Hawaii

Best of Hawaii Premier

from $3,640.20 (USD)

Per Person

Feb 21, 2021
through Mar 02, 2021

More offers from Trafalgar

Nights: 9

Price Per Night:$404.47 (USD)
(based on double occupancy, for comparison only)

Feb 21, 2021 through Mar 02, 2021

Location(s): Arrive Honolulu, Oahu – Waikiki (4 Nights), Oahu Sightseeing, Honolulu Free Time, Pearl Harbor and Honolulu Sightseeing, Oahu – Kona – Keauhou Bay, Hawaii (2 Nights), Kona Free Time, Keauhou Bay – Hawaii Volcanoes National Park – Hilo – Kahului – Kaanapali Beach, Maui (3 Nights), Maui Sightseeing, Maui Free Time, Depart Maui

Forge an unforgettable connection with nature-from lush green mountains to a lunch on a historic plantation-tropical time the only thing on your mind.

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The Westin Kaanapali Ocean Resort Villas

from $1,268.00 (USD)

Per Person

Feb 21, 2021
through Feb 24, 2021

More offers from Pleasant Holidays

Nights: 3

Price Per Night:$422.67 (USD)
(based on double occupancy, for comparison only)

Feb 21, 2021 through Feb 24, 2021

Location(s): Kaanapali, Maui

Located on 26 oceanfront acres on pristine North Ka'anapali Beach, The AAA Four Diamond Westin Ka'anapali Ocean Resort Villas offers guests a unique blend of resort and villa-style living with all the comforts of home and the amenities of a world-class resort. Energize in the resorts lagoon-style swimming pools, take pleasure at Spa Helani, a Heavenly Spa by Westin™ and indulge at the resorts fine restaurants and markets.

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Plantation Hale Suites

from $260.00 (USD)

Per Person

Feb 21, 2021
through Feb 24, 2021

More offers from Pleasant Holidays

Nights: 3

Price Per Night:$86.67 (USD)
(based on double occupancy, for comparison only)

Feb 21, 2021 through Feb 24, 2021

Location(s): Kapaa, Kauai

Located near Kauai's popular Coconut MarketPlace, this hotel offers the convenience of full kitchens, with restaurants and shopping just steps away. Enjoy three pools, two whirlpool spas, shuffleboard and BBQ facilities, or an easy walk to the beach located just across the street. The hotel is only two miles from the city of Kapaa, which offers a variety of restaurants, boutique shopping, markets and galleries.

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King Kamehameha's Kona Beach Hotel

from $284.00 (USD)

Per Person

Feb 21, 2021
through Feb 24, 2021

More offers from Pleasant Holidays

Nights: 3

Price Per Night:$94.67 (USD)
(based on double occupancy, for comparison only)

Feb 21, 2021 through Feb 24, 2021

Location(s): Hawaii Island, Kailua-kona

Situated oceanfront in Kailua-Kona, on what once was a favorite spot for vacationing among Hawaiian royalty, King Kamehameha's Kona Beach Hotel preserves the culture of the ancient voyagers while offering the best of the present for today's traveler.

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Residence Inn Maui Wailea

from $749.00 (USD)

Per Person

Feb 21, 2021
through Feb 24, 2021

More offers from Pleasant Holidays

Nights: 3

Price Per Night:$249.67 (USD)
(based on double occupancy, for comparison only)

Feb 21, 2021 through Feb 24, 2021

Location(s): Maui Island

Embrace Maui's heritage and culture while enjoying the very best modern amenities at this beautiful hotel. Stylish and airy suites feature fully equipped kitchens and complimentary Wi-Fi; many rooms also feature private balconies with breathtaking views. The hotel is ideally located, with many of Maui's best attractions including the Maui Ocean Center and Maui's Winery at Ulupalakua Ranch just minutes away.

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Hawaiian Explorer Moderate

from $2,774.40 (USD)

Per Person

Feb 23, 2021
through Apr 04, 2021

More offers from Trafalgar

Nights: 7

Price Per Night:$396.34 (USD)
(based on double occupancy, for comparison only)

Feb 23, 2021 through Apr 04, 2021

Location(s): Arrive Honolulu, Oahu – Waikiki (2 Nights), Pearl Harbor and Honolulu Sightseeing, Oahu – Kona – Keauhou Bay, Hawaii (2 Nights), Kona Free Time, Keauhou Bay – Hawaii Volcanoes National Park – Hilo – Kahului – Kaanapali Beach, Maui (3 Nights), Maui Sightseeing, Maui Free Time, Depart Maui

The highlights of Hawaii-trendy Waikiki and Maui, Pearl Harbor and volcanic energy at the Hawaii Volcanoes National Park-are yours to discover on this island hop in Pacific paradise.

