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. CONDOMINIUM
    Koa'e Kea's Nest

    Koa'e Kea's Nest

    Kamuela, HI

    The Fairways at Mauna Lani is a gated community of townhomes on over 20 acres in the Mauna Lani Resort. Enjoy the family style comforts of this private home. The beautiful views from your private golf course property will provide the perfect home...

    Pool

    $310 to $719/night

  2. CONDOMINIUM
    Hale Kamaole #240

    Hale Kamaole #240

    Kihei, HI

    Very comfortable one bedroom condo with Ocean and Garden View. Beautiful Rattan furniture in living room & dining room. Queen hide-a-bed in living room. Spacious kitchen cabinets. Bedroom has new queen pillow top bed with nice bedroom furniture....

    Pool
    FREE CANCELLATION

    $196 to $281/night

  3. CONDOMINIUM
    Hale Kamaole #205

    Hale Kamaole #205

    Kihei, HI

    Great Ocean View! King bed in bedroom, queen sofa sleeper in living room. Wired & Wireless Internet, new flat screen TV in bedroom. Recent remodel includes wood flooring throughout, spacious kitchen cabinets, appliances & kitchenware. Second floor...

    Pool
    FREE CANCELLATION

    $196 to $281/night

  4. CONDOMINIUM
    Kaanapali Shores 819

    Kaanapali Shores 819

    LAHAINA, HI

    This beautiful 1-bedroom, 1-bathroom oceanfront condominium provides everything you need for your vacation in paradise. With spectacular views of the ocean from the 8th floor and a spanning view of the beautiful resort, you can’t beat the view...

    Pool
    FREE CANCELLATION

    $206 to $406/night

  5. CONDOMINIUM
    Pineapple Delight Condo

    Pineapple Delight Condo

    Kahuku, HI

    Ground Floor Unit. Comfy unit-perfect for a small family on a budget. Sleeper sofa for kids - remodeled kitchen. Screened-in lanai with table and chairs. TV/DVD in living room , TV in bedroom. A/C in bedroom. WIFI. Ceramic tile flooring. WIFI....

    Pool
    FREE CANCELLATION

    $191 to $210/night

  6. CONDOMINIUM
    Mahana Resort Unit #518

    Mahana Resort Unit #518

    Lahaina, HI

    Ocean front on North Ka'anapali beach. An ocean front bedroom allows for a greater view from this 5th floor Mahana condo. Tastefully furnished in a tropical green theme with all the amenities. The bedroom has a new 40 inch LED flat screen TV with...

    Pool
    FREE CANCELLATION

    $232 to $574/night

  7. CONDOMINIUM
    Kaanapali Alii 456

    Kaanapali Alii 456

    Lahaina, HI

    Our Luxury Ocean View condo is PRIVATELY MANAGED. Our condo is not in the Rental Program, so rest assure that our condo photos that you see here, is the one that you will rent from us. The condo unit is located in building 4 on the 5th floor end...

    Pool
    FREE CANCELLATION

    $749 to $1,500/night

  8. CONDOMINIUM
    Red Ginger 57 Condo

    Red Ginger 57 Condo

    Kahuku, HI

    Upstairs Gold Coast location, 42" TV VCR/DVD/CD, Central AC, Nice carpet and new living room furniture. Beautifully decorated. Upstairs end unit with golf course view. Fantastic rate! High speed Internet. Welcome to Kuilima Estates, the condo...

    Pool
    FREE CANCELLATION

    $236 to $260/night

  9. CONDOMINIUM
    Hale Kamaole #128

    Hale Kamaole #128

    Kihei, HI

    Beautiful comfy couch, reclining chair, and sitting chair complemented by a large entertainment center in living room. Bedroom has king size bed and there is a new queen hide-a-bed sofa in the living room. Kitchen has nice wood cabinets with glass...

    Pool
    FREE CANCELLATION

    $196 to $281/night

  10. CONDOMINIUM
    Wailea Ekolu #805

    Wailea Ekolu #805

    Wailea, HI

    Unit #805 has a fully equipped kitchen, AC in the living room, guest bedroom, and master bedroom. The unit is equipped with a washer and dryer. The condo has a California king size bed in the master bedroom and two twin beds that can be made into a...

