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Top Hawaiian Island Vacations

The sun-drenched Hawaiian Islands provide a stunning location for your next vacation. Visit the islands of Hawaii, Oahu, Maui and Kauai - each offering a unique mix of entertainment and activities. Puddle hop from island-to-island, experiencing thrilling attractions, local cuisine and Polynesian culture at its finest!
1

Prince Waikiki

Honolulu, Hawaii

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+1 (800) 321 - 6248
There are few things more exciting and memorable than an island vacation. On the beautiful island of Oahu, you will discover Prince Waikiki, a luxury resort that takes you away from the stress of everyday life.... read more

There are few things more exciting and memorable than an island vacation. On the beautiful island of Oahu, you will discover Prince Waikiki, a luxury resort that takes you away from the stress of everyday life. Here, there's the gentle ocean breeze in your hair, the warm sunshine against your face, elegant accommodations with the best amenities and endless activities that keep you entertained all vacation long.

From the moment you arrive at Prince Waikiki, you'll be blown away by the sheer magnitude of its splendor. Sweeping Pacific Ocean views, elegant accommodations with the best amenities, large sophisticated meeting spaces, and an assortment of dining options make this an unbeatable choice for your Oahu getaway. Onsite you will find a stunning infinity pool, hula dance and tai chi lessons, and a shuttle that'll take you to the Hawaii Prince Golf Club. Everything you need for an unforgettable Hawaii vacation is waiting for you here!

Address

100 Holomoana St, Honolulu, Hawaii 96815

Highlights

A Hawaii vacation isn't complete without time at the beach. Stay with Prince Waikiki and enjoy being close to all the incredible action of Oahu's waterfront. The hotel rests beside the harbor and makes it easy to walk down to Waikiki Beach, where you can sink your toes into the sand, bask in the sunlight, and cool off with a refreshing ocean swim. Plenty of water adventures are available in the area as well such as surfing, stand up paddle-boarding and fishing!

Related Onsite Offerings

Prince Waikiki has a number of inclusive packages, including the Stay and Play, Romance or Room, Car and Breakfast packages.

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View call direct
+1 (866) 541 - 1033
Enter a Pacific paradise at Great Vacation Retreats! Wandering ocean waves, swaying palm trees, and sun-kissed beaches welcome you at these diverse accommodations!Get in touch with the sugary white shores at this... read more

Enter a Pacific paradise at Great Vacation Retreats! Wandering ocean waves, swaying palm trees, and sun-kissed beaches welcome you at these diverse accommodations!

Get in touch with the sugary white shores at this oceanfront oasis. Great Vacation Retreats features a wide selection of luxurious condominiums on Kauai or the Big Island. Their accommodations are just steps away from the best beaches and plenty of exciting area attractions so you will never have a dull moment during your stay. Soak up the sun as you relax on the beach, or dive into the waters to explore the life in the sea on a scuba diving or snorkeling adventure. If you’re here with the family, the kids are sure to enjoy building sandcastles or looking for seashells along the shores. For those days you’re interested in something a little different, take a hike along the Na Pali Coast, visit the Maniniholo Dry Cave, or stop by local Princeville Country Club for a day of golf. After a long day, your home-away-from-home awaits with a full kitchen, spacious living room with television, private balcony, and much more. Relaxation and recreation highlight this perpetually sunny paradise!

Address

3350 Waikomo Rd, Koloa, Hawaii 96756

Extra Stops

Find an array of adventures when you explore the caves at Maniniholo, Waikanaloa, and Waikapalae. Na Pali Coast is ideal for hiking or rafting trips, while Spouting Horn, National Tropical Botanical Garden, and Kilauea Point National Wildlife Refuge showcase the breathtaking tropical surroundings and wildlife!

Related Onsite Offerings

Enjoy the comfort of a fully equipped kitchen, a spacious living area with flat screen television and DVD player, and even your own private balcony to unwind on and take in the views. Amenities abound!

