
Deals on vacations and trips to Wailea
Wailea flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.


AEI at The Mahana Kaanapali Resort
Save 100% on your flight
per person
Aug 18 - Aug 22
found 1 day ago
Roundtrip flight included
Dallas (DAL) 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 garden, a library, and a picnic area are also on offer.

AEI at Kaanapali Shores
Save 100% on your flight
per person
Aug 18 - Aug 22
found 1 day ago
Roundtrip non-stop flight included
Dallas (DAL) to Kahului (OGG)
A full-service spa, an outdoor pool, and a restaurant are all featured at this smoke-free aparthotel. Enjoy the gym and perks like free WiFi. Enjoy the outdoor tennis court and unwind at the bar/lounge and poolside bar.

Royal Lahaina Resort & Bungalows
Save 100% on your flight
per person
Jul 16 - Jul 21
found 1 day ago
Roundtrip flight included
Dallas (DAL) to Kahului (OGG)
A full-service spa, 2 outdoor pools, and 11 outdoor tennis courts are featured at this eco-certified hotel. Enjoy beachfront dining and relax with beach cabanas and sun loungers. Unwind with a drink at one of the 2 bars/lounges and enjoy freebies like WiFi in public areas and a shopping center shuttle.

The Gardens at West Maui
per person
Aug 18 - Aug 22
found 1 day ago
Roundtrip flight included
Dallas (DAL) to Kahului (OGG)
This condo features an outdoor pool and a hot tub. Guests will appreciate free perks like free self parking and WiFi in public areas. A garden, luggage storage, and barbecue grills are also on offer.
Top Wailea hotels deals

Grand Wailea Maui, A Waldorf Astoria Resort
3850 Wailea Alanui Drive, Kihei, HI
$946 nightly
The price is $1,115 total per night
$1,115 total
Jun 4 - Jun 5
Total includes 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.

Four Seasons Resort Maui at Wailea
3900 Wailea Alanui Drive, Kihei, HI
$795 nightly
The price is $938 total per night
$938 total
Jun 23 - Jun 24
Total includes 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.

Fairmont Kea Lani Maui
4100 Wailea Alanui Dr, Kihei, HI
$891 nightly
The price is $1,051 total per night
$1,051 total
Jun 6 - Jun 7
Total includes 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.

Wailea Beach Resort - Marriott, Maui
3700 Wailea Alanui Dr, Kihei, HI
$727 nightly
The price is $858 total per night
$858 total
Jun 4 - Jun 5
Total includes 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.

AC Hotel by Marriott Maui Wailea
88 WAILEA IKE PLACE, Kihei, HI
Free Cancellation
Reserve now, pay when you stay
$450 nightly
The price is $531 total per night
$531 total
Jun 9 - Jun 10
Total includes taxes and fees
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.

Andaz Maui at Wailea Resort - a concept by Hyatt
3550 Wailea Alanui Dr, Kihei, HI
$825 nightly
The price is $973 total per night
$973 total
Jul 2 - Jul 3
Total includes 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.
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.

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.

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.
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