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.

Filter by Region:


Filter by Amenities:


Filter by Entertainment:


Close Filters
  1. VILLA
    Bay Villa 30B1 Gold Ocean Front

    Bay Villa 30B1 Gold Ocean Front

    Kapalua, HI

    This unique oceanfront location is situated on one of the most beautiful parts of the West Maui coast, Fresh out of renovation and rich with every imaginable upgrade. Every surface has been covered in natural stone, glass tile and rich exotic woods....

    Pool

    $563 to $781/night

  2. CONDOMINIUM
    Kaanapali Shores 403

    Kaanapali Shores 403

    Lahaina, HI

    Relax on our 4th floor lanai, overlooking the ocean, well-kept grounds and pool at Kaanapali Shores! Kaanapali Shores resort is located on the beach in North Kaanapali. Unit 403 lanai has views of the ocean,spectacular sunsets, and whales in...

    Pool
    FREE CANCELLATION

    $374 to $1,205/night

  3. CONDOMINIUM
    RK1309 THTH-PTO-ACH-00

    RK1309 THTH-PTO-ACH-00

    Honolulu, HI

    Free Wifi, Free Parking, 1 bedroom unit with a FULL KITCHEN (oven and dishwasher) in CENTER of Waikiki. Enjoy this unit in a building full of amenities.....pool, gym, pool table and ping pong game room and more! This amazing unit has a separate 1...

    Pool
    FREE CANCELLATION

    $161 to $205/night

  4. CONDOMINIUM
    H4-2 Bedroom Beachfront

    H4-2 Bedroom Beachfront

    Kihei, HI

    Ma'alaea Surf, Unit H4 is deluxe in every sense. H4 is an ideally located ground floor unit, approximately 5 steps from the white sandy beach. This exceptional unit features a full kitchen, second bedroom and bath. Enjoy the ocean views and Maui's...

    Pool
    FREE CANCELLATION

    $416 to $664/night

  5. CONDOMINIUM
    Ilikai 2040

    Ilikai 2040

    Waikiki, HI

    STUNNING OCEAN & Lagoon VIEWS! STEPS TO WAIKIKI BEACH. Memorable Meals and fireworks from the Lanai. , shops, buses, rental cars, parks & Waikiki night life. Beautiful remodel. Fully equipped and very clean. AC, cable, WIFI, Long Distance, 24/7...

    Pool
    FREE CANCELLATION

    $172 to $281/night

  6. CONDOMINIUM
    Ilikai 1507

    Ilikai 1507

    Waikiki, HI

    MOUNTAIN & CITY VIEWS. STEPS TO WAIKIKI BEACH. Sleeps 5. Walking distance to shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life. The iconic Suites are located at the gateway to Waikiki. The iconic Ilikai Suites are...

    Pool
    FREE CANCELLATION

    $156 to $250/night

  7. CONDOMINIUM
    Ilikai 804

    Ilikai 804

    Waikiki, HI

    STUNNING OCEAN & SUNSET VIEWS! STEPS TO WAIKIKI BEACH. Memorable Meals from the Lanai. Walking distance to shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life. Beautiful high end recent remodel. Fully equipped and...

    Pool
    FREE CANCELLATION

    $172 to $275/night

  8. CONDOMINIUM
    Ilikai 1636

    Ilikai 1636

    Waikiki, HI

    OCEAN & LAGOON VIEWS! STEPS TO WAIKIKI BEACH. Walking distance to shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life. The iconic Ilikai Suites are located at the gateway to Waikiki. Parking available. No smoking room....

    Pool
    FREE CANCELLATION

    $163 to $275/night

  9. HOUSE
    Kahikole

    Kahikole

    Keaau, HI

    Oceanfront, this home on a half acre of land in Hawaiian Paradise Park gives you the privacy and serenity you're looking for. Set just back from the cliffs it is in full view of the glorious sunrise and dramatic sapphire blue ocean year round! The...

    $333 to $469/night

  10. 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

    $146 to $236/night

  11. VILLA
    Waikoloa Beach Villas P32

    Waikoloa Beach Villas P32

    Waikoloa, HI

    The master suite offers a king-size bed, flat screen TV and a beautiful bathroom with a walk-in shower and a deep soaking bathtub. The guest bedroom features a king bed and is close to the main bathroom. Unit also includes; basic cookware,...

    Pool Hot Tub
    FREE CANCELLATION

    $197 to $407/night

  12. VILLA
    Bay Villa 11B3-4

    Bay Villa 11B3-4

    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 championship...

    Pool

    $406 to $781/night

  13. CONDOMINIUM
    Hale Kamaole #236

    Hale Kamaole #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

    $196 to $309/night

  14. CONDOMINIUM
    Papakea Unit #L207 Condo

    Papakea Unit #L207 Condo

    Lahaina, HI

    2nd floor 1 bedroom, 1 bath vacation condo with direct ocean front views in North Ka'anapali. This condo features a king bed in the bedroom and there is a brand new queen sofa sleeper in the living room to sleep up to 4 guests comfortably. Ceiling...

    Pool
    FREE CANCELLATION

    $244 to $447/night

  15. CONDOMINIUM
    Maui Sands Unit #5G Condo

    Maui Sands Unit #5G Condo

    Honokowai, HI

    Second floor and ocean front in Honokowai. The window air conditioning unit in the living room cools the entire condo nicely. Watch TV on the 49"UHD TV in the living room and bring your CD's from home and listen on the CD player provided. Although...

