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
    Papakea A309

    Papakea A309

    Lahaina, HI

    Direct Ocean Front! Sleep to the sound of the waves! West Maui Kaanapali Papakea 1 bedroom, 1 bathroom, sleeps 4, third floor corner condo 25 feet from the ocean's edge. Watch the whales, sunsets, and the ocean from the kitchen, living room and...

    Pool Hot Tub

    $234 to $357/night

  2. CONDOMINIUM
    Pohailani 128

    Pohailani 128

    Lahaina, HI

    Relax in this beautiful professionally decorated exquisite West Maui Condo. Lahaina*Kaanapali*KAHANA*Napili*Kapalua -West MAUI HOT SPOTS Located in KAHANA (3 miles north of Kaanapali) in the center of West Maui and close to all the action. Ten...

    Pool

    $178 to $228/night

  3. CONDOMINIUM
    Papakea A108

    Papakea A108

    Lahaina, HI

    This GROUND FLOOR, OCEANFRONT condo is just feet from ocean access. Completely remodeled kitchen, bathroom and living room, with queen size bed in the bedroom, and queen size convertible sofa bed in the living room. Relax with the 55" SMART blue...

    Pool Hot Tub

    $258 to $381/night

  4. HOUSE
    Kona Bay Seaclusion-Oceanfront

    Kona Bay Seaclusion-Oceanfront

    Kailua Kona, HI

    Beautifully appointed "like new" 2 bedroom 2.5 bath oceanfront home with pool. Gourmet kitchen and huge deck for tanning, dining & sunset cocktails. Upstairs master has shower & hot tub. Sliding doors disappear into walls for the ultimate "on the...

    Pool

    $486 to $608/night

  5. CONDOMINIUM
    236

    236

    Kihei, HI

    Begin your day with the golden sunlight of the Valley Isle emerging over Haleakala and bringing the multicolored hues of Maui to life. Whether you’re in Hawaii for an action-packed island vacation or a relaxing retreat to the Paradise in the...

    Pool
    FREE CANCELLATION

    $188 to $297/night

  6. CONDOMINIUM
    309

    309

    Kihei, HI

    Beautiful Ocean Views from this two bedroom condo with loft from living room, kitchen and both bedrooms. Ocean, pool and mountain views from lanai. Light and bright condo offers all the updates you can think of. New living room furniture, including...

    Pool
    FREE CANCELLATION

    $258 to $393/night

  7. CONDOMINIUM
    117

    117

    Kihei, HI

    Hale Kamaole is just a short walk from the Kamaole Beach III, where milder tides, full facilities and a lifeguard post makes for a low stress family atmosphere. Kamaole III is one of Maui’s favorite beaches and is great for snorkeling, a morning...

    Pool
    FREE CANCELLATION

    $188 to $270/night

  8. CONDOMINIUM
    113

    113

    Kihei, HI

    Very comfortable Garden View condo, located near lower pool & BBQ. Bedroom has King bed, and the living room has queen hide-a-bed. 32' inch flat screen TV in living room; small flat screen in bedroom. In the bathroom you'll find a walk in tile...

    Pool
    FREE CANCELLATION

    $188 to $270/night

  9. CONDOMINIUM
    147

    147

    Kihei, HI

    Tropical decor. Living room has queen hide-a-bed. Lots on cabinet space in the well equipped kitchen. Lanai and owner’s closet are open to guests. In-room safe provided. Walk in tile shower with updated cabinets and counter tops. Large flat screen...

    Pool
    FREE CANCELLATION

    $188 to $270/night

  10. CONDOMINIUM
    128

    128

    Kihei, HI

    Ground floor Garden View unit, perfect for your Maui stay! Beautiful comfy couch, reclining chair and sitting chair complemented by a large entertainment center in living room. The bedroom has king size bed, with an additional new Queen hide-a-bed...

