Big Island Vacation Rentals – Discover Hawaii's Largest Island

Big Island Vacation Rentals span diverse landscapes from the sunny Kona Coast to lush Hilo, luxurious Kohala resorts, and scenic Volcano Village. Whether you're seeking beachside relaxation, mountain escapes, or adventure near Hawaii Volcanoes National Park, the Big Island offers unforgettable stays for every type of traveler.

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Another Day in Paradise with Spectacular Oceanfront View of Kailua Bay

Reviews (173)

Probably one of the finest direct ocean views in all of Kailua-Kona. This 3rd floor unit looks straight over the ocean and Kailua Bay. Watch the whales breeching and the Spinner dolphins spin. Enjoy your favorite beverage on the lanai while watching spectacular sunsets....

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kailua-Kona, Hawaii

Cozy 1-bedroom with AC and WiFi in enjoyable Kailua-Kona

Reviews (2)

🌺 Welcome to Halekai Hideaways — Bungalow AVacation in comfort at this cute, cozy 1‑bedroom bungalow centrally located in the heart of Kona. You’ll be just a five‑minute walk to Ali‘i Gardens Marketplace, an open‑air collection of local vendors where you’ll find Shaka’s...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Kailua-kona, Hawaii

Peaceful 1-Bedroom in a Quiet Community

Reviews (3)

Experience the beauty of the Big Island from this beautifully remodeled 2-bedroom condo at Keauhou Punahele, perfectly situated next to the scenic Kona Country Club. This inviting retreat blends modern comfort with authentic island charm, offering the perfect space to...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kailua-Kona, Hawaii

Best Deal! Boogie Boards, Snorkel Gear, Baby Gear, Golf! Its all in the deal!

Reviews (155)

Call for our Introductory Special Pricing! New! Luxury 2BR, 2 BA ground floor villa with sophisticated tropical décor and direct beach access!Kolea, located just 30 minutes north of Kona-Kailua at Waikoloa Beach Resort between the Hilton Waikoloa Hotel and the Marriott...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 7
📍 Waikoloa, Hawaii

Includes Hilton Waikoloa Pool Pass thru June 2025! Waikoloa Colony Villas 1605

Reviews (26)

This vacation rental is professionally managed by ResorticaHawaiiWaikoloa Colony Villas 1605 Please scroll down for detailed informationHilton Pool Pass: Maximum 6 persons per pass (children under the age of 5 are not counted towards the 6 person max). Use of the Hilton...

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

If Looks could Kill...Prime Location, Close to pool. Weekly Discount!

Reviews (126)

Oceanview Luxury Retreat – Steps from Pool & Beach | Unit E, Building 16Welcome to your Hawaiian home away from home! Nestled in the heart of paradise, this beautifully appointed 3-bedroom, 2-bath condo offers garden and sunset views, upscale amenities, and unbeatable...

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

Kona Sea Villas- E-1

Reviews (2)

Summary:Escape to paradise in this spacious 3-bedroom, 3-bathroom townhouse in Kailua-Kona! Enjoy stunning ocean views and sunsets from your private lanai. This fully-equipped condo in a quiet, gated community offers all the comforts of home, including a BBQ grill and...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 6
📍 Kailua-Kona, Hawaii

Steps to Beach Family Friendly in Private Setting Lots of Grass to Play On

Reviews (207)

Kolea 15G at Waikoloa Beach Resort -- Amazing Location -- 5 minutes walking to the beach -- Heated Infinity Pool and Hot Tub with Ocean View -- Contactless Check In & Out -- Fast WiFi -- "Free and Clear" hypoallergenic detergent is provided -- Our Calendar is always up...

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

Kona Palm House 3 Bed/2.5 Ba with Pool

Reviews (22)

The Kona Palm House has a total of 3 bedrooms and 2.5 bathrooms. The Master with Cal King bed is located upstairs with an en suite bathroom and walk in closet. The half bathroom is located next to the kitchen at the top of the stairs. Also, upstairs you will find a...

