Hawaii

Luxury Vacation Deals to the Hawaiian Islands

Indulge in a luxurious island retreat to Hawaii, where you can experience an enticing mix of upscale amenities and first-class service. With added values like FREE nights, FREE daily breakfast, guaranteed room upgrades, and resort credits, your lavish vacation to this tropical oasis will be nothing short of magical.

But your opulent getaway doesn't end there! Step up your stay by upgrading to first-class air, adding a private car or limo transfer on Oahu, or convertible on the outer islands! Book by August 24, 2017!

Top Deals

Alohilani Resort Waikiki Beach

Hawaii—Oahu Deals » Alohilani Resort Waikiki Beach

Alohilani Resort Waikiki Beach

Includes FlightTransfers Not IncludedIncludes AccommodationsMeals Not IncludedDrinks Not Included

Named one of the 10 most Anticipated Luxury Resorts Opening Around the World in 2017 by Bravo.com. Partial Ocean-view Room!

5 nights
Including Airfare

$1095*

Based on double occupancy, includes gov't taxes & fees. Price is per person from San Francisco via Alaska Airlines (with one or more flight segments operated by Virgin America). Specific flight details will depend on the itinerary chosen and disclosed upon flight selection. Travel (WE) Oct 18, 2017. Price will vary for other departure cities.

Hyatt Centric Waikiki Beach

Hawaii—Oahu Deals » Hyatt Centric Waikiki Beach

Hyatt Centric Waikiki Beach

Includes FlightTransfers Not IncludedIncludes AccommodationsMeals Not IncludedDrinks Not Included

Located in the heart of the destination and designed to be your launchpad for seeing, tasting, and feeling everything a city has to offer. Waikiki City-view Room.

5 nights
Including Airfare

$1125*

Based on double occupancy, includes gov't taxes & fees. Price is per person from San Francisco via Alaska Airlines (with one or more flight segments operated by Virgin America). Specific flight details will depend on the itinerary chosen and disclosed upon flight selection. Travel (WE) Oct 18, 2017. Price will vary for other departure cities.

The Westin Nanea Ocean Villas

Hawaii—Maui Deals » The Westin Nanea Ocean Villas

The Westin Nanea Ocean Villas

Includes FlightTransfers Not IncludedIncludes AccommodationsMeals Not IncludedDrinks Not Included

RESORT VILLAS - The newest Villa property on Ka'anapali Beach! Two Bedroom Garden-view Villa! No resort fee. (pricing based on 4 adults).

5 nights
Including Airfare

$1209*

Based on 4 adults, includes gov't taxes & fees. Price is per person from San Diego via United Airlines. Travel (WE) Oct 18, 2017. Price will vary for other departure cities.

Other Great Deals

Waikiki Beach Marriott Resort and Spa

Hawaii—Oahu Deals » Waikiki Beach Marriott Resort and Spa

Waikiki Beach Marriott Resort and Spa

Includes FlightTransfers Not IncludedIncludes AccommodationsMeals Not IncludedDrinks Not Included

Just steps away from World Famous Waikiki Beach. City-view Room.

5 nights
Including Airfare

$1055*

Based on double occupancy, includes gov't taxes & fees. Price is per person from San Francisco via Alaska Airlines (with one or more flight segments operated by Virgin America). Specific flight details will depend on the itinerary chosen and disclosed upon flight selection. Travel (WE) Oct 18, 2017. Price will vary for other departure cities.

The Royal Hawaiian, a Luxury Collection

Hawaii—Oahu Deals » The Royal Hawaiian, a Luxury Collection Resort

The Royal Hawaiian, a Luxury Collection Resort

Includes FlightTransfers Not IncludedIncludes AccommodationsMeals Not IncludedDrinks Not Included

Known as the "Pink Palace of the Pacific". Historic room.

5 nights
Including Airfare

$1255*

Based on double occupancy, includes gov't taxes & fees. Price is per person from San Francisco via Alaska Airlines (with one or more flight segments operated by Virgin America). Specific flight details will depend on the itinerary chosen and disclosed upon flight selection. Travel (WE) Oct 18, 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

Includes FlightTransfers Not IncludedIncludes AccommodationsMeals Not IncludedDrinks Not Included

Poolside Gardens view room in beautiful Ko'Olina. No resort fee.

