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
    Hanalei Bay Resort 6301-2

    Hanalei Bay Resort 6301-2

    Princeville, HI

    This unit has among the most extraordinary views in the entire resort. A top floor unit, the view from every room is exceptional, encompassing the entire expanse of the bay, from the mountains behind Hanalei to “Bali Hai” peak and the ocean...

    Pool Hot Tub

    $422 to $482/night

  2. HOUSE
    Sands Of Kahana 275

    Sands Of Kahana 275

    Kahana, HI

    This 3 bedroom, 2 bathroom condominium has exceptional ocean front views and looks toward Molokai and Lanai. The large spacious unit was recently upgraded with new tile floors and Hawaiian inspired furnishings. The master bedroom has a king size...

    Pool Hot Tub

    $420 to $526/night

  3. CONDOMINIUM
    Honua Kai Konea 312

    Honua Kai Konea 312

    Kaanapali, HI

    UPGRADED 2 PLUS ONE!!! Two Bedroom One Bath! West Maui Mountain & Waterfall Views! 915 sq ft! Just renovated with new DESIGNER FURNISHINGS, new flooring and a brand new Queen Bed in the Private Den! New Flat screen 4K TV's with built in Netflix,...

    Pool Hot Tub
    FREE CANCELLATION

    $420 to $1,211/night

  4. 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

  5. CONDOMINIUM
    Royal Mauian 303

    Royal Mauian 303

    Kihei, HI

    Beautiful Ocean Views from this Ocean Front, two bedroom condo. This unit sleeps up to four people with a King bed in the master bedroom and two twin beds (which can be converted into a King) in the second bedroom. The kitchen features all new...

    Pool
    FREE CANCELLATION

    $419 to $532/night

  6. CONDOMINIUM
    Palms at Wailea #1503

    Palms at Wailea #1503

    Kihei, 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
    FREE CANCELLATION

    $418 to $585/night

  7. CONDOMINIUM
    South Kihei Condo A1-2

    South Kihei Condo A1-2

    Kihei, HI

    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. The king size...

    Pool
    FREE CANCELLATION

    $416 to $664/night

  8. CONDOMINIUM
    South Kihei Condo D1-2

    South Kihei Condo D1-2

    Kihei, HI

    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 size bed. Sofa...

    Pool
    FREE CANCELLATION

    $416 to $664/night

  9. CONDOMINIUM
    South Kihei Condo H4-2

    South Kihei Condo H4-2

    Kihei, HI

    Deluxe in every sense. H4 is an ideally located ground floor unit, approximately 5 steps from the white sandy beach. This exceptional unit features a full kitchen, second bedroom, and a bath. Enjoy the ocean views and Maui's majestic sunset from...

    Pool
    FREE CANCELLATION

    $416 to $664/night

  10. HOUSE
    6307 Kaiwiki Pl Home

    6307 Kaiwiki Pl Home

    Honolulu, HI

    Property Overview Located on a quiet cul-de-sac just minutes from the ocean, this 3BR/2BA home is perfect for a serene tropical escape. Relax on the lanai or in the private yard and enjoy meals al fresco under the tall palms. Enjoy a prime location;...

    FREE CANCELLATION

    $413 to $778/night

  11. HOUSE
    Kahikole

    Kahikole

    Keaau, HI

    Oceanfront, this home on a half acre of land in Hawaiian Paradise Park gives you the privacy and serenity you're looking for. Set just back from the cliffs it is in full view of the glorious sunrise and dramatic sapphire blue ocean year round! The...

    $412 to $601/night

  12. CONDOMINIUM
    Beach Level Studio Direct Ocean Views Villa 102

    Beach Level Studio Direct Ocean Views Villa 102

    Kahuku, HI

    Beach Level Studio (or 4 Bed with Adjoining 3 Bed) Direct Ocean Views Villa 102 This Villa has just 20 yards of lawn before the sandy beach and the pool and BBQs are just 50 yards to the right!  It has spectacular ocean views that you can see from...

    Pool Hot Tub

    $411 to $1,037/night

  13. CONDOMINIUM
    Villa 317

    Villa 317

    Kahuku, HI

    This villa is in a private location on the third floor with dramatic panoramic ocean views, just 20 yards from the ocean and just 80 yards from the sandy beach! Watch the whales swim past while in your living room during migration season! The Pool...

    Pool Hot Tub

    $411 to $1,037/night

  14. CONDOMINIUM
    Maui Kamaole e-101

    Maui Kamaole e-101

    Kihei, HI

    Enjoy paradise in this stylish one bedroom two bath condo. This garden view condo has a king bed in the bedroom and sofa bed in the living room, which allows this unit to accommodate up to four (4) people. There are many upgrades throughout...

    Pool
    FREE CANCELLATION
  15. CONDOMINIUM
    Maui Banyan #G-201

    Maui Banyan #G-201

    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 luggages. Location, Location, Location!! Beautifully remodeled two bedroom Ocean View...

    Pool Hot Tub
    FREE CANCELLATION

    $411 to $514/night

  16. CONDOMINIUM
    Waipouli Beach Resort H403

    Waipouli Beach Resort H403

    Kapaa, HI

    Resort Living at its Best in this Penthouse Ultimate Luxury Condo Waipouli Beach Resort Oceanfront H403 an Exceptional Oceanfront 2 bedroom 3 bath condo at the beautiful Waipouli Beach Resort & Spa on the island of Kauai awarded Trip Advisor...

