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
    Surfs Up

    Surfs Up

    Waikoloa, HI

    Stunning mountain and garden views surround you in this newly renovated, well-appointed end unit ground floor Villa, our second home. A spacious 3 bedroom, 1407 sq ft offers room for everyone. The Villa sleeps up to six people (king, queen and two...

    Pool Hot Tub

    $286 to $586/night

  2. CONDOMINIUM
    Sands Of Kahana 134

    Sands Of Kahana 134

    Lahaina, HI

    Whether you're snorkeling with the sea turtles, Humpback whale watching in the winter, surfing, SUP’ing or just kicking back on the lanai to enjoy a rainbow, it doesn't get any better than this property. The Sands of Kahana sits on the pristine...

    Pool Hot Tub

    $298 to $354/night

  3. CONDOMINIUM
    Sands Of Kahana 234

    Sands Of Kahana 234

    Lahaina, HI

    Whether you're snorkeling with the sea turtles, Humpback whale watching in the winter, surfing, SUP’ing or just kicking back on the lanai to enjoy a rainbow, it doesn't get any better than this property. The Sands of Kahana sits on the pristine...

    Pool Hot Tub

    $506 to $563/night

  4. CONDOMINIUM
    Sands Of Kahana 215

    Sands Of Kahana 215

    LAHAINA, HI

    Whether you're snorkeling with the sea turtles, Humpback whale watching in the winter, surfing, SUP’ing or just kicking back on the lanai to enjoy a rainbow, it doesn't get any better than this property. The Sands of Kahana sits on the pristine...

    Pool Hot Tub

    $506 to $563/night

  5. CONDOMINIUM
    Sands Of Kahana 275

    Sands Of Kahana 275

    Lahaina, HI

    Whether you're snorkeling with the sea turtles, Humpback whale watching in the winter, surfing, SUP’ing or just kicking back on the lanai to enjoy a rainbow, it doesn't get any better than this property. The Sands of Kahana sits on the pristine...

    Pool Hot Tub

    $444 to $557/night

  6. CONDOMINIUM
    Sands Of Kahana 318

    Sands Of Kahana 318

    Lahaina, HI

    Whether you're snorkeling with the sea turtles, Humpback whale watching in the winter, surfing, SUP’ing or just kicking back on the lanai to enjoy a rainbow, it doesn't get any better than this property. The Sands of Kahana sits on the pristine...

    Pool Hot Tub

    $236 to $276/night

  7. CONDOMINIUM
    Valley Isle #1104

    Valley Isle #1104

    Lahaina, HI

    Perched on the 11th floor of the beautiful, lush, ocean-front Valley Isle Resort, this 1-Bedroom/1-Bath condo boasts panoramic views of the ocean and the islands of Molokai'i and Lana'i. The best sunsets you can imagine. Whale-watching at its best....

    Pool
    FREE CANCELLATION

    $173 to $291/night

  8. CONDOMINIUM
    Noelani #219

    Noelani #219

    Lahaina, HI

    One way to enhance an ocean view is to wrap it in lush lawns and gardens. Add to that not one, but two oceanfront pools and a Jacuzzi, and what more can you ask for? How about being as close to the ocean as you can possibly get without being on a...

    Pool Hot Tub
    FREE CANCELLATION

    $173 to $251/night

  9. CONDOMINIUM
    Kona Plaza 217

    Kona Plaza 217

    Kailua Kona, HI

    Don’t miss this fabulously updated Kona Plaza vacation rental. Condo #217 is newly available as of January 2019. It's amazing location right in the heart of Historic Kailua Kona Town makes this condo by far one of the most desirable condos...

    Pool
    FREE CANCELLATION

    $228 to $409/night

  10. VILLA
    Waikoloa Colony Villas 403

    Waikoloa Colony Villas 403

    Waikoloa, HI

    Spring Special - 10% off from April 1-June 15This beautiful two bedroom townhome style property is in the prime location of Colony Villas in the desirable Waikoloa Beach Resort area. Colony Villas is an ideal vacation destination with two free-form...

    Pool Hot Tub

    $292 to $683/night

  11. CONDOMINIUM
    PentHouse 701

    PentHouse 701

    Lahaina, HI

    Kahana Manor Penthouse~ Experience "roof top" living at this unique rental. This space is like no other on Maui~ Our Penthouse sits atop the Kahana Manor with a floor of it's Across the street from the ocean and above the small town of Kahana you...

