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
    Kaanapali Condominium 101

    Kaanapali Condominium 101

    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

  2. CONDOMINIUM
    Honua Kai Konea 642

    Honua Kai Konea 642

    Kaanapali, HI

    JUST RENOVATED AND GORGEOUS! All new hard surface flooring throughout and new living room furnishings! Lounge on the new sofa chaise and watch the waves crash while you enjoy a glass of your favorite wine or a great Hawaiian Kai Tai! Dine at the...

    Pool Hot Tub
    FREE CANCELLATION

    $514 to $1,520/night

  3. CONDOMINIUM
    Maui Banyan T-304

    Maui Banyan T-304

    Kihei, HI

    Completely Refurnished three bedroom condo with renovations and many upgrades throughout. This garden view unit sleeps up to eight people with a king bed in 2 of the bedrooms and queen in one bedroom and a pull out sofa bed in the living room. This...

    Pool
    FREE CANCELLATION

    $512 to $583/night

  4. HOUSE
    Ono Oasis

    Ono Oasis

    Kailua Kona, HI

    True to its name, Ono Oasis offers a unique tropical retreat for a dream Big Island vacation, with distant ocean and sunset views, a heated saltwater pool, and over 2,800 square feet of luxury living space. This extraordinary home provides the...

    Pool

    $512 to $957/night

  5. CONDOMINIUM
    Maui Banyan T-303

    Maui Banyan T-303

    KIHEI, HI

    Large three bedroom, three bath garden view condo. The master bedroom has a king bed. The second bedroom has a queen bed. The third bedroom has two twin beds. This condo can accommodate up to eight (8) people. The renovated kitchen opens up to the...

    Pool
    FREE CANCELLATION

    $512 to $583/night

  6. CONDOMINIUM
    Pili Mai 8D

    Pili Mai 8D

    Koloa, HI

    Enjoy modern Hawaii living at Pili Mai 8D Pack your golf clubs and get ready to enjoy modern Hawaii living in this exclusive Poipu community. Located on the beautiful Kiahuna Golf Course, this exceptionally beautiful, newly-constructed three...

    Pool Hot Tub

    $512 to $1,300/night

  7. HOUSE
    Honu O Kai (Turtle of the Sea)

    Honu O Kai (Turtle of the Sea)

    Kailua Kona, HI

    Welcome to Honu O Kai (Turtle of the Sea). Just two miles from the ocean, makes this spacious, four bedroom home one of the best places to stay on the Big Island. This two level home offers wide open spaces, two kitchens, both big enough for all...

    Pool

    $508 to $771/night

  8. CONDOMINIUM
    B-708: Hale Leilani Ko Olina Beach Villa

    B-708: Hale Leilani Ko Olina Beach Villa

    Kapolei, HI

    This 2bd, 2ba luxury oceanfront villa sleeps 4-6 and is located steps away from the pristine and relaxing beaches, lagoons, pools and jacuzzis. Close to shops, dining, golf and a variety of outdoor activities. Why ko olina? If you haven't been to...

    Pool

    $508 to $1,384/night

  9. TOWNHOUSE
    Wailea Ekahi #53-C

    Wailea Ekahi #53-C

    Kihei, HI

    Wailea Ekahi Village 53C is a fully renovated, 2 bedroom / 2.5 bath townhouse with Ocean views from the upstairs bedrooms and private Garden views from the downstairs lanai. This LARGE townhouse has 1575 sq. feet of living space. Please note there...

    Pool
    FREE CANCELLATION

    $505 to $708/night

  10. CONDOMINIUM
    Makena Surf Resort Unit #C-103

    Makena Surf Resort Unit #C-103

    Maui, HI

    Makena Surf Resort is a luxurious secluded beachfront condominium located in exclusive Makena. This gated community was developed with six 2 & 3 story buildings each offering sweeping views of the Pacific. The pristine and picturesque beach and...

    Pool

    $504 to $926/night

  11. HOUSE
    Hale Aikane

    Hale Aikane

    Kailua Kona, HI

    Modern Hawaiian island style single level home located in a small private subdivision offers stunning panoramic ocean and sunset views providing for ultimate tranquility. Beautifully furnished in traditional Hawaiian island style décor, this...

