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
    Kahala 123

    Kahala 123

    Koloa, HI

    Take advantage of the resort's pools, Jacuzzi, tennis courts, barbecue grills, and easy beach access. Kahala is part of the beautiful Poipu Kai Resort, which spans seventy acres of lush tropical landscaping and is bounded by sandy beaches on both...

    Pool Hot Tub
    FREE CANCELLATION

    $101 to $493/night

  2. CONDOMINIUM
    Ali'i Kai 7204

    Ali'i Kai 7204

    Princeville, HI

    Great family vacation spot right on the bluff. Beautiful natural Koa Wood upgrades create a feeling of quality and Hawaiian comfort. Great details! Granite countertops, bamboo floors. Comfortable furniture to relax your body and ocean sounds and...

    Pool
    FREE CANCELLATION

    $124 to $527/night

  3. 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

  4. CONDOMINIUM
    Puu Poa 401

    Puu Poa 401

    Princeville, HI

    Romantic, AIR CONDITIONED (a/c in living room and master bedroom), totally private, luxury penthouse that guarantees an unequaled experience! The epitome of gracious living, capturing panoramic views of the azure ocean and Bali Hai. The best of the...

    Pool
    FREE CANCELLATION

    $240 to $1,043/night

  5. CONDOMINIUM
    Cliffs 4209

    Cliffs 4209

    Princeville, HI

    Ocean view, with 1172 sq. ft. of living space, including 2 full baths. Enjoy private ocean view lanai. Bedroom with king bed, additional queen sleeper sofa, it accommodates 4 people comfortably. Full kitchen. Cliffs 4209 truly feels like a home....

    Pool Hot Tub
    FREE CANCELLATION

    $116 to $421/night

  6. CONDOMINIUM
    Waikiki Banyan Tower 2 Suite 2904

    Waikiki Banyan Tower 2 Suite 2904

    Honolulu, HI

    Beautiful Ocean View Waikiki Condo, Free parking & Wifi Enjoy the view of the ocean from this 29th floor condo. Save money and enjoy the convenience of a full kitchen, FREE covered parking, and FREE in room WiFi. Newly Remodeled Kitchen!!! Clean...

    Pool Hot Tub

    $146 to $259/night

  7. CONDOMINIUM
    Waikiki Banyan Tower 2 Suite 1204

    Waikiki Banyan Tower 2 Suite 1204

    Honolulu, HI

    Partial Ocean View Condo Enjoy the comforts of home at an affordable price in this Waikiki Banyon deluxe condo on the 12th floor in tower 2. Fully-equipped kitchen with standard kitchen wares. Great counter space and seating for 4 on the eat-in...

    Pool Hot Tub

    $146 to $259/night

  8. CONDOMINIUM
    Hale Mahina Unit #B303 Condo

    Hale Mahina Unit #B303 Condo

    Lahaina, HI

    This is a remodeled ocean front 1 bedroom condo on the 3rd floor of building B at the Hale Mahina Beach Resort. Featuring warm ocean breezes and cool tropical nights. The condo has a 50" HDTV and free Wi-Fi internet access. Renovations to the condo...

    Pool
    FREE CANCELLATION

    $186 to $447/night

  9. CONDOMINIUM
    Papakea Unit #G408 Condo

    Papakea Unit #G408 Condo

    Kaanapali, HI

    Ocean views from this 4th floor corner unit in North Ka'anapali. A remodel in Nov 2015 included a new kitchen and bathroom, fresh coat of paint throughout and updated furnishing. A mini 'facelift' as of Apr 2011: new carpet, paint, 37 inch flat...

    Pool
    FREE CANCELLATION

    $290 to $619/night

  10. CONDOMINIUM
    Papakea Unit #C108 Condo

    Papakea Unit #C108 Condo

    Kaanapali, HI

    Remodeled with garden views on the ground floor in North Ka'anapali. Walk out into green grass under your feet and take a short walk past koi ponds and putting greens to the pool and Jacuzz and the Ocean. A beautifully updated kitchen allows for...

