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.
WG 807 Quaint Ocean View Studio
Legally permitted rental - 134 Kapahulu Ave #807 ⛱Aloha and welcome to our ocean and beach view boutique Hawaiian studio, located on Waikiki Grand Hotel® 8th floor. We have used our 30 years of visiting Hawaii to give you everything you need for a fantastic vacation....
Ilikai Hotel - Two-Bedroom Suite that overlooks the Waikiki City Lights! No Resort Fees!
This condo is located on the 19th floor of the Ilikai Hotel. No need to look any further, you've found your perfect condo in Waikiki. Don't delay, as there are others looking to book this condo and they might take your dates! The condo has been fully renovated and...
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...
Great for Families, Washlet, W/D, Free Parking, Wi-Fi! HUGE Lanai!
Waikiki Banyan #612-T1 – 201 Ohua Ave.You'll love the beachy/Hawaiian feel of this newly renovated 6th floor 1-bedroom suite, with its 533 square feet of interior living space, plus an extra large, partial ocean view lanai! The condo features a full kitchen, in-unit...
15th Floor Studio at the Luana Waikiki Hotel
Beautiful high floor studio at Luana Waikiki, a fantastic boutique building located in the heart of Waikiki. The room sleeps 4 in a queen size bed and a full-size sleeper sofa. The kitchenette features granite countertops, under-counter fridge, microwave, 2 burner...
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...
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...
Tropical Escape with Lanai & Private Yard | Walk to Maunalua Bay Beach
Kaiwiki PalaceOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Located on a quiet cul-de-sac just minutes from the ocean, this 3BR/2BA home is perfect for a serene tropical escape....
Idyllic Ocean Views from 12th floor 1 Bedroom Suite with Full Kitchen
Legally permitted vacation rental - 2947 Kalakaua Ave #1203 ** For your health and safety, we utilize additional Sterilization procedures between reservations.A large one bedroom suite with full comfortable living room and dining area for up to four guests. The suite...
@Marbella Lane - Paradise Gem w/breathtaking views
Summary:Discover tranquility in this charming house of 4 bedrooms within a secure gated community, nestled in the captivating Makaha Valley. Ideal for family or friends, indulge in relaxation and forge lasting memories amid breathtaking ocean and mountain vistas....
Panoramic Ocean Views Penthouse 601
Summary:A rare 3 bedroom 3 bathroom accommodation in Waikiki....Split level floor plan offering more privacy for the group/family. Upper floor has a full bath and a table setting with a Full Size Bed. This upper floor is adjacent to the rooftop lanai.The Space:The upper...
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...
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...
Ilikai-**New Listing*- Beautiful Ocean and Lagoon Views on high floor
The condo is a 1Bedroom 1bath newly renovated; made up of all stainless appliances, tile floors, California king bed, pull out sofa sleeper, 60" HDTV/DVD player, and air conditioning. There is a full kitchen equipped with a microwave, coffee maker, range/oven, double...
Park Lane Ala Moana Located on the ocean side of Ala Moana Shopping Center
Park Lane Ala Moana is a luxurious condominium with various entertainments for you. Park Lane presents the opportunity to experience the beauty of nature and cosmopolitan city life at its finest and most vibrant. Representing a first-of-its-kind resort experience within...
Escape to Paradise: Gorgeous Ocean View Property! Wake up to Waves at the Ilikai Hotel!
Look no further, you've found PARADISE!! Located in the most DESIRABLE spot within the Ilikai Hotel, this corner 2-bedroom condo on the 17th floor has the best views of the Pacific Ocean overlooking the Duke Kahanamoku Lagoon & Ala Wai Yacht Harbor. You won't find...
Ilikai Hotel 2-Bedroom with Views of the City Lights, and Partial Ocean View! No Resort Fees!
*Construction Update* Spall repair and exterior painting will be ongoing outside of the unit from August through mid-October 2025. During this time, access to the lanai will be restricted during work hours: Monday through Friday, 8am to 5pm. Lanai access will be...
Beachfront Condo
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...
