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.
LUXURY 2-Bed Condo, Kitchen, Wi-Fi, Parking, W/D, AC, LEGAL Monthly Rental!
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...
Coconut Plantation 1078-1: Bright 3BR Beach Home Steps from Ko Olina Attractions
Welcome to Coconut Plantation 1078-1, a spacious 3-bedroom, 3-bath townhome in the heart of Ko Olina Resort on Oahu’s sunny leeward coast. Offered exclusively as a monthly rental, this 1,548-square-foot retreat combines comfort, convenience, and the laid-back elegance...
Quaint Studio in Heart of Waikiki
With its outstanding location in the heart of Waikiki, this studio apartment offers a comfortable and convenient stay. Be steps away from the ocean, yet central to restaurants, shops, and amenities. The high floor offers partial ocean views, along with mountain view....
Pipeline Beach*apt* Clean* Wifi* White Sand Beach*30 night minimum*
The unit has a TV with cable, internet connection, a full kitchen with a stove top, refrigerator, microwave, toaster, blender, coffee maker, plates, pans, and other eating utensils. The unit is very clean, very comfortable with soft sheets. The interior is...
Beach Studio with private yard in Lanikai - 30 day Minimum Stay
Escape to your beachside retreat with this beautifully renovated studio located just a block from the pristine sands of Lanikai Beach on the east side of the island. Designed as your ultimate home away from home, this property offers a unique blend of seclusion and...
SUNSETYARDS on SUNSET Point, OPEN APRIL 2025-Sept 2025. almost beachfront.
SUNSETYARDS BEACH HOUSE ON SUNSET POINT. .. 30+ nights is regulations. 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...
*Newly Renovated Oceanfront Waikiki- Ilikai Marina
*Exciting Updates in Progress!We’re currently renovating to make your stay even better. In the meantime, please take a look at our beautifully updated Ilikai Marina listing to see the stunning upgrades you can expect soon!We’re excited to share our top picks for local...
Romantic Waikiki Beachfront Condo w/ Spectacular Ocean View
💖 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...
Oh-So-Close to Waikīkī Beach Condo
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...
Posh, beachfront gingerbread home with 3 lanais- walk to parks, dining, tennis
Oceanfront Kalakaua Surf & SunsetsOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Located directly on spectacular Tonggs Beach, this posh 3BR/2.5BA home looks fresh from the pages of...
Luxury Honeymoon Villa, mere steps to the beach! Early bird discounts dm us!
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...
Immersed in nature Home w/ A/C, bbq area, Hale Poola
Retreat to Hale Poola by Gather, a serene five-bedroom, three-bathroom home nestled in the peaceful neighborhood of Aina Haina. Designed for those seeking comfort, privacy, and proximity to Oahu’s top attractions, this 1,678-square-foot residence offers a welcoming...
KING BED, Spacious, Legal, VIEW
Experience the splendor of a contemporary, privately owned Waikiki Studio Condo boasting remarkable views! This unit has undergone renovations, featuring exquisite granite countertops, and a built-in cooktop. Catering to the discerning traveler, this condo offers a...
Luxurious 2-Bedroom Retreat in the Heart of Waikiki.
Waikiki Landmark Unit 2901. Escape to paradise in this spacious and luxurious 2-bedroom, 2.5-bathroom condo at Waikiki Landmark, Unit 2901. Located in the heart of Waikiki, this expansive unit offers everything you need for an unforgettable Hawaiian vacation. Fully...
Ko Olina Beach Villa Ocean View Condo 2BR/2BA
Penthouse Beach Tower 10th Fl (1003) - Steps from the Ocean. Escape to a Hawaiian Paradise at the Beach Villas Palekaiko on Oahu! Sleeps up to 6.The Palekiko welcomes you to paradise from the moment you walk in the door with all you need to relax and rejuvenate during...
Downtown Luxury Penthouse, Free Parking, Washer/Dryer
Welcome to your stunning getaway in the heart of downtown Honolulu! This spacious, High-Ceiling two story Penthouse is perfect for families, large groups, or anyone looking to experience the best of the city with comfort and style. With 8 beds distributed across 3...
Enjoy this Lovely Tropical Paradise!!
