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.

Filter by Region:


Filter by Amenities:


Filter by Entertainment:


Close Filters
  1. CONDOMINIUM
    Sugar Beach Resort PH 14

    Sugar Beach Resort PH 14

    Kihei, HI

    The Sugar Beach Resort is the perfect destination for your tropical Hawaiian getaway! This oceanfront complex is just a few steps away from Maui's longest continual white sand beach, perfect for long strolls on the beach or enjoying postcard...

    Pool Hot Tub
    FREE CANCELLATION

    $428 to $579/night

  2. CONDOMINIUM
    Wailea Elua #102

    Wailea Elua #102

    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 Hot Tub
    FREE CANCELLATION

    $464 to $696/night

  3. CONDOMINIUM
    Maui Banyan #Q-403

    Maui Banyan #Q-403

    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
    FREE CANCELLATION

    $151 to $377/night

  4. 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 Hot Tub
    FREE CANCELLATION

    $464 to $725/night

  5. CONDOMINIUM
    Palms at Wailea #1005

    Palms at Wailea #1005

    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 walking beach. The Palms at Wailea is a gorgeous property; lush with tropical landscaping. There is...

    Pool Hot Tub
    FREE CANCELLATION

    $261 to $405/night

  6. CONDOMINIUM
    Waiohuli Beach Hale #B-205

    Waiohuli Beach Hale #B-205

    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

    $157 to $277/night

  7. CONDOMINIUM
    Grand Champions #151

    Grand Champions #151

    Wailea, HI

    THE VILLA LOCATION: Our REMODELED and PROFESSIONALLY DECORATED villa overlooks the gorgeous fairways of the Wailea Blue golf course, our location is known as GOLF FRONT. Watch the putting on the 1st green! We are located in a very private and serene...

    Pool Hot Tub
    FREE CANCELLATION

    $184 to $289/night

  8. CONDOMINIUM
    Waiohuli Beach Hale #D-220

    Waiohuli Beach Hale #D-220

    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

    $157 to $277/night

  9. TOWNHOUSE
    Kulalani at Mauna Lani #405

    Kulalani at Mauna Lani #405

    Kamuela, HI

    Welcome to our beautifully appointed town home at Kulalani, located at the prestigious Mauna Lani Resort on the Big Island of Hawaii. Kulalani is one of the newest developments in Mauna Lani and boasts the largest and best pools and workout center...

    Pool
    FREE CANCELLATION

    $401 to $731/night

  10. CONDOMINIUM
    Hale Mahina A-403

    Hale Mahina A-403

    Lahaina, HI

    This two-bedroom, two bath has an open floor plan and gives it the feeling of a penthouse. Living room and kitchen are sunken with a large spacious deck; totally unobstructed view of the beach and ocean. The upstairs bedroom is a large loft that...

    Pool Hot Tub
    FREE CANCELLATION

    $234 to $369/night

  11. CONDOMINIUM
    Leilani

    Leilani

    Waikoloa, HI

    Description for Beach Villas H4 Flawless vacations start at Waikoloa Beach Resort, from its lush, palm-shaded grounds and lava rock swimming pool, to its gourmet kitchens and private lanais scented by tropical flowers. This coveted 3-bedroom,...

    Pool Hot Tub

    $322 to $641/night

  12. CONDOMINIUM
    Hale Kaimana

    Hale Kaimana

    Kamuela, HI

    Mauna Kea condo description Rare 3BR * Sleeps 6 * Panoramic Ocean Views * On 4th Fairway * Amenity Cards Available with fee*  Kumulani G-1, our 3-bedroom, 2-bathroom condominium home in the world-famous Mauna Kea Resort, has an Ocean view and...

    Pool Hot Tub

    $342 to $646/night

  13. CONDOMINIUM
    Kolepa Aloha

    Kolepa Aloha

    Waikoloa, HI

    Description : Views of Mauna Kea and emerald fairways are yours at this two-bedroom, two-bath vacation rental at Fairway Villas, located within the prestigious Waikoloa Beach Resort. Step onto your private, covered lanai with the day's first cup of...

    Pool Hot Tub

    $162 to $401/night

  14. CONDOMINIUM
    Hale Mali'e

    Hale Mali'e

    Waikoloa, HI

    Aloha to Hale Mall'e, (House of the Calm Water) Palm-Shaded 3BR Oasis at Beautiful Hali’i Kai 2E   Say aloha to balmy breezes, resort amenities and Big Island adventures.   This 3 bedroom, 2 bath condominium vacation rental backs up to the...

    Pool

    $294 to $598/night

  15. CONDOMINIUM
    Surfs Up

    Surfs Up

    Waikoloa, HI

    Stunning mountain and garden views surround you in this newly renovated, well-appointed end unit ground floor Villa, our second home. A spacious 3 bedroom, 1407 sq ft offers room for everyone. The Villa sleeps up to six people (king, queen and two...

    Pool Hot Tub

    $286 to $586/night

  16. CONDOMINIUM
    Kihei Bay Vista #C-108

    Kihei Bay Vista #C-108

    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 complex features a lovely pool, hot tub and gas grills for your use. There...

    Pool Hot Tub
    FREE CANCELLATION

    $126 to $231/night

  17. CONDOMINIUM
    Aina Nalu Condo H104

    Aina Nalu Condo H104

    Lahaina, HI

    We invite you to come and stay in our upgraded condo just two blocks from famous Front Street!  Relax and enjoy Coconut Condos Premier 2bd/1ba Aina Nalu condo in Lahaina, Maui. 772 sq. ft. for spacious living for up to 6 adults (queen bed in...