🛏 4 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Kailua-Kona, Hawaii

Oceanfront, Renovated & Accessible Downtown Kona - Beautiful Ocean Views! 1st Fl

Reviews (96)

***POOL CLOSURE Aug 17-Sep 7th, 2026. Prices have been adjusted accordingly***Accessible and modern ground-floor, 2 bedroom/2 bath unit with spectacular ocean front views on a 200 sq ft lanai. Only one small step from a parking spot directly in front of your unit...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 5
📍 Kailua-Kona, Hawaii

Kona Hillside Estate - Gated Property with Lap Pool

Reviews (9)

Welcome to our family's private gated estate located on the beautiful hillside of Hualalai mountain in Kailua-Kona. We recently renovated our 4,000 SF home and enjoy hosting guests when we have availability since 2022.Guests will appreciate soaring ceilings, open living...

🛏 7 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 19
📍 Kailua-Kona, Hawaii

Upscale Kona home in peaceful setting, ready for family gatherings.

Reviews (13)

This beautiful new home is perfect for larger families. The home boasts a huge kitchen with new stainless steel appliances and granite countertops. Equipped with everything you need. There are 3 bedrooms with additional sleeping areas that collectively can sleep up to...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 10
📍 Kailua-Kona, Hawaii

Ocean Views, Walk to beach and town. AC, Huge lanai

Reviews (156)

Aloha!Great for longer stays! We supply reliable internet/wi-fi, a desk and comfortable office chair, and large monitor that makes our condo an ideal remote working location. Our spacious 2 bed 3 bath condo has ocean views, not only from our huge wrap around lanai, but...

🛏 2 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 6
📍 Kailua-Kona, Hawaii

❤️PiH❤️ Sunset Breeze ★ Hilton Pool & Waterslide Passes Included ★ Bikes

Reviews (14)

Brought to you by Paradise in Hawaii Luxury Homes.Welcome to the newest elegant home, Sunset Breeze, in our Hawaiian Luxury Collection. Sunset Breeze is a wonderful new large single level 4 bedroom, 3 bathroom home. This home is an amazing family retreat in the...

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

Hale "Hā Hā" Apartment - 3 blocks from ocean cliffs

Reviews (30)

Hale "Hā Hā" is a one-bedroom, one-bath, 588 sq. ft. apartment that has separate living quarters with a private entrance and a relaxing lanai. We now have air conditioning! We provide a welcome gift of local Hawaiian products, along with coffee and tea. The kitchenette...

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

Lush Private Tropical Estate, Epic Views w/ Salt Water Pool & Spa

Reviews (49)

Nestled on an acre of private and quiet lush tropical grounds with heated pool and hot tub, Heart of Hualalai is your dream home, away from home, in Kona coffee country.Heart of Hualalai is a peaceful space where natural beauty and serenity meet mindful architectural...

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

🏖️Ocean View | Golf | Sunset | Pool | vrKCV

Reviews (55)

Ocean View Ground-Floor Condo Near Ocean Club | Hali'i Kai 10EWake up to ocean breezes, golf course views, and unforgettable sunsets at Hali'i Kai 10E—your ideal Big Island getaway just steps from the Ocean Club.Important: Hali'i Kai Check-In FeeA mandatory fee of...

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

New Listing! Waikoloa Fairways 2-bed, 2.5-bath unit with pool, BBQ, and lanai

Reviews (56)

New Listing! Relax at this two-bedroom, two-and-a-half-bath Waikoloa Fairways unit in the heart of Waikoloa Village. The primary offers a soaking tub. Enjoy the open living layout, outdoor wet bar, and large lanai. Pool, hot tub, and BBQ at the complex.Upon entry, you...

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

Spectacular View, Direct Oceanfront Kona, Top Floor, Brand new A/C

Reviews (8)

ALOHA, WE INVITE YOU TO RELAX AT SEA VILLAGE, New A/COur lovely top floor condo is perfect for you! Sit back and take in the spectacular view from the lanai as you watch dolphins and whales (in season) during the day and beautiful sunsets in the evening! Lose yourself...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Kailua-Kona, Hawaii

Hale Kalea – Renovated 4BR Luxury Home at Mauna Lani with Pool, Views & Golf Cart

Reviews (6)

Welcome to Hale Kalea, the House of Joy and Happiness! After many years as a successful vacation rental, Hale Kalea has new owners and we can’t wait to welcome you back!Located in the Mauna Lani Resort’s exclusive gated community of Champion Ridge and perched above the...

