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
    Bali Hai Villas 3 Bedroom

    Bali Hai Villas 3 Bedroom

    Princeville, HI

    Bali Hai Villas If you're looking for a tropical paradise for your vacation, then you have found your destination! Bali Hai Villas offers easy access to Kauai's most popular attractions such as Hanalei Bay, Waimea Canyon State Park, Limahuli Garden...

    Pool Hot Tub

    $536/night

  3. 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

  4. 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

    $839 to $1,991/night

  5. CONDOMINIUM
    Sealodge C7

    Sealodge C7

    Princeville, HI

    Sealodge C7 enjoys top floor privacy with endless oceanfront views. Inside you'll find charming vibrant decor and many updates and upgrades. You won't mind at all spending a quiet day inside when you can enjoy relaxing on the punee window seat in...

    Pool
    FREE CANCELLATION

    $238 to $275/night

  6. 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

    $142 to $523/night

  7. CONDOMINIUM
    Hanalei Colony Resort I1

    Hanalei Colony Resort I1

    Hanalei, HI

    Wow, you'll have this gorgeous north shore beach all to yourselves!!! July 1 marks the date our Hanalei Colony Resort rentals re-open to guests - and for a limited time we'll have a special rate available. For a year now, the North Shore past...

    Pool
    FREE CANCELLATION

    $488 to $581/night

  8. CONDOMINIUM
    Sealodge G3

    Sealodge G3

    Princeville, HI

    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 whale watch in the winter time. Full...

    Pool
    FREE CANCELLATION

    $226 to $257/night

  9. 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

    $116 to $440/night

  10. 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

  11. 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

  12. CONDOMINIUM
    Puamana 21D

    Puamana 21D

    Princeville, HI

    Puamana 21D - walk to Anini beach, shopping, dining. Summer now 25% off!!! 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...

    Pool
    FREE CANCELLATION

    $214 to $238/night

  13. CONDOMINIUM
    Sandpiper 120B

    Sandpiper 120B

    Princeville, HI

    Sandpiper 120B is a charming - and affordable - studio with a private garden-level lanai surrounded by tropical foliage and flowers. You'll have a private bath, good sized kitchenette, free wireless high-speed internet, and smart TV. Kitchenette...

    Pool Hot Tub
    FREE CANCELLATION

    $121 to $153/night

  14. 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

    $595 to $1,351/night

  15. CONDOMINIUM
    Alii Kai II 11B

    Alii Kai II 11B

    Princeville, HI

    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 like you belong in this...

    Pool Hot Tub
    FREE CANCELLATION

    $214 to $257/night

  16. CONDOMINIUM
    Alii Kai 5301

    Alii Kai 5301

    Princeville, HI

    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 comfortable tropical furniture. The kitchen has...

    Pool
    FREE CANCELLATION

    $275 to $306/night

  17. 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

  18. HOUSE
    Hale Pulelehua TVNC#1238

    Hale Pulelehua TVNC#1238

    Hanalei, HI

    The Road to Haena is opening! Book now to reserve your summer vacation TVNC: 1238 A classic plantation style home, this Haena beach house, known as Hale Pulelehu'a (The Butterfly House), is a wonderful place for your family & friends to experience...

    $1,047 to $2,372/night

  19. 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

    $164 to $183/night

  20. 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

  21. CONDOMINIUM
    Kulalani at Mauna Lani #2004

    Kulalani at Mauna Lani #2004

    Kamuela, HI

    Aloha! Welcome to our home in the prestigious Mauna Launi resort. Our Hawaiian retreat is located in the newly constructed, beautifully landscaped Kulalani resort which features the most luxurious pool areas in all of Mauna Lani. We have recently...

    Pool Hot Tub
    FREE CANCELLATION

    $320 to $741/night

  22. CONDOMINIUM
    Islander on the Beach 259

    Islander on the Beach 259

    Kapaa, HI

    Last week of June available. Book now for BIG DISCOUNT!!! Air-conditioned, ocean view, right on the beach, pool-side bar and grill, two minute walk to the Coconut Marketplace or Lava Lava Beach Club. This upgraded studio with kitchenette is...

    Pool Hot Tub
    FREE CANCELLATION

    $170/night

  23. 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

  24. HOUSE
    Hale Pulelehua with Guest House TVNC#1238

    Hale Pulelehua with Guest House TVNC#1238

    Hanalei, HI

    The Road to Haena is opening! Book now to reserve your summer vacation! TVNC: 1238 A classic plantation style home, this Haena beach house, known as Hale Pulelehu'a (The Butterfly House), is a wonderful place for your family & friends to...

    $1,315 to $2,985/night

  25. 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...

    $482 to $1,078/night

  26. 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

    $405 to $943/night

  27. 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 $1,434/night

  28. 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 Hot Tub
    FREE CANCELLATION

    $520 to $581/night

  29. 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 Hot Tub
    FREE CANCELLATION

    $373 to $410/night

  30. CONDOMINIUM
    Makai Club 1 Bedroom

    Makai Club 1 Bedroom

    Princeville, HI

    Makai Club Oversized flora, from hibiscus to plumeria bloom, sets the scene at the stunning Makai Club resort. This lush, tropical resort is situated in the Princeville community, with golf greens winding between magnificent towering Norfolk pines....

    Pool Hot Tub

    $191/night