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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Hilton Hawaiian Village Rental

Reviews (6)

We are please to provide our Suite units by Hilton Grand Vacations. The resort gives guests ideal access to the best stretch of Waikiki's famous white-sand beach and the extensive entertainment, shopping and dining options within the renowned Hilton Hawaiian...

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

Oh-So-Close to Waikīkī Beach Condo

Reviews (54)

Stay close to Waikīkī Beach, Kūhiō Beach Park and Kapiʻolani Park. Our 2-bedroom 2-bathroom beach pad is in a secure building with free parking. Highlights include a balcony with outdoor seating, full kitchen, beach gear, kids accessories and an internal washing...

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

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

Please contact me for specific dates that you may be interested in.

Reviews (115)

This is your home away from home in an immaculate, spaciously designed guest house built for relaxing in comfort, style & convenience. This an attached 2 bedroom + 2 bath fully-equipped house + sofa bed and a very large stocked kitchen with a separate entrance and foyer...

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

Luxurious, Spacious, High-end Beachfront Vacation Villa Free Parking

Reviews (109)

Dreaming of a memorable yet affordable Hawaiian vacation? Our Villa is calling you! It is located on the sunny Western shore of Oahu, and was built as a paradise for family-oriented beach lovers. It is landscaped with beautiful palm trees, koi ponds, a sandy-bottom...

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

Tropical & inviting home w/spa, torches, waterfalls & ocean view

Reviews (109)

From the moment you arrive at Hale Wailele (Waterfall House), tropical scenes take your breath away. Perched above the Kona Coast, this spectacular home invites you to unwind in complete comfort. Enjoy expansive ocean views, indoor-outdoor living, and evenings spent...

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

Oceanfront Island Living at its Finest! Unbeatable Panoramic Ocean Views!

Reviews (29)

Waikiki Shore #1400 – 2161 Kalia Rd.TRUE direct beachfront unit overlooking the sandy Waikiki shoreline with breathtaking panoramic ocean views! Full kitchen, free Wi-Fi, free parking for 1 vehicle. This 1-bedroom condo's generous 1,188 sqft of interior living space...

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

Kuilima West Estates 198B

Reviews (72)

Surf's up on the North Shore and our condo is ithe perfect place to Hang Ten! You'll appreciate the attention to detail, modern amenities and the chic, decor when you escape to our Surfer's Paradise. Our location provides easy access to the surrounding amenities, and we...

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

Luxury Honeymoon Villa, mere steps to the beach! Early bird discounts dm us!

Reviews (126)

Designed with romance and island flair in mind, this newly owned 1-bedroom studio villa at Turtle Bay Resort is the perfect retreat for couples, small families, or close friends.Wake each morning to the sound of ocean waves and tropical birds just outside your private...

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

"Hale Pohaku" - Waimanalo Beach Front Vacation Rental

Reviews (61)

This property is a licensed short-term vacation rental Non-Conforming Use Permit #1990/NUC-1689. It is compliant with Hawaii State Legislation (HB2078) for vacation rental accommodations, License # TA-059-395-6864-01. TMK 410040420000."Hale Pohaku" - Waimanalo is a...

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

LUXURY Condo!! One Ala Moana Large 1 bedroom 1 bath, 877 Sf

Reviews (1)

Location: Come experience the very best of island living at One Ala Moana, steps away from Ala Moana Shopping Center. Minutes to Waikiki, downtown.Interior: Features Philpotts designed deep-smoked walnut wide plank flooring. Magnificent floor-to-ceiling windows capture...

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

2 Double Beds Room, Hilton Waikiki, Walk to Waikiki Beach, Rooftop Pool

Reviews (1)

Prime Waikīkī Beach location with easy access to shopping, dining and attractions. Relax in contemporary rooms featuring island charm, plus enjoy a rooftop pool and 24-hour fitness center.This listing is for a room within a hotel.✦ Your room is 270 sq. ft, equipped with...

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

Malaekahana Beachfront Oasis Steps from Excellent Sandy-Bottom Swimming

Reviews (64)

Completely restored in 2024, this light-filled, 2,800-sq-ft, open concept home features breathtaking views of Malaekahana Bay. Enjoy the fully equipped modern kitchen, living/dining room for easy entertaining and a recreation room that has a ping-pong table, a game...

