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

The Gardens at West Maui
Save 100% on your flight
Price was $1,258, price is now $664 per person
$664
per person
Nov 17 - Nov 22
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) 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.

Mana Kai Maui- Official Onsite Rental
Price was $1,734, price is now $799 per person
$799
per person
Dec 1 - Dec 5
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) 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.

Napili Kai Beach Resort
Save 100% on your flight
Price was $1,951, price is now $1,014 per person
$1,014
per person
Nov 17 - Nov 22
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Kahului (OGG)
This hotel features 4 outdoor pools, 2 hot tubs, and a restaurant. Dine at the beachfront restaurant and relax with sun loungers. There's fun for all ages with a free kid's club and mini golf, and families will appreciate the onsite laundry facilities.

Napili Shores Maui by OUTRIGGER
Save 100% on your flight
Price was $1,866, price is now $1,004 per person
$1,004
per person
Oct 13 - Oct 20
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Kahului (OGG)
This smoke-free aparthotel features 2 restaurants, 2 outdoor pools, and a hot tub. Guests will appreciate free perks like free self parking and WiFi in public areas. A terrace, a picnic area, and luggage storage are also on offer.

Maui Beach Vacation Club
Save 100% on your flight
Price was $1,260, price is now $691 per person
$691
per person
Nov 17 - Nov 22
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Kahului (OGG)
This aparthotel features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the hot tub and perks like free self parking and free WiFi. A garden and barbecue grills are also provided.
Top Wailea hotels deals

Grand Wailea Maui, A Waldorf Astoria Resort
3850 Wailea Alanui Drive, Kihei, HI
$735 nightly
The price is $867 total per night
$867 total
Sep 13 - Sep 14
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.
Pool
Hot Tub

Fairmont Kea Lani Maui
4100 Wailea Alanui Dr, Kihei, HI
$942 nightly
The price is $1,111 total per night
$1,111 total
Oct 1 - Oct 2
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.
Pool
Hot Tub

Andaz Maui at Wailea Resort - a concept by Hyatt
3550 Wailea Alanui Dr, Kihei, HI
$793 nightly
The price is $935 total per night
$935 total
Oct 7 - Oct 8
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.
Pool
Hot Tub

Four Seasons Resort Maui at Wailea
3900 Wailea Alanui Drive, Kihei, HI
$755 nightly
The price is $891 total per night
$891 total
Sep 13 - Sep 14
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.
Pool
Hot Tub

Wailea Beach Resort - Marriott, Maui
3700 Wailea Alanui Dr, Kihei, HI
$609 nightly
The price is $718 total per night
$718 total
Sep 26 - Sep 27
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.
Pool
Hot Tub

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
Sep 8 - Sep 9
Total with 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.
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.

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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