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
    Alii Kai 4103

    Alii Kai 4103

    Princeville, HI

    Enjoy panoramic ocean views from the living room and both bedrooms of this spacious condo in Princeville. Ground-floor unit includes fully equipped kitchen with brand new custom cabinets and washer/dryer, dining area, king bed in master bedroom,...

    Pool

    $283 to $331/night

  2. CONDOMINIUM
    Cliffs 4205

    Cliffs 4205

    Princeville, HI

    This beautiful Kauai vacation rental is equipped with all of the modern luxury you’ll need, while also providing an easy, tranquil vacation-getaway on Kauai's paradisical north shore in Princeville. Stare into the expanse of the deep blue Pacific...

    Pool Hot Tub

    $235 to $301/night

  3. CONDOMINIUM
    Cliffs 5201

    Cliffs 5201

    Princeville, HI

    This beautiful Kauai vacation rental is perfect for two. If you are looking for a comfortable stay in paradise on the second floor, you have found it. Enjoy the fully equipped kitchen, sip a cool drink on the lanai (patio) or take a short stroll...

    Pool Hot Tub

    $211 to $259/night

  4. CONDOMINIUM
    Cliffs 6201

    Cliffs 6201

    Princeville, HI

    Standing on your lanai at The Cliffs #6201, you have a 180 degree unfettered view of the spectacular deep blue waters of Kauai’s northern coastline, with serene quiet only broken by the wild geese and other tropical migratory birds sailing by in...

    Pool Hot Tub

    $211 to $235/night

  5. CONDOMINIUM
    Cliffs 9201

    Cliffs 9201

    Princeville, HI

    Enjoy the cooling trade winds while watching the dolphins and whales (depending on season) frolicking in front of you as you are lounging on your private oceanfront lanai (patio). This very comfortable condo provides spectacular sunrises and sunsets...

    Pool Hot Tub

    $253 to $271/night

  6. HOUSE
    Islander on the Beach 246

    Islander on the Beach 246

    Kapaa, HI

    Kauai Calls! Newest Listing: Islander on the Beach #246, a gorgeous Ocean Front View studio! Islander on the Beach offers excellent studio options for accommodating 2-3 guests in Kapaa. This resort complex is centrally located on Kauai, only a 15...

    Pool
    FREE CANCELLATION

    $209 to $254/night

  7. CABIN
    Islander On The Beach 258

    Islander On The Beach 258

    Kapaa, HI

    New Listing! Gorgeous Oceanview Studio Condo with AC This Beautiful Studio Condo at Islander on the Beach has a gorgeous oceanview with the Coconut Coast sand beach just a few steps outside of your door! Islander on the Beach also has a poolside...

    Pool
    FREE CANCELLATION

    $171 to $235/night

  8. 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

  9. CONDOMINIUM
    Kamahana 18

    Kamahana 18

    Princeville, HI

    Situated near the 6th fairway of the Makai Golf Course, this beautiful Kauai vacation rental is perfect for the golf enthusiast or anyone looking for a great view. Enjoy breathtaking views of the ocean, golf course, and Kilauea lighthouse while...

    Pool Hot Tub

    $223 to $277/night

  10. CONDOMINIUM
    Kapaa Shore Condo 117

    Kapaa Shore Condo 117

    Kapaa, HI

    Kapaa Shore - Beachfront Resort on Kauai! Kapaa Shore Resort Unit 117 on the 'Coconut Coast' Kapaa, Recently renovated! New furnishings, bamboo wood floors, Tommy Bahama furnishings! **Pool Heated! Pool Deck enhanced** Your Dream Vacation!...

    Pool
    FREE CANCELLATION

    $159 to $210/night

  11. 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

  12. CONDOMINIUM
    Kauai Beach Villas 2 Bedroom

    Kauai Beach Villas 2 Bedroom

    Lihue, HI

    Kauai Beach Villas The ever so charming Kauai Beach Villas is located in Lihue Hawaii and is nicknamed the “Coconut Coast”. This resort is conveniently, just minutes from the airport and is a few miles away from Lihue, the islands largest city....

    Pool

    $263/night

  13. HOUSE
    Mauna Kai 4

    Mauna Kai 4

    Princeville, HI

    Two bedroom/two bathroom condominium near the Westin Hotel. The Mauna Kai complex has one of the largest swimming pools in Princeville. The unit offers two bedrooms downstairs, one with a queen bed and the other a double, with a shared bathroom. The...

    Pool Hot Tub

    $235 to $283/night

  14. CONDOMINIUM
    Pali Ke Kua 107

    Pali Ke Kua 107

    Princeville, HI

    Enjoy the magnificent ocean views & be lulled by the sound of the waves below at Pali Ke Kua 107, located in the prestigious Princeville resort on the north shore of Kauai. Ocean views abound from the Living room, kitchen, dining area & lanai...

    Pool Hot Tub

    $319 to $392/night

  15. CONDOMINIUM
    Pili Mai Condominium 1-E

    Pili Mai Condominium 1-E

    Koloa, HI

    Brand New Luxury Condo at Pili Mai in Sunny Poipu! This is Kauai's Newest resort development! Central Air Conditioning! Located next to the Kiahuna Golf Course, Pili Mai offers Luxury living in peaceful, sunny Poipu! Condo 1-E is a 3 bedroom / 2.5...

