Welcome to Hawaii! Paradise on earth! RedAwning has the perfect vacation rental for your island adventures. Beach bungalows, resort condos, and sun-kissed ocean-front villas await. Browse your island destination using the blue location links below or filter your preferences using the panel to the side. RedAwning offers easy, instant, hotel-style reservations and a simplified booking process so you can have your vacation plans covered in no time.

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  1. VILLA
    Bay Villa 19G4 Gold Beach Front

    Bay Villa 19G4 Gold Beach Front

    Kapalua, HI

    This lovely ocean front beauty will make you feel like you are on top of the world! Too many upgrades to list. Beautiful new kitchen, granite, and brushed stainless; new furniture, 60" flat screen and central AC throughout. Inside, the king size...

    Pool

    $475 to $780/night

  2. 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 $817/night

  3. HOUSE
    Sands of Kahana 366

    Sands of Kahana 366

    Kahana, HI

    Sit on your lanai in the morning with your beverage of choice and watch the sea turtles feeding on the reef. This unit was enriched with new furniture and central air conditioning in June 2015. When in season, watch the whales in the channel between...

    Pool Hot Tub

    $473 to $584/night

  4. CONDOMINIUM
    O-805: Hale Makai Ko Olina Beach Villa

    O-805: Hale Makai Ko Olina Beach Villa

    Kapolei, HI

    Overview: This 3 BD, 2.5 BA luxury villa on the 8th floor of the Ocean Tower has stunning direct ocean views and is conveniently located just 20 miles from Honolulu International Airport on the beautiful southwestern shores of Oahu. The four...

    Pool Hot Tub

    $473 to $1,668/night

  5. HOUSE
    Sands Of Kahana 356

    Sands Of Kahana 356

    Kahana, HI

    Grasp the beautiful sunsets and rainbows from this very spacious three bedroom condominium This unit is one of the few 3 bedroom units at the Sands of Kahana that has air conditioning. Ocean views and vivid rainbow skies are visible from every...

    Pool Hot Tub

    $473 to $526/night

  6. HOUSE
    Sands Of Kahana 474

    Sands Of Kahana 474

    Lahaina, HI

    Experience the good life 'Hawaiian style' as you sit on your private lanai watching the sunset and enjoying the balmy trade winds. This striking 3 bedroom, 3 bathroom penthouse has one-of-a kind views of Molokai and Lanai. It is a beautiful, newly...

    Pool Hot Tub

    $473 to $526/night

  7. HOUSE
    Hale Ke Aluala

    Hale Ke Aluala

    Waimea, HI

    This large 2 bedroom/ 2 bath home has enormous square footage, vaulted bamboo ceilings and a huge wrap around deck. New furnishings, top of the line appliances, gourmet kitchen and so much more… Newly installed A/C and many ceiling fans make it a...

    FREE CANCELLATION

    $471 to $683/night

  8. CONDOMINIUM
    WAILEA ELUA, #1402^

    WAILEA ELUA, #1402^

    Wailea, HI

    Wailea Elua Village is an exclusive beachfront property located in the heart of the resort community of Wailea. This relaxing low-density property consists of two-story buildings terraced over twenty-four acres of immaculate tropical landscaping....

    Pool

    $471 to $896/night

  9. CONDOMINIUM
    WAILEA ELUA, #1601*

    WAILEA ELUA, #1601*

    Wailea, HI

    Wailea Elua Village is an exclusive beachfront property located in the heart of the resort community of Wailea. This relaxing low-density property consists of two-story buildings terraced over twenty-four acres of immaculate tropical landscaping....

    Pool

    $471 to $896/night

  10. 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

    $470 to $1,191/night

  11. CONDOMINIUM
    Whaler 859

    Whaler 859

    Lahaina, HI

    Spend your dream vacation on Maui at The Whaler on Kaanapali Beach.  Watch sunsets with colors so beautiful you will wish you were an artist to capture it on canvas.  Relax on the lanai with a cup of coffee or cocktail where you can see Mauka to...

    Pool Hot Tub
    FREE CANCELLATION

    $470 to $1,420/night

  12. CONDOMINIUM
    Grand Champions 089

    Grand Champions 089

    Wailea, HI

    Remodeled two bedroom condo at Wailea Grand Champions with fabulous views of the golf course. This condo completed renovations in November 2016 and features a completely renovated Kitchen and bathrooms and new furnishings. The Kitchen has new...

    Pool Hot Tub
    FREE CANCELLATION

    $469 to $688/night

  13. HOUSE
    Mahuahua Hale

    Mahuahua Hale

    Kailua Kona, HI

    This 2700+ square ft. house is perfect for entertaining family and friends. With so much space you can accommodate everyone's needs; whether that be barbecuing down by the pool with friends or finding a quiet, private spot to relax with a favorite...

    Pool
    FREE CANCELLATION

    $467 to $584/night

  14. CONDOMINIUM
    Honua Kai Hokulani 409

    Honua Kai Hokulani 409

    Kaanapali, HI

    This Beautiful Condo is in the Hokulani Enclave here at the beautiful Honua Kai Resort & Spa. This unique 2 bedroom/2 bath condo is an interior unit with a large lanai that wraps around the front of the condo overlooking the PACIFIC OCEAN, LANA'I,...

