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
    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

  2. CONDOMINIUM
    Puu Poa 102

    Puu Poa 102

    Princeville, HI

    Pu’u Po’a 102 is located on the bluff of Princeville with spectacular ocean views. There are 2 tastefully decorated bedrooms and 2 bathrooms. Two private lanais for relaxing, dining, and barbequing. A large flat screen TV/DVD with a movie...

    Pool

    $362 to $512/night

  3. 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

  4. HOUSE
    Lokelani

    Lokelani

    Hanalei, HI

    LOKELANI - (Heavenly Rose) TVNC-1226 TA189-999-3088-01 A luxury beach house close to Hanalei town and the beautiful Bay. This tastefully decorated three bedroom, three bath home is truly a little slice of heaven. From the moment you enter the...

    $689 to $919/night

  5. CONDOMINIUM
    Cliffs 7305

    Cliffs 7305

    Princeville, HI

    Relax and kick off your shoes in this Polynesian decorated top floor unit. Cliffs 7305 offers a Master suite with a king bed, plus a loft with an office and an additional king bed. An affordable accommodation with all the comforts of a home with...

    Pool Hot Tub

    $271 to $362/night

  6. CONDOMINIUM
    Puu Poa 310

    Puu Poa 310

    Princeville, HI

    This spacious, upscale Kauai vacation rental offers verdant island beauty along with all of the amenities of home. Relaxation is in abundance inside or out on your lanai (patio). The ocean view master suite has a King size bed, TV/DVD, and private,...

    Pool

    $392 to $542/night

  7. 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 $2555/night

  8. CONDOMINIUM
    Sealodge G7

    Sealodge G7

    Princeville, HI

    One of the best views in Sealodge and located very near the bluff, you will be surrounded by ocean views at Sealodge G7. With a large additional window in the living room, you can relax on the living room punae (the lounging bed in the living room...

    Pool
    FREE CANCELLATION

    $127 to $596/night

  9. CONDOMINIUM
    Pali Ke Kua 119

    Pali Ke Kua 119

    Princeville, HI

    Air-conditioned bedroom in luxury haven - a very private location. Behind you, a lush green hill; to the left, another tropical hill separates Pali Ke Kua 119 from the world. Straight ahead, in full view...Bali Hai, sunsets and the indefinite...

    Pool Hot Tub
    FREE CANCELLATION

    $186 to $894/night

  10. 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

  11. APARTMENT
    Maliula at Hokuala 2Bedroom Superior

    Maliula at Hokuala 2Bedroom Superior

    Lihue, HI

    The ultimate Hawaiian getaway awaits at these luxury villas on Kauai's stunning southern coast. The Maliula Residences at the exclusive 450-acre Timbers Resort Hokuala boast ocean and mountain views, air conditioning, and resort amenities like daily...

    Pool Hot Tub

    $1207 to $2813/night

  12. 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

  13. 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

    $612 to $1571/night

  14. HOUSE
    Malu Kauai

    Malu Kauai

    Lihue, HI

    TVNCU#5051 Malu Kauai is centrally located on the island in a small, rural town, of Niumalu just outside the Lihue town core. The cottage is a 5 minute drive from the airport and Safeway and Costco are nearby for in house meal preparation....

    $356 to $374/night

  15. 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

  16. HOUSE
    CHUNG COTTAGE

    CHUNG COTTAGE

    Hanalei, HI

    CHUNG COTTAGE: A 5 minute walk to town or the beach-TVNC-1135: : Slow down in this rustic beach cottage, only 2 minutes walk from beautiful Hanalei Beach and Hanalei town. Complete amenities (kitchenette with cook top, full size frig and, microwave...

    $276 to $345/night

  17. APARTMENT
    Laola Townhouse at Hokuala 4BR

    Laola Townhouse at Hokuala 4BR

    Lihue, HI

    The Hawaiian word "laola" means sun or life. These sunrise-facing townhomes are perched directly above the oceanfront green of the 15th hole and offer breathtaking views that span from the historic Ninini Point Lighthouse to the Hau'pu mountains....