    Pool
    FREE CANCELLATION

    $188 to $270/night

  11. CONDOMINIUM
    146

    146

    Kihei, HI

    Newly renovated one bedroom unit with ocean view. This vacation rental condo has been decorated with a white wash beach look; elegant and comfortable. The owner requests only 2 people maximum per stay, as the bedroom has a King bed fit for two. All...

    Pool
    FREE CANCELLATION

    $188 to $270/night

  12. CONDOMINIUM
    172

    172

    Kihei, HI

    Beautiful ground floor unit with Ocean View from lanai, close to the pool & easy access to BBQ. New wooden flooring.The unit sleeps 2 people. Unit 172’s living room area, offers comfortable couch and 2 sitting chairs, also a large flat screen TV....

    Pool
    FREE CANCELLATION

    $188 to $270/night

  13. CONDOMINIUM
    271

    271

    Kihei, HI

    This Maui condo rental, has two bedroom’s plus a sleeping loft featuring Ocean, garden, and pool views ! Master bedroom has king bed. Unit has flat screen TVs & Blue-ray players in both bedrooms, a large flat screen/Blu-ray player in living room...

    Pool
    FREE CANCELLATION

    $258 to $393/night

  14. CONDOMINIUM
    133

    133

    Kihei, HI

    This is one bedroom ground floor unit decorated in Hawaiian style prints and artwork, with a Garden View and easy access to pool and BBQ. King bed in bedroom and queen hide-a-bed in living room, to sleep four guests comfortably. Kitchen cabinets are...

    Pool
    FREE CANCELLATION

    $188 to $270/night

  15. CONDOMINIUM
    237

    237

    Kihei, HI

    One bedroom condo with slight Ocean View and beautiful garden and pool Views. Tile from entrance to lanai. Comfortable rattan furniture with nice wood dining set. Condo offers new bedroom furniture including new king bed. Queen hide-a-bed in living...

    Pool
    FREE CANCELLATION

    $188 to $270/night

  16. CONDOMINIUM
    176

    176

    Kihei, HI

    This Modern, Maui Vacation Rental unit #176, has it all. The owners of this condo, also own units 174 & 170 which have all been completely remodeled from top to bottom recently. Occupancy of these units is limited to only 2 adults. Ocean & garden...

    Pool
    FREE CANCELLATION

    $188 to $305/night

  17. CONDOMINIUM
    Kihei Beach Unit #606

    Kihei Beach Unit #606

    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

    $241 to $326/night

  18. VILLA
    Kapalua Ridge Villa 1112 Gold Ocean View

    Kapalua Ridge Villa 1112 Gold Ocean View

    Kapalua, HI

    Enjoy 5 star accommodations in an exclusive private villa paradise! Custom Designed and Fully Upgraded Ridge Villa with Ocean Views from Every Room! Designed from the onset to take advantage of its unique Island setting, Kapalua Ridge Villa...

    $494 to $869/night

  19. VILLA
    Kapalua Bay Villa 15G5 Ocean View

    Kapalua Bay Villa 15G5 Ocean View

    Kapalua, HI

    This lovely one bedroom villa has two baths with the new king bed in master suite on the upper level and a private lanai just off of it with spectacular ocean views from every room Calm ocean breezes surround you in this lovely villa. It has a...

    $294 to $531/night

  20. VILLA
    Kapalua Ridge Villa 611 Ocean View 1 bed 2 bath

    Kapalua Ridge Villa 611 Ocean View 1 bed 2 bath

    Kapalua, HI

    Beauty surrounds you in this lovely 1 bedroom 2 bath split level villa. One of few with an ocean view from the master suite! New king size sealy posturepedic firm in the master suite 2017! While you will feel nestled in and pleasantly secluded,...

    Pool

    $269 to $494/night

  21. VILLA
    Kapalua Bay Villa 23B3 Ocean Front

    Kapalua Bay Villa 23B3 Ocean Front

    Kapalua, HI

    This unique oceanfront villa is a whale watchers dream! Ocean views span the entire coastline! Uniquely positioned to include sunset views and situated on one of the most beautiful stretches of coastline in Maui. You will be captivated by the...

