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
    Hale Ulu'wehi

    Hale Ulu'wehi

    Waimea, HI

    Experience beach living in this beautiful vacation home on Puako Beach. This private residence is located right across the street from the ocean. Great place to kayak and snorkel in one of the best snorkeling spots on the Big Island. Or bask with...

    FREE CANCELLATION

    $485 to $652/night

  2. CONDOMINIUM
    Hanalei Colony Resort E3

    Hanalei Colony Resort E3

    Hanalei, HI

    Wow, you'll have this fabulous north shore beach all to yourselves!!! All remaining August 2019 dates now discounted! For over a year now, the North Shore past Hanalei has been closed to everyone except local residents. Wildlife, like fish and...

    Pool
    FREE CANCELLATION

    $488 to $581/night

  3. CONDOMINIUM
    Villas on the Prince 28

    Villas on the Prince 28

    Princeville, HI

    Villas on the Prince 28: NOTE: 30-DAY MINIMUM STAY AT THIS LOCATION.Enjoy this elegant, very private end unit which provides both mountain and golf course views. Inside you'll find three bedrooms and three bathrooms, as well as numberous upgrades...

    Pool
    FREE CANCELLATION

    $164 to $183/night

  4. CONDOMINIUM
    Cliffs 7303

    Cliffs 7303

    Princeville, HI

    Reduced for August! This spacious, comfortable, Princeville condo is an excellent value. At Cliffs 7303, enjoy two lanais, one off the living area with a great ocean view, and one off the master bedroom, with views of the mountains and their...

    Pool Hot Tub
    FREE CANCELLATION

    $214 to $238/night

  5. CONDOMINIUM
    Kamahana 24

    Kamahana 24

    Princeville, HI

    This two bedroom, two full bath, upper floor end unit at the edge of the Kamahana complex features ocean, mountain, and golf course views from each room. As you end your day snuggled in the master bedroom's king bed, you'll fall asleep to the sound...

    Pool
    FREE CANCELLATION

    $183 to $214/night

  6. CONDOMINIUM
    Sealodge F9

    Sealodge F9

    Princeville, HI

    Private, top floor apartment with OCEAN FRONT views! Sealodge F9 is the only top floor condo in the building! Perfect for your honeymoon or other romantic getaway, it offers privacy, panoramic and unobstructed oceanfront views, and welcoming...

    Pool
    FREE CANCELLATION

    $214 to $238/night

  7. CONDOMINIUM
    Puamana 25B

    Puamana 25B

    Princeville, HI

    Beautifully remodeled, comfortable, and spacious, this north shore Kauai vacation rental has a great location! Puamana 25B is the ideal Princeville condo for guests who desire fine quality accommodations at an affordable price. It has gorgeous...

    Pool
    FREE CANCELLATION

    $214 to $238/night

  8. CONDOMINIUM
    Villas of Kamalii 37

    Villas of Kamalii 37

    Princeville, HI

    Special discount for open August dates! Villas of Kamalii 37 offers elegance, convenience, and amenities. This upscale 1800sf townhouse is a golfer's paradise, adjacent to the Makai course and just a couple minutes walk to the clubhouse. Beautifully...

    Pool Hot Tub
    FREE CANCELLATION

    $275 to $336/night

  9. CONDOMINIUM
    Sealodge J2

    Sealodge J2

    Princeville, HI

    Special discount for open August dates! Sealodge J2: Enjoy the best view at Sealodge from this very private end unit! Amazing oceanfront views, ground floor convenience, and privacy - it's the perfect honeymoon hideaway. You'll find a comfortably...

    Pool
    FREE CANCELLATION

    $214 to $257/night

  10. CONDOMINIUM
    Plantation at Princeville 1322

    Plantation at Princeville 1322

    Princeville, HI

    Plantation at Princeville 1322: Check out the great last-minute August discount! 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...

    Pool Hot Tub
    FREE CANCELLATION

    $275 to $306/night

  11. 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

  12. CONDOMINIUM
    Waipouli Beach Resort A-303

    Waipouli Beach Resort A-303

    Kapaa, HI

    First class Waipouli Beach Resort. Location: Waipouli, East Kauai, Hawaii, USA (Next to the Historic Town of Kapaa).This resort has all the modern-day amenities that you would expect in a Five-Star resort, including a lazy river-style saline pool...

    Pool

    $310 to $404/night

  13. CONDOMINIUM
    Plantations at Princeville #1122

    Plantations at Princeville #1122

    Princeville, HI

    Located along Pepelani Loop and adjacent to the Lakes golf course and Princeville Tennis Club. Natural moss rock and water features make a distinctive entrance and convey a stately address. Plantations #1122 is a 3 bedroom, 3 bath condo with A/C in...

    Pool

    $259 to $311/night

  14. CONDOMINIUM
    Waipouli Beach Resort G-404

    Waipouli Beach Resort G-404

    Kapaa, HI

    First class Waipouli Beach Resort. Location: Waipouli, East Kauai, Hawaii, USA (Next to the Historic Town of Kapaa)This resort has all the modern-day amenities that you would expect in a Five-Star resort, including a lazy river-style, saline pool...

    Pool

    $456 to $572/night

  15. CONDOMINIUM
    Regency at Poipu Kai #721

    Regency at Poipu Kai #721

    Koloa, HI

    This 3 Bedroom, 3 Bath Condo features Hawaiian style furniture and décor, a wonderful granite kitchen with all the amenities of home. The master bathroom features a jetted tub and walk-in marble shower. The living area is complimented with a TV....

