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
    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

    $278 to $965/night

  2. CONDOMINIUM
    Poipu Shores B202

    Poipu Shores B202

    Koloa, HI

    This second floor 2br/1ba condo has two king beds, with air-conditioning in each bedroom and in the living room. Poipu Shores B202 has a full kitchen, updated with elegant granite counters, and one bathroom, recently remodeled. Enjoy a private...

    Pool
    FREE CANCELLATION

    $402 to $1,266/night

  3. CONDOMINIUM
    Villas of Kamalii 44

    Villas of Kamalii 44

    Princeville, HI

    Enjoy comfort and luxury in this three bedroom/three bathroom townhouse with spectacular mountain and waterfall views, heated salt water pool, and jacuzzi. Located in a gated community adjacent to the Makai golf course, Villas of Kamalii 44 boasts a...

    Pool Hot Tub
    FREE CANCELLATION

    $240 to $625/night

  4. 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

    $132 to $528/night

  5. 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 $916/night

  6. CONDOMINIUM
    Sealodge B6

    Sealodge B6

    Princeville, HI

    Sealodge B6 is a second floor private condo located near the Sealodge Beach trail. Enjoy this 1br/1ba, with ocean views from the living room, lanai, and bedroom. The sound of the surf will lull you to sleep each night. Four sleep comfortably with...

    Pool
    FREE CANCELLATION

    $132 to $461/night

  7. 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 $526/night

  8. 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

  9. 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
    FREE CANCELLATION

    $371 to $709/night

  10. 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

    $160 to $632/night

  11. 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

  12. 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

  13. HOUSE
    Kainoa

    Kainoa

    Hanalei, HI

    KAINOA:TVNCU-1227: TA#148-488-1920-01 Walk to Hanalei Bay or to Hanalei shops and restaurants This beautifully appointed 4 bedroom, (two master suites) and 3 bath home with Hawaiian and Asian flair. Hardwood floors extend out to the deck in a...

    Hot Tub

    $881 to $1,110/night

  14. 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

    $180 to $524/night

  15. 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 $528/night

  16. 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

    $178 to $616/night

  17. 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

    $133 to $445/night

  18. 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

    $342 to $1,222/night

  19. 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 $1,461/night

  20. HOUSE
    Ohana Kamalani

    Ohana Kamalani

    Princeville, HI

    This week only 15% off April and May dates. Situated in the heart of Princeville on the renowned Makai Golf Course, this luxury vacation rental with Bali Hai and ocean views offers ample space to comfortably accommodate eight guests. Complete with...

    Pool

    $641 to $1,640/night

  21. 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 $2,363/night

  22. 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

  23. 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

  24. 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

  25. COTTAGE
    Wilikeiki

    Wilikeiki

    Hanalei, HI

    Wilikeiki: TVNCU-1327: TA#154-325-1968-01 Wilikeiki is a one bedroom, one bath cottage situated next to Wilikoki. The cottage includes a full kitchen, separate bedroom and bath (shower-not tub), cozy reading corner, dining area, kitchen and lanai....

    $459 to $536/night

  26. 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

  27. 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

    $239 to $276/night

  28. CONDOMINIUM
    Kahala 123

    Kahala 123

    Koloa, HI

    Take advantage of the resort's pools, Jacuzzi, tennis courts, barbecue grills, and easy beach access. Kahala is part of the beautiful Poipu Kai Resort, which spans seventy acres of lush tropical landscaping and is bounded by sandy beaches on both...

    Pool Hot Tub
    FREE CANCELLATION

    $121 to $548/night

  29. CONDOMINIUM
    Puu Poa 401

    Puu Poa 401

    Princeville, HI

    Romantic, AIR CONDITIONED (a/c in living room and master bedroom), totally private, luxury penthouse that guarantees an unequaled experience! The epitome of gracious living, capturing panoramic views of the azure ocean and Bali Hai. The best of the...

    Pool
    FREE CANCELLATION

    $319 to $1,044/night

  30. 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 $445/night