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

Paradise vibes awaits @ Hali"i Kai, ocean front resort in Waikoloa Beach

Reviews (20)

23H Island inspired décor to give you all the feels of Hawaii. This 1400 square foot 3 bedroom, 2 bath condo is located in the most desired resort on the Big Island, Hali'i Kai at Waikoloa. Situated in the coconut grove amongst the relaxing tropical garden, 3 outdoor...

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

Privacy + Luxury ✨ Oceanfront 🌊 Panoramic View 🌅

Reviews (87)

Summary:Hali’i Kai in Waikoloa Beach Resort • 69-1033 Nawahine Place #13D • 5★ RatedHali’i Kai 13D is a Kohala Coast oceanfront corner villa located in the highly desirable gated property situated in Waikoloa Beach Resort. This upgraded villa boasts 2 spacious bedrooms...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 5
📍 Waikoloa Village, Hawaii

Casa De Emdeko 129 The Best Vacation Experience In Kona Hawaii!

Reviews (73)

Aloha and welcome to the most special Hawaii Vacation Condo in Kona on the Big Island, Casa De Emdeko 129.This Oceanfront Vacation Destination is located on famous Alii Drive just two miles from the village shopping and Kailua Pier. The Condo is a ground floor unit,...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Kailua-Kona, Hawaii

Bright & modern dog-friendly oasis on two lush acres with generous patio & W/D

Reviews (2)

Orchid Land | 31-Day MinimumOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Escape to paradise in this charming, newly built home in Keaau, Hawaii available for long-term stays....

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

Hale Lewa ~ Newer Home ~ Ocean Views ~ 30 Day Rent

Reviews (1)

Summary:Nicely Appointed Modern Home - Ocean ViewThe Space:Hale Lewa is a 30 day minimum rental.Serving as a 3 bedroom, 3 bathroom sanctuary atop a hill with beautiful ocean views, Hale Lewa is a great base to enjoy the Kohala Coast of the Big Island. The spacious open...

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

Big Island Private Home Rental

Reviews (98)

Guests walk in and we see wow on their faces...gourmet kitchen, ocean views, huge bedrooms. "perfect for a family reunion""cool at night was just right""close to the best beach in Hawaii""your own private estate""amazing sunset views"We are not a corporation. We are a...

🛏 5 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 18
📍 Kailua-Kona, Hawaii

Hualalai Haliipua Villa 104 - Spectacular Sunset Views + Newly Renovated 2023

Reviews (8)

Haliipua Villas are the newest generation of multi-family villas at Hualalai offering an array of designer finishes throughout the home. Special features include luxurious mahogany finishes, island-inspired ceiling treatments, enhanced lighting systems, built-in lanai...

🛏 3 Bedrooms
🛁 1 Bathroom
👤 Sleeps 6
📍 Kailua-Kona, Hawaii

Kona Isle B34 - Ocean View, Top Floor with full AC. Peaceful Oceanfront Complex.

Reviews (7)

NEW: In an effort to provide you with outstanding accommodations, we have upgraded to a dual-air conditioning unit that allows for whole-unit AC. We've also upgraded to quartz countertops! Aloha from Hale Malina! We invite you to enjoy a little piece of paradise, which...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 3
📍 Kailua-Kona, Hawaii

Oceanfront Beach House with Sunset Views and Private Pool

Reviews (114)

Kona Bay Estates is a gated and patrolled oceanfront community. The Sunset Beach House offers 2700 square feet of luxurious space. It is just 500 meters from the sea. Opening walls of glass offer indoor-outdoor living with spectacular views of the ocean and a private...

🛏 3 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 8
📍 Kailua-Kona, Hawaii

Relax and Enjoy! Five Star Accommodations at Affordable Rates!