    Pool
    FREE CANCELLATION

    $211 to $370/night

  12. CONDOMINIUM
    Honua Kai Konea 224

    Honua Kai Konea 224

    Lahaina, HI

    This luxury Honua Kai one bedroom located in the 'Konea Tower' features everything you need to make your Hawaiian vacation truly enjoyable! We provide you with those extra amenities that make a difference, including comfortable beach chairs, beach...

    Pool Hot Tub
    FREE CANCELLATION

    $251 to $401/night

  13. CONDOMINIUM
    Hula Hideaway-303

    Hula Hideaway-303

    Lahaina, HI

    ~Book today and Fall in LOVE with "THE HULA HIDEAWAY" You will feel like you have gone back in time to the true Hawaiian experience in this condo just 10 FT from the water's edge! 303 Hula Hideaway Welcomes you with so much Some of the many...

    Pool
    FREE CANCELLATION

    $229 to $282/night

  14. CONDOMINIUM
    G5-1 Bedroom Oceanfront

    G5-1 Bedroom Oceanfront

    Kihei, HI

    Ma'alaea Surf, Unit G5 - Just steps from one of Maui’s longest white sand beaches, recently renovated G-5 has all the amenities of a luxury resort. Centrally located between the tourists centers of Lahaina/Kapalua and Wailea/Makena, Maalaea Surf...

    Pool
    FREE CANCELLATION

    $259 to $428/night

  15. CONDOMINIUM
    C4-1 Bedroom Oceanfront

    C4-1 Bedroom Oceanfront

    Kihei, HI

    Ma'alaea Surf, Unit C4 is totally upgraded, Ma'alaea Surf C-4 is a conveniently located ground floor unit, just steps away from the small pool. This beautiful unit features a contemporary, well-equipped kitchen, with alder cabinets and Caesarstone...

    Pool
    FREE CANCELLATION

    $259 to $428/night

  16. CONDOMINIUM
    D1-2 Bedroom Beachfront

    D1-2 Bedroom Beachfront

    Kihei, HI

    Ma'alaea Surf, Unit D1 is a conveniently located ground floor unit, direct beachfront, just steps away from the beach. This unit features a full kitchen and dining table. The master bedroom has a king size bed. The guest room also features a king...

    Pool
    FREE CANCELLATION

    $416 to $664/night

  17. CONDOMINIUM
    A1-2 Bedroom Beachfront

    A1-2 Bedroom Beachfront

    Kihei, HI

    Maalaea Surf, Unit A1 is a conveniently located ground floor unit, direct beachfront, just steps away from the beach. This unit features an updated kitchen with convection oven, dishwasher and large refrigerator. The master bedroom has twin beds....

    Pool
    FREE CANCELLATION

    $416 to $664/night

  18. CONDOMINIUM
    C1-2 Bedroom Oceanfront

    C1-2 Bedroom Oceanfront

    Kihei, HI

    Ma'alaea Surf, Unit C1 is deluxe in every sense. C1 is a conveniently located ground floor unit, just steps from the small pool. This unit is splendidly furnished. Enjoy ocean front outdoor living on your large private lanai with enough seating for...

    Pool
    FREE CANCELLATION

    $377 to $591/night

  19. CONDOMINIUM
    B2-1 Bedroom Oceanfront

    B2-1 Bedroom Oceanfront

    Kihei, HI

    Maalaea Surf, Unit B2, is a conveniently located ground floor unit, just steps away from the pool and ocean. This luxurious unit features a fully furnished kitchen, large master suite with king size bed and a queen size sofa bed in the living room....

    Pool
    FREE CANCELLATION

    $259 to $428/night

  20. CONDOMINIUM
    D4-1 Bedroom Beachfront

    D4-1 Bedroom Beachfront

    Kihei, HI

    Ma'alaea Surf, Unit D4 - Deluxe in every sense. D4 is an ideally located ground floor unit, approximately 5 steps from the white sandy beach. This luxurious unit features a contemporary kitchen. Enjoy the ocean views and Maui's majestic sunset from...

