Wailea Vacations 2025/2026 from CA $899

Name: AC Hotel by Marriott Maui Wailea
Price range: CA $642

Wailea flight + hotel packages

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

Kahana Villa

CA $899

per person

Nov 17 - Nov 24

found 16 hours ago

Roundtrip flight included

Vancouver (YVR) to Kahului (OGG)

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

Mana Kai Maui- Official Onsite Rental

CA $1,686

per person

Sep 30 - Oct 7

found 10 hours ago

Roundtrip flight included

Regina (YQR) to Kahului (OGG)

Stay at this 3.5-star beach hotel in Kihei. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the property condition in our reviews. Popular attractions Wailea Beach and Keawakapu Beach North are located nearby.

Sands of Kahana

CA $1,535

per person

Oct 20 - Oct 27

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 $1,137

per person

Nov 4 - Nov 11

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 $1,096

per person

Oct 30 - Nov 3

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.

Top Wailea hotels deals

Grand Wailea Maui, A Waldorf Astoria Resort

3850 Wailea Alanui Drive, Kihei, HI

CA $956

CA $1,217 total

Sep 5 - Sep 6

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

Andaz Maui at Wailea Resort - a concept by Hyatt

3550 Wailea Alanui Dr, Kihei, HI

CA $1,088

CA $1,364 total

Sep 28 - Sep 29

includes taxes & fees

Stay at this 4.5-star luxury resort in Kihei. Enjoy free WiFi, 5 outdoor pools, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Wailea Beach and Ulua Beach Park are located nearby.

Pool

Hot tub

Wailea Beach Resort - Marriott, Maui

3700 Wailea Alanui Dr, Kihei, HI

CA $892

CA $1,144 total

Sep 26 - Sep 27

includes taxes & fees

Stay at this 4.5-star luxury resort in Kihei. Enjoy 4 outdoor pools, a full-service spa, and 4 restaurants. 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 $1,143

CA $1,430 total

Sep 7 - Sep 8

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 $1,037

CA $1,224 total

Sep 27 - Sep 28

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

AC Hotel by Marriott Maui Wailea

88 WAILEA IKE PLACE, Kihei, HI

Free cancellation

Reserve now, pay when you stay

CA $642

CA $791 total

Sep 6 - Sep 7

includes taxes & fees

Stay at this 3.5-star hotel in Kihei. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Wailea Beach and Shops at Wailea are located nearby.

Pool

Free WiFi

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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.

Popular places to visit

Wailea Beach

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 relaxing area.

Maluaka Beach

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

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 relaxing 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 $899. 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.