Oahu Vacation Rentals – Explore Condos, Villas & Beachfront Homes

Oahu vacation rentals range from oceanfront condos in Waikiki to luxurious resorts in Ko Olina, surfside escapes on the North Shore, and peaceful retreats in towns like Kailua and Waialua. With options for families, couples, long-term visitors, and remote workers, Oahu offers the perfect stay for every traveler.

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Kailua Beach/Lanikai LUX apartment w/Ocean Views from Rooftop Sun Deck

Reviews (12)

Tastefully remastered, 1937 cottage + rooftop lanai and BBQ area. The Kailua Beach Hideaway is tucked up on the hillside above the beach park, on a private lane. Ocean, park and Mountain view’s are captured from the rooftop sun deck. The Set Up:Cozy and efficient floor...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 2
📍 Kailua, Hawaii

Incredible secluded beachfront, heart of Oahu's north shore A/C

Reviews (22)

Note: Changes to Hawaii law Jun 2019 limit rentals to 31 days or more on Oahu's North shore (our monthly rate competitive to 8 days at a resort hotel).From the moment you first enter our home, you can just feel a sense of relaxation settle through your body as you hear...

🛏 5 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 7
📍 Haleiwa, Hawaii

Ko Olina Beach Villas O905: 3BD Luxe Villa w/ Stunning Sunset Views

Reviews (1)

Welcome to Ko Olina Beach Villas O905, a refined 3-bedroom, 2.5-bath ocean-view retreat set high on the 9th floor of the Ocean Tower in Ko Olina Resort. Spanning 1,507 sq ft of open, airy living space with room for up to 8 guests, this villa blends luxury comfort with...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Kapolei, Hawaii

Kaimana Surf Luxe by Gather: Beachfront 1BR w/ A/C, Views & Dining

Reviews (1)

Welcome to Kaimana Surf Luxe by Gather, a modern oceanfront one-bedroom condo perched above the golden sands of Kaimana Beach in Honolulu. Designed for up to five guests, this sophisticated retreat combines sleek design, panoramic ocean views, and direct beach access...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 5
📍 Honolulu, Hawaii

S&N Lux suite/Free Parking/King Bed/Kitchen/Wi-Fi

Reviews (4)

Experience luxury in our modern suite in Honolulu, Hawaii. Nestled amidst European-style gardens, our resort harmonizes with Oahu's tropical charm. Relax in the outdoor pool, stroll through the garden, stay fit in our gym, or unwind in the sauna. Explore Honolulu's...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Honolulu, Hawaii

Aqua Aloha Surf Waikiki 305 | City View Suite – Pool & BBQ

Reviews (1)

Aqua Aloha Surf Waikiki 305 Moderate Studio with Partial City Views located just 2 Blocks to Waikiki Beach, (1) Full/double bed, Sleeps 2, 175 Sq FtAqua Aloha Surf Waikiki brimming with island personality offers a range of accommodations that are perfect for couples and...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Honolulu, Hawaii

Renovated Waikiki Studio, Full Kitchen, Free Parking, 4 Blocks to Beach!

Reviews (5)

Fairway Villa #1109 – 2345 Ala Wai Blvd.(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)You'll enjoy this remodeled (August 2023) 11th-floor studio in the quieter east end of Waikiki. With a full kitchen, free Wi-Fi, and free parking, this cozy...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Honolulu, Hawaii

Lanikai Seashore by Gather: Oceanfront Home w/ Mokulua Views, AC & Lush Yard

Reviews (1)

Lanikai Seashore is a stunning beachfront sanctuary in Kailua, HI, where you can experience the vivid beauty of Lanikai Beach just beyond your backyard. This luxurious 2,100 square-foot retreat artfully blends comfort and style, featuring exquisite ocean views that...

🛏 4 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 12
📍 Kailua, Hawaii

Waikiki Stay 1 BR w/Kitchen, 2 blocks from the beach

Reviews (13)

Perfect for families or groups, this unit sleeps up to 5 with a queen bed, sofa bed & a rollaway. Enjoy a full kitchen, open living area, and unbeatable location—just a short walk to Waikiki Beach, shopping & dining.- Flexible Sleeping Arrangements – The space includes...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 5
📍 Honolulu, Hawaii

High Floor Luxury Oceanfront @ Waikiki Beach Tower

Reviews (20)

Waikiki Beach Tower Relax in this exclusive upper floor unit at the most luxurious vacation rental tower on the beach in Waikiki. This 1,200 SF newly renovated condo has the only open floor plan in the entire building and its sky high location on an upper floor provides...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Honolulu, Hawaii

GORGEOUS OCEAN VIEW and Sunsets! Full Kitchen, Washer/Dryer, Wi-Fi, Sleeps 4.

