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

Maui Beach Vacation Club
North Kihei
Price was $1,685, price is now $1,147 per person
$1,147
per person
Aug 27 - Sep 3
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.

Maui Banyan Vacation Club
South Kihei
Price was $1,699, price is now $1,157 per person
$1,157
per person
Aug 27 - Sep 3
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.

Hotel Wailea, Relais & Chateaux - Adults Only
Wailea
Save 100% on your flight
Price was $3,273, price is now $2,304 per person
$2,304
per person
Aug 27 - Aug 31
found 19 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Kahului (OGG)
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 reviews. Popular attractions Wailea Beach and Wailea Blue Golf Course are located nearby.

Grand Wailea Maui, A Waldorf Astoria Resort
Wailea
Save 100% on your flight
Price was $3,999, price is now $2,914 per person
$2,914
per person
Aug 27 - Sep 3
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 Grand Wailea are located nearby.

Lumeria Maui Educational Retreat Center
Price was $2,238, price is now $1,643 per person
$1,643
per person
Aug 27 - Sep 3
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Kahului (OGG)
Book a stay at this boutique hotel in Makawao. Enjoy free breakfast, onsite spa services, and a garden. Popular attractions Haliʻimaile Farmer's Market and Maui Gold Pineapple Farm are located nearby.

Palms at Wailea Maui
Wailea
Save 100% on your flight
Price was $2,174, price is now $1,598 per person
$1,598
per person
Aug 17 - Aug 22
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Kahului (OGG)
Book a stay at this golf aparthotel in Kihei. Enjoy free WiFi, free parking, and a garden. Our guests praise the property condition in our reviews. Popular attractions Wailea Beach and Keawakapu Beach South are located nearby.

Hale Akua Garden Farm & Eco-Retreat
Price was $1,895, price is now $1,447 per person
$1,447
per person
Aug 27 - Sep 3
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Kahului (OGG)
Stay at this country house in Haiku. Enjoy free WiFi, free parking, and 4 beach bars. Popular attractions Twin Falls and Garden of Eden Arboretum are located nearby.

Mana Kai Maui- Official Onsite Rental
South Kihei
Price was $1,863, price is now $1,445 per person
$1,445
per person
Aug 27 - Sep 3
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.
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 ...

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 ...

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 ...
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.

Wed, Aug 26 - Wed, Aug 26
HNL
Daniel K. Inouye Intl.
OGG
Kahului
$136 Roundtrip, found 5 hours ago
$136
Roundtrip
found 5 hours ago

Mon, Aug 24 - Tue, Sep 1
HNL
Daniel K. Inouye Intl.
JHM
West Maui
$198 Roundtrip, found 5 hours ago
$198
Roundtrip
found 5 hours ago

Tue, Oct 20 - Mon, Nov 9
LAX
Los Angeles Intl.
OGG
Kahului
$285 Roundtrip, found 1 day ago
$285
Roundtrip
found 1 day ago

Tue, Sep 1 - Wed, Sep 9
SFO
San Francisco Intl.
OGG
Kahului
$313 Roundtrip, found 1 day ago
$313
Roundtrip
found 1 day ago
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