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.
A Jewel above the Marina - Sleeps 4 w/ Full Kitchen
Legally permitted rental - 1765 Ala Moana Blvd. #886** For your health and safety, we utilize additional Sterilization procedures between reservations.This large well-appointed newly renovated 1 bedroom condo, located on the 8th floor, has everything you need for a...
Central Waikiki! Large lanai, close 2 beach! Fireworks! WASHLET! Sleeps 6!
Regency on Beachwalk #51 – 255 Beach WalkComfort AND Convenience! Newly decorated, fully-furnished end condo (693 sq. ft. plus two lanais with tables and chairs, for a total of 910 sq. ft.) at the Regency on Beachwalk, right in the heart of Waikiki and steps from the...
Great Location in Waikiki! Views of mountains, city, and ocean!
Free on premise, convenient, gated parking! This unit is located on the edge of Waikiki, in the perfect location to escape the fast pace of Waikiki, but still just minutes walk to the middle of it all. The condo is located 5 to 10 minutes walk to the world famous...
Stylish Condo w/ Mountain Views in Waikiki Banyan!
Summary:Step into the charm of this lovely 1-bedroom unit at the Condominium Hotel Waikiki Banyan, brought to you by Midway Vacations! Ideal for up to 4 guests, this cozy retreat is just a short stroll from iconic Waikiki Beach, lively shopping areas, and mouthwatering...
Beachfront | Hot Tub | A/C | BBQ | Honolulu |5-7 NIGHT STAYS PERMITTED
South Shore 35NUC 90-TVU/0396 - 1990/NUC-1680- South Shore 35 -This spacious home features a large sunken living room and stunning ocean views. South Shore 35 has four bedrooms, four bathrooms, a fully stocked kitchen, and a large beachfront lanai with plenty of spots...
Private Townhouse on the North Shore - Kuilima Estates West #131
The perfect mixture of resort life in a private home. This spacious 3 bedroom, 2 bath townhome is located adjacent to the Turtle Bay Resort and its two golf courses, the Fazio and Palmer Courses. This unit is located in the Kuilima Estates, which provides access to the...
Punaluu Paradise Beach House "real ocean front"
*** IN ACCORDANCE WITH LOCAL LAWS we do 1-rental per 30 days, although guest does not have to stay 30 days. **** inquire to host for information.Punaluu Paradise Beach House - located on the Windward side of Oahu. This country beach home sits just feet from the water...
Waimanalo Beachfront Home with 5 Master Suites & Central AC
This spectacular property is beachfront on Waimanalo Beach, with stunning views of Rabbit Island, towering cliffs, Makapu'u Lighthouse, and the Ko'olau mountains. It is steps away from a protected swimming lagoon and where Magnum PI was filmed. Enjoy this pristine beach...
Fairways at Ko Olina 8G by Gather w/ Golf View Townhome w/ Lanai, Pool & A/C
Fairways at Ko Olina 8G is a light-filled vacation condo overlooking the Ko Olina Championship Golf Course, set within a private gated community in Kapolei. With peaceful fairway views, a breezy lanai, and thoughtfully designed interiors, this holiday home offers a...
Waikiki Oceanfront/Beachfront Condo. Breathtaking views. Walk to everything!
E Komo Mai! Looking to live right by the beach during your Hawaiian island escape? Then this stylish and spacious one-bedroom condo is the perfect choice for you. SUPER FAST W-Fi and cold AC. Offering a rare, exquisite view of Honolulu’s yacht harbor, this newly...
Comfy Studio w/Lanai, Kitchenette, Washer/Dryer, Free WiFi–Waikīkī Shore #1415
"This beach-ready, newly remodeled, deluxe studio boasts a prime location and authentic Waikīkī aesthetic. The unit comes with a kitchenette with full-size refrigerator, oven and four burner stoves—perfect for preparing easy and convenient meals. The unit has...
10th Floor Free WiFi/No Resort Fees/Oceanview @ Ilikai Hotel with Beautiful Sunset Views!
Welcome to Ilikai Tower 1027, a stunning one-bedroom deluxe condo located in the heart of Waikiki, Honolulu. This beautifully appointed retreat offers breathtaking yacht harbor views, making it the perfect getaway for couples or small families seeking a blend of comfort...