Reviews (60)

Waikiki Shore #1416 – 2161 Kalia Rd.This cozy 1-bed/1-bath suite boasts breathtaking 14th-floor views of the Pacific Ocean and the greenery of Ft. DeRussy Beach Park next door. Bask in the cool trade wind breezes as you enjoy al fresco dining on your private beach-view...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Honolulu, Hawaii

4 BR Hawaiian Plantation-Style Home with Pickleball Court

Reviews (53)

Old Hawaii at its best! Enjoy the updated traditional home nestled within a fully enclosed and private one-acre tropical estate! Chase the keiki (kids) or grandkids on the spacious lawns, or just enjoy the many tropical trees and plants—coconut, banana, mango, ulu...

🛏 4 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 10
📍 Hauula, Hawaii

Luxurious BEACHFRONT Condo with Fabulous Ocean Views at Waikiki Shore!

Reviews (32)

Waikiki Shore #1102 – 2161 Kalia Rd.This 11th-floor beachfront condo is perfect for 2 couples, families, and friends up to 6 guests (STRICT MAX OCCUPANCY, using living room sofa bed). With spectacular views of the ocean, free parking, a full kitchen, in-unit...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Honolulu, Hawaii

Ilikai on Waikiki Beach Oceanview Hotel Condo

Reviews (1)

Deluxe Oceanfront Ilikai 1-BR Condo on Waikiki Beach 17th Floor - Upgraded Complimentary Amenities NO Resort Fees! Next to Hilton Hawaiian VillageLarge California King Bed Free WIFI, full kitchen with stove, oven, microwave, etc for every cooking needExtra Large...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Honolulu, Hawaii

Blue Hawaii Pacific Ocean Beachfront House. 3 Bedroom 3 Bath.90 day minimum stay

Reviews (49)

Base Price $395This dream vacation home is awaiting you! Kick your feet up and relax on this oceanfront property and turn your dreams into a reality. This home is truly a hidden gem if you want to get away from the hustle and bustle of "city life." Located in a quiet...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 6
📍 Ewa Beach, Hawaii

Beachfront Paradise/Ocean Views & 5 Star Reviews/ Shared pool. Steps to the Sea!

Reviews (16)

paradisesandshawaiirentals.com8083828016E komo mai — welcome to our Turtle Bay Ocean Villa! Nestled within the iconic Turtle Bay Resort, this newly updated and beautifully redecorated 1,700 sq. ft. villa is designed to make your Hawaii vacation dreams come true. Located...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Kahuku, Hawaii

Hale Keani O-1203 stunning Views to relax: Special book 7 NIGHTS in May AND GET 1 NIGHT FREE

Reviews (1)

Welcome to Penthouse Hale Keani O-1203 at the Beach Villas at Ko Olina – Your Luxury Hawaiian EscapeIndulge in the splendor of our breathtaking two-bedroom, two-bath penthouse, located on the twelfth floor of the Ocean Tower at the prestigious Beach Villas at Ko Olina....

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kapolei, Hawaii

Cozy Ko Olina Kai 1061F: 2BR w/ Open-Plan Living, Private Lanai & Spa Access

Reviews (1)

Nestled within the tranquil Ko Olina Resort, Ko Olina Kai 1061F by Gather is a beautifully designed ground-floor villa that embodies the spirit of island living. With two bedrooms, two full bathrooms, and 1,144 square feet of comfortable interior space, this...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kapolei, Hawaii

Modern 2BR Condo | Pool & Sauna | Ala Moana

Reviews (1)

Stay in style at this brand-new 2BR/2BA condo in upscale SKY Ala Moana. Perfectly situated in Honolulu, this modern unit accommodates six guests with two queen beds and a pull-out sofa. Enjoy luxury amenities, including a year-round outdoor pool, sauna, and free garage...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Honolulu, Hawaii

🤙The Makaha Shaka! 🤙3BR Villa Oahu 5 Min to Beach, Ocean View, Pool, Hot Tub

Reviews (9)

Why guests LOVE our home? Why guests find it such a great VALUE?- Free parking for 5 cars (save $40–$100/car nightly)- Private backyard & BBQ, full kitchen to cut dining costs, - Spacious single-story for large families, 3 bedroom, 9 beds, 2 bathroom, perfect for...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 12
📍 Waianae, Hawaii

Waikiki - Resort amenities for condo prices, just steps from the beach!

