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
    Island Colony 3712

    Island Colony 3712

    Honolulu, HI

    Deluxe Ocean Studio on the 37th floor! Located in the heart of Waikiki and a short walk to world famous Waikiki beach and the newly renovated International Market Place The Island Colony is perfect for your Hawaiian getaway. Aside from amazing...

    Pool
    FREE CANCELLATION

    $108/night

  2. CONDOMINIUM
    Sugar Beach Resort, #524

    Sugar Beach Resort, #524

    Kihei, HI

    A note from the owner: Tropical bliss welcomes you from the moment you walk through the door and past the gorgeous island artwork hanging on the wall. As you step into the main living area of the condo, prepare yourself to see one of the most...

    Pool

    $190 to $387/night

  3. CONDOMINIUM
    Sugar Beach Resort Unit #531

    Sugar Beach Resort Unit #531

    Kihei, HI

    Sugar Beach Resort is a tranquil beachfront condominium resort located in North Kihei offering sweeping views of the Pacific. There are two six story buildings with elevators and the beach fronting the property is exceptional for sunsets, swimming,...

    Pool

    $202 to $387/night

  4. CONDOMINIUM
    Sugar Beach Resort, #418

    Sugar Beach Resort, #418

    Kihei, HI

    Sugar Beach Resort is the Winner of Building of the Year and Manager of the Year Awards from the Institute of Real Estate Management (IREM®) Sugar Beach Resort is a tranquil beachfront condominium resort located in North Kihei offering sweeping...

    Pool

    $190 to $387/night

  5. CONDOMINIUM
    Waikiki Sunset WS 2404

    Waikiki Sunset WS 2404

    Honolulu, HI

    Partial Ocean View Waikiki Sunset Condo, Free Parking & WifiSoak in the view from this high level condo. The view from the lanai is of Diamond Head Crater and Kapiolani Park to the left and the ocean to the right. This condo suite is one block from...

    Pool

    $157 to $202/night

  6. CONDOMINIUM
    Waikiki Banyan Tower 2 Suite 2904

    Waikiki Banyan Tower 2 Suite 2904

    Honolulu, HI

    Queen Sized Bed, Waikiki Banyan, Free WiFi and ParkingEnjoy a fully-equipped kitchen and comfortable seating in the living room. Kitchen includes refrigerator, range, microwave, rice maker, coffee maker, and other standard kitchen wares. All units...

    Pool Hot Tub

    $180 to $259/night

  7. CONDOMINIUM
    Luana Kai #C-203

    Luana Kai #C-203

    Kihei, HI

    Luana Kai is a large oceanfront complex in Kihei. It is centrally located to shops, activities and restaurants. It features a large oceanfront pool, hot tub, shuffleboard, and five gas grills for your use. There is an expansive lawn between the...

    Pool
    FREE CANCELLATION

    $128 to $219/night

  8. CONDOMINIUM
    Luana Kai #A-103

    Luana Kai #A-103

    Kihei, HI

    Luana Kai is a large oceanfront complex in Kihei. It is centrally located to shops, activities, and restaurants. It features a large oceanfront pool, hot tub, shuffleboard, and gas grills for your use. There is an expansive lawn between the...

    Pool Hot Tub
    FREE CANCELLATION

    $255 to $406/night

  9. APARTMENT
    WS2105 229 Paoakalani Ave Honolulu RFRF-CTOQ(RM)-00-ACH

    WS2105 229 Paoakalani Ave Honolulu RFRF-CTOQ(RM)-00-ACH

    Honolulu, HI

    World Famous Waikiki White Sandy Beaches only one block away,Incredible Views. Relax and enjoy all the fabulous amenities, New Gym onsite Sapphire Blue Tiled Pool, Tennis and Basketball Court, Sauna and Showers on the 6th floor, Bar-B-Que Picnic...

    Pool
    FREE CANCELLATION

    $199 to $311/night

  10. CONDOMINIUM
    Kona 2 Bedroom

    Kona 2 Bedroom

    Kailua-Kona, HI

    Kona Aloha! Relax in a true Hawaiian paradise. Welcome to abundant Pacific beach access and topical relaxation, for your group, couples, or family stay. The Kona Coast Resort on Hawaii's Big Island offers a tropical vacation backdrop of Hawaii's...

