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.
From world-famous beaches and luxury resorts to quiet towns and hidden coves, Oahu offers a wide range of vacation rentals to match your travel style. Whether you want a high-rise with Diamond Head views or a secluded cottage near the waves, you'll find it here.
In Waikiki, experience vibrant city life, surfing, nightlife, and shopping-all within walking distance. Families and upscale travelers alike love the Ko Olina area in Kapolei, known for its protected lagoons, golf courses, and luxury villas.
The legendary North Shore delivers laid-back beach towns, world-class surf, and open landscapes. Here you'll find spacious rentals near Kuilima Estates and Turtle Bay, perfect for outdoor adventure and ocean lovers.
For a more peaceful setting, head east to the windward side. Kailua and Lanikai are favorites for couples and families seeking calm waters, beach walks, and a more local vibe. On the northwestern shore, Waialua provides a rural escape away from the crowds, ideal for a quiet and reflective stay.
Why Choose Oahu Vacation Rentals?
- Wide variety: from beachfront condos to private villas and family homes
- Full kitchens, lanais, air conditioning, Wi-Fi, and pools
- Convenient access to beaches, hiking, dining, and shopping
- Pet-friendly, extended stay, and snowbird-friendly options available
- Great for couples, groups, digital nomads, and first-time island visitors
Popular Areas for Oahu Rentals
- Waikiki – Iconic beachfront condos, shopping & surf
- Ko Olina – Luxury villas and family-friendly lagoons
- North Shore – Surf culture, remote beaches, and nature
- Kailua – Calm waters and laid-back Windward vibes
- Waialua – Secluded retreats and country charm
Explore all available Oahu vacation rentals below and start planning your perfect island stay today.
Location, Location, Parking, Kitchen, Remodeled
W Hotel-inspired design in this newly remodeled and fully upgraded designer condo at a value price. Everything is new. Traverine floors throughout. The kitchen includes granite countertops tops Italian glass tile backsplash, and a dishwasher. The bath includes a vessel...
Ko Olina Beach Villas O1111: 3-Bed Penthouse, Ocean & Mountain Views
**Ko Olina Beach Villas O1111** is a beautifully appointed vacation rental located in the serene Kapolei area of Oahu. Offering 1,532 square feet of interior space, this inviting villa is designed for families or couples seeking a tranquil escape, accommodating up to...
Spacious & Quiet Upstairs End Unit Studio Loft w/ new bathroom & Split A/C units
Treehouse Experience !! Complete Bathroom Remodel completed in June, 2024. Two Mitsubishi Mini Split Air conditioning units were added, living room (24,000 BTU) and Loft Bedroom (15,000 BTU). Both units replaced in July, 2025.Enjoy your Hawaii vacation at our upstairs...
Hale Kalea - Oceanfront Vacation Rental on the North Shore of Oahu
Oceanfront Paradise on Oahu’s North Shore!Escape the city and experience the legendary North Shore of Oahu at its finest—where sunsets, surf, and the spirit of “Real Hawaii” come alive. Perfectly situated on the iconic stretch between Sunset Beach and Pipeline, this...
Fully Renovated 2BR/2BA Near Waikiki Beach+Parking
Summary:Experience paradise in our exquisitely renovated 2-bedroom, 2-bathroom unit, comfortably accommodating 6 guests, brought to you by Midway Vacations. Enjoy the convenience of complimentary parking and unparalleled proximity to the world-famous Waikiki Beach, as...
Immaculate maintained Turtle Bay Condo - Kuilima Estates West
***IMPORTANT NOTICE TO OUR DEAR GUESTS***If you have any concerns about the recent storm that impacted Oahu’s North Shore, we want to reassure you that, in regard to our property, there is nothing to worry about.Our property has not sustained any damage whatsoever, is...
🏝️Lanihonua - 2br +Office - Ground Floor Villa - Christmas in Ko Olina
Everything you want in a luxury beach rental! Great amenities, fantastic owner direct service!Virtual Tour: https://my.matterport.com/show/?m=EyRF7RHrerd&back=1Check out our reviews and photos and then compare to a stay in a tiny hotel room! Lanihonua villas are a...
High-rise condo w/ lanai & ocean views
Summary:Welcome to your Waikiki escape - a high-rise stay with ocean views and everyday comfort in the heart of the island:- Sleeps 4 | 1 bedroom | 2 beds | 1 bath- 28th-floor condo w/ panoramic ocean views & private lanai- Kitchen, dining area & dedicated workspace-...