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

Stunning oceanfront cottage

Reviews (179)

This beautifully restored one-of-a-kind oceanfront home has all the charm of yesteryear with the added conveniences and sustainability of today. Meticulously appointed and private, the views and location are spectacular. The Guardian newspaper has listed Kona Moana Hale...

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

Chic & Upscale Waikiki Beach Ocean View w/ Parking

Reviews (5)

Summary:Welcome to your Waikiki high-rise retreat - where ocean breezes & skyline views set the tone for a relaxed island stay!- Sleeps 4 | 1 bedroom | 2 beds | 1 bath- Ocean, bay & city skyline views- Private patio or balcony w/ outdoor seating & dining- Fast wifi (205...

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

Cleaning fee waived!! 5 mins to the Beach/ OCEAN+Mt View. Centrally located

Reviews (2)

For limited time only 5% monthly discount.Early check in 10:00am and late check out 3:00pm at no additional charge. Breathtaking ocean and diamond head view right from the 32nd floor, features a spacious 1100 square feet with central AC and an open concept living area...

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

Waikiki Shore 1216

Reviews (1)

Updated in 2014, this deluxe one-bedroom one-bathroom suite with Pacific Ocean views has modern features that beach-goers will love! This bright and airy suite has a beachy décor, modern island furnishings, and Hawaiian-style artwork. You’ll love the kitchen, which is...

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

Kai Lani 14B by Gather: 3BR Resort Townhome w/ Pool & Spa

Reviews (3)

Welcome to Kai Lani 14B by Gather, your luxurious Hawaiian retreat in the exclusive Kai Lani community of Ko Olina Resort. Nestled on O‘ahu’s sunny west coast, this single-level 3-bedroom, 2-bath townhouse blends modern comfort with island serenity—perfect for families,...

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

Coconut Plantation 1190-1: Spacious 3BD Resort Villa w/ 3 Lanais—Walk to Lagoon

Reviews (3)

Welcome to Coconut Plantation 1190-1 by Gather, a luxurious and newly refreshed three-bedroom, three-bath townhome located within the prestigious Ko Olina Resort on Oahu’s sun-drenched west side. As the largest model in Coconut Plantation, this elegant 2,146-square-foot...

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

Luxurious, Free Parking & WiFi, Ocean View, Remodeled, 1 BR Condo, No Resort Fee

Reviews (73)

Be ready to elevate your senses to a higher ground. This sustainable space is designed to harmonize your inner energies with modern yet soothing style to bring you heightened sense of relaxation and joy. Professionally designed and remodeled in October 2021, our condo...

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

SEArider TWO at Turtle Bay (1 bedroom / 1 bath) - Kuilima Estates East

Reviews (17)

Our number one priority at SEArider is to provide our guests with a luxury Hawaiian experience. This unit has been completely renovated with our main focus being quality and comfort. Nestled in the condominiums that surround Turtle Bay, TWO has a luxurious but minimal...

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

Brand New! Luxurious Sky Ala Moana 2 Bed 2 Bath

Reviews (1)

Summary:*30 DAY MINIMUM* Discover the lively heart of Honolulu and enjoy leisurely walks along the beach with this 2 bed and 2 bathroom apartment on the 16th floor of Sky Ala Moana. Get a charming view of the city and take advantage of the convenience of being close to...

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

11th Floor 2 Bedroom Sans Souci condo w/ incredible bay views

Reviews (1)

Luxurious Monthly Rental Property:Relax in the comfort of this high floor Sans Souci condo with stunning ocean and bay views.Condo Features:2 King Size Beds, Full Kitchen, Free Wifi, Ocean Front, Ocean View, One complimentary dedicated Parking Stall is...

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

Walk to the beach! North Shore Surf House

Reviews (3)

Step into your newly remodeled condo (one of the largest on property). Walk to the beach, restaurants and more. Indulge in luxury with 2 private pools, tennis and pickleball courts, and 5+ miles of pristine beaches just moments away. Dive into adventure with surfing,...

