The Guaranteed Lowest Hotel Rates for 2026 Hawaii Vacation Packages
Find our best deals with EXCLUSIVE low rates and added values only from Pleasant Holidays, at these popular hotels on Oahu, Maui and the Island of Hawaii. Valid on air-inclusive vacations to Hawaii. Capacity is limited, so book early for the best rates and availability.
Wailea Beach Resort - Marriott Maui
This magnificent resort on 22 oceanfront acres on Maui's sunny side embraces the beauty of its natural surroundings.
- Garden View & Premium Ocean View Rooms
- Daily Continental Breakfast for two at Starbucks or Whale's Tale
- Waived extra person charge for 3rd and 4th guests
Valid for travel through 01/02/2027
Aston Kaanapali Shores, Maui
This condominium resort on Ka'anapali Beach combines the comfort and convenience of a condominium with hotel-caliber services. Guests enjoy full kitchens, private lanais affording ocean and mountain views, and easy access to shopping and dining options.
- One Bedroom Standard and One Bedroom Ocean View rooms
- Free breakfast for two guests per room
Valid for travel through 12/31/2026
Alohilani Resort Waikiki Beach
This family-friendly resort is across from Waikiki Beach is within easy walking distance nearby shops and restaurants. Rooms feature furnished balconies with ocean, Diamond Head, or city views.
- Exclusive low rates on Diamond Head Ocean View or Waikiki Mountain View rooms
- $25 per day resort credit per room
Valid for travel through 01/03/2027
The Twin Fin, Oahu
Offering a nod to the Twin Fin surfboard, which has two fins, making it ideal for mellow, playful, cruisy surfing, this hotel features a breezy style accented with midcentury modern design. The hotel is within easy walking distance to the Waikiki Aquarium, Honolulu Zoo and Kapiolani Park.
- Double/Double and King rooms
- Guaranteed room upgrade from Partial Ocean View to Ocean View
Valid for travel through 01/03/2027
Waikoloa Beach Marriott Resort & Spa, Island of Hawaii
Set along the breathtaking shores of Anaehoʻomalu Bay, this beautiful resort is a serene oasis where nature and island energy meet. The resort features three sparkling pools, including a sand‑bottom keiki pool with a waterslide and an infinity pool overlooking the ocean.
- Resort View & Ocean View rooms
- Continental breakfast for two guests per room at Hawaii Calls restaurant
- 10% OFF services at Mandara Spa
Valid for travel through 01/03/2027
Valid on new bookings for select travel through 01/03/2027. All offers require inclusion of roundtrip transpacific air and accommodations in select room categories noted above. Not valid for contracted groups. Certain restrictions and blackout dates may apply. All offers and programs apply to a limited number of rooms, and are subject to availability, change or cancellation without notice.
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