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Aulani, Disney Vacation Club Villas

from $1,024.00 (USD)

Per Person

Feb 21, 2021
through Feb 24, 2021

More offers from Pleasant Holidays

Nights: 3

Price Per Night:$341.33 (USD)
(based on double occupancy, for comparison only)

Feb 21, 2021 through Feb 24, 2021

Location(s): Waikiki, Oahu

This beachfront paradise, set on the white sandy shores of O'ahu in Ko Olina, was created with families in mind, by the people who know families best. Perfectly placed on a beautiful beachfront cove, Aulani offers kids, adults and families Hawaiian vacation experiences with a special magic that only Disney can create. Aulani, Disney Vacation Club accommodations include hotel rooms, studios and villas with options of garden and ocean views.

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Fairway Villas Waikoloa by Outrigger

from $464.00 (USD)

Per Person

Feb 21, 2021
through Feb 24, 2021

More offers from Pleasant Holidays

Nights: 3

Price Per Night:$154.67 (USD)
(based on double occupancy, for comparison only)

Feb 21, 2021 through Feb 24, 2021

Location(s): Kailua-Kona, Hawaii Island

This distinctive oasis is perfectly situated in the exclusive Waikoloa Resort area, along the Beach Course at Waikoloa and a short stroll from the golden sands at Historic Anaehoomalu Bay. Beautiful contemporary style townhomes are reminiscent of historic plantation architecture with rich rattan furnishings and spacious, elegant style. Each one-, two- and three-bedroom villa is well suited for privacy. Just a short stroll away from Queens' Marketplace and Kings' Shops. Includes complimentary parking.

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Marriott's Kaua'i Beach Club

from $575.00 (USD)

Per Person

Feb 21, 2021
through Feb 24, 2021

More offers from Pleasant Holidays

Nights: 3

Price Per Night:$191.67 (USD)
(based on double occupancy, for comparison only)

Feb 21, 2021 through Feb 24, 2021

Location(s): Kauai Island

Marriott Kauai Beach Club welcomes you to a memorable vacation on beautiful Kalapaki Beach. With a convenient setting beside the Kauai Marriott Resort, you'll enjoy the benefits of access to a multitude of services and amenities.

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Hawaiian Explorer Premium

from $3,097.50 (USD)

Per Person

Feb 23, 2021
through Mar 02, 2021

More offers from Trafalgar

Nights: 7

Price Per Night:$442.50 (USD)
(based on double occupancy, for comparison only)

Feb 23, 2021 through Mar 02, 2021

Location(s): Arrive Honolulu, Oahu – Waikiki (2 Nights), Pearl Harbor and Honolulu Sightseeing, Oahu – Kona – Keauhou Bay, Hawaii (2 Nights), Kona Free Time, Keauhou Bay – Hawaii Volcanoes National Park – Hilo – Kahului – Kaanapali Beach, Maui (3 Nights), Maui Sightseeing, Maui Free Time, Depart Maui

The highlights of Hawaii-trendy Waikiki and Maui, Pearl Harbor and volcanic energy at the Hawaii Volcanoes National Park-are yours to discover on this island hop in Pacific paradise.

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Royal Lahaina Resort

from $488.00 (USD)

Per Person

Feb 21, 2021
through Feb 24, 2021

More offers from Pleasant Holidays

Nights: 3

Price Per Night:$162.67 (USD)
(based on double occupancy, for comparison only)

Feb 21, 2021 through Feb 24, 2021

Location(s): Maui Island, Kaanapali

Amid 27 lush, tropical acres fronting a half-mile of Kaanapali's best beach, the Royal Lahaina Resort combines a spectacular oceanfront location with authentic Hawaiian ambiance. Choose from comfortably furnished guest rooms, unique cottages or luxurious suites, and enjoy a wide variety of on-property activities.

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The Westin Maui Resort & Spa, Kaanapali

from $746.00 (USD)

Per Person

Feb 21, 2021
through Feb 24, 2021

More offers from Pleasant Holidays

Nights: 3

Price Per Night:$248.67 (USD)
(based on double occupancy, for comparison only)

Feb 21, 2021 through Feb 24, 2021

Location(s): Maui Island

This AAA Four-Diamond oceanfront resort on famed Ka’anapali Beach features a water complex with 5 pools, 2 waterslides, twin waterfalls plus two restaurants, award-winning spa, free Wi-Fi, Fitness Center, Kids Club and an authentic Polynesian Luau.