    Pool Hot Tub

    $5561 to $6382/night

  18. APARTMENT
    Maliula at Hokuala 3Bedroom Superior

    Maliula at Hokuala 3Bedroom Superior

    Lihue, HI

    The ultimate Hawaiian getaway awaits at these luxury three-bedroom villas on Kauai's stunning southern coast. The Maliula Residences at the exclusive 450-acre Timbers Resort Hokuala boast ocean and mountain views, air conditioning, and resort...

    Pool

    $1564 to $3669/night

  19. HOUSE
    Hale A Kai

    Hale A Kai

    Princeville, HI

    This beautiful custom home is located in the Queen Emma Bluff's gated community in Princeville. The home is approximately 4000 sq feet. Upstairs is a large great room with beautiful hardwood floors. There’s a well equipped gourmet kitchen with a...

    $842 to $1149/night

  20. 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

  21. CONDOMINIUM
    Villas of Kamalii 10

    Villas of Kamalii 10

    Princeville, HI

    Villas of Kamalii 10 is beautifully located at the end of the Villas of Kamalii between the beautiful Makai golf course and the mountains with waterfall views. This is a very private quiet location yet the front door is near the pool and spa. Three...

    Pool Hot Tub
    FREE CANCELLATION

    $146 to $671/night

  22. CONDOMINIUM
    Sealodge J3

    Sealodge J3

    Princeville, HI

    Absolutely spectacular unobstructed reef and white-water ocean views from the living room and bedroom of this cozy 1 BR corner unit in the end building of Sealodge II. This ground floor unit (Sealodge J3) gives you immediate outdoor access to the...

    Pool
    FREE CANCELLATION

    $143 to $671/night

  23. 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

    $731 to $969/night

  24. CONDOMINIUM
    Plantation Hale A11

    Plantation Hale A11

    Kapaa, HI

    Fully upgraded with stocked kitchen for dining in, new appliances, decor, an open floor plan. Clean, clean, clean. Brand new King sized bed, AC throughout and a nice lanai for relaxing. Free wifi. Free parking. Easy parking, friendly staff, easy...

    Pool Hot Tub

    $379 to $415/night

  25. 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 available....

    Pool
    FREE CANCELLATION

    $167 to $781/night

  26. APARTMENT
    Maliula at Hokuala 3Bedroom Premiere

    Maliula at Hokuala 3Bedroom Premiere

    Lihue, HI

    The ultimate Hawaiian getaway awaits at these luxury three-bedroom villas on Kauai’s stunning southern coast. The Maliula Residences at the exclusive 450-acre Timbers Resort Hokuala boast ocean and mountain views, air conditioning, and resort...

    Pool

    $1326 to $3608/night

  27. CONDOMINIUM
    Poipu Shores B201

    Poipu Shores B201

    Koloa, HI

    This newly remodeled 2br/1.5ba has one of the best oceanfront views on the island. With full kitchen, washer/dryer, phone, and free wifi, you'll have all the comforts of home at Poipu Shores B201...plus walk to Brennecke's Beach and the Poipu Beach...

    Pool
    FREE CANCELLATION

    $250 to $1268/night

  28. CONDOMINIUM
    Ali'i Kai 4303

    Ali'i Kai 4303

    Princeville, HI

    Recently updated inside - completely repainted, new fans, new blinds, new upholstery.  Right atop the waves, this special top floor Alli Kai unit has spectacular ocean, coastline, and waterfall views from every vantage point in the home. Alii Kai...

    Pool
    FREE CANCELLATION

    $166 to $745/night

  29. CONDOMINIUM
    Hanalei Bay Resort 8133/4

    Hanalei Bay Resort 8133/4

    Princeville, HI

    This bay view 2br/2ba (Hanalei Bay Resort 8133/4) includes one king bed in the first bedroom and two double beds in the second bedroom.  Sleeps 6.  Air conditioning (in living room and guest bedroom)!  Included are two full baths, full kitchen,...

    Pool Hot Tub
    FREE CANCELLATION

    $313 to $1229/night

  30. CONDOMINIUM
    Sandpiper 121B

    Sandpiper 121B

    Princeville, HI

    Sandpiper 121B is a perfect choice for couples seeking a romantic getaway on a budget. This charming studio has a private bath bathroom and a kitchenette suitable for preparing casual meals. The kitchenette includes a hotel-size fridge, microwave,...

    Pool Hot Tub

    $115 to $145/night