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 Schooner Resort

Maui Schooner Resort

3.5 out of 5
Central Kihei
Price was $1,176, price is now $852 per person
$852
per person
Nov 3 - Nov 7
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
This aparthotel features an outdoor pool and an outdoor tennis court. Enjoy the hot tub and perks like free self parking. A garden, a picnic area, and a computer station 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 $4,965, price is now $3,070 per person
$3,070
per person
Nov 14 - Nov 21
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
This luxury resort includes 3 restaurants, an outdoor pool, and a gym. Traveling on business? Take advantage of the laundry service, conference center, and valet parking. A free beach shuttle is offered as well.
Wailea Beach Villas

Wailea Beach Villas

4.5 out of 5
Wailea
Price was $3,204, price is now $2,090 per person
$2,090
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
2 outdoor pools, 2 hot tubs, and a gym are all featured at this luxury aparthotel. There's fun for all ages with a children's pool and an arcade/game room, and in-room childcare is an added bonus. There's no skimping on freebies - guests receive free WiFi, free self parking, and a free beach shuttle.
Maui Beach Vacation Club

Maui Beach Vacation Club

2.5 out of 5
North Kihei
Price was $2,021, price is now $1,383 per person
$1,383
per person
Nov 20 - Nov 24
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.
The Kalama Residence

The Kalama Residence

3 out of 5
South Kihei
Save 100% on your flight
Price was $5,744, price is now $4,047 per person
$4,047
per person
Nov 12 - Nov 17
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
An outdoor pool, free self parking, and laundry facilities are featured at this apartment. A terrace and a virtual front desk are also provided.

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
$786 nightly
The price is $933 total per night
$933 total
Sep 15 - Sep 16
Total with taxes and fees
A full-service spa, 7 restaurants, and 9 outdoor pools are all featured at this luxury resort. There's fun for all ages with a lazy river and a children's pool, and in-room childcare is an added bonus. Enjoy the 3 hot tubs and perks like free WiFi.
Pool
Hot Tub
Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui

5 out of 5
3700 Wailea Alanui Dr Kihei HI
$738 nightly
The price is $876 total per night
$876 total
Sep 3 - Sep 4
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
$780 nightly
The price is $926 total per night
$926 total
Oct 3 - Oct 4
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
Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea

5 out of 5
3900 Wailea Alanui Drive Kihei HI
$885 nightly
The price is $1,051 total per night
$1,051 total
Sep 3 - Sep 4
Total with taxes and fees
A full-service spa, 3 restaurants, and 3 outdoor pools are all featured at this luxury resort. There's fun for all ages with a free kid's club and a children's pool, and families will appreciate the onsite laundry facilities. Unwind with a drink at one of the 2 poolside bars and enjoy perks like a free shopping center shuttle.
Pool
Hot Tub
Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

5 out of 5
4100 Wailea Alanui Dr Kihei HI
$1,058 nightly
The price is $1,256 total per night
$1,256 total
Sep 20 - Sep 21
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
Days Inn by Wyndham Maui Oceanfront

Days Inn by Wyndham Maui Oceanfront

2.5 out of 5
2980 S Kihei Road Kihei HI
Free Cancellation
Reserve now, pay when you stay
$206 nightly
The price is $245 total per night
$245 total
Sep 6 - Sep 7
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the 24-hour business center. Enjoy the gym and conveniences like a 24-hour front desk and barbecue grills.
Parking included
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.

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 $852. 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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