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View call direct
+1 (808) 661 - 1234
Discover perhaps the ultimate Kaanapali Beach hotel, the Hyatt Regency Maui Resort and Spa. This breathtaking Maui hotel sits on 40 lush acres of sun-drenched beach.Discover the most exciting Kaanapali Beach... read more

Discover perhaps the ultimate Kaanapali Beach hotel, the Hyatt Regency Maui Resort and Spa. This breathtaking Maui hotel sits on 40 lush acres of sun-drenched beach.

Discover the most exciting Kaanapali Beach vacation at the Hyatt! Spacious guest rooms feature private lanais and panoramic views of the ocean, West Maui Mountains and beautiful resort courtyard. Spend a relaxing day at Spa Moana indulging in refreshing spa services and treatments. Scuba diving and tennis lessons, Hula dancing, lei making and so much more can be found at the resort! Two free-form swimming pools are a guest favorite, with a 150-ft. lava tube water slide, underwater cave and Grotto Bar. Dance at the Drums of the Pacific Lu’au sharing in fresh mai tais and an all-you-can-eat buffet. Take in a Cirque Polynesia show at the Maui Moon Theatre, Hawaii’s only true cirque show. Go for a sailing adventure on the Hula Girl, a 65-ft. catamaran, where you’ll whale watch, snorkel and scuba dive! You’ll find it all right here at the Hyatt Regency. From casual to fine dining, beach and cultural activities and more, you’ll see why the resort lands at our No. 8 pick.

Address

200 Nohea Kai Drive, Lahaina, Maui, HI 96761

Highlights

Visit Haleakala Crater, a shield volcano that forms over 75% of Maui.

Fun facts

The Banyon Tree that stands on Front Street in Lahaina stands over 60 ft. tall, stretches over 200 ft., has 12 major trunks supporting it and shades 2/3 of an acre.

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4

Kihei Akahi

Kihei, Hawaii

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+1 (866) 975 - 1864
Escape to a tropical treasure at Kihei Akahi! Sun-soaked beaches, welcoming condos, and endless ocean excursions make this Hawaiian hub an unforgettable stay!This island escape is truly an ocean away from ordinary!... read more

Escape to a tropical treasure at Kihei Akahi! Sun-soaked beaches, welcoming condos, and endless ocean excursions make this Hawaiian hub an unforgettable stay!

This island escape is truly an ocean away from ordinary! The spacious condos are full of amenities like full-size kitchens and wonderful bathrooms that will have your feeling right at home. Spend your days enjoying the beautiful scenery on the beach, snorkeling, going on whale watching expeditions, or enjoying scenic drives around the island. There's so much to do, you may need to come back a second time! But the first time around, don't miss a chance to see Haleakala National Park, or the Humpback Whales in the Maui Nui Basin!

Address

2531 S Kihei Rd, Kihei, Hawaii 96753

Highlights

Maui's beaches are world-renowned for the crystal blue waters and sugary white sand. You can lose whole hours just lounging on the beach, letting the warm sun soak into you.

Related activities

The adventures never end here! Hike through Haleakala National Park, go on a helicopter tour, or explore the marine life on a scuba diving tour!

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5

Maui Vacation Rentals

Kihei, Hawaii

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+1 (808) 965 - 0400
Maui Vacation Rentals offers something for everyone from beach bummers to ocean adventurers. With rooms overlooking the sandy Pacific shores, you're sure to find your slice of paradise here!Surrounded by rolling... read more

Maui Vacation Rentals offers something for everyone from beach bummers to ocean adventurers. With rooms overlooking the sandy Pacific shores, you're sure to find your slice of paradise here!

