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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Fabulous Diamond Head and Ocean views from this two-bedroom penthouse suite!

Waikiki Sunset #PH3807 – 229 Paoakalani Ave. (7-Night Minimum)This beautiful 38th floor penthouse suite boasts dramatic unobstructed ocean and Diamond Head views! The spacious 1308 square feet of modern design is cooled by energy-efficient central air conditioning and...

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

Waterfront home of peaceful joy: Villa Laule'a

Welcome to Villa Laule'a~~Hawaiian for peaceful happiness. This beautifully furnished & well equipped 4 bedroom townhouse is ready for your luxury vacation. Fine sheets and towels, fabulous kitchen. You'll enjoy the waterfront lagoon and close access to the ocean....

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

Turtle Bay Corner Condo Overlooking the Fairway - Kuilima Estates East

Enjoy the best of what the ‘fabled North Shore’ has to offer in this authentically designed Hawaiian-beach-themed unit, that sleeps up to four (4) adults, with Resort-style amenities at your doorstep, including snorkeling beach access, swimming pool, tennis courts,...

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

Tropical Gardens,4 Bdr, Large Yard, Pool, 5 min Walk to Beach,Koi Pond, Kailua

Stay in comfort as long as you wish. 30 day minimum lease, shorter stud are of longer stays are welcome. Contact Us for Details and RatesHawaii Tax ID # available upon requestHale Pulelehua “The Butterfly House” has an open spacious Kailua feeling inside and out....

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

Modern vacation home - Bikes/Surfs/Beaches/Sun

30 days mIn. stayAfter swimming in the blue water or collecting shells on the beach, you will find the central location of your apartment puts you within minutes reach from :*Foodland market*famous surfing spots Waimea, Pipeline and Sunset Beach*walking and bike...

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

Nice Ocean View 1bed room, full kitchen, near Waikiki Beach! Rooftop pool&BBQ.

Our beautifully remodeled 1 bed room unit with a split ACs is located in the Pacific Monarch with a balcony and awesome ocean views! It's only a few steps away from the famous Waikiki Beach, shopping, and restaurants. The unit has a full kitchen with all kitchen...

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

Two bedroom: Steps away from Turtle Bay Resort, AC - Kuilima Estates West

Enjoy the North Shore by staying close to everything when you stay at this centrally-located place. The townhouse is right next to the famous Turtle Bay Resort.Our two-level, one-bedroom plus loft, end unit condo is located on the second floor for full privacy. ***($20...

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

Ko'olina Beach Villa. Steps to the pool and beach!

Amazing beachfront condo in the Ko'Olina resort overlooking swimming pool with beautiful pool and sunset views! Pristine residence features spacious living area and lanai with pocket sliding doors. Enjoy home cooked meals in your gourmet kitchen with island granite...

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

Luxurious DistantOcean View Villa

THIS IS THE BEST VALUE ONE CAN GET AT THE 5 STAR ACCOMODATIONS AT THE BEACH VILLAS AT KO OLINA! Located in the Beach Villas at Ko Olina, within the Ko Olina resort and Marina, this relaxing 2 bedroom 1200 sq ft totally upscale villa has mountain and distant ocean views....

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

Ocean view home office

Right by the Four Seasons at Ko Olina, the house is beautifully located inside the luxuriously built Kai Lani with an ocean view from the balcony and the master bedroom. Only minutes away from the beach at the Ko Olina lagoons, you will also have direct access to the Ko...

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

Spectacular Diamond Head and Ocean Views! Free Valet Parking, Wi-Fi, Pool!

Waikiki Beach Tower #3602 – 2470 Kalakaua Ave.This spacious, centrally air-conditioned two-bedroom, two-bath condo (1025 square feet plus large lanai with table and chairs) has one of the most breathtaking panoramic ocean views in Waikiki, plus an unobstructed Diamond...

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

Beautifully Furnished, New Renovation, A/C, Mtn/Ocean View, beach/golf/hiking!

Condo, 1 Bedroom, 1 Bath, Sleeps 2-4, Children welcome, Air Condition Enter the gates of Makaha Valley Towers to a luxury resort feeling! The immaculately landscaped secluded grounds will welcome you like any Five Star Resort. This facility offers around-the-clock...

