct 28

found 1 day ago

Roundtrip non-stop flight included

Vancouver (YVR) 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 Kaanapali Beach and Whalers Village are located nearby.

Napili Kai Beach Resort

CA $2,997

per person

Oct 26 - Nov 2

found 1 day ago

Roundtrip flight included

Vancouver (YVR) to Kahului (OGG)

Stay at this 3.5-star beach hotel in Kapalua. Enjoy free WiFi, free parking, and 4 outdoor pools. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Kaanapali Beach and Napili Bay are located nearby.

Kahana Beach Vacation Club

CA $994

per person

Oct 22 - Oct 28

found 1 day ago

Roundtrip non-stop flight included

Vancouver (YVR) 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.

Lumeria Maui Educational Retreat Center

CA $1,363

per person

Oct 22 - Oct 28

found 1 day ago

Roundtrip non-stop flight included

Vancouver (YVR) to Kahului (OGG)

Stay at this 3.5-star boutique hotel in Makawao. Enjoy free breakfast, onsite spa services, and a garden. Popular attractions Hali imaile Farmer's Market and Maui Gold Pineapple Farm 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 $917 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 $953

CA $1,214 total

Sep 18 - Sep 19

includes taxes & fees

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

Fairmont Kea Lani Maui

4100 Wailea Alanui Dr, Kihei, HI

CA $1,154

CA $1,444 total

Aug 31 - Sep 1

includes taxes & fees

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

Pool

Hot tub

Four Seasons Resort Maui at Wailea

3900 Wailea Alanui Drive, Kihei, HI

CA $978

CA $1,154 total

Aug 23 - Aug 24

includes taxes & fees

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

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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.