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
    101 Punahoa Condominium

    101 Punahoa Condominium

    Kihei, HI

    Oceanfront studio! Since all Punahoa Beach condos are individually owned, each is decorated in its own island-style and all have an ocean front lanai perfect for your own outdoor dining above the Pacific. Our studios feature a real pull down Queen...

    $114 to $287/night

  2. 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

    $366 to $563/night

  3. VILLA
    Vacation Home in Ko Olina Resort

    Vacation Home in Ko Olina Resort

    Kapolei, HI

    Ko Olina Kai is a peaceful gated community that offers all the tranquil privacy you could desire! The interior is spacious and homey with 2 bedrooms, 2 baths, a living room with an adjacent dining space, and a kitchen. This outstanding villa offers...

    Pool Hot Tub
    FREE CANCELLATION

    $152 to $158/night

  4. CONDOMINIUM
    201 Punahoa Condominium

    201 Punahoa Condominium

    Kihei, HI

    Oceanfront 1 bedroom condo! Since all Punahoa Beach condos are individually owned, each is decorated in its own island-style and all have an ocean front lanai perfect for your own outdoor dining above the Pacific. "All Units Are Non-smoking"...

    $176 to $382/night

  5. 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

    $191/night

  6. CONDOMINIUM
    301 Punahoa Condominium

    301 Punahoa Condominium

    Kihei, HI

    Oceanfront 1 bedroom condo! Since all Punahoa Beach condos are individually owned, each is decorated in its own island-style and all have an ocean front lanai perfect for your own outdoor dining above the Pacific. "All Units Are Non-smoking"...

    $176 to $382/night

  7. CONDOMINIUM
    Kamaole Nalu Unit #604

    Kamaole Nalu Unit #604

    Kihei, HI

    Kamaole Nalu Resort is a six story oceanfront property located in South Kihei. It offers time stopping views of the dazzling Pacific Ocean and a friendly casual atmosphere. Adjacent the property is Kamaole Beach, well known for it's romantic...

    $259 to $459/night

  8. CONDOMINIUM
    Kihei Beach #403

    Kihei Beach #403

    Kihei, Maui, HI

    #403 completed renovations in 2010 and now features granite counter tops, custom cabinets, new tile flooring and HDTV (TV and HDTV service). Kihei Beach is a moderately sized six story beachfront property located in North Kihei. It offers sweeping...

    Pool

    $212 to $309/night

  9. CONDOMINIUM
    Royal Mauia Unit #317

    Royal Mauia Unit #317

    Kihei, HI

    A note from the owner: Welcome to our tropical paradise! After staying in many different condominiums over the years, we have tried to incorporate everything important to us into this new remodel. There is now air conditioning for added comfort,...

    Pool

    $347 to $505/night

  10. CONDOMINIUM
    Kihei Beach Unit #303

    Kihei Beach Unit #303

    Kihei, HI

    A Note from the Owners: #303 is owned by Maui-lovers, and you can tell. Their unit is warm and comfortable, with a newly-remodeled kitchen equipped for the owners themselves, newly-remodeled living room and bathroom, a mosaic underwater scene from a...

    Pool

    $190 to $309/night

  11. CONDOMINIUM
    Wailea Ekolu Unit #401

    Wailea Ekolu Unit #401

    Wailea, HI

    A Note from the Owner: We chose Maui as the prefect location for our second home based on year around outstanding weather. Every day has highs in the 80s and generally bright sunshine. Our favorite hobby is golf. There are 5 courses within a few...

    Pool

    $235 to $431/night

  12. CONDOMINIUM
    Sugar Beach Resort Unit #136

    Sugar Beach Resort Unit #136

    Maui, HI

    Our ground floor beachfront unit 136 is just 10 steps to the beach. Sweeping views of both Haleakala and the lush West Maui Mountains. Perfect for families with children or couples who want to stroll the miles of Sandy Sugar Beach. Our children grew...

    Pool

    $202 to $387/night

  13. CONDOMINIUM
    Kamaole Nalu Unit #301

    Kamaole Nalu Unit #301

    Kihei, HI

    Kamaole Nalu Resort is a six story oceanfront property located in South Kihei. It offers time stopping views of the dazzling Pacific Ocean and a friendly casual atmosphere. Adjacent the property is Kamaole Beach, well known for its romantic sunsets,...

    Pool

    $191 to $332/night

  14. 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

  15. CONDOMINIUM
    Kamaole Nalu Unit #304

    Kamaole Nalu Unit #304

    Kihei, HI

    Kamaole Nalu Resort is a six story oceanfront property located in South Kihei. It offers time stopping views of the dazzling Pacific Ocean and a friendly casual atmosphere. Adjacent the property is Kamaole Beach, well known for its romantic sunsets,...

