Search Deals onWailea Beach Vacation Packages
Wailea Beach Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
The Ocean View Residence
Price was $1,539, price is now $1,282 per person
$1,282
per person
Oct 28 - Nov 4
found 7 hours ago
Roundtrip flight included
Boston (BOS) to Kahului (OGG)
Book a stay at this beach apartment in Kihei. Enjoy free WiFi, free parking, and in-room massages. Popular attractions Wailea Beach and Charley Young Beach are located nearby.
Hotel Wailea, Relais & Chateaux - Adults Only
Save 100% on your flight
Price was $8,989, price is now $6,283 per person
$6,283
per person
Oct 25 - Nov 2
found 6 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Kahului (OGG)
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 reviews. Popular attractions Wailea Beach and Wailea Blue Golf Course are located nearby.
Palms at Wailea Maui
Save 100% on your flight
Price was $2,843, price is now $2,141 per person
$2,141
per person
Oct 17 - Oct 23
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) 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.
Wailea Ike by Avantstay Walk to the Beach Balcony w/ Views
Save 100% on your flight
Price was $1,970, price is now $1,530 per person
$1,530
per person
Oct 17 - Oct 23
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Kahului (OGG)
Stay at this cottage in Kihei. Enjoy free parking, balconies, and in-room washers/dryers. Popular attractions Wailea Beach and Shops at Wailea are located nearby.
Wailea Grand Champions - Maui Condo & Home
Save 100% on your flight
Price was $1,885, price is now $1,472 per person
$1,472
per person
Oct 17 - Oct 23
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) 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.
Fairmont Kea Lani Maui
Save 100% on your flight
Price was $4,554, price is now $3,571 per person
$3,571
per person
Oct 28 - Nov 3
found 24 hours ago
Roundtrip flight included
Atlanta (ATL) to Kahului (OGG)
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 condition in our reviews. Popular attractions Wailea Beach and Wailea Blue Golf Course are located nearby.
Maui Banyan - Maui Condo & Home
Price was $2,103, price is now $1,663 per person
$1,663
per person
Oct 28 - Nov 4
found 7 hours ago
Roundtrip flight included
Boston (BOS) to Kahului (OGG)
Stay at this condo in Kihei. Enjoy free WiFi, 2 outdoor pools, and a picnic area. Popular attractions Wailea Beach and Kamaole Beach Park 2 are located nearby.
Maui Kamaole - Maui Condo & Home
Price was $1,883, price is now $1,506 per person
$1,506
per person
Oct 28 - Nov 4
found 7 hours ago
Roundtrip flight included
Boston (BOS) to Kahului (OGG)
Stay at this condo in Kihei. Enjoy free WiFi, 2 outdoor pools, and a garden. Popular attractions Wailea Beach and Kihei Boat Ramp are located nearby.
Kauhale Makai - Maui Condo & Home
Price was $1,761, price is now $1,422 per person
$1,422
per person
Oct 28 - Nov 4
found 7 hours ago
Roundtrip flight included
Boston (BOS) to Kahului (OGG)
Book a stay at this beach condo in Kihei. Enjoy free WiFi, a beach locale, and a sauna. Popular attractions Wailea Beach and Waipuilani Park are located nearby.
Wailea Beach Villas Resort by KBM
Save 100% on your flight
Price was $6,220, price is now $5,082 per person
$5,082
per person
Oct 15 - Oct 19
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
Stay at this apartment in Kihei. Enjoy free parking, a beach locale, and a health club. Popular attractions Wailea Beach and Grand Wailea are located nearby.
Maui Vista – Maui Condo & Home
Price was $1,570, price is now $1,287 per person
$1,287
per person
Oct 28 - Nov 4
found 7 hours ago
Roundtrip flight included
Boston (BOS) 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.
The Kalama Residence
Save 100% on your flight
Price was $5,151, price is now $4,233 per person
$4,233
per person
Oct 15 - Oct 19
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) 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.
3-4 Night Vacations in Wailea Beach
Price found within the past 48 hours. Click for updated prices.
5-7 Night Vacations in Wailea Beach
Price found within the past 48 hours. Click for updated prices.
Wailea Beach Last Minute Hotel Deals
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 ...
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 ...
Maui Coast Hotel
2259 S Kihei Rd Kihei HI
Stay at this hotel in Kihei. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the breakfast and the pool in our reviews. Popular attractions ...
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 ...
Ho‘olei Villas at Grand Wailea
146 Ho'olei Circle Kihei HI
Book a stay at this luxury resort in Kihei. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Popular attractions Wailea Beach and Grand Wailea ...
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 ...
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.
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