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
    Menehune Shores, #422

    Menehune Shores, #422

    Kihei, HI

    Menehune Shores is a beautiful six story oceanfront property located in North Kihei and offers unobstructed views of the clear blue Pacific. The property features an immaculately kept lawn area, a shuffleboard court, an on-site restaurant (Monsoon...

    Pool

    $235 to $336/night

  2. 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

    $223 to $394/night

  3. CONDOMINIUM
    Ma'alaea Surf Unit #C-8

    Ma'alaea Surf Unit #C-8

    Kihei, HI

    Maalaea Surf Resort is an exceptional beachfront property located in North Kihei offering spectacular ocean views. This property consists of eight two story buildings spread out over five acres of immaculate tropical landscaping. It lies on the...

    Pool

    $313 to $526/night

  4. CONDOMINIUM
    Wailea Elua Unit #0902

    Wailea Elua Unit #0902

    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

    $448 to $1,065/night

  5. 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

    $302 to $526/night

  6. 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

    $299 to $488/night

  7. CONDOMINIUM
    Makena Surf Resort, #G-101

    Makena Surf Resort, #G-101

    Makena, HI

    A note from the owner. Welcome to our Maui ohana. Our unit is special because of the extra space and privacy, including the cool, shady side lanai we call our grotto - the perfect place to curl up with a good book, and a lovely respite from the...

    Pool

    $729 to $1,094/night

  8. CONDOMINIUM
    Makena Surf Resort Unit #f-212

    Makena Surf Resort Unit #f-212

    Maui, HI

    Makena Surf Resort is a luxurious secluded beachfront condominium located in exclusive Makena. This gated community was developed with six 2 & 3 story buildings each offering sweeping views of the Pacific. The pristine and picturesque beach and...

    Pool

    $729 to $1,094/night

  9. CONDOMINIUM
    Aina Nalu Premier Platinum Condo K101

    Aina Nalu Premier Platinum Condo K101

    Lahaina, HI

    We invite you to come and stay in our upgraded condo just two blocks from famous Front Street! Relax and enjoy Premier Platinum 2bd/2ba Aina Nalu condo in Lahaina, Maui. 846 sq. ft. for spacious living for up to 6 adults (king bed in master...

    Pool
    FREE CANCELLATION

    $231 to $618/night

  10. 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

  11. 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

  12. 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

  13. CONDOMINIUM
    Menehune Shores, #623

    Menehune Shores, #623

    Kihei, HI

    Amazing Remodel Completed August 2016! New Kitchen and Bathrooms and Split-Duct Air Conditioning! See for yourself the new Menehune Shores #623! Note from the Owner: Unit 623 is on the top floor, and is referred to as a "penthouse" unit. Because...

    Pool

    $235 to $336/night

  14. 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

    $212 to $309/night

  15. 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

  16. CONDOMINIUM
    Royal Mauian Unit #302

    Royal Mauian Unit #302

    Kihei, HI

    Royal Mauian is a unique six story oceanfront property located in South Kihei offering unobstructed views of the clear blue Pacific. The property and adjacent Kamaole Beach together provide excellent locations for stunning sunsets, snorkeling,...

    Pool

    $560 to $702/night

  17. 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

    $223 to $309/night

  18. 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

    $212 to $309/night

  19. CONDOMINIUM
    Maui Kamaole #h-207

    Maui Kamaole #h-207

    Kihei, HI

    Enjoy your piece of paradise from this two bedroom, garden view, condo at the Maui Kamaole. This two bedroom, two bathroom, condo sleeps up to six people. There is a loft bedroom with a full en-suite and a sitting area. The second bedroom is on the...

    Pool
    FREE CANCELLATION

    $404 to $514/night

  20. 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 $163/night

  21. CONDOMINIUM
    Surf & Racquet Club 6201

    Surf & Racquet Club 6201

    Kailua-Kona, HI

    This S&R unit is a bright airy second floor corner unit with wrap around lanai and views across the golf course down to the ocean. Spacious, just under 1200 with large living room and dining area that open through sliding glass doors to the lanai....

    Pool

    $157 to $230/night

  22. CONDOMINIUM
    Whaler at Kaanapali Beach 402

    Whaler at Kaanapali Beach 402

    Lahaina, HI

    Ocean Front like you’ve never seen before! Located on the end of the building, this condo sits right on the world famous, Ka’anapali Beach. Enjoy spectacular ocean views from each room, whether you are relaxing on the couch, lying in bed or...

    Pool
    FREE CANCELLATION

    $1,089 to $1,445/night

  23. CONDOMINIUM
    Sugar Beach 308

    Sugar Beach 308

    Kihei, HI

    **The Pool will be CLOSED beginning September 10th, through September 17th, 2018. In 2019 the pool will be closed September 9th, through September 16th. Each year the pool will be closed for one week, starting on the second Monday of the month....

    Pool Hot Tub
    FREE CANCELLATION

    $299 to $412/night

  24. 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

    $221 to $506/night

  25. CONDOMINIUM
    Maui Vista 1209

    Maui Vista 1209

    KIHEI, HI

    One bedroom condo with a partial ocean view. This unit sleeps up to four people with a queen bed in the bedroom and a pull out sofa bed in the living room. The kitchen opens up to the dining and living areas creating a wide open living space. The...

    Pool
    FREE CANCELLATION

    $242 to $294/night

  26. CONDOMINIUM
    Maui Kaanapali Villas 109

    Maui Kaanapali Villas 109

    Lahaina, HI

    "This stunning and spacious 2 bedroom, 2 1/2 bath master suite condo (1200 sq ft) provides everything you need for your vacation in paradise. Newly renovated and fully furnished, this condo is a great deal. Equipped with air conditioning, wifi, a...

    Pool
    FREE CANCELLATION

    $438 to $938/night

  27. CONDOMINIUM
    Pacific Shores B406

    Pacific Shores B406

    Kihei, HI

    Spend your perfect beach vacation at this 2 bedroom, 2 bathroom, forth floor unit. The entire unit is equipped with completely new furnishings and sleeps up to 6 people. Enjoy the luxury of brand new queen size Stearns and Foster mattresses in the...

    Pool
    FREE CANCELLATION

    $236 to $461/night

  28. CONDOMINIUM
    Waikiki Banyan Tower 2 Suite 2012

    Waikiki Banyan Tower 2 Suite 2012

    Waikiki, HI

    Deluxe Ocean View Condo at affordable price! Upgraded condo on the 20th floor. Fully-equipped kitchen and comfortable couches in the living room. Island seating for four people. Living areas have wood flooring throughout. Sleeping arrangements...

    Pool Hot Tub

    $168 to $281/night

  29. CONDOMINIUM
    Waikiki Banyan Tower 2 Suite 2208

    Waikiki Banyan Tower 2 Suite 2208

    Waikiki, HI

    Newly Renovated 22nd Floor Deluxe Unit with Amazing Views and Free Parking and Wi-Fi! Ideal condo for groups or a large family needing more sleeping accommodations at an affordable price! Enjoy the convenience of preparing your own meals with a...

    Pool Hot Tub

    $168 to $259/night

  30. APARTMENT
    Waikiki Banyan Tower 1 Suite 911

    Waikiki Banyan Tower 1 Suite 911

    Waikiki, HI

    Deluxe Pool View Waikiki Condo Upgraded condo suite only one block from the world famous Waikiki Beach! Check out the view of the Diamond Head mountain range and pool from the lanai. Sleeping arrangements include a queen-sized bed and full-sized...

    Pool Hot Tub

    $168 to $259/night