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 $1,326, price is now $982 per person
$982
per person
Sep 12 - Sep 17
found 1 day ago
Roundtrip flight included
Dallas (DFW) 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 Banyan Vacation Club
South Kihei
Price was $1,754, price is now $1,201 per person
$1,201
per person
Sep 15 - Sep 20
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.
Lahaina Shores Beach Resort By Castle
Price was $1,472, price is now $1,055 per person
$1,055
per person
Sep 10 - Sep 14
found 15 hours ago
Roundtrip flight included
Dallas (DFW) to Kahului (OGG)
Book a stay at this beach apartment in Lahaina. Enjoy free WiFi, a beach locale, and parking (surcharge). Popular attractions Kaanapali Beach and Whalers Village are located nearby.
Maui Beach Vacation Club
North Kihei
Price was $1,545, price is now $1,130 per person
$1,130
per person
Sep 15 - Sep 20
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.
Palms at Wailea Maui
Wailea
Price was $1,674, price is now $1,236 per person
$1,236
per person
Sep 9 - Sep 14
found 1 day ago
Roundtrip 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.
Mana Kai Maui- Official Onsite Rental
South Kihei
Price was $1,530, price is now $1,180 per person
$1,180
per person
Sep 15 - Sep 20
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.
Hotel Wailea, Relais & Chateaux - Adults Only
Wailea
Save 100% on your flight
Price was $5,819, price is now $4,705 per person
$4,705
per person
Sep 7 - Sep 14
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 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.
Hip Hawaiian Seaside Vistas
Central Kihei
Price was $1,500, price is now $1,226 per person
$1,226
per person
Sep 9 - Sep 14
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
Book a stay at this beach apartment in Kihei. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Wailea Beach and Waipuilani Park 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 ...
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 ...
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 ...
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
$147 Roundtrip, found 1 hour ago
$147
Roundtrip
found 1 hour ago
Sun, Aug 23 - Sat, Aug 29
HNL
Daniel K. Inouye Intl.
JHM
West Maui
$242 Roundtrip, found 5 days ago
$242
Roundtrip
found 5 days ago
Wed, Nov 11 - Wed, Nov 11
LAX
Los Angeles Intl.
OGG
Kahului
$299 Roundtrip, found 3 days ago
$299
Roundtrip
found 3 days ago
Tue, Oct 20 - Tue, Oct 27
PDX
Portland Intl.
OGG
Kahului
$341 Roundtrip, found 1 day ago
$341
Roundtrip
found 1 day ago
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