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, #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

  2. CONDOMINIUM
    Waiohuli Beach Hale #D-117

    Waiohuli Beach Hale #D-117

    Kihei, HI

    Unit D-117 at Waiohuli Beach Hale is a ground floor, 1 bedroom, 1 bath unit with a partial ocean view. This very clean, nicely furnished unit features a walk out lanai to beautiful tropical gardens and the large ocean front, solar heated pool. The...

    Pool
    FREE CANCELLATION

    $157 to $277/night

  3. CONDOMINIUM
    Maui Kamaole #A-207

    Maui Kamaole #A-207

    Kihei, HI

    Maui Kamaole #A207 is a beautifully furnished and decorated ocean view condo that has all the amenities to make your vacation in paradise perfect. The Lanai furniture is comfortable and is the best spot to start your morning and end an evening. It...

    Pool Hot Tub
    FREE CANCELLATION

    $261 to $451/night

  4. CONDOMINIUM
    Hololani #A-202

    Hololani #A-202

    Lahaina, HI

    See https://www.westmauicondos.com/maintenance-and-construction-schedule for resort improvement projects starting July 2019 This second floor condo in Kahana has spectacular ocean front views and has a television in the guest bedroom. The guest...

    Pool
    FREE CANCELLATION

    $232 to $532/night

  5. CONDOMINIUM
    Maui Kaanapali Villas #A517

    Maui Kaanapali Villas #A517

    Lahaina, HI

    5th floor ocean view studio vacation condo located at the beautiful Maui Kaanapali Villas. Ready for rental, this cozy studio condo is perfect for a couples get-away or for a small family. Located in the South side of the Aloha Tower. This fabulous...

    Pool
    FREE CANCELLATION

    $191 to $365/night

  6. HOUSE
    Junior Suite Oceanfront #403

    Junior Suite Oceanfront #403

    Lahaina, HI

    Lovely Oceanfront Junior Suite that features one large room with fully equipped kitchen and bath. Queen-size bed (Sleeps 2). Can accommodate 3 people with added roll-away. Located on the shores of Ka‘anapali Beach in West Maui, Maui Kai is an...

    Pool Hot Tub
    FREE CANCELLATION

    $278 to $341/night

  7. CONDOMINIUM
    Kaanapali Shores #160

    Kaanapali Shores #160

    Lahaina, HI

    Settle into your Hawaiian vacation in this ocean front and ground floor condo with beach and pool access in Ka'anapali. Wake up to the smell of the ocean, just steps away from one of the most popular beaches in Maui. Kaanapali Shores #160 May...

    Pool
    FREE CANCELLATION

    $429 to $800/night

  8. CONDOMINIUM
    Pikake #A2

    Pikake #A2

    Lahaina, HI

    How much closer can you be? Just 5 paces from the lanai to the water's edge! Relax and enjoy this ocean front condo. It has been fully remodeled with tile floors in the kitchen, bath and living room. Granite counters tops, all new appliances and...

    FREE CANCELLATION

    $215 to $363/night

  9. CONDOMINIUM
    Hale Mahina #B403

    Hale Mahina #B403

    Lahaina, HI

    Beautiful views in a relaxed setting! Kitchen remodeled in Dec 2015. Tastefully redecorated with a “contemporary native” flare, this 2 bedroom has a semi-private master bedroom with high ceilings and a full bath. Guest bedroom features either...

    Pool
    FREE CANCELLATION

    $278 to $600/night

  10. HOUSE
    Junior Suite Oceanfront #1007

    Junior Suite Oceanfront #1007

    Lahaina, HI

    Our Junior Suite on the TENTH Floor is spacious and well-appointed with a King Bed as well as a sofa bed for the occasional guest. You will find seating arrangements for relaxing and dining. There is plenty of space to store your clothing and...

    Pool Hot Tub
    FREE CANCELLATION

    $278 to $341/night

  11. CONDOMINIUM
    Maui Kaanapali Villas #B231

    Maui Kaanapali Villas #B231

    Lahaina, HI

    Garden and resort views at this studio condo in the Banyan Building at the beautiful Ocean front resort of Maui Kaanapali Villas. Recent remodel included: new shower, toilet, vanity, kitchen, tile flooring and paint. Also, new appliances and...