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Aston Waikiki Beach Tower

from $1,082.00 (USD)

Per Person

Feb 21, 2021
through Feb 24, 2021

More offers from Pleasant Holidays

Nights: 3

Price Per Night:$360.67 (USD)
(based on double occupancy, for comparison only)

Feb 21, 2021 through Feb 24, 2021

Location(s): Waikiki

This exclusive condominium resort offers the ultimate in privacy and pampering with an emphasis on personalized service. Each luxuriously appointed suite includes contemporary island-style furnishings, a full gourmet kitchen, washer and dryer and a private lanai with sweeping ocean views.

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The Royal Hawaiian, a Luxury Collection Resort, Waikiki

from $842.00 (USD)

Per Person

Feb 21, 2021
through Feb 24, 2021

The Royal Hawaiian, a Luxury Collection Resort

More offers from Pleasant Holidays

Nights: 3

Price Per Night:$280.67 (USD)
(based on double occupancy, for comparison only)

Feb 21, 2021 through Feb 24, 2021

Location(s): Oahu Island

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.

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Fairmont Kea Lani, Maui

from $1,150.00 (USD)

Per Person

Feb 21, 2021
through Feb 24, 2021

More offers from Pleasant Holidays

Nights: 3

Price Per Night:$383.33 (USD)
(based on double occupancy, for comparison only)

Feb 21, 2021 through Feb 24, 2021

Location(s): Wailea, Maui

Maui's only all-suite and villa luxury oceanfront resort, The Fairmont Kea Lani, boasts recent multi-million dollar renovations further maintaining its impeccable reputation. Every single guestroom is elegantly remodeled featuring sophisticated amenities amid upscale furnishings. All three swimming pools have been dramatically enhanced as well.

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Sheraton Princess Kaiulani

from $446.00 (USD)

Per Person

Feb 21, 2021
through Feb 24, 2021

More offers from Pleasant Holidays

Nights: 3

Price Per Night:$148.67 (USD)
(based on double occupancy, for comparison only)

Feb 21, 2021 through Feb 24, 2021

Location(s): Oahu Island

Located a crosswalk away from Waikiki Beach, Sheraton Princess Kaiulani is home to Waikiki's most exciting Polynesian show, Creation - A Polynesian Odyssey. Comfort and convenience are here at your fingertips with four tempting restaurants, a showroom, cocktail lounge, pool, and nightly Hawaiian entertainment.

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Aulani, A Disney Resort & Spa

from $958.00 (USD)

Per Person

Feb 21, 2021
through Feb 24, 2021

More offers from Pleasant Holidays

Nights: 3

Price Per Night:$319.33 (USD)
(based on double occupancy, for comparison only)

Feb 21, 2021 through Feb 24, 2021

Location(s): Oahu Island

A whole new kind of family vacation has begun on the shores of Oahu. Aulani is a Resort like no other. Inspired by the wonders and traditions of Hawai'i, Aulani has been uniquely designed for families. Perfectly placed on a beautiful beachfront cove, Aulani offers kids, adults and families Hawaiian vacation experiences with a special magic that only Disney can create.

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Waikiki Beachcomber by Outrigger

from $292.00 (USD)

Per Person

Feb 21, 2021
through Feb 24, 2021

More offers from Pleasant Holidays

Nights: 3

Price Per Night:$97.33 (USD)
(based on double occupancy, for comparison only)

Feb 21, 2021 through Feb 24, 2021

Location(s): Waikiki, Oahu

The Waikiki Beachcomber by Outrigger is located in the heart of Waikiki on Kalakaua Avenue, just steps from famous Waikiki Beach and next door to upscale dining and luxury shopping at the newly revitalized International Marketplace. It is the Waikiki home of the Maui Brewing Co. featuring local-inspired farm-to-table dishes and an upscale Hawaiian Style brewpub.

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Aston Waikiki Beach Hotel

from $264.00 (USD)

Per Person

Feb 21, 2021
through Feb 24, 2021

More offers from Pleasant Holidays

Nights: 3

Price Per Night:$88.00 (USD)
(based on double occupancy, for comparison only)

Feb 21, 2021 through Feb 24, 2021

Location(s): Waikiki

This themed hotel is located directly across from the best stretch of Waikiki Beach. Guest rooms feature hot, tropical colors and cool décor that offer Hawaiian nostalgia in an energetic style. The hotel features the award-winning Tiki's Grill & Bar.

