RedAwning has over 45 Kauai vacation homes and condos which all include instant online booking and no security deposits, to make your trip easy and stress-free. Kauai is home to the stunning Na Pali coastline, the immense Waimea Canyon, and lush tropical terrain and is the oldest of the Hawaiian islands. Book your stay today!

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  1. HOUSE
    Holoholo ku Waimea

    Holoholo ku Waimea

    Waimea, HI

    HoloHolo Ku is the most charming neighborhood. It's like living in a storybook with huge ranch lands, horses and the view of beautiful Mauna Kea. Walk to town and walk to one of the most famous farmer's markets in Waimea. Minimum 30 Day Rental The...

    FREE CANCELLATION

    $193 to $255/night

  2. CONDOMINIUM
    Kauai Beach Villas 1 Bedroom

    Kauai Beach Villas 1 Bedroom

    Lihue, HI

    Kauai Beach Villas Booking stays under 3 days may be possible. Please inquire for more information The ever so charming Kauai Beach Villas is located in Lihue Hawaii and is nicknamed the “Coconut Coast”. This resort is conveniently, just...

    Pool Hot Tub

    $209/night

  3. HOUSE
    Laulea Kailani Villa (KAUAI)

    Laulea Kailani Villa (KAUAI)

    Princeville, HI

    This custom designed home by Hawaii's renowned architect Mark Eyler is located on the idyllic northshore of Kauai. Designed for professional surfer Bruce Irons, the architecture and interior design blends Balinese, Hawaiian and Asian elements with a...

    Pool

    $1,553 to $3,338/night

  4. HOUSE
    Luana Hale

    Luana Hale

    Princeville, HI

    Your Princeville paradise awaits in this luxury single-level home in a quiet neighborhood on the lush north shore of Kauai. Tastefully decorated with fine finishes such as travertine tile and Brazilian cherry flooring, Luana Hale offers over 2,800...

    $512 to $1,032/night

  5. APARTMENT
    Nohea Villa

    Nohea Villa

    Princeville, HI

    This villa at Villas of Kamalii, Princeville, is an upscale luxurious and tropically decorated, two bedroom, three bath Villa. Two large en-suite bedrooms, one queen with a shower and one king with jacuzzi tub downstairs, and a third reading room on...

    Pool Hot Tub

    $393 to $863/night

  6. HOUSE
    Plantation Cottage at Poipu

    Plantation Cottage at Poipu

    Koloa, HI

    Island living at its finest! Experience charming plantation style living in this gorgeous Poipu home. Enjoy all the Robert Trent Jones, Jr. community has to offer conveniently located along the Kiahuna Golf Course. Shopping, golf, and beach...

    Pool Hot Tub

    $780 to $2,199/night

  7. HOUSE
    Hale Pulelehua TVNC#1238

    Hale Pulelehua TVNC#1238

    Hanalei, HI

    Summer SPECIAL! 20% off the nightly rate from NOW through October 2019!The Road to Haena is opening! Book now to reserve your summer vacationTVNC: 1238A classic plantation style home, this Haena beach house, known as Hale Pulelehu'a (The Butterfly...

    $797 to $2,222/night

  8. HOUSE
    Hale Pulelehua with Guest House TVNC#1238

    Hale Pulelehua with Guest House TVNC#1238

    Hanalei, HI

    Summer SPECIAL! 20% off the nightly rate from NOW through October 2019!The Road to Haena is opening! Book now to reserve your summer vacation!TVNC: 1238A classic plantation style home, this Haena beach house, known as Hale Pulelehu'a (The Butterfly...

    $952 to $2,635/night

  9. HOUSE
    Kiahuna Plantation Hale

    Kiahuna Plantation Hale

    Koloa, HI

    Enjoy the ultimate Poipu vacation experience at Kiahuna Plantation Hale, located on the fourth fairway of the Kiahuna Plantation Golf Course in lovely Wainani at Poipu. This stunning home boasts gorgeous mountain views, a split air conditioning...

    Pool Hot Tub

    $542 to $1,508/night

  10. HOUSE
    Hale Anu Keanu

    Hale Anu Keanu

    Princeville, HI

    With an ideal location, plenty of privacy, and a backyard jacuzzi, this newly remodeled, plantation-style vacation home on Kauai's north shore allows you to experience the perfect balance of relaxation and adventure. Meaning “house of cool...