Surrounded by rolling waters, flour-white sand, and palm trees, this is your oceanfront oasis. Maui Vacation Rentals' range of accommodations are all located in Kihei, within walking distance of beautiful Keawakapu Beach and are all spacious condominium-style units that offer everything you need for a comfortable vacation. Enjoy breathtaking oceanfront views and a variety of modern amenities such as fully equipped kitchens, roomy living areas with televisions and DVD players, and much more. You'll have access to the resort's outdoor pool with lounge chairs and a barbecue area for fun cook outs! When you're ready explore, simply head out your door.The prime location means you're just minutes away from the soft sand shores and plenty of exciting Maui activities. Whether you spend your time just soaking up the sun on the beach or indulging in a little adventure, you're sure to have an unforgettable Hawaii vacation!

Address

101 Aupuni Street, Suite 248, Kihei, Hawaii 96720

Related activities

The Pacific Ocean is teeming with adventures. View the marine life on a scuba diving expedition, battle the behemoths when you go deep sea fishing, or just catch a tan on the sandy shores!

Related Onsite Offerings

Everything you need is onsite. Prepare delicious meals in your full kitchen, lounge out by the pool, or watch the colorful sunset from the beach.

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6

Kamaole Sands

Kihei, Hawaii

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+1 (808) 874 - 8700
The beach is always within reach at Kamaole Sands, where expansive sands and mountains surround this oceanfront oasis. Relax in stunningly spacious condos, lounge on the sun-kisses beach, or explore the roaming... read more

The beach is always within reach at Kamaole Sands, where expansive sands and mountains surround this oceanfront oasis. Relax in stunningly spacious condos, lounge on the sun-kisses beach, or explore the roaming ocean!

Your magical Maui getaway starts in style with a stay at this Hawaiian haven. With beautiful condos featuring breathtaking views of the mountains and beaches, you'll feel absolutely surrounded by the atmosphere of Maui. Spend your blissful days walking the beach or catching a tan. For those looking for more adventure, plan a day trip to Haleakala National Park, or hop aboard a whale watching tour. Both will make wonderful memories for the whole family! No less adventurous are the chances for snorkeling and scuba diving, during which you'll observe the vibrant marine life! There's no end to the entertainment at Kamaole Sands!

Address

2695 S Kihei Rd, Kihei, Hawaii 96753

Highlights

Set off on a whale watching expedition and learn about the North Pacific Humpback Whales or dive into the water and search for sea turtles!

Related activities

Take adventure to new heights observing the remnants of the volcanic activity that formed the Hawaiian islands is on display in the East and West Maui Mountains, which form the backbone of the island.

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7

Hotel Wailea

Wailea, Maui, Hawaii

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+1 (866) 406 - 2782
Rounding out our list is a true luxury boutique hotel in Maui – the Hotel Wailea. Discover this island paradise set amidst white sand beaches, the ocean and mountain landscapes.Within the Wailea Resort Community,... read more

Rounding out our list is a true luxury boutique hotel in Maui – the Hotel Wailea. Discover this island paradise set amidst white sand beaches, the ocean and mountain landscapes.

Within the Wailea Resort Community, the hotel rises 300 ft. above the ocean. Each of its suites offers ocean views from your private lanai. Delve into rich linens, plush bathrobes and deep soaking tubs. Maui is an ideal place to experience fun in the sun. Attempt kiteboarding, it’s not as easy as it looks! Stand Up Paddle, a popular family sport, offers a chance to become one with the ocean. Reward yourself with a soothing massage or revitalizing facial at the Hotel Wailea Spa. Tee off at the Wailea Golf Club whose Gold, Emerald and Blue courses boast breathtaking ocean views and challenging holes. Submerge yourself in Hawaiian culture. Dance at a luau. Explore waterfalls and white sand beaches. Discover unique marine life and 250 types of fish. Hike to the peak of a giant crater. Visit trendy shops, boutiques and galleries. Enjoy sumptuous fine dining. You’ll find everything you need for a truly amazing Hawaiian Island vacation during your stay at the Hotel Wailea, a true escape to Maui.

