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
    Wailea Elua Unit #0106

    Wailea Elua Unit #0106

    Wailea, HI

    About this condo: Wailea Elua Village #106 is a second floor, two bedroom-two bath, ocean view condo with a large lanai complete with a sun shade screen. It has a king bed in the master bedroom and a queen bed in the guest bedroom. This unit can be...

    Pool

    $291 to $488/night

  2. 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

  3. CONDOMINIUM
    Kihei Beach Unit #506

    Kihei Beach Unit #506

    Kihei, HI

    Kihei Beach is a moderately sized six story beachfront property located in North Kihei. It offers sweeping views of Kahoolawe, Molokini and the dazzling Pacific Ocean and a friendly casual atmosphere. Fronting the property is Sugar Beach, well known...

    Pool

    $223 to $309/night

  4. 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

  5. CONDOMINIUM
    Wailea Grand Champion, #163

    Wailea Grand Champion, #163

    Wailea, HI

    Wailea Grand Champions Golf Villas is a modern property located between the Wailea Blue Golf Course and the Wailea Tennis Club. This quiet low density development consists of twenty mostly two-story buildings set amongst lush tropical landscaping...

    Pool

    $212 to $493/night

  6. CONDOMINIUM
    One Block to Waikiki Beach

    One Block to Waikiki Beach

    Waikiki, HI

    2 bedroom, 2 bath luxury condo located in the heart of Waikiki Beach. Only 1 block to the ocean. The unit has a King in the master, 2 Fulls in the guest bedroom and a Queen sleeper in the living room. The kitchen is fully equipped with all...

    Hot Tub
    FREE CANCELLATION
  7. CONDOMINIUM
    Kuleana 706 Condominium

    Kuleana 706 Condominium

    Lahaina, HI

    Enjoy the luxury of this beautiful oceanfront condo including all brand new furniture! You will find travertine floors, granite counter tops in the kitchen, an island bar, and bathroom with a custom walk in shower. There is a heavenly King Bed in...

    Pool Hot Tub
    FREE CANCELLATION

    $251 to $448/night

  8. APARTMENT
    KV1004A TH-PTO-LH-ACH

    KV1004A TH-PTO-LH-ACH

    Honolulu, HI

    Enjoy this great studio with Bamboo floors, Great mountain views, 42" flat screen with FREE WiFi, a pillow-top Queen bed, Cable TV on large 42" flat screen TV mounted on wall for easy viewing. The coffee station includes basics Coffee, Toaster,...

    FREE CANCELLATION

    $111 to $168/night

  9. CONDOMINIUM
    O-212 Ko Olina Beach Villa

    O-212 Ko Olina Beach Villa

    Kapolei, HI

    This 3 bedroom, 3 Bath Luxury Villa on the 2nd floor of the Ocean Tower is conveniently located just 20 miles from Honolulu International Airport on the beautiful southwestern shores of Oahu. The four pristine Ko Olina beaches and lagoons are just...

    Pool Hot Tub

    $427 to $1,500/night

  10. VILLA
    Waikoloa Beach Villas J32

    Waikoloa Beach Villas J32

    Waikoloa, HI

    This brand new upscale luxury condo is located in the privately gated new Waikoloa Beach Villas Complex, close to the activity center with two pools, fitness workout room and spa areas. The complex is located in the best area of the entire Waikoloa...

    Pool
    FREE CANCELLATION

    $295 to $506/night

  11. CONDOMINIUM
    Lower Honoapiilani Condo 2 Bedrooms Sleeps 6

    Lower Honoapiilani Condo 2 Bedrooms Sleeps 6

    Lahaina, HI

    Here at Serenity By the Sea all of your senses will be delighted…starting with the picturesque ocean/sunset views from the living room, kitchen & both bedrooms… to the music of the sound of the waves… to the smell of the fresh ocean air…. to...

    Pool
    FREE CANCELLATION

    $330 to $379/night

  12. CONDOMINIUM
    Lower Honoapiilani Condo 1 Bedroom Sleeps 4

    Lower Honoapiilani Condo 1 Bedroom Sleeps 4

    Lahaina, HI

    Lower Honoapiilani Condo is located on Maui’s leeward side on two acres of oceanfront tropical gardens and flowers. The neighboring islands of Molokai and Lanai are both a few miles away, framing the beautiful ocean view from Lower Honoapiilani...