    Hot Tub

    $631 to $1,693/night

  11. CONDOMINIUM
    Villas on the Prince 34

    Villas on the Prince 34

    Princeville, HI

    NOTE: 30-DAY MINIMUM STAY AT THIS LOCATION. Villas on the Prince 34 is a spacious luxury town house with pool and easy walking distance to Anini Beach and Princeville shopping. This beautifully cared for villa has 3 bedrooms and 2 1/2 baths. Two...

    Pool Hot Tub
    FREE CANCELLATION

    $175 to $183/night

  12. CONDOMINIUM
    Sealodge E8

    Sealodge E8

    Princeville, HI

    This affordable one bedroom condo offers an amazing oceanfront view. Relax on the punee (that’s a window seat in the living room - twin bed size, so a great place for a child to sleep) and enjoy the cooling breeze as you listen to the sounds of...

    Pool
    FREE CANCELLATION

    $214 to $238/night

  13. CONDOMINIUM
    Puamana 9C

    Puamana 9C

    Princeville, HI

    Puamana 9C: AC in the master bedroom, and so many extras provided for your comfort and convenience! A spacious 1550sf of living space surrounded by the open green spaces of the Robert Trent Jones Jr designed Makai golf course, ocean views, and a...

    Pool
    FREE CANCELLATION

    $214 to $238/night

  14. CONDOMINIUM
    Hanalei Bay Resort 52012

    Hanalei Bay Resort 52012

    Princeville, HI

    World class resort on world class beach!Beautiful tropical Hanalei Bay resort has convenient access to the beach via a paved path. Its 20 acres include eight tennis courts, two swimming pools one with tropical waterfall and a children's beach, a...

    Pool
    FREE CANCELLATION

    $520 to $581/night

  15. CONDOMINIUM
    Alii Kai 5301

    Alii Kai 5301

    Princeville, HI

    Special discount for open August dates! Alii Kai 5301 occupies a prime top floor corner because you enter the building at the second floor level, you've got just 13 steps to climb to reach your door! Inside you'll find elegant updates and...

    Pool
    FREE CANCELLATION

    $275 to $306/night

  16. CONDOMINIUM
    Hanalei Bay Resort 5202

    Hanalei Bay Resort 5202

    Princeville, HI

    World class resort on world class beach!Hanalei Bay Resort is situated on over 20 tropical acres with ocean and sunset views of both Hanalei Bay and world famous Bali Hai mountain, plus boasts a gorgeous sandy beach fronting the property. A paved...

    Pool
    FREE CANCELLATION

    $373 to $410/night

  17. CONDOMINIUM
    Puamana 21D

    Puamana 21D

    Princeville, HI

    Puamana 21D - walk to Anini beach, shopping, dining. Great choice for a family looking for plenty of space at an affordable rate or a couple looking for that perfect balance between outdoor adventuring and intimate time together in comfortable,...

    Pool
    FREE CANCELLATION

    $214 to $238/night

  18. CONDOMINIUM
    Sealodge G4

    Sealodge G4

    Princeville, HI

    Sealodge G4 is the perfect choice for honeymoons, anniversaries, or other romantic occasions. With its expansive views of the sea, waves breaking, and lush green coastline visible from the large bedroom picture window, you won't even need to get...

    Pool
    FREE CANCELLATION

    $226 to $257/night

  19. CONDOMINIUM
    Sealodge E10

    Sealodge E10

    Princeville, HI

    Very private top floor ocean front location. Sealodge E10 is the perfect choice for a honeymoon. All of the north shore's great beaches and attractions are conveniently close, and there's a beach path onsite, but you'll be perfectly happy to stay...

    Pool
    FREE CANCELLATION

    $226 to $275/night

  20. CONDOMINIUM
    Alii Kai II 11B

    Alii Kai II 11B

    Princeville, HI

    Reduced for August! Alii Kai 11B has great tropical views of both the ocean and the mountains, with nice updates inside. But what you notice most is the feeling of aloha from the moment you walk in! You wont feel like a visitor here, you'll feel...