    Pool
    FREE CANCELLATION

    $249 to $481/night

  11. COTTAGE
    The Cottage

    The Cottage

    Kailua-Kona, HI

    "The Cottage", Mahina Meli Makai (Oceanside Honey Moon) This truly oceanfront Cottage, captures spectacular coastline views as well as the captivating ocean right in front of you. The "Honeymoon Getaway" begins the moment you arrive and step...

    $239 to $379/night

  12. CONDOMINIUM
    Hula House 57 Kuilima Lp

    Hula House 57 Kuilima Lp

    Kahuku, HI

    Ground Floor. Older, comfy end unit. A/C in bedroom. Great rate. On the first fairway of the Fazio Golf Course, steps away from LeiLeis and a short walk to the beach and hotel. NO WIFI Welcome to Kuilima Estates, the condo property located on the...

    Pool
    FREE CANCELLATION

    $149 to $164/night

  13. CONDOMINIUM
    Hale Kamaole #271

    Hale Kamaole #271

    Kihei, HI

    This Maui condo rental, has two bedroom’s plus a sleeping loft featuring Ocean, garden, and pool views ! Master bedroom has king bed. Unit has flat screen TVs & Blue-ray players in both bedrooms, a large flat screen/Blu-ray player in living room...

    Pool
    FREE CANCELLATION

    $269 to $410/night

  14. HOUSE
    Pacific Edge Kona

    Pacific Edge Kona

    Kailua Kona, HI

    Pacific Edge Kona, a gracious oceanfront island style beach home! From the lanai of this waterfront vintage Hawaiian home see breaching humpback whales (when in season) and spinner dolphins frolic by day, spectacular sunsets at twilight and watch...

    $309 to $438/night

  15. CONDOMINIUM
    Lanikai- Kahuku Condo

    Lanikai- Kahuku Condo

    Kahuku, HI

    Ground Floor Unit. Great location directly across from the pool. Lanai has a glass table with 4 chairs. A/C in the bedroom. WIFI. 46" flat screen TV with smart Blueray / DVD player, Netflix streaming. Recent upgrades.  Welcome to Kuilima Estates,...

    Pool
    FREE CANCELLATION

    $237 to $261/night

  16. CONDOMINIUM
    Ohana Hale Turtle Bay Condo

    Ohana Hale Turtle Bay Condo

    Kahuku, HI

    Welcome to Kuilima Estates, the condo property located on the grounds of world-renowned Turtle Bay. The condos are surrounded by two beautifully manicured golf courses, and are the only condos on the North Shore. This is a great place to relax,...

    Pool
    FREE CANCELLATION

    $237 to $261/night

  17. CONDOMINIUM
    Guava Kahuku Condo Turtle Bay

    Guava Kahuku Condo Turtle Bay

    Kahuku, HI

    Comfy ground floor condo in a nice location. Short walk to the hotel and beach. New kitchen and counter tops. AC and ceiling fan in bedroom. WIFI access. No Phone. Welcome to Kuilima Estates, the condo property located on the grounds of...

    Pool
    FREE CANCELLATION

    $161 to $177/night

  18. CONDOMINIUM
    Pupukea Kahuku Condo

    Pupukea Kahuku Condo

    Kahuku, HI

    Welcome to Kuilima Estates, the condo property located on the grounds of world-renowned Turtle Bay. The condos are surrounded by two beautifully manicured golf courses, and are the only condos on the North Shore. This is a great place to relax,...

    Pool
    FREE CANCELLATION

    $329 to $363/night

  19. CONDOMINIUM
    Sugar Cane 57 Kuilima Lp Condo

    Sugar Cane 57 Kuilima Lp Condo

    Kahuku, HI

    Comfortable, spacious with lovely views of the Fazio Course 1st hole fairway with stately Norfolk Pines. Short walk to Lei Lei's restaurant and Golf Clubhouse. End unit, very private with kitchen courtyard garden to sit & enjoy morning coffee brewed...

    Pool
    FREE CANCELLATION

    $329 to $363/night

  20. CONDOMINIUM
    White Ginger Turtle Bay Condo

    White Ginger Turtle Bay Condo

    Kahuku, HI

    Prime location Renovated from top to bottom. Beautiful furnishings. Condo has central air-conditioning in all three bedrooms, WIFI. No assigned parking stall, must use nearby guest parking. Fantastic rate! Welcome to Kuilima Estates, the condo...

