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Hawaii (54 offers included)

Price Per Night:N/A (USD)
(for comparison only)
Location(s): Hawaii
Ask about receiving exclusive Pleasant Holidays amenities when booking with air*
Ask about receiving exclusive Pleasant Holidays amenities when booking with air*
from $645.00 (USD)
Per Person
Nights: 5
Price Per Night:$129.00 (USD)
(for comparison only)
Location(s): Kona
5-Night Accommodations<br> car Rental<br> lei Greeting
from $645.00 (USD)
Per Person
Nights: 5
Price Per Night:$129.00 (USD)
(for comparison only)
Location(s): Kona
5-Night Accommodations<br> car Rental<br> lei Greeting
Nights: 5
Price Per Night:$207.00 (USD)
(for comparison only)
Location(s): Oahu
Round-Trip Airfare From San Francisco<br> 5-Night Accommodations<br> hotel Transfers<br> lei Greeting
Nights: 5
Price Per Night:$373.00 (USD)
(for comparison only)
Location(s): Kahalui, Maui
Round-Trip Airfare From San Francisco<br> 5-Night Accommodations<br> car Rental<br> lei Greeting
Nights: 5
Price Per Night:$373.00 (USD)
(for comparison only)
Location(s): Kahalui, Maui
Round-Trip Airfare From San Francisco<br> 5-Night Accommodations<br> car Rental<br> lei Greeting
from $815.00 (USD)
Per Person
Nights: 5
Price Per Night:$163.00 (USD)
(for comparison only)
Location(s): Kahului, Maui
5-Night Accommodations<br> car Rental<br> lei Greeting
from $2,599.00 (USD)
Per Person
Nights: 6
Price Per Night:$433.17 (USD)
(for comparison only)
Location(s): Kahului, Maui
6-Night Accommodations, car rental, deluxe Lei Greeting.
from $1,165.00 (USD)
Per Person
Nights: 5
Price Per Night:$233.00 (USD)
(for comparison only)
Location(s): Kahului, Maui
5-Night Accommodations<br> car Rental<br> lei Greeting
from $645.00 (USD)
Per Person
Nights: 5
Price Per Night:$129.00 (USD)
(for comparison only)
Location(s): Oahu
5-Night Accommodations<br> lei Greeting<br> hotel Transfers
from $2,499.00 (USD)
Per Person
Nights: 7
Price Per Night:$357.00 (USD)
(for comparison only)
Location(s): Waikiki, Oahu, Kualoa Ranch, Waikiki, Waikiki/Kapa‘a, Na Pali Coast State Park, Kapa‘a
Hawaii’s way more than just sitting on a beach. There’s natural beauty, welcoming locals, and, of course, world-famous waves to see. This one-week tour covers the best of Oahu and Kauai, combining included activities at must-see spots with free time to explore. You’ll see Hawaii’s cosmopolitan side in Honolulu’s beachfront neighbourhood of Waikiki, along with a quiet side of the islands in picturesque towns like Kapa'a. Despite the archipelago’s small size, you can be sure to never run out of...
from $619.00 (USD)
Per Person
Nights: 5
Price Per Night:$123.80 (USD)
(for comparison only)
Location(s): Maui
5-Night Accommodations<br> car Rental<br> lei Greeting
from $5,399.00 (USD)
Per Person
Nights: 14
Price Per Night:$385.64 (USD)
(for comparison only)
Location(s): Waikiki, Oahu, Kualoa Ranch, Waikiki, Waikiki/Kapa‘a, Na Pali Coast State Park, Kapa‘a, Kapa‘a/Kihei, Kihei, Kihei/Hilo...
Hawaii might be an isolated archipelago in the middle of the Pacific, but it still packs a punch. Literally. This tour takes you to four islands over two weeks, perfect for travellers who want to see all the hot spots – like Hawaii Volcanoes National Park, for instance! Other escapades include Oahu’s North Shore to watch surfers tackle some mega waves, Kualoa Ranch where Jurassic Park was filmed, a luau in Maui, and more. Get your adventurous side ready. You’re gonna need it.