    Pool

    $502 to $776/night

  12. CONDOMINIUM
    Kaanapali Alii 433 The Royal Jewel

    Kaanapali Alii 433 The Royal Jewel

    Lahaina, HI

    Kaanapali Alii is a luxury oceanfront resort located on World Famous Kaanapali's white sandy beach.  Kaanapali Alii's oceanfront towers are set on a wide stretch of Kaanapali Beach, a 3-minute walk from Whalers Village and 36 holes of championship...

    Pool Hot Tub
    FREE CANCELLATION

    $500 to $680/night

  13. TOWNHOUSE
    Puamana 55-4

    Puamana 55-4

    Lahaina, HI

    Welcome to Ohana Villa, “Family Home” • 2000 square feet of open, airy and truly relaxing living space • Freshly updated in the fall of 2018 • Two bedrooms, two and half baths • Ocean and garden views • Well appointed chef’s kitchen...

    Pool
    FREE CANCELLATION

    $499 to $2,231/night

  14. CONDOMINIUM
    Mahana 701

    Mahana 701

    Lahaina, HI

    Beautiful 7th floor 2br/2ba condominium at The Mahana at Kaanapali provides everything you need for your vacation in paradise. Equipped with granite counter tops, beautiful tile floors, central A/C, WiFi, flat screen TV, stocked kitchen, and...

    Pool
    FREE CANCELLATION

    $499 to $1,000/night

  15. HOUSE
    Pua Nui

    Pua Nui

    Princeville, HI

    PUA NUI - House of Abundant Flowers TA-149-751-5008-01 This extremely lovely and comfortable Princeville home has four bedrooms - including two master suites, and three full baths. The home sleeps 8 guests. The huge lanai overlooks the lush...

    $498 to $651/night

  16. COTTAGE
    2 Charming Cottages on the Ocean

    2 Charming Cottages on the Ocean

    Kamuela, HI

    Offering an idyllic oceanfront setting in the town of Puako, this rental sleeps up to six guests between the 1BR cottage and a separate studio. Perfect for groups seeking extra privacy, this charming seaside compound boasts unobstructed views of the...

    FREE CANCELLATION

    $498 to $1,245/night

  17. HOUSE
    1332 Mokolea Dr Home

    1332 Mokolea Dr Home

    Kailua, HI

    Located in the upscale neighborhood of Lanikai, this 3BR/2BA ocean tree house is strolling distance to Lanikai Beach — regarded as one of the world's most beautiful top beaches, with its flour-soft white sands, cooling ocean breezes, and pristine...

    FREE CANCELLATION

    $496 to $803/night

  18. DUPLEX
    Terrace Duplex Unit #A

    Terrace Duplex Unit #A

    Honolulu, HI

    All photos, amenities, calendar, and rates are 100% accurate. We will notify you proactively when early check-in / late check-outs are possible and you'll receive the comforts of home with a starter supply of shampoo, soaps, paper products and...

    Hot Tub Pets OK
    FREE CANCELLATION

    $495 to $782/night

  19. CONDOMINIUM
    Honua Kai Hokulani 836

    Honua Kai Hokulani 836

    Kaanapali, HI

    GREAT OCEAN & MOUNTAIN VIEWS FROM 8TH FLOOR WITH HUGE PARTY LANAI! Unit #836 in the Hokulani Enclave at Honua Kai is a secluded, highly upgraded unit set at the north corner of the complex. It is the highest unit in the stack and offers views from...

    Pool Hot Tub
    FREE CANCELLATION

    $495 to $1,603/night

  20. CONDOMINIUM
    Honua Kai Hokulani 612

    Honua Kai Hokulani 612

    Kaanapali, HI

    Best one bedroom plan available with bright southern exposure. Only steps to the water and beach from this prime unit. Enjoy partial ocean and sunset views from the Lanai on this beautifully relaxing vacation home. Best yet, as you are on a green...