    Pool

    $563 to $969/night

  22. VILLA
    Kapalua Bay Villa 32B2 Gold Ocean View

    Kapalua Bay Villa 32B2 Gold Ocean View

    Kapalua, HI

    Lovely Italian Design features new living room and dining room furnishings, magnificent ocean views, 2 master suites and 3 baths. This professionally designed lovely retreat is synonymous with island pleasure. The perfect Rx for all of life's little...

    Pool

    $531 to $969/night

  23. VILLA
    Kapalua Ridge Villa 2614 Gold Ocean View

    Kapalua Ridge Villa 2614 Gold Ocean View

    Kapalua, HI

    Breathtaking ocean vistas will amaze you from the moment you arrive. This palatial Kapalua Ridge Villa offers the perfect setting for families or couples. Spacious and elegantly designed, surrounded by lush tropical landscape and endless ocean...

    Pool

    $519 to $869/night

  24. VILLA
    Kapalua Ridge Villa 1523 Gold Ocean View

    Kapalua Ridge Villa 1523 Gold Ocean View

    Kapalua, HI

    Each luxurious master suite has ocean views and a private lanai. The private baths are spa quality and rich with every creature comfort. The furnishings are top of the line and designed for beauty and comfort. The kitchen is well equipped and...

    Pool

    $531 to $906/night

  25. VILLA
    Kapalua Bay Villa 11B3-4 Gold Ocean View

    Kapalua Bay Villa 11B3-4 Gold Ocean View

    Kapalua, HI

    This beautiful and peaceful retreat offers two spacious master suites and three baths all on the top floor with ocean views as far as the eye can see. Centrally located in the resort and walking distance to four world class beaches, two...

    Pool

    $406 to $781/night

  26. VILLA
    Kapalua Ridge Villa 1511 Gold Ocean View

    Kapalua Ridge Villa 1511 Gold Ocean View

    Kapalua, HI

    This lovely villa is a feast for the eyes. You will feel the weight of the world dissolve as you enter this island paradise. This is a true 5 star experience! You'll be tempted not to leave the luxury of this well appointed villa. Every creature...

    Pool

    $294 to $494/night

  27. VILLA
    Kapalua Bay Villa 32B3 Gold Ocean View

    Kapalua Bay Villa 32B3 Gold Ocean View

    Kapalua, HI

    Spectacular views of the Pacific and the neighboring island of Molokai. Magnificent painted sky at dusk and dawn will take your breath away! Perfectly positioned to allow warm tropical breezes and gentle sounds of surf fill every room. This...

    Pool

    $369 to $594/night

  28. CONDOMINIUM
    Waikiki Banyan Tower 2 Suite 1205

    Waikiki Banyan Tower 2 Suite 1205

    Honolulu, HI

    Deluxe Condo With Mountain View 1205-2 features a view of the Ko'olau Mountains. This unit is on the cooler and quieter side of the Waikiki Banyan and does not have direct exposure to the afternoon sun, giving you glorious sunrises and sunset...

    Pool Hot Tub

    $180 to $236/night

  29. CONDOMINIUM
    Waikiki Banyan Tower 2 Suite 2404

    Waikiki Banyan Tower 2 Suite 2404

    Honolulu, HI

    Deluxe Condo on the 24th floor! Well kept and updated Waikiki Banyan condo only one block from world famous Waikiki Beach. Enjoy a fully-equipped kitchen with standard kitchen wares and seating for four people.Comfortable and colorful seating in...

    Pool Hot Tub

    $180 to $236/night

  30. CONDOMINIUM
    Waikiki Banyan Tower 1 Suite 3209

    Waikiki Banyan Tower 1 Suite 3209

    Honolulu, HI

    Deluxe Ocean View Condo Sleek and modern condo just a block from world famous Waikiki Beach! Sleeping arrangements include two queen-sized beds in the bedroom and a sofa sleeper in the living room. The bathroom has a second door for your...

    Pool Hot Tub

    $191 to $293/night