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

Kahana Beach Vacation Club
Save 100% on your flight
Price was $1,639, price is now $980 per person
$980
per person
Nov 21 - Nov 26
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) 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. Laundry facilities, concierge services, and barbecue grills are also on offer.

Napili Kai Beach Resort
Price was $1,971, price is now $1,000 per person
$1,000
per person
Nov 14 - Nov 18
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) 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.

Royal Lahaina Resort & Bungalows
Save 100% on your flight
Price was $1,744, price is now $990 per person
$990
per person
Nov 21 - Nov 26
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) 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 Whaler Resort Kaanapali Beach
Save 100% on your flight
Price was $2,214, price is now $1,275 per person
$1,275
per person
Nov 8 - Nov 15
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Kahului (OGG)
This condo's 2 outdoor tennis courts and outdoor pool are among the featured amenities. Guests will appreciate free perks like free self parking and WiFi in public areas. A 24-hour business center, a garden, and a picnic area are also on offer.

Hyatt Vacation Club at Ka'anapali Beach, Maui
Save 100% on your flight
Price was $2,223, price is now $1,333 per person
$1,333
per person
Nov 8 - Nov 11
found 4 hours ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
This eco-certified hotel features 2 outdoor pools, a bar/lounge, and a poolside bar. Enjoy the 24-hour gym and perks like free WiFi. Valet parking, a coffee shop, and a garden are also offered.
Top Wailea hotels deals

Grand Wailea Maui, A Waldorf Astoria Resort
3850 Wailea Alanui Drive, Kihei, HI
$751 nightly
The price is $886 total per night
$886 total
Sep 8 - Sep 9
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
$899 nightly
The price is $1,061 total per night
$1,061 total
Sep 9 - Sep 10
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
$817 nightly
The price is $963 total per night
$963 total
Oct 1 - Oct 2
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 27 - Sep 28
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
$706 nightly
The price is $833 total per night
$833 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
$488 nightly
The price is $576 total per night
$576 total
Sep 5 - Sep 6
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
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
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
Three distinct, undeveloped beaches and a dormant volcano crater form this scenic southern region of Maui.
Frequently asked questions
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