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

Waialua Oceanfront Luxury Home – Secluded North Shore Escape

Reviews (18)

Featuring Two Master Suites!!!Search no further - this luxurious oceanfront beauty has all the makings of a heaven-sent vacation on one of Oahu's most secluded coastlines. Furnished throughout with hand-picked Balinese furniture and decor, this home is a treat to see...

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

Peaceful North Shore Beach Oasis

Reviews (3)

Our beautiful 2 bedroom 3 bathroom house has direct access to one of the most beautiful beaches on the North Shore. The house is the last house on the beach so you have unobstructed views of a beautiful cove with warm, calm waters and a large horse ranch on one side....

🛏 2 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 4
📍 Waialua, Hawaii

Beachside 🏖 Family, vacation home with pool 🌺 NO CLEANING FEE!

Reviews (9)

This Kailua, beachside, pool (heated) home was completely remodeled in 2019 with all new kitchen, bathrooms, pool house, pool surround, landscaping, TV's, furnishings, etc. And NO CLEANING FEE on 30 day bookings!Each room has an individually controlled AC system. The...

🛏 5 Bedrooms
🛁 1 Bathroom
👤 Sleeps 10
📍 Kailua, Hawaii

Sky Ala Moana 2908: 2 BR, 2 BA Condominium in Honolulu, Sleeps 4

Reviews (2)

This stunning 2BR/2BA condo is located in the brand-new Sky Ala Moana building, offering breathtaking ocean views and luxurious amenities. The unit features a spacious living room, a fully equipped kitchen with modern appliances, and two elegant bedrooms with...

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

Walker's Lanikai Beach House – Historic Oceanfront Retreat

Reviews (136)

This property is professionally-managed by Private Homes Hawaii, LLC and is licensed as a short term vacation rental, Non-Conforming Use Permit Number 1990/NUC-1757. It is compliant with Hawaii State Legislation (HB2078) for vacation rental accommodations,...

🛏 5 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 14
📍 Kailua, Hawaii

★O‘ahu Perfect Vacation • Million Dollar Views, Pool, Near Beach, 4BR Sleeps 14★

Reviews (20)

Why guests love our cozy Makaha Valley home, The Ohaha Paradise!Free parking for up to 5 cars (hotels charge $40–$100 per car)Full kitchen—cook your own meals and save on dining out4-stage reverse osmosis drinking water—no need to buy bottled waterPrivate backyard with...

🛏 4 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 14
📍 Waianae, Hawaii

Corner Oceanfront 1BR Condo w/ Panoramic Views

Reviews (2)

Enjoy a serene beachfront experience at this 1-bedroom condo in Waianae’s Hawaiian Princess Makaha. Perfect for couples, this peaceful escape offers a private lanai with ocean views, direct beach access, and all the comforts of home. Wake up to the sound of waves and...

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

Steps To Kailua Beach

Reviews (5)

Our beautiful home has been featured in Hawaii Home Magazine and has received a best in class award from the Hawaii Builders Association. The home is within a 2 minute walk to Kailua Beach Park, the Kalapawai Market and Buzz's Steak house. There is ocean, mountain and...

🛏 4 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 7
📍 Kailua, Hawaii

Coconut Plantation by AvantStay | Resort Access, 0.4mi Walk to Beach!

Reviews (1)

Please note that this home is available for 28+ night stays only.Aloha from Coconut Plantation! Immerse yourself in the island lifestyle at this stunning two-story condo, surrounded by swaying palm trees and lush tropical landscaping. With 4 bedrooms and 3 full...

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

Take-it-easy Waikīkī Beach Condo

Reviews (22)

Stay close to Waikīkī Beach, Kūhiō Beach Park and Kapiʻolani Park. Our newly-renovated 2-bedroom 2-bathroom beach pad is in a secure building with free parking. Highlights include a balcony with dining area, full kitchen, beach gear, kids accessories and a washing...

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

Spacious Beachfront 6-bedroom on Breathtaking Sunset Beach

Reviews (2)

Sunset Beach welcomes you at this incredible 6-bedroom duplex (2 identical 3 bdrm/ 2 bath units). With 6 queen beds, 4 bathrooms and 2 additional living spaces with sofa beds, this place is perfect for large groups or families. A fully stocked kitchen, fresh linens and...