5 nights
Including Airfare

$1509*

Based on double occupancy, includes gov't taxes & fees. Price is per person from San Francisco via Alaska Airlines (with one or more flight segments operated by Virgin America). Specific flight details will depend on the itinerary chosen and disclosed upon flight selection. Travel (WE) Oct 18, 2017. Price will vary for other departure cities.

Four Seasons Resort O'ahu at Ko Olina

Hawaii—Oahu Deals » Four Seasons Resort Oahu at Ko Olina

Four Seasons Resort Oahu at Ko Olina

Includes FlightTransfers Not IncludedIncludes AccommodationsMeals Not IncludedDrinks Not Included

Every 5th night FREE in an Oceanfront Room. No resort fee.

5 nights
Including Airfare

$2409*

Based on double occupancy, includes gov't taxes & fees. Price is per person from San Francisco via Virgin America. Specific flight details will depend on the itinerary chosen and disclosed upon flight selection. Travel (WE) Oct 18, 2017. Price will vary for other departure cities.

The Kapalua Villas Maui

Hawaii—Maui Deals » The Kapalua Villas Maui

The Kapalua Villas Maui

Includes FlightTransfers Not IncludedIncludes AccommodationsMeals Not IncludedDrinks Not Included

VILLAS - One Bedroom Ocean-view Villa! Situated on 22,000 acres in beautiful Kapalua. Free parking.

5 nights
Including Airfare

$1025*

Based on double occupancy, includes gov't taxes & fees. Price is per person from San Diego via United Airlines. Travel (WE) Oct 18, 2017. Price will vary for other departure cities.

Grand Wailea, A Waldorf Astoria Resort

Hawaii—Maui Deals » Grand Wailea, A Waldorf Astoria Resort

Grand Wailea, A Waldorf Astoria Resort

Includes FlightTransfers Not IncludedIncludes AccommodationsMeals Not IncludedDrinks Not Included

Terrace room. Award-winning cuisine and spa in exclusive Wailea!

5 nights
Including Airfare

$1229*

Based on double occupancy, includes gov't taxes & fees. Price is per person from San Diego via United Airlines. Travel (WE) Oct 18, 2017. Price will vary for other departure cities.

Fairmont Kea Lani, Maui

Hawaii—Maui Deals » Fairmont Kea Lani, Maui

Fairmont Kea Lani, Maui

Includes FlightTransfers Not IncludedIncludes AccommodationsMeals Not IncludedDrinks Not Included

ALL-SUITE & VILLA Luxury Resort in Wailea! Garden-view Suite.

5 nights
Including Airfare

$1319*

Based on double occupancy, includes gov't taxes & fees. Price is per person from San Diego via United Airlines. Travel (WE) Oct 18, 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

Includes FlightTransfers Not IncludedIncludes AccommodationsMeals Not IncludedDrinks Not Included

Every 5th night FREE in a Partial Ocean-view room. Includes Daily Breakfast Buffet for Two!

5 nights
Including Airfare

$1325*

Based on double occupancy, includes gov't taxes & fees. Price is per person from San Diego via United Airlines. Travel (WE) Oct 18, 2017. Price will vary for other departure cities.

Travaasa Hana Maui

Hawaii—Maui Deals » Travaasa Hana, Maui

Travaasa Hana, Maui

Includes FlightTransfers Not IncludedIncludes AccommodationsMeals Not IncludedDrinks Not Included

70 Bungalows & Suites at the end of the legendary Road to Hana! Like stepping back in time. Garden-view Junior Suite. No resort fee.

5 nights
Including Airfare

$1639*

Based on double occupancy, includes gov't taxes & fees. Price is per person from San Diego via United Airlines. Travel (WE) Oct 18, 2017. Price will vary for other departure cities.

Sheraton Kauai Resort

Hawaii—Kauai Deals » Sheraton Kauai Resort

Sheraton Kauai Resort

Includes FlightTransfers Not IncludedIncludes AccommodationsMeals Not IncludedDrinks Not Included

Paradise Sale Special - Garden-view Room in sunny Poipu. Includes buy one, get one breakfast plan.

5 nights
Including Airfare

$1239*

Based on double occupancy, includes gov't taxes & fees. Price is per person from San Diego via Delta Air Lines (with one or more flight segments operated by Compass DBA Delta Connection). Specific flight details will depend on the itinerary chosen and disclosed upon flight selection. Travel (WE) Oct 18, 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

Includes FlightTransfers Not IncludedIncludes AccommodationsMeals Not IncludedDrinks Not Included

RESORT VILLAS - Two Bedroom Villa. All the comforts of home. (pricing based on 4 adults)

5 nights
Including Airfare

$1295*

Based on 4 adults, includes gov't taxes & fees. Price is per person from San Diego via Delta Air Lines (with one or more flight segments operated by Compass DBA Delta Connection). Specific flight details will depend on the itinerary chosen and disclosed upon flight selection. Travel (WE) Oct 18, 2017. Price will vary for other departure cities.