    Pool
    FREE CANCELLATION

    $192 to $579/night

  18. CONDOMINIUM
    Valley Isle #1104

    Valley Isle #1104

    Lahaina, HI

    Perched on the 11th floor of the beautiful, lush, ocean-front Valley Isle Resort, this 1-Bedroom/1-Bath condo boasts panoramic views of the ocean and the islands of Molokai'i and Lana'i. The best sunsets you can imagine. Whale-watching at its best....

    Pool
    FREE CANCELLATION

    $173 to $291/night

  19. CONDOMINIUM
    Noelani #219

    Noelani #219

    Lahaina, HI

    One way to enhance an ocean view is to wrap it in lush lawns and gardens. Add to that not one, but two oceanfront pools and a Jacuzzi, and what more can you ask for? How about being as close to the ocean as you can possibly get without being on a...

    Pool Hot Tub
    FREE CANCELLATION

    $173 to $251/night

  20. CONDOMINIUM
    G5-1 Bedroom Oceanfront

    G5-1 Bedroom Oceanfront

    Kihei, HI

    Ma'alaea Surf, Unit G5 - Just steps from one of Maui’s longest white sand beaches, recently renovated G-5 has all the amenities of a luxury resort. Centrally located between the tourists centers of Lahaina/Kapalua and Wailea/Makena, Maalaea Surf...

    Pool
    FREE CANCELLATION

    $259 to $428/night

  21. CONDOMINIUM
    C4-1 Bedroom Oceanfront

    C4-1 Bedroom Oceanfront

    Kihei, HI

    Ma'alaea Surf, Unit C4 is totally upgraded, Ma'alaea Surf C-4 is a conveniently located ground floor unit, just steps away from the small pool. This beautiful unit features a contemporary, well-equipped kitchen, with alder cabinets and Caesarstone...

    Pool
    FREE CANCELLATION

    $259 to $428/night

  22. CONDOMINIUM
    D1-2 Bedroom Beachfront

    D1-2 Bedroom Beachfront

    Kihei, HI

    Ma'alaea Surf, Unit D1 is a conveniently located ground floor unit, direct beachfront, just steps away from the beach. This unit features a full kitchen and dining table. The master bedroom has a king size bed. The guest room also features a king...

    Pool
    FREE CANCELLATION

    $416 to $664/night

  23. CONDOMINIUM
    A1-2 Bedroom Beachfront

    A1-2 Bedroom Beachfront

    Kihei, HI

    Maalaea Surf, Unit A1 is a conveniently located ground floor unit, direct beachfront, just steps away from the beach. This unit features an updated kitchen with convection oven, dishwasher and large refrigerator. The master bedroom has twin beds....

    Pool
    FREE CANCELLATION

    $416 to $664/night

  24. CONDOMINIUM
    C1-2 Bedroom Oceanfront

    C1-2 Bedroom Oceanfront

    Kihei, HI

    Ma'alaea Surf, Unit C1 is deluxe in every sense. C1 is a conveniently located ground floor unit, just steps from the small pool. This unit is splendidly furnished. Enjoy ocean front outdoor living on your large private lanai with enough seating for...

    Pool
    FREE CANCELLATION

    $377 to $591/night

  25. CONDOMINIUM
    B2-1 Bedroom Oceanfront

    B2-1 Bedroom Oceanfront

    Kihei, HI

    Maalaea Surf, Unit B2, is a conveniently located ground floor unit, just steps away from the pool and ocean. This luxurious unit features a fully furnished kitchen, large master suite with king size bed and a queen size sofa bed in the living room....

    Pool
    FREE CANCELLATION

    $259 to $428/night

  26. CONDOMINIUM
    D4-1 Bedroom Beachfront

    D4-1 Bedroom Beachfront

    Kihei, HI

    Ma'alaea Surf, Unit D4 - Deluxe in every sense. D4 is an ideally located ground floor unit, approximately 5 steps from the white sandy beach. This luxurious unit features a contemporary kitchen. Enjoy the ocean views and Maui's majestic sunset from...

    Pool
    FREE CANCELLATION

    $304 to $467/night

  27. CONDOMINIUM
    D10-Beachfront Loft Suite

    D10-Beachfront Loft Suite

    Kihei, HI

    Ma'alaea Surf, Unit D10 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...

    Pool
    FREE CANCELLATION

    $304 to $467/night

  28. CONDOMINIUM
    Mahina Surf 205 Condo

    Mahina Surf 205 Condo

    Lahaina, HI

    We welcome you to come and enjoy the pristine Pacific Ocean views that warmly greet you from our Mahina Surf 205 lanai.  This unit has a private bedroom, a loft, 2 full bathrooms, a queen sofa sleeper in the living room, and is conveniently cooled...

    Pool
    FREE CANCELLATION

    $274 to $649/night

  29. CONDOMINIUM
    Mauna Lani Terrace K301

    Mauna Lani Terrace K301

    Kamuela, HI

    Welcome to our new addition at the #1 rated Mauna Lani Terrace unit K-301. A lovely spacious 1 bedroom, 2 bath Top floor unit with Ocean views across tranquil ponds. Feel the soft breezes and relax on your own private lanai as your own personal...

    Pool
    FREE CANCELLATION

    $340 to $644/night

  30. HOUSE
    Hale Huna Kai- Oceanfront

    Hale Huna Kai- Oceanfront

    Kailua Kona, HI

    Hale Huna Kai is located within a mile of Kona town on Alli Drive. It is constructed on two lots and thusly has twice the ocean frontage. Recent upgrades include new tile in living room and kitchen, and new carpet in all the bedrooms. Two King...

    FREE CANCELLATION

    $522 to $700/night