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
    WB910 201 Ohua Ave Honolulu RFRF-CTOM(GM)-00-ACH

    WB910 201 Ohua Ave Honolulu RFRF-CTOM(GM)-00-ACH

    Honolulu, HI

    Ocean View, Relaxing Lanai, Air Conditioned One bedroom Suite Accommodates 3-4 Fully Equipped Kitchen the Waikiki Banyan Amazing Recreation Deck with Salt Water Pool , Two Jacuzzi's and Lots of Bar-B-Ques to Create your own Masterpiece. Only One...

    Pool Hot Tub
    FREE CANCELLATION

    $224 to $311/night

  2. CONDOMINIUM
    Honua Kai- Konea 924- One Bedroom Ocean View! Renovated!

    Honua Kai- Konea 924- One Bedroom Ocean View! Renovated!...

    Kaanapali, HI

    NOTE: As of 2/6/18 construction of 72 Townhomes has commenced behind the Konea building at Honua Kai. This condo overlooks the construction site. There may be noise and dust on work days during construction hours from 8am to 5pm.NOW FEATURING...

    Pool Hot Tub

    $305 to $1,003/night

  3. 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 views...

    Pool Hot Tub Pets OK
    FREE CANCELLATION

    $173 to $379/night

  4. CONDOMINIUM
    Maui Kamaole #J-221

    Maui Kamaole #J-221

    Kihei, HI

    Kamaole Beach III is just across the street from the upscale Maui Kamaole. This property features lush tropical landscaping, two gorgeous pool areas with hot tubs and water features. There are gas grills on the property and tennis courts available...

    Pool Hot Tub
    FREE CANCELLATION

    $244 to $463/night

  5. CONDOMINIUM
    Honua Kai 322

    Honua Kai 322

    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

    $235 to $370/night

  6. CONDOMINIUM
    Aina Nalu A 201

    Aina Nalu A 201

    Lahaina, HI

    AINA NALU A-201 Welcomes you with Aloha...This unique condo in the heart of Old Lahaina Town is a perfect vacation spot!A-201 has been remodeled with a decor that speaks "ALOHA"Included in our fabulous price are many owner-supplied extras such...

    Pool Hot Tub
    FREE CANCELLATION

    $204 to $371/night

  7. CONDOMINIUM
    Wailea Elua, #2003

    Wailea Elua, #2003

    Wailea, HI

    A note from the owner: You will love the elegance of this remodeled one-bedroom, two-bath Elua condo. You can spread out, relax and truly enjoy your stay in paradise. Our large lanai, living room and master bedroom are ocean facing, with a...

    Pool Hot Tub

    $448 to $823/night

  8. CONDOMINIUM
    Wailea Elua Unit #2106

    Wailea Elua Unit #2106

    Wailea, HI

    Note from the Owner: Nothing Beats Living in Paradise; Catch that Mahalo Feeling. Picture yourself here! And a sigh escapes your lips as you walk through the door. Postcard Perfect 'South Pacific' sunsets await you. Swaying palm trees silhouetted...

    Pool Hot Tub

    $448 to $897/night

  9. CONDOMINIUM
    Sugar Beach Resort, #518

    Sugar Beach Resort, #518

    Kihei, HI

    700 Sq.Ft. A note from the owner: Looking for a tropical vacation? Sugar Beach #518 fulfills those desires by rounding out your Hawaiian Holiday with tropical accommodations. 518 is a one bedroom, one bath unit on miles of white sandy beach,...

    Pool Hot Tub

    $190 to $387/night

  10. CONDOMINIUM
    Sugar Beach Resort, #329

    Sugar Beach Resort, #329

    Kihei, HI

    A Note from the Owner: After renting 4 different Sugar Beach units on 3 different floors for six years, we were fortunate enough to purchase 329 in 2013. We feel Sugar Beach 329 is in the best building with easy access from the covered parking and...

    Pool Hot Tub

    $202 to $387/night

  11. CONDOMINIUM
    Sugar Beach Resort, #414

    Sugar Beach Resort, #414

    Kihei, HI

    A note from the owner: This highly sought after, newly renovated, ocean front corner unit has a view of the swimming pool, BBQ area and of beautiful Sugar Beach extending in both directions. This unit is on the 4th floor and has one bedroom, a fully...

