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
    Kihei Garden Estates #A-102

    Kihei Garden Estates #A-102

    Kihei, HI

    Kihei Garden Estates is a lovely property right across the street from Waiohuli Beach. Kihei Garden Estates boasts a family friendly gathering area, seating up to 25 people to your Bar-B-Q feast under the covered pavilion. Enjoy this full outdoor...

    Pool Hot Tub
    FREE CANCELLATION

    $115 to $196/night

  2. CONDOMINIUM
    Pali Ke Kua 117

    Pali Ke Kua 117

    Princeville, HI

    Relax in comfort in this one bedroom condo located on the north shore of Kauai at Pali Ke Kua. Enjoy stunning ocean views from your unit or take it all in from your private lanai with a refreshing, cold drink. Pool and hot tub on site. Make sure to...

    Pool Hot Tub

    $259 to $301/night

  3. CONDOMINIUM
    Waikiki Banyan Tower 2 Suite 1214

    Waikiki Banyan Tower 2 Suite 1214

    Honolulu, HI

    Standard Corner Condo Located only 1 block from world-famous Waikiki Beach this 12th floor corner unit is one of Waikiki's best values! Fully-equipped kitchen with standard kitchen wares and larger dining area that has a table for 4 people....

    Pool Hot Tub

    $146 to $247/night

  4. CONDOMINIUM
    Kamaole Sands #1-406

    Kamaole Sands #1-406

    Kihei, HI

    Kamaole Sands is the premiere property in South Kihei. Kamaole Sands is 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...

    Pool Hot Tub
    FREE CANCELLATION

    $219 to $406/night

  5. CONDOMINIUM
    Waiohuli Beach Hale #C-211

    Waiohuli Beach Hale #C-211

    Kihei, HI

    Waiohuli Beach Hale is a small oceanfront complex located in Kihei Maui Hawaii. This property has a great aloha feeling with a relaxed and quiet atmosphere. Each unit is steps from the ocean and is centrally located to great shopping, restaurants,...

    Pool
    FREE CANCELLATION

    $208 to $347/night

  6. HOUSE
    Rainbow Hale Estate

    Rainbow Hale Estate

    Lahaina, HI

    Maui's Premier Vacation Home! Rainbow Hale Estate Kaanapali! Family Retreat, Private Honeymoon Retreat! Surrounded by 5 acres of Maui tropical plantation, lies a BRAND NEW spectacular estate you've always dreamed of, with the lifestyle you've always...

    Pool

    $1,661 to $2,429/night

  7. CONDOMINIUM
    Wailea Elua #207

    Wailea Elua #207

    Kihei, HI

    The Wailea Elua is the premier ocean front property in Wailea. Situated right on Ulua Beach, it has one of the best locations in Wailea. There are miles of spectacular walking paths that follow the ocean In addition the property has two swimming...

    Pool
    FREE CANCELLATION

    $464 to $725/night

  8. APARTMENT
    KV1208A THTH-PTO-00-CHK

    KV1208A THTH-PTO-00-CHK

    Honolulu, HI

    Nice and clean, renovated studio with a large lanai with a fabulous ocean view! Cozy studio with soft full size bed and mounted flat screen TV with cable. Below TV is unlimited WiFi! Unit features Kitchenette with microwave, coffee, hot plate...

    FREE CANCELLATION

    $109 to $171/night

  9. APARTMENT
    KV1201R THTH-PTO-00-ACH

    KV1201R THTH-PTO-00-ACH

    Honolulu, HI

    Enjoy being in the center of Waikiki, Penthouse floor & short walk to BEACH. Inside is a Queen bed with bathroom with draws below for extra storage. Flat Screen TV, Free Wifi, Kitchenette with built-in Cook-top. Linens and towels are provided. Unit...

    FREE CANCELLATION

    $111 to $169/night

  10. CONDOMINIUM
    Ewa Hotel Waikiki #510

    Ewa Hotel Waikiki #510

    Honolulu, HI

    Convenient and comfortable studio kitchenette unit in Waikiki. Great for a trio of friends or family traveling together with enough bedding for everyone. Unit features 2 double beds and a day bed for lounging or comfortable use as an extra bed. For...