Address

555 Kaukahi Street, Wailea, HI 96753

Highlights

The Road to Hana provides 56-miles of natural Maui beauty including waterfalls, trails, pools, beaches and natural landscapes.

Fun facts

Molokini is Maui’s top snorkeling and diving island just 2 ½ miles off Maui’s south coast.

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View call direct
+1 (800) 367 - 5370
Steps from the world-famous Waikiki Beach, the Hawaiian playground of the Waikiki Beach Marriott Resort and Spa lands on our list at No. 4!Blending the spirit of aloha with true Hawaiian hospitality, the Waikiki... read more

Steps from the world-famous Waikiki Beach, the Hawaiian playground of the Waikiki Beach Marriott Resort and Spa lands on our list at No. 4!

Blending the spirit of aloha with true Hawaiian hospitality, the Waikiki Beach Marriott is set on land once owned by Queen Liliuokalani. Adjacent to the famous Diamond Head Crater, these picturesque guest rooms and suites are located in twin towers. Take in the soft ocean breezes on your own private balcony. Fall asleep in your suite’s plush bedding. Enjoy a refreshing facial at Spa Olakino Salon. Dine on sumptuous seafood and traditional Hawaiian cuisine. Bask in the sun at the resort’s two swimming pools while sipping tropical cocktails from the poolside Moana Terrace. Visit Waikiki Beach for excellent surfing, scuba diving and snorkeling adventures. And, there’s plenty of space for gentle swimming. Restaurants, cafes, shops and galleries line the boardwalk. Six championship golf courses rest nearby. Horseback ride through Diamond Head Crater. Experience a traditional Hawaiian lu’au relishing in games, fun and friendship of Polynesia. The brilliant tropical retreat of the Waikiki Beach Marriott Resort and Spa offers a world of Hawaiian Island splendor and picturesque beauty.

Address

2552 Kalakaua Avenue Honolulu - Oahu, Hawaii 96815

Highlights

Waikiki Beach is known for its spectacular views of the Diamond Head tuff cone.

Fun facts

Waikiki means ‘spouting fresh water’ in the Hawaiian language.

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9

Hale 'Ohu Bed & Breakfast

Volcano, Hawaii

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+1 (808) 731 - 5243
Incredibly new and insanely opulent, Hale 'Ohu Bed & Breakfast is everything you've ever wanted from a Hawaiian vacation- and so much more!4,000 feet above sea level sits a retreat for anyone looking for... read more

Incredibly new and insanely opulent, Hale 'Ohu Bed & Breakfast is everything you've ever wanted from a Hawaiian vacation- and so much more!

4,000 feet above sea level sits a retreat for anyone looking for naturally-inspired tranquility and relaxation. Located less than a five minute drive from Hawai'i Volcanoes National Park, Hale 'Ohu offers three relaxing one-bedroom garden rooms for its guests. Each is lovingly maintained and superbly comfortable- the perfect place to kick back after a day exploring this unique and amazing part of the Big Island. When you aren't out enjoying Mother Nature's handiwork, you can head into nearby Volcano Village and enjoy its art galleries, restaurants and shopping options. What more could you possibly want?

Address

19-3896 Old Volcano Rd, Volcano, HI 96785

Highlights

Room rates include complimentary continental breakfast, parking and Wi-Fi.

Fun facts

Hale 'Ohu means House in the Mist.

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10

Maui Kamaole

Kihei, Hawaii

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+1 (800) 822 - 4409
Maui Kamaole transforms your Hawaii fantasy into a reality! Kick up your sandals at this tropical utopia of sun-kissed beaches, swaying palm trees, and an array of relaxing amenities!Overlooking the Pacific Ocean,... read more

Maui Kamaole transforms your Hawaii fantasy into a reality! Kick up your sandals at this tropical utopia of sun-kissed beaches, swaying palm trees, and an array of relaxing amenities!