    Pool
    FREE CANCELLATION

    $225 to $258/night

  13. CONDOMINIUM
    Lower Honoapiilani Condo 2 Bedrooms Sleeps 4

    Lower Honoapiilani Condo 2 Bedrooms Sleeps 4

    Lahaina, HI

    Lower Honoapiilani Condo is one of the 56 condos on the property. It is a true hidden gem on the west side of Maui and just minutes from golfing, surfing, snorkeling, hiking, markets and white sand beaches with plenty of activities. Our condo is...

    FREE CANCELLATION

    $242 to $280/night

  14. CONDOMINIUM
    Kona Alii 701

    Kona Alii 701

    Kailua Kona, HI

    This 2 bedroom 2 bath at Kona Alii is a penthouse unit. Fully equiped to also include a sun deck! Star gaze or get a serious tan! The Ocean Front Lanai looks over the sea wall in down town Kailua Kona. Unit has a full kitchen. Both bedrooms have...

    Pool

    $181 to $327/night

  15. HOUSE
    Hale Grace Aloha

    Hale Grace Aloha

    Kailua Kona, HI

    Searching for vacation rentals with a private pool? Look no further because this is one of the best vacation rentals with a private pool on the Big Island. Nestled in an enclosed tropical garden across the way from the Ali’i outdoor marketplace...

    Pool

    $876 to $1,284/night

  16. CONDOMINIUM
    Kona Makai 6305

    Kona Makai 6305

    Kailua Kona, HI

    Kona Makai 1 bedroom with loft in an Ocean Front Community. Community includes a nightly gates entry, wireless internet, tennis courts a pool and hot tub. From this lanai you can see dolphins and whales when in season. Kona Makai is an oceanfront...

    Pool

    $163 to $292/night

  17. CONDOMINIUM
    WB1909 RFRF-CTOQ(GU)-00-ACH

    WB1909 RFRF-CTOQ(GU)-00-ACH

    Honolulu, HI

    Beautiful Views of Ocean and Diamond Head, Relax on the Lanai with a tropical drink and enjoy this Beautiful view's and Recreation deck with Pool Loaded in Lounge Chairs, 2 Jucuzzi's Tennis and Basket Ball Court, Create your own master piece at the...

    Pool Hot Tub
    FREE CANCELLATION

    $186 to $249/night

  18. CONDOMINIUM
    Kona Bali Kai 223- Oceanfront

    Kona Bali Kai 223- Oceanfront

    Kailua Kona, HI

    Lovely Oceanfront upgraded second floor 2bd2bth unit in Kona Bali Kai one of Kona's most popular oceanfront destinations. Watch the surfers at "Banyans" from your lanai at one of Kona's premier surfing spots. Light, Bright, and Airy with several...

    Pool

    $181 to $242/night

  19. CONDOMINIUM
    Waikiki Banyan Tower 1 Suite 2210

    Waikiki Banyan Tower 1 Suite 2210

    Honolulu, HI

    Deluxe High level condo with Ocean View Enjoy a fully-equipped kitchen and comfortable seating in the living room. Kitchen includes standard kitchen wares and there is plenty of counter space and an island with seating for four people. Sleeping...

    Pool Hot Tub

    $146 to $281/night

  20. APARTMENT
    KV603 THTH-PTO-00-CHK

    KV603 THTH-PTO-00-CHK

    Honolulu, HI

    Free Wifi!! NEW fridge! Enjoy this studio with a KING size bed, Cable TV is available on large 32" flatscreen TV, mounted on wall for easy viewing. The kitchenette includes all cooking utensils, Pots/Pans/Toaster/Coffee Maker/2 burner...

    FREE CANCELLATION

    $111 to $149/night

  21. COTTAGE
    International Colony Club 34

    International Colony Club 34

    Lahaina, HI

    Enjoy this charming Hawaiian Plantation Style cottage just a short walk to beautiful Kahekili Beach Park also known as Airport Beach. Lush landscapes and Plumeria trees bursting with flowers all all around! -Kahekili is known for its expansive sand...

