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
    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 $920/night

  2. VILLA
    Vacation Home in Ko Olina Resort

    Vacation Home in Ko Olina Resort

    Kapolei, HI

    Ko Olina Kai is a peaceful gated community that offers all the tranquil privacy you could desire! The interior is spacious and homey with 2 bedrooms, 2 baths, a living room with an adjacent dining space, and a kitchen. This outstanding villa offers...

    Pool Hot Tub
    FREE CANCELLATION

    $152 to $158/night

  3. 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

  4. CONDOMINIUM
    Diamond Head Beach Hotel 1401

    Diamond Head Beach Hotel 1401

    Honolulu, HI

    Oceanfront - Spacious 1 Bd Penthouse With Large Living Area And Full Kitchen. Rooftop Penthouse - Sitting above the Pacific Ocean and nestled under Hawaii's iconic Diamond Head crater. Beautifully furnished with a light and airy ocean theme, this...

    FREE CANCELLATION

    $360 to $557/night

  5. CONDOMINIUM
    Sealodge J1

    Sealodge J1

    Princeville, HI

    Sealodge J1: Private, quiet and serene with oceanfront views all the way down the Anini Reef to the Kilauea lighthouse. On the edge of the bluff between the trees and the ocean, this condo sits alone like a separate little house, facing the sea....

    Pool
    FREE CANCELLATION

    $238 to $275/night

  6. CONDOMINIUM
    Kona Bali Kai 223- Oceanfront

    Kona Bali Kai 223- Oceanfront

    Kailua Kona, HI

    Lovely Oceanfront upgraded second floor 2bd2bth unit in Kona Bali Kai one of Kona's most popular oceanfront destinations. Watch the surfers at "Banyans" from your lanai at one of Kona's premier surfing spots. Light, Bright, and Airy with several...

    Pool
    FREE CANCELLATION

    $181 to $242/night

  7. CONDOMINIUM
    Kihei Bay Vista #A-201

    Kihei Bay Vista #A-201

    Kihei, HI

    Kihei Bay Vista is just across the street from the Whale Sanctuary and a very long stretch of beach. Windsurf, Whale watch, walk the beach and enjoy unbelievable sunsets. The Kihei Bay Vista is centrally located to shops, restaurants, activities and...

    Hot Tub
    FREE CANCELLATION

    $126 to $231/night

  8. CONDOMINIUM
    Poipu Kapili 46

    Poipu Kapili 46

    Koloa, HI

    Remaining August 2019 dates now discounted!! Air-conditioned, awesome view, and newly renovated inside, in sunny Poipu with the beach just a short walk away! This comfortable 1200sf one bedroom condo is absolutely perfect for a couple looking for...

    Pool
    FREE CANCELLATION

    $260 to $361/night

  9. CONDOMINIUM
    Luana Kai #A-205

    Luana Kai #A-205

    Kihei, HI

    Luana Kai is a large oceanfront complex in Kihei. It is centrally located to shops, activities, and restaurants. It features a large oceanfront pool, hot tub, shuffleboard, and gas grills for your use. There is an expansive lawn between the...

    Pool Hot Tub
    FREE CANCELLATION

    $180 to $342/night

  10. CONDOMINIUM
    Luana Kai #A-103

    Luana Kai #A-103

    Kihei, HI

    Luana Kai is a large oceanfront complex in Kihei. It is centrally located to shops, activities, and restaurants. It features a large oceanfront pool, hot tub, shuffleboard, and gas grills for your use. There is an expansive lawn between the...

    Pool Hot Tub
    FREE CANCELLATION

    $255 to $406/night

  11. CONDOMINIUM
    Wailea Ekolu #310

    Wailea Ekolu #310

    Wailea, HI

    Wailea Ekolu has several lovely pool areas as well as a large pavilion area for larger groups. There are also additional barbecue and picnic areas on the grounds with panoramic views of the ocean and the sunsets. The beautiful Mokapu and Ulua...

    Pool
    FREE CANCELLATION

    $302 to $534/night

  12. CONDOMINIUM
    Palms at Wailea #2205

    Palms at Wailea #2205

    Kihei, 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

    $363 to $747/night

  13. VILLA
    Fairway Villas Waikoloa N21

    Fairway Villas Waikoloa N21

    Waikoloa, HI

    Stay in our lovely 2 Bedroom 2 Bath villa overlooking the lake located in the Waikoloa Resort area. This Fairway Villa Unit is only 25 miles from Kona and 18 miles north of the airport. You will be minutes away from some of the world's best rated...

    Pool Hot Tub
    FREE CANCELLATION

    $197 to $407/night

  14. CONDOMINIUM
    Luana Kai #C-203

    Luana Kai #C-203

    Kihei, HI

    Luana Kai is a large oceanfront complex in Kihei. It is centrally located to shops, activities and restaurants. It features a large oceanfront pool, hot tub, shuffleboard, and five gas grills for your use. There is an expansive lawn between the...

    Pool
    FREE CANCELLATION

    $128 to $219/night

  15. CONDOMINIUM
    Fairway Villas Waikoloa A21

    Fairway Villas Waikoloa A21

    Waikoloa, HI

    Enjoy our 2 bedroom / 2 bath home for you and your family quietly tucked away along the Big Island's sunny Kohala Coast, Fairway Villas Waikoloa offers the crisp style, gracious elegance, and modern sophistication. The master bedroom has a king bed...

    Pool Hot Tub
    FREE CANCELLATION

    $197 to $407/night

  16. CONDOMINIUM
    A5-1 Beachfront Loft Suite

    A5-1 Beachfront Loft Suite

    Kihei, HI

    Maalaea Surf, Unit A5 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...

