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
    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

    $612 to $1,640/night

  2. 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...

    $193 to $255/night

  3. CONDOMINIUM
    Wai'ula'ula Ridge J202

    Wai'ula'ula Ridge J202

    Waimea, HI

    Wai'ula'ula, located on the 'mauka' or mountain side of the highway in the Uplands development, accessed through the Hapuna Prince Resort entrance. This gated community is surrounded by the fairways of the Hapuna golf course and boasts panoramic...

    Pool

    $473 to $817/night

  4. HOUSE
    Plantation Cottage at Poipu

    Plantation Cottage at Poipu

    Koloa, HI

    Island living at its finest! Experience charming plantation style living in this gorgeous South Shore 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

    $772 to $1,980/night

  5. CONDOMINIUM
    Puamana 4D

    Puamana 4D

    Princeville, HI

    Puamana 4D has a spacious 1550sf of living space surrounded by the open green spaces of the Prince and Makai golf courses, and enjoys a great location just a few minutes walk to Anini Beach. Just remodeled, this well-appointed rental is a perfect...

    Pool
    FREE CANCELLATION

    $127 to $445/night

  6. 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

    $239 to $276/night

  7. CONDOMINIUM
    Alii Kai 5103

    Alii Kai 5103

    Princeville, HI

    This Alii Kai condo opens its sliding glass back door onto a grassy knoll on which you have an unobstructed view of the majestic Kauai coastal panorama. Wake up to the gentle northeastern ocean breezy skies and step out onto the lawn overlooking the...

    Pool

    $277 to $331/night

  8. 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 Hot Tub

    $277 to $331/night

  9. 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

  10. CONDOMINIUM
    Puu Poa 410

    Puu Poa 410

    Princeville, HI

    The Puu Poas are known for their distinctive, contemporary architecture and their amazing ocean and Bali Hai views. Puu Poa 410 is located up on the bluff of Princeville and is conveniently located near the St. Regis Hotel and just down the street...

    Pool

    $392 to $512/night

  11. CONDOMINIUM
    Puu Poa 207

    Puu Poa 207

    Princeville, HI

    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 lanai (patio), offers you the choice of dining & lounging de plein air or in the privacy of your own...

    Pool

    $362 to $512/night

  12. CONDOMINIUM
    Pali Ke Kua 117

    Pali Ke Kua 117

    Princeville, HI

    Relax in comfort in this one bedroom condo located on the north shore of Kauai at Pali Ke Kua. Enjoy stunning ocean views from your unit or take it all in from your private lanai with a refreshing, cold drink. Pool and hot tub on site. Make sure to...

    Pool Hot Tub

    $259 to $301/night

  13. 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

  14. 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 Hot Tub

    $235 to $295/night

  15. TOWNHOUSE
    Hanalei Bay Villa 11

    Hanalei Bay Villa 11

    Princeville, HI

    Relax at cozy Hanalei Bay Villa 11 after a long day exploring the majestic North Shore of Kauai. Perfectly located near the St. Regis Princeville Resort. Enjoy ocean and mountain views, or take a short walk to nearby beaches & dining. The bright &...

    $247 to $319/night

  16. CONDOMINIUM
    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 & peaceful surroundings. There are oceanfront views from everywhere in this condo -- with great whale...

    Pool

    $235 to $301/night

  17. CONDOMINIUM
    Pali Ke Kua 127

    Pali Ke Kua 127

    Princeville, HI

    Pali Ke Kua is a great location for families and friends to spend their vacation. Enjoy the convenience of an outdoor pool and hot tub, BBQ and picnic area, as well as a private, paved path down to Pali Ke Kua's own secret beach. This beautiful, two...

    Pool Hot Tub

    $362 to $422/night

  18. 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

    $1,623 to $3,408/night

  19. HOUSE
    Hale Pulelehua

    Hale Pulelehua

    Hanalei, HI

    TVNC: 1238 A classic plantation style home, this Haena beach house, known as Hale Pulelehu'a (The Butterfly House), is a wonderful place for your family & friends to experience the island lifestyle on the North Shore of Kauai. Immaculately cared...

    $1,623 to $3,476/night

  20. CONDOMINIUM
    Makai Club 1 Bedroom

    Makai Club 1 Bedroom

    Princeville, HI

    Makai Club Oversized flora, from hibiscus to plumeria bloom, sets the scene at the stunning Makai Club resort. This lush, tropical resort is situated in the Princeville community, with golf greens winding between magnificent towering Norfolk pines....

    Pool Hot Tub
  21. CONDOMINIUM
    Waipouli Beach Resort G302

    Waipouli Beach Resort G302

    Kapaa, HI

    Gorgeous Oceanfront Waipouli Beach Resort G302, one of Waipouli Beach Resort’s most desirable Ocean Front suites, offers spectacular 180 degree unobstructed ocean and sandy beach views. You can see the ocean from every room! Fall asleep to the...

    Pool
    FREE CANCELLATION

    $435 to $678/night

  22. 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

  23. 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 $553/night

  24. 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

  25. CONDOMINIUM
    Princeville Hale Moi 213A

    Princeville Hale Moi 213A

    Princeville, HI

    Short Walk to Spectacular Beaches! Perfect for Honeymoon & Anniversary Couples Royal View "Sweet Dreams" Princeville Condo A one bedroom loft located in Heart of Princeville, experience Kauai, Hawaii at Hale Moi which means "House of the King"....

    FREE CANCELLATION

    $147 to $191/night

  26. 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

    $221 to $234/night

  27. 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

  28. 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

  29. CONDOMINIUM
    Mauna Kai 5A

    Mauna Kai 5A

    Princeville, HI

    Mauna Kai is a charming townhome complex in central Princeville. The walk to north shore Anini Beach - a beautiful, uncrowded, white-sand beach - is a brief 12-minutes along a shady tree-lined path. Shopping and dining in Princeville are also easy...

    Pool

    $214 to $239/night

  30. CONDOMINIUM
    Puamana 10A

    Puamana 10A

    Princeville, HI

    Come and relax in this cozy end unit at Puamana. 10A is a one bedroom unit, with the loft serving as a second bedroom, and two bathrooms. Enjoy the quaint tropical decor living space while enjoying the lush greenery that Puamana has to offer. On...

    Pool

    $229 to $301/night