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
    2 Bedrooms Oceanfront

    2 Bedrooms Oceanfront

    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
    Makena Surf Resort #F-209

    Makena Surf Resort #F-209

    Kihei, 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

    $515 to $1,094/night

  3. CONDOMINIUM
    Beach Level Studio Direct Ocean Views Villa 102

    Beach Level Studio Direct Ocean Views Villa 102

    Kahuku, HI

    Beach Level Studio (or 4 Bed with Adjoining 3 Bed) Direct Ocean Views Villa 102 This Villa has just 20 yards of lawn before the sandy beach and the pool and BBQs are just 50 yards to the right!  It has spectacular ocean views that you can see from...

    Pool Hot Tub

    $515 to $1,018/night

  4. CONDOMINIUM
    Villa 317

    Villa 317

    Kahuku, HI

    This villa is in a private location on the third floor with dramatic panoramic ocean views, just 20 yards from the ocean and just 80 yards from the sandy beach! Watch the whales swim past while in your living room during migration season! The Pool...

    Pool Hot Tub

    $515 to $1,018/night

  5. CONDOMINIUM
    Honua Kai Hokulani 841

    Honua Kai Hokulani 841

    Kaanapali, HI

    This large two bedroom/two bath condo in the hokulani interior courtyard is the perfect vacation spot. With 1320 sq ft of interior living space and an over sized 340 sq ft wraparound lanai, HOKULANI 841 is one of the largest two bedroom condos at...

    Pool Hot Tub

    $514 to $1,929/night

  6. 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

    $513 to $988/night

  7. 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 Hot Tub
    FREE CANCELLATION

    $512 to $583/night

  8. 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

  9. 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 Hot Tub
    FREE CANCELLATION

    $512 to $583/night

  10. 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

  11. CONDOMINIUM
    O-1104: Hale Lanikai Ko Olina Beach Villa

    O-1104: Hale Lanikai Ko Olina Beach Villa

    Kapolei, HI

    Experience the ultimate in oceanfront resort living in this beautiful and spacious vacation home located in the Beach Villas at Ko Olina! Overview: This 2 BR, 2 BA Penthouse luxury villa on the 11th floor of the Ocean Tower is conveniently located...

    Pool

    $508 to $1,384/night

  12. CONDOMINIUM
    B-305: Hale Moana Ko Olina Beach Villa

    B-305: Hale Moana Ko Olina Beach Villa

    Kapolei, HI

    Located in the Beach Tower, only steps away from all the Beach Villa amenities, is our professionally decorated, spacious, split bedroom layout villa. Offering the benefits of an open plan living space and seamlessly flowing on to the lanai, Hale...

    Pool Hot Tub

    $508 to $1,268/night

  13. CONDOMINIUM
    O-1406: Hale Ikena Ko Olina Beach Villa

    O-1406: Hale Ikena Ko Olina Beach Villa

    Kapolei, HI

    Leave the world behind as you’re greeted by the warm blue expansive ocean views from the living area and spacious lanai (balcony) of Hale Ikena Ko Olina Beach Villa. This incredible 2 bedroom, 2 bathroom Penthouse condo in the Ocean Tower has...

    Pool Hot Tub

    $508 to $1,384/night

  14. 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

  15. CONDOMINIUM
    B-906 Hale Kai 2 Ko Olina Beach Villa

    B-906 Hale Kai 2 Ko Olina Beach Villa

    Kapolei, HI

    Beachfront Living at its finest! This 2 bedroom, 2 bath Villa is located in the beautiful Ko Olina Resort on the quiet West side of Oahu. The Beach Villas are the newest, and only, beachfront condominiums available on the island in 25 years....

    Pool

    $508 to $1,500/night

  16. CONDOMINIUM
    Ko Olina Beach Villa B806

    Ko Olina Beach Villa B806

    Kapolei, HI

    Beachfront Living at its finest! This 2 bedroom, 2 bath Villa is located in the beautiful Ko Olina Resort on the quiet West side of Oahu. The Beach Villas are the newest, and only, beachfront condominiums available on the island in 25 years. You...

    Pool Hot Tub

    $508 to $1,500/night

  17. CONDOMINIUM
    Sands Of Kahana 215

    Sands Of Kahana 215

    LAHAINA, HI

    A newly remodeled corner unit that is beautifully decorated and includes central air-conditioning. Relish and take in an amazing 180 degree view of the ocean stretching from Molokai to Lanai. With this condominium, you are steps from the sandy beach...

