SuperSale Hawaii

Featured Hawaii Deals for Winter Travel

Experience the marvelous wonders, endless adventures, and unparalleled beauty of Hawaii with our biggest sale of the season! With warm weather year round, winter is a fabulous time to visit the islands of Hawaii. From the Chinese New Year Festival on Maui in January and the Great Aloha Run on Oahu in February to the Kauai Orchid and Art Festival in March, there's always something for everyone.

Right now, discover all that these amazing islands have to offer with Apple Vacations' exclusive pricing and extras such as guaranteed room upgrades, daily breakfasts, resort credits, and more!

Take advantage of the best flights and hotel deals while they last! Book your Hawaii vacation by November 30, 2016.

The Modern Honolulu

Hawaii—Oahu Deals » THE MODERN HONOLULU

THE MODERN HONOLULU

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Apple Vacations Exclusive - Special reduced rates! City view king room.

4 nights
Including Airfare

$1269*

Based on double occupancy, includes gov't taxes & fees. Price is per person from Oakland on Alaska Airlines. Travel (Tue/Thu) Jan 17-Feb 28, 2017. Price will vary for other departure cities.

Sheraton Maui Resort & Spa

Hawaii—Maui Deals » Sheraton Maui Resort & Spa

Sheraton Maui Resort & Spa

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Situated on the beautiful Ka'anapali Beach, this property features 142 yards of intertwining freshwater lagoons and offers a one-of-a-kind Torch Lighting and Cliff Dive Ceremony at sunset. Resort view room.

4 nights
Including Airfare

$1259*

Based on double occupancy, includes gov't taxes & fees. Price is per person from Oakland on Alaska Airlines. Travel (Sun) Jan 22-Feb 5, 2017. Price will vary for other departure cities.

Royal Kona Resort

Hawaii Island Deals » Royal Kona Resort

Royal Kona Resort

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Partial ocean view room! No resort fee.

4 nights
Including Airfare

$1009*

Based on double occupancy, includes gov't taxes & fees. Price is per person from Oakland on Alaska Airlines. Travel (Sun) Jan 22-Mar 12, 2017. Price will vary for other departure cities.

Aqua Aloha Surf Waikiki

Hawaii—Oahu Deals » Aqua Aloha Surf Waikiki

Aqua Aloha Surf Waikiki

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Apple Vacations Exclusive - Guaranteed upgrade to deluxe room (from superior)!

4 nights
Including Airfare

$939*

Based on double occupancy, includes gov't taxes & fees. Price is per person from Oakland on Alaska Airlines. Travel (Tue/Thu) Jan 17-Mar 14, 2017. Price will vary for other departure cities.

Park Shore Waikiki, an Aqua boutique hotel

Hawaii—Oahu Deals » Park Shore Waikiki, An Aqua Hotel

Park Shore Waikiki, An Aqua Hotel

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Apple Vacations Exclusive - Guaranteed upgrade to an ocean view room (from partial ocean view).

4 nights
Including Airfare

$1089*

Based on double occupancy, includes gov't taxes & fees. Price is per person from Oakland on Alaska Airlines. Travel (Tue/Thu) Jan 17-Mar 14, 2017. Price will vary for other departure cities.

Waikiki Beach Marriott Resort and Spa

Hawaii—Oahu Deals » Waikiki Beach Marriott Resort and Spa

Waikiki Beach Marriott Resort and Spa

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Apple Vacations Exclusive - $100 Food & Beverage Credit! Partial ocean view room.

4 nights
Including Airfare

$1199*

Based on double occupancy, includes gov't taxes & fees. Price is per person from Oakland on Alaska Airlines. Travel (Tue/Thu) Jan 26-Mar 14, 2017. Price will vary for other departure cities.

