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.
Maui Beach Vacation Club

Maui Beach Vacation Club

2.5 out of 5
Save 100% on your flight
Price was $1,251, price is now $816 per person
$816
per person
Dec 1 - Dec 6
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) 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.
Kahana Beach Vacation Club

Kahana Beach Vacation Club

3 out of 5
Price was $1,784, price is now $1,093 per person
$1,093
per person
Dec 4 - Dec 10
found 1 day ago
Roundtrip flight included
Denver (DEN) 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.
Hotel Wailea, Relais & Chateaux - Adults Only

Hotel Wailea, Relais & Chateaux - Adults Only

5 out of 5
Wailea
Save 100% on your flight
Price was $4,291, price is now $2,646 per person
$2,646
per person
Dec 19 - Dec 24
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) 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.
AEI at Maui Kaanapali Villas Resort

AEI at Maui Kaanapali Villas Resort

3.5 out of 5
Save 100% on your flight
Price was $1,566, price is now $1,018 per person
$1,018
per person
Dec 3 - Dec 10
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Kahului (OGG)
This smoke-free hotel features a full-service spa, 2 outdoor pools, and a restaurant. Relax with a drink at one of the 2 bars/lounges and enjoy perks like free self parking. A grocery/convenience store, dry cleaning, and laundry facilities are also on offer.
Palms at Wailea Maui

Palms at Wailea Maui

3.5 out of 5
Wailea
Save 100% on your flight
Price was $2,369, price is now $1,567 per person
$1,567
per person
Dec 4 - Dec 10
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) 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
$702 nightly
The price is $828 total per night
$828 total
Oct 21 - Oct 22
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
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
$890 nightly
The price is $1,050 total per night
$1,050 total
Oct 29 - Oct 30
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.
Pool
Hot Tub
Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui

4.5 out of 5
3700 Wailea Alanui Dr, Kihei, HI
$566 nightly
The price is $668 total per night
$668 total
Oct 1 - Oct 2
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
Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea

5 out of 5
3900 Wailea Alanui Drive, Kihei, HI
$755 nightly
The price is $891 total per night
$891 total
Oct 26 - Oct 27
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
Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

5 out of 5
4100 Wailea Alanui Dr, Kihei, HI
$1,099 nightly
The price is $1,296 total per night
$1,296 total
Oct 26 - Oct 27
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
Mana Kai Maui- Official Onsite Rental

Mana Kai Maui- Official Onsite Rental

3.5 out of 5
2960 S Kihei Road, Kihei, HI
Free Cancellation
Reserve now, pay when you stay
$573 nightly
The price is $676 total per night
$676 total
Oct 14 - Oct 15
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.
Pool
Parking included
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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 showing tropical scenes, swimming and a sandy beach

Wailea Beach

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 which includes tropical scenes, general coastal views and a hotel

Keawakapu Beach North

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 featuring rocky coastline, mountains and landscape views

Maluaka Beach

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 $816. 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

Wailea
Wailea
Maluaka Beach showing landscape views
Maluaka Beach showing rocky coastline, landscape views and a pebble beach
Wailea Beach which includes a pebble beach, tropical scenes and landscape views

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