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

@ Marbella Lane - Paradise Point close to beaches

Summary:Experience an exclusive stay in Makaha Valley. Nestled in a safe gated community, this luxurious vacation home offers picturesque mountain and ocean views that will leave you breathless. Dive into an adventure with snorkeling, hiking, and sightseeing, as you...

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

Pipeline Beachfront House - Sleeps 12 Guests

Minimum 30-day consecutive rental required. Please contact the Host for availability​. Located right on the beach where dreams are made for many professional surfers every winter. This three-story house has four bedrooms and four and a half baths. Enjoy amazing ocean...

🛏 4 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 12
📍 Haleiwa, Hawaii

Luxurious Oceanfront Villa with hot tub, pool, on the North Shore

About this Property:Escape to paradise at our luxurious oceanfront villa on Oahu’s North Shore. Nestled in the serene Turtle Bay area, this stunning 3-bedroom, 2-bathroom retreat offers a perfect blend of comfort and elegance. Just steps from the soft sands and gentle...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 9
📍 Kahuku, Hawaii

Chic Condo Near Waikiki Beach - Free Parking!

Aloha from Midway Vacations! Our team of local hospitality experts is dedicated to turning your Hawaiian getaway into a reality. When you stay at one of our properties, you can count on a professionally cleaned and meticulously maintained experience. We're even...

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

Mauka Sunrise, Walk to Hau‘ula Beach & Trails, A/C

Welcome to our tranquil three-bedroom vacation retreat nestled in the heart of nature's paradise. Each bedroom boasts a comfortable queen bed, ensuring a restful night's sleep for everyone. The master bedroom features a convenient in-suite full bathroom with a...

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

Spacious 2 bedroom 2 bathroom on North Shore - Kuilima Estates West

You will enjoy relaxing in this spacious 2 bedroom, 2 bathroom townhome located on the first fairway of the Fazio Golf Course at the Turtle Bay Resort! Beautiful golf course views with ocean view right past the golf course. You may even see some horses grazing in the...

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

Vacation Home in Secluded Makaha Valley Near Beach w/Full Kitchen & Bbq Grill

Book with confidence! This property is professionally managed by Ali'i Beach Rentals, an award-winning property management company.May 2025 the Community Pool, Jacuzzi, and Gym are now OPEN!!We are proud and excited to reintroduce our beautiful and newly built 1-story...

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

Luxury Suite w/ Ocean View in Waikiki + Free Parking!

Aloha from Midway Vacations! Our team of local hospitality experts is dedicated to turning your Hawaiian getaway into a reality. When you stay at one of our properties, you can count on a professionally cleaned and meticulously maintained experience. We're even...

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

Oceanfront 2 Bedroom at Chun's Reef

Beautifully landscaped multimillion dollar gated property, there are two houses situated on this oceanfront property. The house closest to the ocean is occupied by the owner. The rental house is approximately 100 feet from the beach. There is easy access as well as an...

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

Ocean Escape by AvantStay | Ocean Views | White Sandy Beaches | Brand New Home

Indulge in the Unmatched Beauty of Contemporary Luxury at Ocean Escape — A Brand-New Retreat!Discover the newly constructed, unparalleled, modern, luxury, three-bedroom house, where every corner is adorned with awe-inspiring ocean views. This Hawaiian haven transcends...

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

New Modern Studio in Central Waikiki with Views

Kick back and relax in this calm, stylish studio in central Waikiki. This space has been fully renovated with a Mid Century Modern vibe. It is best suited for couples or singles on vacation or business. You will enjoy itʻs close proximity to the city where golf,...

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

Marriott Ko Olina Beach Club 1BR Villa, Full Kitchen. Includes Tax, Parking

The Marriott Ko Olina Beach Club Resort offers daily and mid-week availability. ( 3- 5 Night Minimum ) Rates are based on weekly stays in USD and will vary by week, view and season / holiday. Daily rates will increase for 3 - 7 night stays. Marriott owner services is...

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

Beautiful Oceanview Villa at Beach Villas at Ko Olina

This luxury villa is located in the Ocean Tower on the 6th floor (O604). You'll be impressed with the professionally furnished villa and the spectacular ocean view. The sliding glass doors open allowing the living area to become part of the lanai. The lanai also...

