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
    D5-1 Bedroom Beachfront

    D5-1 Bedroom Beachfront

    Kihei, HI

    Ma'alaea Surf, Unit D5 - Newly renovated, and perfectly located, D5 is a ground floor unit, approximately 5 steps from the white sandy beach. This stylish unit features a new kitchen with top grade electrical appliances. Enjoy the large master suite...

    Pool
    FREE CANCELLATION

    $304 to $467/night

  2. CONDOMINIUM
    Menehune Shores #401

    Menehune Shores #401

    Kihei, HI

    Menehune Shores is uniquely situated adjacent to the historically important 16th century Alii (Royal) Fish Pond of Kalepolepo. Protected by offshore reefs, the Pond provides safe swimming for children and those wishing to avoid heavy surf. The...

    Pool
    FREE CANCELLATION

    $208 to $347/night

  3. CONDOMINIUM
    Wailea Elua #2110

    Wailea Elua #2110

    Wailea, 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 Hot Tub
    FREE CANCELLATION

    $458 to $725/night

  4. 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 large...

    Pool
    FREE CANCELLATION

    $161 to $290/night

  5. CONDOMINIUM
    AV 302- Kailua Kona Condo

    AV 302- Kailua Kona Condo

    Kailua Kona, HI

    Description Perched above tropical flora and fauna, this one-bedroom, top-floor couple’s retreat in Alii Villa offers plenty of space for two, plus all the classic Kona personality you seek from a Hawaiian resort. Glimpse ocean views as you relax...

    Pool

    $102 to $162/night

  6. CONDOMINIUM
    Hale Kamaole #237

    Hale Kamaole #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

    $196 to $281/night

  7. CONDOMINIUM
    Papakea A108

    Papakea A108

    Lahaina, HI

    Enjoy the sunsets from your living room and lanai and sleep to the sounds of the surf all night. Watch the whales from your lanai! Enjoy spectacular, panoramic views of the blue Pacific and the islands of Lana’i and Moloka’i. Hawaiian...

    Pool

    $258 to $381/night

  8. CONDOMINIUM
    Wailea Elua Unit #0302

    Wailea Elua Unit #0302

    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

    $448 to $823/night

  9. CONDOMINIUM
    Kihei Surfside, #612

    Kihei Surfside, #612

    Kihei, HI

    Kihei Surfside Resort is a unique six story oceanfront property located in South Kihei offering 180-degree views of the clear blue Pacific. The property and adjacent Keawekapu Beach together provide excellent locations for stunning sunsets,...

    Pool

    $185 to $427/night

  10. CONDOMINIUM
    Kihei Beach Unit #606

    Kihei Beach Unit #606

    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

    $241 to $326/night

  11. 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

  12. CONDOMINIUM
    Kamaole Nalu Unit #602

    Kamaole Nalu Unit #602

    Kihei, HI

    Kamaole Nalu Resort is a six story oceanfront property located in South Kihei. It offers time stopping views of the dazzling Pacific Ocean and a friendly casual atmosphere. Adjacent the property is Kamaole Beach, well known for its romantic sunsets,...

    Pool

    $247 to $394/night

  13. CONDOMINIUM
    Kihei Surfside Unit #211

    Kihei Surfside Unit #211

    Kihei, HI

    Kihei Surfside Resort is a unique six story oceanfront property located in South Kihei offering 180 degree views of the clear blue Pacific. The property and adjacent Keawekapu Beach together provide excellent locations for stunning sunsets,...

    Pool

    $208 to $448/night

  14. CONDOMINIUM
    Ko Olina Beach Villa (O1105)

    Ko Olina Beach Villa (O1105)

    Kapolei, HI

    This 3BD Penthouse Beach Villa is located on the 11th floor of the Ocean Tower and is 1,734 sq ft of luxury. It features ocean views the kitchen and living/dining area. The master bedroom has a private lanai with views of the golf course and...

    Pool Hot Tub

    $659 to $1,668/night

  15. 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

  16. CONDOMINIUM
    Kamahana 24

    Kamahana 24

    Princeville, HI

    Kamahana 24 overlooks the 5th hole of the Prince golf course with its lush open expanse and ocean views beyond. The beautiful white sands and tranquil waters of north shore Anini Beach are just a few minutes drive, and the view from Kamahana 24...

    Pool
    FREE CANCELLATION

    $183 to $214/night

  17. CONDOMINIUM
    Villas of Kamalii 37

    Villas of Kamalii 37

    Princeville, HI

    The elegant vacation rentals at the Villas of Kamalii are located on the scenic north shore, within a secure gated community in Princevillea. These 1800sf condos are just across the road from the clubhouse of the world class Makai golf course and...

