Deals on vacations and trips to Wailea-Makena

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Wailea-Makena flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
The Gardens at West Maui

The Gardens at West Maui

3 out of 5
Save 100% on your flight
Price was $1,619, price is now $937 per person
$937
per person
Apr 26 - May 1
found 1 day ago
Roundtrip flight included
Dallas (DAL) to Kahului (OGG)
This condo features an outdoor pool and a hot tub. Guests will appreciate free perks like free self parking and WiFi in public areas. A garden, luggage storage, and barbecue grills are also on offer.
Sands of Kahana

Sands of Kahana

3 out of 5
Save 100% on your flight
Price was $2,692, price is now $1,284 per person
$1,284
per person
Apr 26 - May 1
found 1 day ago
Roundtrip flight included
Dallas (DAL) to Kahului (OGG)
This aparthotel features an outdoor pool and a gym. Enjoy the outdoor tennis court and perks like free self parking. A garden, laundry facilities, and concierge services are also on offer.
Kahana Beach Vacation Club

Kahana Beach Vacation Club

3 out of 5
Save 100% on your flight
Price was $1,915, price is now $970 per person
$970
per person
Apr 26 - May 1
found 1 day ago
Roundtrip flight included
Dallas (DAL) to Kahului (OGG)
This condo features an outdoor pool and a hot tub. Guests will appreciate free perks like free self parking and WiFi in public areas. Laundry facilities, concierge services, and barbecue grills are also on offer.
The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach

4 out of 5
Save 100% on your flight
Price was $2,371, price is now $1,333 per person
$1,333
per person
Apr 26 - May 1
found 1 day ago
Roundtrip flight included
Dallas (DAL) to Kahului (OGG)
This condo's 2 outdoor tennis courts and outdoor pool are among the featured amenities. Guests will appreciate free perks like free self parking and WiFi in public areas. A 24-hour business center, a garden, and a picnic area are also on offer.
OUTRIGGER Kaanapali Beach Resort

OUTRIGGER Kaanapali Beach Resort

3.5 out of 5
Save 100% on your flight
Price was $1,944, price is now $1,188 per person
$1,188
per person
Apr 26 - May 1
found 1 day ago
Roundtrip flight included
Dallas (DAL) to Kahului (OGG)
This resort features a restaurant, an outdoor pool, and a bar/lounge. Enjoy beachfront dining and relax with beach cabanas and sun loungers. Guests will appreciate perks like free WiFi and a free area shuttle.

Top Wailea-Makena 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
$827 nightly
The price is $981 total per night
$981 total
Feb 25 - Feb 26
Total with taxes and fees
A full-service spa, 7 restaurants, and 9 outdoor pools are all featured at this luxury resort. Spend a day at the beach snorkeling, or relax with sun loungers and beach umbrellas. Bring the family and enjoy the lazy river, children's pool, and waterslide.
Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea

5 out of 5
3900 Wailea Alanui Drive Kihei HI
$850 nightly
The price is $1,009 total per night
$1,009 total
Mar 1 - Mar 2
Total with taxes and fees
A full-service spa, 3 restaurants, and 3 outdoor pools are all featured at this luxury resort. Spend a day at the beach surfing, or relax with sun loungers and beach umbrellas. There's fun for all ages with a free kid's club and a children's pool, and free supervised childcare is an added bonus.
Pool
Hot Tub
Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui

4.5 out of 5
3700 Wailea Alanui Dr Kihei HI
$685 nightly
The price is $813 total per night
$813 total
Mar 12 - Mar 13
Total with taxes and fees
A full-service spa, 4 restaurants, and 4 outdoor pools are all featured at this smoke-free resort. There's fun for all ages with a children's pool and a waterslide, and supervised childcare is an added bonus. Enjoy the 2 hot tubs and perks like free WiFi.
Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

