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. HOUSE
    Kona Bubbles

    Kona Bubbles

    Kailua Kona, HI

    'Kona Bubbles' is a absolute spectacular property that Knutson & Associates is extremely proud to be newly representing as of November 2018. A gorgeous home in gated Meilani View Estates with ocean views just above Kailua Kona. Recently finished in...

    Pool
    FREE CANCELLATION

    $525 to $1,395/night

  2. CONDOMINIUM
    Wai'ula'ula A202 Condominium

    Wai'ula'ula A202 Condominium

    Kamuela, HI

    Welcome to Wai'ula'ula at the Mauna Kea Resort! Your vacation will truly be one to remember in this beautifully decorated condominium in the gated community of Wai'ula'ula is located on the Hapuna Golf Course. This recently built luxury development...

    Pool
    FREE CANCELLATION

    $525 to $1,205/night

  3. CONDOMINIUM
    Wai'ula'ula A102 Condominium

    Wai'ula'ula A102 Condominium

    Kamuela, HI

    Your visit to our vacation home will capture the essence of Hawaii. We are located along the Big Island’s exclusive golden Kohala Coast. Play golf on the emerald fairways of the renowned Mauna Kea Resort courses. Experience Kauna’oa and Hapuna,...

    Pool Hot Tub
    FREE CANCELLATION

    $525 to $1,205/night

  4. HOUSE
    Paradise Bluff

    Paradise Bluff

    Laupahoehoe, HI

    *Published rates are for double occupancy. Extra guests up to a total of six are charged $25 per night. All guests must be registered, Mahalo! Paradise Bluff is a beautiful home perched on the cliffs of the small seaside town of Laupahoehoe....

    Pool

    $522 to $1,043/night

  5. HOUSE
    Kona Bay Hale

    Kona Bay Hale

    Kailua Kona, HI

    Watch the Dolphins frolic and the whales in season from your own private lanai where the soft ocean breezes and the gentle waves lapping against the shoreline will relax your mind and body. Kona Bay Hale consists of a 2BR / 2 BA home with additional...

    $522 to $668/night

  6. COTTAGE
    Honl's Beach Hale (Big Island)

    Honl's Beach Hale (Big Island)

    Kailua Kona, HI

    Location, location, location!!! HONLS BEACH HALE is located in the heart of the Kona Coast on the famous Ali'i Dr. This fantastic ocean front property offers unsurpassed, stunning sunset views. Hear the waves crashing and smell the sea spray as...

    Hot Tub

    $522 to $1,108/night

  7. CONDOMINIUM
    Hanalei Bay Resort 52012

    Hanalei Bay Resort 52012

    Princeville, HI

    Hanalei Bay Resort 52012: Includes both of the elegant, recently updated, air-conditioned suites below, at a savings compared to renting separately. Close the connecting door for complete privacy, or open for a large shared apartment. Combined, the...

    Pool Hot Tub

    $521 to $582/night

  8. 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

    $521 to $813/night

  9. CONDOMINIUM
    Ko Olina Beach Villa (O1105)

    Ko Olina Beach Villa (O1105)

    Kapolei, HI

    This 3BD Penthouse Beach Villa is located on the 11th floor of the Ocean Tower and is 1,734 sq ft of luxury. It features ocean views the kitchen and living/dining area. The master bedroom has a private lanai with views of the golf course and...

    Pool Hot Tub

    $520 to $1,668/night

  10. CONDOMINIUM
    Sands of Kahana 316

    Sands of Kahana 316

    Lahaina, HI

    The Sands of Kahana has something for everyone! With an ocean front pool that the whole family will love and a pool just for children where the little ones can enjoy. After a adventuring Maui, make your way and relax in the Jacuzzi. There is a sand...

    Pool Hot Tub
    FREE CANCELLATION

    $519 to $1,249/night

  11. 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

  12. 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

  13. 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

  14. 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

  15. 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

  16. 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

  17. 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

  18. 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

  19. 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

  20. 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

  21. 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

  22. 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

  23. 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

  24. 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

  25. 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

  26. 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

  27. 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

  28. 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

  29. 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

  30. 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