    Pool Hot Tub
    FREE CANCELLATION

    $495 to $1,520/night

  21. CONDOMINIUM
    Honua Kai Hokulani 306

    Honua Kai Hokulani 306

    Kaanapali, HI

    UPGRADED OCEAN/MOUNTAIN VIEW 2 bed/2 bath - GREAT VALUE! *This condo is so close to the beach you can hear the waves crashing! This 1240 sq ft OCEAN VIEW condo has been upgraded with new DESIGNER FURNISHINGS, SMART TV and TRAVERTINE FLOORING...

    Pool Hot Tub
    FREE CANCELLATION

    $495 to $1,520/night

  22. CONDOMINIUM
    Wailea Elua Unit #0202

    Wailea Elua Unit #0202

    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

    $494 to $1,065/night

  23. HOUSE
    Hale Kanani (Kaua'i)

    Hale Kanani (Kaua'i)

    Hanalei, HI

    This week only 15% off April and May dates. Completely remodeled, this two-bedroom, two-bath home boasts spectacular mountain views, an airy floor plan with high ceilings, beautiful hardwood floors, and new furnishings. Nestled into a quiet...

    $494 to $1,295/night

  24. CONDOMINIUM
    Wailea Elua #701

    Wailea Elua #701

    Kihei, HI

    The Wailea Elua is the premier ocean front property in Wailea. Situated right on Ulua Beach, it has one of the best locations in Wailea. There are miles of spectacular walking paths that follow the ocean  In addition the property has two swimming...

    Pool
    FREE CANCELLATION

    $493 to $922/night

  25. CONDOMINIUM
    Honua Kai-Konea #539

    Honua Kai-Konea #539

    Lahaina, HI

    Ocean views from the Konea tower in North Ka'anapali with a wrap-around corner Lanai. The stainless steel appliances, granite counter tops and modern decor compliment this brand new 2 bedroom condo at a brand new resort. In addition to the flat...

    Pool
    FREE CANCELLATION

    $493 to $1,467/night

  26. CONDOMINIUM
    Ilikai 1243

    Ilikai 1243

    Waikiki, HI

    Finest ocean / lagoon / fireworks views! AT Ilikai Waikiki Beach. 2 bedroom, 2 full bathrooms, 2 120 sq. ft lanais, 1,000 interior sq. ft. Walking distance to parks, shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life....

    Pool
    FREE CANCELLATION

    $493 to $813/night

  27. CONDOMINIUM
    Kapalua Golf Villas 12T5

    Kapalua Golf Villas 12T5

    Kapalua, HI

    Relax and enjoy the tranquil setting of this luxurious Kapalua Golf Villa. Let the gorgeous greenery captivate and soothe your soul. This unit has been remodeled with only top of the line materials and furnishings and is well apointed. Spend your...

    Pool
    FREE CANCELLATION

    $493 to $626/night

  28. CONDOMINIUM
    Kaanapali Shores #255

    Kaanapali Shores #255

    Lahaina, HI

    This Hawaiian themed condo has ocean views from the lanai and both bedrooms in Ka'anapali. Remodeled and updated. The guest bathroom has a glass block walk-in shower only-no tub. Bring your DVD's from home and watch them on the flat screen TV in the...

    Pool
    FREE CANCELLATION

    $493 to $800/night

  29. CONDOMINIUM
    Papakea A404

    Papakea A404

    Lahaina, HI

    One of the nicest penthouse units at Papakea Resort. From your lanai and the master bedroom, watch the whales play and the honu (turtles) swim. The KING bed in master bedroom allows you to sleep to the sounds of the ocean just 25 feet away. The...

    Pool Hot Tub

    $491 to $707/night

  30. CONDOMINIUM
    Sands of Kahana #292

    Sands of Kahana #292

    Kahana, HI

    9th Floor Ocean Front 3 bedroom, 3 bath Penthouse at the beautiful Sands of Kahana with exquisite views of the neighboring islands. This spacious 3 bedroom condo allows for plenty of room and seating areas for the entire family. A fully equipped...

    Pool
    FREE CANCELLATION

    $487 to $1,183/night