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
    Maui El Dorado J218

    Maui El Dorado J218

    LAHAINA, HI

    Maui Eldorado sits in the heart of Kaanapali! Steps away from famous Kaanapali Beach, J218 is the perfect studio unit for your Maui getaway. With the use of the sofa sleeper, this large studio can sleep four guests. Sip on your favorite beverage...

    Pool Hot Tub

    $208 to $259/night

  2. HOUSE
    Sands Of Kahana 474

    Sands Of Kahana 474

    Lahaina, HI

    Experience the good life 'Hawaiian style' as you sit on your private lanai watching the sunset and enjoying the balmy trade winds. This striking 3 bedroom, 3 bathroom penthouse has one-of-a kind views of Molokai and Lanai. It is a beautiful, newly...

    Pool Hot Tub

    $501 to $557/night

  3. HOUSE
    Bay Villa 33B2

    Bay Villa 33B2

    Lahaina, HI

    This 1 bedroom villa is 1,200 square feet and is comfortably furnished. This is a very nice corner townhouse unit that overlooks the pool and has a great view of the ocean. It has a full kitchen, washer dryer, internet access, a King bed & Sofa...

    Pool

    $214 to $270/night

  4. CONDOMINIUM
    Palms at Wailea #1501

    Palms at Wailea #1501

    Wailea, HI

    The fabulous Keawakapu Beach is just a short 10 minute stroll from the Palms at Wailea. This beach is world famous for its great snorkeling and long white sandy shoreline. The Palms at Wailea is a gorgeous property; lush with tropical landscaping....

    Pool Hot Tub
    FREE CANCELLATION

    $273 to $405/night

  5. HOUSE
    Kahana Sunset C7

    Kahana Sunset C7

    Lahaina, HI

    Beautifully decorated and appointed, two bedroom, two bath condo with a portable air conditioner in the living room. This unit has a covered lana and is steps to our secluded Keonenui Bay and our fabulous turtles!! The Bay is very swimmable and...

    Pool

    $276 to $332/night

  6. CONDOMINIUM
    Kamaole Sands #10-111

    Kamaole Sands #10-111

    Kihei, HI

    Kamaole Sands is the premiere property in South Kihei. Located across the street from Kamaole Beach III. Whale watch, swim, snorkel, walk miles on the beach and watch the most amazing sunsets imaginable. There are 15 acres of lush tropical...

    Pool Hot Tub
    FREE CANCELLATION

    $157 to $377/night

  7. CONDOMINIUM
    146

    146

    Kihei, HI

    Newly renovated one bedroom unit with ocean view. This vacation rental condo has been decorated with a white wash beach look; elegant and comfortable. The owner requests only 2 people maximum per stay, as the bedroom has a King bed fit for two. All...

    Pool
    FREE CANCELLATION

    $188 to $270/night

  8. HOUSE
    Ridge Villa 1422

    Ridge Villa 1422

    LAHAINA, HI

    This one bedroom split-level town home is located at The Ridge Villas in the Kapalua® Resort. Ocean views, full kitchen and a second bathroom make plenty of room for 4 guests. Let us provide you with the perfect island getaway! Perched on the...

    Pool Hot Tub

    $197 to $248/night

  9. VILLA
    Kapalua Bay Villa 34G5 Partial Ocean Front

    Kapalua Bay Villa 34G5 Partial Ocean Front

    Kapalua, HI

    New central AC system throughout! Stunning ocean views, new mattress, (2019), and a second private lanai off your master suite. Downstairs, a beautiful new well equipped kitchen The open and flexible floor plan offers a lovely setting and an...

    Pool

    $313 to $531/night

  10. CONDOMINIUM
    336

    336

    Kihei, HI

    This beautiful Maui Vacation rental unit 336, has a fantastic view of both Haleakala and the Ocean. Living room has nice bamboo & rattan island style furniture, including a rattan queen hide a bed. Upstairs master bedroom has queen size bed rattan...

    Pool
    FREE CANCELLATION

    $258 to $366/night

  11. CONDOMINIUM
    Nohonani #300

    Nohonani #300

    Lahaina, HI

    Nohonani 300 has recently completed a brand new renovation. Improvements include new carpeting and beautiful furnishings. This is an end unit on the third floor giving added privacy and a spectacular crows nest view of the outer islands and golden...

    Pool Hot Tub
    FREE CANCELLATION

    $274 to $403/night

  12. HOUSE
    Sugar Beach #115

    Sugar Beach #115

    KIHEI, HI

    **In 2019 the pool will be closed September 9th, through September 16th. Each year the pool will be closed for one week, starting on the second Monday of the month. Oceanfront condo located on Sugar Beach. This one bedroom ground floor condo is...

    Pool Hot Tub
    FREE CANCELLATION

    $352 to $468/night

  13. CONDOMINIUM
    Casa De Emdeko 222

    Casa De Emdeko 222

    Kailua-Kona, HI

    Casa De Emdeko, an oceanfront condominium complex, is located on famous Alii Drive just 1.5 miles south of Kailua Kona Village. This is a no-smoking property. This deluxe one bedroom unit with garden, fountain and partial ocean views from the lanai...

    Pool

    $128 to $210/night

  14. CONDOMINIUM
    Waikiki Banyan Tower 1 Suite 2507

    Waikiki Banyan Tower 1 Suite 2507

    Honolulu, HI

    Deluxe Condo with Diamond Head and Partial Ocean View Great views in a modern condo. Lots of extras to make your stay amazing.Relax with a flat screen TV with upgraded TV package on the comfortable seating choices in the living room. Sleeping...

