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.
Relaxing 4th floor 3br/3ba villa with Pool View - Ocean Tower Beach Villa
*New furnitures as of April 2025, new sofa sleeper, coffee table, TV's, dressers, mattresses etcAmazing 1,699 sq. ft. 3 bedroom, 3 bath villa located in the beautiful Ko Olina resort on the quiet west side of Oahu.The lap pool is perfect for an early morning workout or...
Lucky You! 2 Lanais! Breezy studio, so close to beach,
Lucky you! This breezy, roomy studio is ideally located .. walk steps out the front door to all the eating and shops you need, or, walk out the back door and be at the beach in less than 5 minutes! This tropical themed studio has a comfortable double bed, a bathroom...
Palione Papalani - Tropical Estate with Lagoon Pool on Kailua Beach
This property is professionally managed by Private Homes Hawaii, LLC and is licensed as a short term vacation rental, Non-Conforming Use Permit Number 1990/NUC-1787. It is compliant with Hawaii State Legislation (HB2078) for vacation rental accommodations,...
@ Marbella Lane - Wind'kissed Oceanfront Seascape
Summary:Enjoy Stunning & breathtaking ocean views from this resort-style condo, just a short walk to beaches, shopping, and dining! Start your day with coffee on your private balcony as Waikiki wakes up, or unwind with a sunset happy hour drink. Packed with deluxe...
Surround yourself in luxurious, island-style furnishings with spectacular views of Diamond Head and the crystal blue waters of Waikiki. This elegant corner unit(1046 sq. ft.) offers 2 spacious master suites, 2 full baths and includes a fully equipped gourmet kitchen,...
Spacious Condo Paradise at Kuilima West
***WE ARE ON OAHU, AND CONTINUE TO WELCOME TOURISM***Welcome to your spacious 2 bedroom, 2 full bath, PLUS loft comfortable deluxe condo on the North Shore of Oahu. We are in Kuilima Estates West, which is next to the Turtle Bay Resort. There are 3 pools , tennis...
Ko Olina Beach Villas O521: Luxury Ocean View, 3 Bedrooms & Grand Lanai
Ko Olina Beach Villas O521 invites you to experience effortless island living where contemporary comfort meets breathtaking ocean views. This luxurious three-bedroom, three-bath villa spans 1,484 square feet, offering an elegant and tranquil retreat designed for...
Gorgeous Secluded Beach Getaway Location-Large Kitchen-A/C-Grill-Fenced yard
For questions, to verify availability dates or to check the availability of other furnished rentals we manage, please contact the owner. You found it! A large 1,100 square foot, two bedroom, nicely upgraded beachside vacation rental that can sleep up to 8 guests and is...
Stunning 15th Floor Luana King bed Condo Sleeps 4 guests
Superb property with 180 degree Stunning Views!!This fully furnished 1 King bedroom, 1 bathroom suite comes fully equipped with a spacious kitchen featuring granite countertops, two private lanai's, in-unit washer and separate dryer, travertine stone/carpet flooring,...
Beautiful 1 Bedroom Condo in Waikiki with an Ocean View (NCU# 90/TVU-0346)
We take pride in our condo by reviewing and updating it every 6 months. We want your stay to be clean, comfortable and in great condition. CONDOMINIUM: The LIVING ROOM has a queen size SOFA-BED which can be easily unfolded for additional sleeping space. The BEDROOM...
Beautiful, sandy beachfront cottage was remodeled and converted from a 1-bedroom unit into a spacious, loft studio that can accommodate 3 guests. The kitchen and bath feature upgraded fixtures, appliances, and marble counters that add charm and functionality to the...
Turtle Bay East 1 Bedroom with Loft SLEEPS 4-6
Turtle Bay Retreat with Loft | Sleeps 4–6 | Golf Course ViewsNewly refreshed and now under new management! Enjoy laid-back island living in this spacious and clean 1-bedroom + loft unit, ideally located on the stunning North Shore of Oʻahu. Nestled beside the Arnold...
Oahu's North Shore Welcomes You With True Aloha Spirit
This deluxe condo located at beautiful Turtle Bay with two world class signature golf courses, tennis courts, and pool with barbecue grills, just outside your door. A leisurely ten minute walk away you'll find great restaurants, and you can enjoy the sunset at the...
High Floor with Ala Wai Canal View! A/C, Washer/Dryer, Wi-Fi, FREE Parking!
Fairway Villa #1914 – 2345 Ala Wai Blvd(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)Relaxing Ala Wai Canal views and you are close to everything! 555 interior sq.ft, plus large, 76-sqft balcony/lanai with table and chairs. Kick back as you enjoy...