from $1,595.00 (USD)
Per Person
Nights: 5
Price Per Night:$319.00 (USD)
(for comparison only)
Location(s): Kahalui, Maui
5-Night Accommodations<br> car Rental<br> deluxe Lei Greeting
from $915.00 (USD)
Per Person
Nights: 5
Price Per Night:$183.00 (USD)
(for comparison only)
Location(s): Kahalui, Maui
5-Night Accommodations<br> car Rental<br> lei Greeting<br> sightseeing
from $915.00 (USD)
Per Person
Nights: 5
Price Per Night:$183.00 (USD)
(for comparison only)
Location(s): Kahalui, Maui
5-Night Accommodations<br> car Rental<br> lei Greeting<br> sightseeing
Nights: 5
Price Per Night:$231.00 (USD)
(for comparison only)
Location(s): Kona
5-Night Accommodations<br> car Rental<br> lei Greeting
Nights: 5
Price Per Night:$231.00 (USD)
(for comparison only)
Location(s): Kona
5-Night Accommodations<br> car Rental<br> lei Greeting
from $1,019.00 (USD)
Per Person
Nights: 5
Price Per Night:$203.80 (USD)
(for comparison only)
Location(s): Oahu Island
5-Night Accommodations<br> hotel Transfers<br> lei Greeting
from $1,532.00 (USD)
Per Person
Nights: 3
Price Per Night:$510.67 (USD)
(for comparison only)
Location(s): Princeville, Kauai
Situated on one of the most beautiful sites in the world, this resort offers the quintessential address on the Island of Kaua`i and Napali Coast. Each of the 252 guest rooms, including 51 premium suites, have been redesigned, reflecting Hawai`i's natural world of sea, sky and earth.
from $1,003.00 (USD)
Per Person
Nights: 3
Price Per Night:$334.33 (USD)
(for comparison only)
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.
from $1,409.00 (USD)
Per Person
Nights: 3
Price Per Night:$469.67 (USD)
(for comparison only)
Location(s): Oahu Island
Located on the leeward side of O'ahu, Aulani is perfectly placed - close to activities in Hawai'i but just far enough away to be an enchanting escape.
from $948.00 (USD)
Per Person
Nights: 3
Price Per Night:$316.00 (USD)
(for comparison only)
Location(s): Kaunakakai, Molokai
Unwind in spacious one- or two-bedroom ocean view and oceanfront suites. Centrally located in Moloka`i's largest town, this property offers a large pool, BBQ facilities and laundry facilities.
from $782.00 (USD)
Per Person
Nights: 3
Price Per Night:$260.67 (USD)
(for comparison only)
Location(s): Waikoloa
The Waikoloa Beach Marriott lies on 15 acres on the sunny Kohala Coast, fronting the beautiful golden sands of Anaeho'omalu Bay. Guest rooms offer a private lanai, refrigerator, air conditioning, yukata cotton robes and coffee maker. This truly remarkable hotel offers restaurants, spa and fitness center, free-form swimming pool with waterslide, tennis courts and 36 holes of championship golf.
from $1,843.00 (USD)
Per Person
Nights: 3
Price Per Night:$614.33 (USD)
(for comparison only)
Location(s): Lanai Island
Four Seasons Resort Lanai is located on a pristine island a few miles west of Maui reflecting a simpler pace of life and the spirit of old Hawaii. Guests can enjoy an exclusive island getaway offering unique cultural adventures, myriad water and land activities and world-class tennis and golf.
from $947.00 (USD)
Per Person
Nights: 3
Price Per Night:$315.67 (USD)
(for comparison only)
Location(s): Oahu Island
Traditional Hawaiian elegance meets contemporary Island style at this hotel. From a gracious welcome at the seated reception to the special touches in each guest room, it is evident that Aloha lives on Waikiki's best beachfront! Duke's Canoe Club is lively and fun and the Hula Grill Waikiki is a favorite for dining.
from $883.00 (USD)
Per Person
Nights: 3
Price Per Night:$294.33 (USD)
(for comparison only)
Location(s): Oahu Island
This stunning resort is located on 22 tropical acres on Waikiki Beach. Lush grounds, six spectacular pools, a beachfront lagoon, waterfalls, exotic wildlife and a variety of restaurants and boutiques are all part of the "Village" experience.
from $1,299.00 (USD)
Per Person
Nights: 3
Price Per Night:$433.00 (USD)
(for comparison only)
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.
from $634.00 (USD)
Per Person
Nights: 3
Price Per Night:$211.33 (USD)
(for comparison only)
Location(s): Keauhou, Hawaii
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.
from $863.00 (USD)
Per Person
Nights: 3
Price Per Night:$287.67 (USD)
(for comparison only)
Location(s): Waikiki, Oahu
Located only two blocks from the beach, Hilton Garden Inn Waikiki Beach offers easy access to shopping, dining, entertainment and popular attractions such as the Honolulu Zoo and Waikiki Aquarium. The hotel features a full-service restaurant and bar, plus gourmet grab-and-go options. Many rooms feature walk-out balconies with stunning views of the city and ocean.