    Pool
    FREE CANCELLATION

    $203 to $427/night

  16. CONDOMINIUM
    Kapalua Golf Villas #21V1

    Kapalua Golf Villas #21V1

    Lahaina, HI

    Ocean views on the Kapalua golf course from this 1 bedroom, 1 1/2 bath condo. Kitchen remodeled Nov '14. This elegantly appointed condo has been remodeled, featuring tiled entry, new carpeting, and new granite and tile work in both bathrooms. There...

    Pool
    FREE CANCELLATION

    $186 to $414/night

  17. CONDOMINIUM
    Kihei Holiday Unit 120

    Kihei Holiday Unit 120

    Kihei, HI

    Partial ocean views from first floor - Pets Considered. Kihei Holiday Unit 120 - Partial Ocean View Twe Bedroom One Bath 900 sq. ft. located on the 1st floor - 1 Dog Considered. This is a low density two story resort. Unit 120 has partial ocean...

    Pool Hot Tub Pets OK
    FREE CANCELLATION

    $173 to $366/night

  18. CONDOMINIUM
    Kihei Akahi Resort- Unit D506

    Kihei Akahi Resort- Unit D506

    Kihei, HI

    Panoramic ocean views! 5th Floor comfortable beach home - Building D. Kihei Akahi Resort D506 - Ocean View One Bedroom One Bath 655 sq. ft. located on the 5th floor, in building D. Enjoy spectacular 180 degree PANORAMIC views from your living...

    FREE CANCELLATION

    $161 to $341/night

  19. CONDOMINIUM
    Maui Sunset #B-106

    Maui Sunset #B-106

    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, fitness room, and tennis courts out on the beach for your use. Guests return here...

    Pool
    FREE CANCELLATION

    $150 to $237/night

  20. CONDOMINIUM
    Waiohuli Beach Hale #D-121

    Waiohuli Beach Hale #D-121

    Kihei, HI

    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 centrally located to great shopping, restaurants,...

    Pool
    FREE CANCELLATION

    $157 to $277/night

  21. VILLA
    Ridge 611Ocean View

    Ridge 611Ocean View

    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! While you will feel nestled in and pleasantly secluded. You are only a short 4 minute walk to the beach and just steps from...

    Pool

    $269 to $494/night

  22. CONDOMINIUM
    Aina Nalu Unit #K203

    Aina Nalu Unit #K203

    Lahaina, HI

    Pride of new ownership: June 2016. This 2nd Floor vacation rental is located in the Bamboo Building of Aina Nalu located in the heart of historic Lahaina Town. Walking distance to beach, shops, restaurants and art galleries located on the world...

    Pool
    FREE CANCELLATION

    $162 to $433/night

  23. VILLA
    Ridge 1523 Gold Ocean View

    Ridge 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

  24. CONDOMINIUM
    C5-1 Bedroom Oceanfront

    C5-1 Bedroom Oceanfront

    Kihei, HI

    Ma'alaea Surf, Unit C5, is a conveniently located ground floor unit, just steps away from the small pool. This luxurious unit features a fully furnished kitchen, large living room and a large master suite with a king bed. Enjoy the ocean views and...

    Pool
    FREE CANCELLATION

    $259 to $428/night

  25. HOUSE
    Ocean Soul (Big Island)

    Ocean Soul (Big Island)

    Ookala, HI

    Whether adventure or a relaxing vacation calls, Ocean Soul is the perfect place for your next Hawaiian retreat. Perched on the cliffside of Waipunalei, Ocean Soul's 13 acre property hosts the most amazing ocean views, a lap swimming pool,...

    Pool

    $530 to $780/night

  26. CONDOMINIUM
    Kaanapali Shores 941

    Kaanapali Shores 941

    Lahaina, HI

    This 9th floor condo has a spanning view of this beautiful resort you can’t beat the view from the comfort of your lanai. Spacious Living Room with Queen fold out sofa for extra guest and equipped with a beautifully stocked kitchen, A/C, free...

    Pool
    FREE CANCELLATION

    $219 to $406/night

  27. CONDOMINIUM
    Papakea J103

    Papakea J103

    Lahaina, HI

    Quiet Garden Unit! Awesome Garden and Pond View! West Maui Kaanapali Papakea 2 bedroom, 2 bathroom, sleeps 6, ground floor condo 100 yards from the ocean's edge. Enjoy dinner or a cocktail with the awesome pond and garden view. Updated kitchen and...

    Pool

    $215 to $351/night

  28. APARTMENT
    KV1201L THTH-PTO-00-ACH

    KV1201L THTH-PTO-00-ACH

    Honolulu, HI

    Enjoy the Penthouse floor, BRAND NEW UPGRADES, & Grand Mountain View w/ large balcony. It is a small unit with a queen bed and a kitchenette equipped with a built-in cook-top helps to save if you do not want to eat every meal out and a nice. Large...

    FREE CANCELLATION

    $110 to $163/night

  29. HOUSE
    Laulea Hale

    Laulea Hale

    Princeville, HI

    The House of Peace and Happiness is the ultimate in Hawaiian comfort and luxury. Perfect vacation home for 2 families. This spectacular home, impeccably clean and beautifully furnished, is situated on a quiet cul-de-sac in one of Princeville's...

    FREE CANCELLATION

    $540 to $1,158/night

  30. CONDOMINIUM
    Ali'i Kai 2201

    Ali'i Kai 2201

    Princeville, HI

    Alii Kai 2201 provides beautiful mountain views, sunsets over Bali Hai, and a multitude of waterfalls and rainbows. The jungle is behind you and white water ocean views are just steps away. This top floor corner condo has lots of space and is a...

    Pool
    FREE CANCELLATION

    $103 to $437/night