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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15 Steps to the Beach! Ground Floor Completely Renovated on the North Shore

Brand new rental on the North Shore, 15 steps from the beach! This property was 100% renovated in January 2023 and everything is in *MINT* condition. Everything is brand new. You're going to love the tasteful decor, the incredibly comfortable beds and sheets, the...

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 4
📍 Haleiwa, Hawaii

Waikiki Beach Penthouse

Located just a block from Waikiki Beach and surrounded by top-tier hotels, this gorgeous penthouse condo offers the style and comfort of a luxury hotel with the added benefits of 1700+ square feet of living space, a large well-appointed kitchen, extra-large private...

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

Mokulua Sunrise Ocean Villa Lanikai

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.Enjoy top-tier luxurious living on your next...

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

Haleiwa Oceanfront Cottage - Charming 1BR Retreat

Discover the delightful onebedroom getaway nestled right within Haleiwa. Nestled just a 22-minute drive from the renowned Banzai Pipeline and 24 minutes from the stunning Turtle Bay Beach, this cozy retreat offers the perfect base for your Hawaiian adventure. ocean...

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

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

For limited time only - cleaning fee is waived! AND 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...

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

Ko Olina Beach Villas B602 by Gather: Beachfront Villa w/ Sensational Views

Discover the ultimate beachfront living at Ko Olina Beach Villas B602 by Gather. This luxurious two-bedroom, two-bathroom villa on the sixth floor, with space for up to six guests, is located on the tranquil west side of Oahu and embodies the essence of island...

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

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

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

Gorgeous Lankai Villa with Access to Secluded White Sand Beach

This gorgeous 5 bedroom, 4.5 bathroom, gated oceanfront villa was built in 1918 and has just been fully remodeled with an open, contemporary beach house feel while still honoring the original architecture of the home. In the renovation we revealed beautiful arches...

🛏 5 Bedrooms
🛁 5 Bathrooms
👤 Sleeps 15
📍 Kailua, Hawaii

Designer Condo in Hawaii Kai! Close to beaches, shopping, hiking!

Kick back and relax in this calm, stylish condo located in Hawaii Kai in east Honolulu. This newly redesigned condo is outfitted with brand new, high end furniture to match the allure of the beautiful, newly constructed building and fabulous amenities.This beautiful...

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

Banzai Surf Escape -w/ AC, Epic beach by the house!

Banzai Surf Escape has all of your basic needs so that you can best spend your time relaxing near the ocean and enjoying all of the local spots. The open floor plan allows you to breath and relax during your stay. Enjoy air conditioning after a hot day at the beach and...

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

Gorgeous Condo w/ Ocean View, Near 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

Dlx Oceanview Waikiki1Br Condo...Stunning Ocean/Marina Views!

Welcome to your own 1br Oceanview Condo in Waikiki...ideally located on the Marina side of Waikiki...near the famous Hilton Hawaiian Village.. Enjoy great ocean & marina views from the privacy of your own lanai from your Waikiki beach vacation condo rental ...just...

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

Makaha Hideaway by AvantStay | 10 Minutes to Beach

Kick back in the heart of Makaha Valley at Makaha Hideaway, a 3BR retreat that puts you 10 minutes from the beaches of Oahu. With a stunning view of tropical mountains from your backyard, this modern Hawaiian escape blends style, space, and a beautiful location to give...

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

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

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

North Shore Garden Hideaway

This is a newly renovated 2 bedroom apartment on a large gated lot in a very secluded neighborhood on the North Shore. It is a 3 minute drive from the property to the famous world class beaches and surfing. The apartment has 2 bedrooms, full kitchen and large bathroom...

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

Take-it-easy Waikīkī Beach Condo

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

Fresh 1 Bedroom with Parking at Waikiki Banyan !!

Freshly Furnished One Bedroom Unit at the Waikiki Banyan with Peakaboo Diamond Head Views! One Free PARKING already included (max 6'), Bedroom with 1 Queen + 1 Full Bed; Living room with 1 Full BedCoin and App Operated washer and dryer on the same floor.Waikiki Banyan...

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

~Naupaka Breeze~ Newly remodelled! Ocean View Home 30 Day Stays

Recently updated ocean view home on an ocean front peninsula. Enjoy the views of Laie Bay from the comforts of the home or deck of the house, or venture to the Ocean Front cliffs right in the back yard and indulge in the beauty captured only from this peninsula.Naupaka...

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

Luxury Living at ONE Ala Moana

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

Beautiful Hawaii!nPanoramic Ocean View, a Private Pool!

30 Days Rental!**Rates are subject to change during peak seasons, holiday and summers. Please communicate with Host for renting!Panoramic Ocean & Mountain View from Entire House.Located in central area that is close to everywhere, 5 to 10 minutes to World famous Waikiki...

