Wailea flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.
Maui Schooner Resort
Save 100% on your flight
per person
Jan 26 - Jan 30
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 spa tub and perks like free self parking. A garden, a picnic area, and a computer station are also on offer.
OUTRIGGER Kaanapali Beach Resort
Save 100% on your flight
per person
Mar 14 - Mar 18
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) to Kahului (OGG)
This resort features a restaurant, an outdoor pool, and a bar/lounge. Enjoy beachfront dining and relax with beach cabanas and sun loungers. Guests will appreciate perks like free WiFi and a free area shuttle.
Aston Kaanapali Shores
Save 100% on your flight
per person
Mar 14 - Mar 18
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) to Kahului (OGG)
This aparthotel's full-service spa, 2 outdoor pools, and 2 outdoor tennis courts are some of the highlights. Traveling on business? Take advantage of the 2 conference rooms, along with dry cleaning/laundry services. There's a restaurant and a bar/lounge for dining and drinks, and also a gym on site.
Aston Maui Hill
Save 100% on your flight
per person
Mar 14 - Mar 18
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) to Kahului (OGG)
This aparthotel features an outdoor pool and an outdoor tennis court. Enjoy the spa tub and perks like free self parking and free WiFi. A garden, dry cleaning, and concierge services are also on offer.
Top Wailea hotels deals
Four Seasons Resort Maui at Wailea
3900 Wailea Alanui Drive, Kihei, HI
The price is $908 per night
$908
includes taxes & fees
$770 per night
Jan 11 - Jan 12, 2025
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.
Grand Wailea Maui, A Waldorf Astoria Resort
3850 Wailea Alanui Drive, Kihei, HI
The price is $1,115 per night
$1,115
includes taxes & fees
$946 per night
Jan 5 - Jan 6, 2025
A full-service spa, 5 restaurants, and 9 outdoor pools are all featured at this luxury resort. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. 2 poolside bars and 2 bars/lounges are featured at this resort, along with a gym.
Pool
Hot Tub
Wailea Beach Resort - Marriott, Maui
3700 Wailea Alanui Dr, Kihei, HI
The price is $858 per night
$858
includes taxes & fees
$728 per night
Jan 4 - Jan 5, 2025
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 spa tubs and perks like free WiFi.
Andaz Maui at Wailea Resort - a concept by Hyatt
3550 Wailea Alanui Dr, Kihei, HI
The price is $1,232 per night
$1,232
includes taxes & fees
$1,045 per night
Jan 2 - Jan 3, 2025
A full-service spa, 4 restaurants, and 5 outdoor pools are all featured at this luxury resort. Spend a day at the beach kayaking, or relax with sun loungers and beach umbrellas. Relax with a drink at one of the 2 poolside bars and get perks like free WiFi.
Fairmont Kea Lani Maui
4100 Wailea Alanui Dr, Kihei, HI
The price is $1,061 per night
$1,061
includes taxes & fees
$899 per night
Jan 18 - Jan 19, 2025
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.
AC Hotel by Marriott Maui Wailea
88 WAILEA IKE PLACE, Kihei, HI
Free Cancellation
Reserve now, pay when you stay
The price is $574 per night
$574
includes taxes & fees
$487 per night
Jan 7 - Jan 8, 2025
This smoke-free hotel includes 2 restaurants, an outdoor pool, and a gym. Relax with a drink at the bar/lounge and enjoy perks like free WiFi. Self parking, a grocery/convenience store, and dry cleaning are also offered.
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
4.5/5(1,614 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.
Makena State Park Beach
4.5/5(438 reviews)
Three distinct, undeveloped beaches and a dormant volcano crater form this scenic southern region of Maui.
Maluaka Beach
4.5/5(101 reviews)
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.
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