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Ilikai Hotel & Luxury Suites

from $340.00 (USD)

Per Person

Feb 21, 2021
through Feb 24, 2021

More offers from Pleasant Holidays

Nights: 3

Price Per Night:$113.33 (USD)
(based on double occupancy, for comparison only)

Feb 21, 2021 through Feb 24, 2021

Location(s): Waikiki

Ilikai Hotel & Luxury Suites is a historic high-rise set above the spectacular Waikiki shoreline. This iconic Waikiki beachside hotel is known for its tropical elegance and superb customer service. Guest rooms and luxury suites feature stylish decor, private balconies, and gorgeous ocean views. Additional amenities include a swimming pool, sundeck and popular restaurant offering fresh seafood, classic Italian dishes and more.

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Poipu Point Vacation Resort

from $600.00 (USD)

Per Person

Feb 21, 2021
through Feb 24, 2021

More offers from Pleasant Holidays

Nights: 3

Price Per Night:$200.00 (USD)
(based on double occupancy, for comparison only)

Feb 21, 2021 through Feb 24, 2021

Location(s): Poipu

Oceanfront elegance on Kauai in the sunny Poipu Resort area. Luxurious one and two-bedroom/two bath suites with gourmet kitchen, in-suite state of the art entertainment center, and large private lanai.

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Aston Kaanapali Shores

from $440.00 (USD)

Per Person

Feb 21, 2021
through Feb 24, 2021

More offers from Pleasant Holidays

Nights: 3

Price Per Night:$146.67 (USD)
(based on double occupancy, for comparison only)

Feb 21, 2021 through Feb 24, 2021

Location(s): Maui Island, Kaanapali

This deluxe condominium resort on Ka'anapali Beach combines the comfort and convenience of a condominium with hotel-caliber services. Spacious, fully-furnished condominium suites, each with a full kitchen and private lanai, offer beautiful ocean and mountain views. Its ideal location offers easy access to shopping, dining and activities throughout Kapalua, Ka`anapali and Lahaina. The Aston Kaanapali Shores is located directly on Kaanapali Beach. Note the beach and ocean conditions at the resort change frequently with the seasons.

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Lahaina Shores Beach Resort

from $512.00 (USD)

Per Person

Feb 21, 2021
through Feb 24, 2021

More offers from Pleasant Holidays

Nights: 3

Price Per Night:$170.67 (USD)
(based on double occupancy, for comparison only)

Feb 21, 2021 through Feb 24, 2021

Location(s): Lahaina, Maui Island

Experience the only vacation condominium in Lahaina that is right on the beach. Set on the ocean's edge of Lahaina Town in West Maui along historic Front Street, this 199-room condo resort features spacious studio, one-bedroom and one-bedroom penthouse condos with full kitchens, oversized lanais and laundry facilities. Relax by the pool and whirlpool spa after strolling the shops of Lahaina, just steps away.

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Aston at Poipu Kai

from $404.00 (USD)

Per Person

Feb 21, 2021
through Feb 24, 2021

More offers from Pleasant Holidays

Nights: 3

Price Per Night:$134.67 (USD)
(based on double occupancy, for comparison only)

Feb 21, 2021 through Feb 24, 2021

Location(s): Kauai Island

Located in Poipu, on the sunny south shore of Kauai, this resort is nestled on 70 acres of beautifully landscaped gardens. With its prime location adjacent to two of Kauai's best beaches and its spacious, well-appointed suites, ResortQuest at Poipu Kai is a great fit for families and active seniors.

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OHANA Waikiki East by Outrigger

from $253.00 (USD)

Per Person

Feb 21, 2021
through Feb 24, 2021

More offers from Pleasant Holidays

Nights: 3

Price Per Night:$84.33 (USD)
(based on double occupancy, for comparison only)

Feb 21, 2021 through Feb 24, 2021

Location(s): Waikiki, Oahu

Located one block to Waikiki Beach, in the heart of Waikiki's action, this full service hotel is well suited for families with children. The hotel features well appointed, comfortable rooms designed for relaxation, an outdoor pool with whirlpool spa and a fitness center. Guests will enjoy a leisurely stroll or an open-trolley ride to Kapiolani Park, the Honolulu Zoo, and Waikiki Aquarium.

