Search Deals onWailea Vacation Packages
Wailea Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.

Kihei Kai Nani
South Kihei
Price was $1,362, price is now $995 per person
$995
per person
Jun 9 - Jun 15
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
Book a stay at this beach condo in Kihei. Enjoy free parking, a garden, and concierge services. Popular attractions Wailea Beach and Kamaole Beach Park 2 are located nearby.

Maui Beach Vacation Club
North Kihei
Save 100% on your flight
Price was $2,282, price is now $1,456 per person
$1,456
per person
Jun 2 - Jun 8
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Kahului (OGG)
Book a stay at this beach aparthotel in Kihei. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff in our reviews. Popular attractions Wailea Beach and Hawaiian Islands Humpback Whale National Marine Sanctuary Headquarters are located nearby.

Mana Kai Maui- Official Onsite Rental
South Kihei
Save 100% on your flight
Price was $2,898, price is now $2,075 per person
$2,075
per person
Jun 2 - Jun 8
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Kahului (OGG)
Book a stay at this beach hotel in Kihei. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the property condition in our reviews. Popular attractions Wailea Beach and Keawakapu Beach North are located nearby.

Grand Wailea Maui, A Waldorf Astoria Resort
Wailea
Save 100% on your flight
Price was $3,888, price is now $2,829 per person
$2,829
per person
Jun 2 - Jun 8
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Kahului (OGG)
Book a stay at this luxury resort in Kihei. Enjoy free WiFi, 9 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Wailea Beach and Shops at Wailea are located nearby.

Fairmont Kea Lani Maui
Wailea
Save 100% on your flight
Price was $4,791, price is now $3,512 per person
$3,512
per person
Jun 2 - Jun 8
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Kahului (OGG)
Book a stay at this luxury resort in Kihei. Enjoy 3 outdoor pools, a full-service spa, and 6 restaurants. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Wailea Beach and Wailea Blue Golf Course are located nearby.

Maui Banyan Vacation Club
South Kihei
Price was $1,445, price is now $1,067 per person
$1,067
per person
Jun 2 - Jun 8
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Kahului (OGG)
Stay at this condo in Kihei. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Wailea Beach and Kamaole Beach Park 2 are located nearby.

Maui Seaside Hotel
Price was $1,834, price is now $1,361 per person
$1,361
per person
Jun 2 - Jun 8
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Kahului (OGG)
Book a stay at this beach hotel in Kahului. Enjoy free WiFi, a beach locale, and breakfast (surcharge). Our guests praise the pool and the restaurant in our reviews. Popular attractions Ho'aloha Park and Regal Maui Mall are located nearby.

Wailea Grand Champions - Maui Condo & Home
Wailea
Save 100% on your flight
Price was $2,338, price is now $1,752 per person
$1,752
per person
Jun 24 - Jul 1
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
Book a stay at this golf condo in Kihei. Enjoy free WiFi, 5 outdoor tennis courts, and cable TV channels. Popular attractions Wailea Beach and Shops at Wailea are located nearby.
3-4 Night Vacations in Wailea
Price found within the past 48 hours. Click for updated prices.



5-7 Night Vacations in Wailea
Price found within the past 48 hours. Click for updated prices.



Cheap Hotel Deals in Wailea

Grand Wailea Maui, A Waldorf Astoria Resort
3850 Wailea Alanui Drive Kihei HI
Book a stay at this luxury resort in Kihei. Enjoy free WiFi, 9 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...

Four Seasons Resort Maui at Wailea
3900 Wailea Alanui Drive Kihei HI
Book a stay at this luxury resort in Kihei. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular ...

Fairmont Kea Lani Maui
4100 Wailea Alanui Dr Kihei HI
Book a stay at this luxury resort in Kihei. Enjoy 3 outdoor pools, a full-service spa, and 6 restaurants. Our guests praise the helpful staff and the property ...
Save an average of 15% on thousands of hotels when you're signed in

Wailea Beach Resort - Marriott, Maui
3700 Wailea Alanui Dr Kihei HI
Book a stay at this luxury resort in Kihei. Enjoy 4 outdoor pools, a full-service spa, and 4 restaurants. Our guests praise the pool and the helpful staff in ...

Andaz Maui at Wailea Resort - a concept by Hyatt
3550 Wailea Alanui Dr Kihei HI
Book a stay at this luxury resort in Kihei. Enjoy free WiFi, 5 outdoor pools, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular ...

AC Hotel by Marriott Maui Wailea
88 WAILEA IKE PLACE Kihei HI
Stay at this hotel in Kihei. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the property condition in our ...

Residence Inn by Marriott Maui Wailea
75 Wailea Ike Kihei HI
Book a stay at this business-friendly hotel in Kihei. Enjoy free breakfast, a free beach shuttle, and a 24-hour fitness center. Our guests praise the helpful ...

Hotel Wailea, Relais & Chateaux - Adults Only
555 Kaukahi Street Kihei HI
Book a stay at this luxury resort in Kihei. Enjoy 3 restaurants, breakfast (surcharge), and a free beach shuttle. Our guests praise the helpful staff in our ...
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.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Sat, Jun 6 - Sun, Jun 7
HNL
Daniel K. Inouye Intl.
JHM
West Maui
$149 Roundtrip, found 2 days ago
$149
Roundtrip
found 2 days ago

Wed, May 20 - Tue, Jun 2
HNL
Daniel K. Inouye Intl.
OGG
Kahului
$169 Roundtrip, just found
$169
Roundtrip
just found

Tue, Jun 2 - Tue, Jun 2
OAK
Oakland Intl.
OGG
Kahului
$307 Roundtrip, found 15 hours ago
$307
Roundtrip
found 15 hours ago

Tue, Jun 2 - Mon, Jun 8
SFO
San Francisco Intl.
OGG
Kahului
$324 Roundtrip, just found
$324
Roundtrip
just found
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