Hale Luana is a private gated fully furnished luxurious custom home, located in Pūpūkea above Waimea Bay on Oahu’s North shore. Enjoy the tranquil beauty of ocean views and the peaceful serenity of sunsets and starry nights.The spacious 5 bed, 3 bath home features a...
Completely upgraded, Beach Tower 3 Bedroom. Last minute discounts 4/19-5/21/25.
Premier beachfront Beach Tower villa — the closest 3-bedroom to the ocean, just steps from the sand. Recently upgraded | Premier Lagoon & Ocean View LocationWelcome to your luxury island retreat at the Beach Villas at Ko Olina. This elegantly upgraded 3-bedroom, 3-bath...
North Shore Beach House with AC, 30 day rental
LOCATION:**Message for special dates and availability not shown in the calendar**If you’re you looking for perfect white sand beaches with clear turquoise water & close proximity to everything in the North Shore, this is the place for you. Directly across the road is...
Turtle Bay Fairway Condo - Kuilima Estates East
Welcome to your North Shore paradise! Step into our fully remodeled Turtle bay condo, boasting breathtaking views of the 18th hole through wall-to-wall windows. Outside, Indulge in luxury with 2 private pools, tennis and pickleball courts, and 5+ miles of pristine...
Hawaiian Haven @ KoOlina Kai // Family Friendly, near pool
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...
Aqua Aloha Surf Waikiki 705 | Sparkling City Views – Pool & BBQ
Aqua Aloha Surf Waikiki 705 Deluxe Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) Full/double bed, (1) Twin bed + (1) Queen sofa sleeper, sleeps 4, 365 Sq. Ft.Aqua Aloha Surf Waikiki offers a range of accommodations that are perfect...
Epic Forest View, A/C, Fruit Trees, Beach 5m drive
Experience this forest retreat complete with a cozy queen bed, AIR CONDITIONING, vaulted ceilings, convenient kitchenette, half bath, and an outdoor hot/cold shower. Relax on the expansive deck facing breathtaking panoramic views of the untouched jungle. Immerse...
Hale Ohana: Kailua Retreat w/hot tub, Tropical Pool, Walk to Beach
Set along Kailuana Loop on Oahu’s beautiful windward coastline, Hale Ohana by Gather offers a spacious, family-friendly retreat designed for easy island living. With nearly 3,000 square feet of indoor-outdoor space, a private pool and hot tub, and a dedicated guest wing...
See my other properties #3156864 and #3197017 and #3512192 for more 5-star reviews and to book multiple condos for large groups.Located on a high floor of the Waikiki Sunset with sweeping ocean, coastline, and park views this condo offers enough beds to sleeps 6. 1...
Ocean Front Waikiki - Best Views! CALL NOW FOR APRIL/MAY CANCELLATION RATE!
Amazing oceanfront apartment on the 5th floor of Foster Tower Residences, overlooking Kuhio Beach and the landmark Duke Kahanamoku statue in Waikiki. This beautiful condominium has been completely renovated with all new updates in 2021. 2 full bedrooms plus 'bonus' room...
Wake up to panoramic ocean views and fall asleep to the sound of waves at Villa 318, one of the largest and most exclusive villas at Turtle Bay. Located on Oahu’s iconic North Shore, this 4-bedroom ocean view villa offers the perfect blend of luxury, privacy, and...
4Bed Beachfront home near Pipeline
Make yourself at home in this 4-bedroom 3.5-bathroom North Shore piece of paradise. This wonderful house boasts 1 king bed, 3 queen beds, and 1 twin bed, perfect for a tranquil getaway. With beachfront views from 3 out of the 4 bedrooms and all bedrooms with their own...
