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 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

  2. CONDOMINIUM
    Sandpiper 120B

    Sandpiper 120B

    Princeville, HI

    Special discount for open August dates! 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...

    Pool Hot Tub
    FREE CANCELLATION

    $121 to $153/night

  3. 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

  4. 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

  5. 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

  6. 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

  7. 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

  8. 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

  9. CONDOMINIUM
    Emmalani Court 411

    Emmalani Court 411

    Princeville, HI

    Air Conditioned, spacious, beautifully decorated condo (Emmalani Court 411) near beach access and golf. Walk to the beach access for Hideaways Beach, the St. Regis Princeville Hotel Beach or stroll over to Queen's Bath. Romantic jacuzzi tub in the...

    Pool Hot Tub
    FREE CANCELLATION

    $108 to $444/night

  10. 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

  11. 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

  12. 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

  13. 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

  14. 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

  15. 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

  16. CONDOMINIUM
    Hanalei Colony Resort I1

    Hanalei Colony Resort I1

    Hanalei, HI

    Wow, you'll have this gorgeous north shore beach at Hanalei Colony Resort all to yourselves!!! All remaining August 2019 dates now discounted! For a year now, the North Shore past Hanalei has been closed to everyone except local residents....

    Pool
    FREE CANCELLATION

    $488 to $581/night

  17. CONDOMINIUM
    Pali Ke Kua 124

    Pali Ke Kua 124

    Princeville, HI

    Enjoy Paradise at this luxurious, two bedroom condo at Pali Ke Kua. Enjoy extraordinary views from your lanai of the ocean or take a stroll down to Pali Ke Kua's secret beach via a private, paved path. 3 Queen beds, 2 baths, washer/ dryer. There is...

    Pool Hot Tub

    $362 to $422/night

  18. CONDOMINIUM
    Puu Poa 207

    Puu Poa 207

    Princeville, HI

    * Unit 106 in the next building will be undergoing renovation from March 11, 2019–September 15, 2019 * An exotic Asian-Pacific theme flows throughout this stunning ocean front Pu'u Poa condo. Spacious indoor living spaces as well as a sunny, open...

    Pool

    $362 to $512/night

  19. CONDOMINIUM
    Puu Poa 406

    Puu Poa 406

    Princeville, HI

    This open and spacious oceanfront Kauai vacation rental is the perfect location to relax and enjoy breathtaking sunsets, cool trade winds, and the Polynesian lifestyle that comes with it! Please note this rental requires a 5 night minimum stay. The...

    Pool

    $416 to $512/night

  20. TOWNHOUSE
    Puamana 13C

    Puamana 13C

    Princeville, HI

    A handsomely landscaped walkway leads to the doorstep of this lovely Puamana condo. Upon entrance, spacious high ceilings and marble tiled floors are accentuated by the abundant natural lighting. Everything is tastefully Hawaiian themed: fans are...

    Pool

    $229 to $259/night

  21. CONDOMINIUM
    Sealodge H4

    Sealodge H4

    Princeville, HI

    Sealodge H4 is a beautifully remodeled ground floor condo. The living room, lanai, and bedroom all boast spectacular oceanfront views. The kitchen has been remodeled and includes granite counters, bright and open white cabinetry, and modern...

    Pool
    FREE CANCELLATION

    $108 to $421/night

  22. 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

  23. 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

  24. 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

  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
    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

  27. 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

  28. CONDOMINIUM
    Islander on the Beach 259

    Islander on the Beach 259

    Kapaa, HI

    Special discount for open August dates! 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 absolutely perfect!...

    Pool
    FREE CANCELLATION

    $170/night

  29. HOUSE
    Nui Lani

    Nui Lani

    Princeville, HI

    This wonderful home is located on the beautiful Northshore of Kauai in the nice community of Princeville.With three bedrooms, three full baths, a spacious living area and an entertainment room that can be easily converted into a 4th bedroom! Fully...

    $423 to $720/night

  30. TOWNHOUSE
    Pili Mai 11I

    Pili Mai 11I

    Koloa, HI

    Enjoy modern Hawaii living at Pili Mai 11IPack your golf clubs and get ready to enjoy modern Hawaii living in this exclusive Poipu community. Located on the 9th hole of the beautiful Kiahuna Golf Course, this exceptionally beautiful,...

    Pool Hot Tub

    $476 to $1,214/night