Reviews (4)

Enjoy your stay at this condo in beautiful Waikiki, at the iconic Ilikai Hotel where the King himself, Elvis stayed. This cozy retreat features 1 bedroom with 2 queen beds and a full-sized pullout sofa bed, perfect for a small group of guests, or a solo traveler....

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 6
📍 Honolulu, Hawaii

Luxurious Ocean View Condo - Steps from the beach! sleeps 6- 3 bedroom- 2 bath

Reviews (47)

Awaiting you in this tropical paradise is a recently remodeled luxurious 3 bedroom 2 bathroom condo that has everything you need to relax and enjoy your time in Hawaii. Nothing was spared in this fully equipped and fabulously appointed condo, whether it be to read a...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kapolei, Hawaii

1-Bedroom unit on the 21st Floor overlooking the surrounding Waikiki area!

Reviews (1)

Perched on the 21st floor, this spacious one-bedroom condo offers beautiful city views of Waikīkī's vibrant skyline. Relax on the large lanai and watch the city come alive from dawn to dusk. Inside, you'll find a deep soaking tub for unwinding after a day of exploring,...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Honolulu, Hawaii

Modern Luxury Suite at Waikiki Beach Tower w/ Ocean View

Reviews (12)

Relax in this beautifully renovated unit with ocean views at Waikiki’s finest oceanfront condo building. Wake up to the crystal blue ocean from the luxurious king bed in the master bedroom, entertain family and friends in the open kitchen and living room, and enjoy a...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Honolulu, Hawaii

Ocean + Skyline Views: Honolulu Retreat

Reviews (4)

1,400 Sq Ft | Walk to Wa'Ahila Ridge State Park | Connects to State Park Trail SystemEnjoy your island vacation in comfort at this picturesque Honolulu vacation rental. This 3-bedroom, 2-bath home features mid-century modern touches, a breezy lanai, and a living room...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Honolulu, Hawaii

Brand New 2 Bedroom House

Reviews (2)

Experience local-style living in the cool, quiet, and tranquil Pupukea. This brand new house is a perfect place to relax.Enjoy a private entrance and free parking. 5 minutes from Waimea Bay and other famous surf spots.Family-friendly, ideal for 4 people with the option...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 6
📍 Haleiwa, Hawaii

WFH in Paradise: Beachfront Hauula Getaway!

Reviews (3)

Experience Oahu like never before at this sleek and modern Hauula vacation rental, located just steps from the shore and a variety of fresh food trucks. Aside from its incredible setting, this home offers 3 bedrooms, 1.5 baths, remote workstations, and a beautiful...

🛏 3 Bedrooms
🛁 1 Bathroom
👤 Sleeps 6
📍 Hauula, Hawaii

3 bedroom Beach Tower at Ko Olina Beach Villas - Ocean View & Family Friendly!

Reviews (48)

Spacious 3-bd Villa at Ko Olina Resort. Beach Tower 5th floor on private wing with large floor plan (sleeps 6!)3 Bedroom 3 bath, with panoramic Ocean, Pool, and mountain views. *Parking for (2) vehicles is included!*Family friendly: pack-n-play crib and high chair...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 6
📍 Kapolei, Hawaii

3-bedroom townhome in peaceful Ewa Beach with AC

Reviews (2)

Enjoy a peaceful stay at this charming 3-bedroom townhome in Ewa Beach. This terrific property features 2 queen beds, 1 twin bed, and a cozy office space with a futon. With amenities like AC, iron, and a hair dryer, guests can relax and escape close to the ocean in this...