from $1,279.00 (USD)
Per Person
Nights: 3
Price Per Night:$426.33 (USD)
(for comparison only)
Location(s): Maui Island
Inspired experiences begin in this stylish and vibrant 15-acre beachfront setting. Nestled along spectacular Mokapu Beach, Wailea's newest resort features cascading outdoor pools, a full-service apothecary spa, superb dining including the acclaimed Morimotos, and access to championship golf and tennis.
from $822.00 (USD)
Per Person
Nights: 3
Price Per Night:$274.00 (USD)
(for comparison only)
Location(s): Maui Island, Kaanapali
This oceanfront property, on the beautiful Kaanapali Beach, is officially recognized as the most Hawaiian hotel in the state of Hawaii. Enjoy free Hawaiian activities daily and a complimentary hula show nightly. Within easy walking distance to the Whaler's Village Shopping Center and Museum.
from $683.00 (USD)
Per Person
Nights: 3
Price Per Night:$227.67 (USD)
(for comparison only)
Location(s): Kapaa, Kauai
The hotel features comfortable, spacious and modern rooms with bright island-style décor. Guests will enjoy free Wi-Fi, private lanais and free morning yoga classes. Many rooms also showcase stunning ocean views with private balconies. With an ideal location along Kauai's Royal Coconut Coast, some of the island's most famous activities and attractions, including awe-inspiring beaches, state parks, and the vibrant island night life, are just moments away.
from $2,759.00 (USD)
Per Person
Nights: 12
Price Per Night:$229.92 (USD)
(for comparison only)
Location(s): Honolulu, Honolulu. Excursion To Uss Arizona, Honolulu, Honolulu – Hilo – Hawaii Volcanoes National Park – Kona, Kona, Kona – Waimea Canyon – Kauai, Kauai, Kauai – ’iao Valley – Maui, Maui, Maui. Excursion To Haleakala National Park...
13 Days, featuring: Maui
from $889.00 (USD)
Per Person
Nights: 3
Price Per Night:$296.33 (USD)
(for comparison only)
Location(s): Oahu Island
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, promising an inspired vacation for one and all.
from $892.00 (USD)
Per Person
Nights: 3
Price Per Night:$297.33 (USD)
(for comparison only)
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.
from $1,152.00 (USD)
Per Person
Nights: 3
Price Per Night:$384.00 (USD)
(for comparison only)
Location(s): Kaanapali, Maui
This resort showcases 390 luxurious villas and a variety of world-class resort amenities, including an expansive lagoon-style pool, full-service restaurant and a delightful beach bar. The resort is designed to inspire "nanea," a state of relaxation, through a sensory-rich environment and innovative programs and activities including lei making classes, hula-dancing lessons and coconut-frond weaving sessions.
from $843.00 (USD)
Per Person
Nights: 3
Price Per Night:$281.00 (USD)
(for comparison only)
Location(s): Waikiki, Oahu
Outrigger Reef Waikiki Beach Rating: After a $110 million top-to-bottom transformation, this reinvented hotel demonstrates a new vision of hospitality. A distinctive, refined resort hotel on beautiful Waikiki Beach, its completely renewed look combines timeless traditions with modern elegance while embracing the spirit of the sea. Guest rooms and suites are warm and welcoming, and include complimentary Internet access and local and long distance phone calls.
from $745.00 (USD)
Per Person
Nights: 3
Price Per Night:$248.33 (USD)
(for comparison only)
Location(s): Kauai Island
This charming, low-rise oceanfront resort, located at the Coconut Plantation Resort area, is just a short stroll away from the Coconut MarketPlace's 60 specialty boutiques and restaurants.
from $791.00 (USD)
Per Person
Nights: 3
Price Per Night:$263.67 (USD)
(for comparison only)
Location(s): Honolulu
Located on the quiet Diamond Head side of Waikiki, these spacious condominium suites are only two blocks from the beach and within walking distance to shops, restaurants and attractions. Why settle for connecting hotel rooms when you can enjoy spacious one or two-bedroom suites with fully-equipped kitchens and daily maid service?
from $1,248.00 (USD)
Per Person
Nights: 5
Price Per Night:$249.60 (USD)
(for comparison only)
Location(s): Kahuku, Oahu
Nestled on Oahu's scenic North Shore, Turtle Bay Resort has the feel of a neighbor island resort but is only a short drive away from the excitement of Waikiki. This 808-acre, ocean front resort offers two championship golf courses, tennis, horseback riding, two fresh water pools, water sports and miles of secluded coastline.
