Vacation rentals in Hawaii
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Top-rated vacation rentals in Hawaii
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Vacation rentals for every style
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Popular amenities for Hawaii vacation rentals
Private vacation rentals in Hawaii
Apartment in Kailua-Kona
4.93 out of 5 average rating, 146 reviewsCozy Studio on the Slopes of Hualalai
Cottage in Pāhoa
4.94 out of 5 average rating, 111 reviewsEast Hawaii Jungle Suites: Treehouse Cottage
Farm stay in Pāhoa
4.91 out of 5 average rating, 365 reviewsHale Ulu
Guesthouse in Volcano
4.99 out of 5 average rating, 354 reviewsVolcano Places Laukapu Forest Cottage
Bungalow in Kalaheo
5.0 out of 5 average rating, 101 reviewsEco Luxe Villa, Infinity Pool
Home in Hanalei
4.95 out of 5 average rating, 190 reviewsNico Hale - TVNC #1036
Guesthouse in Pahoa
4.97 out of 5 average rating, 305 reviewsPrivate, Clean Jungle Bungalow in Lush Setting
Place to stay in Keaau
4.98 out of 5 average rating, 105 reviewsThe Bali Hale on Big Island
Hawaii oceanfront vacation rentals
Home in Pāhoa
4.97 out of 5 average rating, 150 reviewsKehena Beach Ocean Front Cliff House
Home in Kekaha
4.88 out of 5 average rating, 271 reviewsOceanview, Air Conditioning, Clean and Cute
Apartment in Makaha
4.97 out of 5 average rating, 133 reviewsOCEANFRONT PARADISE Tennis Pool Jacuzzi A/C W/D
Condo in Honolulu
4.91 out of 5 average rating, 136 reviewsAmazing Waikiki Beach Views!!
Cabin in Haleiwa
4.82 out of 5 average rating, 220 reviewsSunset Beach Surf Cabin North shore
Condo in Princeville
4.98 out of 5 average rating, 132 reviewsBrand New Luxurious Condo on North Shore Kauai
Condo in Princeville
4.98 out of 5 average rating, 264 reviews~The Surfshack~ with breathtaking ocean views!!
Condo in Princeville
4.99 out of 5 average rating, 212 reviewsSea and Sky Kauai, an Oceanfront Penthouse
Vacation rentals with pools in Hawaii
Guesthouse in Keaau
4.97 out of 5 average rating, 190 reviewsMagical Jungle Cabin with Pool
Condo in Honolulu
4.81 out of 5 average rating, 185 reviews31st floor Waikiki condo for 2 - walk to the beach
Home in Pāhoa
4.93 out of 5 average rating, 374 reviewsRomantic Dodecagon Retreat Near a Black Sand Beach
Home in Pāhoa
4.94 out of 5 average rating, 509 reviewsPuna Rainforest Retreat Hotspring: Green Bamboo
Cabin in Maui
4.98 out of 5 average rating, 173 reviews★Rainbow Lookout - PRIVATE HOT TUB+ACCESS TO POOL
Condo in Lahaina
4.99 out of 5 average rating, 99 reviewsLuxury Mahana 1bd/2ba-Great Views-Free Park/WiFi
Guest suite in Waimea
4.98 out of 5 average rating, 264 reviewsOne bedroom suite, private pool and ocean views.
Condo in Honolulu
4.89 out of 5 average rating, 250 reviewsNewly Renovated Cozy Home
Your guide to Hawaii
Welcome to Hawaii
What we see as the eight islands of the Hawaiian archipelago are in reality the visible peaks of a sprawling oceanic mountain range that first erupted into existence more than 65 million years ago. Today the resulting tropical landscapes outlined by some of the world’s most breathtaking beaches host millions of visitors seeking warm weather, brightly colored sunsets, crystal-clear waters, and maybe even the occasional whale or sea turtle sighting against the backdrop of paradise.
But what makes Hawaii particularly special is the opportunity to discover your favorite island specific to your interests. Island hopping is easy and reasonably affordable, so whether you prefer the cosmopolitan luxuries of Honolulu, the laid-back vibes of Maui, the rugged landscape of the Big Island, or the breathtaking biodiversity of Kauai, there’s an opportunity to mix and match should you want to wander.
The best time to stay in a vacation rental in Hawaii
A year-around temperate tropical climate buffered from trade winds means almost any time is a good time to stay in one of the many scenic vacation rentals on the Hawaiian islands. That said, each island hosts a multitude of microclimates and localized weather specific to its unique geography. This means it’s possible to experience all four seasons in one day, especially across the biggest island of Hawai’i, where 11 out of 13 climate zones can deliver both sunburns and frostbite if you’re ill prepared. The windward (north and east) sides of islands tend to be wetter, while coastal regions along the south and west sides can be so dry that cacti can be spotted growing along hillsides. Pack layers in preparation for a surprise rain shower or a chilly welcome at the top of a volcano. And be sure to bring high-strength sunscreen, as it’s easy to burn under a tropic sun.
Top things to do in Hawaii
The Road to Hana (Maui)
Traveling Maui’s 64.4-mile stretch of winding coastal cliff-hugging highway and one-way bridges can admittedly be a white-knuckled experience, but the journey rewards with unforgettable sights along the way: waterfalls emptying into emerald pools, empty stretches of beaches, and black sand beaches where local kids build sandcastles. Most visitors turn back after reaching the sleepy town of Hana, but those who continue to complete the loop will take in a surreal and sometimes barren landscape shaped by volcanic forces still slumbering underneath.
Alakai Swamp Trail (Kauai)
Walking through the world's highest rainforest can be both disorienting and magical. The boardwalk trail is often blanketed by a swirling layer of fog, slowing your pace to a shuffle. But this is all to hikers’ benefit, provoking visitors to stop, listen, and look around more carefully than if the path was easier. Unusual accumulations of moss and fruiting mushrooms can be found all along the way, with rare endemic birds often heard but rarely seen, masked by the dense vegetation. The hike ends at Kilohana Lookout, where on a clear day you’ll look out onto the depths of Wainiha Valley all the way out to Hanalei.
Hawai’i Volcanoes National Park (Hawaii)
For most of us, walking upon an active volcano crater might be the closest we’ll get to visiting another planet. And indeed, the landscape of Hawai’i Volcanoes National Park frames an otherworldly geological scar — a hot, steaming, hissing wound stinking of sulfur dioxide gas. For those hesitant to get that up close and personal, the 11-mile route known as the Crater Rim Drive allows you to take in the view safely from your car, or at various lookouts or observation decks from a distance.
Destinations to explore
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