    Pool

    $247 to $394/night

  16. CONDOMINIUM
    Sugar Beach Resort #PH23

    Sugar Beach Resort #PH23

    Kihei, HI

    Sugar Beach Resort is a tranquil beachfront condominium resort located in North Kihei offering sweeping views of the Pacific. There are two six story buildings with elevators and the beach fronting the property is exceptional for sunsets, swimming,...

    Pool Hot Tub

    $190 to $387/night

  17. CONDOMINIUM
    Kihei Beach Unit #305

    Kihei Beach Unit #305

    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

    $190 to $309/night

  18. CONDOMINIUM
    Makena Surf Resort #E-205

    Makena Surf Resort #E-205

    Kihei, HI

    A Note from The Owners: Our dream-come-true was to have a unit directly overlooking the beach at Makena. We can literally talk to each other from the lanai to the beach! We did a remodel which, among other features, allows us to push all the glass...

    Pool

    $560 to $1,319/night

  19. CONDOMINIUM
    Kihei Beach Unit #309

    Kihei Beach Unit #309

    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...

    $263 to $421/night

  20. CONDOMINIUM
    Sugar Beach Resort Unit #531

    Sugar Beach Resort Unit #531

    Kihei, HI

    Sugar Beach Resort is a tranquil beachfront condominium resort located in North Kihei offering sweeping views of the Pacific. There are two six story buildings with elevators and the beach fronting the property is exceptional for sunsets, swimming,...

    Pool

    $202 to $387/night

  21. 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

  22. CONDOMINIUM
    Kamaole Nalu Unit #106

    Kamaole Nalu Unit #106

    Kihei, HI

    Kamaole Nalu Resort is a six story oceanfront property located in South Kihei. It offers time stopping views of the dazzling Pacific Ocean and a friendly casual atmosphere. Adjacent the property is Kamaole Beach, well known for it’s romantic...

    Pool

    $331 to $526/night

  23. CONDOMINIUM
    Kihei Beach Unit #103

    Kihei Beach Unit #103

    Kihei, HI

    A note from the owner: We love relaxing on our sunny ground level lanai with its spectacular view of the ocean, West Maui Mountains and the Islands of Kaho'olawe, Molokini and Lanai. It feels like it is our front yard! Just a few steps across the...

    Pool

    $201 to $309/night

  24. CONDOMINIUM
    Kamaole Nalu Unit #405

    Kamaole Nalu Unit #405

    Kihei, HI

    Welcome to the NEW Kamaole Nalu #405. This condo completed a full interior remodel in 2015 and is elegant and simply gorgeous. A new kitchen, tiled floors throughout, and comfortable furniture is waiting for you to relax in and enjoy. Kamaole Nalu...

    Pool

    $331 to $526/night

  25. CONDOMINIUM
    KIHEI BEACH Unit #306

    KIHEI BEACH Unit #306

    Maui, HI

    Breathtaking ocean views do not get better than this! You will see the second you walk into this unit that this is not your average condo. Upgraded kitchen with granite counter tops, stainless steel appliances, and high quality cabinetry. Kihei...

    Pool

    $190 to $309/night

  26. HOTEL ROOM
    Palms Waikiki 815 Hotel Suites

    Palms Waikiki 815 Hotel Suites

    Honolulu, HI

    Come & Relax in our tastefully decorated private suite, Comfort style & Location Beautifully remodeled hotel room comfortably accommodates four adults and is located steps from Waikiki Beach and the Hilton Lagoon. Everything Waikiki has to offer is...

    Pool
    FREE CANCELLATION

    $134 to $186/night

  27. CONDOMINIUM
    Waikiki Grand 600 Condo

    Waikiki Grand 600 Condo

    Honolulu, HI

    Now Featuring ‘Fiber100’ High Speed Internet And Advantage Plus TV With 225+ Located on the cooler and quieter side of the Waikiki Grand Hotel. The unit is located in one of the most desirable and beautiful locations in Waikiki. This newly...

    Pool
    FREE CANCELLATION

    $128/night

  28. CONDOMINIUM
    Kamaole Nalu #603

    Kamaole Nalu #603

    Kihei, HI

    Kamaole Nalu Resort is a six story oceanfront property located in South Kihei. It offers time stopping views of the dazzling Pacific Ocean and a friendly casual atmosphere. Adjacent the property is Kamaole Beach, well known for its romantic sunsets,...

    Pool

    $247 to $394/night

  29. 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...

    $423 to $720/night

  30. TOWNHOUSE
    Mauna Kea Resort Townhouse- Kaunaoa 7B (4BR/4.5BA)

    Mauna Kea Resort Townhouse- Kaunaoa 7B (4BR/4.5BA)

    Kamuela, HI

    This luxury two-story townhome features four bedrooms (including two master suites) and 3.5 baths, with its own private pool and spa, in an exclusive gated community. Only about 500 yards from two exceptional resorts and two of the most renowned...

    Pool

    $2,505 to $4,766/night