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. 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

  3. 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

  4. VILLA
    Waipouli Beach Resort G101

    Waipouli Beach Resort G101

    Kapaa, HI

    Newest Listing! Royal Oceanfront G101, an Exquisite Ground Floor Oceanfront Villa! Privacy, "Expansive Lawn" Great for Golfers".  Only 5 minutes from this Oceanfront Condo is Wailua Golf Course.  You can literally play 18 holes and be back to...

    Pool
    FREE CANCELLATION

    $458 to $890/night

  5. 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

  6. 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

    $408 to $765/night

  7. 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

  8. 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

  9. 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

  10. 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

  11. 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

  12. 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

  13. 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

  14. 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

  15. 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

  16. CONDOMINIUM
    Alii Kai 5301

    Alii Kai 5301

    Princeville, HI

    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 your door! Inside you'll find elegant updates and comfortable tropical furniture. The kitchen has...

    Pool
    FREE CANCELLATION

    $275 to $306/night

  17. 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

  18. 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

  19. 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 $428/night

  20. 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

  21. 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

  22. 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

  23. 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 $391/night

  24. CONDOMINIUM
    Waipouli Beach Resort F301

    Waipouli Beach Resort F301

    Kapaa, HI

    Resort lifestyle at its best at Kauai’s "Hidden Gem": Waipouli Beach Resort, with the only Fantasy Pool on the island, lush tropical grounds, the beach and the ocean just steps away. There is Central AC in this condo as well as a full size washer...

    Pool
    FREE CANCELLATION

    $259 to $428/night

  25. CONDOMINIUM
    Waipouli Beach Resort F201

    Waipouli Beach Resort F201

    Kapaa, HI

    An exceptionally well decorated condo with a Beautiful Garden & Partial Ocean View, 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 in this condo as...

    Pool
    FREE CANCELLATION

    $259 to $391/night

  26. CONDOMINIUM
    Sealodge D1

    Sealodge D1

    Princeville, HI

    Sealodge D1: With a private oceanfront lanai and spacious expanse of lawn in front, you'll enjoy sitting outside admiring the view and the passing chickens and nene. Take along the provided binoculars and get an up close view of the surfers, or...

    Pool
    FREE CANCELLATION

    $238 to $275/night

  27. 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

  28. 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

  29. CONDOMINIUM
    Sealodge E10

    Sealodge E10

    Princeville, HI

    Very private top floor ocean front location. Sealodge E10 is the perfect choice for a honeymoon. All of the north shore's great beaches and attractions are conveniently close, and there's a beach path onsite, but you'll be perfectly happy to stay...

    Pool
    FREE CANCELLATION

    $226 to $275/night

  30. 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