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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Island Style Elegance on a Beach Access

Reviews (3)

Island style elegance with beach access.Immerse yourself in the island inspired luxury of Portlock Paradise. Sitting on large lush ocean access property, Portlock Paradise offers four bedrooms, 3 with ensuite bathrooms, an indoor and outdoor dining areas, elegant...

🛏 4 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 10
📍 Honolulu, Hawaii

Most Luxurious Ocean Front Condo in Kai Lani, Ko Olina, Hawaii

Reviews (44)

Awaiting you in this tropical paradise is a luxurious 2 bedroom, 2 bath 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 book in comfort and...

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

Exclusive Beachfront Home in Private Gated Community

Reviews (1)

Welcome to Hale 4 U! Step through the front door and be captivated by breathtaking panoramic views of one of the most unique coastlines in the Hawaiian Islands. Nestled within an exclusive gated community with access to a private bay, this beachfront retreat offers 5...

🛏 5 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 9
📍 Haleiwa, Hawaii

SUNSETYARDS ON SUNSET Point, OPEN APRIL 2025-Sept 2025. almost beachfront.

Reviews (55)

SUNSETYARDS BEACH HOUSE ON SUNSET POINT. .. this lovely 2-bedroom house offers breathtaking ocean vistas and serene natural scenery that make it ideal for a tropical escape. Nestled just a 7-minute drive from the renowned Banzai Pipeline and a 15-minute drive from the...

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

Luxury Living at ONE Ala Moana

Reviews (3)

Welcome to the beautiful, One Ala Moana, one of the finest luxury apartments in Honolulu.With just 206 units, this unique building provides a rare sense of intimacy often missing in Honolulu. What does that mean for you? It means no long waits for the elevator, a lounge...

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

THE SURFS UP! A GREAT LOCATION, LOW RATES n& JUST STEPS 2 THE BEACH ON SUNSET PT

Reviews (62)

***Book for the month and you will have access to the unit for 30 days even if you don't use it the whole 30 days. Unused days will not be reimbursed (sorry its the law). Nestled in the Sunset Point neighborhood, this house is in a great location to surf and enjoy...

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

Romantic Waikiki Beachfront Condo w/ Spectacular Ocean View

Reviews (7)

💖 A Romantic Retreat for TwoWelcome to your dream couples’ getaway in the heart of Waikiki! Perched high inside the iconic Foster Tower, directly across from Waikiki Beach, our ocean‑front condo delivers sweeping Pacific views, modern comforts, and the perfect...

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

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

Reviews (20)

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

Newly renovated, Free Parking, One block to Waikiki Beach

Reviews (85)

See my other Properties # 1503692 and #3156864 and #3512192 for my 5-STAR reviews and to book multiple units in the same building.Located in the Waikiki Sunset with beautiful mountain and city views this condo offers enough beds to sleeps 6. 1 bedroom (king bed and twin...

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

THE GRAND ISLANDER BY HGVC, 2br Premier Ocean View Condo

Reviews (1)

Size 912-1039 sq ft Accommodates: 6This 2-Bedroom, 2-Bathroom partial ocean view Suite with lanai features a primary bedroom with a king-size bed and a 55-inch flat-panel Smart TV. The spa-inspired primary bathroom includes a sleek shower, a deep soaking bathtub, a...

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

5 Minutes to the Beach! Oahu Ocean View + Family retreat

Reviews (3)

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

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

Monthly Discovery Bay 2810 Studio Ocean / Sunset / Marina Views King Bed, Sofa Bed

Reviews (1)

PANORAMIC Ocean VIEWS, 5 Minute Walk to Beach, High Floor, Remodeled, Furnished and Fully Appointed. No smoking room. Parking, Pool, Utilities, WIFI, BBQ, Gym, Security, Washer/Dryer Included. 1 Month Minimum / contact Agent.Sweeping Ocean Views from High Rise, Tasteful...

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

Luxurious 2-Bdrm, 2.5-Bath Condo with Parking & Fitness Center in Prime Waikiki!

Reviews (2)

Experience luxury living in this 2 bdrm/2.5 baths/1 parking, corner-end unit at Waikiki Landmark! Located in the Makai Tower, this unit offers breathtaking city and partial ocean views. No detail was overlooked in the thoughtfully designed kitchen renovation, featuring...

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

Monthly Discovery Bay 1713 Ocean/City Views 1 Bd 1Ba

Reviews (1)

WAIKIKI / OCEAN VIEWS, 5 Minute Walk to Beach, Remodeled, Furnished and Fully Appointed. No smoking condo. Parking, Pool, Utilities, WIFI, BBQ, Gym, Sauna, Security, Washer/Dryer Included. Monthly.Excellent Views from Breezy Lanai, Tasteful and Clean. Monthly / contact...

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

Posh Oceanview Condo w/Resort Pool & Spa, AC & Spacious Lanai - Park Lane Palm

Reviews (4)

This fourth-floor luxury suite blends island sophistication with modern comfort in the heart of Oahu's coveted Kaka'ako neighborhood. With ocean and Great Lawn views, a spacious lanai, and curated resort amenities, Park Lane Palm Resort is designed for both relaxation...