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Islands at Mauna Lani

from $1,106.00 (USD)

Per Person

Feb 21, 2021
through Feb 24, 2021

More offers from Pleasant Holidays

Nights: 3

Price Per Night:$368.67 (USD)
(based on double occupancy, for comparison only)

Feb 21, 2021 through Feb 24, 2021

Location(s): Hawaii Island, Kohala Coast

The Islands at Mauna Lani offers luxury townhome living at an incredible value. Two- and three-bedroom bi-level homes are a minimum of 2100 square feet of space; each bedroom is a master suite with a full private bath and private lanai. The property is bordered by the fairways of the championship Francis H. I'i Brown Golf Course and next to the award-winning Mauna Lani Racquet Club.

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Hyatt Regency Waikiki Beach Resort and Spa

from $388.00 (USD)

Per Person

Feb 21, 2021
through Feb 24, 2021

More offers from Pleasant Holidays

Nights: 3

Price Per Night:$129.33 (USD)
(based on double occupancy, for comparison only)

Feb 21, 2021 through Feb 24, 2021

Location(s): Waikiki, Oahu

Explore the excitement of Oahu in one of Hawaii’s most fashionable zip codes. Just steps from renowned warm waters and spectacular views of Waikiki Beach, the property features an award-winning spa, retail shopping, cultural activities and cuisine from celebrated chefs. Close to Honolulu’s most visited attractions, including the USS Arizona Memorial at Pearl Harbor, Iolani Palace and Diamond Head Crater, the hotel is the ideal solution for those who want it all.

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Aston Waimea Plantation Cottage

from $482.00 (USD)

Per Person

Feb 21, 2021
through Feb 24, 2021

More offers from Pleasant Holidays

Nights: 3

Price Per Night:$160.67 (USD)
(based on double occupancy, for comparison only)

Feb 21, 2021 through Feb 24, 2021

Location(s): Waimea, Kauai

Ranked as the #1 Hidden Romantic Getaway by Sunset magazine, this resort offers a nostalgic glimpse into Hawaiian life during the sugar-plantation era. Private seaside cottages are set on a historic 27-acre coconut plantation adjacent to Kaua`i's famous Napali Coast and Waimea Canyon.

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Mauna Lani Point

from $748.00 (USD)

Per Person

Feb 21, 2021
through Feb 24, 2021

More offers from Pleasant Holidays

Nights: 3

Price Per Night:$249.33 (USD)
(based on double occupancy, for comparison only)

Feb 21, 2021 through Feb 24, 2021

Location(s): Kohala Coast

Located within the Mauna Lani Resort, on the Kohala Sun Coast of Hawaii's Big Island lies the Mauna Lani Point, ideally situated on 19 oceanfront acres.

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Grand Hyatt Kauai Resort and Spa

from $874.00 (USD)

Per Person

Feb 21, 2021
through Feb 24, 2021

More offers from Pleasant Holidays

Nights: 3

Price Per Night:$291.33 (USD)
(based on double occupancy, for comparison only)

Feb 21, 2021 through Feb 24, 2021

Location(s): Kauai Island

Experience graceful grandeur at this Hawaiian classic resort on the soothing white sands of Kaua'i's sunny south shore. This exquisite resort beckons with 50 acres of lush gardens and pristine pools. Amenities abound with golf at Poipu Bay, fresh island flavors at resort restaurants and the lavish, open-air, Anara Spa.

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The Westin Princeville Ocean Resort Villas

from $822.00 (USD)

Per Person

Feb 21, 2021
through Feb 24, 2021

The private lanais and countless impressive amenities will enhance your distinctive Hawaiian retreat.

More offers from Pleasant Holidays

Nights: 3

Price Per Night:$274.00 (USD)
(based on double occupancy, for comparison only)

Feb 21, 2021 through Feb 24, 2021

Location(s): Princeville, Kauai

The alluring beauty of the Garden Island will charm your spirits as you are surrounded by Kauai's majestic peaks, Namolokama and Makana, while being beckoned by the blue expanse of the sparkling Pacific Ocean.

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Sheraton Kona Resort and Spa at Keauhou Bay

from $314.00 (USD)

Per Person

Feb 21, 2021
through Feb 24, 2021

More offers from Pleasant Holidays

Nights: 3

Price Per Night:$104.67 (USD)
(based on double occupancy, for comparison only)

Feb 21, 2021 through Feb 24, 2021

Location(s): Keauhou, Hawaii

The resort features 521 rooms and suThis beautiful resort features 509 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. The resort is situated on the water's edge on the tranquil Keauhou Bay, a gathering place for manta rays.ites, 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.