    Pool
    FREE CANCELLATION

    $371 to $890/night

  16. CONDOMINIUM
    Pili Mai Condominium 1-G

    Pili Mai Condominium 1-G

    Koloa, HI

    Brand New Luxury Condo at Pili Mai in Sunny Poipu! This is Kauai's Newest resort development! Located next to the Kiahuna Golf Course, Pili Mai offers Luxury living in peaceful, sunny Poipu! Condo 1-G is a 2 bedroom / 2 bath with a gorgeous Mountain...

    Pool
    FREE CANCELLATION

    $334 to $709/night

  17. TOWNHOUSE
    Pili Mai Townhouse 2-K

    Pili Mai Townhouse 2-K

    Poipu, HI

    Welcome to Poipu's Newest luxury Townhomes of Pili Mai. Surrounded by the beautiful Kiahuna Golf Course with views of the mountains and ocean in the distance, Pili Mai offers serenity of Kauai vacations. With central air conditioning and large...

    Pool
    FREE CANCELLATION

    $371 to $770/night

  18. TOWNHOUSE
    Pili Mai Townhouse 2-M

    Pili Mai Townhouse 2-M

    Poipu, HI

    Welcome to Poipu's Newest luxury Townhomes of Pili Mai. Surrounded by the beautiful Kiahuna Golf Course with views of the mountains and ocean in the distance, Pili Mai offers serenity of Kauai vacations. With central air conditioning and large...

    Pool
    FREE CANCELLATION

    $371 to $770/night

  19. 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

  20. 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

  21. 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...

    Pool
    FREE CANCELLATION

    $164 to $183/night

  22. CONDOMINIUM
    Waipouli Beach Resort A104

    Waipouli Beach Resort A104

    Kapaa, HI

    Live the Dream! Ultra Luxury "Beachfront" Ground Floor Unit A104 at Waipouli Beach Resort & Spa offering stunning full oceanfront views from every room, with watercolor sunrises, whale watching and romantic dinners on the lanai with a 180 degree...

    Pool
    FREE CANCELLATION

    $458 to $765/night

  23. VILLA
    Waipouli Beach Resort A207

    Waipouli Beach Resort A207

    Kapaa, HI

    Your Dream Vacation in Paradise! Royal Beachfront Penthouse Villa an exquisite Ocean Front Villa! Located in Oceanfront A Building, the most desired building at Waipouli Beach Resort on Beautiful Kauai.  Come stay with us for breathtaking views of...

    Pool
    FREE CANCELLATION

    $458 to $834/night

  24. CONDOMINIUM
    Waipouli Beach Resort A302

    Waipouli Beach Resort A302

    Kapaa, HI

    Oceanfront! Exquisite Luxury VIP Oceanfront Condo in highly desirable "A" Building at the #1 Ranked Waipouli Beach Resort & Spa on Beautiful Kauai offering stunning Direct Oceanfront views from every room with delightful watercolor sunrises, whale...

    Pool
    FREE CANCELLATION

    $458 to $765/night

  25. CONDOMINIUM
    Waipouli Beach Resort A406

    Waipouli Beach Resort A406

    Kapaa, HI

    "Royal Oceanfront Jewel" Located In "A" Building Closest To The Ocean Oceanfront! Experience your dream vacation in this exquisiite condo, the "Royal Oceanfront Jewel" of the newly built Waipouli Beachfront Resort & Spa featuring 2-acre fantasy...

    Pool
    FREE CANCELLATION

    $458 to $834/night

  26. 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

  27. CONDOMINIUM
    Waipouli Beach Resort D101

    Waipouli Beach Resort D101

    Kapaa, HI

    Waipouli Beach Resort Amazing Pool View Condo This ground floor deluxe 1 bedroom, 2 bath condominium has a fabulous view overlooking the lazy river pool, garden and towards the ocean. There is Central AC in this condo as well as a full size washer...

    Pool
    FREE CANCELLATION

    $271 to $428/night

  28. CONDOMINIUM
    Waipouli Beach Resort D102

    Waipouli Beach Resort D102

    Kapaa, HI

    The Experience: Exceptionally well decorated, featuring Tommy Bahama furnishings. There is Central AC in this condo as well as a full size washer and dryer for laundry! Come indulge your senses on the enchanting Garden Isle of Kauai and experience...

    Pool
    FREE CANCELLATION

    $321 to $491/night

  29. CONDOMINIUM
    Waipouli Beach Resort D204

    Waipouli Beach Resort D204

    Kapaa, HI

    Experience a Vacation of a Lifetime in this Exquisite Luxury VIP Oceanview Condo at #1 Ranked Waipouli Beach Resort & Spa offering stunning Direct Oceanviews from every room. Delight in watercolor sunrises, whale watching and romantic dinners on the...

    Pool
    FREE CANCELLATION

    $334 to $678/night

  30. CONDOMINIUM
    Waipouli Beach Resort E106

    Waipouli Beach Resort E106

    Kapaa, HI

    New Listing! Beautiful Luxury Inner Courtyard Garden View, One bedroom, Two bath Condominium at the Beachfront Waipouli Beach Resort on Kauai. This Beautiful Luxury Condominium features luxury furnishings for your comfort by International interior...

    Pool
    FREE CANCELLATION

    $321 to $428/night