    Pool

    $363 to $514/night

  16. CONDOMINIUM
    Plantations at Princeville #111

    Plantations at Princeville #111

    Princeville, HI

    Welcome to our Princeville home on the north shores of Kauai. The Plantation at Princeville is an upscale condo complex with all the amenities you could ever desire including pool and exercise room. Our home is on the corner lot giving you the most...

    Pool

    $253 to $311/night

  17. CONDOMINIUM
    Puu Poa #305

    Puu Poa #305

    Princeville, HI

    Spacious 2 bedroom, 2 bath condo. Washer/Dryer, fully equipped kitchen, stereo, Cable TV, VCR/DVD. Ceiling fans and natural trade winds. From the lanai and atrium of Pu`u Poa Units, the beautiful blue Pacific Ocean of Kauai's North Shore coastline...

    Pool

    $363 to $369/night

  18. CONDOMINIUM
    Pali Ke Kua #204

    Pali Ke Kua #204

    Princeville, HI

    Perched on an ocean bluff near HANALEI BAY, Pali Ke Kua Unit #204 is a two bedroom, two bath, second floor unit with sweeping ocean views.Pali Ke Kua #204 is located in the Princeville Resort on Kauai's verdant North Shore.There is a swimming pool,...

    Pool

    $270 to $305/night

  19. CONDOMINIUM
    Waipouli Beach Resort A-404

    Waipouli Beach Resort A-404

    Kapaa, HI

    First class Waipouli Beach Resort unit A-404 is located in Waipouli, East Kauai, Hawaii, USA (Next to the Historic Town of Kapaa). This 4th floor unit is most sought after for direct ocean views and being the building closest to the ocean.This...

    Pool

    $456 to $572/night

  20. CONDOMINIUM
    Sandpiper 120A

    Sandpiper 120A

    Princeville, HI

    Sandpiper 120A: Enjoy a quiet retreat in this attractively decorated, ground floor condo in Sandpiper Village. This Kauai vacation rental has a fully equipped kitchen for home cooked meals, a large tiled lanai to enjoy a cool drink amidst tropical...

    Pool Hot Tub
    FREE CANCELLATION

    $159 to $182/night

  21. CONDOMINIUM
    Puu Poa 405

    Puu Poa 405

    Princeville, HI

    Last minute August opening - discounted! 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
    FREE CANCELLATION

    $397 to $458/night

  22. CONDOMINIUM
    Alii Kai II 8H

    Alii Kai II 8H

    Princeville, HI

    Special discount for open August dates! Don't miss this beautiful bargain with a view, conveniently close to beaches, shopping, and dining. Private ocean view lanai, upgraded interior, and spacious master suite are just a few of the many features...

    Pool Hot Tub
    FREE CANCELLATION

    $214 to $257/night

  23. 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

  24. CONDOMINIUM
    Hanalei Bay Resort 5201

    Hanalei Bay Resort 5201

    Princeville, HI

    World class resort on world class beach!Hanalei Bay Resort includes 20 tropical acres with ocean and sunset views of both Hanalei Bay and world famous Bali Hai mountain, plus a gorgeous north shore beach fronting the property. A paved path provides...

    Pool
    FREE CANCELLATION

    $220 to $238/night

  25. CONDOMINIUM
    Poipu Kapili 46

    Poipu Kapili 46

    Koloa, HI

    Remaining August 2019 dates now discounted!! Air-conditioned, awesome view, and newly renovated inside, in sunny Poipu with the beach just a short walk away! This comfortable 1200sf one bedroom condo is absolutely perfect for a couple looking for...

    Pool
    FREE CANCELLATION

    $275 to $361/night

  26. CONDOMINIUM
    Sandpiper 121B

    Sandpiper 121B

    Princeville, HI

    Special discount for open August dates! Sandpiper 121B is a perfect choice for couples seeking a romantic getaway on a budget! The private garden-level lanai is surrounded by tropical foliage and flowers. This charming studio has a private bathroom...

    Pool Hot Tub
    FREE CANCELLATION

    $121 to $153/night

  27. CONDOMINIUM
    Sealodge J9

    Sealodge J9

    Princeville, HI

    Special discount for open August dates! Our Sealodge J9 Kauai vacation rental offers dramatic and uninterrupted oceanfront views, top floor privacy, and your own furnished oceanfront lanai. Living room and both bedrooms have big picture windows...

    Pool
    FREE CANCELLATION

    $238 to $275/night

  28. CONDOMINIUM
    Plantations at Princeville #1422

    Plantations at Princeville #1422

    Princeville, HI

    This 3 bedroom, 3 bath, air-conditioned condo is beautifully appointed and very comfortable for 6 to sleep, eat, relax and vacation in luxury. King beds in 2 bedrooms and a third with two twin beds. We have a large furnished lanai with pool views,...

    Pool

    $311/night

  29. CONDOMINIUM
    Plantations at Princeville #521

    Plantations at Princeville #521

    Princeville, HI

    For those who want to escape and relax in one of the most luxurious, truly upscale accommodations on Kauai's incredibly beautiful north is the place.Not your run-of-the-mill vacation rental, it is the ideal place to come home to after the beach,...

    Pool

    $259 to $311/night

  30. CONDOMINIUM
    Waipouli Beach Resort G-306

    Waipouli Beach Resort G-306

    Kapaa, HI

    First class Waipouli Beach Resort. Location: Waipouli, East Kauai, Hawaii, USA (Next to the Historic Town of Kapaa)This resort has all the modern-day amenities that you would expect in a Five-Star resort, including a lazy river-style saline pool...

    Pool

    $456 to $543/night