    Pool
    FREE CANCELLATION

    $304 to $467/night

  21. CONDOMINIUM
    D10-Beachfront Loft Suite

    D10-Beachfront Loft Suite

    Kihei, HI

    Ma'alaea Surf, Unit D10 is a townhouse unit on the second floor which offers our guest total privacy and is located beach front on the property. This loft suite with 2 baths is very well furnished. Enjoy ocean front outdoor living on your spacious...

    Pool
    FREE CANCELLATION

    $304 to $467/night

  22. CONDOMINIUM
    Mauna Lani Terrace K301

    Mauna Lani Terrace K301

    Kamuela, HI

    Welcome to our new addition at the #1 rated Mauna Lani Terrace unit K-301. A lovely spacious 1 bedroom, 2 bath Top floor unit with Ocean views across tranquil ponds. Feel the soft breezes and relax on your own private lanai as your own personal...

    Pool
    FREE CANCELLATION

    $340 to $644/night

  23. HOUSE
    Hale Honu-Oceanfront

    Hale Honu-Oceanfront

    Kailua Kona, HI

    Oceanfront estate with breathtaking panoramic unobstructed views. 4 BR, 4 elegant baths. All bedrooms have oceanfront balconies. Walls of glass open to lanai & main living area making this an ideal Hawaiian indoor/outdoor living experience. Elegant...

    Hot Tub
    FREE CANCELLATION

    $766 to $846/night

  24. CONDOMINIUM
    Papakea G206

    Papakea G206

    Lahaina, HI

    Brand new washer and dryer. Brand new refrigerator. Brand new living room carpet. New curtains in both rooms and living room. Enjoy the ocean view from this cozy condo. It has a remodeled kitchen with granite counter tops. Fully stocked with...

    Pool Hot Tub

    $252 to $387/night

  25. CONDOMINIUM
    Papakea L405

    Papakea L405

    Lahaina, HI

    You will not find a nicer penthouse oceanfront unit at the Papakea Resort. From your lanai and the master bedroom, you can watch the whales play in the ocean seasonally and see the honu (turtles) swim all year round. This unit has an oceanfront...

    Pool Hot Tub

    $491 to $737/night

  26. CONDOMINIUM
    Papakea E304

    Papakea E304

    Lahaina, HI

    Highly upgraded West Maui Ka’anapali Papakea Studio, 1 full bathroom, third floor condo, with fantastic ocean, sunset, pool and garden views. SLEEPS 4! Watch the whales, sunsets, and the ocean from the kitchen, living room and lanai. Sleep to the...

    Pool Hot Tub

    $166 to $252/night

  27. CONDOMINIUM
    Maui Sunset #a-206

    Maui Sunset #a-206

    KIHEI, HI

    This one bedroom two bath condo sleeps up to four people with a queen bed in the bedroom and a pull out sofa bed in the living room. Enjoy garden views of the beautiful green belt which is in the center of the two buildings. At the ocean end of the...

    Pool Hot Tub
    FREE CANCELLATION

    $265 to $318/night

  28. CONDOMINIUM
    Kamaole Sands #09-309

    Kamaole Sands #09-309

    KIHEI, HI

    This comfortable and clean condo has a king bed in the bedroom, queen sleeper sofa in the living room and 2 full baths. It will accommodate up to four people. The living room has brand new furniture. New A/C unit was installed in May 2018. The condo...

    Pool Hot Tub
    FREE CANCELLATION

    $280 to $350/night

  29. CONDOMINIUM
    Kamaole Sands #07-206

    Kamaole Sands #07-206

    KIHEI, HI

    Recently renovated Garden view condo overlooking the center court! One bedroom unit with a fully equipped completely renovated kitchen and two bathrooms. With the ability to hold a maximum of 4 guests, there is a queen in the master bedroom and a...

    Pool Hot Tub
    FREE CANCELLATION

    $306 to $350/night

  30. CONDOMINIUM
    Maui Sunset #a-106

    Maui Sunset #a-106

    KIHEI, HI

    Ground floor unit! Walk out onto the beautifully maintained lawn and enjoy a short stroll to all that this property offers. This unit has one bedroom and two bathrooms. The bedroom has a Queen bed and there is a pull out sofa bed in the living room,...

    Pool Hot Tub
    FREE CANCELLATION

    $265 to $318/night