Search Deals onThe Skyline Trail Vacation Packages
The Skyline Trail Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Hono Koa Vacation Club
per person
Aug 11 - Aug 15
found 10 hours ago
Roundtrip non-stop flight included
Boston (BOS) 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 Whalers Village and Kaanapali Beach are located nearby.
Royal Lahaina Resort & Bungalows
Save 100% on your flight
per person
Aug 2 - Aug 9
found 1 day ago
Roundtrip flight included
Boston (BOS) 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.
The Gardens at West Maui
Save 100% on your flight
per person
Aug 2 - Aug 9
found 1 day ago
Roundtrip flight included
Boston (BOS) 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.
Sands of Kahana
Save 100% on your flight
per person
Aug 17 - Aug 23
found 1 day ago
Roundtrip flight included
Boston (BOS) 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 Whalers Village and Kaanapali Beach are located nearby.
Kahana Beach Vacation Club
per person
Aug 17 - Aug 23
found 1 day ago
Roundtrip flight included
Boston (BOS) 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.
OUTRIGGER Kaanapali Beach Resort
per person
Aug 2 - Aug 9
found 1 day ago
Roundtrip flight included
Boston (BOS) 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 Whaler Resort Kaanapali Beach
per person
Aug 17 - Aug 23
found 1 day ago
Roundtrip flight included
Boston (BOS) 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.
Fairmont Kea Lani Maui Villa Experience
Save 100% on your flight
per person
Aug 10 - Aug 17
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Kahului (OGG)
Stay at this 5-star luxury resort in Kihei. Enjoy free breakfast, free valet parking, and 3 outdoor pools. Popular attractions Wailea Beach and Polo Beach are located nearby.
The Mahana at Kaanapali
Save 100% on your flight
per person
Aug 4 - Aug 12
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Kahului (OGG)
Book a stay at this beach condo in Kaanapali. Enjoy free parking, a beach locale, and an outdoor pool. Popular attractions Whalers Village and Kaanapali Beach 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 ...
Hale Akua Garden Farm & Eco-Retreat
110 Door of Faith Rd, Haiku, HI
Stay at this 3-star farm stay in Haiku. Enjoy free WiFi, free parking, and 4 beach bars. Popular attractions Twin Falls and Puohokamoa Falls are located ...
Gods Peace Of Maui
1290 Haliimaile Rd, Makawao, HI
Book a stay at this spa B&B in Makawao. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Hali imaile Farmer's Market and Hui Noʻeau Visual ...
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 ...
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 ...
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 ...
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 ...
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 Maui Garden Of Eden - Botanical Gardens & Arboretum
- Hotels near Hana Maui Botanical Gardens
- Hotels near Waianapanapa State Park
- Hotels near Red Sand Beach
- Hotels near Garden of Eden Arboretum
- Hotels near Hamoa Beach
- Hotels near Haleakalā Visitor Center
- Hotels near Maui Agricultural Research Center
- Hotels near Hana Bay Beach Park
- Hotels near Wailua Falls
- Hotels near Bamboo Forest
- Hotels near Lava Caves
- Hotels near Hosmer Grove
- Hotels near Ho'omana Spa Maui
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 Makena
- Car rentals in Haiku
- Car rentals in Makawao
- Car rentals in Kailua
- Car rentals in Pauwela
- Car rentals in Upcountry Maui
- Car rentals in Ulupalakua
- Car rentals in Pukalani
- Car rentals in Haiku-Pauwela
- Car rentals in Kipahulu
- Car rentals in Ulumalu