    FREE CANCELLATION

    $304 to $467/night

  17. CONDOMINIUM
    Palms Waikiki 720

    Palms Waikiki 720

    Honolulu, HI

    BRAND NEW LISTING! Stunning remodel, this modern 'euro styled' 7th floor suite comfortably accommodates two adults and is located steps from the Waikiki Marina, Dukes Beach and the Hilton Lagoon. Our place is ideal for couples or business people...

    Pool
    FREE CANCELLATION

    $168 to $197/night

  18. CONDOMINIUM
    Kamaole Sands #10-205

    Kamaole Sands #10-205

    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

    $213 to $383/night

  19. CONDOMINIUM
    Maui Sunset #A-407

    Maui Sunset #A-407

    Kihei, HI

    Maui Sunset is a fabulous oceanfront property in Kihei that has lush tropical landscaping, large pool which is heated during the winter months, hot tub, gas grills, work out room and tennis courts out on the beach for your use. Guests return here...

    Pool Hot Tub
    FREE CANCELLATION

    $201 to $403/night

  20. CONDOMINIUM
    Waiohuli Beach Hale #A-201

    Waiohuli Beach Hale #A-201

    Kihei, HI

    Gorgeous Remodeled Oceanfront Kihei Condo – 2BRYou can’t do better than this! Not only does this beautifully renovated second-floor unit have an unobstructed ocean view but the quality of the complex and its location cannot be beat. The ocean...

    Pool
    FREE CANCELLATION

    $289 to $593/night

  21. CONDOMINIUM
    Lower Honoapiilani Condo 2 Bedrooms Sleeps 4

    Lower Honoapiilani Condo 2 Bedrooms Sleeps 4

    Lahaina, HI

    Lower Honoapiilani Condo is one of the 56 condos on the property. It is a true hidden gem on the west side of Maui and just minutes from golfing, surfing, snorkeling, hiking, markets and white sand beaches with plenty of activities. Our condo is...

    FREE CANCELLATION

    $242 to $280/night

  22. CONDOMINIUM
    Kona Bali Kai Studio w/ Pool & Spa

    Kona Bali Kai Studio w/ Pool & Spa

    Kailua Kona, HI

    As part of the exclusive Kona Bali Kai Resort, this updated studio features a private balcony. Take a dip in the sparkling shared pool or soak in the spa.A prime location just steps from the popular Banyan Surf Beach; spend sun-filled days...

    Pool Hot Tub
    FREE CANCELLATION

    $110 to $241/night

  23. CONDOMINIUM
    1BR w/ Ocean View Lanai & Pool

    1BR w/ Ocean View Lanai & Pool

    Lahaina, HI

    Welcome to Hale Ono Loa! Relaxation comes easy at this ground-floor 1BR Lahaina condo, featuring a private ocean-view lanai and access to a shared pool.When you stay at Hale Ono Loa, you’ll have access to gas grills and a sundeck offering...

    Pool
    FREE CANCELLATION

    $142 to $275/night

  24. CONDOMINIUM
    Hale Kania Kai at Surf & Racquet 3302

    Hale Kania Kai at Surf & Racquet 3302

    Kailua-Kona,, HI

    The Surf & Racquet Club located just 5 miles South of Kona town is a beautiful condominium complex situated on 16 acres of impeccably landscaped grounds and boasts a large pool, 3 professional tennis courts, covered pavillions, a vollyball court,...

    Pool
    FREE CANCELLATION

    $279 to $401/night

  25. CONDOMINIUM
    Pikake A-4

    Pikake A-4

    Lahaina, HI

    An incredibly comfortable unit! This renovated one bedroom unit fronts directly on a beautiful white sand beach. You'll have just enough lawn area to stretch out and shake the sand off before stepping directly into your beautiful ocean side living...

    FREE CANCELLATION

    $195 to $324/night

  26. CONDOMINIUM
    Wai'ula'ula A202

    Wai'ula'ula A202

    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 Hot Tub
    FREE CANCELLATION

    $525 to $1,205/night

  27. CONDOMINIUM
    Sea Village 3-212

    Sea Village 3-212

    Kailua Kona, HI

    Our condo is on the second floor, providing increased privacy while giving an outstanding panoramic view of the ocean and Kailua Bay. From our lanai you can see all the activity in Kailua Bay and at night you can see the lights of Kailua Kona. Often...

    Pool
    FREE CANCELLATION

    $157 to $242/night

  28. CONDOMINIUM
    Kahana Villa F-410

    Kahana Villa F-410

    Lahaina, HI

    F-410 is the newest, most beautifully upgraded unit around - and the prices are FANTASTIC! There is literally nothing more you could ask for in a vacation rental condo. Everything is available to you. Upgraded kitchen, granite counter tops,...

    Pool
    FREE CANCELLATION

    $206 to $291/night

  29. CONDOMINIUM
    Valley Isle #1106

    Valley Isle #1106

    Lahaina, HI

    From the time you open your front door a magnet pulls you across the room directly to the balcony. It takes a few swallows to get that lump cleared from your throat. This is the view you see on the travel channel, travel books, magazines, and post...

    Pool
    FREE CANCELLATION

    $156 to $251/night

  30. CONDOMINIUM
    Surf & Racquet Club 4302

    Surf & Racquet Club 4302

    Keauhou, HI

    Recently upgraded and completely refurbished, our unique penthouse at Keauhou Surf & Racquet Club is a luxurious 3 bedroom / 2 bath unit with designer decorated furnishings , gourmet kitchen and unencumbered panoramic ocean views of the blue pacific...

    Pool
    FREE CANCELLATION

    $279 to $401/night