Search Deals onThe Skyline Trail Vacation Packages
The Skyline Trail Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
OUTRIGGER Kaanapali Beach Resort
Save 100% on your flight
per person
Feb 20 - Feb 24
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) 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 Kaanapali Beach and Whalers Village are located nearby.
Hono Koa Vacation Club
Save 100% on your flight
per person
Mar 1 - Mar 8
found 18 hours ago
Roundtrip non-stop flight included
Phoenix (PHX) to Kahului (OGG)
Stay at this 3-star 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 Napili Bay are located nearby.
Sands of Kahana
Save 100% on your flight
per person
Feb 18 - Feb 24
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Kahului (OGG)
Stay at this 3-star 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.
Kahana Beach Vacation Club
Save 100% on your flight
per person
Mar 4 - Mar 11
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) 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 Kaanapali Beach and Napili Bay are located nearby.
Aston Kaanapali Shores
Save 100% on your flight
per person
Feb 18 - Feb 24
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Kahului (OGG)
Book a stay at this beach aparthotel in Kaanapali. Enjoy 2 outdoor pools, a full-service spa, and a beach locale. Our guests praise the pool and the restaurant in our reviews. Popular attractions Kaanapali Beach and Napili Bay are located nearby.
Maui Beach Vacation Club
Save 100% on your flight
per person
Mar 2 - Mar 9
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Kahului (OGG)
Book a stay at this beach aparthotel in Kihei. Enjoy free WiFi, free parking, and a garden. 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.
Aston Maui Kaanapali Villas
Save 100% on your flight
per person
Feb 18 - Feb 24
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Kahului (OGG)
Book a stay at this beach aparthotel in Kaanapali. Enjoy 2 outdoor pools, a full-service spa, and a beach locale. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Kaanapali Beach and Napili Bay are located nearby.
OUTRIGGER Honua Kai Resort & Spa
Save 100% on your flight
per person
Feb 14 - Feb 21
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Kahului (OGG)
Stay at this 4-star beach condo in Kaanapali. Enjoy free WiFi, free parking, and 4 outdoor pools. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Kaanapali Beach and Whalers Village are located nearby.
Aston Maui Hill
Save 100% on your flight
per person
Feb 18 - Feb 24
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Kahului (OGG)
Stay at this 3-star aparthotel in Kihei. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions Wailea Beach and Kihei Boat Ramp are located nearby.
Aston Mahana at Kaanapali
Save 100% on your flight
per person
Feb 18 - Feb 24
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Kahului (OGG)
Stay at this 3.5-star beach aparthotel in Kaanapali. Enjoy free WiFi, a beach locale, and a 24-hour front desk. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Kaanapali Beach and Napili Bay are located nearby.
Aston at Papakea Resort
Save 100% on your flight
per person
Feb 18 - Feb 24
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Kahului (OGG)
Book a stay at this beach aparthotel in Kaanapali. Enjoy 2 outdoor pools, 2 spa tubs, and breakfast (surcharge). Popular attractions Kaanapali Beach and Napili Bay are located nearby.
3-4 Night Vacations in The Skyline Trail
Price found within the past 48 hours. Click for updated prices.
5-7 Night Vacations in The Skyline Trail
Price found within the past 48 hours. Click for updated prices.
The Skyline Trail Last Minute Hotel Deals
Hana-Maui Resort, a Destination by Hyatt Residence
5031 Hana Hwy, Hana, HI
Book a stay at this spa resort in Hana. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular ...
Maui Coast Hotel
2259 S Kihei Rd, Kihei, HI
Stay at this 3.5-star hotel in Kihei. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the breakfast and the pool in our reviews. Popular ...
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 ...
Lumeria Maui Educational Retreat Center
1813 Baldwin Ave, Makawao, HI
Stay at this 3.5-star boutique hotel in Makawao. Enjoy free breakfast, onsite spa services, and a garden. Popular attractions Hali imaile Farmer's Market and ...
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 ...
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 ...
Fairmont Kea Lani Maui
4100 Wailea Alanui Dr, Kihei, HI
Stay at this 4.5-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 ...
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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Hotels Near Points of Interest in The Skyline Trail
- Hotels near Haleakala National Park
- Hotels near Haleakala Crater
- Hotels near Waianapanapa State Park
- Hotels near Maui Garden Of Eden - Botanical Gardens & Arboretum
- Hotels near Garden of Eden Arboretum
- Hotels near Haleakalā Visitor Center
- Hotels near Maui Agricultural Research Center
- Hotels near Hana Maui Botanical Gardens
- Hotels near Red Sand Beach
- Hotels near Hamoa Beach
- Hotels near Hana Bay Beach Park
- Hotels near Kahikinui Forest Reserve
- Hotels near Lava Caves
- Hotels near Ohe'o Gulch
- Hotels near Bamboo Forest
- Hotels near Kalahaku Overlook
Car Rentals in The Skyline Trail
- Car rentals in Maui
- Car rentals in Kihei
- Car rentals in Kula
- Car rentals in Hana
- Car rentals in Paia
- Car rentals in Makawao
- Car rentals in Makena
- Car rentals in Haiku
- Car rentals in Pauwela
- Car rentals in Kailua
- Car rentals in Upcountry Maui
- Car rentals in Ulupalakua
- Car rentals in Pukalani
- Car rentals in Kipahulu
- Car rentals in Huelo
- Car rentals in Haiku-Pauwela