𝐅𝐢𝐧𝐝𝐢𝐧𝐠𝐌𝐞𝐢𝐥𝐢 GorgeousBeachfront KoOlina Resort+Amenities.STUDIOsuite
𝐕𝐢𝐬𝐢𝐭 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 to enjoy 𝐄𝐱𝐜𝐥𝐮𝐬𝐢𝐯𝐞 𝐒𝐚𝐯𝐢𝐧𝐠𝐬 on this stylish 𝐒𝐭𝐮𝐝𝐢𝐨 𝐒𝐮𝐢𝐭𝐞 at the stunning 𝐌𝐚𝐫𝐫𝐢𝐨𝐭𝐭’𝐬 𝐊𝐨 𝐎𝐥𝐢𝐧𝐚 𝐁𝐞𝐚𝐜𝐡 𝐂𝐥𝐮𝐛, 𝐎ʻ𝐚𝐡𝐮’𝐬 𝐩𝐫𝐞𝐦𝐢𝐞𝐫 𝐁𝐞𝐚𝐜𝐡𝐟𝐫𝐨𝐧𝐭 𝐑𝐞𝐬𝐨𝐫𝐭.Unlock 𝐌𝐞𝐢𝐥𝐢 𝐌𝐞𝐦𝐛𝐞𝐫-𝐎𝐧𝐥𝐲 𝐑𝐚𝐭𝐞𝐬 & 𝐔𝐩𝐠𝐫𝐚𝐝𝐞𝐬:𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 𝐄𝐱𝐜𝐥𝐮𝐬𝐢𝐯𝐞 𝐒𝐚𝐯𝐢𝐧𝐠𝐬 ($500–$1000 𝐎𝐅𝐅 𝐬𝐞𝐥𝐞𝐜𝐭 7-𝐧𝐢𝐠𝐡𝐭 𝐬𝐭𝐚𝐲𝐬)...
3 bedroom house with WIFI and free parking, close to beaches and hikes.
Make yourself at home in this 3-bedroom Makaha retreat. With 2 queen beds, a twin with trundle, and 2 full bathrooms (with shower, bidet, and hair dryer), this home is set up for a relaxing and easy stay. Enjoy WiFi, a washer/dryer, and other thoughtful touches...
Royal Hawaiian Estate – Oceanfront Luxury in Waimanalo
“Notice: In compliance with the Revised Ordinances of the City and County of Honolulu, the Property will be made available for your use and occupancy for a period of thirty (30) days.” Experience Hawaii in an exquisite beachfront mansion with panoramic ocean views on...
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...
Right on the Ocean | Aston Waikiki Beach Tower 2BPF2 – Pool, Hot Tub & Spa
Waikiki Beach Tower: Premium Two-bedroom suite with Ocean Front Views and Full Kitchen right across from Waikiki Beach.Aston Waikiki Beach Tower provides the perfect combination of exclusive condominium living and attentive resort-quality service. Modern and lively,...
Makapu’u Hale, Literally oceanfront! VIEWS! A/C, 2 bedroom/2 bath
We are literally oceanfront! E Komo Mai (Welcome) to Paradise!30 Day minimum stay required by Oahu OrdinanceOur homes are fully furnished with everything you need for an ideal Hawaiian vacation!Makapu'u Hale is 2 bedrooms, 2 baths, newly decorated with comfortable &...
Skyline-Lagoon and Fireworks Magic from the Ilikai w/Top-Tier Amenities
Book with confidence! This property is professionally managed by Ali'i Beach Rentals, an award-winning property management company.ILIKAI BUILDING NOTICE: October 25, 2025Spalling repairs and full exterior painting of the building in effect. Please be advised: Balcony...
Heart of Waikiki, 2 blocks to beach, kitchenette, lanai, free parking nearby!
Regency on Beachwalk #55 – 255 Beach WalkThis cozy 1-bedroom suite with full kitchen, lanai, AC, free Wi-Fi, and free nearby parking is the perfect home base for your Hawaiian vacation. Lounge on your 145-sqft private lanai with unobstructed views of park and Honolulu...
Unique Chic Hotel with pool, WiFi, gym & AC in world-class Waikiki, Hawaii.
This lovely hotel room in Waikiki offers guests a comfortable stay with AC, WiFi, smart Roku TV, a newly renovated spa-like bathroom, balcony, fully stocked kitchenette, full gym, temperature-controlled outdoor pool with lush tropical lounge deck, and a BBQ deck area....