    Pool
    FREE CANCELLATION

    $203 to $383/night

  11. CONDOMINIUM
    S Kihei Condo Unit B214

    S Kihei Condo Unit B214

    Kihei, HI

    Set on a hilltop overlooking the Pacific, this beautiful 2BR/2BA offers a private beachside getaway. Your spacious condo boasts 1,279 square feet across of living space on two levels, vaulted ceilings, upgraded finishes, tropical furniture, and...

    Pool Hot Tub
    FREE CANCELLATION

    $206 to $471/night

  12. TOWNHOUSE
    Keauhou Kona Surf & Racquet Club#37

    Keauhou Kona Surf & Racquet Club#37

    Kailua Kona, HI

    Knutson & Associates Property Management is proud to newly represent this wonderful 3 bedroom townhome that sleeps 6. Have a larger group? We manage the 3 bedroom townhome right next door. Townhome#36 is available within our inventory as well....

    Pool
    FREE CANCELLATION
  13. 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

  14. CONDOMINIUM
    Kauhale Makai 207

    Kauhale Makai 207

    KIHEI, HI

    Please note: Kauhale Makai is undergoing exterior building maintenance. Enjoy beautiful Ocean Views as well as views of the center court yard and pool area. There is one bedroom and one bathroom in this centrally air conditioned condo. The bedroom...

    Pool
    FREE CANCELLATION

    $281 to $344/night

  15. CONDOMINIUM
    Maui Vista #1-319

    Maui Vista #1-319

    Kihei, HI

    Maui Vista is a lovely complex located across the street and literally a 3-minute walk from this unit to Charley Young Beach - voted one of the most beautiful beaches in the world. Connected to Charlie Young Beach is the famous Kamaole Beach #1....

    Pool
    FREE CANCELLATION

    $184 to $242/night

  16. CONDOMINIUM
    Kihei Garden Estates #H-203

    Kihei Garden Estates #H-203

    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 barbecue feast under the covered pavilion. Enjoy this full outdoor...

    Pool Hot Tub

    $168 to $290/night

  17. CONDOMINIUM
    Kanai A Nalu 318

    Kanai A Nalu 318

    Wailuku, HI

    Oceanfront condo on third floor with beautiful ocean and beach views! Upgraded property. Quiet home listen to the sounds of the sea. Spectacular ocean front condo with amazing views! Three Way Split AC in the living room, master bedroom and second...

    Pool
    FREE CANCELLATION

    $251 to $461/night

  18. CONDOMINIUM
    Kihei Akahi C-109

    Kihei Akahi C-109

    KIHEI, HI

    Bright and open One bedroom garden view condo located on the ground floor. This unit sleeps up to four people with a king bed in the bedroom and a pull out sofa bed in the living room. There is a fully equipped kitchen, perfect for enjoying meals in...

    Pool
    FREE CANCELLATION

    $248 to $312/night

  19. VILLA
    Ridge 1721 Gold Ocean View

    Ridge 1721 Gold Ocean View

    Kapalua, HI

    This Kapalua Ridge Villa is located on top of the ridge near World Class Kapalua Beach. It offers it's visitors a panoramic view of the Pacific Ocean. Tropical breezes keep this scenic location pleasant and comfortable even on the warmest Maui...

    Pool

    $294 to $494/night

  20. VILLA
    Golf Villa 15P78 Gold Ocean View

    Golf Villa 15P78 Gold Ocean View

    Lahaina, HI

    If you enjoy the serene and tranquil feel of the Golf Villas but want to be close to the beach, you will be delighted with this little gem. It is the best of both worlds! Just steps from 3 gorgeous pools and a short walk to 4 world class beaches and...