    Pool
    FREE CANCELLATION

    $351 to $387/night

  21. CONDOMINIUM
    Menehune Shores #401

    Menehune Shores #401

    Kihei, HI

    Menehune Shores is uniquely situated adjacent to the historically important 16th century Alii (Royal) Fish Pond of Kalepolepo. Protected by offshore reefs, the Pond provides safe swimming for children and those wishing to avoid heavy surf. The...

    Pool
    FREE CANCELLATION

    $208 to $347/night

  22. CONDOMINIUM
    Hale Ohana Aloha

    Hale Ohana Aloha

    Waikoloa, HI

    Big Island dreams begin at Hali'i Kai 7D, an ocean-view vacation condominium at renowned Waikoloa Beach Resort. Ideal for group getaways of up to six people, this 2-bedroom, 2-bath condo features an updated interior, access to impeccable resort...

    Pool Hot Tub

    $286 to $478/night

  23. HOUSE
    Kilohana Vista

    Kilohana Vista

    Kailua Kona, HI

    Settle in at Kilohana Vista and let the warm gentle trade wind breeze envelope you as you view an unmatched spectacular view of the harbor and Cruise Ships from your Lanai, Spa or Pool provided by the perfect 500 foot elevation. Close to the center...

    Pool

    $555 to $771/night

  24. CONDOMINIUM
    Hibiscus 57 Kuilima Lp Condo

    Hibiscus 57 Kuilima Lp Condo

    Kahuku, HI

    Exceptional condo! Beautiful kitchen cabinetry with marble counter tops. Both bathrooms have marble showers and all new fixtures. Flat screen TV in living room and upstairs bedroom. WIFI Welcome to Kuilima Estates, the condo property located on the...

    Pool
    FREE CANCELLATION

    $329 to $363/night

  25. CONDOMINIUM
    Ali'i Kai 2201

    Ali'i Kai 2201

    Princeville, HI

    Alii Kai 2201 provides beautiful mountain views, sunsets over Bali Hai, and a multitude of waterfalls and rainbows. The jungle is behind you and white water ocean views are just steps away. This top floor corner condo has lots of space and is a...

    Pool
    FREE CANCELLATION

    $103 to $437/night

  26. CONDOMINIUM
    Ali'i Kai 3204

    Ali'i Kai 3204

    Princeville, HI

    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. Posturepedic king size and queen sized beds, Balinese & Hawaiian artwork, a walk-in two person...

    Pool
    FREE CANCELLATION

    $156 to $527/night

  27. CONDOMINIUM
    Kamahana 3

    Kamahana 3

    Princeville, HI

    Kamahana 3 is a spacious two bedroom, very private condominium offering 1260 square feet that feels more like a house than a condo. This ground floor unit features extra-high vaulted ceilings and three private lanais. This condo is unique because it...

    Pool
    FREE CANCELLATION

    $102 to $388/night

  28. HOUSE
    Hale Kamalani

    Hale Kamalani

    Princeville, HI

    A whole house for the price of a condo! Enjoy mountain and golf course views from this very affordable family home, walking distance to shopping, dining, park, library. Walk to Anini Beach takes about 20 minutes. With 3br/3ba plus loft upstairs,...

    FREE CANCELLATION

    $142 to $464/night

  29. CONDOMINIUM
    Kamaole Sands 03-401

    Kamaole Sands 03-401

    KIHEI, HI

    This two bedroom Garden view Condo, with Partial Ocean views overlooks the pool and center courtyard garden. The tall open beam ceilings create a bright and open living area. The loft looks over the living area and has a queen bed and full bathroom....

    Pool
    FREE CANCELLATION

    $379 to $482/night

  30. CONDOMINIUM
    Maui Vista 1406

    Maui Vista 1406

    KIHEI, HI

    Large two bedroom condo with a loft with ocean views. This unit will sleep up to six people with a queen bed in the master bedroom, two twins in the loft bedroom and a pull out sofa bed in the living room. This unit looks out over the pool. Relax on...

    Pool
    FREE CANCELLATION

    $306 to $369/night