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.
Hampton Inn & Suites Maui North Shore

Hampton Inn & Suites Maui North Shore

3 out of 5
Price was $1,949, price is now $1,401 per person
$1,401
per person
Jul 5 - Jul 10
found 22 hours ago
Roundtrip flight included
Mesa (AZA) to Kahului (OGG)
This hotel features an outdoor pool, a 24-hour gym, and a restaurant. Unwind with a drink at the bar/lounge and enjoy perks like free buffet breakfast and free WiFi. Self parking, a business center, and a coffee shop are also offered.
Palms at Wailea Maui

Palms at Wailea Maui

3.5 out of 5
Wailea
Save 100% on your flight
Price was $2,320, price is now $1,584 per person
$1,584
per person
Jul 20 - Jul 25
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) 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.
Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

5 out of 5
Wailea
Save 100% on your flight
Price was $4,780, price is now $3,453 per person
$3,453
per person
Jul 21 - Jul 28
found 1 day ago
Roundtrip flight included
Denver (DEN) to Kahului (OGG)
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.
Kihei Surfside - Maui Condo & Home

Kihei Surfside - Maui Condo & Home

2.5 out of 5
South Kihei
Price was $2,038, price is now $1,503 per person
$1,503
per person
Aug 7 - Aug 14
found 22 hours ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
An outdoor pool is featured at this condo, along with free WiFi in public areas and a garden. A picnic area, laundry facilities, and barbecue grills are also on offer.
Mana Kai Maui- Official Onsite Rental

Mana Kai Maui- Official Onsite Rental

3.5 out of 5
South Kihei
Price was $2,714, price is now $2,028 per person
$2,028
per person
Jul 5 - Jul 10
found 22 hours ago
Roundtrip flight included
Mesa (AZA) to Kahului (OGG)
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.

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
$1,095 nightly
The price is $1,299 total per night
$1,299 total
May 26 - May 27
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.
Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

5 out of 5
4100 Wailea Alanui Dr Kihei HI
$1,169 nightly
The price is $1,388 total per night
$1,388 total
Jun 5 - Jun 6
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.
Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea

5 out of 5
3900 Wailea Alanui Drive Kihei HI
$845 nightly
The price is $1,003 total per night
$1,003 total
May 25 - May 26
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.
Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui

4.5 out of 5
3700 Wailea Alanui Dr Kihei HI
$802 nightly
The price is $952 total per night
$952 total
Jun 12 - Jun 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.
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
Jun 15 - Jun 16
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.
Aston Maui Hill

Aston Maui Hill

3 out of 5
2881 S Kihei Rd Kihei HI
Free Cancellation
Reserve now, pay when you stay
$255 nightly
The price is $303 total per night
$303 total
May 18 - May 19
Total with taxes and fees
This aparthotel features an outdoor pool and an outdoor tennis court. Enjoy the hot tub and perks like free self parking and free WiFi. A garden, dry cleaning, and concierge services are also on offer.
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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

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 North

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

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 $1,401. 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

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Panoramas Wailea-Makena, Hawai'i, Alalakeiki Channel Apple iPhone 5s
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