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

Sands of Kahana
Price was $1,467, price is now $1,062 per person
$1,062
per person
Mar 22 - Mar 26
found 14 hours ago
Roundtrip non-stop flight included
Spokane (GEG) to Kahului (OGG)
Book a stay at this beach aparthotel in Kahana. Enjoy free parking, a beach locale, and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Kaanapali Beach and Napili Bay are located nearby.

Hono Koa Vacation Club
Save 100% on your flight
Price was $1,940, price is now $1,388 per person
$1,388
per person
Apr 8 - Apr 13
found 16 hours ago
Roundtrip flight included
Las Vegas (LAS) to Kahului (OGG)
Stay at this condo in Honokowai. Enjoy free WiFi, free parking, and a garden. Our guests praise the helpful staff in our reviews. Popular attractions Kaanapali Beach and Black Rock are located nearby.

OUTRIGGER Honua Kai Resort & Spa
Price was $2,223, price is now $1,722 per person
$1,722
per person
Mar 25 - Mar 29
found 24 hours ago
Roundtrip non-stop flight included
Spokane (GEG) to Kahului (OGG)
Book a stay at this beach condo in Kaanapali. Enjoy free WiFi, free valet parking, and 4 outdoor pools. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Kaanapali Beach and Black Rock are located nearby.

Maui Banyan Vacation Club
South Kihei
Price was $2,095, price is now $1,686 per person
$1,686
per person
Apr 2 - Apr 6
found 19 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 garden. Popular attractions Wailea Beach and Kamaole Beach Park 2 are located nearby.

The Gardens at West Maui
Price was $2,136, price is now $1,720 per person
$1,720
per person
Mar 21 - Mar 26
found 20 hours ago
Roundtrip flight included
Atlanta (ATL) to Kahului (OGG)
Stay at this condo in Napili. Enjoy free WiFi, free parking, and a garden. Our guests praise the helpful staff in our reviews. Popular attractions Kaanapali Beach and Napili Bay are located nearby.

The Kalama Residence
South Kihei
Price was $2,344, price is now $1,949 per person
$1,949
per person
Mar 22 - Mar 26
found 1 day ago
Roundtrip non-stop flight included
Spokane (GEG) 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 Cove Park are located nearby.

Sugar Beach Resort - Maui Condo & Home
North Kihei
Price was $2,121, price is now $1,780 per person
$1,780
per person
Mar 28 - Apr 2
found 1 day ago
Roundtrip non-stop flight included
Las Vegas (LAS) to Kahului (OGG)
Book a stay at this beach aparthotel in Kihei. Enjoy free WiFi, a beach locale, and a garden. Our guests praise the property condition in our reviews. Popular attractions Sugar Beach and Maalaea Bay Beaches are located nearby.

Upscale Oceanfront Penthouse Vistas
North Kihei
Save 100% on your flight
Price was $4,653, price is now $3,909 per person
$3,909
per person
Apr 6 - Apr 13
found 23 hours ago
Roundtrip flight included
Las Vegas (LAS) to Kahului (OGG)
Book a stay at this luxury condo in Kihei. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Wailea Beach and Kalepolepo Beach 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 ...

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.

Tue, Mar 24 - Tue, Mar 24
HNL
Daniel K. Inouye Intl.
OGG
Kahului
$95 Roundtrip, just found
$95
Roundtrip
just found

Tue, Apr 21 - Thu, May 7
SFO
San Francisco Intl.
OGG
Kahului
$198 Roundtrip, found 1 day ago
$198
Roundtrip
found 1 day ago

Wed, Mar 11 - Tue, Mar 24
LAX
Los Angeles Intl.
OGG
Kahului
$237 Roundtrip, found 16 hours ago
$237
Roundtrip
found 16 hours ago

Mon, Mar 9 - Tue, Mar 17
SEA
Seattle - Tacoma Intl.
OGG
Kahului
$264 Roundtrip, found 4 days ago
$264
Roundtrip
found 4 days ago
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