Wailea Vacations 2025/2026 from CA $970

Q: Why should I book my Wailea vacation package via Travelocity?

The three S's — savings, support and a stress-free booking — are just the tip of the iceberg. Enjoy a fulfilling travel experience knowing you have access to our expert team of customer support professionals 24/7. With the Travelocity Price Match Guarantee , you know you're getting the best deal available.

Wailea flight + hotel packages

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

Maui Banyan Vacation Club

Save 100% on your flight

per person

Aug 30 - Sep 5

found 1 day ago

Roundtrip non-stop flight included

Edmonton (YEG) to Kahului (OGG)

Stay at this 3-star condo in Kihei. Enjoy free WiFi, free parking, and a garden. Popular attractions Wailea Beach and Kamaole Beach Park 2 are located nearby.

Napili Kai Beach Resort

per person

Aug 30 - Sep 5

found 1 day ago

Roundtrip non-stop flight included

Edmonton (YEG) 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 Whalers Village and Kaanapali Beach are located nearby.

Hono Koa Vacation Club

per person

Aug 30 - Sep 5

found 1 day ago

Roundtrip non-stop 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 Whalers Village and Kaanapali Beach are located nearby.

The Gardens at West Maui

Save 100% on your flight

per person

Aug 30 - Sep 5

found 1 day ago

Roundtrip non-stop flight included

Edmonton (YEG) 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 Whalers Village and Kaanapali Beach are located nearby.

Kahana Villa

Save 100% on your flight

per person

Aug 30 - Sep 5

found 1 day ago

Roundtrip non-stop flight included

Edmonton (YEG) to Kahului (OGG)

Stay at this 3-star condo in Kahana. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Whalers Village and Kaanapali Beach are located nearby.

Popular places to visit

Wailea Beach

4.5/5(295 reviews)

Nothing says vacation like spending a lazy day at Wailea Beach, a popular beach in Kihei. Wander the seaside or discover the beautiful sunsets in this romantic area.

Maluaka Beach

4/5(25 reviews)

If a restful vacation is part of your travel plans, Maluaka Beach might be the perfect place to seek out during your trip to Makena. Discover the beautiful sunsets in this relaxing area, or enjoy its snorkeling spots.

Makena Beach State Park showing a sandy beach

Makena State Park Beach

4.5/5(105 reviews)

If a restful vacation is part of your travel plans, Makena State Park Beach might be the perfect place to seek out during your trip to Makena. Stroll along the seaside in this romantic area, or seek out the snorkeling spots.

Frequently asked questions

How much are vacation packages to Wailea?

Vacation packages, which include flights and hotels in Wailea, start from just CA $970. Make your travel fantasies come to life and secure your vacation with Travelocity today.

How long should my Wailea vacation be?

If you're looking for some guidance, most visitors spend roughly 6 nights vacationing in Wailea. But to discover the true essence of this place, stay a few extra days. You'll be able to tick off more attractions and really soak up the local vibe.

Where can I get the best vacation package deals for Wailea?

No matter your style, Travelocity can help you score an unbeatable Wailea package deal. The only thing you have to do is select a combination from our 400 air carriers and 1,000,000 worldwide properties.

Why should I book my Wailea vacation package via Travelocity?

The three S's --- savings, support and a stress-free booking --- are just the tip of the iceberg. Enjoy a fulfilling travel experience knowing you have access to our expert team of customer support professionals 24/7. With the Travelocity Price Match Guarantee, you know you're getting the best deal available.

Can I save on my Wailea car rental if I bundle it with hotels and flights?

With a Wailea vacation package, you can bundle your car, hotel and flight bookings and save loads. If you'd love to see the best of this impressive area, why not make a beeline for Diamond Head? This well-known sight is 153 kilometers from Wailea. With your own set of wheels, you'll be there in no time.

Which airport is best for Wailea?

Many people choose to fly into Kahului Airport (OGG), 23 kilometers north of downtown Wailea. Others prefer Molokai Airport (MKK) (88 kilometers away from central Wailea) or Lanai Airport (LNY) (56 kilometers away from central Wailea).

What is there to do in Wailea?

Wailea is brimming with things to see and do, like Wailea Beach and Makena State Park Beach. These two impressive attractions top most tourists' travel schedules.

Where should I stay when visiting Wailea?

The Palms At Wailea Maui is popular with many travelers. Book soon to avoid missing out.