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
    Mahana Resort #804

    Mahana Resort #804

    Lahaina, HI

    Ocean front on the 8th floor on North Ka’anapali beach. Bamboo floors, Hawaiian artwork and sculptures; remodeled and decorated by a local island designer providing welcoming island hospitality in each room. Queen sofa sleeper new as of Sep '15....

    Pool
    FREE CANCELLATION

    $319 to $574/night

  2. CONDOMINIUM
    Papakea #L407

    Papakea #L407

    Lahaina, HI

    Fourth floor 2 bedroom, 1 bath vacation condo with ocean views in North Ka'anapali. This condo features a king bed in the master bedroom downstairs. The bathroom which is downstairs features a tub/shower combo. The loft upstairs serves as a guest...

    Pool
    FREE CANCELLATION

    $290 to $653/night

  3. HOUSE
    Hale Pua

    Hale Pua

    Kailua Kona, HI

    Hale Pua (“House of Flowers”) now features AC as an option in all of its sleeping areas: five king bedrooms, one bunkroom with four twin beds and game room with queen sofabed. This special home is maybe the only 6 bed/6 full bath oceanfront...

    Pool

    $1,938 to $3,030/night

  4. CONDOMINIUM
    Waiohuli Beach Hale #D-124

    Waiohuli Beach Hale #D-124

    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

  5. 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
    FREE CANCELLATION

    $191 to $383/night

  6. CONDOMINIUM
    Waikiki Banyan Tower 1 Suite 3007

    Waikiki Banyan Tower 1 Suite 3007

    Honolulu, HI

    Diamond Head and Ocean View Condo High-level condo with a fantastic view of Diamond Head, the ocean and the recreation deck. Sleeping arrangements include a queen-sized bed and full-sized bed the bedroom, along with a sofa sleeper in the living...

    Pool Hot Tub

    $146 to $281/night

  7. CONDOMINIUM
    Cliffs 5205

    Cliffs 5205

    Princeville, HI

    Ocean view, with 1172 sq. ft. of living space, including one bedroom and two full baths at Cliffs 5205. Enjoy private ocean view lanai. Bedroom with king bed, additional queen sleeper sofa, it accommodates 4 people comfortably. Full kitchen,...

    Pool Hot Tub
    FREE CANCELLATION

    $107 to $406/night

  8. CONDOMINIUM
    Kona Pacific B310

    Kona Pacific B310

    Kailua Kona, HI

    Please note that this property was previously managed by Boundless Hawaii. In the interest of providing our guests with the highest level of service, we at Boundless Hawaii have joined the team at Elite Pacific Vacations. Although we “lost” our...

    Pool

    $238 to $480/night

  9. CONDOMINIUM
    Kamaole Sands #7-305

    Kamaole Sands #7-305

    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 $365/night

  10. CONDOMINIUM
    Kihei Bay Vista #C-206

    Kihei Bay Vista #C-206

    Kihei, HI

    The Kihei Bay Vista is a wonderful property. It is located in Kihei Maui, just steps from the ocean. It has a pool and hot tub, gas grills for your use as well as an outdoor dining area. This property is one of the great finds for the price in...

    Pool
    FREE CANCELLATION

    $138 to $231/night

  11. HOUSE
    7 C's Kona (Big Island)

    7 C's Kona (Big Island)

    Kailua Kona, HI

    ***Please note there is a 7 night minimum during the holidays. Christmas reservations must check out by 10AM on Dec. 27 and New Year's reservations can check in on Dec. 27 or after for a week. There is a 14 night minimum to book both Christmas and...

    Pool

    $482 to $720/night

  12. CONDOMINIUM
    Maui Banyan #G-209

    Maui Banyan #G-209

    Kihei, HI

    The Elevator for G & H building will be closed for Elevator Modernization starting at 10:00 am Monday September 10, 2018. We will have a bellman to help with luggage. New to the Rental Market is a two bedroom and two bathroom condo at the Maui...

    Pool Hot Tub
    FREE CANCELLATION

    $390 to $491/night

  13. HOUSE
    Awapuhi Hale

    Awapuhi Hale

    Koloa, HI

    Relax into resort-style living in this nearly 2,100-square foot, fully air-conditioned home on a Kiahuna Golf Club fairway in the new Wainani at Poipu neighborhood. Awapuhi Hale is a beautifully appointed single-level home with vaulted ceilings and...

    Pool Hot Tub

    $542 to $1,417/night

  14. CONDOMINIUM
    Aina-Nalu B204

    Aina-Nalu B204

    Lahaina, HI

    Relax and unwind at our beautiful 2 bedroom, 2 bathroom luxury condo at Aina-Nalu.  This elegant unit features high vaulted ceilings and sky lights to create a bright, beautiful, open environment. There is an ultra comfortable King bed in the...

    Pool
    FREE CANCELLATION

    $230 to $410/night

  15. CONDOMINIUM
    Kamaole Sands 06-405

    Kamaole Sands 06-405

    KIHEI, HI

    You will not be disappointed! This well-appointed two bedroom garden view condo has been remodeled and has new furnishings throughout. The main floor bedroom has two twin beds and there is a full bath located just outside the bedroom. The loft...

    Pool
    FREE CANCELLATION

    $379 to $482/night

  16. CONDOMINIUM
    Kona Alii 201

    Kona Alii 201

    Kailua-Kona, HI

    Right in the middle of town in walking distance from the Kona Pier. Remodeled and AC included. The pictures say it all! The unit has a Queen size sofa sleeper so can sleep 4 people comfortably. Stroll down Alii Drive and you will find a variety...