    Pool Hot Tub

    $238/night

  11. CONDOMINIUM
    Sugar Beach Resort, #518

    Sugar Beach Resort, #518

    Kihei, HI

    700 Sq.Ft. A note from the owner: Looking for a tropical vacation? Sugar Beach #518 fulfills those desires by rounding out your Hawaiian Holiday with tropical accommodations. 518 is a one bedroom, one bath unit on miles of white sandy beach,...

    Pool Hot Tub

    $178 to $387/night

  12. CONDOMINIUM
    Sugar Beach Resort, #329

    Sugar Beach Resort, #329

    Kihei, HI

    A Note from the Owner: After renting 4 different Sugar Beach units on 3 different floors for six years, we were fortunate enough to purchase 329 in 2013. We feel Sugar Beach 329 is in the best building with easy access from the covered parking and...

    Pool Hot Tub

    $202 to $387/night

  13. CONDOMINIUM
    Sugar Beach Resort, #PH12

    Sugar Beach Resort, #PH12

    Kihei, HI

    Sugar Beach Resort is a tranquil beachfront condominium resort located in North Kihei offering sweeping views of the Pacific. There are two six story buildings with elevators and the beach fronting the property is exceptional for sunsets, swimming,...

    Pool

    $337 to $560/night

  14. CONDOMINIUM
    Wailea Elua Unit #0702

    Wailea Elua Unit #0702

    Wailea, HI

    About this condo: Wailea Elua Village #702 is a spacious two bedroom, two bath oceanview condo with a king bed in the master bedroom, 2 twins in the guest bedroom and a sofa sleeper in the living room. It's located in the oceanfront area of the...

    Pool

    $459 to $953/night

  15. VILLA
    3BD Hali'ipua Villa (108) at Four Seasons Resort Hualalai

    3BD Hali'ipua Villa (108) at Four Seasons Resort Hu...

    Kailua Kona, HI

    Among the newest additions to the exclusive Four Seasons Resort Hualalai, this ocean-view villa provides the perfect setting for a romantic getaway for two or a relaxing retreat to paradise for two couples. The villa boasts over 2,600 square feet of...

    Pool Hot Tub

    $1,056 to $3,293/night

  16. VILLA
    3BD Villas at Mauna Kea #39

    3BD Villas at Mauna Kea #39

    Kamuela, HI

    Relax in your own private pool and waterfall spa on a spacious deck while enjoying some of the best panoramic ocean, coastline, sunset, and Maui views in the entire Mauna Kea Resort. This exquisite luxury property, recently renovated and refreshed...

    Pool Hot Tub

    $1,220 to $3,856/night

  17. CONDOMINIUM
    Pacific Monarch 3101 Condo

    Pacific Monarch 3101 Condo

    Honolulu, HI

    Enjoy view from this high-floor Pacific Monarch studio This studio close to the Waikiki beach,with the kitchen、free WIFI、cable,high floor and beautiful ocean view.The studio have a queen size bed and a full size futon.I can also provide a twin...

    Pool
    FREE CANCELLATION

    $155/night

  18. CONDOMINIUM
    Banyan 1608-I Condominium

    Banyan 1608-I Condominium

    Honolulu, HI

    Free Parking, Central and Well equipped - Ocean View from Waikiki Banyan 1608-ILegally permitted rental ID : 90/TVU-1003 1990/NUC-0728 – NUC for Banyan 1608-1 ** Free Parking - Free WiFi - No Resort Fees !!** Classic Waikiki Banyan unit with...

    Pool
    FREE CANCELLATION

    $152 to $248/night

  19. CONDOMINIUM
    WB910 201 Ohua Ave Honolulu RFRF-CTOM(GM)-00-ACH

    WB910 201 Ohua Ave Honolulu RFRF-CTOM(GM)-00-ACH

    Honolulu, HI

    Ocean View, Relaxing Lanai, Air Conditioned One bedroom Suite Accommodates 3-4 Fully Equipped Kitchen the Waikiki Banyan Amazing Recreation Deck with Salt Water Pool , Two Jacuzzi's and Lots of Bar-B-Ques to Create your own Masterpiece. Only One...

    Pool Hot Tub
    FREE CANCELLATION

    $186 to $249/night

  20. APARTMENT
    Waikiki Banyan Tower 1 Suite 2214

    Waikiki Banyan Tower 1 Suite 2214

    Honolulu, HI

    King Sized Bed, Waikiki Banyan, Free WiFi and ParkingEnjoy a fully-equipped kitchen and comfortable seating in the living room. Kitchen includes refrigerator, range, microwave, rice maker, coffee maker, and other standard kitchen wares. All units...