Ala Wai Canal Views! AC, Washer/Dryer, Dishwasher, Wi-Fi, Pool, FREE Parking!
Fairway Villa #817 – 2345 Ala Wai Blvd(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)You'll appreciate this air-conditioned 2-bedroom/2-bath condo, complete with full kitchen, convenient in-unit washer/dryer, free designated on-site parking, free...
Ocean View plus central A/C, 5-10 minute walk to beach! Sleeps 4.
Waikiki Park Heights #1105 – 2440 Kuhio Ave.(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)Enjoy this remodeled one-bedroom condo (488 sqft plus balcony/lanai with table and chairs), OCEAN VIEWS and central air conditioning. Centrally located, just...
Huge Studio Unit with Lagoon View! #934
Spacious studio with a full kitchen and a folding door to separate the bedroom from the living area. You can walk to Ala Moana Beach Park, Hawaii Convention Center, and Ala Moana Center, the largest outdoor mall in the country.Enjoy the Friday night fireworks from your...
Great Four Paddle location! Full kitchen, AC, washer/dryer, parking, Wi-Fi.
Four Paddle #2405 – 2140 Kuhio Ave(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)You'll love the partial ocean views from this spacious, central air-conditioned 24th floor, beautifully remodeled 1 bedroom (553 sq.ft. plus balcony) condo at Four...
Turtle Bay Aloha Nui Loa. Price Drop for May 2026 starting at 250 nightly.
This beautiful, renovated second story 1 bedroom + loft and two bathroom unit has high ceilings and is located on the Fazio Golf Course adjacent to the Kuilima West tennis court, pool and BBQ area at Turtle Bay. This is resort living at its best! Spacious and...
Mountain Views, Steps to Beach w/ Pool & Parking
Summary:Enjoy this cozy 1 bedroom condo on the 16th floor of Waikiki Sunset with beautiful mountain views brought to you by Midway Vacations. This condo can accommodate up to 4 guests. Located in the vibrant heart of Waikiki, this unit is just a short 5-minute walk away...
Remodeled in 2022, Diamond Head 2 Bedroom Oceanfront condo
Legal Vacation Rental - 2947 Kalakaua Ave #601Gorgeous blue ocean view from your Lanai. Restful sleep in this two bedroom large suite, with full kitchen and shower/tub combo. This condo provides quiet yet you are only 5 minutes away from the night life. Superb 'postcard...
Westside Hawaiian Sanctuary- New Home inside gated community.
The prospect of enjoying beautiful sunsets, ocean, and mountain views from both your bedroom and patio sounds idyllic. With hiking trails and beach access nearby, it offers a perfect blend of nature and comfort. Plus, the consistent 80-degree temperatures year-round add...
Extended Stay Panoramic Ocean & Diamond Head Views
Our unique quality listing features panoramic ocean and Diamond Head views overlooking Fort DeRussey park. Great location. Furnished as high end luxury recluse. Parking, wifi, cable, etc. You'll love it! We're looking for guest who would like to stay for 4-6 weeks or...
Incredible Ocean views! Close to beach! A/C, Wi-Fi, one Parking!
Waikiki Sunset #3606 – 229 Paoakalani Ave.Enjoy simply breathtaking views of the Pacific Ocean, Kapiolani Park, Diamond Head and city lights from this recently refurbished 36th floor, one-bedroom condo (543 sq.ft. plus lanai with table and chairs)! 4-person max.Just a...
Ocean View Condo with Large Lanai
Enjoy your Hawaiian vacation in one of Kona's most popular complexes. Casa is very well maintained with beautiful gardens and an awesome ocean-front salt water pool. We are steps from the ocean and have a wonderful sunset view from the lanai. Unit 201 is easily...
GORGEOUS Waikiki Yacht Harbor Views! Central AC, FREE Wi-Fi, Washlet!
Ilikai Marina #388 – 1765 Ala Moana Blvd.Palm trees frame beautiful ocean and marina views from this conveniently located remodeled 1-bedroom condo (651 sq. ft. plus small balcony/lanai) with central A/C. You'll enjoy spectacular sunsets! Entire unit freshly repainted,...