Exclusive Golf Course Front Kuilima West by Beach w/Parking & Great Amenities
Book with confidence! This property is professionally managed by Ali'i Beach Rentals, an award-winning property management company.Indulge in the ultimate luxury vacation experience at this exquisite rental nestled within the exclusive Kuilima Estates West community at...
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...
Diamondhead Beachfront Condo with your own private beach TA #114-603-2128-01
On the beach close to parks, art and culture, great views, restaurants and shopping. Private beach access. Good for couples, solo adventurers, business travelers and couples with pets. Assigned parking space upon arrival. Very comfortable high end memory foam queen size...
WaikikiLux 507 Waikiki
Right in the heart and excitement of Waikiki Our side by side suites are perfect for family, friends or business associates traveling together with everything you need just outside your doorstep. As always at the Lux, all amenities are included: First Class Fully...
Budget-Friendly and Air-Conditioned with Washlet and Washer/Dryer!
Waikiki Banyan #611-T2 – 201 Ohua Ave.Budget-friendly air-conditioned one-bedroom vacation rental (533 sq.ft. plus lanai with table and 2 chairs)!The Waikiki Banyan is a favorite of repeat visitors with its host of amenities including a pool, hot tubs, BBQ area, and...
Kuilima 53 West - Best location @ Turtle Bay & Fully Updated
LICENSED VACATION HOME #90/TVU-0580 ENJOY A VACATION AWAY FROM THE CROWDS. THIS UPDATED AND TASTEFULLY FURNISHED GROUND-FLOOR 1-BEDROOM, 1-BATH CONDO IS NESTLED BETWEEN PRISTINE SANDY BEACHES AND BEAUTIFUL MOUNTAINS AT THE TURTLE BAY RESORT. Miles of pristine beaches...
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...
Bamboo Hotel - Privately owned Queen Studio - Balcony, Steps to Waikiki Beach
Privately owned Studio on 4th Floor with Balcony, comfy Queen bed, Kitchenette, Free Wifi, Elevator, Heated Pool, Jacuzzi, Facing West, Non-smoking.Aloha!This charming studio condo in the "Bamboo" is perfectly located in Waikiki, just 2 blocks to the beach, where the...
Desirable 43 Stack Unit at the Ilikai Hotel! Best Views of the Ocean
Serene Oceanfront Escape: Stunning Views and Relaxation Await!This condo is just completed renovations to upgrade the kitchen, bathroom, and flooring throughout, ensuring a beautiful and comfortable space for your vacation stay!Located in the highly desirable "43" stack...
Professionally cleaned 26th Fl PH w/Spectacular Views! Very Rare 3bed/2bath
*******IMPORTANT NOTICE**********Exterior Painting & Spalling Repair Project at IlikaiA licensed contractor has begun a major spalling repair and full exterior painting project for the building. This is a large-scale effort that will take approximately 1.5 to 2 years to...
Washlets! A/C, Washer/Dryer, Dishwasher, Wi-Fi, Pool, and 1 FREE Parking!
Fairway Villa #1217 – 2345 Ala Wai Blvd(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)Enjoy Oahu's tropical beauty from this contemporary Hawaiian two-bedroom, two-bath condo (723 sq.ft. plus 151 sq.ft. lanai). Sleeps up to 6.The Fairway Villa is...
Affordable Luxury in Waikiki
Close to the heart of Waikiki, but away from the traffic, congestion and noise. An easy walk to all the beaches, restaurants, shops and activities that Waikiki has to offer.The short stroll to the beach will take you past the Ritz Carlton, Luxury Row and several...
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...
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...
Award Winner - Hawaii's Hidden Hideaway - Bed and Breakfast
Hawaii's Hidden Hideaway is an AWARD WINNING Bed and Breakfast. Recipient for two years in a row the MOST ROMANTIC HIDEAWAY AWARD, voted by it's guests. Featured in the TRAVEL magazine and other international publications. We have free parking, free WiFi and NO RESORT...
Fairways at Ko Olina 22H: Golf Course Elegance, Lush Backyard
Welcome to Fairways at Ko Olina 22H by Gather, a remodeled three-bedroom, two-and-a-half-bathroom townhome in one of Oʻahu’s most prestigious neighborhoods. With golf-course frontage, a private backyard lanai, and thoughtful finishes throughout, this two-story villa...
