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. 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

  2. APARTMENT
    Laola Townhouse at Hokuala 3BR

    Laola Townhouse at Hokuala 3BR

    Lihue, HI

    Experience the finest Kauai has to offer in these three-bedroom, 3.5 bath luxury Poipu villas. Situated in the exclusive Timbers Resort Hokuala on the stunning south shore, each Laola Townhouse features breathtaking ocean and golf course views, air...

    Pool Hot Tub

    $4360 to $5669/night

  3. HOUSE
    Laulea Kailani Villa (KAUAI)

    Laulea Kailani Villa (KAUAI)

    Princeville, HI

    This custom designed home by Hawaii’s renowned architect Mark Eyler is located on the idyllic northshore of Kauai. Designed for professional surfer Bruce Irons, the architecture and interior design blends Balinese, Hawaiian and Asian elements with...

    Pool

    $1623 to $3408/night

  4. 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

  5. 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

  6. 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

  7. 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

    $1110 to $1110/night

  8. HOUSE
    Honu Ohana House 69-1757

    Honu Ohana House 69-1757

    Waimea, HI

    This is a big, fun beach house with several areas to enjoy as a whole group or to tuck away from the rest of the group’s festivities for some private time. Perfect for multi-generational families and/or extended family with friends. The home is...

    Pool

    $1010 to $1010/night

  9. HOUSE
    Kolepa Hale

    Kolepa Hale

    koloa, HI

    This fabulous home on the fourth tee of the Kiahuna Plantation Golf Course offers over 2,200 square feet of island luxury, for an unforgettable Kauai getaway. Ideally situated in the exclusive Wainani at Poipu neighborhood, Kolepa Hale includes...

    Pool Hot Tub

    $850 to $1623/night

  10. 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

  11. 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

  12. 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...

    $796 to $1266/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
    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

    $760 to $2258/night

  15. 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

  16. APARTMENT
    Hale Kanani (Kaua'i)

    Hale Kanani (Kaua'i)

    Hanalei, HI

    Completely remodeled, this home boasts beautiful hardwood floors and new furnishings. The mountain views from the large lanai and master bedroom are breathtaking. The outdoor lanai is spacious and has a lovely seating area to relax and unwind....

    $707 to $879/night

  17. 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

  18. 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

  19. HOUSE
    Luana Hale

    Luana Hale

    Princeville, HI

    Your Princeville paradise awaits in this luxury single-level home in a quiet neighborhood on the lush north shore of Kauai. Tastefully decorated with fine finishes such as travertine tile and Brazilian cherry flooring, Luana Hale offers over 2,800...

    $612 to $879/night

  20. APARTMENT
    Hale Anu Keanu

    Hale Anu Keanu

    Princeville, HI

    Featuring an open floor plan, bountiful screened windows and four spacious lanais (porches), Hale Anu Keanu gives you a bird's eye view of the surrounding tree tops, mountain vistas and lush tropical landscaping. Four bedrooms comfortably sleep...

    Hot Tub

    $582 to $1697/night

  21. CONDOMINIUM
    Pili Mai 8D

    Pili Mai 8D

    Koloa, HI

    Enjoy modern Hawaii living at Pili Mai 8D Pack your golf clubs and get ready to enjoy modern Hawaii living in this exclusive Poipu community. Located on the beautiful Kiahuna Golf Course, this exceptionally beautiful, newly-constructed three...

    Pool Hot Tub

    $570 to $1462/night

  22. HOUSE
    Iki Nui Hale

    Iki Nui Hale

    Princeville, HI

    This home is a short walking distance to Queen's Bath as well as Hideaways Beach! For all you golf enthusiasts, Makai Golf Course is a short walk from this home as well! The Princeville Public Library, Princeville Park as well as the shopping center...

    $552 to $731/night

  23. TOWNHOUSE
    Pili Mai 11I

    Pili Mai 11I

    Koloa, HI

    Enjoy modern Hawaii living at Pili Mai 11I Pack your golf clubs and get ready to enjoy modern Hawaii living in this exclusive Poipu community. Located on the 9th hole of the beautiful Kiahuna Golf Course, this exceptionally beautiful,...

    Pool Hot Tub

    $546 to $1354/night

  24. 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

  25. APARTMENT
    Mauka Lani (KAUAI)

    Mauka Lani (KAUAI)

    Princeville, HI

    This villa at Villas of Kamalii, Princeville, is an upscale luxurious and tropically decorated, two bedroom, three bath Villa. Two large en-suite bedrooms, one queen with a shower and one king with jacuzzi tub downstairs, and a third reading room on...

    Pool

    $493 to $493/night

  26. CONDOMINIUM
    Hanalei Bay Resort 52012

    Hanalei Bay Resort 52012

    Princeville, HI

    Hanalei Bay Resort 52012: Includes both of the elegant, recently updated, air-conditioned suites below, at a savings compared to renting separately. Close the connecting door for complete privacy, or open for a large shared apartment. Combined, the...

    Pool Hot Tub

    $493 to $516/night

  27. CONDOMINIUM
    Ku'u Lei Villa

    Ku'u Lei Villa

    Princeville, HI

    Ku'u Lei Villa is on the fourth tee of the Makai Golf Course. With beautiful golf course and mountain views, this beautiful 3 bedrooms 3 baths town-home has been fully upgraded with custom tile floors throughout, new furniture, a fully equipped...

    Pool Pets OK

    $493 to $671/night

  28. CONDOMINIUM
    Wai'ula'ula Ridge J202

    Wai'ula'ula Ridge J202

    Waimea, HI

    Wai'ula'ula, located on the 'mauka' or mountain side of the highway in the Uplands development, accessed through the Hapuna Prince Resort entrance. This gated community is surrounded by the fairways of the Hapuna golf course and boasts panoramic...

    Pool

    $473 to $525/night

  29. 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...

    $466 to $652/night

  30. 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