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.
Perfect Kailua Vacation at Ka Hale Lai-House of Serenity-pool and spa.
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...
Oceanfront Spacious Condo Sleeps 3 Stunning Ocean, Tropical Beach and Bay Views
Sans Souci 503/504.Stay comfortably in Honolulu at this large 1-bedroom Oceanfront condo with HD TV and Amazon Firestick. The bedroom features a new comfortable queen bed, and there are 1.5 well lit bathrooms with ample soft white cotton towels . In addition, there is a...
North Shore Oasis, Hot Tub, across street from beach. Inquire for dates/prices.
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...
Mystic Mermaid Island Retreat! Entire Home
This home is not your typical VRBO, this home is designed for guests who appreciates CLEANLINESS, COMFORT, CARE, SAFETY AND QUALITY! Escape to Your Mystic Mermaid Island Retreat, your private, spacious oasis near Oʻahu’s majestic mountains! NO neighbors behind the home...
Bright & Spacious 2-bedroom Villa - Coconut Plantation at Ko 'Olina Resort
Escape to Paradise! Relax in a newly remodeled, family-friendly villa located just steps away from the world famous Ko Olina Lagoons, Ko Olina Championship Golf Course, and top resorts. Enjoy luxury, convenience, and island living at its best! This enchanting home,...
Unique 8th Floor King bedroom condo Full kitchen Sleeps 3
Legally Permitted Rental - WAIKIKI GRAND HOTEL®815 One-bedroom Suite 2 Rooms in 1 Space1 King Bed1 Sofa BedFULL KITCHENGrab this one if it pops up for your dates! It is seldom available and often booked far in advance. Some years ago, a much-loved radio personality from...
Ocean&Mountain View Paradise - 3BD2BAParking CONTACT HOST FOR LENGTH OF STAY?'s
North East Shore Hawaiian Paradise: This property is located in the perfect spot on the North East Shore with gorgeous views of the ocean. It's the perfect getaway for you and your family. Ka'a'awa Kasa is a tranquil escape for guests looking to unwind. Located at the...
Corner Oceanfront 1BR Condo w/ Panoramic Views
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...
Tropical Acreage + Fruit Trees + Beach ~5m drive!
Welcome to "Pua Pono House," on Oahu's captivating North Shore, where country living meets relaxation, away from the hustle and bustle of Honolulu and touristy hotels. Nestled on a lush one-acre estate, our retreat offers a serene and secluded oasis. Centrally located...
Kolea Landing Modern Beach House w/ Double Suite and Third Bedroom Option
Aloha and Welcome to Kolea LandingA short walk (less than 400 steps to be exact) and you will be relaxing at Lanikai Beach! Our 2,200 sf guest house is the perfect blend of island and modern living. Our guest house has a master bedroom (king bed) with an en suite...
Ko Olina Beach Villas B901: Luxe 3BR Penthouse w/ Beachfront Views
Ko Olina Beach Villas B901 by Gather is a luxurious ninth-floor penthouse overlooking the calm blue waters of Ko Olina Lagoon. With 1,491 square feet of indoor living space and a generous lanai framing panoramic ocean and pool views, this three-bedroom, three-bathroom...
Waikiki Ocean View with AC, Full Kitchen, Washer/Dryer, FREE Parking & Wi-Fi!
Waikiki Skytower #2604 – 2410 Cleghorn St.(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)Enjoy magnificent Pacific Ocean views from this contemporary, updated high-floor, one-bedroom condo (585sf plus 90sf lanai with table & chairs)! With only 4...
Beautiful Beach Villa in Oceanfront Resort
Your ultimate paradise vacation awaits you at the Ko Olina Beach Villas Resort, Oahu's premier Oceanfront resort. Stay in this beautiful two bedroom/two bath luxury suite and enjoy sunset views from the expansive lanai. This spectacular beachfront resort features a huge...
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...
Modern Suite / Free Parking / View / AC / King Bed / Kitchen / Prime Location
Modern Suite in the Heart of Honolulu – Walk to Waikiki Beach.Our modern suite is located in the vibrant heart of Honolulu, just a 10-minute walk from the iconic Waikiki Beach. Enjoy the best beaches, dining, nightlife, and shopping Honolulu has to offer, all within...
Surfer's Paradise - Beachfront Vacation Rental on Oahu's North Shore
Nestled along the scenic coast of Haleiwa on Oahu’s famed North Shore, Surfer’s Paradise blends the relaxed rhythm of island life with panoramic ocean views and breezy, artful interiors. With 1,624 square feet of thoughtfully designed living space, this home easily...