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

Makaha Ocean View - 2 bedroom, 1 bath - family friendly

Reviews (9)

Hawaii License # 031-420-0064-01This property may not be rented for fewer than 30 consecutive days. Rental prices will not be reduced or adjusted based on the number of days the rental is actually used or occupied.ABOUT THIS CONDO: Meticulously clean! This is a...

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

Ocean & Diamond Head Exclusive Panoramic PH Condo w/Parking & Near the Beach

Reviews (1)

This property requires a minimum 30-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.The Waikiki Landmark high rise is located at 1888 Kalakaua Ave. on the main strip of Waikiki. Situated in one...

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

Modern, Romantic Vibes in the Tropics

Reviews (139)

The SpaceCome enjoy this newly updated, spacious end-unit condo in beautiful Turtle Bay. It is as comfortable as it is beautiful. Whether it's breakfast in bed or a drink on the lanai swing, you may not want to leave. Everything has been updated, including hand-picked...

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

FOUR PADDLE Mountain view with full kitchen, AC, washer/dryer, Wi-Fi, parking

Reviews (13)

Four Paddle #2311 – 2140 Kuhio Ave(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)Located on the cool side of the building, you'll enjoy lovely Ala Wai Canal and Ko'olau Mountain views from this well-equipped 23rd floor one-bedroom condo (553 sqft...

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

ALOHA-WAIKIKI 2 Blocks 2 Shoreline of BEACH and Upgraded!!!

Reviews (1)

Located just two short blocks from the shoreline, this unit features a comfy queen sized bed, free wifi, a kitchenette, private bathroom and a private covered balcony from which you are able to enjoy mountain views and tropical breezes.Within our CLEAN PRIVATE unit, my...

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

Beautiful Marriott's Ko Olina Beach Club 2BR/2BA, Free Full Resort Access

Reviews (12)

*** Concerned about COVID-19? Vacation with Confidence at Marriott Vacation Clubs. Learn about Our Next Level of Clean at: https://clean.vacationclub.com/ ** As inventory changes constantly, please contact the owner for availability and price prior to booking. * Free...

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

BEACH FRONT ESTATE SANDY BEACH Heated Saline Pool/SPA 360 Views: Please Inquire

Reviews (46)

30 Night Minimum Contract Required: Please InquireWant to share the magic and beauty of the North Shore with your family?Swing open the gate to our Sandy Beach, sink your toes into the warm, soft white sand, and greet the turtles that come in the afternoon. You might...

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

Bright and airy 1-bedroom cottage in charming Kailua, 1 block to beach. WiFi, AC

Reviews (1)

This sunny cottage in Kailua is a perfect choice for guests seeking a quiet retreat in a fantastic location, so conveniently close to all that Kailua has to offer, including sandy beaches, popular restaurants and eateries, all kinds of great boutique shops, Whole Foods,...

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

Ocean & Diamond Head View Condo at Waikiki+Parking

Reviews (1)

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

Take-it-easy Waikīkī Beach Condo

Reviews (20)

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

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

Surfer's Paradise: Waialua Condo Steps to Beach!

Reviews (2)

Experience the beauty of Hawaii at this cozy 1-bedroom, 1-bath vacation rental in Waialua. Relax with a book on the patio or walk to ʻĀweoweo Beach Park for world-class big wave surfing. This cozy condo also includes a flat-screen TV, a community coin laundry area, and...

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

North Shore Oasis, Hot Tub, across street from beach. Inquire for dates/prices.

Reviews (24)

Aloha and welcome to your retreat along the North Shore's 7 mile miracle. Right across the street from white sand beach and famous surf spots. Please contact us prior to booking at (808) 754-6453 or request booking or quote through VRBO. We can negociate the rate based...

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

Oahu North Shore 2 BR Oceanfront Retreat at Sunset Beach

Reviews (49)

Escape to the stunning shores of Haleiwa and experience the ultimate beachfront getaway at our charming vacation rental. Nestled along the pristine sands and turquoise waters, this slice of paradise offers an idyllic setting for relaxation, adventure, and unforgettable...

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

Luana Waikiki Premium Studio- Gym & Pool

Reviews (1)

Enjoy staying at our beautiful studio at Luana Waikiki! From the private lanai you can enjoy the ever-changing City views of Waikiki, Fort DeRussy Park, and through the palms trees even catch a glimpse of the ocean. Room features premium upgrades including upscale wood...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 3
📍 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

Marriott's Ko Olina Beach Club - Luxury 2 Bedroom Villa

Reviews (4)

Marriott’s Ko Olina Beach Club is situated on the beautiful Western shore of Oahu, where waterfalls and fountains welcome you as you drive under the port- cochere. Just 30 minutes from Honolulu, this beach front oasis is secluded and peaceful. Surrounded by seven...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 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

Iconic Diamond Head and Ocean View in Waikiki!