Hyatt Regency Waikiki Beach Resort & Spa

Hawaii—Oahu Deals » Hyatt Regency Waikiki Beach Resort & Spa

Hyatt Regency Waikiki Beach Resort & Spa

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Apple Vacations Exclusive - Rate reductions on "Sunshine on Sale" ocean rooms. Includes FREE night in an ocean room and daily breakfast for two!

4 nights
Including Airfare

$1269*

Based on double occupancy, includes gov't taxes & fees. Price is per person from Oakland on Alaska Airlines. Travel (Tue/Thu) Jan 17-23, 2017. Price will vary for other departure cities.

AULANI, A Disney Resort & Spa

Hawaii—Oahu Deals » AULANI, A Disney Resort & Spa

AULANI, A Disney Resort & Spa

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In beautiful Ko'Olina. Experience the magic of Disney® along with the beauty of Hawaii. Island gardens view room.

4 nights
Including Airfare

$1499*

Based on double occupancy, includes gov't taxes & fees. Price is per person from Oakland on Alaska Airlines. Travel (Tue/Thu) Jan 17-Feb 9, 2017. Price will vary for other departure cities.

Ka'anapali Beach Hotel

Hawaii—Maui Deals » Ka'anapali Beach Hotel

Ka'anapali Beach Hotel

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Partial ocean view room! This casual, contemporary hotel lets you hang loose with its urban resort atmosphere.

4 nights
Including Airfare

$1029*

Based on double occupancy, includes gov't taxes & fees. Price is per person from Oakland on Alaska Airlines. Travel Jan 22, 2017. Price will vary for other departure cities.

Ka'anapali Beach Club

Hawaii—Maui Deals » Ka'anapali Beach Club

Ka'anapali Beach Club

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Apple Vacations Exclusive - Complimentary breakfast for two plus a Welcome Amenity! 1-Bedroom Condo.

4 nights
Including Airfare

$1209*

Based on double occupancy, includes gov't taxes & fees. Price is per person from Oakland on Alaska Airlines. Travel Jan 22, 29, 2017. Price will vary for other departure cities.

Wailea Beach Marriott Resort & Spa

Hawaii—Maui Deals » Wailea Beach Marriott Resort & Spa

Wailea Beach Marriott Resort & Spa

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Apple Vacations Exclusive - Daily resort credits up to $75 on SuperSaver rooms! Ocean view room with $50 daily resort credit!

4 nights
Including Airfare

$1599*

Based on double occupancy, includes gov't taxes & fees. Price is per person from Oakland on Alaska Airlines. Travel (Sun) Jan 22-Feb 12, 2017. Price will vary for other departure cities.

Hyatt Regency Maui Resort & Spa

Hawaii—Maui Deals » Hyatt Regency Maui Resort & Spa

Hyatt Regency Maui Resort & Spa

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Apple Vacations Exclusive - Book "Sunshine on Sale" offer rooms with FREE night and daily breakfast for two. Also receive a $50 Food & Beverage Credit! Partial ocean view room.

4 nights
Including Airfare

$1649*

Based on double occupancy, includes gov't taxes & fees. Price is per person from Oakland on Alaska Airlines. Travel (Sun) Feb 26-Mar 5, 2017. Price will vary for other departure cities.

Fairmont Kea Lani, Maui

Hawaii—Maui Deals » Fairmont Kea Lani, Maui

Fairmont Kea Lani, Maui

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Apple Vacations Exclusive - Complimentary breakfast for two plus a Welcome Amenity! Ocean view suite.

4 nights
Including Airfare

$2339*

Based on double occupancy, includes gov't taxes & fees. Price is per person from Oakland on Alaska Airlines. Travel (Sun) Jan 29-Mar 12, 2017. Price will vary for other departure cities.

Aston Islander on the Beach

Hawaii—Kauai Deals » Aston Islander on the Beach

Aston Islander on the Beach

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Apple Vacations Exclusive - Guaranteed upgrade to partial ocean view room (from garden view)!