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

Surfer's Paradise - Beachfront Vacation Rental on Oahu's North Shore

Welcome to Surfer’s Paradise by Gather, the ultimate beachfront vacation rental on the North Shore of Oahu. With its clean, spacious, and uncluttered space, Surfer’s Paradise is the perfect place to enjoy every second of your vacation. As you enter Surfer’s...

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

Crutchfield Estate - Charming Historical Home in Honolulu

This spectacular French Tudor exudes a casual elegance and the comfort of the islands. Inside you will find gleaming wood floors, an elegant fireplace, crown molding and spacious bright rooms. The kitchen is fully equipped with a new refrigerator and dishwasher. Morning...

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

Lanikai Hale - 2 cottages to rent together or separately - sleeps up to 12

Welcome to Lanikai Hale ~ Two Hawaiian style cottages (which can be rented together or separately) on a large fenced-in property in the heart of Lanikai, just 2 miles from Kailua Town on the Windward side of Oahu.There is plenty of parking and sleeping space for a group...

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

Ocean, Marina, and Pool View 2BD Corner Unit w/ AC at the Ilikai Hotel

Experience the beauty of Waikiki with Happy Vacations, a short-term vacation rental company! Our team is excited to offer you a modern condo at the renowned Ilikai. Amazing views of the sunset with the sun gleaming over the ocean. During the day, you can embrace views...

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

Luxurious 2.5 Bedroom Unit with Panoramic Ocean View in ONE Ala Moana

This luxury unit has an epic panorama ocean view with floor-to-ceiling windows. ONE Ala Moana is the pinnacle of world-class living. This unit has 2 bedrooms plus a den, 2.5 baths, and 1 parking. One Ala Moana has a long list of luxury amenities and a great service team...

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

Top-Floor Luxury: Rare 3 Lagoon View, 2 Lanais near Disney Aulani, Avail Jun15th

June 22nd, Aug 31st next available. Note: We are the homeowners. Not managed by Vacasa or other troubled rental agencies.Our upscale beach home is ideally located on lagoon two, boasting some of the most spectacular ocean views at our resort from our two ocean facing...

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

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

Awaiting you in this tropical paradise is a 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 book in comfort and...

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

Panoramic Ocean & Mountain Views -

Let the Aloha spirit be with you during your Hawaii visit by staying along the famous Koolau Mountain range on the lush Windward Side of Oahu. With 3900 sq. ft. of space to relax and enjoy a panoramic view of the grand mountains and the peaceful ocean as a backdrop,...

🛏 6 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 22
📍 Kaneohe, Hawaii

Bamboo Waikiki #210. Spacious studio located in a tropical oasis.

Bamboo Waikiki #210. Studio condo with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) King bed, (1) Queen sofa sleeper, (1) Twin sofa sleeper; Sleeps 5.Spacious studio located in a tropical oasis in the heart of Waikiki. Bright open space...

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

2 mins walk to Waikiki Beach, Adorable 10th Floor Studio, Free Parking & WiFi

High up on the 10th floor with Ocean & Park views from your own private lanai - This spacious King bed studio apartment with kitchen is for many the perfect place to call home during the annual Honolulu vacation.With a comfortable king bed and ample space to lounge...

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

Aston Waikīkī Beach Tower by Gather 2BR Condo w/ Oceanview, Pool & Lanai

Please note: The 4th floor lower deck will be under renovation through May 2025. The upper deck, pool, hot tub, BBQ grills, cabanas, yoga rooms, fitness rooms, and hospitality lounge will remain open during this process. Work hours are restricted to 9am to 4pm, Monday...

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

licensed NUC no 90/TVU-0326 Serenity Beachfront Cottage

Charming beachfront cottage right on Kailua Beach! licensed NUC no 90/TVU-0326 Serenity Beachfront Cottage. This delightful 2 bedroom/1 bath vacation rental cottage puts you right in the middle of world renowned Kailua Beach. Enjoy ocean views from your living room....

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

Unique Oceanfront Home in Enclosed Area

Kona Onenalo is a ONE-OF-A-KIND property on the beautiful Kona Coast. There are 12 identical and individual homes in this quiet, gated community. The complex sits on a point of land adjoining La Aloa Bay, and is just a 3 minute walk to Magic Sands Beach. You'll love the...

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

Majestic Mahakea – Oceanfront Oasis on Oahu's North Shore

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 Majestic Mahakea: Oceanfront Oasis...

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

Luxury Penthouse at Beach Villas at Ko Olina

This penthouse villa has 3 bedrooms and 3 baths and is located on the top/4th floor in the Ocean Tower (O426). The villa has an unobstructed full front ocean view and the private lanai overlooks the peaceful and tranquil koi pond area of the resort. Open the large glass...