    Pool Hot Tub

    $506 to $563/night

  18. CONDOMINIUM
    Sands Of Kahana 315

    Sands Of Kahana 315

    Lahaina, HI

    Take advantage of this opportunity to stay and indulge at a beachfront, luxury condominium with 100% ocean views from the living room, bedroom and lanai. Beautiful 2 bedroom, 2 bathroom, ocean front corner unit that provides stunning ocean views...

    Pool Hot Tub

    $506 to $563/night

  19. CONDOMINIUM
    Sands Of Kahana 234

    Sands Of Kahana 234

    Lahaina, HI

    Enjoy views of Molokai and Lanai in one of nicest corner units in the Sands of Kahana. This air conditioned 2 bedroom, 2 bath unit with two lanais is one of the most spacious waterfront units on Maui. From the front balcony you are so close to the...

    Pool Hot Tub

    $506 to $563/night

  20. HOUSE
    Koana Breeze

    Koana Breeze

    Kailua Kona, HI

    This spectacular 2500 square-foot plantation-style home is perched on a hillside with breathtaking ocean views of Keauhou and Kailua Bays. Enjoy year-round outside dining with fabulous views of gorgeous Kona sunsets on the lanai, and enjoy drinks in...

    Hot Tub
    FREE CANCELLATION

    $506 to $584/night

  21. CONDOMINIUM
    Sands Of Kahana 272

    Sands Of Kahana 272

    Lahaina, HI

    This luxurious two bedroom, two bathroom is one of the best-remodeled units at the Sands of Kahana. This ocean front corner unit on the seventh floor of building 2 has stunning panoramic views of neighboring islands Molokai and Lanai. The 7th floor...

    Pool Hot Tub

    $506 to $563/night

  22. 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

  23. 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

  24. CONDOMINIUM
    Beach Level Studio Direct Ocean Views Villa 105

    Beach Level Studio Direct Ocean Views Villa 105

    Kahuku, HI

    Beach Level Studio (Or 4 Bed with Adjoining 3 Bed) Direct Ocean Views Villa 105 This villa is located on the beach level just 30 yards from the sandy beach and 50 yards from the pool! It has all new top of the line furniture including a sleeper sofa...

    Pool Hot Tub

    $502 to $1,005/night

  25. CONDOMINIUM
    Panoramic Ocean View Second Level Studio 1-Bedroom Villa 217

    Panoramic Ocean View Second Level Studio 1-Bedroom Villa...

    Kahuku, HI

    This villa is in a private location on the second floor with dramatic ocean views just 20 yards from the ocean! The Pool and BBQs and sandy beach are just 60 yards away. Photographs are of the actual villa. This villa has new furniture in the living...

    Pool Hot Tub

    $502 to $1,005/night

  26. CONDOMINIUM
    Second Level Studio Direct Ocean Views Villa 202

    Second Level Studio Direct Ocean Views Villa 202

    Kahuku, HI

    Second Level Studio (or 4 Bed with Adjoining 3 Bed) Direct Ocean Views Villa 202 Villa 202 is just 20 yards from the sandy beach and has amazing ocean views from just about everywhere in the villa! It has new top of the line furnishings including a...

    Pool Hot Tub

    $502 to $1,005/night

  27. 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

  28. CONDOMINIUM
    Sands of Kahana 366

    Sands of Kahana 366

    LAHAINA, HI

    Sands of Kahana is ideally situated on Maui’s world famous west coast between Kaanapali and Kapalua. This fully furnished, three bedroom, two bathroom oceanfront condominium comes with air-conditioning! Three bedroom oceanfront, unit 366 is a...

    Pool Hot Tub

    $501 to $619/night

  29. HOUSE
    Heeia Bay Hale

    Heeia Bay Hale

    Kailua Kona, HI

    Welcome to the listing page of Heeia Bay Hale. A Brand New Vacation Rental as of October 2018. This wonderful 2 story home in Keauhou is walking distance to heeia bay. This private & spacious 3 bedroom, 3.25 bath multi-level Hawaiian style beach...

    Pool
    FREE CANCELLATION

    $501 to $773/night

  30. CONDOMINIUM
    Sands Of Kahana 356

    Sands Of Kahana 356

    Lahaina, HI

    Grasp the beautiful sunsets and rainbows from this very spacious three bedroom, two bathroom condominium. This unit is one of the few 3 bedroom units at the Sands of Kahana that has air conditioning! Ocean views and vivid rainbow skies are visible...

    Pool Hot Tub

    $501 to $557/night