Kauai Marriott Resort

Hawaii—Kauai Deals » Kaua'i Marriott Resort

Kaua'i Marriott Resort

Includes FlightTransfers Not IncludedIncludes AccommodationsMeals Not IncludedDrinks Not Included

Largest family pool on Kauai! Pool-view Room. Free airport shuttle transfers.

5 nights
Including Airfare

$1319*

Based on double occupancy, includes gov't taxes & fees. Price is per person from San Diego via Delta Air Lines (with one or more flight segments operated by Compass DBA Delta Connection). Specific flight details will depend on the itinerary chosen and disclosed upon flight selection. Travel (WE) Oct 18, 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

Includes FlightTransfers Not IncludedIncludes AccommodationsMeals Not IncludedDrinks Not Included

Every 5th night Free plus daily breakfast buffet for two. Standard Room.

5 nights
Including Airfare

$1769*

Based on double occupancy, includes gov't taxes & fees. Price is per person from San Diego via Delta Air Lines (with one or more flight segments operated by Compass DBA Delta Connection). Specific flight details will depend on the itinerary chosen and disclosed upon flight selection. Travel (WE) Oct 18, 2017. Price will vary for other departure cities.

The St. Regis Princeville

Hawaii—Kauai Deals » The St. Regis Princeville Resort

The St. Regis Princeville Resort

Includes FlightTransfers Not IncludedIncludes AccommodationsMeals Not IncludedDrinks Not Included

Resort Ocean-view Room!

5 nights
Including Airfare

$2079*

Based on double occupancy, includes gov't taxes & fees. Price is per person from San Diego on via Delta Air Lines (with one or more flight segments operated by Compass DBA Delta Connection). Specific flight details will depend on the itinerary chosen and disclosed upon flight selection. Travel (WE) Jul 12, 2017. Price will vary for other departure cities. Other dates and durations available.

Hapuna Beach Prince Hotel

island of Hawaii Deals » Hapuna Beach Prince Hotel

Hapuna Beach Prince Hotel

Includes FlightTransfers Not IncludedIncludes AccommodationsMeals Not IncludedDrinks Not Included

Premier Ocean-view Room!

5 nights
Including Airfare

$1115*

Based on double occupancy, includes gov't taxes & fees. Price is per person from San Diego via United Airlines. Travel (WE) Oct 18, 2017. Price will vary for other departure cities.

Fairmont Orchid, Hawaii

island of Hawaii Deals » Fairmont Orchid, Hawaii

Fairmont Orchid, Hawaii

Includes FlightTransfers Not IncludedIncludes AccommodationsMeals Not IncludedDrinks Not Included

Garden-view Room!

5 nights
Including Airfare

$1155*

Based on double occupancy, includes gov't taxes & fees. Price is per person from San Diego via United Airlines. Travel (WE) Oct 18, 2017. Price will vary for other departure cities.

Hilton Waikoloa Village

island of Hawaii Deals » Hilton Waikoloa Village

Hilton Waikoloa Village

Includes FlightTransfers Not IncludedIncludes AccommodationsMeals Not IncludedDrinks Not Included

Triple Value Promotion - Reduced rates, daily breakfast for two, plus daily resort fee included! Resort-view Room.

5 nights
Including Airfare

$1259*

Based on double occupancy, includes gov't taxes & fees. Price is per person from San Diego via United Airlines. Travel (WE) Oct 18, 2017. Price will vary for other departure cities.

Mauna Lani Bay Hotel & Bungalows

island of Hawaii Deals » Mauna Lani Bay Hotel & Bungalows

Mauna Lani Bay Hotel & Bungalows

Includes FlightTransfers Not IncludedIncludes AccommodationsMeals Not IncludedDrinks Not Included

Ocean-view Room plus daily breakfast buffet for two!

5 nights
Including Airfare

$1445*

Based on double occupancy, includes gov't taxes & fees. Price is per person from San Diego via United Airlines. Travel (WE) Oct 18, 2017. Price will vary for other departure cities.



Be the first to know! Sign up for email deals. Subscribe