    Pool

    $181 to $309/night

  17. 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

    $126 to $219/night

  18. HOUSE
    Kauai Gardens Estate TVNC# 1149

    Kauai Gardens Estate TVNC# 1149

    Anahola, HI

    TVNC# 1149 *** FREE $50 Grocery Gift Card for 7-Night Stays or more! Valid on bookings made from February 23, 2019 and onwards*** Peace and privacy await on this secluded property at the end of a cul-de-sac, overlooking the breathtaking blues of...

    $631 to $1,256/night

  19. CONDOMINIUM
    Palm Leaf Condominium

    Palm Leaf Condominium

    Kamuela, HI

    Find outdoor living at its finest at the 2-bedroom, 2.5-bath Kulalani 104 at Mauna Lani. Several spacious, private lanais offer lush tropical views, including one with al fresco dining and a luxury outdoor kitchen with built-in stainless BBQ. With...

    Pool Hot Tub

    $238 to $598/night

  20. CONDOMINIUM
    Kahana Reef 313

    Kahana Reef 313

    LAHAINA, HI

    **Kahana Reef is currently undergoing construction to the South-end of the Seawall, now through November 2018.The seawall construction is not taking place in front of this unit, but there will be residual noise. This unit is available to rent, but...

    Pool
    FREE CANCELLATION

    $306 to $359/night

  21. CONDOMINIUM
    Poolside Aina Nalu Condo D109

    Poolside Aina Nalu Condo D109

    Lahaina, HI

    We invite you to come and stay in our upgraded condo just two blocks from famous Front Street!  Relax and enjoy Poolside Premier Platinum 2bd/2ba Aina Nalu condo in Lahaina, Maui. Walk out the back door to the beautiful Balinese-inspired infinity...

    Pool
    FREE CANCELLATION

    $256 to $642/night

  22. CONDOMINIUM
    Lahaina Condo I205

    Lahaina Condo I205

    St. 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 1bd/1ba Aina Nalu condo in Lahaina, Maui. 515 sq. ft. for spacious living for up to 4 adults (king bed in master...

    Pool
    FREE CANCELLATION

    $166 to $553/night

  23. CONDOMINIUM
    Hale Kalena (Kanaloa 701)

    Hale Kalena (Kanaloa 701)

    Kailua Kona, HI

    Tropical gardens and oceanfront views surround this 1800sqft peaceful 2 bedroom centrally air conditioned condo. With 3 pools facing the ocean, 2 resurfaced tennis courts, and a relaxing BBQ area, this condominium complex provides wonderful...

    Pool

    $204 to $304/night

  24. CONDOMINIUM
    Kuhio Village Condominium 1101A

    Kuhio Village Condominium 1101A

    Honolulu, HI

    Two short blocks to the World's most famous beach. Wake up and enjoy beautiful ocean views and tropical breezes from your eat-in kitchen or spacious lanai. This is unit is one of our most popular and once you see the ocean views for yourself, you'll...

    FREE CANCELLATION

    $124 to $219/night

  25. CONDOMINIUM
    Kamaole Sands #2-306

    Kamaole Sands #2-306

    Kihei, HI

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

    Pool
    FREE CANCELLATION

    $196 to $347/night

  26. APARTMENT
    Waikiki Banyan Tower 1 Suite 911

    Waikiki Banyan Tower 1 Suite 911

    Honolulu, HI

    Deluxe Pool View Waikiki Condo Upgraded condo suite only one block from the world famous Waikiki Beach! Check out the view of the Diamond Head mountain range and pool from the lanai. Sleeping arrangements include a queen-sized bed and full-sized...

    Pool Hot Tub

    $146 to $259/night

  27. CONDOMINIUM
    Waikiki Banyan Tower 2 Suite 1204

    Waikiki Banyan Tower 2 Suite 1204

    Honolulu, HI

    Partial Ocean View Condo Enjoy the comforts of home at an affordable price in this Waikiki Banyon deluxe condo on the 12th floor in tower 2. Fully-equipped kitchen with standard kitchen wares. Great counter space and seating for 4 on the eat-in...

    Pool Hot Tub

    $146 to $259/night

  28. CONDOMINIUM
    H2-1 Bedroom Beachfront

    H2-1 Bedroom Beachfront

    Kihei, HI

    Ma'alaea Surf, Unit H2 - Beautifully appointed, H2 is an ideally located ground floor unit, approximately 5 steps from the white sandy beach. This comfortable unit features a contemporary kitchen and a large living area that looks out on the ocean....

    Pool
    FREE CANCELLATION

    $304 to $467/night

  29. CONDOMINIUM
    A3-1 Bedroom Beachfront

    A3-1 Bedroom Beachfront

    Kihei, HI

    Ma'alaea Surf, Unit A3 is a conveniently located ground floor condo, just steps from Sugar beach. This condo features a full kitchen and dining table. The master bedroom has a king sized bed. The large living room has expansive views and a flat...

    Pool
    FREE CANCELLATION

    $304 to $467/night

  30. CONDOMINIUM
    Wai'ula'ula D201 Condominium

    Wai'ula'ula D201 Condominium

    Waimea, 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, located on the Hapuna Golf Course. This recently built luxury development...

    Pool
    FREE CANCELLATION

    $481 to $1,174/night