from $2,244.00 (USD)
Per Person
Nights: 5
Price Per Night:$448.80 (USD)
(for comparison only)
Location(s): Kauai Island
The name Ko`a Kea translates to "white coral" and is a tribute to the spiritual and life-giving power of the coral reefs, new life that has been brought to this property, and the enduring dependence it has on the sea. Encounter the golden beaches of Ko`a Kea Resort and Spa at this upscale boutique oceanfront resort.
from $1,515.00 (USD)
Per Person
Nights: 5
Price Per Night:$303.00 (USD)
(for comparison only)
Location(s): Oahu Island
Outrigger Waikiki on the Beach is a deluxe hotel situated on Waikiki Beach and centrally located on prestigious Kalakaua Avenue. The newly renovated, air-conditioned rooms make a great place to base a trip to Hawaii and to enjoy all that Honolulu has to offer -- endless, exciting entertainment, famous historical sites, an array of world-class dining options and one of the most famous beaches in the world.
from $1,207.00 (USD)
Per Person
Nights: 5
Price Per Night:$241.40 (USD)
(for comparison only)
Location(s): Keauhou, Hawaii
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.
from $1,652.00 (USD)
Per Person
Nights: 5
Price Per Night:$330.40 (USD)
(for comparison only)
Location(s): Waikiki, Oahu
With its open-air lobby and friendly guest service, the Outrigger Reef on the Beach offers a full complement of beach services, a swimming pool, spa, shops, restaurants, lounges, and a tour desk for your comfort and convenience. Learn to surf right in front of the hotel.
from $1,723.00 (USD)
Per Person
Nights: 5
Price Per Night:$344.60 (USD)
(for comparison only)
Location(s): Poipu, Kauai
Experience one of the most coveted locations in all of the Hawaiian Islands as you enjoy the rich amenities and luxurious accommodations at the brand new Koloa Landing at Poipu Beach. Set among 25 acres of lush tropical oasis, the Resort is just steps from the legendary Poipu Beach and boasts meandering lagoons, cascading waterfalls, tiki torch lit pathways, and two resort pools. A paradise of natural and cultural treasures on Kauai´s South Shore awaits you, at Koloa Landing.
from $2,431.00 (USD)
Per Person
Nights: 5
Price Per Night:$486.20 (USD)
(for comparison only)
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.
from $1,673.00 (USD)
Per Person
Nights: 5
Price Per Night:$334.60 (USD)
(for comparison only)
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.
from $1,342.00 (USD)
Per Person
Nights: 5
Price Per Night:$268.40 (USD)
(for comparison only)
Location(s): Hawaii Island, Waikoloa
This 62-acre oceanfront resort is a destination in itself, in a setting of magnificent gardens and waterways, pools and waterfalls, all of it interconnected by trams and canal boats. Winner of over 75 leisure, meetings and culinary awards, priceless art, a 25,000 square foot spa, two championship golf courses, pools, waterslides and a world-renowned Dolphin Quest interactive program.
from $2,934.00 (USD)
Per Person
Nights: 5
Price Per Night:$586.80 (USD)
(for comparison only)
Location(s): Princeville, Kauai
Guests of the St. Regis Princeville Resort reside in a bastion of tropical sophistication, surrounded by interiors reflecting Kaua'i's rich abundance, cusine that celebrates local flavors and an array of activities as thrillingly diverse as the island itself.
from $2,408.00 (USD)
Per Person
Nights: 5
Price Per Night:$481.60 (USD)
(for comparison only)
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.
from $2,918.00 (USD)
Per Person
Nights: 5
Price Per Night:$583.60 (USD)
(for comparison only)
Location(s): Wailea, Maui
Maui's all-suite luxury resort features elegant suites with oversized marble baths. Exclusive villas with private plunge pools and full kitchens accommodate up to eight adults.
from $2,038.00 (USD)
Per Person
Nights: 5
Price Per Night:$407.60 (USD)
(for comparison only)
Location(s): Kauai Island
Discover the Hawaiian Paradise you dream about! Waterfalls, rainbows, spectacular scenery and miles of secluded beaches all await you when you stay at the beautiful Hanalei Bay Resort & Suites. Experience fine dining and nightly entertainment, tennis, and the best golf Hawaii offers.
from $4,170.00 (USD)
Per Person
Nights: 5
Price Per Night:$834.00 (USD)
(for comparison only)
Location(s): Lanai Island
A resort for the sophisticated traveler. Complete spa. Short walk to secluded beach with chairs. Enjoy all the amenities of this luxury resort without a daily resort fee.