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
    Holoholo ku Waimea

    Holoholo ku Waimea

    Waimea, HI

    HoloHolo Ku is the most charming neighborhood. It's like living in a storybook with huge ranch lands, horses and the view of beautiful Mauna Kea. Walk to town and walk to one of the most famous farmer's markets in Waimea. Minimum 30 Day Rental The...

    FREE CANCELLATION

    $193 to $255/night

  2. 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

  3. 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

    $271 to $428/night

  4. CONDOMINIUM
    Waipouli Beach Resort H207

    Waipouli Beach Resort H207

    Kapaa, HI

    Oceanview!  Beautiful! Luxury Gorgeous Oceanview from Living Room, Dining Area and Lanai. Located in Coveted Oceanfront H Building, a one bedroom, two bath condominium at the "New" Waipouli Beach Resort on Kauai.  This 2nd floor, oceanview with...

    Pool
    FREE CANCELLATION

    $271 to $460/night

  5. 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

  6. CABIN
    Princeville Hale Moi 213B

    Princeville Hale Moi 213B

    Princeville, HI

    Experience Kauai Living in a most romantic setting at "Secret Princess" Studio. Wake up each morning to a Panoramic Mountain & Waterfall & Rainbow Views of the North Shore of Kauai! Newly professionally decorated Hawaiiana and Tommy Bahama-style. ...

    FREE CANCELLATION

    $134 to $179/night

  7. 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

    $321 to $428/night

  8. CONDOMINIUM
    Waipouli Beach Resort F401

    Waipouli Beach Resort F401

    Kapaa, HI

    An Elegant Penthouse Condo with a Beautiful Oceanview from the Living Room, Master Bedroom and Balcony, a 1 Bedroom, 2 Bathroom Condo at the Top Rated, 1st Class Waipouli Beachfront Resort & Spa on the beautiful island of Kauai. There is Central AC...

    Pool
    FREE CANCELLATION

    $271 to $460/night

  9. 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

  10. CONDOMINIUM
    Waipouli Beach Resort G205

    Waipouli Beach Resort G205

    Kapaa, HI

    A beautiful 2 Bedroom, 3 Bathroom Condo at #1 Rated 1st Class Waipouli Beachfront Resort & Spa on the beautiful island of Kauai. There is Central AC in this condo as well as a full size washer and dryer for laundry! Enjoy Oasis on the Beach...

    Pool
    FREE CANCELLATION

    $296 to $491/night

  11. CONDOMINIUM
    Waipouli Beach Resort H403

    Waipouli Beach Resort H403

    Kapaa, HI

    Resort Living at its Best in this Penthouse Ultimate Luxury Condo Waipouli Beach Resort Oceanfront H403 an Exceptional Oceanfront 2 bedroom 3 bath condo at the beautiful Waipouli Beach Resort & Spa on the island of Kauai awarded Trip Advisor...

    Pool
    FREE CANCELLATION

    $391 to $765/night

  12. 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

  13. 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

  14. 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

  15. TOWNHOUSE
    Puamana 16C- Hale Makai

    Puamana 16C- Hale Makai

    Princeville, HI

    It is all about LOCATION and with this Blue Ocean View unit you have proximity to all the beauty and attractions of the North Shore. Many units in Puamana profess ocean view. Building 16 is the full monty. The ocean hits you the minute you walk in...

    Pool

    $235 to $295/night

  16. CONDOMINIUM
    Pali Ke Kua 15

    Pali Ke Kua 15

    Princeville, HI

    Relax in Paradise at Pali Ke Kua. Enjoy extraordinary views from your lanai of the Hanalei mountains or take a stroll down to Pali Ke Kua's secret beach via a private, paved path. This condo is perfect for a small family vacation or a couples...

    Pool Hot Tub

    $241 to $283/night

  17. CONDOMINIUM
    Puamana 9C

    Puamana 9C

    Princeville, HI

    Puamana 9C: AC in the master bedroom, and so many extras provided for your comfort and convenience! A spacious 1550sf of living space surrounded by the open green spaces of the Robert Trent Jones Jr designed Makai golf course, ocean views, and a...

    Pool
    FREE CANCELLATION

    $214 to $238/night

  18. CONDOMINIUM
    Waipouli Beach Resort G103

    Waipouli Beach Resort G103

    Kapaa, HI

    Designated as the most outstanding resort in Hawaii by the Parade of Homes! The resort features breathtaking beach sunrises, a state-of-the-art lazy river saline pool complete with water slides, waterfalls, and hot tubs, beautiful landscaping, a...

    Pool
    FREE CANCELLATION

    $259 to $428/night

  19. HOUSE
    Laulea Kailani Villa (KAUAI)

    Laulea Kailani Villa (KAUAI)

    Princeville, HI

    This custom designed home by Hawaii's renowned architect Mark Eyler is located on the idyllic northshore of Kauai. Designed for professional surfer Bruce Irons, the architecture and interior design blends Balinese, Hawaiian and Asian elements with a...

    Pool

    $1,553 to $3,338/night

  20. 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

  21. HOUSE
    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. 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

  23. 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

  24. 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

  25. 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 $482/night

  26. HOUSE
    Sealodge A6

    Sealodge A6

    Princeville, HI

    Enjoy a picnic or snorkel trip just steps from your door. This Kauai vacation rental is a great choice for a those in search of more seclusion and peaceful surroundings. There are oceanfront views from everywhere in this condo -- with great whale...

    Pool

    $235 to $301/night

  27. TOWNHOUSE
    Hanalei Bay Villa 12

    Hanalei Bay Villa 12

    Princeville, HI

    Feel the cool tradewinds & enjoy the majestic views of Hanalei Bay in this relaxing, private villa. Enjoy outdoor dining on your comfortable lanai (patio) overlooking lush Hanalei bay. The Master suite has new King size bed, TV/DVD/VCR, lanai w/2...

    $259 to $355/night

  28. CONDOMINIUM
    Villas on the Prince 34

    Villas on the Prince 34

    Princeville, HI

    The gated, upscale Villas on the Prince is located in Princeville on the north shore of Kauai. These spacious 1800sf Kauai vacation rentals enjoy nearby beach path access to Anini Beach, with its tranquil shallow waters and long sandy ocean floor....

    Pool Hot Tub
    FREE CANCELLATION

    $164 to $183/night

  29. 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 out...

    Pool
    FREE CANCELLATION

    $226 to $257/night

  30. CONDOMINIUM
    Alii Kai 5301

    Alii Kai 5301

    Princeville, HI

    Our Alii Kai condos are 1200 square feet with two bedrooms, two full bathrooms, and a private lanai. 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...

    Pool
    FREE CANCELLATION

    $275 to $306/night