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Kauai Luxury Vacation Rentals and Villas

Discover popular neighborhoods

Anini | Haena | Hanalei | Kapaa | Kilauea | Lihue | Poipu | Princeville
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Hale Keaka at Kukui'ula
6 Beds
6.5Baths
14Sleeps
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( 1 )
Hihimanu House
4 Beds
3.5Baths
10Sleeps
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Pili Mai 14K
3 Beds
3Baths
6Sleeps
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( 24 )
Villa Nalani
3 Beds
2.5Baths
6Sleeps
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( 5 )
Hale Makau
5 Beds
5.5Baths
14Sleeps
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( 3 )
Hale Pakika at Kukui'ula
5 Beds
5.5Baths
12Sleeps
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( 17 )
Hanalei Plantation Villa
4 Beds
3.5Baths
8Sleeps
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Ke Kai Nui at Kukuiula
4 Beds
4.5Baths
11Sleeps
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Kaiholo at Hokuala 3BR w/Den Signature Oceanfront*
3 Beds
3.5Baths
8Sleeps
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Laola Townhouse at Hokuala 4BR*
4 Beds
4.5Baths
8Sleeps
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Laola Townhouse at Hokuala 3BR*
4 Beds
3.5Baths
6Sleeps
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Ka Hui Ana at Kukuiula
4 Beds
4.5Baths
14Sleeps
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Kaiholo at Hokuala 4BR Signature Oceanfront*
4 Beds
4.5Baths
8Sleeps
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Kaiholo at Hokuala 4BR Superior*
4 Beds
4.5Baths
8Sleeps
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Honu Awa
4 Beds
4.5Baths
8Sleeps
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Kauai the Garden Isle

“The Garden Island” more than lives up to its popular nickname. Kauai has long been known for its incredible lushness, emerald valleys, jagged cliffs, tropical rain forests and cascading waterfalls. The sublime beauty of the place immediately relaxes all who are fortunate enough to vacation here, whether they’re kayaking on the Wailua River, snorkeling at Poipu Beach or hiking in Kokee State Park. With timeless appeal, Kauai offers luxury vacation homes for every group and interest, inviting guests to get out and explore the allure of the island. 

Private vacation homes for rent in Kauai span the island, offering a wide variety of choice to discerning travelers seeking that perfect hideaway that exudes both the comfort of a private home, but with the posh amenities so deserved when you finally take a break from your busy lifestyle. From chef’s kitchens to private lanais overlooking the ocean or rain forest, concierge service to arrange your family’s activities to infinity pools, these dream residences make every aspect of vacation a dream. 

Reminiscent of old Hawaii, Hanalei in North Kauai offers vacation rental homes in the gorgeous region of Haena at the northernmost tip of the Kuhio Highway. When you think of the Hawaii of blockbuster scenes and famous TV shows, this is what you’re seeing - countless Hollywood film crews have sought out the lush, untouched beauty of this area for their scenes. From your Hanalei vacation rental home, you can head into the quaint downtown area for laid-back shopping and dining, browsing art galleries or browsing the farmers’ market. Explore Haena State Park, the Waikanaloa and Waikapale aves and Ke’e Beach. The famous Kalalau Trail along the stunning Na Pali coast begins here. 

Choose a Kauai luxury vacation home on the Coconut Coast in the largest town on the island, Kapaa. For those seeing stunning Hawaiian scenery but who also want shopping, dining and plentiful activities, this is the perfect selection. Walk, run or bike on the Ke Ala Hele Makalae Path, hike to Hoopii Falls, tee off at the renowned Wailua Golf Course or try to find scenes from Elvis Presley’s 1961 movie “Blue Hawaii.” Families will love the calm swimming conditions of Lydgate Beach Park, nearby. 

Outdoor activities abound in and around Kapaa, starting with a walk, run, or bike ride on the paved seven-mile Ke Ala Hele Makalae Path (or “the path that goes by the coast”). A one-mile (round trip) hike leads to the lovely Hoopii Falls, and a four-mile trek up Nounou Mountain (also known as Sleeping Giant) allows for panoramic views of the coastline and the center of the island. The nearby Wailua River, which flows into the area from the Waialeale volcano, creates an opportunity for kayaking, stand-up paddling, and viewing the 151-foot Opaekaa waterfall. Wailua Golf Course, just south of Kapaa proper, has been selected by Golf Digest as one of Hawaii’s top 15 golf courses.

For island luxury on Kauai, stay in a Hawaii vacation home rental in the Poipu area. Lavish surroundings, magnificent beaches, world-famous golf courses, haute cuisine and luxury shopping define this area of South Kauai. Don’t miss the Tree Tunnel, a section of road learning into the area that is lined with 100-year-old eucalyptus trees. Beaches include picturesque Poipu, Prince Kuhio Beach, Lawai Beach and Brennecke’s Beach. Outdoor enthusiasts can easily access the famed Spouting Horn blowhole, the Makauwahi limestone cave, this historic Alekoko Fishpond and the Waimea Canyon, known as the Grand Canyon of the Pacific. 

Kauai luxury vacation rentals in Poipu are particularly well suited for art lovers and shopaholics, who can check out local galleries and shop for clothing and homewares to their heart’s content. The dining here caters to every taste, with fine food and more casual choices for the end of a great beach day. 

Princeville is always on point for those discerning travelers seeking a lush and peaceful paradise on Kauai. Choose a luxury vacation rental on Kauai’s north shore’s preeminent planned community for its staggering natural beauty and slow-paced island lifestyle. There are beaches, sea cliffs, waterfalls, mountains, walking paths, parks, golf and tennis court, restaurants, shopping - everything you could desire in one place. For postcard-perfect moments, head to Pu’u Poa Beach. Take a calm dip in the nearby tidepool known as the Queen’s Bath. Hike to aptly named Hideaways Beach for quiet snorkeling. Head north to the Bali Hai and Luamahi beaches, or, for families especially, seek out the golden sands of Annin Beach. Golfers flock to scenic Princeville Makai Golf Course. When you stay in a Kauai vacation home rental in Princeville, you’ll have access to everything from the grocery store to the local yoga studio, but it’s the local activities that make the area feel like home - the Night Market with its live music and food vendors, the Prince Kuhio Day Celebration in March and the Hanalei Bay Swim Challenge will all make you feel like a part of the community. 

Whether you’re traveling with friends, family or even pets, these private, luxurious rental homes in Kauai have the upscale amenities you’re hoping for (WiFi, swimming pools, gourmet kitchens) with the comfortable feeling of home. Elevate your stay with private boat charters, guided whale-watching excursions, reservations at the hottest restaurants and most lavish spas - whatever you dream up can be arranged.