Overlooking the Pacific Ocean, one- and two-bedroom condos rest right on the sandy beach shores and display stunning scenery. Watch the sky light up with a colorful sunset, a tropical drink in your hand. And, since you can choose the condo that's right for you, you'll be sure to have everything you need! Savor gourmet dining onsite, take a dip in the swimming pool, or just curl up in your spacious condo! If you'd like to explore more of the island, Haleakala National Park awaits nearby with stunning scenery and great hiking trails. The ocean offers plenty of aquatic adventures like deep sea fishing, scuba diving, swimming, and wealth of water sports. If you'd prefer to stay dry, soak up the sun on any of the incredible beaches. Your Pacific paradise awaits!

Address

2777 S. Kihei Rd, Kihei, Hawaii 96753

Highlights

The island of Maui is one of Hawaii's most popular islands. Sun-soaked beaches, groves of palm trees, and coral formations highlight this oceanfront oasis!

Fun facts

Meaning "House of the Sun," Haleakala is a part of the East Maui Mountains that form the backbone of the island.

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11

Lumeria Maui

Paia , Hawaii

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+1 (855) 579 - 8877
Lumeria Maui showcases the latest trend in travel with a tropical fairytale that features beautiful ocean views, yoga and meditation classes, and a restorative array of amenities!Your luxurious boutique retreat... read more

Lumeria Maui showcases the latest trend in travel with a tropical fairytale that features beautiful ocean views, yoga and meditation classes, and a restorative array of amenities!

Your luxurious boutique retreat rests on the shores of the Pacific Ocean, where breathtaking tropical scenery meets rejuvenating amenities! Stroll through the six-acre private sanctuary, which overlooks the North Shore of Maui and features lush meditation gardens, a yoga studio, and 24 elegant rooms and suites. Laze on the sandy shores of world-renowned beaches, catch a tubular wave on a surfing outing, or explore the terrain on a hiking expedition. Once you've worked up an appetite, satisfy your stomach with a farm-to-table dining experience featuring the fresh fruits and vegetables from the resort's gardens. Your paradise continues when you enter your room, which features an intimate design to inspire relaxation, inner peace, and tranquility. The rooms showcase unique touches like river rock floors and Indonesian sofa daybeds. Your oceanfront oasis awaits!

Address

1813 Baldwin Ave, Paia/Makawao - Maui, Hawaii 96768

Fun facts

Originally built in 1909, Lumeria Maui was renovated in 2011 to accentuate a mix of neoclassical and Japanese touches.

Related Onsite Offerings

Join a weekly garden tour with Puanani Lindsay of Maui Cultural Lands as she shares her wisdom on the medicinal uses of Hawaiian native plants!

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12

Hawaiian Vacation Rentals

Honolulu, Hawaii

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+1 (808) 396 - 0055
With over 20 years of experience on beautiful Oahu, Hawaiian Vacation Rentals is guaranteed to provide you with the best island getaway imaginable. Their selection of sophisticated and comfortable accommodations are... read more

With over 20 years of experience on beautiful Oahu, Hawaiian Vacation Rentals is guaranteed to provide you with the best island getaway imaginable. Their selection of sophisticated and comfortable accommodations are located throughout Oahu in Haleiwa, Kahala, Waikiki, and Kaa'awa.

These rentals are impeccably furnished with modern amenities such as fully-equipped kitchens, spacious living rooms with flat-screen television, private decks, and even your own pool. No matter which home-away-from-home you choose, you're bound to feel completely at ease throughout your stay. And that feeling is only enhanced by the laid-back atmosphere of Hawaii itself. These stunning island towns offer easy access to the white-sand beaches and plenty of exciting activities.

Address

PO Box 25455, Honolulu, HI 96825

Highlights

Go for a swim, dive underwater on a snorkeling trip, learn how to surf, and indulge in the finest Hawaiian cuisine around!

Related activities

You can spend your days out on the beach, go for a swim, or take a break from the water to visit the Polynesian Cultural Center to learn all about the island's culture!

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