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
    Valley Isle #1206

    Valley Isle #1206

    Lahaina, HI

    Ocean front penthouse condo on Kahana Bay. Bring your DVD's from home and watch them on the 27" LCD TV. Stay connected to family and friends and enjoy free Wi-Fi internet access. This 12th floor location is the most sought after allowing an...

    Pool
    FREE CANCELLATION

    $157 to $464/night

  2. CONDOMINIUM
    Kihei Beach Unit #309

    Kihei Beach Unit #309

    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...

    $263 to $421/night

  3. CONDOMINIUM
    Makena Surf Resort #E-205

    Makena Surf Resort #E-205

    Kihei, HI

    A Note from The Owners: Our dream-come-true was to have a unit directly overlooking the beach at Makena. We can literally talk to each other from the lanai to the beach! We did a remodel which, among other features, allows us to push all the glass...

    Pool

    $687 to $1,319/night

  4. CONDOMINIUM
    Sugar Beach Resort PH 40

    Sugar Beach Resort PH 40

    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

    $393 to $544/night

  5. CONDOMINIUM
    Kauhale Makai 132

    Kauhale Makai 132

    Kihei, HI

    Please note: Kauhale Makai is undergoing exterior building maintenance. Completely Renovated and remodeled into the perfect modern beach style condo. Completed in May 2016, this trendy beach haven is the perfect getaway. Enojy Ocean Views from this...

    Pool
    FREE CANCELLATION

    $321 to $411/night

  6. CONDOMINIUM
    Maui Kamaole #i-212

    Maui Kamaole #i-212

    KIHEI, HI

    Enjoy Ocean Views from this second floor condo featuring two bedrooms and two bathrooms. The master bedroom is located in the loft and has a king bed and a full bathroom en-suite. The second bedroom is located on the main floor and has two (2) twin...

    Pool Hot Tub
    FREE CANCELLATION

    $450 to $575/night

  7. CONDOMINIUM
    Kamaole Sands 08-411

    Kamaole Sands 08-411

    KIHEI, HI

    Beautiful Ocean View Unit in Building 8! With recent updates and renovations to the fully equipped kitchen, this unit is our ideal vacation rental condo. The unit allows for 6 guests with a King bed in the upstairs loft, 2 twins in the main level...

    Pool
    FREE CANCELLATION

    $402 to $506/night

  8. CONDOMINIUM
    Kihei Akahi C-317

    Kihei Akahi C-317

    KIHEI, HI

    This one bedroom garden and mountain view condo sleeps up to 2 people with a Cal-King bed in the bedroom. The fully equipped kitchen has new granite counter tops. There is a washer and dryer in the unit for your use. Enjoy the cool breeze out on the...

    Pool
    FREE CANCELLATION

    $248 to $312/night

  9. CONDOMINIUM
    Nani Kai Hale 208

    Nani Kai Hale 208

    KIHEI, HI

    Enjoy Ocean views in this large one bedroom condo located at the Nani Kai Hale in North Kihei. The fully equipped kitchen is open to the living area creating a large open living space. The bedroom has a king bed and the living room has a sofa bed,...

    Pool
    FREE CANCELLATION

    $251 to $344/night

  10. 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

  11. 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

  12. 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

  13. 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

  14. 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

  15. 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

  16. 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

  17. 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

  18. 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

  19. 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

  20. 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

  21. 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

  22. 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

  23. 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

  24. 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

  25. 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

  26. 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

  27. 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

  28. 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

  29. 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

  30. 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