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
  2. 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
    FREE CANCELLATION

    $458 to $834/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"....

    FREE CANCELLATION

    $147 to $191/night

  4. 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
    FREE CANCELLATION

    $458 to $890/night

  5. 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
    FREE CANCELLATION

    $321 to $491/night

  6. 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

  7. 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
    FREE CANCELLATION

    $159 to $210/night

  8. 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
    FREE CANCELLATION

    $435 to $678/night

  9. 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
    FREE CANCELLATION

    $458 to $553/night

  10. 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
    FREE CANCELLATION

    $221 to $234/night

  11. 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 $1374/night

  12. 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

  13. HOUSE
    Koa Kai Hale

    Koa Kai Hale

    Princeville, HI

    Koa Kai Hale is the Ultimate Tropical Kauai vacation home with large windows in every room surrounding you, taking in the lush north shore views. The Open Living Room/Dining/Chefs Kitchen with an adjoining Family Room Lanai and Deck creates the...

    $784 to $969/night

  14. 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

    $671 to $1478/night

  15. 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 $2216/night

  16. 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...

    $493 to $653/night

  17. 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

    $322 to $1303/night

  18. 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. Three sleep comfortably with...

    Pool
    FREE CANCELLATION

    $151 to $598/night

  19. 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

    $128 to $596/night

  20. 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

  21. 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

    $265 to $1195/night

  22. 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 $1691/night

  23. 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

  24. 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

  25. 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 $1542/night

  26. 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

    $179 to $688/night

  27. 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

  28. CONDOMINIUM
    Cliffs 1206

    Cliffs 1206

    Princeville, HI

    If you are coming to Kauai to view the ocean from afar in the comfort of your vacation rental then this condo is not for you. But if you are coming to Kauai to be in the ocean and explore the many wonders of the Garden Isle during the day, then this...

    Pool Hot Tub

    $211 to $259/night

  29. CONDOMINIUM
    Cliffs 8205

    Cliffs 8205

    Princeville, HI

    Located in Princeville on the lush north shore of Kauai, Cliffs 8205 is the perfect home away from home (up to 4). This luxury condo has spectacular unobstructed ocean views, pleasant trade winds and a front row seat for whale watching. Relax in...

    Pool Hot Tub

    $253 to $301/night

  30. 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 $1110/night