Reviews (160)

If you are adventurous and free spirited, but still require all the amenities a luxury rental home has to offer then Pu`uhonua ('Place of Refuge') is the place for you. Experience tropical Hawaii at it’s finest in this unique pole house nestled just above Kealakekua Bay...

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

New Upscale Kona Retreat, Ocean Views, Pool, BBQ

Reviews (14)

Welcome to paradise in Kailua-Kona, Hawaii! 🌴 Escape to this stunning 3-bedroom, 2-bathroom oasis boasting breathtaking ocean views and a private pool for the ultimate Hawaiian getaway. Wake up to the panoramic views of the Pacific Ocean right from your private lanai,...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Kailua-Kona, Hawaii

Fairway Villas at Waikoloa Golf View 3 Bedroom

Reviews (1)

This beautifully maintained three-bedroom, three-bath condo features panoramic golf views and a prime location on Hawaii’s Kohala Coast. Designed for relaxation and connection, it’s the perfect retreat for larger groups or extended stays. Golf View 3 Bedroom 3...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 8
📍 Waikoloa, Hawaii

Beautiful Hali’i Kai 15-C, oceanfront, watch whales from your lanai

Reviews (115)

Welcome to the beautiful Kohala coast on the Big Island of Hawaii! Unit 15-C at luxurious Hali’i Kai gives you a rare front row seat with ground floor access to lush green grass over looking the beautiful Pacific. During the season, watch whales up close from your...

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

crater rim cabin garden view

Reviews (2)

Crater Rim Cabin is located on the boundary of Hawaii Volcanoes National Park in the edge of the ohia-fern forest of Kilauea. The cabin is nestled among ohia and koa trees in botanical-garden-like surroundings. At an elevation of just over 4000 feet we have a cool...

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

Relax and Rejuvenate in the Heart of Kona. Minutes walk to town!

Reviews (87)

Condominium pool will be closed all of October due to renovations. BBQ’s will be open. Simple 1 bedroom/2 bathroom condo for rent. Sleeps two comfortably but can sleep four. Unit is fully furnished, with two lanai's, washer/dryer, television, Wi-Fi, and 1 garage space...

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kailua-Kona, Hawaii

NEW Listing: Special Rate - Mauna Kea Fairways South 22 - Dreamy Hawaiian Escape

Reviews (3)

Special New Listing Rate!Welcome to Mauna Kea Fairways South 22, where elegance meets contemporary comfort in a tranquil setting with breathtaking ocean views. Our *fully remodeled* 3,800sqft vacation rental is designed for peace and luxury, offering a haven for...

🛏 4 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 8
📍 Waimea, Hawaii

Cottage with Amazing View, Minutes to Dolphin Swimming, Very Private, Affordable

Reviews (206)

Please check out the main house on the same property for larger groups:vrbo 1542506This cottage is perfect for a couple looking to save money but still have a million dollar view. In Kealakekua Bay, just 3 minutes from some of the best snorkeling and wildlife viewing in...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Captain Cook, Hawaii

Experience luxury near golf courses, 4 mins to Four Seasons Resort

Reviews (72)

STVR-19-357988 https://tours.spaces.808.com/1759448 Luxury living can be found at this spectacular 4 bedroom, 4.5 bath, resort home. Located within the Four Seasons Resort Hualalai on the Big Island of Hawaii. The gourmet kitchen is fully equipped with high-end...

🛏 4 Bedrooms
🛁 1 Bathroom
👤 Sleeps 8
📍 Kailua-Kona, Hawaii

Entire House! Peaceful retreat 4BR Waikoloa beach

Reviews (15)

About this spaceWelcome to our exquisite residence in Ainamalu, the "Peaceful Land" of Hawaii.1. Surrounded by majestic mountains and the ocean, our home offers a serene and captivating backdrop.2. Accommodates up to eight guests, perfect for families or groups of...

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

Tropical Pauoa Beach Oasis – 3BR Home with Hot Tub & Lanai

Reviews (4)

Balinese-style home -Steps from the beach with access to the Big Island's premier Pauoa Beach amenities3 bedrooms, each with an en-suite bathroom and additional outdoor showerLuxury mattresses and bedding in all bedroomsUse of the unit’s 6 person golf cart is included...

