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
    Mana Alana at Poipu

    Mana Alana at Poipu

    Koloa, HI

    This stunning Poipu home boasts over 3,300 square feet of elegant living space, along with sweeping views from the coastline up the sloping hills of Kalaheo. An open floor plan provides guests with the perfect setting for quality time together,...

    Pool Hot Tub

    $899 to $2,487/night

  2. 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

    $780 to $2,199/night

  3. 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 $1,693/night

  4. HOUSE
    Leilani Kai Hale

    Leilani Kai Hale

    Princeville, HI

    Panoramic mountain views and tropical vegetation surround you in this beautifully updated Princeville luxury home with air conditioning and its own saltwater pool and spa. Complete with stylish furnishings and fine finishes such as granite counter...

    Pool Hot Tub

    $595 to $1,227/night

  5. 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 $1,508/night

  6. HOUSE
    Awapuhi Hale

    Awapuhi Hale

    Koloa, HI

    Relax into resort-style living in this nearly 2,100-square foot, fully air-conditioned home on a Kiahuna Golf Club fairway in the new Wainani at Poipu neighborhood. Awapuhi Hale is a beautifully appointed single-level home with vaulted ceilings and...

    Pool Hot Tub

    $542 to $1,508/night

  7. HOUSE
    Kiahuna Lani at Poipu

    Kiahuna Lani at Poipu

    Koloa, HI

    Experience a slice of heaven at Kiahuna Lani at Poipu. This beautiful 3 bed 3 bath home features privacy and comfort nestled within the exclusive Wainani community on Kauai's scenic and sunny South Shore. Enjoy the 1942 square foot spacious open...

    Pool Hot Tub

    $542 to $1,421/night

  8. 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

  9. CONDOMINIUM
    Pili Mai 8D

    Pili Mai 8D

    Koloa, HI

    Enjoy modern Hawaii living at Pili Mai 8DPack your golf clubs and get ready to enjoy modern Hawaii living in this exclusive Poipu community. Located on the beautiful Kiahuna Golf Course, this exceptionally beautiful, newly-constructed three bedroom,...

    Pool Hot Tub

    $512 to $1,305/night

  10. 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

  11. CONDOMINIUM
    Hanalei Bay Resort 6301-2

    Hanalei Bay Resort 6301-2

    Princeville, HI

    If you think you know the famous views from the Hanalei Bay Resort, you've got to see this! This unit has among the most extraordinary views in the entire resort. A top floor unit, the view from every room is exceptional, encompassing the entire...

    Pool Hot Tub

    $422 to $542/night

  12. 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

  13. CONDOMINIUM
    Pali Ke Kua 121

    Pali Ke Kua 121

    Princeville, HI

    Hanalei Bay and Sunset, Ocean View Condo! Pali Ke Kua 121 boasts spectacular Hanalei Bay and Bali Hai sunset ocean views from throughout this well-appointed spacious condominium. Located in the last west-facing building of renowned Pali Ke Kua...

    Pool Hot Tub

    $362 to $422/night

  14. CONDOMINIUM
    Plantation 222

    Plantation 222

    Princeville, HI

    Enjoy distant ocean views from your own private lanai at Plantation 222. This bright and spacious condo has been recently refurbished and is an ideal place to spend your vacation in Paradise. This beautiful three-bedroom condo is furnished with 1...

    Pool Hot Tub

    $331 to $422/night

  15. CONDOMINIUM
    Bali Hai Villas 2 Bedroom

    Bali Hai Villas 2 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

    $328/night

  16. CONDOMINIUM
    Hanalei Bay Resort 6302

    Hanalei Bay Resort 6302

    Princeville, HI

    If you think you know the famous views from the Hanalei Bay Resort, you've got to see this! This unit has among the most extraordinary views in the entire resort. A top floor unit, the view from every room is exceptional, encompassing the entire...

    Pool Hot Tub

    $301 to $355/night

  17. 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

  18. CONDOMINIUM
    Close to the Beach, Shopping and Adventures! 3 Bed Condo

    Close to the Beach, Shopping and Adventures! 3 Bed Condo...

    Kohala Coast, HI

    Hawaii Tax ID Number: TA-115-236-8640-01 We can't wait to welcome you to this exceptional property located at the world renowned Mauna Lani Resort. The Palm Villas is a small, gated complex nestled between the 17th fairway and a historical preserve....

