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$224-$264 -- Oahu: Honolulu Hotel w/Breakfast
 
Source: Member-Only Deal | By Melissa Fitzgerald

Retreat to the Lotus Honolulu at Diamond Head for a peaceful Zen-like getaway inclusive of breakfast and gift.
Most dates through September

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Source: Grand Wailea, a Waldorf Astoria Resort

This rarely discounted oceanfront gem has something for everyone, including shady hammocks overlooking miles of pristine beach.
Travel many dates through Dec. 17

 
Source: Waimea Plantation Cottages

Experience tropical paradise with an exclusive two-night getaway at a serene oceanfront resort on Kauai's sunny western coast.
Through Dec. 20, 2015

 
Source: The Cliffs at Princeville

Revel in a suite in Kauai -- one of "the world's most spectacular islands" (Frommer's) -- with a deal that saves over 50% on current rates.
Through Dec. 31

94% (52 ratings)
 
Source: The Westin Maui Resort & Spa, Ka'anapali

Experience "upscale island charm" (Zagat) at a recently renovated 4-star resort located on Maui's famed Ka’anapali Beach.
Many dates through September; November-December

 
Source: Condominium Rentals Hawaii

Retreat to island paradise for some rest and relaxation in a Maui condominium that is perfect for groups.
Through December 20

 
Source: Member Only Deal

Stylized and affordable, this Waikiki hotel is a few short blocks from the beach.
Most dates through September

 
Source: Member Only Deal

Step out on to a personal lanai or balcony in a suite while on a relaxed trip to Kauai's Royal Coconut Coast.
Many dates through October

100% (2 ratings)
 

Travelzoo Tips

Melissa Stroud — Travel, Entertainment and Local Deal Expert
Melissa Stroud
Deal Expert, San Francisco
It might be challenging to pick, however, each island offers something special. More