2 Bed 2 Bath Condo - Stunning Ocean views, Spacious, Clean and Comfortable
- Ocean Gem - A conveniently located 2 bedroom 2 bath condominium blocks from everything you would need including, Beach, shopping, restaurants, night life, hospitals and bus transportation and Biki Bikes- 10 min walk to large local grocery store Don Quijote.- 15 min...
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...
Pet Friendly Guesthouse + Parking
LOCATION:Our Property Is Within Walking Distance To Ala Wai Canal Walking Trail, Waikiki Beach/Waikiki International Marketplace, Diamond Head Hiking Trail, Safeway Grocery Store, Restaurants, Starbucks, Jamba Juice, Honolulu Zoo, Close to Kapiolani Community College,...
Ocean Front/Beach Front Condo in Beautiful Makaha
Discover the breathtaking oceanfront condo with one bedroom in Makaha. Let the mesmerizing vistas and soothing waves of the Pacific Ocean enchant you. Imagine waking up to the gentle lapping of waves and the warm Hawaiian sun, then stepping out onto your private balcony...
Breathtaking 180-Degree Ocean Views, Ilikai Marina, Full Kitchen!
Construction Notice 10/20/25: Exterior painting work is currently scheduled from 10/29 - 12/12/2025. During this time, the lanai will be locked and not accessible to guests. For your safety, please do not attempt to use the lanai at any time. You may also hear...
LUXURY Condo!! One Ala Moana Large 1 bedroom 1 bath, 877 Sf
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...
Jewel Of Sunset Point <br>at world famous Sunset Beach
A Kaimaina home that is nestled on a quiet dead end street in the coveted neighborhood of Sunset Point. This one of a kind home has been in our family for over 70 years. Remodeled and completely refurbished, this is “country living” at its best. This two bedroom one...
Aqua Aloha Surf Waikiki 705 Deluxe Studio with Lanai and Partial City Views
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...
Exclusive Beachfront Home in Private Gated Community
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...
Waimanalo 4 Bedroom / 3 Bathroom Private Home
This home includes ocean views, a rooftop deck, and a heated pool. Enjoy breathtaking views of the majestic lava-formed Ko'olau mountain range and only steps to the # 1 rated beach In the world (2015), Waimanalo Beach, famous for the filming of Magnum PI, Baywatch,...
We will block the property for 30 days but you can leave whenever you like
Designer steel, glass and titanium single family with Million Dollar Views, located few minutes from Waikiki, downtown, and walking distance to tropical forest trails.Has the feel of a tree house as you relax among centennial monkey pods.5 bedrooms, 5 + 2 half baths,...
Foster Tower Ocean Front One Bedroom w/direct Ocean Views
Embrace the aloha spirit in this beautifully appointed one-bedroom retreat. Featuring tasteful décor and modern conveniences, this unit provides a true sense of home in Hawaii. The open-concept layout is bathed in natural light, creating an inviting space to unwind...
Two-story ocean view home with a furnished patio & deck, washer/dryer, & AC
Ka Hale me Ka ike 30 Night MinimumOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Take in the amazing view from both inside and out at this four-bedroom, family-friendly retreat here...
Hilton Hawaiian Village Lagoon Tower, private beachfront resort
Hilton Hawaiian Village one-bedroom villa in the heart of Waikiki.Thank you for choosing Dash Realty Group of Windermere, Florida. We are a registered Fla. Seller of Travel Ref. No. ST42435.Our rates are based on a standard island view, additional views may be available...
2 bedroom 1 bathroom, walk to world famous Waikiki beach only 0.3mi
Cozy 2 bedroom condo 805 sq.ft in Waikiki with great mountain and golf cruise view. North-facing floor plan, cool in summer time. Big balcony/lanai 125sq.ft one parking lot included in garage. Access to rooftop with great view. Shared gym and laundry in the building.
Posh & Lavish... 2 ADJOINING SUITES... Direct Ocean Views
*************************************************************************************ALL ADULT GUESTS IN YOUR PARTY MUST AGREE TO SEND PHOTO ID AFTER BOOKING CONFIRMATION AND BEFORE ARRIVAL &...
2BOF3 Aston Waikiki Beach Tower: 2 Br with Ocean Front Views & Full Kitchen
Waikiki Beach Tower: 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, this...
Aloha Breeze by AvantStay | Amazing Ocean Views, Game Room, Modern Design
Kick back in the heart of Makaha Valley at Aloha Breeze, a 4BR retreat that puts you 10 minutes from the beaches of Oahu. With a stunning view of tropical mountains and the ocean from your backyard, this modern Hawaiian escape blends style, space, and a beautiful...
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...