    Pool Hot Tub
    FREE CANCELLATION

    $214 to $257/night

  21. CONDOMINIUM
    Sealodge G3

    Sealodge G3

    Princeville, HI

    Special discount for open August dates! Sealodge G3: Unbelievable oceanfront views from this intimate ground floor hideaway with updated interior and King sized bed! One bedroom, one bathroom, with private oceanfront lanai to enjoy the view and...

    Pool
    FREE CANCELLATION

    $226 to $257/night

  22. CONDOMINIUM
    Puu Poa 201

    Puu Poa 201

    Princeville, HI

    Located on the north shore of Kauai and boasting remarkable white water ocean views, our vacation rentals at Puu Poa provide upscale and spacious accommodations for guests seeking exceptional accommodations. Puu Poa condos have two bedrooms and two...

    Pool
    FREE CANCELLATION

    $300 to $815/night

  23. CONDOMINIUM
    Ali'i Kai 5102

    Ali'i Kai 5102

    Princeville, HI

    Oceanfront remodeled with a new floor plan and many upgrades, this is a couple's island dream. The owner took a two bedroom condo, moved walls and created a spacious one bedroom with a king bed, two bathrooms with mosaic tile shower and granite...

    Pool
    FREE CANCELLATION

    $133 to $508/night

  24. CONDOMINIUM
    Sealodge J4

    Sealodge J4

    Princeville, HI

    New fun and cute tropical decor and exceptional views at Sealodge J4. Lie on the bed or the punae (small bed in the living room alcove) and watch the waves roll in. Watch whales, albatross and spinner dolphins. Watch the fishermen down on the Anini...

    Pool
    FREE CANCELLATION

    $108 to $432/night

  25. CONDOMINIUM
    Sealodge E6

    Sealodge E6

    Princeville, HI

    Sealodge E6 is beautifully remodeled with cherry mahogany floors, tile and fresh paint. Incredible view up the Anini reef. From the living room you can watch the fishermen on Anini, whales, dolphins and an array of exotic birds. What a great place...

    Pool
    FREE CANCELLATION

    $113 to $456/night

  26. CONDOMINIUM
    Plantation 1112

    Plantation 1112

    Princeville, HI

    Located on the ground floor at the edge of the Plantations at Princeville, unit 1112 is a great place for children to safely play on the large manicured grass area while you barbeque on the lanai or relax with a cool drink. Spacious, new and...

    Pool Hot Tub
    FREE CANCELLATION

    $151 to $574/night

  27. CONDOMINIUM
    Ali'i Kai 4202

    Ali'i Kai 4202

    Princeville, HI

    Beautiful oceanfront views and a cheerful tropical decor greet you upon entry into Alii Kai 4202. The furnishings reflect the tropical setting. Artwork by local artists fill the walls. The panoramic ocean view provides the perfect backdrop to...

    Pool
    FREE CANCELLATION

    $234 to $482/night

  28. CONDOMINIUM
    Sealodge G9

    Sealodge G9

    Princeville, HI

    Sealodge G9 is a top floor condo with incredible views of both sunrise and sunset. Enjoy views of Anini Beach, Kilauea Lighthouse and great whale watching. This newly remodeled condo with coastal chic décor, designer furniture and a 55 inch flat...

    Pool
    FREE CANCELLATION

    $120 to $482/night

  29. CONDOMINIUM
    Puamana 18B

    Puamana 18B

    Princeville, HI

    Right next to the Westin Princeville Resort, Puamana 18B is a great choice! Only one of 8 units in the complex, 18B features 3 bedrooms, each with its own private lanai and 3 full baths. This 2-story unit feels more like a home than a condo. Close...

    Pool
    FREE CANCELLATION

    $108 to $433/night

  30. CONDOMINIUM
    Puamana 4D

    Puamana 4D

    Princeville, HI

    Puamana 4D has a spacious 1550sf of living space surrounded by the open green spaces of the Prince and Makai golf courses, and enjoys a great location just a few minutes walk to Anini Beach. Just remodeled, this well-appointed rental is a perfect...

    Pool
    FREE CANCELLATION

    $96 to $406/night