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
    Puako Beach Condo 109

    Puako Beach Condo 109

    Waimea, HI

    This Puako Beach Condo is one of the nicest remodels in the building. Granite floors throughout! Brand new furnishings, new appliances, whirl pool tub, nice flat screen TVs in 3 of the rooms. The living room TV is web enabled, plus a web enabled...

    Pool
    FREE CANCELLATION

    $235 to $367/night

  3. 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 $1,355/night

  4. HOUSE
    Milo Hae Hale

    Milo Hae Hale

    Koloa, HI

    Enjoy the serenity and privacy of the Milo Hae Hale. This beautiful 3 bed 3 bath home features privacy and comfort nestled within the exclusive Kiahuna Golf Village community on Kauai's scenic and sunny South Shore. Enjoy the 1990 square foot...

    Pool

    $690 to $1,662/night

  5. HOUSE
    Iki Nui Hale

    Iki Nui Hale

    Princeville, HI

    This home is a short walking distance to Queen's Bath as well as Hideaways Beach! For all you golf enthusiasts, Makai Golf Course is a short walk from this home as well! The Princeville Public Library, Princeville Park as well as the shopping center...

    $464 to $929/night

  6. HOUSE
    Hale Kanani (Kaua'i) TVNC 1342

    Hale Kanani (Kaua'i) TVNC 1342

    Hanalei, HI

    Completely remodeled, this two-bedroom, two-bath home boasts spectacular mountain views, an airy floor plan with high ceilings, beautiful hardwood floors, and new furnishings. Nestled into a quiet cul-de-sac just a short walk from world-renowned...

    $595 to $1,332/night

  7. CONDOMINIUM
    Pili Mai 8D

    Pili Mai 8D

    Koloa, HI

    Enjoy modern Hawaii living at Pili Mai 8D Pack 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...

    Pool Hot Tub

    $482 to $1,125/night

  8. 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

  9. CONDOMINIUM
    Hanalei Colony Resort E3

    Hanalei Colony Resort E3

    Hanalei, HI

    Wow, you'll have this fabulous north shore beach all to yourselves!!! July 1 marks the date our Hanalei Colony Resort rentals re-open to guests - and for a limited time we'll have a special rate available. For a year now, the North Shore past...

    Pool
    FREE CANCELLATION

    $488 to $581/night

  10. 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

  11. 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

  12. CONDOMINIUM
    Cliffs 7303

    Cliffs 7303

    Princeville, HI

    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 waterfalls. This updated...

    Pool Hot Tub
    FREE CANCELLATION

    $214 to $238/night

  13. CONDOMINIUM
    Alii Kai II 8H

    Alii Kai II 8H

    Princeville, HI

    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 you'll love at Alii Kai 8H. All of our...

    Pool Hot Tub
    FREE CANCELLATION

    $214 to $257/night

  14. 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...

    Pool Hot Tub
    FREE CANCELLATION

    $220 to $238/night

  15. CONDOMINIUM
    Villas of Kamalii 37

    Villas of Kamalii 37

    Princeville, HI

    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 and classically furnished, with a...

    Pool Hot Tub
    FREE CANCELLATION

    $275 to $336/night

  16. 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

  17. CONDOMINIUM
    Sealodge J2

    Sealodge J2

    Princeville, HI

    CHECK OUT AWESOME DISCOUNT FOR REMAINING JULY 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...

    Pool
    FREE CANCELLATION

    $214 to $257/night

  18. 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

  19. 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

  20. 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

  21. 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

  22. CONDOMINIUM
    Sealodge H9

    Sealodge H9

    Princeville, HI

    Sealodge H9 was completely renovated in 2012, with all new stainless steel appliances, granite counters in kitchen and bath, expanded walk-in shower with rain shower fixture, new flat screen TV, travertine tile, all new furnishings. This top...

    Pool
    FREE CANCELLATION

    $120 to $450/night

  23. HOUSE
    Hale Kamalani

    Hale Kamalani

    Princeville, HI

    A whole house for the price of a condo! Enjoy mountain and golf course views from this very affordable family home, walking distance to shopping, dining, park, library. Walk to Anini Beach takes about 20 minutes. With 3br/3ba plus loft upstairs,...

    FREE CANCELLATION

    $132 to $452/night

  24. 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

  25. 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 $2,124/night

  26. TOWNHOUSE
    Pili Mai 11I

    Pili Mai 11I

    Koloa, HI

    Enjoy modern Hawaii living at Pili Mai 11I Pack 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 $1,094/night

  27. 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 $1,355/night

  28. CONDOMINIUM
    Poipu Kapili 46

    Poipu Kapili 46

    Koloa, HI

    Last minute opening 6/17 - 7/1 now 25% off!!! 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 Hot Tub
    FREE CANCELLATION

    $275 to $361/night

  29. CONDOMINIUM
    Wailua Bay View 204

    Wailua Bay View 204

    Kapaa, HI

    This air conditioned east shore Kauai vacation rental on the Royal Coconut Coast at Wailua Bay View 204 is perfect for your romantic getaway. The beach is right in front. Literally right in front. You've got a perfect beach and ocean view that...

    Pool
    FREE CANCELLATION

    $226 to $257/night

  30. CONDOMINIUM
    Alii Kai 3103

    Alii Kai 3103

    Princeville, HI

    Alii Kai 3103: This 5-star-view property is a stand-out among Kauai vacation rentals. It rocks uninterrupted oceanfront vistas from every window. You can lie in bed and enjoy the sight and sound of the ocean without even having to get up! Ground...

    Pool
    FREE CANCELLATION

    $238 to $293/night