    FREE CANCELLATION

    $200 to $593/night

  11. CONDOMINIUM
    Royal Kahana Unit #1202

    Royal Kahana Unit #1202

    Kahana, HI

    Fantastic penthouse ocean views from this condo on the ocean at Kahana Bay. Decorated in a tropical theme, it makes a relaxing vacation for a couple or family of three. Both the kitchen and bathroom (no tub) have been remodeled with new appliances...

    Pool
    FREE CANCELLATION

    $151 to $638/night

  12. CONDOMINIUM
    Keauhou Kona Surf & Racquet Club 3202

    Keauhou Kona Surf & Racquet Club 3202

    Kailua Kona, HI

    Welcome to Keauhou Kona Surf & Racquet Club, Unit #3-202. This beautiful, direct oceanfront condo is Hawaiian Living at it's finest. Hear the ocean directly from the living room, lanai, and master bedroom. This condo is located on the 2nd floor of...

    Pool
    FREE CANCELLATION
  13. HOUSE
    Hilo Shangrila

    Hilo Shangrila

    Keaau, HI

    Let the oceanfront, gated retreat of Hilo Shangrila envelope you, with its private saltwater pool, hot tub, and covered lanai, all just a stone's throw from the peaceful Pacific. New air conditioning has been added in all bedrooms for total guest...

    Pool Hot Tub

    $423 to $571/night

  14. CONDOMINIUM
    Kihei Garden Estates #G-103

    Kihei Garden Estates #G-103

    Kihei, HI

    Kihei Garden Estates is a lovely property right across the street from Waiohuli Beach. Kihei Garden Estates boasts a family friendly gathering area, seating up to 25 people to your barbecue feast under the covered pavilion. Enjoy this full outdoor...

    Pool Hot Tub
    FREE CANCELLATION

    $145 to $244/night

  15. CONDOMINIUM
    Grand Champions #50

    Grand Champions #50

    Wailea, HI

    The nearby Ulua and Mokapu Beaches are a quick drive down the hill from The Grand Champions Villas in Wailea. The complex is surrounded by lovely tropical gardens. It is located in the exclusive Wailea Resort. The complex offers two swimming pools,...

    Pool
    FREE CANCELLATION

    $231 to $347/night

  16. CONDOMINIUM
    Maui Beach Resort #C-403

    Maui Beach Resort #C-403

    Kihei, HI

    Unit C403 at the Maui Beach Resort is an ocean view 1 Bedroom 1 Bath unit that can sleep 3. It is right across the street from the beach and from this 4th floor unit you have a panoramic ocean view. There is a full kitchen, washer/dryer & internet...

    Pool Hot Tub
    FREE CANCELLATION

    $150 to $208/night

  17. HOUSE
    Lanikai La'i Hale

    Lanikai La'i Hale

    Kailua, HI

    Enjoy ocean views from every room featured in this home with panoramic views from Kailua to Lanikai. With magical sunrises over the Mokulua islands and sunsets over Pillbox hike. This home set atop the hillside of Lanikai provides privacy from the...

    $1,018 to $1,315/night

  18. CONDOMINIUM
    Pali Ke Kua 15

    Pali Ke Kua 15

    Princeville, HI

    Relax in Paradise at Pali Ke Kua. Enjoy extraordinary views from your lanai of the Hanalei mountains or take a stroll down to Pali Ke Kua's secret beach via a private, paved path. This condo is perfect for a small family vacation or a couples...

    Pool Hot Tub

    $241 to $283/night

  19. HOUSE
    Bay Villa 38G3

    Bay Villa 38G3

    Kapalua, HI

    Maui oceanfront condos above Oneloa Bay and the Ritz Carlton Kapalua. The Kapalua Bay Villas are located Oceanfront in Kapalua Maui, Hawaii. This towhouse has all new furniture, stainless steele appliances, flat screen TV's, dvd, cd player,...

    Pool

    $248 to $304/night

  20. CONDOMINIUM
    Pali Ke Kua 127

    Pali Ke Kua 127

    Princeville, HI

    Pali Ke Kua is a great location for families and friends to spend their vacation. Enjoy the convenience of an outdoor pool and hot tub, BBQ and picnic area, as well as a private, paved path down to Pali Ke Kua's own secret beach. This beautiful, two...