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Four Seasons Resort Maui at Wailea

from $1,435.00 (USD)

Per Person

Feb 21, 2021
through Feb 24, 2021

Four Seasons Resort Maui Wailea main exterior

More offers from Pleasant Holidays

Nights: 3

Price Per Night:$478.33 (USD)
(based on double occupancy, for comparison only)

Feb 21, 2021 through Feb 24, 2021

Location(s): Wailea, Maui

Hawai`i's only AAA Five Diamond and Mobil Five Star resort. Newly renovated and set on beautiful Wailea Beach, this resort combines Hawaiian elegance with uncompromising luxury.

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Grand Wailea, A Waldorf Astoria Resort

from $1,542.00 (USD)

Per Person

Feb 21, 2021
through Feb 24, 2021

More offers from Pleasant Holidays

Nights: 3

Price Per Night:$514.00 (USD)
(based on double occupancy, for comparison only)

Feb 21, 2021 through Feb 24, 2021

Location(s): Maui Island, Wailea

This resort is the ideal destination for a fabulous Hawai'i vacation, and is perfect for families, honeymooners and active vacationers.

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Fairmont Orchid, Hawaii

from $820.00 (USD)

Per Person

Feb 21, 2021
through Feb 24, 2021

More offers from Pleasant Holidays

Nights: 3

Price Per Night:$273.33 (USD)
(based on double occupancy, for comparison only)

Feb 21, 2021 through Feb 24, 2021

Location(s): Kohala Coast, Hawaii Island

Amidst a landscape of rolling surf and ancient volcanoes, The Fairmont Orchid, Hawaii offers countless ways to indulge the mind, body and spirit-outrigger canoe lessons, oceanside massages, championship golf, historic hikes, a private cabana on a white sand lagoon. Fairmont Gold Accommodations: Complimentary continental breakfast daily, afternoon cocktails & hors d'oeuvres and upgraded room amenities.

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Castle Halii Kai At Waikoloa

from $547.00 (USD)

Per Person

Feb 21, 2021
through Feb 24, 2021

More offers from Pleasant Holidays

Nights: 3

Price Per Night:$182.33 (USD)
(based on double occupancy, for comparison only)

Feb 21, 2021 through Feb 24, 2021

Location(s): Waikoloa, Hawaii

Located at the world-famous Waikoloa Resort, Halii Kai offers the opportunity to relax and stretch out in a well appointed two- or three-bedroom luxury villa, experience true Hawaiian hospitality at its best.

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The Kahala Hotel & Resort

from $646.00 (USD)

Per Person

Feb 21, 2021
through Feb 24, 2021

More offers from Pleasant Holidays

Nights: 3

Price Per Night:$215.33 (USD)
(based on double occupancy, for comparison only)

Feb 21, 2021 through Feb 24, 2021

Location(s): Honolulu, Oahu

Located on a secluded beach overlooking both Diamond Head and Koko Head craters, the AAA Five Diamond Kahala Resort & Hotel is located just 10 minutes from Waikiki. Home to Atlantic bottlenose dolphins and the award-winning Spa Suites, this luxury resort features 364 rooms and suites (all non-smoking as of February 2006), six distinctive restaurants and lounges, a Keiki Club for children, private beach cabanas and a variety of sea sports activities.

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The Ritz-Carlton, Kapalua

from $2,238.00 (USD)

Per Person

Feb 21, 2021
through Feb 24, 2021

More offers from Pleasant Holidays

Nights: 3

Price Per Night:$746.00 (USD)
(based on double occupancy, for comparison only)

Feb 21, 2021 through Feb 24, 2021

Location(s): Kapalua, Maui

Surrounded by the majestic West Maui mountain range in the heart of the Kapalua resort community, overlooking the islands of Molokai and Lanai. Enjoy the fitness center with steam, sauna and exercise studio, 3-level swimming pool, tennis center and 3 golf courses. Ritz-Carlton Club Floor Accommodations Include: Complimentary continental breakfast, cocktails, mid-day snacks, hors d'oeuvres and afternoon Hawaiian tea and upgraded room amenities.

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Aston Kona by the Sea

from $507.00 (USD)

Per Person

Feb 21, 2021
through Feb 24, 2021

More offers from Pleasant Holidays

Nights: 3

Price Per Night:$169.00 (USD)
(based on double occupancy, for comparison only)

Feb 21, 2021 through Feb 24, 2021

Location(s): Kona

All suites are furnished island-style and have fully-equiped kitchens with microwave and laundry facilities. Fronting a magnificent rocky shoreline, the resort features a sandy lodging area where guests can bathe in the sun or just unwind. Located south of the historic Kailua-Kona town with its charming shops, restaurants and activities.

