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
    Maui Sunset #A-407

    Maui Sunset #A-407

    Kihei, HI

    Maui Sunset is a fabulous oceanfront property in Kihei that has lush tropical landscaping, large pool which is heated during the winter months, hot tub, gas grills, work out room and tennis courts out on the beach for your use. Guests return here...

    Pool Hot Tub
    FREE CANCELLATION

    $126 to $219/night

  2. CONDOMINIUM
    Royal Mauian #410

    Royal Mauian #410

    Kihei, HI

    The Royal Mauian is one of the premier properties of Kihei Maui. This Maui beachfront rental is located right on the beach between Kamaole Beach Park I and II. Featuring an oceanfront pool perched right at the water's edge. The lush landscaped...

    Pool
    FREE CANCELLATION

    $335 to $522/night

  3. CONDOMINIUM
    Kihei Garden Estates #E-204

    Kihei Garden Estates #E-204

    Kihei, HI

    Kihei Garden Estates is a lovely property right across the street from Waiohuli Beach. Kihei Garden Estates boasts a family friendly gathering area, seating up to 25 people to your Bar-B-Q feast under the covered pavilion. Enjoy this full outdoor...

    Pool Hot Tub
    FREE CANCELLATION

    $128 to $226/night

  4. HOUSE
    Lanikai Breeze

    Lanikai Breeze

    Kailua, HI

    Spring Break Specials - 15% OFF RATES - NOW until March 6th (Promo valid on travel dates from March 15th - April 15th) Just steps away from coveted Lanikai Beach, sits our newest luxury rental - Lanikai Breeze! Brand new construction, built in 2017,...

    Pool

    $1,910 to $3,695/night

  5. CONDOMINIUM
    Maui Eldorado: Maui Condo B105

    Maui Eldorado: Maui Condo B105

    Kaanapali, HI

    Enjoy this spacious 1 bedroom almost 1000 sq ft in the Kaanapali beach resort area Short walk to Whaler's Village shops, restaurants & Kaanapali beach. The only resort with exclusive beachfront clubhouse & full kitchen right on the beach - ice...

    Pool
    FREE CANCELLATION

    $220 to $502/night

  6. 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 $242/night

  7. CONDOMINIUM
    Honua Kai Konea 743

    Honua Kai Konea 743

    Lahaina, HI

    This rarely-available top-floor penthouse condominium is the ultimate in luxury living.  Konea 743 boasts amazing ocean views of Maui and the surrounding islands. This spacious suite includes two bedroom, two full baths and a sofa-bed to...

    Pool Hot Tub
    FREE CANCELLATION

    $508 to $988/night

  8. CONDOMINIUM
    Whaler at Kaanapali Beach 514

    Whaler at Kaanapali Beach 514

    Lahaina, HI

    Completely Renovated and well-appointed Studio, Ocean view condo. Attention to detail and fine finishes make this condo a great choice. Wake up to ocean views from the comfort of your king bed or enjoy your morning coffee on the lanai over-looking...

    Pool Hot Tub
    FREE CANCELLATION

    $444 to $639/night

  9. CONDOMINIUM
    Kamaole Sands 01-101

    Kamaole Sands 01-101

    Kihei, HI

    Two bedroom Garden View Condo at the Kamaole Sands in South Kihei. This ground floor condo is located near the entrance of the property and is only a short walk to the Kamaole 3 beach park located across the street. There are many upgrades...

    Pool Hot Tub
    FREE CANCELLATION

    $379 to $482/night

  10. CONDOMINIUM
    Sugar Beach 227

    Sugar Beach 227

    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
    FREE CANCELLATION

    $335 to $449/night

  11. CONDOMINIUM
    Maui Kamaole f-208

    Maui Kamaole f-208

    KIHEI, HI

    There are two (2) bedrooms and two (2) bathrooms in this Garden View Condo. This unit sleeps up to 6 people with a King bed in the loft Master bedroom, a queen bed in the second bedroom and a pull out sofa bed in the living room. The kitchen is...

    Pool
    FREE CANCELLATION

    $404 to $514/night

  12. CONDOMINIUM
    Maui Banyan #H-502

    Maui Banyan #H-502

    Kihei, HI

    The Elevator for G & H building will be closed for Elevator Modernization starting at 10:00 am Monday September 10, 2018. We will have a bellman to help with luggage. Every detail is perfection in this completely remodeled one bedroom condo at the...

    Pool
    FREE CANCELLATION

    $187 to $374/night

  13. CONDOMINIUM
    Kamaole Sands 03-407

    Kamaole Sands 03-407

    Kihei, HI

    Large two bedroom loft, Garden view Condo. Feel right at home in this spacious condo overlooking the pool and beautifully manicured green way. There is a King bed in the loft bedroom, two twins in the second bedroom, and a sofa bed in the living...

    Pool
    FREE CANCELLATION

    $379 to $482/night

  14. CONDOMINIUM
    Sugar Beach 133

    Sugar Beach 133

    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
    FREE CANCELLATION

    $335 to $449/night

  15. CONDOMINIUM
    Kamaole Sands #05-406

    Kamaole Sands #05-406

    KIHEI, HI

    This two (2) bedroom loft, Garden View Condo also has Partial Ocean views from the lanai, which overlooks the pool. The bedroom on the main floor has two twin beds. There is a full bathroom on the main floor as well. The loft has a King bed and a...