Breezy Beachfront Getaway w180 degree Oceanview
This RARE CORNER Breezy OCEAN/SAND BEACHFRONT studio promises an unforgettable Hawaiian retreat - the perfect way to immerse yourself in tropical bliss.Luxuriate on a white sand beach or simply sit back and relax with the amazing blue vistas beyond two wall-size crystal...
Panoramic Diamond Head Ocean View Spacious Home
Charming Comfortable, Affordable dwelling boasts 3 Bedrooms with 2 1/2 bathrooms and front loading high energy smart stack washer/dryer laundry facility in the 1/2 bath. Two of the bedrooms have California king size beds and 1 has a Queen size bed. Each bedroom has a...
ICE OPTIONAL IN PARADISE..SURF IS UP...WALK to PIPE where the BIG WAVE ACTION IS
* I M P O R T A N T: Law - Bill 89 ** We have had the privilege to host guests from around the world: we will continue to do so within defined parameters of the new Oahu law, Bill 89; it allows one reservation within 30 day period. Let us know your needs, hopefully able...
Cozy Studio at The Ilikai! Sleeps 4!
Ilikai #923 – 1777 Ala Moana Blvd.You'll enjoy this renovated 500-sqft studio at the world-famous Ilikai. With its full kitchen, free Wi-Fi and parking, and spacious open-air lanai, this is the perfect home base for exploring all that Waikiki and Honolulu have to offer...
SeaHorseShort Term on Golf Course, Upper Floor - Have a relaxing vacation
What news you have read or heard - There are Legal Short Term Rentals in Hawaii.We are on the short list on the North Shore at Turtle Bay.This a Family Owned and managed Home. It's is hard to get a more perfect view of the golf course from the lanai of this two bedroom...
Studio With AC, Full Kitchen, Free Parking, WiFi, and Near Beach!
*********IMPORTANT********The Association of Apartment Owners (AOAO) of Marine Surf Waikiki has contracted Seal Masters of Hawaii to perform a major Exterior Concrete Repair and Painting Project. This important work will help preserve the safety, structure, and...
Ilikai 1904 Ocean / Sunset / Marina Views King Bed
OCEAN & SUNSET VIEWS! STEPS TO WAIKIKI BEACH. Memorable Meals on the Lanai. Walking distance to shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life.The iconic Ilikai Suites are located at the gateway to Waikiki. Newly Remodeled, Tastefully...
Modern Décor W/Private Lanai and A/C – Waikīkī Shore #1106
Castle Waikīkī Shore #1106 on the 11th floor: This stunning one-bedroom/one-bathroom is one of our more unique suites with a modern edge and clean white aesthetic. This open-concept unit has living room dividers to give you multiple layout options.Large floor-to-ceiling...
North Shore Getaway @ Turtle Bay - Kuilima Estates East
AWESOME NORTH SHORE GETAWAY @ TURTLE BAY! Short walk to ocean and safe family-friendly beach.Welcome to our air conditioned and spacious condo at Kuilima Estates East, located right at the entrance of Turtle Bay, Ritz Carlton North Shore. Our 1 bedroom condo with loft...
Steps to beach, pool, garden. April/May Cancellation Special. CALL NOW!
Minimum 30 day rental, this 3 bedroom, 3 bath with a private pool is the perfect location to relax and unwind. The entire property is surrounded by lush landscaping, beautiful palm trees and tropical flowers. The spacious yard is perfect for sun bathing, barbecuing or...
A Gem of a Studio at The Diamond Head Beach Hotel
Legally permitted vacation rental - 2947 Kalakaua Ave HI 96815A delightful well loved studio on Honolulu's Gold Coast nestled under Diamond Head.A comfortable Queen bed and a separate sleeper sofa in case it's needed await in this beautiful Diamond Head Beach Hotel...
Beach Villas Peekaboo Ocean & Mountain View Resort w/Luxurious Amenities
This property requires a minimum 6-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.Location: 92-106 Waialii Place, Ko Olina, Hawaii. (2nd Floor, Condo Sqft. 1171)Experience the ultimate blend...
Partial Ocean View! Toto Washlet, FREE Parking, Washer/Dryer, Wi-Fi! Sleeps 4
Four Paddle #1703 – 2140 Kuhio Ave(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)This 17th floor studio (460 sf plus lanai) with central A/C and ocean view makes this condo a favorite with our guests! 4-person max.Gourmet marketplace Dean & DeLuca...