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

Hale Moana | Ko Olina Beach Resort!

Summary:Kick your feet up at Hale Moana in Ko Olina, the newly-renovated villa perfect for your paradise vacation. Maximum occupancy strictly enforced in accordance with local ordinances.The Space:Professionally and locally designed, this condo captivates Kapolei's...

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

Ocean and Sunset Marina Views at the Ilikai Hotel w/Great Building Amenities

Book with confidence! This property is professionally managed by Ali'i Beach Rentals, an award-winning property management company.Discover the charm of the Ilikai Hotel, a renowned beachfront haven just steps from the tranquil Hilton Hawaiian Lagoon and the golden...

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

Kaaawa Home With Mountain View’s - 30 Day Min

This Hawaiian home gives you the best of both worlds, nestled up close to the Koolau mountains with an ocean view. The house will accommodate 6 guests. Incl 3 bd/1ba, a kitchen & plenty of living space. We aim to make this space feel like your home away from home. If...

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

Beach House on Spectacular North Shore Beach - Sunset/Ke Iki

LOCATION, LOCATION, LOCATION. This charming beachfront house is located on one of the largest and most beautiful beaches the North Shore of Oahu has to offer. Relax and enjoy the sun, surf and sand that is right under your toes. Whether you are ready to surf, snorkel,...

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

LUCKY YOU! Breathtaking Ocean and Diamond Head Views! Steps to Beach!

Waikiki Beach Tower #2302 – 2470 Kalakaua Ave.This spacious, centrally air-conditioned two-bedroom, two-bath condo (1025 square feet plus large lanai) has a breathtaking unobstructed panoramic ocean view! Photos do NOT do this beautiful vacation rental justice! Sleeps...

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

Luxurious Getaway

Private oceanfront lounge for relaxing under the Hawaiian sun. Smell the salt water, listen to the ocean and allow yourself to be caressed by the warm trade winds. Ocean access to surf, swim, snorkel and sun bath along the Gold Coast. Luxury at affordable price: Simple...

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

Marriott KoOlina Beach Club, TWO Bedroom, Oceanfront Resort

Please choose a Friday through Sunday check-in for a 7-night stay. Thank you for choosing Dash Realty Group of Windermere, Florida. We are a registered Fla. Seller of Travel Ref. No. ST42435.Traveling with 2-4 people? Take a look at our STUDIO ad on VRBO:VRBO #1012183...

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

Deluxe Waikiki Ocean Front Suite - Ilikai

Enjoy stunning sunsets from your private balcony while sipping a glass of wine. This condo stands out because it has full, direct, unobstructed ocean views overlooking the Waikiki Marina... not peek-a-boo views.You'll see ocean views from EVERYWHERE in the condo.This is...

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

Ko Olina Beach Villas 610: Luxury 2BD w/ Captivating Views of Ko Olina's Lagoon

Experience oceanfront luxury at Ko Olina Beach Villas B610 by Gather, a breathtaking villa located in the exquisite Ko Olina Resort. This sixth floor two-bedroom, two-bathroom villa with space for up to six guests, offers unparalleled ocean views from almost every...

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

Luxury 2-Bed/2-Bath Corner Waikiki Shore Condo w/ Ocean Views! FREE Parking!

Waikiki Shore #918 – 2161 Kalia Rd.Waikiki Shore is the only condo in Waikiki where you can step directly from the building onto the sand of Waikiki Beach! This beautiful Balinese-inspired beachfront condo (renovated 2014) is sure to be your new favorite vacation...

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

Resort-like, Beach-side Kailua Lanikai, Pool, AC, WiFi, Kayaks, 50% DISCOUNTS

The property marker shows the property location incorrectly. This property is a 2 1/2 to 3 min walk from the sandy beach of Lanikai.Walk through the entry gate, and find yourself in the middle of your own personal "resort". A lush tropical yard greets you as you walk to...

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

Last minute discount, 4/26 - 5/12. Huge 3/3 Oceanfront Penthouse

This beautiful Ocean Tower 10th floor Penthouse end-unit is huge, recently renovated, and has a unique floor plan with glass doors on both sides of the main living area that slide completely into the walls, creating a wide open space more than 75 ft wide with east,...