    Pool Hot Tub
    FREE CANCELLATION

    $379 to $482/night

  16. CONDOMINIUM
    Maui Kamaole b-107

    Maui Kamaole b-107

    KIHEI, HI

    This Property does NOT accept Promo Codes - Please do not Book this property if you are using a discount or promotional code. Beautifully upgraded and renovated one bedroom condo. Renovated Kitchen and Bathrooms and new furniture throughout. Sleeps...

    Pool Hot Tub
    FREE CANCELLATION

    $313 to $411/night

  17. CONDOMINIUM
    Kauhale Makai 122

    Kauhale Makai 122

    Kihei, HI

    Please note: Kauhale Makai is undergoing exterior building maintenance. Spacious and comfortable describe this ground floor condo with a beautiful garden view and partial ocean/mountain views. This unit, which sleeps 4, boasts a fully equipped...

    Pool
    FREE CANCELLATION

    $251 to $312/night

  18. CONDOMINIUM
    Kamaole Sands 08-411

    Kamaole Sands 08-411

    KIHEI, HI

    Beautiful Ocean View Unit in Building 8! With recent updates and renovations to the fully equipped kitchen, this unit is our ideal vacation rental condo. The unit allows for 6 guests with a King bed in the upstairs loft, 2 twins in the main level...

    Pool
    FREE CANCELLATION

    $402 to $506/night

  19. CONDOMINIUM
    Maui Vista #3202

    Maui Vista #3202

    Kihei, HI

    Remodeled one-bedroom condo at the Maui Vista in South Kihei. A 100% remodel was done in summer 2018. This complete remodel features top of the line materials and has a modern look with tropical accents. The kitchen features bamboo cabinets, granite...

    Pool
    FREE CANCELLATION

    $242 to $294/night

  20. CONDOMINIUM
    Kihei Surfside 210

    Kihei Surfside 210

    KIHEI, HI

    Kihei Surfside 210 is your home away from home. From the moment you walk in the door, you know you are going to enjoy your stay. This unit has recently been upgraded with new carpet throughout, a new sofa-bed and new window treatments. The hallway...

    Pool
    FREE CANCELLATION

    $363 to $485/night

  21. CONDOMINIUM
    Kihei Akahi C-608

    Kihei Akahi C-608

    KIHEI, HI

    This one bedroom garden view condo has many upgrades throughout featuring new living room furnishings, new dinning table, large flat screen TV in the living room and tile floors. This one bedroom condo sleeps up to four people with a king bed in the...

    Pool
    FREE CANCELLATION

    $248 to $312/night

  22. CONDOMINIUM
    Kihei Akahi C-401

    Kihei Akahi C-401

    KIHEI, HI

    Welcome cool ocean breezes and incredible ocean views from this newly renovated studio condo. Astonishing sunset views from the lanai. Enjoy all the comforts and amenities of home, including a full kitchen and bath with washer and dryer. Your condo...

    Pool
    FREE CANCELLATION

    $217 to $281/night

  23. CONDOMINIUM
    Kamaole Sands #08-105

    Kamaole Sands #08-105

    Kihei, HI

    Two bedroom ground floor condo located in building eight at the Kamaole Sands. This spacious condo has a fully equipped kitchen, two bedroom and two bathrooms. The master bedroom has a king bed and the second bedroom has two twin beds. The living...

    Pool Hot Tub
    FREE CANCELLATION

    $358 to $440/night

  24. CONDOMINIUM
    Grand Champions #45

    Grand Champions #45

    Kihei, HI

    The nearby Ulua and Mokapu Beaches are a quick drive down the hill from the The Grand Champions Villas in Wailea. The complex is surrounded by lovely tropical gardens. It is located in the exclusive Wailea Resort. The complex offers two swimming...

    Pool
    FREE CANCELLATION

    $261 to $400/night

  25. CONDOMINIUM
    Hale Kamaole #144

    Hale Kamaole #144

    Kihei, HI

    This lovely bright condo features an extra window which brings in plenty of light. Tropical style furniture, comfortable queen hide a bed, easy chair with ottoman, and large flat screen TV in living room. Kitchen fully stocked with all new dinner...

    Pool
    FREE CANCELLATION

    $196 to $281/night

  26. CONDOMINIUM
    Kamaole Sands 08-410

    Kamaole Sands 08-410

    Kihei , HI

    Upgraded, Renovated and Remodeled two bedroom loft Condo. Beautiful New Kitchen with dark, rich cabinetry, Granite counter tops, Stainless Steel mixed appliances, and fixtures. The remodeled bathrooms have beautiful tile and stone work. The bedroom...

    Pool
    FREE CANCELLATION

    $358 to $440/night

  27. CONDOMINIUM
    Waikiki Banyan Tower 2 Suite 807

    Waikiki Banyan Tower 2 Suite 807

    Honolulu, HI

    Deluxe Mountain View Condo, Free parking & WiFi Upgraded Waikiki Banyan condo at an affordable rate. Enjoy paradise in this Mountain View Waikiki Banyan condo suite with 2 high-end luxury queen sized mattresses! Only one block from world famous...

    Pool Hot Tub

    $146 to $236/night

  28. CONDOMINIUM
    Royal Mauian #416

    Royal Mauian #416

    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

    $291 to $505/night

  29. 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

  30. 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

    $687 to $1,319/night