    Pool
    FREE CANCELLATION

    $232 to $331/night

  12. CONDOMINIUM
    Wailea Ekolu #407

    Wailea Ekolu #407

    Wailea, HI

    Wailea Ekolu Unit 407 is a fabulous ocean view 1 bedroom 2 bath condo with a fully equipped kitchen, granite countertops, and GE Profile appliances. There are panoramic ocean views from the living room, kitchen and the master bedroom. The condo is...

    Pool
    FREE CANCELLATION

    $261 to $347/night

  13. CONDOMINIUM
    Maui Kamaole #J-221

    Maui Kamaole #J-221

    Kihei, HI

    Kamaole Beach III is just across the street from the upscale Maui Kamaole. This property features lush tropical landscaping, two gorgeous pool areas with hot tubs and water features. There are gas grills on the property and tennis courts available...

    Pool Hot Tub
    FREE CANCELLATION

    $244 to $463/night

  14. CONDOMINIUM
    Kamaole Sands #1-103

    Kamaole Sands #1-103

    Kihei, HI

    Kamaole Sands is the premiere property in South Kihei. Kamaole Sands is located across the street from Kamaole Beach III. Whale watch, swim, snorkel, walk miles on the beach and watch the most amazing sunsets imaginable. There are 15 acres of lush...

    Pool
    FREE CANCELLATION

    $168 to $278/night

  15. CONDOMINIUM
    Maui Kamaole #I-109

    Maui Kamaole #I-109

    Kihei, HI

    Kamaole Beach Park #3 is just across from the upscale Maui Kamaole. This property features lush tropical landscaping and beautiful ocean views, two gorgeous pool areas with hot tubs and water features. There are gas grills peppered throughout the...

    Pool
    FREE CANCELLATION

    $174 to $347/night

  16. HOUSE
    1 Bedroom Oceanfront #804

    1 Bedroom Oceanfront #804

    Lahaina, HI

    Our One Bedroom Oceanfront unit is spacious and well-appointed with a King Bed in the bedroom and sofa sleeper in the living room. This condo will accommodate four persons. You will find seating arrangements for relaxing, dining, and there is...

    Pool Hot Tub
    FREE CANCELLATION

    $341 to $413/night

  17. HOUSE
    Junior Suite Oceanfront #906

    Junior Suite Oceanfront #906

    Kaanapali, HI

    Our Junior Suite is spacious and well-appointed with a Queen Bed and seating arrangements for relaxing and dining. You will find plenty of space to store your clothing and personal items. The kitchen comes fully equipped with all the modern...

    Pool Hot Tub
    FREE CANCELLATION

    $278 to $341/night

  18. CONDOMINIUM
    Maui Kaanapali Villas #E288

    Maui Kaanapali Villas #E288

    Lahaina, HI

    Ocean views in North Ka'anapali overlooking pool. Sleep in comfort on our new bed and new queen sofa sleeper as of Oct 2015. This second floor condo has stairs to its entrance, no elevators. Bring your laptop and enjoy free wireless internet access...

    Pool
    FREE CANCELLATION

    $220 to $377/night

  19. CONDOMINIUM
    Kihei Akahi #C-217

    Kihei Akahi #C-217

    Kihei, HI

    Kihei Akahi is just across from Kamaole Beach #1 and it is moderately priced. Each unit has a private lanai, washer and dryer, AC in the living room and ceiling fans throughout. It also has Cable TV/DVD players and high speed internet service. The...

    Pool
    FREE CANCELLATION

    $150 to $242/night

  20. HOUSE
    2 Bedrooms Oceanfront

    2 Bedrooms Oceanfront

    Lahaina, HI

    This premium oceanfront Two Bedroom, Two Bath condo is conveniently located on the ground level. Master Bedroom has a King Bed with a private bathroom. Second Bedroom has a queen bed; and the living room has a queen sofa bed for the extra guests....