5 out of 5
4100 Wailea Alanui Dr Kihei HI
$950 nightly
The price is $1,128 total per night
$1,128 total
Feb 23 - Feb 24
Total with taxes and fees
A full-service spa, 6 restaurants, and 3 outdoor pools are all featured at this luxury resort. Relax with beach cabanas, sun loungers, and beach umbrellas. There's fun for all ages with a children's pool and a waterslide, and families will appreciate the onsite laundry facilities.
Mana Kai Maui- Official Onsite Rental

Mana Kai Maui- Official Onsite Rental

3.5 out of 5
2960 S Kihei Road Kihei HI
$710 nightly
The price is $843 total per night
$843 total
Feb 26 - Feb 27
Total with taxes and fees
This hotel features an outdoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Free self parking, a garden, and a grocery/convenience store are also offered.
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
$840 nightly
The price is $997 total per night
$997 total
Mar 1 - Mar 2
Total with taxes and fees
A full-service spa, 4 restaurants, and 5 outdoor pools are all featured at this luxury resort. Spend a day at the beach surfing, or relax with sun loungers and beach umbrellas. Unwind with a drink at one of the 2 poolside bars and enjoy freebies like WiFi in public areas and an area shuttle.
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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 featuring tropical scenes and a park as well as a couple

Wailea Beach

4.5/5(1,614 reviews)

This stretch of powdery sand is part of an upscale resort community and is an ideal place to sunbathe, snorkel, and dive with Hawaiian green turtles and manta rays.

Wailea Beach
Keawakapu Beach showing a sandy beach, landscape views and tropical scenes

Keawakapu Beach North

4.5/5(85 reviews)

Enjoy the peace and quiet at one of Maui’s less crowded and wider beaches, where kids can wander around the rock pools, and divers can explore the artificial reef.

Keawakapu Beach North
Maluaka Beach showing landscape views

Maluaka Beach

4.5/5(101 reviews)

This is part of Maui’s so-called “Turtle Town,” a prime spot for sighting the inquisitive Hawaiian green turtles that are very common here.

Maluaka Beach

Frequently asked questions

How much are vacation packages to Wailea-Makena?
You'll find an amazing hotel + flight bundle for as low as $937. With one of our Travelocity vacation packages, a trip to Wailea-Makena has never been more tempting! Save both time and money and then start packing those bags.
Where can I get the best vacation package deals for Wailea-Makena?
You can score awesome Wailea-Makena package deals with Travelocity. Select from 400 airlines and 1,000,000 properties worldwide and turn those travel dreams into reality.
Why should I book my Wailea-Makena vacation bundle via Travelocity?
Because you'll never wander on your own if you book your vacation with us, and we offer round-the-clock customer support and excellent service to boot. Add to that our Price Match Guarantee and a huge range of experiences and destinations to select from. We're here to help you jet off on the vacation of a lifetime.
Can I save money on my Wailea-Makena car rental if I combine it with hotels and flights?
Bundling your bookings into a Wailea-Makena vacation package will certainly save you money. You can choose a car and flight; a flight, hotel and car; or a car and hotel. You won't find a better way to explore the greater Wailea-Makena region than with your own rental car. You can also add experiences and activities to your Travelocity package.
Which airport is best for Wailea-Makena?
Most jet-setters fly to Wailea-Makena through Kahului Airport (OGG) or Molokai Airport (MKK). Lanai Airport (LNY) is another popular choice.
What is there to do in Wailea-Makena?
Wailea-Makena is full of amazing photo-ops, however Wailea Beach and Makena State Park Beach are two you shouldn't miss.

Photos of local treasures

Browse Wailea-Makena vacation photos for more inspiration

Panoramas Wailea-Makena, Hawai'i, Alalakeiki Channel Apple iPhone 5s
Panoramas Wailea-Makena, Hawai'i, Alalakeiki Channel Apple iPhone 5s
Most beautiful beach I've ever been to. The water changes from turquoise to deep blue. Great place for a beach wedding.
There are some beautiful beaches in Kihei but this is my favourite to watch the sunset. If you're lucky you might spot some turtles swimming close to shore here. #lifeatexpedia #BeachTips #GreatOutdoors
Maui has many beautiful beaches, but Makena Big Beach was by far my favourite. #AquaTrove

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