Search Deals onWailea Vacation Packages
Wailea Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Hampton Inn & Suites Maui North Shore
Save 100% on your flight
Price was $1,645, price is now $1,089 per person
$1,089
per person
Jan 14 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) 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.
OUTRIGGER Kaanapali Beach Resort
Save 100% on your flight
Price was $3,337, price is now $1,912 per person
$1,912
per person
Jan 17 - Jan 25
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Kahului (OGG)
Book a stay at this beach resort in Kaanapali. Enjoy free WiFi, a beach locale, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Kaanapali Beach and Whalers Village are located nearby.
Sands of Kahana
Save 100% on your flight
Price was $5,483, price is now $3,363 per person
$3,363
per person
Jan 17 - Jan 25
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) 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.
Maui Beach Vacation Club
North Kihei
Save 100% on your flight
Price was $4,286, price is now $2,690 per person
$2,690
per person
Jan 17 - Jan 25
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) 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.
Kahana Villa
Save 100% on your flight
Price was $2,043, price is now $1,414 per person
$1,414
per person
Jan 26 - Feb 2
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Kahului (OGG)
Stay at this condo in Kahana. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Kaanapali Beach and Napili Bay are located nearby.
The Gardens at West Maui
Save 100% on your flight
Price was $2,049, price is now $1,435 per person
$1,435
per person
Jan 10 - Jan 17
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) 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.
Kaanapali Maui at the Eldorado by OUTRIGGER
Save 100% on your flight
Price was $2,291, price is now $1,616 per person
$1,616
per person
Jan 17 - Jan 25
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Kahului (OGG)
Book a stay at this golf condo in Kaanapali. Enjoy free WiFi, 3 outdoor pools, and a free beach shuttle. Our guests praise the helpful staff in our reviews. Popular attractions Kaanapali Beach and Black Rock are located nearby.
Maui Seaside Hotel
Save 100% on your flight
Price was $1,693, price is now $1,226 per person
$1,226
per person
Jan 17 - Jan 25
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) 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 Queen Ka’ahumanu Center 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.
Wed, Jan 7 - Wed, Jan 7
HNL
Daniel K. Inouye Intl.
OGG
Kahului
$95 Roundtrip, found 4 hours ago
$95
Roundtrip
found 4 hours ago
Mon, Mar 2 - Mon, Mar 2
SJC
Norman Y. Mineta San Jose Intl.
OGG
Kahului
$214 Roundtrip, found 3 days ago
$214
Roundtrip
found 3 days ago
Wed, Jan 21 - Mon, Jan 26
SEA
Seattle - Tacoma Intl.
OGG
Kahului
$220 Roundtrip, found 6 days ago
$220
Roundtrip
found 6 days ago
Tue, Jan 6 - Tue, Jan 13
SFO
San Francisco Intl.
OGG
Kahului
$228 Roundtrip, found 6 days ago
$228
Roundtrip
found 6 days ago
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