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Kauai Marriott Resort

from $596.00 (USD)

Per Person

Feb 21, 2021
through Feb 24, 2021

More offers from Pleasant Holidays

Nights: 3

Price Per Night:$198.67 (USD)
(based on double occupancy, for comparison only)

Feb 21, 2021 through Feb 24, 2021

Location(s): Lihue

Centrally located on Kaua`i's beautiful Kalapaki Bay, majestic waterfalls, blue lagoons and lush tropical surroundings distinguish this deluxe Hawaiian resort. Relax by the 25,000 square foot pool in specialty cabanas or enjoy the many activities and amenities available, including a variety of shops, restaurants, world-class golf, spa services, complimentary Hawaiian activities and a wide range of ocean activities for all ages.

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Honua Kai Resort & Spa

from $624.00 (USD)

Per Person

Feb 21, 2021
through Feb 24, 2021

More offers from Pleasant Holidays

Nights: 3

Price Per Night:$208.00 (USD)
(based on double occupancy, for comparison only)

Feb 21, 2021 through Feb 24, 2021

Location(s): Kaanapali, Maui

Situated on world-famous Kaanapali North Beach, Honua Kai Resort & Spa provides an unparalleled level of service and all the amenities of a luxury resort with expansive one, two, and three bedroom suites. Thirty-eight acres of immaculate grounds tumble into the warm embrace of the Pacific.

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Hawaiian Discovery Moderate

from $3,497.88 (USD)

Per Person

Jan 09, 2022
through Jan 30, 2022

More offers from Trafalgar

Nights: 10

Price Per Night:$349.79 (USD)
(based on double occupancy, for comparison only)

Jan 09, 2022 through Jan 30, 2022

Location(s): Arrive Honolulu, Oahu – Waikiki (2 Nights), Pearl Harbor and Honolulu Sightseeing, Oahu – Kona – Keauhou Bay, Hawaii (2 Nights), Kona Free Time, Keauhou Bay – Hawaii Volcanoes National Park – Hilo – Kahului – Kaanapali Beach, Maui (3 Nights), Maui Sightseeing, Maui Free Time, Maui – Lihue, Kauai (3 Nights), Kauai Sightseeing and Waimea Canyon State Park, Kauai Free Time...

Enjoy an authentic encounter with a tropical paradise, volcanoes and an underwater wonderland-home to manta rays, which you will have a rare opportunity to see.

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Hawaiian Discovery Premium

from $3,957.25 (USD)

Per Person

Jan 09, 2022
through Jan 30, 2022

More offers from Trafalgar

Nights: 10

Price Per Night:$395.73 (USD)
(based on double occupancy, for comparison only)

Jan 09, 2022 through Jan 30, 2022

Location(s): Arrive Honolulu, Oahu – Waikiki (2 Nights), Pearl Harbor and Honolulu Sightseeing, Oahu – Kona – Keauhou Bay, Hawaii (2 Nights), Kona Free Time, Keauhou Bay – Hawaii Volcanoes National Park – Hilo – Kahului – Kaanapali Beach, Maui (3 Nights), Maui Sightseeing, Maui Free Time, Maui – Lihue, Kauai (3 Nights), Kauai Sightseeing and Waimea Canyon State Park, Kauai Free Time...

Enjoy an authentic encounter with a tropical paradise, volcanoes and an underwater wonderland-home to manta rays, which you will have a rare opportunity to see.

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Wailea Beach Resort

from $1,268.00 (USD)

Per Person

Feb 21, 2021
through Feb 24, 2021

More offers from Pleasant Holidays

Nights: 3

Price Per Night:$422.67 (USD)
(based on double occupancy, for comparison only)

Feb 21, 2021 through Feb 24, 2021

Location(s): Wailea

The ocean is everywhere at this newly remodeled luxury resort in the heart of Wailea near shopping and 3 championship golf courses. Enjoy spectacular sunsets, relax at 5 pools across 22 acres including an adults-only infinity edge pool and family pool with 4 water slides. Redesigned rooms feature signature bedding, SMART TVs with cable, high-speed internet and video games. New culinary experiences and the world-class Mandara Spa make this the ideal resort for romantic honeymoons and family vacations.

