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
    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

  2. CONDOMINIUM
    Grand Champions #45

    Grand Champions #45

    Kihei, HI

    The nearby Ulua and Mokapu Beaches are a quick drive down the hill from the 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...

    Pool
    FREE CANCELLATION

    $261 to $400/night

  3. CONDOMINIUM
    Wailea Ekolu #804

    Wailea Ekolu #804

    Wailea, HI

    Wailea Ekolu is one of most sought after properties in Wailea as it is nestled on the Wailea Golf Course. The property has a quiet and private atmosphere as the buildings are spread out across the lush tropical foliage. Wailea Ekolu has two lovely...

    Pool
    FREE CANCELLATION

    $261 to $405/night

  4. CONDOMINIUM
    Sugar Beach #133

    Sugar Beach #133

    KIHEI, HI

    **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. Relax on your private lanai or take a step off your lanai onto the well manicured...

    Pool Hot Tub
    FREE CANCELLATION

    $335 to $449/night

  5. CONDOMINIUM
    Maui Kamaole #h-202

    Maui Kamaole #h-202

    KIHEI, HI

    Renovated in 2018! This beautiful two bedroom condo at the Maui Kamaole has just been renovated featuring a new, top-of-the-line kitchen. This condo offers Partial Ocean views at garden view prices! Beautiful bathroom renovation summer, 2014. This...

    Pool Hot Tub
    FREE CANCELLATION

    $404 to $514/night

  6. CONDOMINIUM
    Kihei Akahi #C-109

    Kihei Akahi #C-109

    KIHEI, HI

    Bright and open One bedroom garden view condo located on the ground floor. This unit sleeps up to four people with a king bed in the bedroom and a pull out sofa bed in the living room. There is a fully equipped kitchen, perfect for enjoying meals in...

    Pool
    FREE CANCELLATION

    $248 to $312/night

  7. CONDOMINIUM
    Kona Plaza 112

    Kona Plaza 112

    Kailua Kona, HI

    Steps to the ocean, shops & restaurants — enjoy life on Alii Drive in Historic Kailua Kona Village! Tropically furnished, this first-floor 2 bedroom / 2 bath retreat is close to elevator and amenities. Throw open the large sliders and the open...

    Pool

    $304 to $482/night

  8. CONDOMINIUM
    Kamaole Sands #7-403

    Kamaole Sands #7-403

    Kihei, HI

    Kamaole Sands Unit 7-403, a spacious fourth floor (top level), 2 bedroom, 2 bath unit with a partial ocean view. Located across the street from Kamaole Beach III, this unit is great for fun-filled days and quiet evenings. All the amenities from home...

    Pool
    FREE CANCELLATION

    $219 to $429/night

  9. CONDOMINIUM
    Kamaole Beach Royale #612

    Kamaole Beach Royale #612

    Kihei, HI

    Kamaole Beach Royale is centrally located across the street from Kamaole Beach Park #1--a white sandy beach in South Kihei, Maui, Hawaii. It has lush tropical landscaping, a swimming pool, covered assigned parking, and a rooftop pavilion to barbecue...

    Pool
    FREE CANCELLATION

    $347 to $440/night

  10. ESTATE
    Mauna Kea Resort Bluffs 22- The Beach House

    Mauna Kea Resort Bluffs 22- The Beach House

    Kamuela, HI

    This 8,000-square foot luxury estate with 2,750 square feet of outdoor living space is situated on a private, secure cul-de-sac in the Bluffs area of the Kohala Coast. The Beach House at the Bluffs features an award-winning green design, original...

    Pool Hot Tub

    $3,695 to $6,075/night

  11. BUNGALOW
    Lai Nani Oceanfront Estate Bungalow #2

    Lai Nani Oceanfront Estate Bungalow #2

    Ninole, HI

    NEW Property SPECIAL! 15% off the nightly rate from NOW through June 30, 2019! Welcome to The Bungalows at Lai Nani Oceanfront Estate in Hakalau, Hawaii on The Big Island! We have two private oceanfront bungalows we share with guests. Either one...

    Pool Hot Tub

    $279 to $393/night

  12. HOUSE
    Blue Kehena

    Blue Kehena

    Pahoa, HI

    Walking distance to Kehena Black Sand Beach, a clothing optional destination beach, Blue Kehena sits in the verdant jungle of the lush Kehena neighborhood. Elegant and exotic, the décor in Blue Kehena hearkens back to both missionary Hawaii and...

    $292 to $315/night

  13. APARTMENT
    KV803A TH-CTOQ(RD)-00-ACH

    KV803A TH-CTOQ(RD)-00-ACH

    Honolulu, HI

    Located only 2 short blocks to the beach, Duke's statue and Waikiki strip. Private studio newly renovated: laminate flooring, air conditioner, artwork, linens, and all the essentials. We welcome up to four people, Queen size bed with full futon...

    FREE CANCELLATION

    $109 to $146/night

  14. CONDOMINIUM
    Maui Vista #3202

    Maui Vista #3202

    Kihei, HI

    Remodeled one-bedroom condo at the Maui Vista in South Kihei. A 100% remodel was done in summer 2018. This complete remodel features top of the line materials and has a modern look with tropical accents. The kitchen features bamboo cabinets, granite...

    Pool
    FREE CANCELLATION

    $242 to $294/night

  15. CONDOMINIUM
    Royal Mauian #204

    Royal Mauian #204

    KIHEI, HI

    This is the condo you have been looking for. Completely remodeled condo with incredible ocean views. From the flooring to the ceiling and everything in between, this remodeled condo is truly paradise. The new granite counter tops complement the new...

