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8,626 Hawaii Holiday Lettings

Tripping.com is the world's top vacation rental search engine, rated 9.6 out of 10 based on 50 user reviews.
Compare Hawaii holiday lettings from 11 rental sites including HomeAway, TripAdvisor, Booking.com and more, from $25 a night.

Hawaii Information

About Hawaii

Welcome to the Aloha State of Hawaii - your perfect island vacation destination. With its warm tropical climate, gorgeous waterfalls and volcanoes, excellent surfing and charming culture, this Pacific Ocean island state attracts millions of tourists throughout the year. Hawaii is also a very popular wedding destination and once you’re there, you’ll instantly know why.

Things to Do in Hawaii

Hawaii is the only US state to be comprised wholly of islands – O’ahu, Maui, Kaua’i, the Big Island of Hawai’i, Molokai and Lanai are among the more popular ones. Every island has its own host of experiences and activities to offer – so whether you’re looking for some great snorkeling and surfing, that romantic walk on the beach, or maybe just a day at the spa, look no further - you’re in the right place!

Let’s start with the Island of O’ahu, also nicknamed ’The Gathering Place.’ This island offers an unusual blend of eternal charm mixed with modern day luxuries. Spend your day on the North Shore - home to folk rock musician, Jack Johnson – and extremely popular with surfers. Enjoy the white sands of Waikiki Beach and the great views of Nuuanu Pali. And then when you’re done, dance the night away – O’ahu is popular for its great nightlife! The state capital, Honolulu, is on the island’s south-east coast, where you can find The Lolani Palace, former home of the Hawaiian monarch.

Ever hear of that perfect Maui style dream wedding? Maui is one of the most popular places to visit in Hawaii. Tourists flock to the gorgeous beaches of Kaanapali or spend hours at Haleakala National Park which includes Haleakalā, Maui’s dormant volcano. This island is very popular with golfers.

Kaua’i is also known as ‘The Garden Isle.’ Known for its serene beauty, which ranges from the cliffs of the Napali Coast to the chasms of Waimea Canyon, Kaua’i is quite likely the most scenic of the lot. Kalalau Trail and Hanalei Bay are other popular sites.

And finally you have The Big Island of Hawai’i which houses one of the world’s most active volcanoes – Kilauea in Hawaii Volcanoes National Park. The island is also famous for Mauna Kea, the world’s tallest sea mountain.

You will never run out of things do in Hawaii – from snorkeling to surfing, to learning the hula or picking up words in Pidgin – this place is teeming with activities. Great for couples, families and the elderly, the different islands have much to offer. While you’re on the island, make the most of their unique cuisine, which is a fusion of multiple cultures. Spend a day at a luxurious spa. Stop by to hear some traditional Hawaiian folk music. Catch a glimpse of ancient culture through Luaus and Hulas – if you’re lucky, you might get to see the annual Merrie Monarch Festival, which is an international Hula competition. But most importantly, enjoy the beaches – you’ll soon realize that these are some of the best in the world.

Accommodations in Hawaii

Honolulu International Airport is probably the easiest way to enter the state and Hawaiian cruises connect all major islands through multiple routes. However, choosing the perfect Hawaiian accommodation can be difficult – hotels in Hawaii, although luxurious, are exorbitantly priced and that coupled with the cost of living, can soon add up. A better alternative is to spend your holiday in a Hawaii vacation rental amidst the warmth of the Hawaiian people.

Honolulu vacation rentals are a great option for those looking to enjoy the island’s active nightlife. Kaua’i, with its serene atmosphere should be spent in a cozy apartment rental or luxurious condo rental, perhaps one with a view of the cliffs and canyons. Maui vacation rentals and Big Island rentals are also popular options for the large number tourists that stop by each year. If you’re truly looking to immerse yourself in the unique culture of this fascinating state called Hawaii – home rentals are your best option!

Vacation Rentals in Hawaii

Save hundreds with a vacation home rental from Tripping.com and forget the hotel room. For the ultimate getaway, Hawaii offers 8626 affordable vacation rentals with a price to match your budget and accommodation needs. Prices in Hawaii start at an average price of $367 a night with long-term rentals averaging $14839 a month.

These vacation rentals offer a range of amenities, so you’ll feel right at home. For those looking to stay in a corporate rental, 7203 of Hawaii’s rentals offer high speed WiFi Internet so you can easily keep in touch with your company or team. Go for a swim at one of the 4406 properties complete with pool or jacuzzi, or relax with a night of cable TV in any of our 6928 vacation home rentals.

Traveling with your dog or cat? Choose from 254 pet-friendly rentals in Hawaii that allow you to bring your extended family along.Tripping.com’s home rentals offer far more room and comfort than a hotel, providing a safe and spacious place for you and your pets. Many properties allow you to book directly online, so once you find that perfect vacation rental, you’ll be all set to go!

Search properties from 11 vacation rental sites in Hawaii where the top providers in that area are HomeAway, TripAdvisor, and Booking.com. There are 4154 HomeAway rentals, 1681 TripAdvisor short term rentals and 1102 Booking.com vacation rentals.