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

Private Oceanfront Top Floor Condo - Kona Reef D34

Reviews (12)

PLEASE NOTE THAT REPAIR PROJECT IS OCCURRING AT KONA REEF BETWEEN JANUARY 2026 AND JULY 2027. PLEASE CONTACT OWNER FOR UPDATES AS TO WORK ACTIVITIES SCHEDULED DURING DATES YOU ARE LOOKING AT. SOME ACTIVITIES WILL NOT AFFECT YOUR STAY IN OUR UNIT BUT OTHERS WILL. WE ARE...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Kailua-Kona, Hawaii

Lily's Kona Hideaway-Oceanfront & AC on Demand

Reviews (31)

Welcome to your Hawaiian paradise! This renovated second-floor condo at Kona Isle blends modern luxury with island serenity. Bright, open spaces and upscale comforts await. Enjoy a solar-heated pool, oceanfront BBQ, and lounge with spectacular sunset views. Soak in the...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 4
📍 Kailua-Kona, Hawaii

Ultimate Ocean View Villa • Pool • Pickleball • Game Room • Gym • Club Access

Reviews (9)

The Kanini Estate is a recently constructed, beautifully furnished luxury villa in Waikoloa's premier oceanfront community of "Naupaka at Waikoloa." The Estate is located within walking distance of The Kings’ Shops and the Queens’ Marketplace, world-class golf and the...

🛏 5 Bedrooms
🛁 7 Bathrooms
👤 Sleeps 16
📍 Waikoloa Village, Hawaii

PARADISE OCEAN VIEWS & GOLF w/ A/C + Pool / PickleBall / Tennis

Reviews (14)

E Komo Mai - Welcome to our Hawaiian Sanctuary (otherwise known as our Hawaiian Happy Place) offering nearly 180-degree Ocean View over Waikoloa Village Golf Course, with golf (at reduced rates plus a range/putting green), free tennis and pickleball (under lights), and...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Waikoloa Village, Hawaii

Townhouse with pool, lanai & hot tub

Reviews (4)

Summary:Well Equipped, Local Art, Private, Near PoolThe Space:Welcome to your peaceful Waikoloa retreat - the perfect base for relaxation, family time, & island adventure near beaches & shops!- Sleeps 5 | 2 bedrooms | 3 beds | 2.5 baths- Shared pool, hot tub, BBQ area &...

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

Waikoloa Beach 2bdrm/2ba remodeled condo close to the beach.

Reviews (24)

Enjoy our remodeled 2 bedroom condo conveniently located close to the resort pool and Pavilion. This condo is well equipped and used exclusively for guests. It is a corner unit located on the ground floor with easy access from the reserved parking space. Also, we are...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 5
📍 Waikoloa Village, Hawaii

Kona Beach Estate: Oceanfront Home with Pool & Private Beach

Reviews (30)

This luxury oceanfront vacation rental in Kailua Kona promises an unforgettable experience, blending unparalleled comfort with the natural beauty and vibrant culture of the islands. It's a place where every moment is infused with the spirit of aloha, creating memories...

🛏 5 Bedrooms
🛁 6 Bathrooms
👤 Sleeps 12
📍 Kailua-Kona, Hawaii

2 bedroom home minutes to world class beaches, surf, scuba, snorkeling & golf!

Reviews (33)

Welcome to Puako Kai Hideaway, a beautifully updated vacation home in charming Puako. Located only minutes away from world class beaches, surf, scuba, snorkeling and golf. Extensive resort amenities, restaurants, shops and farmers markets are a short drive away.This...

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

KBM Resorts | FREE CAR | Islands at Mauna Lani | 2-Bedroom Condo with Golf Cart & Exclusive Private Beach Club Access! IML-E4

Reviews (13)

** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...

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

Purple House in Paradise

Reviews (48)

Our 700 sq. foot 2 story home, Miloli'i Beach Bungalow, is located 33 miles south of Kona in Miloli'i. If you are looking to get away from the hustle and bustle of the city, you've come to the right place. Our little house in paradise, 550ft from waterfront local...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 6
📍 Captain Cook, Hawaii

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