Search Deals onWailea Vacation Packages
Wailea Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
AEI at Kaanapali Shores
Save 100% on your flight
per person
Aug 20 - Aug 25
found 1 day ago
Roundtrip non-stop flight included
Sacramento (SMF) to Kahului (OGG)
Stay at this 4-star beach aparthotel in Kaanapali. Enjoy free WiFi, a full-service spa, and a beach locale. Popular attractions Whalers Village and Kaanapali Beach are located nearby.
Royal Lahaina Resort & Bungalows
Save 100% on your flight
per person
Aug 20 - Aug 25
found 1 day ago
Roundtrip non-stop flight included
Sacramento (SMF) to Kahului (OGG)
Stay at this 4-star beach hotel in Kaanapali. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Whalers Village and Kaanapali Beach are located nearby.
Mana Kai Maui- Official Onsite Rental
Save 100% on your flight
per person
Aug 20 - Aug 25
found 1 day ago
Roundtrip non-stop flight included
Sacramento (SMF) to Kahului (OGG)
Stay at this 3.5-star 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.
AEI at Maui Kaanapali Villas Resort
Save 100% on your flight
per person
Aug 20 - Aug 25
found 1 day ago
Roundtrip non-stop flight included
Sacramento (SMF) to Kahului (OGG)
Stay at this 3.5-star beach hotel in Kaanapali. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Whalers Village and Kaanapali Beach are located nearby.
OUTRIGGER Kaanapali Beach Resort
Save 100% on your flight
per person
Aug 20 - Aug 25
found 1 day ago
Roundtrip non-stop flight included
Sacramento (SMF) to Kahului (OGG)
Stay at this 3.5-star 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 Whalers Village and Kaanapali Beach are located nearby.
The Gardens at West Maui
Save 100% on your flight
per person
Aug 20 - Aug 25
found 1 day ago
Roundtrip non-stop flight included
Sacramento (SMF) to Kahului (OGG)
Stay at this 3-star condo in Kapalua. Enjoy free WiFi, free parking, and a garden. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Whalers Village and Kaanapali Beach are located nearby.
Kahana Beach Vacation Club
Save 100% on your flight
per person
Aug 20 - Aug 25
found 1 day ago
Roundtrip non-stop flight included
Sacramento (SMF) to Kahului (OGG)
Stay at this 3-star beach condo in Kahana. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff in our reviews. Popular attractions Whalers Village and Kaanapali Beach are located nearby.
The Whaler Resort Kaanapali Beach
Save 100% on your flight
per person
Aug 20 - Aug 25
found 1 day ago
Roundtrip non-stop flight included
Sacramento (SMF) to Kahului (OGG)
Stay at this 4-star beach condo in Kaanapali. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff in our reviews. Popular attractions Whalers Village and Kaanapali Beach 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
Stay at this 5-star 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 ...
Andaz Maui at Wailea Resort - a concept by Hyatt
3550 Wailea Alanui Dr, Kihei, HI
Stay at this 4.5-star 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 ...
Four Seasons Resort Maui at Wailea
3900 Wailea Alanui Drive, Kihei, HI
Stay at this 5-star luxury resort in Kihei. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the helpful staff and the property condition ...
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
Stay at this 4.5-star luxury resort in Kihei. Enjoy 4 outdoor pools, a full-service spa, and 4 restaurants. Our guests praise the pool and the helpful staff ...
Fairmont Kea Lani Maui
4100 Wailea Alanui Dr, Kihei, HI
Stay at this 5-star 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 3.5-star hotel in Kihei. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the property condition ...
Residence Inn by Marriott Maui Wailea
75 Wailea Ike, Kihei, HI
Stay at this 3.5-star 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
Stay at this 5-star 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, Oct 7 - Tue, Oct 7
HNL
Daniel K. Inouye Intl.
OGG
Kahului
$114 Roundtrip, just found
$114
Roundtrip
just found
Thu, Jul 24 - Sat, Aug 9
HNL
Daniel K. Inouye Intl.
JHM
West Maui
$151 Roundtrip, found 4 hours ago
$151
Roundtrip
found 4 hours ago
Fri, Sep 19 - Fri, Sep 26
YVR
Vancouver Intl.
OGG
Kahului
$249 Roundtrip, found 2 days ago
$249
Roundtrip
found 2 days ago
Mon, Sep 22 - Tue, Sep 30
PDX
Portland Intl.
OGG
Kahului
$286 Roundtrip, found 2 hours ago
$286
Roundtrip
found 2 hours ago
Discover Other Travel Deals
- Wailea Beach Vacations
- Maluaka Beach Vacations
- Makena State Park Beach Vacations
- Polo Beach Vacations
- Shops at Wailea Vacations
- Little Beach Vacations
- Ulua Beach Vacations
- Mokapu Beach Vacations
- Ulua Beach Park Vacations
- Wailea Gold Golf Course Vacations
- Wailea Shopping Village Shopping Center Vacations
- Keawakapu Beach South Vacations