    Pool Hot Tub
    FREE CANCELLATION

    $274 to $426/night

  19. CONDOMINIUM
    Cliffs 6301

    Cliffs 6301

    Princeville, HI

    Located on top floor at the very end of building 6 this one bedroom with the loft serving as a second bedroom offers you a 180 degree view of the spectacular deep blue waters of Kauai’s northern coastline from the open air lanai, with serene quiet...

    Pool Hot Tub

    $271 to $392/night

  20. CONDOMINIUM
    Pali Ke Kua 130

    Pali Ke Kua 130

    Princeville, HI

    The Pali Ke Kua condominium complex is located in Princeville at Hanalei on Kauai's fabulous North shore. Perched high on the edge of an ocean bluff overlooking Turtle Cove and Queens Bath, this ground-floor condominium offers fabulous ocean views....

    Pool Hot Tub

    $271 to $331/night

  21. 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

  22. CONDOMINIUM
    Cliffs 8205

    Cliffs 8205

    Princeville, HI

    Building 8 will have some renovations taking place from 9/29/2017 - 12/24/2017 Located in Princeville on the lush north shore of Kauai, Cliffs 8205 is the perfect home away from home (up to 4). This luxury condo has spectacular unobstructed ocean...

    Pool Hot Tub

    $253 to $301/night

  23. CONDOMINIUM
    Plantation 1611

    Plantation 1611

    Princeville, HI

    Enjoy this lovely designer-decorated condo located in the Plantation at Princeville golf community. With over 1200 sq. ft. of living space, this spacious, 2-bedroom, 2-full bath, condo is your ideal home away from home. The comfortable condo is...

    Pool Hot Tub

    $241 to $271/night

  24. CONDOMINIUM
    Cliffs 4206

    Cliffs 4206

    Princeville, HI

    The Cliffs with an Ocean View! Enjoy the wonderful ocean views from this 1 bedroom 2 bath condo. This condo offers great cross ventilation to keep your stay more comfortable. You may dine out on the lanai and take in the cool ocean breezes. The...

    Pool Hot Tub

    $241 to $301/night

  25. CONDOMINIUM
    Plantation 1111

    Plantation 1111

    Princeville, HI

    This new Plantation at Princeville located on the north shore is perfect for a family or small group. This 2 bedroom (king and 2 queens plus a queen sofa sleeper) 2 bath ground floor condo is decorated with Hawaiian Plantation style furnishings and...

    Pool Hot Tub

    $241 to $271/night

  26. CONDOMINIUM
    Plantation 1211

    Plantation 1211

    Princeville, HI

    This gorgeous, private condo is on the lush, North Shore of Kauai. Modern two bedroom, two bath condo, that is just steps from the gated waterfall pool, hot tub and barbecues. This ground floor, end unit has a comfortable spacious, covered lanai. AC...

    Pool Hot Tub

    $241 to $271/night

  27. CONDOMINIUM
    Cliffs 4202

    Cliffs 4202

    Princeville, HI

    Casual 1 bedroom/2 bathroom condominium located on the bluff of Princeville with distant ocean views. Enjoy cocktails and meals on the lanai. 1 king bedroom and sofa sleeper, with 2 baths, full kitchen, and washer/dryer. Pool, hot tub, exercise...

    Pool Hot Tub

    $241 to $301/night

  28. CONDOMINIUM
    Hanalei Bay Resort 8133/4

    Hanalei Bay Resort 8133/4

    Princeville, HI

    This bay view 2br/2ba (Hanalei Bay Resort 8133/4) includes one king bed in the first bedroom and two double beds in the second bedroom. Sleeps 6. Air conditioning (in living room and guest bedroom)! Included are two full baths, full kitchen,...

    Pool Hot Tub
    FREE CANCELLATION

    $240 to $937/night

  29. CONDOMINIUM
    Villas of Kamalii 44

    Villas of Kamalii 44

    Princeville, HI

    Enjoy comfort and luxury in this three bedroom/three bathroom townhouse with spectacular mountain and waterfall views, heated salt water pool, and jacuzzi. Located in a gated community adjacent to the Makai golf course, Villas of Kamalii 44 boasts a...

    Pool Hot Tub
    FREE CANCELLATION

    $240 to $840/night

  30. CONDOMINIUM
    Hanalei Colony Resort F3

    Hanalei Colony Resort F3

    Hanalei, HI

    The very best of the best units in the Hanalei Colony Resort are the Premium Oceanfront units. Suite F3 is a premium oceanfront unit, only 10 steps from the sand. In this upstairs suite, there is a full kitchen, 2 bedrooms and 1.5 bathrooms....

    Pool Hot Tub
    FREE CANCELLATION

    $240 to $866/night