Renovated Specious Studio with Great View
Newly renovated, this fresh, clean beach studio offers all you need for a Waikiki getaway. A California size mattress ensures you a the best night of sleep. The kitchenette features a microwave, fridge, plug-in cooktop,toaster, and coffeepot. Fully stocked with beach...
20th Floor Ocean and Marina Views at The Ilikai! Washlet! Sleeps 4!
Ilikai #2029 – 1777 Ala Moana Blvd.The beautiful marina and ocean views from this contemporary 20th floor studio at the Ilikai, made famous in the opening credits of the original Hawaii Five-O, will remind you that you're on vacation in one of the most beautiful places...
Ocean view Waikiki suite! Free parking, full kitchen, pool, close to beach!
Waikiki Banyan #3508-T1 – 201 Ohua Ave.Enjoy your perfect Hawaiian getaway in this fully-furnished 1-bedroom/1-bath ocean view suite in the heart of Waikiki! 533 square-feet of interior living space, plus a private lanai with gorgeous views of the sparkling blue Pacific...
Breathtaking Views! A/C, Wi-Fi, Washer/Dryer, and Parking!
Windsor #1801 – 343 Hobron Ln.(30-Night Minimum Stay. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)This inviting 18th floor condo at the prestigious Windsor is calling to you! With A/C and 625 square feet of living space (no balcony/lanai). 3-person max.A stately...
Waikikis Best Kept Secret, Best Sunset & Ocean Views!
Construction Notice 10/20/25: Exterior painting work is currently scheduled from 3/18 - 4/24/2026. 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...
Mountain and ocean views -5 minutes from the PCC
Nestled at the base of the lush tropical Koolauloa mountains range, a hiker’s paradise awaits. Secluded beaches are walking distance away. Polynesian Cultural Center, zip lines, and horse back riding are 5 to 10 minutes away. The studio is 300 sqft and has one Queen...
*Turquoise Ocean Views!* | Walk to Waikiki
Summary:🌺 Aloha from Waikiki Beach Tower! 🌴 This airy, island-inspired condo has the turquoise ocean view you've been dreaming about so you can savor every moment of your long-awaited vacation :)You'll be able to watch the magical sunsets over Waikiki Beach and feel the...
Ilikai 1212 Ocean / Lagoon / King Bed, Sofa Bed
MEMORABLE OCEAN, LAGOON VIEWS! STEPS TO WAIKIKI BEACH. Meals and fireworks from the Lanai. Walking distance to shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life.Beautiful remodeled condo. Fully equipped. AC, cable, WIFI, 24/7 Security,...
NEW to Our Inventory! FULLY RENOVATED! Modern Condo in the Heart of Waikiki!
Niihau Apartments #203 – 247 Beach WalkFULLY RENOVATED! Welcome to your home away from home! This newly remodeled (2023) condo is the perfect launching point to explore all that Waikiki and Oahu have to offer! FREE Wi-Fi and parking at nearby lot. Secured...
Perfect North Shore, Oahu Vacation House.
This charming property is located in the heart of Oahu`s North Shore coastline. This gated property is located on a bike path so walk, bike (or drive) to Waimea Bay, Sunset Beach, Pipeline and Shark`s Cove. Grocery store and coffee shop is close by. The property offers...
Beautiful updated beachfront condo on low traffic beach. Away from the touristy Honolulu, but close to nice lagoons and bays for swimming. 20 minutes from Ko Olina 45 mins from Honolulu. Stove, Oven, Microwave, Dishwasher and fridge/freezer. Our unit has a queen size...
Calm & Quiet New Waikiki Studio
Located on the quieter side of The Waikiki Grand Hotel™ with a city skyline view, this comfortable 8th floor Queen bed studio has free WiFi & built in Stovetop.The super clean & well equipped kitchenette area ensures that a simple meal can be easily prepared at home. A...
Ilikai 815 City / Mountain Views 2 Double Beds, Sofa Bed
MOUNTAIN & CITY VIEWS. STEPS TO WAIKIKI BEACH. Walking distance to shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life. The iconic Ilikai Suites are located at the gateway to Waikiki.This condo is a fully equipped remodel.The iconic Ilikai...