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. 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

    $155 to $155/night

  2. 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

    $371 to $709/night

  3. 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"....

    $147 to $191/night

  4. 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

    $458 to $834/night

  5. 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

    $221 to $234/night

  6. 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

    $159 to $210/night

  7. CONDOMINIUM
    Sealodge J1

    Sealodge J1

    Princeville, HI

    Private, quiet and serene with oceanfront views all the way down the Anini Reef to the Kilauea lighthouse. On the edge of the bluff between the trees and the ocean, this condo sits alone like a separate little house, facing the sea. No other unit...

    Pool

    $226 to $261/night

  8. CONDOMINIUM
    Sealodge D1

    Sealodge D1

    Princeville, HI

    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 watch for...

    Pool

    $226 to $261/night

  9. CONDOMINIUM
    Cliffs 5205

    Cliffs 5205

    Princeville, HI

    Ocean view, with 1172 sq. ft. of living space, including one bedroom and two full baths at Cliffs 5205.  Enjoy private ocean view lanai.  Bedroom with king bed, additional queen sleeper sofa, it accommodates 4 people comfortably. Full kitchen,...

    Pool Hot Tub
    FREE CANCELLATION

    $126 to $558/night

  10. HOUSE
    Pua Nui

    Pua Nui

    Princeville, HI

    PUA NUI - House of Abundant Flowers TA-149-751-5008-01 This extremely lovely and comfortable Princeville home has four bedrooms - including two master suites, and three full baths. The home sleeps 8 guests. The huge lanai overlooks the lush...

    $498 to $651/night

  11. CONDOMINIUM
    Wailua Bay View 204

    Wailua Bay View 204

    Kapaa, HI

    Wailua Bay View 204: This east shore Kauai vacation rental is perfect for your romantic getaway. The beach is right in front, shopping and dining are practically on your doorstep, centrally located so you can easily explore the whole you decide to...

    Pool

    $215 to $231/night

  12. CONDOMINIUM
    Poipu Kapili 46

    Poipu Kapili 46

    Koloa, HI

    Poipu Kapili #46 is a large 1200 sq.ft. one bedroom condo with ocean views and cool ocean breezes, plus air-conditioning in the bedroom. This quiet South Shore condo enjoys direct oceanfront views, and includes a reserved parking stall for your...

    Pool

    $261 to $342/night

  13. HOUSE
    Ohana House

    Ohana House

    Hanalei, HI

    Ohana: "Family House"TVNC-1336: TA 165-643-4688-01 : Walk to Hanalei town or to the amazing Hanalei Bay-Two Bedroom plus a loft, and two baths. This is a great family home with open living, dining, and kitchen area. Huge picture windows bring the...

    $459 to $536/night

  14. CONDOMINIUM
    Hanalei Colony Resort F3

    Hanalei Colony Resort F3

    Hanalei, HI

    The very best of the best units in the Hanalei Colony Resort are the Premium Oceanfront units.   Suite F3 is a premium oceanfront unit, only 10 steps from the sand.  In this upstairs suite, there is a full kitchen, 2 bedrooms and 1.5 bathrooms. ...

    Pool Hot Tub
    FREE CANCELLATION

    $262 to $1229/night

  15. HOUSE
    Ka Hale

    Ka Hale

    Hanalei, HI

    Walking distance to beautiful Hanalei Bay or to quaint Hanalei Town, this one-story, 1,100 square foot vacation home offers you the best of both worlds. Surrounded by the peace and quiet of our neighborhood, relax on the back lanai to discover the...

    $306 to $383/night

  16. 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

    $321 to $491/night

  17. CONDOMINIUM
    Waipouli Beach Resort A405

    Waipouli Beach Resort A405

    Kapaa, HI

    Elegant Penthouse with Breathtaking Mountain with Bay Views from the Living Room and Balcony, a 1 Bedroom, 2 Bathroom Condo at the Top Rated, 1st Class Waipouli Beachfront Resort on the beautiful island of Kauai. There is Central AC in this condo...