Ko Olina Beach Villas 610: Luxury 2BD w/ Captivating Views of Ko Olina's Lagoon
Welcome to Ko Olina Beach Villas B610 by Gather, a luxurious sixth-floor retreat where ocean views and modern elegance blend seamlessly to create your perfect Hawaiian escape. Located within the exclusive Ko Olina Resort, this two-bedroom, two-bathroom villa...
Gorgeous full ocean view! Short walk to beach! FREE Parking & Wi-Fi! Sleeps 6
Waikiki Park Heights #2101 – 2440 Kuhio Ave.(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)Soak in the gorgeous full ocean view from this stunning 3-bedroom/1-bath condo in the heart of Waikiki! Located an easy 5–10-minute stroll from the best...
Bright Corner unit with Stunning Views! AC, W/D, Wi-Fi, Washlet, parking!
Four Paddle #2302 – 2140 Kuhio Ave(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)You'll love the stunning views of this 23rd floor one-bedroom corner condo (577 sf plus partial ocean-view lanai with table and chairs)! With central AC, this vacation...
The Treehouse Cottage - 30 DAY Rental
GET number: GE-182-371-3280-01TAT number: TA-182-371-3280-01This 960 sq ft cottage is nestled at the back of a 2 acre yard on the second floor above an open air garage. The cottage is surrounded by a fair amount of trees that give it a treehouse feel. The cottage layout...
Holiday Sale! Turtle Bay Villas 308 by Gather: Beachfront w/ Shared Pool/Spa/AC
Experience the best of Oahu’s North Shore at Turtle Bay Villa 308 by Gather, a luxurious third-floor retreat perfectly positioned within the exclusive Ocean Villas at Turtle Bay Resort. With breathtaking ocean and pool views, elegant interiors, and direct access to...
Waikiki Banyan OCEAN VIEW REMODELED - "Ohana Suite", free parking, lots of amenities!
Elevate your Hawaiian experience to cloud nine (or rather, the 10th floor) in our Tower 1 property, fitted with two exceptionally comfortable queen beds. Every comfort imaginable, whether it's cooking a meal, BBQing on the 6th floor or enjoying a movie in, we have...
Ocean-Sunset Views Home in Gated Makaha Community w/Great amenities
Book with confidence! This property is professionally managed by Ali'i Beach Rentals, an award-winning property management company.Discover the peace and beauty of your own secluded retreat nestled in the stunning Makaha Valley on the magical island of Oahu, Hawaii....
Hale Lokelani O-403 elegance and beauty to relax
The Beach Villas at Ko Olina is the ultimate getaway, perfectly situated oceanfront on the second lagoon in the exclusive Ko Olina Resort. This luxurious property combines tranquility and convenience, located next door to Disney’s Aulani yet far enough from the crowds...
Ko Olina Beach Villas 609: 2BR Villa w/ Stunning Beach Views from Every Window
Ko Olina Beach Villas B609 offers a serene oceanfront retreat at Ko Olina’s coveted 2nd Beach Lagoon. Perched on the sixth floor, this spacious 1,500 sq. ft. villa is one of only 14 residences this close to the shoreline, blending elegant design with panoramic views for...
Island Jewel — Ocean Front North Shore Paradise
An island jewel on the North Shore of Oahu, this cottage is situated right on the water in a quiet, serene, and peaceful setting. Surrounded by palms and gentle trade winds, the cottage is located in a gated, old-style Hawaiian setting, offering all of the amenities...
Bright, breezy, upgraded house, near the ocean! Contact for rates/availability!
This is a short-term vacation rental. Welcome to Hale Alapi'i, our home in fabulous Lanikai!This is a 3b/2b ~1,400 sq. ft. main house that sleeps 4 adults or 2 adults + 2 kids comfortably, on a slight uphill to enjoy beautiful Hawaiian scenery, tropical birds and island...
ILIKAI 19th FL OCEAN VIEW - GREAT VALUE!
Beautiful Ocean & Lagoon Views from Bedroom, Living Room and Kitchen on the 19th floor of the iconic "Hawaii Five O" Ilikai Towers. Enjoy your Friday night Fireworks from the comfort of your own Lanai. The condo has a brand new quiet mini-split AC to regulate a perfect...
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...