    Pool

    $344 to $719/night

  21. CONDOMINIUM
    Sugar Beach 132

    Sugar Beach 132

    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

    $352 to $468/night

  22. HOUSE
    Sands Of Kahana 373

    Sands Of Kahana 373

    Kahana, HI

    With spectacular views of Lanai, Molokai and the West Maui coastline, this ocean front two bedroom, two bath condominium offers unique photo opportunities. Create your perfect vacation memories with sunsets, surfers, sailboats, and whales....

    Pool Hot Tub

    $332 to $388/night

  23. APARTMENT
    KV403A THTH-PTO-00-CHK

    KV403A THTH-PTO-00-CHK

    Honolulu, HI

    Enjoy this studio with plenty of sleeping room for your guests!! There is a Queen size bed and Futon Couch, air conditioner, Cable TV is available on large 32" flat screen TV, mounted on wall for easy viewing. The kitchenette includes all cooking...

    FREE CANCELLATION

    $113 to $161/night

  24. APARTMENT
    KV1006A TH-CTOQ(HK)-MFLH-ACH

    KV1006A TH-CTOQ(HK)-MFLH-ACH

    Honolulu, HI

    Located a few blocks away from the notorious Waikiki Beach. The Studio can sleep up to two nicely on a grande size King Size Bed. One lanai with a view of the city in Waikiki. TV mounted on the wall with unlimited access to the Wi-Fi! Kitchenette...

    FREE CANCELLATION

    $119 to $149/night

  25. CONDOMINIUM
    Sealodge B6

    Sealodge B6

    Princeville, HI

    Sealodge B6 is a second floor private condo located near the Sealodge Beach trail. Enjoy this 1br/1ba, with ocean views from the living room, lanai, and bedroom. The sound of the surf will lull you to sleep each night. Four sleep comfortably with...

    Pool
    FREE CANCELLATION

    $127 to $461/night

  26. CONDOMINIUM
    E6-2 Bedroom Oceanfront Townhouse

    E6-2 Bedroom Oceanfront Townhouse

    Kihei, HI

    Ma'alaea Surf, Unit E6 - WHAT A VIEW! Sunsets on the lanai….Stunning views of the ocean and the West Maui Mountains… This 2 bedroom 2 bath second floor private condo sleeps 4 on comfortable Cal King beds, and is on a property built in the unique...

    Pool
    FREE CANCELLATION

    $343 to $540/night

  27. CONDOMINIUM
    D3-1 Bedroom Beachfront

    D3-1 Bedroom Beachfront

    Kihei, HI

    Ma'alaea Surf, Unit D3 is an ideally located ground floor unit, approximately 5 steps from the white sandy beach. This well-appointed unit features a fully furnished kitchen, large master suite with king size bed and a queen size sofa bed in the...

    Pool
    FREE CANCELLATION

    $304 to $467/night

  28. CONDOMINIUM
    Maui Parkshore 312

    Maui Parkshore 312

    KIHEI, HI

    Enjoy Ocean views from this two bedroom two bathroom condo. The master bedroom has a queen bed and a full bathroom ensuite. The second bedroom has two twin beds and the living room has a pull out sofa bed, allowing this condo to accommodate up to...

    Pool
    FREE CANCELLATION

    $314 to $361/night

  29. CONDOMINIUM
    Pohailani Maui 115

    Pohailani Maui 115

    Lahaina, HI

    Our remodeled villa has all of the modern amenities of home! It is situated half way between Kaanapali and Kapalua Bay with plenty of shopping and restaurants near by. This beautifully furnished 2 bedroom 1 bath condo sleeps up to 6 people and has a...

    Pool
    FREE CANCELLATION

    $199 to $281/night

  30. CONDOMINIUM
    Maui Eldorado: Maui Condo J100

    Maui Eldorado: Maui Condo J100

    Kaanapali, HI

    Relax in this two bedroom two bath spacious 1700 square foot Maui condo. Situated in the heart of Kaanapali. 10 min walk to whalers. Enjoy unobstructed views of the ocean at this prime location. Desirable unit due to its J location. Closest unit to...

    Pool
    FREE CANCELLATION

    $370 to $816/night