Book Exclusive Wailea Vacation Packages

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Wailea flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
Castle at Maui Banyan

Castle at Maui Banyan

3.5 out of 5
South Kihei
Price was CA $2,433, price is now CA $1,114 per person
CA $1,114
per person
Dec 11 - Dec 13
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Kahului (OGG)
Stay at this hotel in Kihei. Enjoy free WiFi, free parking, and a garden. Popular attractions Wailea Beach and Kamaole Beach Park 2 are located nearby.
Hotel Wailea Maui

Hotel Wailea Maui

5 out of 5
Wailea
Price was CA $6,745, price is now CA $3,845 per person
CA $3,845
per person
Jan 20 - Jan 26
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Kahului (OGG)
Book a stay at this luxury resort in Kihei. Enjoy free WiFi, 3 restaurants, and 3 bars/lounges. Our guests praise the helpful staff in our reviews. Popular attractions Wailea Beach and Wailea Blue Golf Course are located nearby.
Grand Champions

Grand Champions

2.5 out of 5
Wailea
Price was CA $5,671, price is now CA $3,624 per person
CA $3,624
per person
Dec 22 - Dec 29
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Kahului (OGG)
Book a stay at this golf resort in Kihei. Enjoy free WiFi, free parking, and in-room massages. Popular attractions Wailea Beach and Shops at Wailea are located nearby.
Mana Kai Maui- Official Onsite Rental

Mana Kai Maui- Official Onsite Rental

3.5 out of 5
South Kihei
Price was CA $4,670, price is now CA $3,061 per person
CA $3,061
per person
Dec 9 - Dec 16
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 beach locale. Our guests praise the property condition in our reviews. Popular attractions Wailea Beach and Keawakapu Beach North are located nearby.
AC Hotel by Marriott Maui Wailea

AC Hotel by Marriott Maui Wailea

4 out of 5
Wailea
Price was CA $5,114, price is now CA $3,467 per person
CA $3,467
per person
Jan 20 - Jan 26
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Kahului (OGG)
Stay at this 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.

Top Wailea hotels deals

Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

5 out of 5
3850 Wailea Alanui Drive Kihei HI
The price is CA $972 per night
CA $972
CA $1,245 total
Nov 29 - Nov 30
includes taxes & fees
Book a stay at this 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 Grand Wailea are located nearby.
Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

5 out of 5
4100 Wailea Alanui Dr Kihei HI
The price is CA $1,383 per night
CA $1,383
CA $1,741 total
Nov 27 - Nov 28
includes taxes & fees
Book a stay at this 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
Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui

5 out of 5
3700 Wailea Alanui Dr Kihei HI
The price is CA $770 per night
CA $770
CA $1,013 total
Dec 2 - Dec 3
includes taxes & fees
Book a stay at this 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.
Andaz Maui at Wailea Resort - a concept by Hyatt

Andaz Maui at Wailea Resort - a concept by Hyatt

4.5 out of 5
3550 Wailea Alanui Dr Kihei HI
The price is CA $1,188 per night
CA $1,188
CA $1,509 total
Nov 28 - Nov 29
includes taxes & fees
Book a stay at this 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
Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea

5 out of 5
3900 Wailea Alanui Drive Kihei HI
The price is CA $1,166 per night
CA $1,166
CA $1,476 total
Nov 20 - Nov 21
includes taxes & fees
Book a stay at this luxury resort in Kihei. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Wailea Beach and Polo Beach are located nearby.
Pool
Hot tub
AC Hotel by Marriott Maui Wailea

AC Hotel by Marriott Maui Wailea

4 out of 5
88 WAILEA IKE PLACE Kihei HI
Free cancellation
Reserve now, pay when you stay
The price is CA $634 per night
CA $634
CA $795 total
Nov 14 - Nov 15
includes taxes & fees
Stay at this 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.
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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.

Stay near popular Wailea attractions

A beach with palm trees, a row of beach umbrellas, and a green boat on the grass.

Wailea Beach

9.4/10 (4,138 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.
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Frequently asked questions

How much are vacation packages to Wailea?
Vacation packages, which include flights and hotels in Wailea, start from just CA $1,114. 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.

Photos of local treasures

Browse Wailea vacation photos for more inspiration

A beach with clear turquoise water, people sunbathing and swimming, and a mountain in the background.
A vibrant coral reef with diverse marine life, including a yellow and black fish and a red sea anemone.
A pathway flanked by lush greenery and palm trees, leading to a building with a red roof.
A beach with rocky foreground, palm trees, and a golf course in the background.
A golf course with sand bunkers, green grass, two trees, a mountain, and a body of water.

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