Wailea-Makena Holidays

  • Plan, book, travel with confidence
    • payments icon
    Better together
    Save up to S$134 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
Unlock Black Friday deals

Top hotels in Wailea-Makena

Fairmont Kea Lani Maui
Fairmont Kea Lani Maui
4.5 out of 5
4100 Wailea Alanui Dr, Kihei, HI
The price is S$1,064 per night from 4 Dec to 5 Dec
S$1,064
includes taxes & fees
4 Dec - 5 Dec
9.2/10 Wonderful! (1,004 reviews)
"World class resort with the Aloha spirit."

Reviewed on 24 Nov,2024

Fairmont Kea Lani Maui
Grand Wailea Maui, A Waldorf Astoria Resort
Grand Wailea Maui, A Waldorf Astoria Resort
5 out of 5
3850 Wailea Alanui Drive, Kihei, HI
The price is S$1,327 per night from 3 Dec to 4 Dec
S$1,327
includes taxes & fees
3 Dec - 4 Dec
8.8/10 Excellent! (1,010 reviews)
"Very nice resort and everyone was super friendly"

Reviewed on 25 Nov,2024

Grand Wailea Maui, A Waldorf Astoria Resort
Four Seasons Resort Maui at Wailea
Four Seasons Resort Maui at Wailea
5 out of 5
3900 Wailea Alanui Drive, Kihei, HI
The price is S$1,263 per night from 3 Dec to 4 Dec
S$1,263
includes taxes & fees
3 Dec - 4 Dec
9.6/10 Exceptional! (1,003 reviews)
"The staff is very friendly and dining options are amazing! The resort has so many complimentary activities to participate, would be visiting again."

Reviewed on 24 Nov,2024

Four Seasons Resort Maui at Wailea
See all 2,793 properties in Wailea-Makena
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.

Frequently asked questions

How much does a Wailea-Makena holiday package cost?
Get your credit card ready, because a trip to Wailea-Makena starts from only . When you combine your flights, hotels and more into a package, you’ll land the best prices.
How do I get a cheap travel package to Wailea-Makena?
If you love bargains, bundle your bookings into a Wailea-Makena holiday package. Whether you’re looking for flights, hotels, day tours or rental cars, you can book everything in one place. You’ll have endless choice at your fingertips as well. Expedia has over 550 air carriers and 1,000,000 properties all over the world to choose from. Fly with who you prefer, stay wherever you like and save your hard-earned money — now that’s the ideal escape!
What are the top hotels in Wailea-Makena?
Maui Coast Hotel and Days Inn by Wyndham Maui Oceanfront are two great hotels in Makena. A must-visit on any good Wailea-Makena itinerary, we recommend taking the time to explore this happening city.
How far in advance should I book my Wailea-Makena holiday?
Browse Expedia to compare international airfares as soon as you know your travel dates. You can generally purchase a seat up to a year prior to departure. If it’s too early for your preferred air carrier, or you’re booking late, don’t worry. Cheap tickets to Wailea-Makena sometimes appear just weeks before departure.
What does an Expedia Wailea-Makena travel package include?
Much of that depends on you. You can choose from a variety of Wailea-Makena bundles, such as a hotel, rental car and flight. You can also book a flight with a hotel, or a rental car with a flight. Once you’ve made your booking, you can add the fun stuff like activities and tours. Whatever your perfect Wailea-Makena break looks like, get set to save!
What should I know before booking a Wailea-Makena travel package?
A travel package can be easier on the credit card than individually booking all you need for your trip. For example, bundle your flights, hotels and rental cars and save big. Whatever sort of holiday you’re planning, you’re bound to find a package to suit your budget.
Can I choose my airline with a Wailea-Makena Expedia holiday package?
Yes, of course. Expedia has access to more than 550 airline partners throughout the world, so go with the carrier that’s a good fit for your travel preferences.
If I'm not able to travel, can I cancel my Wailea-Makena holiday package?
Because we know life is full of surprises, the answer is yes. For more information, check out our Customer Service Portal. But generally speaking, if you’ve made your booking in the last 24 hours, you may be able to change or cancel it without penalty. Your airline, hotel or car rental company may charge a fee if your booking is older than that.

Popular places to visit

Makena Beach State Park which includes a sandy beach

Makena State Park Beach

3/5(1 review)

Choose from three different beaches, each with its own character, along this unspoilt stretch of Maui’s southern shoreline.

Makena State Park Beach
Keawakapu Beach showing landscape views, tropical scenes and a beach

Keawakapu Beach North

This secluded beach is a true gem on the Hawaiian coastline, perfect for those looking to leave the world behind and escape to a tranquil paradise.

Keawakapu Beach North

Shops at Wailea

You can enjoy retail therapy at Shops at Wailea during your stay in Kihei. Wander the beautiful beaches or discover the beautiful sunsets in this romantic area.

Shops at Wailea

What to do in Wailea-Makena

Male swing fire in the Te Au Moana Luau performance in Maui

Te Au Moana Luau at the Wailea Beach Marriott Resort

S$365
Per adult
92% of travellers recommend
Te Au Moana Luau at the Wailea Beach Marriott Resort
Morning views at Haleakalā National Park

Haleakala National Park Sunrise Tour

S$289
Per adult
92% of travellers recommend
Haleakala National Park Sunrise Tour
Deluxe Molokini & Turtle Snorkel Luxury Sail Tour with Meals

Luxury Molokini & Turtle Snorkel Sail with Breakfast, Lunch & Open Bar

S$380
Per adult
96% of travellers recommend
Luxury Molokini & Turtle Snorkel Sail with Breakfast, Lunch & Open Bar
See all activities in Wailea-Makena

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.