    Pool Hot Tub

    $362 to $422/night

  21. CONDOMINIUM
    Sealodge A6

    Sealodge A6

    Princeville, HI

    Enjoy a picnic or snorkel trip just steps from your door. This Kauai vacation rental is a great choice for a those in search of more seclusion & peaceful surroundings. There are oceanfront views from everywhere in this condo -- with great whale...

    Pool

    $235 to $301/night

  22. HOUSE
    Hale Hookaana

    Hale Hookaana

    Kailua Kona, HI

    Nicely manicured property with large grassy areas and fruit trees. Huge lanai, partially covered for relaxing and BBQ's, Main house consists of a gourmet kitchen with center Island, living room area with wrap around couch and large HD TV, dining...

    $304 to $609/night

  23. VILLA
    Colony Villas at Waikoloa Beach Resort #2204

    Colony Villas at Waikoloa Beach Resort #2204

    Waikoloa, HI

    Aloha and welcome to our Big Island getaway. Our Villa was purchased in March of 2011 and is a part of the Waikoloa Colony Villas located within the exclusive Waikoloa Beach Resort. Located just eighteen miles north of the Kona Airport, this premier...

    Pool
    FREE CANCELLATION

    $184 to $464/night

  24. CONDOMINIUM
    Maui Eldorado: Maui Condo J206

    Maui Eldorado: Maui Condo J206

    Kaanapali, HI

    Enjoy a premier ocean view from the J block at the Maui Eldorado Resort located right on the famous Maui Kaanapali Golf Course. Closest condo to the #1 Kannapali Beach. Modern decor with a touch of tropical Haiwaiian elegance adorn this one bedroom...

    Pool
    FREE CANCELLATION

    $282 to $628/night

  25. CONDOMINIUM
    Kihei Kai Nani #2-210

    Kihei Kai Nani #2-210

    Kihei, HI

    Kihei Kai Nani is located right across from the world renowned Kamaole Beach #2. This gorgeous beach is famous for its long sandy shoreline, clean clear water for snorkeling, and great body surfing. Whale watch, paddle board, walk the beach and...

    Pool
    FREE CANCELLATION

    $128 to $208/night

  26. CONDOMINIUM
    Kamaole Sands 04-312

    Kamaole Sands 04-312

    Kihei, HI

    One bedroom condo at the Kamaole Sands in South Kihei. This unit has a Queen bed in the bedroom and a sofa bed in the living room, allowing this unit to accommodate up to four (4) people. There is a fully equipped kitchen and a dining and living...

    Pool
    FREE CANCELLATION

    $265 to $327/night

  27. CONDOMINIUM
    Maui Kamaole b-204

    Maui Kamaole b-204

    KIHEI, HI

    Beautifully remodeled Two bedroom and two baths Garden View Condo. This Condo sleeps up to six (6) people with a King bed in the main floor bedroom and a Queen bed and twin daybed in the loft bedroom, as well as a pull out sofa bed in the living...

    Pool
    FREE CANCELLATION

    $404 to $514/night

  28. CONDOMINIUM
    Sugar Beach 522

    Sugar Beach 522

    Kihei, HI

    **The Pool will be CLOSED beginning September 10th, through September 17th, 2018. 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....

    Pool Hot Tub
    FREE CANCELLATION

    $352 to $468/night

  29. CONDOMINIUM
    Sugar Beach #406

    Sugar Beach #406

    Kihei, HI

    **The Pool will be CLOSED beginning September 10th, through September 17th, 2018. 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....

    Pool Hot Tub
    FREE CANCELLATION

    $299 to $412/night

  30. CONDOMINIUM
    Kauhale Makai 411

    Kauhale Makai 411

    KIHEI, HI

    Please note: Kauhale Makai is undergoing exterior building maintenance. Stunning panoramic ocean views are seen from every room of this ocean front condo. This unit is great for two couples or a family of six as it accommodates up to six people....

    Pool
    FREE CANCELLATION

    $365 to $449/night