    Pool Hot Tub

    $168 to $293/night

  15. APARTMENT
    KV702 THTH-PTO-00-ACH

    KV702 THTH-PTO-00-ACH

    Honolulu, HI

    Great Studio for someone doing a vacation on a budget! Kuhio Village 702 offers accommodations in Honolulu, just 650 feet from Saint Augustine by-the-Sea .ONLY 2 MINS 2 BEACH!! The property features views of the mountains and is 1,300 feet from...

    FREE CANCELLATION

    $110 to $144/night

  16. APARTMENT
    KV1201L THTH-PTO-00-ACH

    KV1201L THTH-PTO-00-ACH

    Honolulu, HI

    Enjoy the Penthouse floor, BRAND NEW UPGRADES, & Grand Mountain View w/ large balcony. It is a small unit with a queen bed and a kitchenette equipped with a built-in cook-top helps to save if you do not want to eat every meal out and a nice. Large...

    FREE CANCELLATION

    $110 to $163/night

  17. HOUSE
    Plantation 222

    Plantation 222

    Princeville, HI

    Enjoy distant ocean views from your own private lanai at Plantation 222. This bright and spacious condo has been recently refurbished and is an ideal place to spend your vacation in Paradise. This beautiful three-bedroom condo is furnished with 1...

    Pool Hot Tub

    $331 to $422/night

  18. CONDOMINIUM
    Kihei Alii Kai #D-406

    Kihei Alii Kai #D-406

    Kihei, HI

    The Kihei Alii Kai complex is across South Kihei Road from Kamaole Beach Park I, right in the heart of Kihei. From the complex, you're just a quick stroll from favorite restaurants, shopping, and world class beaches. On the grounds there is a...

    Pool Hot Tub
    FREE CANCELLATION

    $161 to $290/night

  19. CONDOMINIUM
    237

    237

    Kihei, HI

    One bedroom condo with slight Ocean View and beautiful garden and pool Views. Tile from entrance to lanai. Comfortable rattan furniture with nice wood dining set. Condo offers new bedroom furniture including new king bed. Queen hide-a-bed in living...

    Pool
    FREE CANCELLATION

    $188 to $270/night

  20. CONDOMINIUM
    205

    205

    Kihei, HI

    Great Ocean View! King bed in bedroom, queen sofa sleeper in living room. Wired & Wireless Internet, new flat screen TV in bedroom. Recent remodel includes wood flooring throughout, spacious kitchen cabinets, appliances & kitchenware. Second floor...

    Pool
    FREE CANCELLATION

    $188 to $270/night

  21. CONDOMINIUM
    Royal Kahana 812 1 Bdrm

    Royal Kahana 812 1 Bdrm

    Lahaina, HI

    Spectacular ocean views from the lanai of this eighth floor condominium. This spacious, one bedroom condo is filled with comfortable island décor. The bedroom features a new ultra comfortable queen size bed and ocean views. The living room has a...

    Pool
    FREE CANCELLATION

    $230 to $461/night

  22. 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

  23. CONDOMINIUM
    Wailea Elua Unit #1204

    Wailea Elua Unit #1204

    Wailea, HI

    Notes from the Owners: Wailea Elua Village #1204 is a beautiful two bedroom, two bath oceanfront condo that has been fully remodeled with top of the line appliances and the latest in furnishings. The large travertine flooring in the kitchen, dining,...

    Pool

    $785 to $1,347/night

  24. CONDOMINIUM
    Royal Mauian Unit #315

    Royal Mauian Unit #315

    Kihei, HI

    Royal Mauian is a unique six story oceanfront property located in South Kihei offering views of the clear blue Pacific. The property and adjacent Kamaole Beach together provide excellent locations for stunning sunsets, snorkeling, swimming, romantic...

    Pool

    $437 to $605/night

  25. 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

  26. CONDOMINIUM
    Kamaole Nalu Unit #201

    Kamaole Nalu Unit #201

    Kihei, HI

    A Note from the Owner: Contemporary, comfortable and completely remodeled with quality furnishing and fixtures. Both the living room and master bedroom have new TVs and there is Wi-fi of course! The master bedroom has a very comfortable bed with...

    $191 to $332/night

  27. CONDOMINIUM
    Menehune Shores Unit #510

    Menehune Shores Unit #510

    Maui, HI

    This unit was completely remodeled in 2013 with beautiful cabinets of carbonized bamboo (completely renewable, sustainable and simply gorgeous), yellow cedar ceilings, planking tile flooring, granite counter-tops, specialty bathroom fixtures (think...

    Pool

    $560 to $662/night

  28. CONDOMINIUM
    Kihei Beach Unit #409

    Kihei Beach Unit #409

    Kihei, HI

    Kihei Beach is a moderately sized six story beachfront property located in North Kihei. It offers sweeping views of Kahoolawe, Molokini and the dazzling Pacific Ocean and a friendly casual atmosphere. Fronting the property is Sugar Beach, well known...

    Pool

    $263 to $421/night

  29. CONDOMINIUM
    Wailea Ekahi Unit #24B

    Wailea Ekahi Unit #24B

    Wailea, HI

    Wailea Ekahi Village is a beautifully terraced property located at the entrance to the resort community of Wailea. This relaxing low-density property consists of 54 two-story buildings spread out over thirty-four acres of immaculate tropical...

    Pool

    $178 to $377/night

  30. CONDOMINIUM
    Kihei Beach Unit #307

    Kihei Beach Unit #307

    Kihei, HI

    Kihei Beach is a moderately sized six story beachfront property located in North Kihei. It offers sweeping views of Kahoolawe, Molokini and the dazzling Pacific Ocean and a friendly casual atmosphere. Fronting the property is Sugar Beach, well known...

    Pool

    $223 to $309/night