    Pool Hot Tub

    $466 to $1,776/night

  15. CONDOMINIUM
    Honua Kai Konea 705

    Honua Kai Konea 705

    Kaanapali, HI

    WOW! HUGE OCEAN VIEWS WITH SUNSETS ALL YEAR LONG!!! This spectacular 7th Floor OCEAN VIEW 2 bed2 bath home is one of the finest at the Honua Kai Resort & Spa. JUST UPGRADED WITH NEW DESIGNER FURNISHINGS AND PORCELAIN TILE FLOORING THROUGHOUT! The...

    Pool Hot Tub

    $466 to $1,766/night

  16. CONDOMINIUM
    Wailea Elua #207

    Wailea Elua #207

    Kihei, HI

    The Wailea Elua is the premier ocean front property in Wailea. Situated right on Ulua Beach, it has one of the best locations in Wailea. There are miles of spectacular walking paths that follow the ocean In addition the property has two swimming...

    Pool
    FREE CANCELLATION

    $464 to $725/night

  17. CONDOMINIUM
    Wailea Elua #102

    Wailea Elua #102

    Kihei, HI

    The Wailea Elua is the premier ocean front property in Wailea. Situated right on Ulua Beach, it has one of the best locations in Wailea. There are miles of spectacular walking paths that follow the ocean In addition the property has two swimming...

    Pool Hot Tub

    $464 to $696/night

  18. 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...

    $464 to $953/night

  19. CONDOMINIUM
    Ohana Hale 2 bed/2bath w/ Pool & Hot Tub- Steps To Beach

    Ohana Hale 2 bed/2bath w/ Pool & Hot Tub- Steps To B...

    Kihei, HI

    Ohana Hale is a charming two bedroom, two bath ground floor condominium suite. Each bedroom has one full bathroom and its own private entrance to the pool. Each bedroom has your choice of a King bed or 2 Twin beds. They also include two beach...

    Pool Hot Tub

    $463 to $786/night

  20. CONDOMINIUM
    Wailea Elua Unit #0307

    Wailea Elua Unit #0307

    Wailea, HI

    A note from the owner: Welcome to Wailea Elua Village #307, our newly remodeled ground floor condo and our piece of paradise. With outstanding views, beach access through beautifully sculpted gardens, and Hawaiian-home class, it has everything you...

    Pool Hot Tub

    $459 to $953/night

  21. CONDOMINIUM
    Wailea Elua Unit #1503

    Wailea Elua Unit #1503

    Wailea, HI

    Wailea Elua Village is an exclusive beachfront property located in the heart of the resort community of Wailea. This relaxing low-density property consists of two-story buildings terraced over twenty-four acres of immaculate tropical landscaping....

    Pool

    $459 to $953/night

  22. CONDOMINIUM
    Wailea Elua Unit #801

    Wailea Elua Unit #801

    Wailea, HI

    Notes from the Owner: Wailea Elua Village #801 is located in the center of the Elua Village just across from the small pool and Jacuzzi area and just steps to the paddle court. Enjoy ocean views as well as secluded garden views from this quiet...

    Pool Hot Tub

    $459 to $953/night

  23. CONDOMINIUM
    Wailea Elua Unit #0802

    Wailea Elua Unit #0802

    Wailea, HI

    Wailea Elua Village is an exclusive beachfront property located in the heart of the resort community of Wailea. This relaxing low-density property consists of two-story buildings terraced over twenty-four acres of immaculate tropical landscaping....

    Pool Hot Tub

    $459 to $953/night

  24. VILLA
    Waipouli Beach Resort A207

    Waipouli Beach Resort A207

    Kapaa, HI

    Your Dream Vacation in Paradise! Royal Beachfront Penthouse Villa an exquisite Ocean Front Villa! Located in Oceanfront A Building, the most desired building at Waipouli Beach Resort on Beautiful Kauai.  Come stay with us for breathtaking views of...

    Pool
    FREE CANCELLATION

    $458 to $834/night

  25. 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 $765/night

  26. 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

  27. CONDOMINIUM
    Grand Champions #143

    Grand Champions #143

    Wailea, HI

    Unit 143 at the Wailea Grand Champions is a rare 3 bedroom 2 bath unit with magnificent golf course views. It has been recently renovated with all new furnishings. It has a fully equipped kitchen, washer and dryer, room AC in each room as well as...

    Pool Hot Tub
    FREE CANCELLATION

    $458 to $748/night

  28. 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

  29. CONDOMINIUM
    Waipouli Beach Resort A104

    Waipouli Beach Resort A104

    Kapaa, HI

    Live the Dream! Ultra Luxury "Beachfront" Ground Floor Unit A104 at Waipouli Beach Resort & Spa offering stunning full oceanfront views from every room, with watercolor sunrises, whale watching and romantic dinners on the lanai with a 180 degree...

    Pool
    FREE CANCELLATION

    $458 to $765/night

  30. CONDOMINIUM
    Wailea Elua #2110

    Wailea Elua #2110

    Wailea, HI

    The Wailea Elua is the premier ocean front property in Wailea. Situated right on Ulua Beach, it has one of the best locations in Wailea. There are miles of spectacular walking paths that follow the ocean In addition the property has two swimming...

    Pool Hot Tub
    FREE CANCELLATION

    $458 to $725/night