Penthouse With Ocean View Near Waikiki Beach
Summary:Experience the charm of our stylish 1-bedroom unit at the Condominium Hotel Waikiki Banyan, presented by Midway Vacations. This inviting space comfortably sleeps up to 4 guests and is perfectly situated within walking distance of Waikiki Beach, shopping, and...
Large private home with pool & ocean views - Inquire about dates!
This property is a legally established dwelling that is rented for periods of 30 consecutive days or more at any one time. Spectacular 4 bed 2 bath home with private pool and breathtaking ocean and mountain views. Situated on the ridge in the highly desired area of...
GORGEOUS Ocean and Diamond Head Views! Close to beach! A/C, Wi-Fi, Parking!
Waikiki Sunset #2910 – 229 Paoakalani Ave.Enjoy BREATHTAKING colorful blues of the Pacific Ocean and the lush greenery of Diamond Head and Kapiolani Park from this 29th floor, 1-bedroom condo (534 sf interior plus 67 sf lanai) with central AC and FREE Wi-Fi, completely...
Royal Garden at Waikiki - Premium Studio Condo
The Royal Garden at Waikiki is a luxurious and intimate condo-hotel. The moment you enter the lobby, you’re embraced by stunning Italian marble walls, columns and floors. Unlike the large, crowded hotels, this is a relaxed setting in a quieter area of Waikiki with 6...
Paradise Found! Private Lanai! Ocean view!<br>Compare our prices!!
Book today this amazing view room on the 7th floor of The Waikiki Grand. The Ocean/Beach , Diamond Head, Kapiolani Park and the Honolulu Zoo provide stunning views from your private lanai!Compare prices and book today. ============••••••••••••••••••••Come back and visit...
The Pineapple Place, A gorgeous 9th floor Waikiki Apartment + Pool & Spa
Be close to the beach with the whole family at this stylish 1 bedroom central Waikiki apartment.When it comes to top locations with great views, The Pacific Monarch really stands out.This modern & stylish 1 bedroom apartment goes above & beyond usual...
Hilton Hawaiian Village Lagoon Tower, pristine beachfront resort, private lagoon
Please choose a Friday, Saturday, or Sunday check-in and enjoy a seven night stay.Thank you for your interest in booking with Dash Realty Group, Windermere Florida. Dash Realty Group is registered in Florida as a licensed Fla. Seller of Travel Ref. No. ST42435.Need a...
Stunning Ocean View Condo! Best Location!
The Best Location in Waikiki: Only 1/2 block from Waikiki Beach,Located in a quiet boutique building,Surrounded by restaurants, shopping, and entertainment,1 block from Honolulu Zoo and Kapiolani Park.Incredible Ocean View:Large, furnished lanai faces the...
OCEANFRONT PROPERTY DIAMOND HEAD BEACH HOTEL unit 704
Newly remodeled studio unit at the Diamond Head Beach Hotel and Condominiums located at the Gold Coast area. Very friendly building located on the ocean with outdoor space for watching sunset and sunbathing. Laundry facilities available downstairs. Parking in the...
Elegant Condo! Best Location - Exceptional! *Legal Rental NUC No. 90/TVU-0562
Come to the country and escape the crowds! Enjoy the fresh clean air on the North Shore! This unit is situated in a wonderfully convenient location on the West side of the Kuilima Estates complex. The bathroom was just renovated with a brand-new standup shower and fresh...
Heart of Waikiki! Close to Beach! Free off-site parking! Wi-Fi, AC, Kitchen
Regency on Beachwalk #22 – 255 Beach WalkYou'll really appreciate the convenient location of this fully-furnished 2nd-floor end unit condo (494sf plus 145sf lanai with table and chairs, for a total of 639 sf) at Regency on Beachwalk, right in the heart of Waikiki and...
High Floor with GREAT Ocean Views! A/C, Washer/Dryer, FREE Parking and Wi-Fi!
Waikiki Skytower #2804 – 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...
Absolutely Oceanfront - Free Parking - Full Kitchen- full disability access.
Direct ocean-facing view not out the side of a building or looking over another balcony. On a high floor above the street noises and restaurants below.Great Location at the beginning of Waikiki and away from congested areas.Walking distance to beaches, restaurants, and...
Gorgeously Renovated Suite 2 Blocks from Beach in Heart of Waikiki! Parking!
Niihau Apartments #903 – 247 Beach WalkFULLY RENOVATED! Welcome to your home away from home! This recently remodeled 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 building/elevator....
Waikiki Fully Furnished w/pool - walk to beach!
Waikiki Fully Furnished Ready-to-rent Condo.Centrally located in the heart of Waikiki, Honolulu. Minutes away from the prime strip of Waikiki Beach, Waikiki Market, Waikiki International Market place, Honolulu Zoo, Kapiolani Park, Waikiki Shell, shops, restaurants, bus...