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

Pua Oriana: A Polynesian Tropical Retreat

E komo mai — welcome to our hale. Welcome to the Pua Oriana – a mix of Hawaiian and Samoan language, ‘pua’ meaning flower, and ‘oriana’ means the flower that adorns a woman’s head. Enjoy the space and the grounds with 880 acres of pristine gardens, walking...

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

Magnificent Ocean View Penthouse, FREE PARKING-n Pool renovation until 2026

Enjoy being on top of the world and just one block from Waikiki's best beach. Our one bedroom beach house has breath taking panoramic ocean views from front and side windows, a separate fully equipped kitchen, 50" flat screen Smart T.V., large lanai facing the ocean,...

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

Turtle Bay Condo - Kuilima Estates East

This is a legal vacation rental located on the Legendary North Shore of Oahu!Permit #: 2211-CCH-0353TA #: TA-106-244-7616-01GE #: GE-106-244-7616-01Famous North Shore Beaches, Two beautiful Swimming pools, Free Parking, No Resort Fees, AC, wireless internet, second...

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

Chic Mountain View Unit Near Waikiki Beach+Parking

Aloha from Midway Vacations! Our team of local hospitality experts is dedicated to turning your Hawaiian getaway into a reality. When you stay at one of our properties, you can count on a professionally cleaned and meticulously maintained experience. We're even...

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

Ko Olina's Coconut Plantation 1194-3: Family-Friendly Villa Near Disney Aulani

This property is offered as a monthly rental. Although full-month occupancy is not required, the monthly rate remains fixed and applies in full, regardless of the number of nights stayed, as prorated rates are not available.Welcome to Coconut Plantation 1194-3 by...

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

Studio Apartment City View Unit 817

Unit 817 in the Ilikai hotel is the answer for you. Bringing the family? This 500 square foot, one-bedroom, one bath suite contains two double beds and a sleeper sofa to accommodate up to 5 people. More importantly, there is a full kitchen. There is a full-sized fridge,...

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

Manoa Cottage with Patios and Decks

Quaint, spacious, and newly remodeled and furnished 2 bedroom / 2 bathroom cottage with a courtyard in the charming Honolulu neighborhood of Manoa. 2 minute walk to the University of Hawaii. Each bedroom has its own patio and there are two large bbq decks shared by...

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

Oceanfront-Paradise on the North Shore

If you are looking for a private, romantic location this is it!Our oceanfront unit is the premier unit in the Mokuleia Beach Colony and is 20 feet from the water. This 900 sq ft home has been in our family for decades and we are now offering it for rent on a limited...

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

Kuilima Estates West 3 Bedroom

TMK (1)570010290042 Welcome to Kuilima Estates West. Location! Location! Location!Only steps to the grounds of the famous and newly renovated Turtle Bay Hotel on the North Shore. We are a Legal Vacation Rental.The condos are Surrounded by Two Beautifully manicured golf...

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

Hale Kalea - Oceanfront Vacation Rental on the North Shore of Oahu

The City of Honolulu recently enacted a law which allows rental homes to be rented once within a 30 day block of time. While few guests visiting Hawaii are able to stay 30 days, the law is that the owner may only rent the house once within a 30 day window, regardless of...

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

City Lights, Mountain View! Ilikai Hotel, One-Bedroom, Renovated & updated!

This condo is located on the 17th floor of the Ilikai Hotel. Your piece of paradise awaits, in this modern remodel that will please any guest with it's quality & attention to detail. As soon as you walk into the condo, you'll be welcomed by a clean & spacious living...

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

Hawaiian Monarch Waikiki Condo with Free Parking

Relax in this recently renovated, sophisticated condo at the Hawaiian Monarch building. The spaceLocated at the beginning of Waikiki, this unit offers ac, a free parking, smart tv, wifi and cable. The Hawaiian Monarch is a secured building that includes a spacious sun...

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

Waikiki Banyan 1BR w/ Great Ocean Views, Steps to Beach & Parking!

Aloha from Midway Vacations! Our team of local hospitality experts is dedicated to turning your Hawaiian getaway into a reality. When you stay at one of our properties, you can count on a professionally cleaned and meticulously maintained experience. We're even...

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

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