🛏 3 Bedrooms
🛁 1 Bathroom
👤 Sleeps 5
📍 Ewa Beach, Hawaii

Tranquil 2-Bedroom Getaway at The Cove Waikiki

Reviews (1)

Stay in seclusion & serenity at one of Waikiki's newest gems, The Cove Waikiki. This private community is nestled 2 short blocks from Duke Kahanamoku Bay and among Discovery Bay's ample shops, cafes and activities, and easy access to Waikiki, Magic Island Beach Park,...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Honolulu, Hawaii

Canoe Palms Waikiki Pool, Gym, WiFi, AC

Reviews (8)

It’s a legally zoned cute studio in the heart of Waikiki. Short walk to the best locations, famous beaches, restaurants, and shopping.Easy 24/7 self check in and check out.Studio has a comfortable Queen bed, a kitchenette with cook top for preparing basic meal....

🛏 Studio
🛁 1 Bathroom
👤 Sleeps 2
📍 Honolulu, Hawaii

Oceanfront Lanikai Beach Vacation Home

Reviews (2)

TA-006-302-3104-01Beautiful ocean front home at the beginning of Oahu's famous Lanikai Beach!. 2 bedroom, 1 bathroom main house and 2 bedroom, 2 bathroom guest cottage. Featuring breathtaking views, a brand new courtyard pool with privacy and manicured yard space, a...

🛏 4 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 10
📍 Kailua, Hawaii

Watermark - Luxury 2BD/2BA/1PA on 22nd floor with an Ocean View!

Reviews (3)

This unit has 1 queen size bed, 2 twin size beds, and 1 sofa bed, and can accommodate maximum of 5 people. This picture-perfect luxurious unit has 2 bedroom/2 bathroom/1 parking. From the bedroom, you are able to see the brilliant view of Ala Moana Beach from a window...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 5
📍 Honolulu, Hawaii

Ko Olina Kai #17: Spacious, Stylish Retreat with Golf Course Views

Reviews (2)

Tucked along the prestigious 18th Fairway of the Ko Olina Golf Course, Ko Olina Kai Estate #17 is a private retreat where resort living meets the comforts of home. This executive four-bedroom estate within the gated Ko Olina Kai Resort Community offers expansive fairway...

🛏 4 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 8
📍 Kapolei, Hawaii

Wonderful retreat, Fantastic View, Immaculate, Beautiful, Private and Peaceful!

Reviews (203)

Enjoy gorgeous unobstructed ocean, marina & mountain views from our beautiful guest house. Located on the ridge, in a safe, quiet and upscale neighborhood in Hawaii Kai, East Honolulu, just around the corner from famous Hanauma Bay, Halona Blow Hole, spectacular Sandy...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 5
📍 Honolulu, Hawaii

Live like a Local. Stay at a Beautiful Boutique Get Away Mokuleia Beach Colony

Reviews (2)

Mokuleia Beach Colony is a perfect country base or north shore retreat in a manicured tropical gated community! 200 yards from the ocean. Easy private beach access, outdoor shower, heated pool, tennis courts, one reserved parking stall and pickball on-site. Fully...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 4
📍 Waialua, Hawaii

Hale Maluhia - Gorgeous Kaneohe Bay Home

Reviews (25)

Hale Maluhia (translates to peaceful and serene) is a bright and breezy home nestled in a quiet neighborhood by the bay with easy access to the H-3, Pali and Likelike Hwy. The lush Koolau mountains provide a picturesque backdrop like no other. Tastefully decorated with...

🛏 4 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Kaneohe, Hawaii

Hidden gem at North Shore Turtle Bay - Kuilima Estates East

Reviews (7)

Enjoy our quiet condo at the renown Kuilima East Estates property (Turtle Bay). Our recently renovated rental sleeps two and gives our visitors a respite from the hustle of Honolulu, and access to a host of amenities: short walk to the beach, BBQ areas, pool access and...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Kahuku, Hawaii

Seabreeze:110' Oceanfront, Majestic Mountain Views, AC, Outdoor Shower, 30 Days

Reviews (4)

Seabreeze is a beautiful North Shore Hau'ula beach home with 110' of ocean frontage, spectacular sunrises & majestic mountain views. Dine on the lanai with turquoise ocean water so close you can almost touch it. Our home overlooks the sea & mountains (a rare & gorgeous...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Hauula, Hawaii

You're Resort Home! Walk to Disney, Beach & Pool!