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

Walker's Lanikai Beach House – Historic Oceanfront Retreat

Welcome to Walker's Lanikai Beach House. John Walker, was a Scotsman who made his way to Hawaii as a young man in the 1870's to become a contractor of choice to Queen Liliuokalani, and erect such notable buildings as the Bishop Museum and Honolulu Hale (City Hall). Mr....

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

3,200 sq ft House with Pool, 6 Bedrooms, walking distance to Kailua and Lanikai

The Pool House in Kailua offers 3,200 sq ft with 6 bedrooms, 4 baths and one amazing pool. Located in a peaceful and lush neighborhood with views of the Ko’olau Mountain range, it is an easy walk to Kailua Beach, Lanikai Beach and Buzz's Steakhouse. The home offers a...

🛏 6 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 15
📍 Kailua, Hawaii

Upscale Kailua Getaway: Steps to Swim Beach!

An unforgettable Hawaiian escape awaits at this luxurious 3-bedroom, 2-bathroom Kailua vacation rental home! Sip your coffee on the deck, then walk to Lanikai Beach to enjoy the morning waves. Spend your days relaxing in the private pool, lounging in the hammock, or...

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

Villa 114: 2 sets of bunk beds at Turtle Bay!

Our Villa is Located at the Ritz Carlton, Oahu Turtle Bay Resort! You can use the Ocean Villas pool and Jacuzzi, park for free, and pay no resort fees! You can also use most of the Ritz Carlton, Oahu Turtle Bay amenities for a fee. You have FREE access to the 12 miles...

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

Ilikai 30-Day Rental in Waikiki

This rental is on the 19th floor of the Ilikai Hotel with direct lagoon and ocean views. This 1 bedroom apartment has been remodeled into a large 500 sq ft studio and is gorgeous! High-end materials were used throughout the apartment. We used beautiful flooring in the...

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

Discount ending soon! Ocean View - Deluxe Studio - Marriott's Ko’Olina

Discover paradise in our stunning Deluxe Studio at Marriott's Ko Olina Beach Club! Enjoy breathtaking ocean views from your private balcony while relishing the luxurious amenities and exclusive activities we offer.Our facilities include a relaxing adult pool, a kids...

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

Island Style Elegance on a Beach Access

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

Oceanfront Condo on the Beach

Minimum rent is 30 days.Colony surf #1101 is a beautifully renovated studio (RARE LARGE CORNER UNIT!) on the beach of the spectacular Gold Coast. Short walk to Waikiki yet quiet and private-like location. Large sliding glass windows open wide to expansive ocean views!...

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

Island Oceanfront Getaway

Summary:Relax with the whole family at this peaceful home. Our newly renovated oceanfront property is the perfect island getaway. With ocean and mountain views from your doorstep yet just minutes from the best local food and famous attractions you will enjoy the perfect...

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

Gorgeous Ocean & Diamond Head Views! Waikiki, FREE Parking!!

One of a kind nearly 3000 SF (280 SQ/M) high floor custom condo with one of the best views in Waikiki. Located a mere 5 minute walk to beach and across from the world famous Hilton Hawaiian Village, this truly unique and newly remodeled unit offers unparalleled luxury...

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

Newly Remodeled Ocean View 2 BDRM Condo at the Watermark

Aloha from Waikiki! This property is a 30-day minimum rental at The Watermark. One of the most luxurious buildings in Waikiki! Located near the main Waikiki strip and in one of the most convenient areas of Oahu. It features a fully equipped kitchen ready for you to cook...

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

Walk to the beach! North Shore Surf House

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

Beach Glam @ Turtle Bay - Kuilima Estates West

We are all looking for a quiet, restful, safe place to de-stress and forget the troubles of the world. As a Hawaii born and raised local, there are few places that can rival this task than the North Shore on Oahu. With 24 hr security, free parking, and the Turtle Bay...

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

Location - Location - Location: FULLY RENOVATED @ TBR: 1xBR/BA/PRK - WiFi/AC

*Gutted to Gorgeous: everything new* - JAN 2025: FULL Renovation - *Professionally Sanitized: always glistening clean* - New kid on the TBR block - you’ll feel the Aloha - TBR: 1 Bedroom/1 Full Bathroom/ 1 Reserved Parking - Perfect get-a-way w/ sandy beach cove -...

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

Waikiki Beach Experience! Luxury OceanView Suite!

Welcome Ohana, to the world of Mauna and Moana!Welcome home to unparalleled views and experience at this new remodeled condo on the 20th floor of world famous Ilikai Hotel!Enjoy unequaled beach, ocean and harbor views, and when you hear the call of the ocean, know you...

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

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