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
    Mauna Kai 4

    Mauna Kai 4

    Princeville, HI

    Two bedroom/two bathroom condominium near the Westin Hotel. The Mauna Kai complex has one of the largest swimming pools in Princeville. The unit offers two bedrooms downstairs, one with a queen bed and the other a double, with a shared bathroom. The...

    Pool Hot Tub

    $235 to $283/night

  2. CONDOMINIUM
    Kamahana 18

    Kamahana 18

    Princeville, HI

    Situated near the 6th fairway of the Makai Golf Course, this beautiful Kauai vacation rental is perfect for the golf enthusiast or anyone looking for a great view. Enjoy breathtaking views of the ocean, golf course, and Kilauea lighthouse while...

    Pool Hot Tub

    $223 to $277/night

  3. TOWNHOUSE
    Poipu Crater

    Poipu Crater

    Koloa, HI

    Tucked away in the heart of an extinct volcano, Poipu Crater Resort offers lush tropical gardens, privacy and comfort. Perched on the upper rim of the crater, perfectly situated to enjoy sunny mornings and cool tradewinds in the afternoon. This...

    Pool

    $314 to $730/night

  4. 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

  5. CONDOMINIUM
    Hanalei Colony Resort E3

    Hanalei Colony Resort E3

    Hanalei, HI

    Wow, you'll have this fabulous north shore beach all to yourselves!!! All remaining August 2019 dates now discounted! For over a year now, the North Shore past Hanalei has been closed to everyone except local residents. Wildlife, like fish and...

    Pool
    FREE CANCELLATION

    $488 to $581/night

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

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

    Kohala Coast, HI

    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. With only 44 units in this complex, you...

    Pool Hot Tub
    FREE CANCELLATION

    $286 to $426/night

  7. 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 $1,611/night

  8. CONDOMINIUM
    Cliffs 5201

    Cliffs 5201

    Princeville, HI

    This beautiful Kauai vacation rental is perfect for two. If you are looking for a comfortable stay in paradise on the second floor, you have found it. Enjoy the fully equipped kitchen, sip a cool drink on the lanai (patio) or take a short stroll...

    Pool Hot Tub

    $211 to $259/night

  9. 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

  10. 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 upgrades...

    Pool
    FREE CANCELLATION

    $164 to $183/night

  11. CONDOMINIUM
    Puamana 11A

    Puamana 11A

    Princeville, HI

    Enjoy a great location, just a short walk/hike down to Wyllie's Beach and drive to Anini Beach, with garden views and a private setting that is not adjacent to the road. It's a one-minute walk to the golf course to watch the sunset over the ocean,...

    Pool
    FREE CANCELLATION

    $96 to $240/night

  12. 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 floor...

    Pool
    FREE CANCELLATION

    $110 to $421/night

  13. 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

    $120 to $424/night

  14. 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

  15. CONDOMINIUM
    Cliffs 6201

    Cliffs 6201

    Princeville, HI

    Standing on your lanai at The Cliffs #6201, you have a 180 degree unfettered view of the spectacular deep blue waters of Kauai’s northern coastline, with serene quiet only broken by the wild geese and other tropical migratory birds sailing by in...

    Pool Hot Tub

    $211 to $235/night

  16. CONDOMINIUM
    Pali Ke Kua 115

    Pali Ke Kua 115

    Princeville, HI

    Feel at home in Paradise in this one bedroom condominium at Pali Ke Kua. Enjoy extraordinary views of the ocean or stroll down to Pali Ke Kua's secret beach via a private, paved path. This condo is perfect for a couple's retreat. Rates may vary –...

    Pool Hot Tub

    $259 to $301/night

  17. 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

  18. CONDOMINIUM
    Sealodge E7

    Sealodge E7

    Princeville, HI

    Sealodge E7 enjoys sunrise, moon rise and sunset views from second floor one bedroom condo. Watch the whales play from your lanai. Immaculate, well cared for condo, with cozy, bright and happy décor. Views up the Anini Reef to the Kilauea...

    Pool
    FREE CANCELLATION

    $108 to $386/night

  19. CONDOMINIUM
    Pali Ke Kua 140

    Pali Ke Kua 140

    Princeville, HI

    Recently purchased and newly updated condo. Be amazed by the expansive Pacific Ocean views just beyond the grassy lawn while sitting in the living room or the outdoor lanai. This two bedroom 2 bath condo offers a King bed in the downstairs master...

    Pool Hot Tub

    $259 to $355/night

  20. CONDOMINIUM
    Puu Poa 309

    Puu Poa 309

    Princeville, HI

    Puu Poa 309 offers 1800 Square feet of living space, two huge lanais, 2 bedrooms, 2 baths. All marble and glass-block master bath with dual shower heads and jacuzzi tub. This home includes the following outstanding features: solid teak furniture,...

    Pool
    FREE CANCELLATION

    $402 to $868/night

  21. CONDOMINIUM
    Makahuena 2202

    Makahuena 2202

    Koloa, HI

    The Poipu vacation rentals at Makahuena Point are located in the most southern point on the island, from which you can watch both the sunrise and sunset. Makahuena Point has crashing waves and beautiful splashing surf, with only a short walk to...

    Pool Hot Tub
    FREE CANCELLATION

    $157 to $731/night

  22. 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

  23. 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

  24. CONDOMINIUM
    Emmalani Court 312

    Emmalani Court 312

    Princeville, HI

    This large condo (Emmalani Court 312) is air-conditioned and enjoys lovely ocean views. Master bedroom is furnished with a king bed, guest bedroom has two twin beds. Two full bathrooms. Sleeps 4. Panoramic golf course views, upgraded interior,...

    Pool
    FREE CANCELLATION

    $126 to $480/night

  25. CONDOMINIUM
    Villas on the Prince 13 *30 Day minimum

    Villas on the Prince 13 *30 Day minimum

    Princeville, HI

    NOTE: 30-DAY MINIMUM STAY AT THIS LOCATION. The Villas on the Prince is a gated community located in Princeville on the north shore of Kauai. Our vacation rentals at the Villas on the Prince are ideally suited to guests planning a longer visit....

    Pool
    FREE CANCELLATION

    $150 to $167/night

  26. CONDOMINIUM
    Kamahana 3

    Kamahana 3

    Princeville, HI

    Kamahana 3 is a spacious two bedroom, very private condominium offering 1260 square feet that feels more like a house than a condo. This ground floor unit features extra-high vaulted ceilings and three private lanais. This condo is unique because it...

    Pool
    FREE CANCELLATION

    $96 to $337/night

  27. CONDOMINIUM
    Banyan Harbor K132 at Kalapaki Beach

    Banyan Harbor K132 at Kalapaki Beach

    Lihue, HI

    Wonderful AIR CONDITIONED town-home located on the bluff above Kalapaki Beach. This beautiful 2 bedroom, 1 1/2 bath, two story, town-home has two full viewing balconies. Air conditioning units are located in the living room, master bedroom, and...

    Pool
    FREE CANCELLATION

    $92 to $437/night

  28. CONDOMINIUM
    Banyan Harbor K134 at Kalapaki Beach

    Banyan Harbor K134 at Kalapaki Beach

    Lihue, HI

    Updated town-home at Kalapaki Beach! This renovated 2 bedroom, 1 1/2 bath, two story town-home has A/C in both upstairs bedrooms and is conveniently located, and affordably priced. You'll love the clean modern kitchen, and the remodeled full...

    Pool
    FREE CANCELLATION

    $95 to $448/night

  29. 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

  30. 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