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Wailea Vacation Packages

3-4 Night Vacations in Wailea

Price found within the past 48 hours. Click for updated prices.
Royal Lahaina Resort & Bungalows

Royal Lahaina Resort & Bungalows

4 out of 5
Price was $1,797, price is now $1,257 per person
$1,257
per person
Jan 1 - Jan 5
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Kahului (OGG)
Kaanapali Maui at the Eldorado by OUTRIGGER

Kaanapali Maui at the Eldorado by OUTRIGGER

3 out of 5
Price was $2,128, price is now $1,677 per person
$1,677
per person
Dec 28 - Dec 31
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Kahului (OGG)
OUTRIGGER Kaanapali Beach Resort

OUTRIGGER Kaanapali Beach Resort

3.5 out of 5
Price was $2,189, price is now $1,517 per person
$1,517
per person
Jan 1 - Jan 5
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Kahului (OGG)
Royal Lahaina Bungalows & Spa

Royal Lahaina Bungalows & Spa

5 out of 5
Price was $2,195, price is now $1,670 per person
$1,670
per person
Jan 1 - Jan 5
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Kahului (OGG)

Cheap Hotel Deals in Wailea

Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

5 out of 5
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 ...
Opens in a new windowGrand Wailea Maui, A Waldorf Astoria Resort
Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea

5 out of 5
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 ...
Opens in a new windowFour Seasons Resort Maui at Wailea
Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

5 out of 5
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 ...
Opens in a new windowFairmont Kea Lani Maui
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Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui

4.5 out of 5
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 ...
Opens in a new windowWailea Beach Resort - Marriott, Maui
Andaz Maui at Wailea Resort - a concept by Hyatt

Andaz Maui at Wailea Resort - a concept by Hyatt

4.5 out of 5
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 ...
Opens in a new windowAndaz Maui at Wailea Resort - a concept by Hyatt
AC Hotel by Marriott Maui Wailea

AC Hotel by Marriott Maui Wailea

4 out of 5
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 ...
Opens in a new windowAC Hotel by Marriott Maui Wailea
Residence Inn by Marriott Maui Wailea

Residence Inn by Marriott Maui Wailea

3.5 out of 5
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 ...
Opens in a new windowResidence Inn by Marriott Maui Wailea
Hotel Wailea, Relais & Chateaux - Adults Only

Hotel Wailea, Relais & Chateaux - Adults Only

5 out of 5
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 ...
Opens in a new windowHotel Wailea, Relais & Chateaux - Adults Only
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.

Hawaiian Airlines
Tue, Jan 20 - Wed, Jan 21
HNL
Daniel K. Inouye Intl.
OGG
Kahului
$124 Roundtrip, found 2 days ago
$124
Roundtrip
found 2 days ago
Select Hawaiian Airlines flight, departing Tue, Jan 20 from Daniel K. Inouye Intl. to Kahului, returning Wed, Jan 21, priced at $124 found 2 days ago
Alaska Airlines
Wed, Jan 7 - Mon, Jan 12
SEA
Seattle - Tacoma Intl.
OGG
Kahului
$218 Roundtrip, found 13 hours ago
$218
Roundtrip
found 13 hours ago
Select Alaska Airlines flight, departing Wed, Jan 7 from Seattle - Tacoma Intl. to Kahului, returning Mon, Jan 12, priced at $218 found 13 hours ago
Hawaiian Airlines
Tue, Dec 9 - Tue, Dec 9
OAK
Oakland Intl.
OGG
Kahului
$252 Roundtrip, found 1 day ago
$252
Roundtrip
found 1 day ago
Select Hawaiian Airlines flight, departing Tue, Dec 9 from Oakland Intl. to Kahului, returning Tue, Dec 9, priced at $252 found 1 day ago
United
Tue, Dec 9 - Tue, Dec 9
SFO
San Francisco Intl.
OGG
Kahului
$252 Roundtrip, found 2 days ago
$252
Roundtrip
found 2 days ago
Select United flight, departing Tue, Dec 9 from San Francisco Intl. to Kahului, returning Tue, Dec 9, priced at $252 found 2 days ago