Luxurious Two bedroom Unit with Panoramic Ocean View in ONE Ala Moana
This luxury corner unit has an epic panorama ocean view with floor-to-ceiling windows on 2 sides of the unit for a spacious feel. ONE Ala Moana is the pinnacle of world-class living. This unit has 2 bedrooms, 2 baths, and 2 parking stalls directly in front of the...
2-bedroom cottage, steps from the ocean, AC, parking
Located steps from the ocean, this oceanfront property is the second house on the property in Ewa Beach. This quaint 2-bedroom cottage offers a tremendous escape for guests. With a cozy queen bed, a comfy twin bed, a king bed, and a sofa bed, you'll feel right at home....
Waikiki 3-bed, Ocean View, Central A/C, Free Parking, 1 Block to Waikiki Beach
This 3-bedroom apartment awaits your family vacation. Experience Waikiki and create memories. Walking distance to the Honolulu Zoo, Waikiki Aquarium and shopping. World famous Hy's Steak house located in the lobby makes this the perfect Waikiki Location. Bedroom 1...
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...
Watermark - Luxury 2BD/2BA/1PA on 14th floor with an Ocean View!
This unit has 2 king size beds which can accommodate maximum of 4 people. This picture-perfect luxurious unit has 2 bedroom/2 bathroom with 1 designated parking spot. The condo is located at a very convenient location at the heart of Waikiki; only 7 minute walking...
Waikiki Banyan 1BR Corner Unit, Gorgeous Mountain/DiamondHead view, free parking
Aloha and welcome to "Waikiki Banyan Rental", our vacation rental condo at the Waikiki Banyan.The Waikiki Banyan is one of Waikiki's most popular resort condominiums for vacation rentals, located one block from the beach in the heart of Waikiki.View our video tour at...
Charming 1-bedroom apartment in Waikiki. 1 block from the beach
Welcome to your perfect Waikiki home base. This bright, comfortable 1-bedroom condo on the 4th floor is just a short walk to Waikiki Beach, shopping, dining, and all the best of Honolulu.The unit features a comfortable king bed, air conditioning, a fully equipped...
Kaimana Surf Luxe by Gather: Beachfront 1BR w/ A/C, Views & Dining
Welcome to Kaimana Surf Luxe by Gather, a modern oceanfront one-bedroom condo perched above the golden sands of Kaimana Beach in Honolulu. Designed for up to five guests, this sophisticated retreat combines sleek design, panoramic ocean views, and direct beach access...
Ko Olina Beach Villas O1006: Luxe Penthouse w/Pool, Golf, & Ocean Views
Welcome to Ko Olina Beach Villas O1006 by Gather, a luxurious two-bedroom, two-bathroom penthouse on the tenth floor of the exclusive Ocean Tower. Designed for up to six guests, this elegant villa offers panoramic ocean views, serene vistas of the resort pools and koi...
Studio Oasis in Waikīkī w/Kitchenette And A/C - Waikīkī Grand #404
Waikīkī Grand Hotel #404 on the fourth-floor: Begin the day with a fresh cup of coffee and breakfast favorites from your kitchenette. Essential kitchen items and takeout can be stored in your refrigerator. Food can be prepared on the two-burner cooktop or reheated in...
Ilikai Hotel Waikiki STCV2 | City View Suite – Heated Pool & Spa
Ilikai Hotel and Luxury Suites: Luxury studio with City Views and Kitchen, adjacent to Waikiki Beach and Yacht Harbor, and just 2 blocks to Hawaii Convention Center and Ala Moana Beach Park.The iconic Ilikai Hotel and Luxury Suites is defined by its bold architecture...
Honu Hideaway Studio at Royal Garden | Lanai Oasis
This gorgeous Waikiki studio is located at the beginning of Waikiki with easy access to some of the best Oahu has to offer. At the luxurious “Royal Garden” building, guests are free to enjoy the gardens, pool, sauna, BBQ grills, fitness center, 24/7 laundry room with...
Ocean & Diamond Head View Condo at Waikiki+Parking
Summary:Welcome to your relaxing Waikiki escape - a breezy condo stay with scenic views and easy access to the best of Honolulu.- Sleeps 4 | 1 bedroom | 2 beds | 1 bath- Ocean, mountain & city skyline views from private lanai- Shared heated pool, hot tubs & sauna (pool...