Starwood Hotels & Resorts, Hawaii

3 nights with round-trip air from $615

Vacations Include: Roundtrip air, accommodations, taxes and more

Oahu

 
Hotel

Sheraton Princess Kaiulani

Located in the heart of one of the world's most famous playgrounds, Waikiki, experience comfort and relaxation while enjoying an exceptional vacation value. This hotel graces the former estate of Hawaii's last and most beloved princess Victoria Ka'iulani, and is just steps from world-famous Waikiki Beach.

  • Kids 17 and younger stay FREE

3 nights with air from $705

 
Hotel

Sheraton Waikiki

Located on the best stretch of legendary Waikiki beach - trendy, sophisticated, Hawaiian, and completely refreshed after a recent 200 million dollar transformation, this resort ushers in a new level of comfort, style and panache to the Waikiki scene.

  • Kids 17 and younger stay FREE

3 nights with air from $835

 
Hotel

Moana Surfrider – A Westin Resort & Spa

Known throughout the world as "The First Lady of Waikiki," the legendary resort combines turn-of the-century Victorian elegance with modern Westin amenities and luxuries. Built in 1901, the resort is an oceanfront oasis located in the heart of Waikiki.

  • FREE lei and tropical punch upon arrival

3 nights with air from $839

 
Hotel

The Royal Hawaiian – A Luxury Collection Resort

Emerging from a multimillion-dollar re-imagination The Pink Palace of the Pacific has a radiant new face and an entirely new attitude. This Luxury Collection Resort offers modern, discerning travelers a redefined luxury experience.

  • Kids 17 and younger stay FREE

3 nights with air from $909

 

Maui

 
Hotel

The Westin Maui Resort & Spa, Ka‘anapali Beach

Renewal awaits at this spectacular resort located oceanfront on famed Ka‘anapali Beach, known as the place where heaven and Aloha meet. Its guest rooms include private balcony, Heavenly Bed and Bath products, and an 84,000 square foot aquatic playground featuring a 128-foot waterslide and adults-only pool deck

  • Kids 17 and younger stay FREE

3 nights with air from $809

 
Hotel

Sheraton Maui Resort & Spa

Set at the foot of legendary Black Rock, this resort overlooks the pristine Ka‘anapali Beach and the clear blue Pacific. Surrounded by 23 acres of lush gardens and lava rock waterways, it welcomes travelers, honeymooners and families to an enchanting world of comforts and luxuries.

  • Kids 17 and younger stay FREE

3 nights with air from $809

 
Hotel

The Westin Ka‘anapali Ocean Resort Villas

This new oceanfront property offers a unique blend of resort and condo living with Westin's distinguished standard of quality.

  • Free in-room high speed Internet access
  • Kids 17 and younger stay FREE

3 nights with air from $909

 

Kauai

 
Hotel

Sheraton Kauai Resort

This resort embraces sun kissed Poipu Beach, where temperatures linger idly around 80 degrees. The resort spans 20 acres of pristine beachfront, where the sound of the waves will relax and rejuvenate the mind, body and spirit.

  • Kids 17 and younger stay FREE

3 nights with air from $765

 
Hotel

The Westin Princeville Ocean Resort Villas

Perched on a cliff on Kauai's pristine north shore, The Westin Princeville Ocean Resort Villas offer the revitalizing comforts of home with Westin's uncompomising standard of quality and service.

  • Free in-room high speed Internet access
  • Kids 17 and younger stay FREE

3 nights with air from $889

 
Hotel

The St. Regis Princeville Resort

Situated on one of the most beautiful sites in the world, this resort offers the quintessential address on the Island of Kauai and Napali Coast. Each of the 252 guest rooms, including 51 premium suites, have been redesigned, reflecting Hawaii's natural world of sea, sky and earth.

  • FREE lei and tropical punch upon arrival

3 nights with air from $1,209

 

Hawaii Island

 
Hotel

Sheraton Kona Resort & Spa at Keauhou Bay

Keauhou means "new beginning," a fitting description for this premier resort & spa. The resort features 521 rooms and suites, a full-service spa and fitness center, complete catering and convention services that include the largest conference facility in Kona, a wedding chapel, children's play center and an incredible 200-foot lava tube waterslide.

  • Kids 17 and younger stay FREE

3 nights with air from $615

 
Rates are based on round-trip air travel from Seattle (SEA) to Oahu and Hawaii Island; San Jose (SJC) to Maui and Kauai and are per person, based on double occupancy. Advertised vacation rate(s) valid for departure 12/5/16 to Kauai, Hawaii Island, Moana Surfrider, A Westin Resort & Spa,The Royal Hawaiian, a Luxury Collection Resort, The Westin Maui Resort & Spa and Sheraton Maui Resort & Spa; 11/14/16 to Sheraton Princess Kaiulani and Sheraton Waikiki; 11/28/16 to The Westin Ka'anapali Ocean Resort Villas and are per person, based on double occupancy.
Hawaii - FREE up to 5-Day Midsize Hertz Car Rental Offer: Valid on new bookings made 2/27 - 4/30/17 for travel 2/27 - 6/4 and 9/5 - 12/15/17. Minimum 3-night hotel accommodations at participating property and roundtrip airfare required. Age restrictions may apply for car rental.
Rates quoted are per person, based on double occupancy unless otherwise stated. Rates for other travel dates may vary. Rates, terms, conditions and itinerary are subject to availability. Certain restrictions apply. Rates shown include government-imposed fees and taxes. Airline fees for optional services, including, but not limited to, baggage fees, may apply. Airline tickets are non-refundable and subject to airline change/cancellation penalties and rules, including pre-flight notification deadlines. Fees and policies vary among airlines and are subject to change without notice. Please contact the airline directly for details and answers to specific questions you may have. Additional restrictions apply. Advertised rates do not include any applicable daily resort or facility fees payable directly to the hotel operator at check-out; such fee amounts will be advised at the time of booking. Where applicable, kids stay free in same room as adults using existing bedding. Occupancy limits apply. Where applicable, kids eat free with full paying adult. Not responsible for errors or omissions. [Pleasant Holidays acts only as an agent for the various travel providers shown above.]