    Pool

    $271 to $391/night

  18. 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

    $458 to $553/night

  19. 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

    $435 to $678/night

  20. CONDOMINIUM
    Cliffs 4206

    Cliffs 4206

    Princeville, HI

    The Cliffs with an Ocean View! Enjoy the wonderful ocean views from this 1 bedroom 2 bath condo. This condo offers great cross ventilation to keep your stay more comfortable. You may dine out on the lanai and take in the cool ocean breezes. The...

    Pool Hot Tub

    $241 to $301/night

  21. HOUSE
    Hale Ola Kai

    Hale Ola Kai

    Hanalei, HI

    Hale Ola Kai is a three bedroom, two and a half bath home located near world famous Hanalei Bay. The house is a comfortable family-style home. Casual, yet equipped with anything you need to make your stay in Hanalei perfect. Two of the bedrooms have...

    $613 to $842/night

  22. HOUSE
    525 Emmalani Court

    525 Emmalani Court

    Princeville, HI

    Emmalani Court #525 Walk to the Princeville St Regis!  Beautiful Ocean View Air-Conditioned unit and just a short walk to the beach. Emmalani Court is a small, quiet condominium complex located near the St Regis Hotel in Princeville and the...

    Pool Hot Tub

    $268 to $345/night

  23. 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

    $850 to $2512/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

    $458 to $890/night

  25. CONDOMINIUM
    Ali'i Kai 7204

    Ali'i Kai 7204

    Princeville, HI

    Great family vacation spot right on the bluff.  Beautiful natural Koa Wood upgrades create a feeling of quality and Hawaiian comfort. Great details!  Granite countertops, bamboo floors.   Comfortable furniture to relax your body and ocean sounds...

    Pool
    FREE CANCELLATION

    $179 to $707/night

  26. CONDOMINIUM
    Ali'i Kai 2101

    Ali'i Kai 2101

    Princeville, HI

    Retreat to this quiet newly decorated home overlooking the mountains and waterfalls with distant ocean views. This ground floor, corner unit offers comfortable furnishings for rest and relaxation. Corner location on the green belt makes this a great...

    Pool
    FREE CANCELLATION

    $142 to $558/night

  27. CONDOMINIUM
    Pali Ke Kua 238

    Pali Ke Kua 238

    Princeville, HI

    Pali Ke Kua #238 is a 1 Bedroom & Loft (1 King, 1 Queen) two-story condominium that features beautiful garden and ocean views. The condo has been recently updated with brand new appliances, furnishings, flat screen TV's, new bedroom furniture....

    Pool Hot Tub

    $259 to $355/night

  28. CONDOMINIUM
    Mauna Kai 7B

    Mauna Kai 7B

    Princeville, HI

    Dream. Believe. Discover. These are the words imprinted on several walls of Mauna Kai #7B, and this architecturally bold villa lends itself to all three activities quite nicely. It’s a two level unit with a large lanai facing the Makai Golf Course...

    Pool Hot Tub

    $301 to $482/night

  29. CONDOMINIUM
    Sealodge E4

    Sealodge E4

    Princeville, HI

    Sealodge is located on Kauai’s most spectacular coastline, overlooking the majestic Pacific ocean. This 1 bedroom 1 bath condo is incredibly affordable considering the amazing views it provides of the ocean and Kilauea lighthouse. Enjoy the...

    Pool

    $235 to $301/night

  30. CONDOMINIUM
    Plantation 1111

    Plantation 1111

    Princeville, HI

    This new Plantation at Princeville located on the north shore is perfect for a family. This 2 bedroom (king and 2 twins plus a queen sofa sleeper) 2 bath ground floor condo is decorated with Hawaiian Plantation style furnishings and has a fully...

    Pool Hot Tub

    $241 to $271/night