    Pool Hot Tub

    $202 to $387/night

  12. 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 Hot Tub

    $196 to $351/night

  13. HOUSE
    Happy Leilani Hale

    Happy Leilani Hale

    Kailua Kona, HI

    Tucked into the side of the mountain just above Kona at a cooler 600 ft. elevationHappy Leilani Hale has a zen feel to it as you look out over the blue pacific and feel theSoft ocean breezes take you away from it all.Enter through the Asian...

    Pool Hot Tub
    FREE CANCELLATION

    $425 to $729/night

  14. CONDOMINIUM
    Waikoloa Beach Villas B22

    Waikoloa Beach Villas B22

    Waikoloa, HI

    Come share the enjoyment of our home away from home in Hawaii!? We fell in love with the Big Island 30 plus years ago on our honeymoon and have been vacationing here ever since. We love bringing our children and grandchildren because this island...

    Pool Hot Tub
    FREE CANCELLATION

    $234 to $464/night

  15. CONDOMINIUM
    Wai'ula'ula A102

    Wai'ula'ula A102

    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

    $618 to $1,236/night

  16. CONDOMINIUM
    Waikoloa Beach Villas B2

    Waikoloa Beach Villas B2

    Waikoloa, HI

    Come share the enjoyment of our home away from home in Hawaii! We fell in love with the Big Island 30 plus years ago on our honeymoon and have been vacationing here ever since. We love bringing our children and grandchildren because this island...

    Pool Hot Tub
    FREE CANCELLATION

    $209 to $431/night

  17. CONDOMINIUM
    Kihei Bay Vista #D-208

    Kihei Bay Vista #D-208

    Kihei, HI

    Located across the street from Kalepolepo Beach and the Pacific Whale Sanctuary in Kihei Maui, the Kihei Bay Vista is a great property. It is just steps from a long sandy walking beach. It has a pool and hot tub, gas grills for your use as well as...

    Pool Hot Tub
    FREE CANCELLATION

    $121 to $219/night

  18. CONDOMINIUM
    Hale Welo Ko Olina Beach Villa (B806)

    Hale Welo Ko Olina Beach Villa (B806)

    Kapolei, HI

    Book with confidence! This vacation rental is a LEGAL Oahu vacation rental operating in a Resort Zoned District and is not affected by the passage of Bill 89.LIVE CALENDAR: If the calendar shows as available, the property IS available and can be...

    Pool Hot Tub

    $432 to $1,500/night

  19. CONDOMINIUM
    Aina Nalu K 205

    Aina Nalu K 205

    lahaina, HI

    AINA NALU K-205 Welcomes you with Aloha...This unique condo, in the heart of Old Lahaina Town, is a perfect vacation spot!K-205 was remodeled with the touch of ALOHA in 2017.Included in our fabulous price are many owner-supplied extras such as:•...

    Pool Hot Tub
    FREE CANCELLATION

    $133 to $239/night

  20. HOUSE
    ‘Aniani Hale’- The Glass House- Views, Pool, Spa

    ‘Aniani Hale’- The Glass House- Views, Pool, Spa

    Kailua Kona, HI

    Known as ‘Aniani Hale,’ or Glass House, this stunning 4BR/4.5BA home is situated just above the heart of Kailua-Kona. Elevated 700 feet above sea level, your beautiful island getaway boasts refreshing trade winds from the west and mountain...

    Pool Hot Tub
    FREE CANCELLATION

    $496 to $869/night

  21. CONDOMINIUM
    Aina Nalu 1BR w/ On-Site Pools, Spa & Cabanas

    Aina Nalu 1BR w/ On-Site Pools, Spa & Cabanas

    Lahaina, HI

    Enveloped by serene gardens and detailed with stylish Asian-inspired decor, your 1BR condo combines all the comforts of home with the luxe amenities of a boutique resort. As part of the small, exclusive community at Aina Nalu, you’ll enjoy access...