    Pool
    FREE CANCELLATION

    $236 to $476/night

  22. CONDOMINIUM
    Maui Vista 2211

    Maui Vista 2211

    Kihei, HI

    This gorgeously updated condo sits right across the street from Charley Young- one of the island's most treasured beaches. With 1bd/1ba, and a sleeper sofa, this unit sleeps 4 and would be the perfect location for a romantic or small family getaway....

    Pool
    FREE CANCELLATION

    $169 to $639/night

  23. CONDOMINIUM
    Hale Ono Loa 402

    Hale Ono Loa 402

    Lahaina, HI

    Enjoy this West Maui Ocean Front Resort with lush grounds which includes a pool, lounge area, shuffleboard, picnic area, BBQ’s. Relax on a Lanai and enjoying sunset dinners and beautiful views of Lanai and Molokai in the distance. Maui is known...

    Pool
    FREE CANCELLATION

    $193 to $721/night

  24. CONDOMINIUM
    Kapalua Bay Villas 17B3

    Kapalua Bay Villas 17B3

    Lahaina, HI

    Luxury Ocean front Bay Villa in breath taking Kapalua. Perfectly updated, every window perfectly frames your view of the amazing scenery. Slide open the lanai doors and invite the warm pacific breeze into your living space. Hear the ocean just steps...

    Pool
    FREE CANCELLATION

    $378 to $1,058/night

  25. CONDOMINIUM
    Maalaea Banyans 408

    Maalaea Banyans 408

    Wailuku, HI

    Get ready for Paradise! This 3bd/2ba unit sleeps 6 and truly has an unbeatable view. Located in Maalaea, you'll be right by Haycraft Beach Park, the harbor, restaurants, shops, the aquatic center, mini golf, and so much more! You're also in the...

    Pool Hot Tub
    FREE CANCELLATION

    $338 to $1,305/night

  26. CONDOMINIUM
    Valley Isle 204

    Valley Isle 204

    Lahaina, HI

    Ocean front 1 bedroom condo on Kahana Bay. Enjoy ocean front views from the lanai and the living room. Wake up each morning and enjoy the fresh ocean breeze from the comfort of your private lanai as you listen to the rhythm of the Pacific...

    Pool
    FREE CANCELLATION

    $161 to $686/night

  27. CONDOMINIUM
    Kamaole Sands 5-313

    Kamaole Sands 5-313

    Kihei, HI

    Ocean and garden views close to the pool. Enjoy beautiful sunsets every evening from your private lanai in this beautifully updated third floor unit! This one bedroom (plus sleeper sofa), two bath, 818 square foot condo is ideal for families or for...

    Pool
    FREE CANCELLATION

    $171 to $651/night

  28. CONDOMINIUM
    Mahina Surf 220

    Mahina Surf 220

    Lahaina, HI

    The Mahina Surf was established in 1969 as a condominium complex that featured individual owned units ideal for vacation rental. A well maintained, beautiful, peaceful and relaxing atmosphere for our rental guests and feature all non-smoking rental...

    Pool
    FREE CANCELLATION

    $253 to $898/night

  29. CONDOMINIUM
    Kihei Alii Kai

    Kihei Alii Kai

    Kihei, HI

    This spacious 1-bedroom, 2-bathroom condo is fully furnished. It has a beautiful kitchen, spacious living room and 2 lanais for you to relax and enjoy. The kitchen is fully equipped with all of the utensils and appliances you’ll need to create...

    Pool
    FREE CANCELLATION

    $196 to $745/night

  30. CONDOMINIUM
    Maalaea Banyans #403

    Maalaea Banyans #403

    Wailuku, HI

    Maalaea Banyans is an ocean front condominium complex located on Maalaea Beach. Maalaea Banyans features panoramic ocean views from every unit, a swimming pool, hot tub, barbecue area, and a large oceanside lawn for sunning and relaxing. The town of...

    Pool Hot Tub
    FREE CANCELLATION

    $231 to $371/night