Turtle Bay Penthouse 164 - Kuilima Estates West
Relax in North Shore Luxury | Kuilima Collection | 146 West1 Bedroom | 1 Bathroom | Sleeps 2 | Golf Course Views + Mountain SerenityWelcome to Kuilima Collection | 146 West, your private North Shore escape nestled within the world-renowned Turtle Bay Resort. This...
True Hawaiiana at its best! Luxury 3 bedroom 2.5 bath waterfront home with pool, spa, tiki bar, boat dock, two 60 inch flat screen TV's /DVD movie surround systems, Bose outdoor music near pool, granite, slate, and many more upgrade too numerous to mention. Located near...
Deluxe Garden View Waikiki Banyan, Free Parking
Waikiki Banyan Tower 1 Suite 708Deluxe City and Ocean View Condo at the Waikiki Banyan, Free Parking/Wi-FiThe pool and all associated amenities will be closed starting April 7, 2025, for an estimated duration of 10 to 14 months to accommodate the Recreation Deck...
Oasis at Turtle Bay Condo on the North Shore - Kuilima Estates West
This homey one bedroom (cal king bed) with upstairs loft (with one queen and one twin bed)/two bathroom Turtle Bay condo offers the perfect true Hawai'i get-away for up to five! It's close to the public beach at the Turtle Bay hotel, sitting on the 1st hole of PGA Fazio...
Tranquil Sandy Beachfront - minimal beach traffic. Like your own private beach
This home's 1700 square feet interior is newly remodeled and has 3 bedrooms, 2 bathrooms. Two bedrooms have queen size beds and one bedroom has 2 twin beds. The bedrooms and living rooms have ceiling fans or you can enjoy the cool ocean breezes. The living room has two...
Newly Renovated Sweeping Ocean and Diamond Head View Waikiki Condo
Sweeping view of Ocean and Diamond Head from beautiful 1 bedroom sparkling just renovated condo unit in the Waikiki Sunset Hotel! The location is perfectly located just 2 short blocks to the main area of Waikiki beach, International Marketplace, the best shopping and...
Panoramic Ocean-View/STEPS FROM BEACH/FreeParking/Best Location in Waikiki
Breathtaking ocean, sunset and city skyline views from the 21st floor! Enjoy walking distance to Waikiki Beach/Hilton Lagoon and Friday Night Fireworks! Ala Moana Mall with World class Dining/Shopping are steps away. Best location in Waikiki! Newly renovated condo with...
Hale Aloha: Luxe Waterfront Home, Island Vibe, Private Pool, Near Kailua Beach
Escape to Hale Aloha by Gather, a serene four-bedroom, two-bathroom waterfront retreat nestled at the end of a peaceful Kailua cul-de-sac. This 1,810-square-foot sanctuary sits on an expansive 12,000-square-foot lot, blending island charm, privacy, and modern comfort...
Luxury Oceanview Villa at Beach Villas at Ko Olina Resort
This luxury villa is located in the Beach Tower (closest tower to the ocean and beach) on the 5th floor in the stack next to the end cap ocean front villas (B507). It has been professionally decorated and furnished. You'll be impressed with the spectacular ocean view...
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...
Ohana Beach House - 5 Bedrooms - Steps Away from Kailua Beach
Just steps from one of the most beautiful tourist-free beaches on the island of Oahu, this Hawaiian style home is a perfect peaceful getaway for your extended family. Listen to the waves crashing as you relax on the lanai, or barbeque for your group in true outdoor...
Ko Olina Beach Villas O224 by Gather: Luxe Villa w/ Pool & Oceanviews from Lanai
Ko Olina Beach Villas O224 offers an elegant sanctuary amid the lush landscapes of Kapolei, HI. Located in a private gated resort community, this 2-bedroom, 2-bath villa blends indoor comfort with outdoor beauty, featuring an inviting flow to a spacious lanai with...
Minimum 30-day consecutive rental required. Please contact the Host for availability. Oceanfront 3-bedroom home on private, gated property. This unique property offers year-round swimming, private beach access, and astounding ocean and mountain views.This unique,...
Hale Kahakai | Ko Olina | Beach Villa w/ Pool!
Summary:Welcome to Hale Kahakai in Ko Olina! Nestled between exotic gardens and shimmering koi ponds, this charming paradise beckons vacationers looking for a secluded tropical escape. Maximum occupancy strictly enforced in accordance with local ordinances.The...
