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
    Nui Lani

    Nui Lani

    Princeville, HI

    This wonderful home is located on the beautiful Northshore of Kauai in the nice community of Princeville.With three bedrooms, three full baths, a spacious living area and an entertainment room that can be easily converted into a 4th bedroom! Fully...

    $423 to $720/night

  2. HOUSE
    Awapuhi Hale

    Awapuhi Hale

    Koloa, HI

    Relax into resort-style living in this nearly 2,100-square foot, fully air-conditioned home on a Kiahuna Golf Club fairway in the new Wainani at Poipu neighborhood. Awapuhi Hale is a beautifully appointed single-level home with vaulted ceilings and...

    Pool Hot Tub

    $542 to $1,511/night

  3. CONDOMINIUM
    Ali'i Kai 4303

    Ali'i Kai 4303

    Princeville, HI

    A Million Dollar View! Take in the phenomenal Hawaiian wildlife from this 20 ft. lanai - whales, spinner dolphins and more. View the ~180 degree coastline from the beacon of the Kilauea lighthouse to sunsets over Bali Hai on the West. With the...

    Pool
    FREE CANCELLATION

    $120 to $496/night

  4. 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 and...

    Pool
    FREE CANCELLATION

    $154 to $496/night

  5. CONDOMINIUM
    Cliffs 4209

    Cliffs 4209

    Princeville, HI

    Ocean view, with 1172 sq. ft. of living space, including 2 full baths. Enjoy private ocean view lanai. Bedroom with king bed, additional queen sleeper sofa, it accommodates 4 people comfortably. Full kitchen. Cliffs 4209 truly feels like a home....

    Pool Hot Tub
    FREE CANCELLATION

    $96 to $374/night

  6. HOUSE
    Koa Kai Hale

    Koa Kai Hale

    Princeville, HI

    The ultimate Kauai vacation home, Koa Kai Hale has large windows in every room that surround you with lush north shore views. With 3,300 square feet of living space, this home has plenty of room for everyone to relax into their Hawaiian getaway.Koa...

    $542 to $1,223/night

  7. CONDOMINIUM
    Ali'i Kai 6102

    Ali'i Kai 6102

    Princeville, HI

    Enjoy oceanfront views from every window in this spacious, updated 2br/2ba condo. Unique location in a single-story building, so you have all the advantages of a ground floor unit, but no other condos above you. A variety of beach gear is...

    Pool
    FREE CANCELLATION

    $143 to $518/night

  8. 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

    $120 to $391/night

  9. HOUSE
    Leilani Kai Hale

    Leilani Kai Hale

    Princeville, HI

    Panoramic mountain views and tropical vegetation surround you in this beautifully updated Princeville luxury home with air conditioning and its own saltwater pool and spa. Complete with stylish furnishings and fine finishes such as granite counter...

    Pool Hot Tub

    $595 to $1,223/night

  10. CONDOMINIUM
    Mauna Kai 5A

    Mauna Kai 5A

    Princeville, HI

    Walk to beach, shopping, and dining from this updated and very spacious condo with pool and BBQ grill. Mauna Kai is a charming townhome complex in central Princeville. The walk to north shore Anini Beach - a beautiful, uncrowded, white-sand beach...

    Pool
    FREE CANCELLATION

    $214 to $238/night

  11. CONDOMINIUM
    Sealodge J1

    Sealodge J1

    Princeville, HI

    JUNE 2019 DATES DISCOUNTED!!! Sealodge J1: 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...

    Pool
    FREE CANCELLATION

    $238 to $275/night

  12. CONDOMINIUM
    Sealodge J9

    Sealodge J9

    Princeville, HI

    WOW - CHECK OUT THE JUNE 2019 DISCOUNT! Our Sealodge J9 Kauai vacation rental offers dramatic and uninterrupted oceanfront views, top floor privacy, and your own furnished oceanfront lanai. Living room and both bedrooms have big picture windows...

    Pool
    FREE CANCELLATION

    $238 to $275/night

  13. CONDOMINIUM
    Sandpiper 121B

    Sandpiper 121B

    Princeville, HI

    Sandpiper 121B is a perfect choice for couples seeking a romantic getaway on a budget! The private garden-level lanai is surrounded by tropical foliage and flowers. This charming studio has a private bathroom and a kitchenette suitable for...

    Pool Hot Tub
    FREE CANCELLATION

    $121 to $153/night

  14. CONDOMINIUM
    Poipu Kapili 46

    Poipu Kapili 46

    Koloa, HI

    Last minute opening 6/17 - 7/1 now 25% off!!! Air-conditioned, awesome view, and newly renovated inside, in sunny Poipu with the beach just a short walk away! This comfortable 1200sf one bedroom condo is absolutely perfect for a couple looking for...

    Pool Hot Tub
    FREE CANCELLATION

    $275 to $361/night

  15. CONDOMINIUM
    Alii Kai 3103

    Alii Kai 3103

    Princeville, HI

    Alii Kai 3103: This 5-star-view property is a stand-out among Kauai vacation rentals. It rocks uninterrupted oceanfront vistas from every window. You can lie in bed and enjoy the sight and sound of the ocean without even having to get up! Ground...

    Pool
    FREE CANCELLATION

    $238 to $293/night

  16. 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

  17. CONDOMINIUM
    Wailua Bay View 204

    Wailua Bay View 204

    Kapaa, HI

    This air conditioned east shore Kauai vacation rental on the Royal Coconut Coast at Wailua Bay View 204 is perfect for your romantic getaway. The beach is right in front. Literally right in front. You've got a perfect beach and ocean view that...

    Pool
    FREE CANCELLATION

    $226 to $257/night

  18. 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

  19. 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

  20. CONDOMINIUM
    Mauna Lani Palm Villas unit G-2

    Mauna Lani Palm Villas unit G-2

    Kohala Coast, HI

    Hawaii Tax ID Number: TA-115-236-8640-01We 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....

    Pool Hot Tub
    FREE CANCELLATION

    $244 to $310/night

  21. HOUSE
    Hokulani Villa

    Hokulani Villa

    Princeville, HI

    Hokulani Villa ~ Simple, Island Luxury Getaway! This newly remodeled Golf Course front home is fresh on the market! This wonderful villa boasts fine furnishings and a very cozy atmosphere. With fantastic views of the golf course, bali hai views and...

    Pool

    $750 to $1,672/night

  22. 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

    $100 to $452/night

  23. 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

    $119 to $463/night

  24. CONDOMINIUM
    Ali'i Kai 2201

    Ali'i Kai 2201

    Princeville, HI

    Alii Kai 2201 provides beautiful mountain views, sunsets over Bali Hai, and a multitude of waterfalls and rainbows. The jungle is behind you and white water ocean views are just steps away. This top floor corner condo has lots of space and is a...

    Pool
    FREE CANCELLATION

    $100 to $367/night

  25. 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

    $151 to $492/night

  26. HOUSE
    Milo Hae Hale

    Milo Hae Hale

    Koloa, HI

    Enjoy the serenity and privacy of the Milo Hae Hale. This beautiful 3 bed 3 bath home features privacy and comfort nestled within the exclusive Kiahuna Golf Village community on Kauai's scenic and sunny South Shore. Enjoy the 1990 square foot...

    Pool

    $690 to $1,858/night

  27. 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 $1,614/night

  28. 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

  29. 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 $1,511/night

  30. 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...

    Pool
    FREE CANCELLATION

    $164 to $183/night