    Pool Hot Tub
    FREE CANCELLATION

    $516 to $620/night

  21. CONDOMINIUM
    Mahana Resort #617

    Mahana Resort #617

    Lahaina, HI

    Welcome to Mahana 617. This oceanfront one bedroom, one bath condo sleeps 2-4 and features stunning panoramic views of the ocean, beach and outer islands from the living room, dining area, bedroom, and lanai. The living room features a 47" HD TV,...

    Pool
    FREE CANCELLATION

    $319 to $638/night

  22. CONDOMINIUM
    Royal Kahana #1211

    Royal Kahana #1211

    Lahaina, HI

    Top of the World Penthouse with Direct Ocean Front Views! Royal Kahana 1211 is the first choice if you are looking for a 2 bedroom, fully furnished W. Maui vacation rental with amazing views! Enjoy Maui sunsets on our wrap-around lanai. Condo...

    Pool
    FREE CANCELLATION

    $336 to $1,267/night

  23. CONDOMINIUM
    Maui Kamaole #K-209

    Maui Kamaole #K-209

    Kihei, HI

    Aloha and welcome to Maui Kamaole K-209 where vacationing is all about location, location, location… and comfort, of course! Maui Kamaole condominium complex is strategically positioned on the sunny side of the island of Maui. The south side...

    Pool Hot Tub
    FREE CANCELLATION

    $208 to $347/night

  24. CONDOMINIUM
    Island Surf #502

    Island Surf #502

    Kihei, HI

    Island Surf is located in the heart of Kihei, across the street from Kalama Park and Cove Park, and within walking distance of shops, restaurants, and activity shops. The Island Surf building itself has several restaurants and stores. There is a...

    Pool
    FREE CANCELLATION

    $161 to $342/night

  25. CONDOMINIUM
    Mahana Resort #1107

    Mahana Resort #1107

    Lahaina, HI

    Welcome to Mahana 1107! Located on the eleventh-floor, this recently remodeled one bedroom, one bath condo sleeps 2-4 and features stunning panoramic views of the ocean, beach and outer islands from the living room, dining area, bedroom, and lanai....

    Pool
    FREE CANCELLATION

    $325 to $638/night

  26. CONDOMINIUM
    Mahana Resort #906

    Mahana Resort #906

    Lahaina, HI

    Ocean front on North Ka'anapali beach. An ocean front bedroom allows for a greater view in this nicely appointed Standard unit. Watch TV in the living room or in the bedroom. Full bathroom remodeled with large walk-in shower and tile flooring was...

    Pool
    FREE CANCELLATION

    $267 to $554/night

  27. CONDOMINIUM
    Maui Hill #I-99

    Maui Hill #I-99

    Kihei, HI

    Maui Hill Resort is located minutes from the premier resort area of Wailea. Keawakapu and Kamaole beaches are within walking distance. The resort features a swimming pool, barbecue grills, tennis, a putting green, and shuffleboard. Enjoy free...

    Pool Hot Tub
    FREE CANCELLATION

    $347 to $695/night

  28. CONDOMINIUM
    Lahaina Roads #204

    Lahaina Roads #204

    Lahaina, HI

    Imagine Maui. Relax and/or play in this vacation rental resort with a residential feel. This boutique complex is one of the best-kept secrets on Front Street in Lahaina Town. With the ocean at your doorstep, you have front row seats for the turtle...

    Pool
    FREE CANCELLATION

    $186 to $447/night

  29. CONDOMINIUM
    Waiohuli Beach Hale #B-108

    Waiohuli Beach Hale #B-108

    Kihei, HI

    Waiohuli Beach Hale #B-108 is a 1 Bd that sleeps 4. Waiohuli Beach Hale is a small oceanfront complex located in Kihei Maui Hawaii. This property has a great aloha feeling with a relaxed and quiet atmosphere. Each unit is steps from the ocean and is...

    Pool
    FREE CANCELLATION

    $157 to $277/night

  30. CONDOMINIUM
    Maui Kamaole #F-207

    Maui Kamaole #F-207

    Kihei, HI

    Kamaole Beach #3 is just across from the upscale Maui Kamaole. This property features lush tropical landscaping, two gorgeous pool areas with hot tubs and water features. There are gas grills peppered throughout the property and tennis courts...

    Pool Hot Tub
    FREE CANCELLATION

    $302 to $418/night