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. CONDOMINIUM
    Sealodge G8

    Sealodge G8

    Princeville, HI

    Sealodge G8: This top floor 2br/2ba condo offers incredible oceanfront views from every the EXTRA window added in the living room to provide even more ocean views! From your private lanai, you look all the way down the Anini reef to the light...

    Pool
    FREE CANCELLATION

    $238 to $275/night

  2. HOUSE
    Hanalei Bay Villa 26

    Hanalei Bay Villa 26

    Princeville, HI

    Hanalei Bay Villa 26 is one of our most popular Kauai vacation rentals with it's great views, short walk to beach, and updated interior. Bail Hai sunset views are just steps away. This luxurious 2br/2ba home at Hanalei Bay Villas is beautiful...

    FREE CANCELLATION

    $268 to $336/night

  3. CONDOMINIUM
    Plantation at Princeville 1322

    Plantation at Princeville 1322

    Princeville, HI

    Plantation at Princeville 1322: This elegant air-conditioned Kauai vacation rental at The Plantation at Princeville is close to everything! You'll be just a few minutes drive from great beaches like Anini, Hideaways, and Hanalei. It's one mile to...

    Pool Hot Tub
    FREE CANCELLATION

    $275 to $306/night

  4. HOUSE
    Hokulani Villa

    Hokulani Villa

    Princeville, HI

    Hokulani Villa ~ Simple, Island Luxury Getaway! This newly remodeled Golf Course front home is fresh on the market! This wonderful villa boasts fine furnishings and a very cozy atmosphere. With fantastic views of the golf course, bali hai views and...

    Pool

    $750 to $1,653/night

  5. CONDOMINIUM
    Waipouli Beach Resort C201

    Waipouli Beach Resort C201

    Kapaa, HI

    Beautiful 2 Bedroom, 3 Bathroom Condo at #1 Rated 1st Class Waipouli Beachfront Resort & Spa on the beautiful island of Kauai. Located on the 2nd floor, this well decorated 2 Bedroom, 3 Bath Condo offers easy access to the pool and beach with quiet...

    Pool
    FREE CANCELLATION

    $309 to $491/night

  6. CONDOMINIUM
    Puu Poa 405

    Puu Poa 405

    Princeville, HI

    This spacious top floor condo in the upscale Puu Poa complex on the north shore of beautiful Kauai is located directly next door to the Princeville St Regis Hotel. You'll love the newly renovated oceanfront pool! Also available onsite are tennis...

    Pool
    FREE CANCELLATION

    $397 to $458/night

  7. 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

  8. 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

  9. CONDOMINIUM
    Hanalei Colony Resort I1

    Hanalei Colony Resort I1

    Hanalei, HI

    **Please note that the Waipa Bridge will be closed from 9pm on July 12th through 5am on July 15th. Your only option to access Hanalei Colony Resort on those days will be via shuttle. You may leave your car overnight at the Waipa Park and Ride and...

    Pool
    FREE CANCELLATION

    $488 to $581/night

  10. 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 $929/night

  11. 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 $1,399/night

  12. 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

  13. 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

  14. 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

  15. 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

  16. 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

  17. 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

  18. 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

  19. 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

  20. 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

  21. 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

  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. 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

  24. 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

  25. 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

  26. 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 $1,064/night

  27. 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: 1238 A classic plantation style home, this Haena beach house, known as Hale Pulelehu'a (The...

    $1,315 to $2,942/night

  28. 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 vacation TVNC: 1238 A classic plantation style home, this Haena beach house, known as Hale Pulelehu'a (The...

    $1,047 to $2,338/night

  29. CONDOMINIUM
    Waipouli Beach Resort G103

    Waipouli Beach Resort G103

    Kapaa, HI

    Designated as the most outstanding resort in Hawaii by the Parade of Homes! The resort features breathtaking beach sunrises, a state-of-the-art lazy river saline pool complete with water slides, waterfalls, and hot tubs, beautiful landscaping, a...

    Pool
    FREE CANCELLATION

    $259 to $391/night

  30. CONDOMINIUM
    Islander on the Beach 352

    Islander on the Beach 352

    Kapaa, HI

    Come experience Kauai in this Ocean Front condo with unobstructed views of the crystal clear blue waters. Islander on the Beach is located Beach Front in beautiful Kapaa along the coconut coast. It is central on the island, walking distance to...

    Pool
    FREE CANCELLATION

    $221 to $266/night