    Pool
    FREE CANCELLATION

    $275 to $336/night

  18. CONDOMINIUM
    Villas on the Prince 28

    Villas on the Prince 28

    Princeville, HI

    Villas on the Prince 28 The Villas on the Prince is a gated community located in Princeville on the north shore of Kauai. The minimum stay is one month, and these elegant and upscale townhouses provide enough space and amenities to ensure your...

    Pool
    FREE CANCELLATION

    $164 to $183/night

  19. CONDOMINIUM
    Ilikai Hotel 801

    Ilikai Hotel 801

    Honolulu, HI

    Be one if the first to enjoy our home, 2 Pools Full Kitchen & Sleeps Four Guests 2 Pools, Queen Bed Suite plus Futon & Full Kitchen A fully equipped nicely spaced queen bedroom suite (with extra futon for 2 additional guests) at the Hawaii Five'O...

    Pool
    FREE CANCELLATION

    $151 to $219/night

  20. CONDOMINIUM
    Hale Kamaole #318

    Hale Kamaole #318

    Kihei, HI

    Kamaole Beach #3 is just across the street from Hale Kamaole. This beach is one of the best beaches in the world. Whale watch, snorkel, walk the beach and witness the most amazing sunsets imaginable. Hale Kamaole features two pool areas, charcoal...

    Pool
    FREE CANCELLATION

    $249 to $348/night

  21. CONDOMINIUM
    Haleakala Shores #A-211

    Haleakala Shores #A-211

    Kihei, HI

    Across from Kamaole Beach III. Haleakala Shores is a condominium complex located directly across from Kamaole Beach II and III.  The Kamaole Beaches are world class beaches with lifeguards, restrooms, showers, and playground with picnic areas. It...

    Pool
    FREE CANCELLATION

    $150 to $331/night

  22. CONDOMINIUM
    Waiohuli Beach Hale #C-112

    Waiohuli Beach Hale #C-112

    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

  23. CONDOMINIUM
    Ilikai Hotel 803

    Ilikai Hotel 803

    Honolulu, HI

    A King Size Bed & Futon at the Ilikai - Close to Everything & 2 Great Pools! A fully equipped nicely spaced one bedroom suite at the Hawaii Five'O famed Ilikai Hotel - Relax by one of the two pools, sip cocktails at Cinnamon's Bar & Restaurant or...

    Pool
    FREE CANCELLATION

    $144 to $219/night

  24. CONDOMINIUM
    Waikiki Dream Vacation

    Waikiki Dream Vacation

    Honolulu, HI

    Beautifully remodeled 2 bedroom 2 bath with large lanai facing Diamond Head with Ocean and Mountain Views. free assigned, covered and secure parking. One queen bed in master bedroom. 2 twins in the view suite can be put together. Located centrally...

    Pool Hot Tub

    $292 to $352/night

  25. APARTMENT
    KV1002 TH-PTO-00-ACH

    KV1002 TH-PTO-00-ACH

    Honolulu, HI

    Enjoy this tranquil unit located on the 10th floor with sweeping views of the Ko'olau mountains from your private balcony. Guests of this unit will enjoy a comfortable bed with new linens, large screen LCD TV with cable service, free in room WIFI...

    FREE CANCELLATION

    $118 to $149/night

  26. 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

  27. CONDOMINIUM
    Maui Banyan #B-204

    Maui Banyan #B-204

    Kihei, HI

    Maui Banyan Resort is situated on 8 acres of beautifully landscaped grounds located in South Maui across the street from the popular Kamaole Beach Park II. This white sandy beach is perfect for swimming and snorkeling. It is a 5-minute drive to the...

    Pool Hot Tub
    FREE CANCELLATION

    $196 to $377/night

  28. CONDOMINIUM
    Leinaala Oceanfront #405

    Leinaala Oceanfront #405

    Kihei, HI

    Leinaala is a small 24 unit oceanfront property with panoramic views. Each unit faces the ocean. Leinaala has a relaxed and private atmosphere with a great feeling of the aloha spirit. There is an oceanfront pool, gas barbecue for your use, and...

    Pool
    FREE CANCELLATION

    $244 to $406/night

  29. CONDOMINIUM
    Shores of Maui #124

    Shores of Maui #124

    Kihei, HI

    Shores of Maui is located across the street from Cove Park in Kihei, a popular surfing and stand-up paddling spot. It features a tennis court, barbecue grills, swimming pool, and hot tub. Unit #124 is a ground floor 1 bedroom, 1 bath end unit with...

    Pool
    FREE CANCELLATION

    $180 to $209/night

  30. CONDOMINIUM
    Waiohuli Beach Hale #D-221

    Waiohuli Beach Hale #D-221

    Kihei, HI

    Waiohuli Beach Hale is a small oceanfront complex located in Kihei Maui Hawaii along a long walking beach and near the bus route. This property has a great aloha feeling with a relaxed and quiet atmosphere. Each unit is steps from the ocean and is...

    Pool
    FREE CANCELLATION

    $157 to $277/night