    Pool
    FREE CANCELLATION

    $419 to $532/night

  16. CONDOMINIUM
    Waipouli Beach Resort D102

    Waipouli Beach Resort D102

    Kapaa, HI

    The Experience: Exceptionally well decorated, featuring Tommy Bahama furnishings. There is Central AC in this condo as well as a full size washer and dryer for laundry! Come indulge your senses on the enchanting Garden Isle of Kauai and experience...

    Pool
    FREE CANCELLATION

    $321 to $491/night

  17. CONDOMINIUM
    Waipouli Beach Resort A302

    Waipouli Beach Resort A302

    Kapaa, HI

    Oceanfront! Exquisite Luxury VIP Oceanfront Condo in highly desirable "A" Building at the #1 Ranked Waipouli Beach Resort & Spa on Beautiful Kauai offering stunning Direct Oceanfront views from every room with delightful watercolor sunrises, whale...

    Pool
    FREE CANCELLATION

    $458 to $765/night

  18. CONDOMINIUM
    Waiohuli Beach Hale #A-201

    Waiohuli Beach Hale #A-201

    Kihei, HI

    Gorgeous Remodeled Oceanfront Kihei Condo – 2BR You can’t do better than this! Not only does this beautifully renovated second-floor unit have an unobstructed ocean view but the quality of the complex and its location cannot be beat. The ocean...

    Pool
    FREE CANCELLATION

    $208 to $347/night

  19. CONDOMINIUM
    Menehune Shores #425

    Menehune Shores #425

    Kihei, HI

    Menehune Shores #425 is an oceanfront ocean view unit with a gorgeous view of the ocean. It is a 2 bedroom 2 bath unit with a fully equipped kitchen, washer and dryer, and internet service. Long distance calling to the US Mainland and Canada is...

    Pool
    FREE CANCELLATION

    $208 to $347/night

  20. 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

  21. APARTMENT
    KV403A THTH-PTO-00-CHK

    KV403A THTH-PTO-00-CHK

    Honolulu, HI

    Enjoy this studio with plenty of sleeping room for your guests!! There is a Queen size bed and Futon Couch, air conditioner, Cable TV is available on large 32" flat screen TV, mounted on wall for easy viewing. The kitchenette includes all cooking...

    FREE CANCELLATION

    $113 to $161/night

  22. ESTATE
    Kailua Shores Estate

    Kailua Shores Estate

    Kailua, HI

    One of the largest, most private and secluded Estates on the island of Oahu. A spectacular beachfront location-at Kailua Shores Estate with the comfort of a resort, consisting of separate houses, newly remodeled, set on extensive grounds featuring a...

    Pool

    $7,860 to $12,620/night

  23. CONDOMINIUM
    L Honoapiilani Condo #121073

    L Honoapiilani Condo #121073

    Lahaina, HI

    We fell in love with the Kulakane on our first visit in May of 2012. It quickly became a dream to own here and we were finally able to purchase this unit in July of 2015. Here are just a few things that we believe will make your stay at the Kulakane...

    Pool
    FREE CANCELLATION

    $302 to $354/night

  24. CONDOMINIUM
    Aina Nalu Condo D201

    Aina Nalu Condo D201

    Lahaina, HI

    We invite you to come and stay in our upgraded condo just two blocks from famous Front Street!  Relax and enjoy Premier Platinum 2bd/2ba Aina Nalu condo in Lahaina, Maui.  Corner-end condo with a wonderful lanai overlooking the Mauka pool! 846...

    Pool
    FREE CANCELLATION

    $231 to $618/night

  25. CONDOMINIUM
    Aina Nalu Condo B202

    Aina Nalu Condo B202

    Lahaina, HI

    We invite you to come and stay in our upgraded condo just two blocks from famous Front Street!  Relax and enjoy Premier Platinum 2bd/2ba Aina Nalu condo in Lahaina, Maui. 846 sq. ft. for spacious living for up to 6 adults (king bed in master...

    Pool
    FREE CANCELLATION

    $231 to $618/night

  26. CONDOMINIUM
    Maui Sunset #A-117

    Maui Sunset #A-117

    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, workout room, and tennis courts out on the beach for your use. Guests return here...

    Pool
    FREE CANCELLATION

    $144 to $231/night

  27. CONDOMINIUM
    One Block to Waikiki Beach

    One Block to Waikiki Beach

    Waikiki, HI

    2 bedroom, 2 bath luxury condo located in the heart of Waikiki Beach. Only 1 block to the ocean. The unit has a King in the master, 2 Fulls in the guest bedroom and a Queen sleeper in the living room. The kitchen is fully equipped with all...

    Hot Tub
    FREE CANCELLATION

    $366 to $563/night

  28. 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 Hot Tub
    FREE CANCELLATION

    $379 to $482/night

  29. CONDOMINIUM
    Hale Kania Kai at Surf & Racquet 3302

    Hale Kania Kai at Surf & Racquet 3302

    Kailua-Kona,, HI

    The Surf & Racquet Club located just 5 miles South of Kona town is a beautiful condominium complex situated on 16 acres of impeccably landscaped grounds and boasts a large pool, 3 professional tennis courts, covered pavillions, a vollyball court,...

    Pool

    $279 to $401/night

  30. CONDOMINIUM
    Keauhou Gardens 11-101 at Kona Coast Resort

    Keauhou Gardens 11-101 at Kona Coast Resort

    Kailua-Kona, HI

    Keauhou Gardens 11-101 is a spacious one bedroom/one bath unit located in the Keauhou Gardens section of the Kona Coast Resort situated on 21 acres of beautifully landscaped tropical Gardens. Keauhou Gardens 11-101 is a privately owned unit with...

    Pool

    $152 to $206/night