Peaceful Beachfront North Shore Retreat
This property is rented on a 30-day basis. The rental price remains the same, regardless of how many days actually used.You do NOT have to stay the full 30 days.Guests may choose to stay fewer than 30 days within their booked period, but the rental fee remains the same....
AMAZING COUNTRY RETREAT ON THE COVETED NORTH SHORE!! Enjoy creating memories with your family and friends at our favorite place in the world. Surf, hike, swim, snorkel, take in the rays!!! This private estate offers ocean views just up the hill from world renowned...
8 Guests, 2 X ❤️awesome Studios❤️ Free Parking, 5MIN to Ocean
IMPORTANT NOTE: This listing is for TWO ( 2 ) SEPARATE STUDIO APARTMENTS in the same building. They will likely be located on different floors. If you need a 2-bedroom apartment with bedrooms connected via a common area, please choose a different listing.Hotel Zoned &...
Hale Pumehana O-1202 stunning views and comfort
The elegant and spacious Ko Olina Penthouse offers a luxurious retreat with three bedrooms, 2.5 baths, and a private 50-square-foot lanai. Thoughtfully designed for comfort and style, this penthouse features a state-of-the-art kitchen designed by world-renowned Master...
1-bedroom apartment just 11 minutes walk to Ala Moana Center
Discover the core of vibrant Waikiki and enjoy a genuine Hawaiian vacation in our cozy one-bedroom flat. Nestled just a short 5 minute walk from the renowned Ala Moana Center and 13 minutes from the vibrant Waikiki Beach Walk, you'll be surrounded by the best that...
Renovated Condo on Golf Course
***ATTENTION DEAR GUESTS***If any of you are worried about the recent storm that hit Oahu’s North Shore, please do not be concerned in regard to our property.We are happy to share that our property has not sustained any damage at all and remains in excellent condition....
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...
Summer Reduced! Gorgeous Ocean and Pool View Villa O503!
Ocean Tower villa 503 has a gorgeous view over the pool to the ocean! This villa offers Hawaiian touches and high-end furnishings throughout. This villa is great for families or couples looking to get away! Photographs are of the actual villa.- 1,575 sq ft of living...
Hidden Diamond Head Paradise Retreat • Lush, Secluded, Walk to Beach and Waikiki
Flexible 1-12 Month Lease TermFor 1-3 months at $12,000/month + taxes all utilities are includedFor 4 months or more at $11,000/month + taxes utilities are charged by usageCall/ sms direct 4152519696 for 30-days minimum stay per the Ordinance Welcome to your private...
Hale Healani B-705 Stunning Views of the ocean Free Parking
Oceanview Luxury Villa at Ko OlinaWelcome to your oceanview beach villa at the exclusive Beach Villas at Ko Olina. Surrounded by lush koi ponds, cascading waterfalls, a lagoon pool with a sandy beach, an infinity lap pool, and multiple hot tubs, this resort offers a...
36TH Floor Spectacular Ocean View! Large Corner Unit
We are excited to announce the REOPENING OF THE RECREATION DECK INCLUDING POOL AND HOT TUBS ON MAY 20, 2026. Located only 1 block from world famous Waikiki Beach, this ocean facing, large corner unit with lanai and extra windows on the 36th floor, has panoramic views of...
LEGALLY LICENSED VACATION RENTALLocation, location, location! This lovely home is perfectly situated on a beautiful white sandy beach, at the end of a quit cull de sac. You will find all the space and privacy that one needs to enjoy a nice peaceful holiday. Historic...
Breathtaking Ocean and Yacht Harbor Views! #1788
**Important Notice: Limited Lanai (Balcony)Access**Due to scheduled lanai sealant application, painting, and waterproofing work, the lanai sliding door will be locked and cannot be opened from 12/3-12/23/2025Access to the lanai will be unavailable during this...
Hale Akaka Falls O-121 one of a kind luxury stay: Special book 7 NIGHTS in May AND GET 1 NIGHT FREE
Welcome to Paradise at Hale Akaka Falls O-121Discover the beauty and elegance of this stunning three-bedroom, three-bath villa located in the prestigious Beach Villas at Ko Olina Resort. This luxurious, ground-floor home offers a rare combination of comfort, style, and...
Embrace the beauty of Oahu’s legendary North Shore at Turtle Bay Villas 206 by Gather, a luxurious second-floor villa nestled within the Ocean Villas at Turtle Bay. This three-bedroom, two-bath retreat spans 1,538 square feet and comfortably sleeps six, offering a...