Search Deals onWailea Vacation Packages
Wailea Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Maui Vista – Maui Condo & Home
South Kihei
Price was $1,608, price is now $1,208 per person
$1,208
per person
Jul 28 - Aug 4
found 19 hours ago
Roundtrip flight included
San Francisco (SFO) to Kahului (OGG)
Stay at this condo in Kihei. Enjoy free WiFi, free parking, and 3 outdoor pools. Popular attractions Wailea Beach and Charley Young Beach are located nearby.
Royal Lahaina Bungalows & Spa
Save 100% on your flight
Price was $2,845, price is now $2,052 per person
$2,052
per person
Jul 27 - Aug 3
found 20 hours ago
Roundtrip flight included
San Francisco (SFO) to Kahului (OGG)
Book a stay at this luxury aparthotel in Lahaina. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Popular attractions Kaanapali Beach and Whalers Village are located nearby.
Maui Beach Vacation Club
North Kihei
Price was $2,010, price is now $1,451 per person
$1,451
per person
Aug 2 - Aug 8
found 8 hours 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 $2,116, price is now $1,570 per person
$1,570
per person
Aug 2 - Aug 8
found 8 hours 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.
Palms at Wailea Maui
Wailea
Price was $3,048, price is now $2,268 per person
$2,268
per person
Jul 26 - Jul 31
found 1 day ago
Roundtrip flight included
Dallas (DFW) 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.
Hampton Inn & Suites Maui North Shore
Price was $2,503, price is now $1,891 per person
$1,891
per person
Jul 29 - Aug 3
found 6 hours ago
Roundtrip flight included
Dallas (DFW) to Kahului (OGG)
Book a stay at this beach hotel in Kahului. Enjoy free breakfast, free WiFi, and a beach locale. Popular attractions Ho'aloha Park and Queen Ka’ahumanu Center are located nearby.
Wailea Grand Champions - Maui Condo & Home
Wailea
Price was $1,600, price is now $1,236 per person
$1,236
per person
Aug 12 - Aug 16
found 1 day ago
Roundtrip flight included
San Francisco (SFO) 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.
Hip Hawaiian Seaside Vistas
Central Kihei
Price was $2,029, price is now $1,572 per person
$1,572
per person
Aug 9 - Aug 15
found 1 day ago
Roundtrip flight included
San Francisco (SFO) 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 ...
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 ...
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 ...
Save an average of 15% on thousands of hotels when you're signed 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 ...
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 ...
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 ...
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 ...
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
$133 Roundtrip, found 9 hours ago
$133
Roundtrip
found 9 hours ago
Thu, Aug 27 - Fri, Sep 4
HNL
Daniel K. Inouye Intl.
JHM
West Maui
$198 Roundtrip, found 1 day ago
$198
Roundtrip
found 1 day ago
Thu, Aug 27 - Thu, Aug 27
LAX
Los Angeles Intl.
OGG
Kahului
$291 Roundtrip, found 18 hours ago
$291
Roundtrip
found 18 hours ago
Mon, Aug 31 - Mon, Aug 31
OAK
Oakland Intl.
OGG
Kahului
$336 Roundtrip, found 1 day ago
$336
Roundtrip
found 1 day ago
Discover Other Travel Deals
- Wailea Beach Vacations
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- Little Beach Vacations
- Polo Beach Vacations
- Wailea Shopping Village Shopping Center Vacations
- Ulua Beach Park Vacations
- Ulua Beach Vacations
- Mokapu Beach Vacations
- Wailea Gold Golf Course Vacations
- Keawakapu Beach South Vacations