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Ka'anapali Beach Hotel

from $504.00 (USD)

Per Person

Feb 21, 2021
through Feb 24, 2021

More offers from Pleasant Holidays

Nights: 3

Price Per Night:$168.00 (USD)
(based on double occupancy, for comparison only)

Feb 21, 2021 through Feb 24, 2021

Location(s): Maui Island, Kaanapali

This beautiful hotel is set amongst 11 acres of tropical gardens along Ka`anapali Beach. Guests experience traditional Hawaiian touches with quilt bedspreads and tropical furnishings. Enjoy the whale-shaped pool and complimentary Hawaiian activities and Hawaiian entertainment. Taste Maui's best regional cuisine, as the hotel's restaurant was voted "The Best Hawaiian Cuisine" by the locals. Departing guests are honored in a special Lei Kukui ceremony.

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Hawaiian Explorer First Class

from $2,936.00 (USD)

Per Person

Jan 09, 2022
through Jan 30, 2022

More offers from Trafalgar

Nights: 7

Price Per Night:$419.43 (USD)
(based on double occupancy, for comparison only)

Jan 09, 2022 through Jan 30, 2022

Location(s): Arrive Honolulu, Oahu – Waikiki (2 Nights), Pearl Harbor and Honolulu Sightseeing, Oahu – Kona – Keauhou Bay, Hawaii (2 Nights), Kona Free Time, Keauhou Bay – Hawaii Volcanoes National Park – Hilo – Kahului – Kaanapali Beach, Maui (3 Nights), Maui Sightseeing, Maui Free Time, Depart Maui

The highlights of Hawaii-trendy Waikiki and Maui, Pearl Harbor and volcanic energy at the Hawaii Volcanoes National Park-are yours to discover on this island hop in Pacific paradise.

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Royal Sea Cliff Kona by Outrigger

from $308.00 (USD)

Per Person

Feb 21, 2021
through Feb 24, 2021

More offers from Pleasant Holidays

Nights: 3

Price Per Night:$102.67 (USD)
(based on double occupancy, for comparison only)

Feb 21, 2021 through Feb 24, 2021

Location(s): Kailua-Kona

This hotel rises high above the sea on a dramatic rock bluff. The multi-level terraced design provides for uninterrupted ocean views from the open air balconies. The central courtyard with cascading stream, tropical flowers and flowing vines creates a peaceful garden retreat within the heart of this condominium resort.

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ResortQuest Waikoloa Colony Villas

from $536.00 (USD)

Per Person

Feb 21, 2021
through Feb 24, 2021

More offers from Pleasant Holidays

Nights: 3

Price Per Night:$178.67 (USD)
(based on double occupancy, for comparison only)

Feb 21, 2021 through Feb 24, 2021

Location(s): Waikoloa, Kohala Coast, Hawaii Island

The ASTON Waikoloa Colony Villas opened in January 2003 in an upscale gated community in the world-famous Waikoloa Resort. The resort is located on the 15th fairway of the spectacular beach golf course and offers stunning views of Mauna Kea, lava fields, and swaying palm trees. Golfers will enjoy preferential rates and tee times. After the game, guests can unwind in our swimming pool and jet spa. Complimentary tennis and our fitness center are available for a non-golf workout. Nearby shopping and dining are available at the Kings Shops.

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Moana Surfrider, A Westin Resort & Spa

from $720.00 (USD)

Per Person

Feb 21, 2021
through Feb 24, 2021

More offers from Pleasant Holidays

Nights: 3

Price Per Night:$240.00 (USD)
(based on double occupancy, for comparison only)

Feb 21, 2021 through Feb 24, 2021

Location(s): Waikiki, Oahu

This resort offers relaxation and renewal for weary travelers. 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 offering replenishment at the only ocean front spa in Waikiki, gourmet cuisine at The Beachhouse at the Moana, and within walking distance of superb shopping, nightlife and attractions.

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Best of Hawaii First Class

from $3,461.10 (USD)

Per Person

Feb 21, 2021
through Apr 02, 2021

More offers from Trafalgar

Nights: 9

Price Per Night:$384.57 (USD)
(based on double occupancy, for comparison only)

Feb 21, 2021 through Apr 02, 2021

Location(s): Arrive Honolulu, Oahu – Waikiki (4 Nights), Oahu Sightseeing, Honolulu Free Time, Pearl Harbor and Honolulu Sightseeing, Oahu – Kona – Keauhou Bay, Hawaii (2 Nights), Kona Free Time, Keauhou Bay – Hawaii Volcanoes National Park – Hilo – Kahului – Kaanapali Beach, Maui (3 Nights), Maui Sightseeing, Maui Free Time, Depart Maui

Forge an unforgettable connection with nature-from lush green mountains to a lunch on a historic plantation-tropical time the only thing on your mind.

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Hawaii (50 offers included)