Reviews (1)

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 Condo W Free Valet Parking & Balcony

Reviews (4)

This luxury apartment lies in the heart of Waikiki and is the perfect place to relax with friends and family. Sit on the balcony and sip a drink while watching the sun set over the horizon and the surfers ride the endless waves.The apartment comes with FREE valet...

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

KoOlina Luxury Villa ON Beach 3 bedroom & 3 bath; free parking for 2 vehicles

Reviews (146)

Welcome to our beautiful luxury Beach Villa in Ko Olina on the island of Oahu! The complex of the Beach Villas is an Oceanfront property. Our villa is spacious with 3 Bedrooms and 3 Baths in over 1500 square feet of living space. Our villa has beautiful unobstructed...

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

Alaula by AvantStay | Gated Security Home w Valley, Ocean Views!

Reviews (10)

★ Recognized as one of our best. This home was a finalist in the 2025 AvantStay Awards, our annual celebration of top-tier stays.Welcome to Alaula, located in the gated community of Makaha Valley! Boasting stunning views of the Waianae mountain range and the Pacific...

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

Charming 2-bedroom near the beach with AC, WiFi, Yoga, Surf, Golf

Reviews (2)

Consider this unique stay your home away from home while you visit Ewa Beach. Our unit is located upstairs with a private entrance. This cool property features 2 bedrooms with a queen bed and a full bed, along with a cozy living room with a sofa bed for extra guests....

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

NEW HOME in Private Community with Ocean/Mountain Views. 5 Min. Drive to Beach

Reviews (26)

BRAND NEW HOME located in a gated community in Mākaha Valley, with beautiful ocean and mountain views. Just a 5 minute drive to Mākaha Beach for swimming, surfing, boogie boarding or just relaxing. Home is equipped with all you need for a day at the beach. This 4...

🛏 4 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 9
📍 Waianae, Hawaii

Luxurious corner condo, totally updated Stunning views on wrap around lanai !!

Reviews (207)

This condo is our home away from home! This unit is personally managed by us to ensure you get the best possible service during your vacation. Please contact us if you have any questions not addressed in description. In compliance with the new laws in Hawaii, this unit...

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

Boutique 1-bedroom condo in Waikiki! WiFi, AC, Pool, Hot Tub, BBQ Free Parking

Reviews (6)

Enjoy a pleasant stay at this newly rennovated 1-bedroom condo in Waikiki, Honolulu with Free Parking. This 11th floor home features 2 queen beds,a pullout sofa-bed, Japanese tolilet, magnetic arm and rainshower head,perfect for a small group of guests and families....

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

Uncle Richard's Waikiki Beach Studio w/Parking

Reviews (1)

Soak up the island vibes from this bright, breezy studio just a short stroll from Waikiki Beach. Nestled among vibrant shops, local eateries, and island nightlife, this modern retreat features a private lanai, fully equipped kitchen, fast Wi-Fi, and free assigned garage...

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

Walk to Ocean from house- close to BYU-H & Polynesian Cultural Cntr 3 bed 2 bath

Reviews (13)

Enjoy a slower pace in our family-friendly home, conveniently located only eight houses from the ocean in a local neighborhood close to Laie. We invite you to relax in our comfortable beds and huge cozy couch, or recline on the lanai chaise while reading a classic. When...

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

Perfect Kailua Vacation at Ka Hale Lai-House of Serenity-pool and spa.

Reviews (83)

Perfect Kailua Home on 18,000 square feet of land all your own!! Lots of room to spread out!! We have a gorgeous newly tiled Swimming Pool and spa! You are invited to rest and relax in “Ka Hale Lai” , Kailua’s House of Serenity, 5 minutes to the beach, and a short drive...

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

Beautiful Mountain Views & Steps to Waikiki Beach

Reviews (1)

Aloha from Midway Vacations, your local experts in paradise! Enjoy spotless, well-kept homes, island hospitality, and 24/7 support for a worry-free Hawaiian escape.Experience the charm of this corner unit with lanai on the 29th floor of the Waikiki Banyan, ideally...

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

Gorgeous partial Ocean View in the Heart of Waikiki!

Reviews (34)

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

North Shore Villa - Relaxed Luxury Retreat

Reviews (5)

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

"The Happy Seal" Oceanfront House, watch seals sunbath from our deck while BBQ

Reviews (104)

[A legal rental of minimum 30 days]This is the story of a little beach house doing its part in preserving a sanctuary on this stretch of sand for the endangered Hawaiian monk seals. For many years the beach in front of the house was known as the home of a famously...

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

Spacious Home In Kahala That's Centrally Located w/AC, Pool, Lanai 5BR/4Bath

Reviews (156)

Minimum rental period of 30 days, Rental included Electric, Water, Cable WiFi Clean the yard twice a month and clean the swimming pool every Tuesday and FridayUpscale neighborhood of Kahala that is walking distance to Kahala Mall. It's about a One mile drive to the...

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

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