    Pool Hot Tub

    $180 to $259/night

  21. CONDOMINIUM
    Kauhale Makai #330

    Kauhale Makai #330

    Kihei, HI

    Hawaiian for "Village By The Sea," the Kauhale Makai complex is an oceanfront property located in Kihei. This is one of a few buildings in the area with central air conditioning - not window units. This condo stays as cool as you like it. Kihei is...

    Pool Hot Tub
    FREE CANCELLATION

    $161 to $266/night

  22. VILLA
    3BD Fairways Villa (116C) at Four Seasons Resort Hualalai

    3BD Fairways Villa (116C) at Four Seasons Resort Hualala...

    Kailua Kona, HI

    Make memories with family and friends in this spacious Waiulu Street ground floor villa, overlooking the 15th hole of the Jack Nicklaus Hualalai Golf Course with the Pacific Ocean and Mount Hualalai beyond. The home features an open floor plan, high...

    Pool Hot Tub

    $970 to $2,858/night

  23. CONDOMINIUM
    Maui Sunset #A-204

    Maui Sunset #A-204

    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

    $173 to $266/night

  24. CONDOMINIUM
    Bamboo #408

    Bamboo #408

    Waikiki, HI

    Queen bed, 4th Floor, Kitchenette, Free Wifi, Elevator, Pool, Jacuzzi, Lanai, Facing West, Non-smoking.Aloha!This charming studio condo in the "Bamboo" is perfectly located in Waikiki, just 2 blocks to the beach, where the famous Moana Surfrider...

    Pool Hot Tub

    $98 to $140/night

  25. CONDOMINIUM
    Kihei Alii Kai #D-406

    Kihei Alii Kai #D-406

    Kihei, HI

    The Kihei Alii Kai complex is across South Kihei Road from Kamaole Beach Park I, right in the heart of Kihei. From the complex, you're just a quick stroll from favorite restaurants, shopping, and world class beaches. On the grounds there is a...

    Pool Hot Tub
    FREE CANCELLATION

    $161 to $290/night

  26. CONDOMINIUM
    Kihei Alii Kai #B-307

    Kihei Alii Kai #B-307

    Kihei, HI

    The Kihei Alii Kai complex is across South Kihei Road from Kamaole Beach Park I. It has a shared pool, hot tub, and sauna as well as BBQ grills. It is located in the heart of South Kihei just a minute walk to fantastic restaurants, shopping, and...

    Pool
    FREE CANCELLATION

    $128 to $231/night

  27. CONDOMINIUM
    Hale Mahina Unit #A-201

    Hale Mahina Unit #A-201

    Lahaina, HI

    Hale Mahina Beach Resort, West Maui Hale Mahina (House of the Moon) is located on the world famous West Coast of Maui adjacent to the West Maui Mountains, nestled between Kaanapali and Kapalua in the charming oceanfront town of Honokowai. Hale...

    $302 to $560/night

  28. CONDOMINIUM
    Sugar Beach Resort, #328

    Sugar Beach Resort, #328

    Kihei, HI

    Sugar Beach Resort is a tranquil beachfront condominium resort located in North Kihei offering sweeping views of the Pacific. There are two six story buildings with elevators and the beach fronting the property is exceptional for sunsets, swimming,...

    Pool

    $202 to $387/night

  29. CONDOMINIUM
    Sugar Beach Resort, #130

    Sugar Beach Resort, #130

    Kihei, HI

    Unit #130 at Sugar Beach Resort is a ground floor, oceanfront condo with a newly remodeled kitchen complete with granite counter tops. This unit comes equipped with a king bed, queen size sofa sleeper, VCR, CD player and FREE wireless broadband...

    Pool Hot Tub

    $178 to $387/night

  30. CONDOMINIUM
    Sugar Beach Resort, #535

    Sugar Beach Resort, #535

    Kihei, HI

    Unit #535 is a jewel at Sugar Beach Resort. A beautiful remodel was completed in June of 2013, complete with granite counter-tops, new appliances and fun, fabulous decor. Every detail has been selected with your perfect beach vacation in mind. Very...

    Pool

    $365 to $627/night