Wailea flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.
Royal Lahaina Resort & Bungalows
Save 100% on your flight
per person
Feb 2 - Feb 7
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Kahului (OGG)
A full-service spa, 2 restaurants, and 2 outdoor pools are all featured at this eco-certified hotel. Enjoy beachfront dining and relax with beach cabanas and beach umbrellas. Enjoy the 11 outdoor tennis courts and perks like free WiFi.
Maui Banyan Vacation Club
Save 100% on your flight
per person
Feb 7 - Feb 14
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
This condo features an outdoor pool and a spa tub. Guests will appreciate free perks like free self parking and WiFi in public areas. A garden, concierge services, and barbecue grills are also on offer.
OUTRIGGER Kaanapali Beach Resort
Save 100% on your flight
per person
Jan 21 - Jan 25
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) 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 Mahana at Kaanapali
Save 100% on your flight
per person
Jan 21 - Jan 25
found 24 hours ago
Roundtrip non-stop flight included
Denver (DEN) to Kahului (OGG)
This aparthotel features an outdoor pool and an outdoor tennis court. WiFi in public areas is free. A terrace, a garden, and a library are also on offer.
Top Wailea hotels deals
Fairmont Kea Lani Maui
4100 Wailea Alanui Dr, Kihei, HI
The price is $609 per night
$609
includes taxes & fees
$517 per night
Dec 1 - Dec 2
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
Grand Wailea Maui, A Waldorf Astoria Resort
3850 Wailea Alanui Drive, Kihei, HI
The price is $986 per night
$986
includes taxes & fees
$836 per night
Nov 22 - Nov 23
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
Four Seasons Resort Maui at Wailea
3900 Wailea Alanui Drive, Kihei, HI
The price is $938 per night
$938
includes taxes & fees
$795 per night
Nov 30 - Dec 1
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
Wailea Beach Resort - Marriott, Maui
3700 Wailea Alanui Dr, Kihei, HI
The price is $783 per night
$783
includes taxes & fees
$664 per night
Dec 14 - Dec 15
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.
Pool
Hot Tub
Andaz Maui at Wailea Resort - a concept by Hyatt
3550 Wailea Alanui Dr, Kihei, HI
The price is $783 per night
$783
includes taxes & fees
$664 per night
Nov 22 - Nov 23
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.
Pool
Hot Tub
AC Hotel by Marriott Maui Wailea
88 WAILEA IKE PLACE, Kihei, HI
Free Cancellation
Reserve now, pay when you stay
The price is $565 per night
$565
includes taxes & fees
$479 per night
Dec 13 - Dec 14
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.
Pool
Free WiFi
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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