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...
Hale Makai ~ Gold Coast Comfort - Kuilima Estates West
Welcome to Hale Makai ~ Gold Coast Comfort, your idyllic retreat nestled in the heart of Kahuku, Hawaii. This charming 2-bedroom, 2-full bathroom, and 1-half bathroom vacation rental offers a perfect blend of comfort and style, accommodating up to 4 guests. Step inside...
Panoramic Ocean and Waikiki Views from 1267-sf Penthouse with 195-sf Lanai!
Lanikea Waikiki Penthouse #1 – 421 Olohana St.(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)Welcome to Lanikea Waikiki Penthouse #1, a spacious luxury penthouse in the heart of Waikiki designed for extended stays. With over 1,260 sq ft of living...
RENOVATED! Ocean View, FREE PARKING, Central AC, Pool, Quick Walk to Beach!
Waikiki Park Heights #1707 – 2440 Kuhio Ave.(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)Enjoy the comforts of home and gorgeous ocean views from this beautifully renovated 1-bedroom condo (488 sq. ft.). FREE Parking on site for 1 vehicle,...
🌸Moku Paradise🌸 - Beach | PCC
***30 day rental. Please inquire. Welcome to Moku Paradise! This 3 bedroom, 3 bath island style oceanfront home has breathtaking ocean views and semi-private beach. This is a perfect getaway paradise for those seeking a calm, private and relaxing island vacation.You...
Your New Home Away From Home! Washer/dryer, AC, Wi-Fi and one parking!
Discovery Bay #4118-Resolution Tower – 1778 Ala Moana Blvd.(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)Lush views of the Ko'olau Mountains simply sparkle at night with city lights! Welcome to your "Home Away from Home" in this beautiful...
Cozy Studio with FREE Parking in Heart of Waikiki!
Cozy Studio with FREE Parking in Heart of Waikiki!Clean studio with 2 full beds in the heart of Waikiki! Free Parking! Free Internet! Available from 3 nights!Studio in Marine Surf. The decor is modern tropical with white rattan furniture. Also equipped with handy...
Ilikai 1927 Ocean / Sunset / Marina Views 2 Double Beds, Sofa Bed
STUNNING OCEAN & SUNSET VIEWS! STEPS TO WAIKIKI BEACH. Sunset views. 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. Remodeled, Tastefully Furnished &...
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...
Highly desirable, Ilikai Hotel, Yacht Harbor & Ocean view, Reserve Today, Will not last Long!!
This condo is located on the 14th floor of the Ilikai Hotel. Enjoy stunning sunsets from your private lanai. This beautiful condo has fresh paint, new drapery, split AC & it desirable by many travelers as it has a full, direct and unobstructed ocean views, overlooking...
Resort Vacation Home! Walk to Disney and Beach!
This newly renovated luxury Villa is located in the quiet neighborhood of Hillside Villas located in Ko Olina Resort. This villa has 2 bedrooms and an additional queen air mattress that comfortably sleep a total of 5 guests. Choose to spend your days on the Ko Olina...
Turtle Bay Heliconia - Kuilima Estates East
Beautiful, updated one bedroom, two bath ground floor condo with tile floors throughout. Newly updated extended living room. Updated well appointed kitchen with modern appliances blending in nicely with the open, tastefully decorated living room with large HD TV ....
Modern 3-Bedroom Waikiki Luxury Suite! Great for Families! Full Kitchen, Pool
Luana Waikiki #M350 – 2045 Kalakaua Ave.Your family will feel right at home in this rare, modern 3-Bedroom/1-Bath suite with full kitchen. Located on the exclusive Mezzanine level with a semi-private entrance, this condo boasts over 1,600 sqft of living space.This...
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...
Laie Ohana Escape - AC Bedrooms, near beaches, PCC
*PER COUNTY REGULATION THIS PROPERTY ONLY ACCEPTS 1 BOOKING PER 30 DAYSAIR CONDITIONING in every room. Wow! This newly remodeled 5-bedroom, 2-bath home speaks comfort and convenience. Aside from having cool and relaxing bedrooms, the home interior has a bright and fun...
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...