Reviews (2)

It can’t get any better than Hawaii resort living in Ko’olina! Make yourself at home in this beautiful, bright, fully equipped family home. There are plenty of comfortable work-friendly spaces & fast reliable WiFi. Soak up the sun at the pristine Ko’olina beach lagoons...

🛏 4 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kapolei, Hawaii

Newly Remodeled Ocean View 2 BDRM Condo at the Watermark

Reviews (6)

Experience refined island living at The Watermark Waikiki, one of Honolulu’s most prestigious luxury residential communities. This high-floor (35th floor) 2-bedroom, 2-bath residence offers panoramic ocean, marina, and city views from every room, combined with...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Honolulu, Hawaii

Two-story ocean view home with a furnished patio & deck, washer/dryer, & AC

Reviews (6)

Ka Hale me Ka ike 30 Night MinimumOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Take in the amazing view from both inside and out at this four-bedroom, family-friendly retreat here...

🛏 4 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Kaneohe, Hawaii

Gorgeous partial Ocean View in the Heart of Waikiki! FREE Parking & Wi-Fi!

Reviews (42)

Regency on Beachwalk #81 – 255 Beach WalkYou'll appreciate the convenient location of this fully-furnished 8th-floor end unit condo (693 sqft plus two lanais with tables and chairs, for a total of 910 sqft) at Regency on Beachwalk, right in the heart of Waikiki and...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 6
📍 Honolulu, Hawaii

Kailua Condo / Townhouse on Oahu 7 day per 30 day period

Reviews (3)

”Aloha and Welcome Home" message me on availability as it can only be rented once in a 30 day period. Ordinance 19-18 does not require a renter to physically occupy a rental property for any minimum length of time. Remodeled 2x bedroom 2x bathroom condo / townhouse. It...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 5
📍 Kailua, Hawaii

Hale Kaimana by Gather: Lux Gold Coast Condo w/ Ocean Views & Beach Access

Reviews (2)

Wake up to breathtaking views of Diamond Head and the Pacific Ocean at Hale Kaimana by Gather, a stunning oceanfront retreat located in the prestigious Colony Surf building on Honolulu’s Gold Coast. This 2-bedroom, 2-bathroom condo offers 1,867 square feet of elegant...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Honolulu, Hawaii

Tropical Paradise Getaway Ocean & Lush Tropical Views Pool, BBQ & WI-FI Inn on the Park 1503

Reviews (2)

Tropical Paradise Getaway Ocean & Lush Tropical Views Pool, BBQ & WI-FI Inn on the Park 1503​​​Enjoy relaxing lanai Ocean, Diamond Head & Tropical views Peaking above the Waikiki Skyline. Clean completely remodeled & newly furnished air conditioned studio suite with...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Honolulu, Hawaii

Waialua Beachfront Home, 5 bed/4 bath-Northshore

Reviews (1)

Welcome to our private, beachfront home on the North Shore of Oahu in Waialua. Wake up to panoramic ocean views on your own secluded estate just steps to the sandy beach. This single story family home has 4 bedrooms and 3 full baths with an additional bonus studio with...

🛏 5 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 9
📍 Waialua, Hawaii

Charming 1 bdr in LAIE Private yard and entrance! 5 minute walk to Hukilau beach

Reviews (3)

Located in a prime spot in Laie. 5 minute walk to famous Hukilau beach. Message if you have any questions. One bedroom attached unit with living room, kitchenette and full bathroom. Private yard and entrance. The whole group will enjoy easy access to everything from...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Laie, Hawaii

PERFECT LOCATION BEACH FRONT INQUIRE special discounts reduced rates for march

Reviews (3)

Experience Haleiwa like a local in this delightful 1-bedroom apartment. Relax in the cozy living room or unwind in the jetted bathtub after a day of exploring. The bedroom features a comfortable king bed for a brilliant night's sleep. With amenities like a washing...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Haleiwa, Hawaii

Comfortable Camping - North Shore Oahu #2

Reviews (4)

This simple accommodation creates a distraction free space to reconnect. You’ll love peering over the banana trees and watching the sun disappear beyond the mountain. There is incredible stargazing at this site. To top off your vacation bliss, the glamping tent is just...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 3
📍 Laie, Hawaii

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