Modern Charm: Renovated 1BR, fast 600Mbps Wifi, W/D in unit, Stunning Views
Welcome to your island paradise! Soak in floor-to-ceiling mountain views with your morning cup of coffee; at night, savor the vista of twinkling city lights. You’ll love whipping up homecooked meals with the full kitchen, working comfortably with the remote work setup,...
BEACH FRONT ESTATE SANDY BEACH Heated Saline Pool/SPA 360 Views: Please Inquire
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...
Hale Aloha Turtle ~ Bay Golf Course
Brand New Listing! Relax in this beautiful and spacious getaway on the North Shore and be the first to review this 5-star Guest Favorite listing that is new to our portfolio!This spacious and newly updated 3-bedroom unit has beautiful lagoon views of the Turtle Bay Golf...
Stunning Fairway Views, Home "E"-Clean-New-Gated, near Jbphh, Cage # Available.
Welcome to Hillside Perfection overlooking the fairways at Golf Ridge Homes!Discover your ideal fully furnished, 5 bedroom, air conditioned executive home located in central Honolulu. Perfect for leisure visitors, temporary military quarters, business travelers, base...
Monthly- Discovery Bay 2203 Ocean/Sunset/Marina/City Views - Q Bed/Twin Sofabed
Sweeping Ocean Views High Floor Corner Unit, PremTV HBO, Remodeled. 5 Min to Beach, Ctrl AC, Furnished, Prking Incl, Spacious Lanai, Pool, HotTub, Utilities, WiFi, BBQ, Gym, Washer/Dryer, Beach Chairs/Boogie Board. Non smoking. Queen bed/Queen Sofabd.Sweeping Ocean...
Hale Mokulua: Lanikai Multi-Home Estate - Sleeps 14
Welcome to Hale Mokulua; an exclusive, quiet and private home adjacent to the spectacular blue waters of Lanikai Beach. With 3 separate living spaces, this remodeled Lanikai home accommodates up to 14 guests. The main house of consists of 3 bedrooms, 3.5 baths with an...
Charming Waikiki studio close to beach and centrally located to restaurants, shops and attractions.
Want to be close to the beach and centrally located to restaurants, shops and attractions? Then this is studio for you! The beach is less than 10-minute walk. Shops and restaurants are at your doorstep. After a busy day, relax in this charming studio with queen sized...
Spacious 3BR/2.5BA Townhome in Quiet Ko Olina - Pool, Beaches & Golf Nearby
Enjoy our comfy 3-bedroom, 2.5-bath townhouse in the quiet Hillside Villas community at Ko Olina. Our home is minutes away from world-class beaches, golf, and restaurants. Our place offers comfort and convenience for your tropical getaway. Nestled in a quiet,...
Amazing Location & Beach. 200 plus 5-Star Reviews! Hot Tub, AC, 4 Bikes & More!
Aloha! Welcome to your North Shore Paradise where we cater to guests looking for an extended stay.Please message us through the Vrbo reservation system if you have any questions about the dates you are interested in. Our home features one of the top locations and most...
Oceanfront Island Living at its Finest! Unbeatable Panoramic Ocean Views!
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...
Aloha Waikiki Condo 2Beds, 2Baths, Free Parking.
Aloha, thanks for checking in our listing. A Newly remodeled penthouse 2 bedrooms and 2 full baths. There are 4 queen beds and 1 single beds, full kitchen with kitchenette. It's spacious 1,000 sq. ft. with 2 patio and 3 Air-Con. It’s on 17 top floor with beautiful view,...
Naupaka Hale - Lanikai Beach Home & Cottage
NAUPAKA HALETA-151-566-1312-02THIS PROPERTY RENTS ONLY MONTHLY FOR 30 DAYS AND LONGER.Idyllic classic Hawaiian style vacation rental home on large lot with huge sandy beach right in front of your very eyes. This beautiful vacation rental home offers breathtaking views...
Oceanfront Condo: Stunning Sunrise & Ocean Views
'Lele's by the Sea' | Oceanfront Vintage Hawaiiana Getaway | Balcony | Pool + Gym | Beach GearAloha and welcome to your ultimate island escape! Retreat to this 1-bed, 1-bath vacation rental on Oahu’s lush, tropical side. Swim or snorkel at the sandy beach, relax and...
The Crown Jewel of Kawela Bay! 30 day stay
Hale Keo Keo – Historic Beachfront Home on Kawela Bay, Oahu’s North Shore30 day rentals onlyWelcome to Hale Keo Keo, the only home built directly on the sand in Kawela Bay — a calm, crescent-shaped cove on Oahu’s iconic North Shore. With room for up to 17 guests, this...
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...