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.
Kihei Kai Nani

Kihei Kai Nani

3.5 out of 5
South Kihei
Save 100% on your flight
Price was $1,540, price is now $1,030 per person
$1,030
per person
Sep 15 - Sep 22
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Kahului (OGG)
An outdoor pool, free self parking, and concierge services are featured at this condo. WiFi in public areas is free. A terrace, a garden, and a picnic area are also on offer.
Hotel Wailea, Relais & Chateaux - Adults Only

Hotel Wailea, Relais & Chateaux - Adults Only

5 out of 5
Wailea
Save 100% on your flight
Price was $4,358, price is now $2,653 per person
$2,653
per person
Sep 8 - Sep 15
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Kahului (OGG)
This luxury resort includes 3 restaurants, an outdoor pool, and a gym. Traveling on business? Take advantage of the business center, laundry service, and valet parking. Unwind with a drink at the poolside bar and enjoy perks like a free beach shuttle.
Maui Beach Vacation Club

Maui Beach Vacation Club

2.5 out of 5
North Kihei
Price was $1,722, price is now $1,164 per person
$1,164
per person
Sep 8 - Sep 12
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Kahului (OGG)
This aparthotel features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the hot tub and perks like free self parking and free WiFi. A garden and barbecue grills are also provided.
Hana-Maui Resort, a Destination by Hyatt Residence

Hana-Maui Resort, a Destination by Hyatt Residence

4 out of 5
Hana Town Center
Save 100% on your flight
Price was $3,143, price is now $2,152 per person
$2,152
per person
Sep 15 - Sep 22
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Kahului (OGG)
This resort features a full-service spa, 2 outdoor pools, and a restaurant. Families will appreciate the mini golf and onsite laundry facilities. Enjoy the gym and perks like free WiFi and a free beach shuttle.
Palms at Wailea Maui

Palms at Wailea Maui

3.5 out of 5
Wailea
Save 100% on your flight
Price was $2,807, price is now $1,938 per person
$1,938
per person
Sep 8 - Sep 15
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Kahului (OGG)
This aparthotel features an outdoor pool and a hot tub. Guests will appreciate free perks like free self parking and WiFi in public areas. A terrace, a garden, and luggage storage are also on offer.

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
$865 nightly
The price is $1,027 total per night
$1,027 total
Jul 15 - Jul 16
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.
Pool
Hot Tub
Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

5 out of 5
4100 Wailea Alanui Dr Kihei HI
$1,109 nightly
The price is $1,317 total per night
$1,317 total
Aug 1 - Aug 2
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.
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
$1,000 nightly
The price is $1,187 total per night
$1,187 total
Jul 3 - Jul 4
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
$738 nightly
The price is $876 total per night
$876 total
Jul 19 - Jul 20
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.
Pool
Hot Tub
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
$813 nightly
The price is $965 total per night
$965 total
Aug 2 - Aug 3
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.
Hotel Wailea, Relais & Chateaux - Adults Only

Hotel Wailea, Relais & Chateaux - Adults Only

5 out of 5
555 Kaukahi Street Kihei HI
Free Cancellation
Reserve now, pay when you stay
$713 nightly
The price is $847 total per night
$847 total
Jul 11 - Jul 12
Total with taxes and fees
This luxury resort includes 3 restaurants, an outdoor pool, and a gym. Traveling on business? Take advantage of the business center, laundry service, and valet parking. Unwind with a drink at the poolside bar and enjoy perks like a free beach shuttle.
Pool
Spa
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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-Makena attractions

A tropical beach with palm trees, a sandy shore, and the ocean.

Wailea Beach

9.4/10 (4,138 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.
See properties

Frequently asked questions

How much are vacation packages to Wailea-Makena?
You'll find an amazing hotel + flight bundle for as low as $1,030. 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

A coastal landscape with rocky cliffs, a body of water, and a distant mountain range under a cloudy sky.
A tropical beach with clear blue waters, a person meditating, and a palm tree.
A beach with clear skies, calm waters, and a distant mountain.
A beach with clear turquoise water, sandy shore, and a hillside with trees.
A beach with clear turquoise water, a sandy shore, and a rocky cliff with greenery.

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