    Pool Hot Tub
    FREE CANCELLATION

    $135 to $502/night

  22. CONDOMINIUM
    New! Updated! Modern, Maui Beachfront with Central A/C

    New! Updated! Modern, Maui Beachfront with Central A/C

    Lahaina, HI

    Most frequently asked questions re: payments, cancellations, our home, and the area, can be answered in the property info, guest reviews, and pictures, below. We kindly ask that you read all of these details, as we offer a lot of amenities that...

    Pool Hot Tub
    FREE CANCELLATION

    $561 to $731/night

  23. APARTMENT
    Bamboo 610 Studio Apartment

    Bamboo 610 Studio Apartment

    Honolulu, HI

      Legally permitted vacation rental -    2425 Kuhio Ave. Suite #610   Heart of Waikiki, Sleeps 3, w/ Kitchenette and overlooks our gorgeous pool area. This studio suite is complete with a 2 burner cook-top, microwave, some kitchen prep tools,...

    Pool Hot Tub
    FREE CANCELLATION

    $156 to $167/night

  24. CONDOMINIUM
    Noelani #110

    Noelani #110

    Lahaina, HI

    Not one, but two oceanfront pools and a Jacuzzi, what more can you ask for? Unit 110 is a ground floor unit with washer and dryer. New kitchen cabinets and counter tops. You'll love to just walking out from your private lanai right into the...

    Pool Hot Tub
    FREE CANCELLATION

    $296 to $437/night

  25. CONDOMINIUM
    2BR/2BA at Kahalu’u Beach w/ Pool, Spa, Ocean View

    2BR/2BA at Kahalu’u Beach w/ Pool, Spa, Ocean View

    Kailua Kona, HI

    PROPERTY OVERVIEWPrime surfing and snorkeling are within steps of this 2BR/2BA condo, situated right across the street from Kahalu’u Beach. The ultra-convenient location is also close to Kona Town and Keauhou.Boasting beautiful ocean views from...

    Pool Hot Tub
    FREE CANCELLATION

    $148 to $460/night

  26. CONDOMINIUM
    The Montage Kapalua Bay- Heliconia 2302- Ocean View Paradise!

    The Montage Kapalua Bay- Heliconia 2302- Ocean View Para...

    Kapalua, HI

    Beautiful 3 bedroom/3.5 bath plus Den Residence.Heliconia Residence at Residences at MontageThis beautiful 3 bedroom/3.5 bath plus Den home is situated in Building #2 at the Residences at Montage in beautiful Kapalua.Enjoy the ocean views from the...

    Pool Hot Tub

    $978 to $4,540/night

  27. CONDOMINIUM
    Palms at Wailea #2305

    Palms at Wailea #2305

    Wailea, HI

    We are pleased that our properties at the Palms at Wailea have been chosen to be featured in the number 1 selling book "Maui Revealed" and their website. These properties were chosen because of their superior quality and great rates!The fabulous...

    Pool Hot Tub
    FREE CANCELLATION

    $282 to $568/night

  28. CONDOMINIUM
    Maui Kamaole #I-109

    Maui Kamaole #I-109

    Kihei, HI

    Kamaole Beach Park #3 is just across from the upscale Maui Kamaole. This property features lush tropical landscaping and beautiful ocean views, two gorgeous pool areas with hot tubs and water features. There are gas grills peppered throughout the...

    Pool Hot Tub
    FREE CANCELLATION

    $174 to $347/night

  29. DUPLEX
    Manoa Valley 3BR w/ Hot Tub & Lanai w/ Ocean View

    Manoa Valley 3BR w/ Hot Tub & Lanai w/ Ocean View

    Honolulu, HI

    Perched on a hill overlooking Honolulu City and the majestic Diamond Head volcano, this 3BR/2.5BA Manoa Valley duplex features gorgeous Craftsman touches and an expansive lanai that’s perfect for a barbecue.Striking stained glass and teak accents...

    Hot Tub Pets OK
    FREE CANCELLATION

    $532 to $1,527/night

  30. CONDOMINIUM
    Kaanapali Shores 819

    Kaanapali Shores 819

    LAHAINA, HI

    This beautiful 1-bedroom, 1-bathroom oceanfront condominium provides everything you need for your vacation in paradise. With spectacular views of the ocean from the 8th floor and a spanning view of the beautiful resort, you can’t beat the view...

    Pool Hot Tub
    FREE CANCELLATION

    $206 to $406/night