🛏 6 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 16
📍 Haleiwa, Hawaii

High Floor, Drink Station, 2 Pools & Free Parking!

Reviews (1)

Summary:Welcome to our "Plumeria Suite" - A vibrant, stylish apartment, with fully stocked kitchen, located in the iconic Ilikai. Very short distance from the Pacific Ocean, Duke's Lagoon, Magic Island, Ala Moana Center and an abundance of shops and restaurants.The...

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

Cozy 2-bedroom apartment in Honolulu

Reviews (1)

Consider this apartment your home away from home while you visit Honolulu. With 2 bedrooms featuring a queen and king bed, this cool space is perfect for guests looking for a comfortable stay. Fall in love with Honolulu and enjoy the magic it has to offer.

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

Turtle Bay Condo- Kuilima Estates

Reviews (5)

Ground floor end unit, located on the 18th hole of the world re-nowned Turtle Bay resort! King sized bed in bedroom, 1 queen Murphy bed and 1 queen sofa bed in living room. AC in both bedroom and living room. Screened-in lanai. A nice walk away Turtle bay resort, coved...

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

LUXURY 2-Bed Condo, Kitchen, Wi-Fi, Parking, W/D, AC, LEGAL Monthly Rental!

Reviews (3)

Allure Waikiki #804 – 1837 Kalakaua Ave.(LEGAL 30-Night Minimum Rental in the Resort Zone! Max Stay 3 Months. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)Experience luxury Waikiki living at its finest! This 2-bedroom, 2-bath condominium with high-end touches...

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

Hawaiian Haven @ KoOlina Kai // Family Friendly, near pool

Reviews (17)

This gorgeous 3-bedroom, 2-bath villa is located in Hawaii's premier Ko Olina Beach Resort in the gated community. Your vacation starts as you enter the gate, surrounded by beautiful palm trees and the gorgeous Ko Olina LPGA-level golf course. Convenience is at your...

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

North Shore Villa - Relaxed Luxury Retreat

Reviews (7)

Welcome to your peaceful retreat on Oahu's stunning North Shore, located in the desirable Kuilima East community. Nestled next to the luxurious Ritz-Carlton Oahu, Turtle Bay, and overlooking its world-renowned golf course, this charming vacation rental offers the...

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kahuku, 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

Oceanfront Paradise Escape on the North Shore of Oʻahu. 30-Night Minimum Stay

Reviews (2)

Please Note: In accordance with Hawaiʻi regulations, this property is available for a minimum stay of 30 nights only. We kindly ask that you do not inquire about shorter stays, as we are unable to accommodate them. That said, this home is truly special, and with its...

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

HIGH Floor w/Canal, Mtn and Partial Ocean Views! AC, W/D, WiFi, Pool,Parking!

Reviews (3)

Fairway Villa #2418 – 2345 Ala Wai Blvd(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)You'll love this corner property with its amazing Ala Wai Canal, mountain and partial ocean views and its proximity to shopping, restaurants and entertainment...

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

Executive Center Studio with Kitchenette, secure building pool, FREE PARKING

Reviews (29)

Updated downtown studio with (Free Parking a $50.00 Value per night can go in and out no charge/ dedicated parking stall few feet away from elevator ) located in the Aston Executive Centre. Enjoy hotel amenities including 24 hour security, pool, hot tub, on site laundry...

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

Contemporary Hawaii Living, Calm North Shore Beach

Reviews (20)

Experience Hawaii in its purest form in this beautifully built custom home, sitting on an exclusive beachfront property on the North Shore of Oahu. Built with the idea of taking in the gorgeous ocean and mountain views, and maximizing the flow of the trade winds, this...

🛏 3 Bedrooms
🛁 1 Bathroom
👤 Sleeps 8
📍 Waialua, Hawaii

Dreamy Beachfront Home (Car Available)

Reviews (1)

🌺 Aloha! Welcome to our happy place! 🌺🌊 Newly Remodeled Coastal Retreat, with Floor-to-Ceiling Ocean View 🌊Welcome to our beach house, where every detail has been thoughtfully designed by a professional interior designer to create a serene, luxurious escape.Everything...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 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

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

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