4 nights
Including Airfare

$1009*

Based on double occupancy, includes gov't taxes & fees. Price is per person from Oakland on Alaska Airlines. Travel (Wed/Fri) Jan 25-Mar 10, 2017. Price will vary for other departure cities.

Aqua Kauai Beach Resort

Hawaii—Kauai Deals » Aqua Kauai Beach Resort

Aqua Kauai Beach Resort

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Apple Vacations Exclusive - Guaranteed upgrade to pool view room (from lagoon view)!

4 nights
Including Airfare

$1119*

Based on double occupancy, includes gov't taxes & fees. Price is per person from Oakland on Alaska Airlines. Travel (Wed/Fri) Jan 18-Mar 10, 2017. Price will vary for other departure cities.

Sheraton Kauai Resort

Hawaii—Kauai Deals » Sheraton Kauai Resort

Sheraton Kauai Resort

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This 20-acre property is close to the many of the top attractions on the island and boasts a multi-level pool and modern accommodations. Garden view room.

4 nights
Including Airfare

$1189*

Based on double occupancy, includes gov't taxes & fees. Price is per person from Oakland on Alaska Airlines. Travel (Wed/Fri) Jan 25-Feb 24, 2017. Price will vary for other departure cities.

Koloa Landing Resort at Po'ipu

Hawaii—Kauai Deals » Koloa Landing Resort at Poipu

Koloa Landing Resort at Poipu

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Apple Vacations Exclusive - Rate reductions plus daily breakfast for all guests! Ocean view studio.

4 nights
Including Airfare

$1329*

Based on double occupancy, includes gov't taxes & fees. Price is per person from Oakland on Alaska Airlines. Travel (Wed/Fri) Jan 18-Mar 10, 2017. Price will vary for other departure cities.

Grand Hyatt Kauai Resort & Spa

Hawaii—Kauai Deals ▶ Grand Hyatt Kauai Resort & Spa

Grand Hyatt Kauai Resort & Spa

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Apple Vacations Exclusive - Rate reductions on "Sunshine on Sale" offer rooms. Plus, enjoy a FREE night in a pool view room and daily breakfast for two!

4 nights
Including Airfare

$1989*

Based on double occupancy, includes gov't taxes & fees. Price is per person from Oakland on Alaska Airlines. Travel (Wed/Fri) Feb 1-17, 2017. Price will vary for other departure cities.

Sheraton Kona Resort & Spa at Keauhou Bay

Hawaii Island Deals » Sheraton Kona Resort & Spa at Keauhou Bay

Sheraton Kona Resort & Spa at Keauhou Bay

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Perfectly located on one of Hawaii's most ideal locations aside Keauhou Bay, this breathtaking property is close to Hawaii Volcanoes National Park and features a massive fantasy pool. Garden mountain view room.

4 nights
Including Airfare

$1009*

Based on double occupancy, includes gov't taxes & fees. Price is per person from Oakland on Alaska Airlines. Travel (Sun) Jan 22-Mar 12, 2017. Price will vary for other departure cities.

Hilton Waikoloa Village

Hawaii Island Deals » Hilton Waikoloa Village

Hilton Waikoloa Village

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62 oceanfront acres on the beautiful Kohala Coast with so much to see and do! Resort view room in the ocean tower.

4 nights
Including Airfare

$1189*

Based on double occupancy, includes gov't taxes & fees. Price is per person from Oakland on Alaska Airlines. Travel (Sun) Jan 22-Mar 12, 2017. Price will vary for other departure cities.

Grand Naniloa Hotel

Hawaii Island Deals » Grand Naniloa Hotel

Grand Naniloa Hotel

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Newly renovated in Historic Hilo. Bay view room! No resort fee & FREE parking.

4 nights
Including Airfare

$909*

Based on double occupancy, includes gov't taxes & fees. Price is per person from Oakland on Alaska Airlines. Travel (Sun) Jan 22-Mar 12, 2017. Price will vary for other departure cities.