    Pool
    FREE CANCELLATION

    $408 to $765/night

  17. APARTMENT
    Holoholo

    Holoholo

    Kailua Kona, HI

    This spacious private three bedroom two and a quarter bath home offers lots of wide-open spaces and million dollar oceanviews for your tropical get away. The single family home is located right above the Kona Village at about a 700 feet elevation,...

    $407 to $846/night

  18. CONDOMINIUM
    Paki Maui Unit #421 Condo

    Paki Maui Unit #421 Condo

    Lahaina, HI

    Your Million Dollar Direct Ocean Front Views awaits you! 2 bedroom, 2 baths, sleeps 6. Enjoy breath taking panoramic views from 2 separate Lanais in our epic Oceanfront top floor home. This 1,150 sq ft unit has been fully remodeled & upgraded. All...

    Pool
    FREE CANCELLATION

    $406 to $566/night

  19. CONDOMINIUM
    Papakea Condo Unit D402

    Papakea Condo Unit D402

    Kaanapali, HI

    Ocean views in North Ka'anapali. This 4th floor condo features 2 bedrooms with bathrooms downstairs plus a loft bedroom, with 2 twins beds, and a half bathroom. The living room has a 37" LCD HDTV & Blu-ray player with property HD signal to match....

    Pool
    FREE CANCELLATION

    $406 to $986/night

  20. VILLA
    Bay Villa 11g4 Gold Ocean View

    Bay Villa 11g4 Gold Ocean View

    Kapalua, HI

    Only a couple minutes walk to the beach at Oneloa Bay and a short walk to 3 other world class beaches! Recently and fully upgraded, brand new central AC. This lovely villa offers every creature comfort and is easy on the eyes. Resort amenities...

    Pool

    $405 to $746/night

  21. CONDOMINIUM
    Royal Kuhio 3207 Condo

    Royal Kuhio 3207 Condo

    Honolulu, HI

    Huge Penthouse Condo / Sleeps 8 / Ocean View,Free Parking / Wifi / Washer&Dryer Free Onsite Parking Included The Royal Kuhio is located in the 'Heart of Waikiki'. You can walk to the beach and all Waikiki attractions. You are just minutes away from...

    Pool
    FREE CANCELLATION

    $404 to $546/night

  22. HOUSE
    Kahana Sunset A4

    Kahana Sunset A4

    Kahana, HI

    Incredible townhouse condominium with the perfect oceanfront location right next to one of Maui’s most beautiful and safest reef-protected beaches. This beautiful townhouse condominium has just undergone a complete designer remodel. The remodel...

    Pool

    $404 to $457/night

  23. CONDOMINIUM
    O-924: Hale Alii Ko Olina Beach Villa

    O-924: Hale Alii Ko Olina Beach Villa

    Kapolei, HI

    Overview: This 2 BR, 2 BA luxury villa on the 9th floor of the Ocean Tower at the Ko Olina Beach Villas is conveniently located just 20 miles from Honolulu International Airport on the beautiful southwestern shores of Oahu. The four pristine beaches...

    Pool

    $404 to $1,204/night

  24. CONDOMINIUM
    Maui Kamaole b-204

    Maui Kamaole b-204

    KIHEI, HI

    Beautifully remodeled Two bedroom and two baths Garden View Condo. This Condo sleeps up to six (6) people with a King bed in the main floor bedroom and a Queen bed and twin daybed in the loft bedroom, as well as a pull out sofa bed in the living...

    Pool
    FREE CANCELLATION

    $404 to $514/night

  25. 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
    FREE CANCELLATION

    $404 to $514/night

  26. CONDOMINIUM
    O-904 Ko Olina Beach Villa

    O-904 Ko Olina Beach Villa

    Kapolei, HI

    Experience the ultimate in oceanfront resort living in this beautiful and spacious vacation home located in the Beach Villas at Ko Olina! Overview: This 2 BR, 2 BA luxury villa on the 9th floor of the Ocean Tower is conveniently located just 20...

    Pool Hot Tub

    $404 to $1,204/night

  27. HOUSE
    Kahana Sunset F1

    Kahana Sunset F1

    Kahana, HI

    Kahana Sunset Unit F-1 is an ocean front 2-bedroom, 2 1/2 bath unit situated on the ground floor. The ocean views from the master bedroom, kitchen, and living room is outstanding. The unit has been recently remodeled, with a modern kitchen, tile...

    Pool

    $404 to $457/night

  28. CONDOMINIUM
    Maui Kamaole #h-207

    Maui Kamaole #h-207

    Kihei, HI

    Enjoy your piece of paradise from this two bedroom, garden view, condo at the Maui Kamaole. This two bedroom, two bathroom, condo sleeps up to six people. There is a loft bedroom with a full en-suite and a sitting area. The second bedroom is on the...

    Pool
    FREE CANCELLATION

    $404 to $514/night

  29. HOUSE
    Kahana Sunset A5

    Kahana Sunset A5

    Lahaina, HI

    This beautiful 2 Bedroom, 2.5 Bathroom with AC is new to our rental program! It is an oceanfront remodeled condo with spectacular views of the island of Molokai. This unit will feel like your Maui home with Hawaiiana furnishings along with upgraded...

    Pool

    $404 to $457/night

  30. HOUSE
    Kahana Sunset F4

    Kahana Sunset F4

    LAHAINA, HI

    Sunsets and rainbows over the ocean, beachfront 2 bedroom, 2 1/2 bath condo, hear the waves with your bed just 30 feet from the waters, sleeps six with king, queen, twin & sofa sleeper on two levels. Master suite has private cabana with panoramic...

    Pool

    $404 to $457/night