Coconut Plantation in Ko Olina. Special Pricing April through May 2024!!
Experience Ko Olina by staying in this resort style townhome, on the South-West coast of Oahu. The translation of Ko Olina is, “Place of Joy,” and was considered a quiet retreat for the ancient Ali’i, or Hawaiian royalty. Eventually the land was bought and the four...
Modern Ocean View Studio - Waikiki Paradise!
Thoughtfully appointed studio with modern decor. Fully renovated in 2022! Includes FREE high speed Wi-Fi, cable TV, and various TV apps for streaming services.Check in and out at your convenience with a lock box. Check in after 3pm and check out before 11am. Just a key...
Pacific Monarch Top Floor Condo with Ocean, Diamond Head and Mountain Views!
Step into your own slice of paradise in this beautifully appointed 23rd-floor retreat at Pacific Monarch. Designed for those who crave both luxury and the relaxed spirit of island living, this one-bedroom escape offers a serene atmosphere with stunning views of...
Ocean and Sunset Marina Views at the Ilikai Hotel w/Great Building Amenities
Book with confidence! This property is professionally managed by Ali'i Beach Rentals, an award-winning property management company.ILIKAI BUILDING NOTICE — September 19, 2025Spalling repairs and full exterior painting of the building in effect. Please be advised:...
2-Bedroom Villa in Paradise - Ko Olina Beach Villas
A beautiful 2 bedroom condo at the exclusive Ko Olina Beach Villas.This luxurious villa is located on the white sandy beaches of one of the best semi-private Lagoons in Oahu. Even during the busiest season the limited resort access keeps the lagoon quiet and uncrowded,...
City & Mountain Views Condo at Luana Waikiki Hotel Short Walk to the Beach
Book with confidence! This property is professionally managed by Ali'i Beach Rentals, an award-winning property management company.Luana at Waikiki is indeed located at 2045 Kalakaua Ave, making it a highly convenient location in Waikiki. Situated just steps away from...
Beautiful Mountain View in Waikiki Sunset +Parking
Summary:Experience the charm of a 1-bedroom condo nestled on the 19th floor brought to you by Midway Vacations, boasting stunning mountain vistas right in the vibrant heart of Waikiki! This cozy space comfortably accommodates up to 4 guests and is a mere 5-minute stroll...
Turtle Bay unit 6, 2 bedrooms w/LOFT - Kuilima Estates
Wish You Were Here – Turtle Bay Condo | Stylish, Spacious + Steps to your next Adventure..Escape to Oahu’s legendary North Shore and stay in this beautifully updated 2-bedroom, 2-bath ground-floor condo at Turtle Bay Resort, with a bonus loft and room for the whole...
New 4br home 5 min from the beach-Paradise escape
Relax at this cozy and luxurious 4 bedroom, 2.5 bath newly built house in a 24-hour gated community. Take in the fresh air and the lush mountain view from the tropical themed bedrooms; turn on the cool air and lounge on the Italian leather sofa after a whole day...
Holiday Sale! Turtle Bay Villas 205 by Gather: Beachfront w/ Pool/Spa/Lanai
Welcome to Turtle Bay Villa 205 by Gather, a serene second-floor studio retreat located on Oahu’s world-famous North Shore. Nestled within the 850-acre Turtle Bay Resort community, this elegant villa accommodates up to four guests and provides the perfect balance of...
10FL Waikiki Banyan, Steps to Beach & Free Parking
Summary:Wake up just moments from Waikiki Beach in this charming 1BR retreat at the Waikiki Banyan. Perfectly located near shopping, dining, and island attractions, this unit offers partial ocean views, free parking, and comfortable accommodations for up to 4 guests,...
Mahina Kai: Large Tropical Modern Home with Pool, Ocean & Koko Head Views & A/C
Welcome to Mahina Kai, a serene 5-bedroom, 3-bath retreat in Hawaii Kai offering panoramic views of Koko Crater, the marina, and the deep blue Pacific. This beautifully designed two-level home spans approximately 2,567 sq ft of bright indoor–outdoor living, featuring...
Waikiki Ocean, Lagoon & Marina Views! Short Walk to Beach, Restaurants & More
Ilikai Marina #1480 – 1765 Ala Moana Blvd.Incredible sweeping panoramic views of the Pacific Ocean, Duke Kahanamoku Lagoon/Beach, and marina; plus beautiful sunsets!CONSTRUCTION NOTICE: Due to building exterior spalling repairs, please expect some construction noise...
Wow! Ocean View Studio at Waikiki Shore, Just Steps to Waikiki Beach!
Waikiki Shore #814 – 2161 Kalia Rd.Toast colorful ocean sunsets from the private lanai of this air-conditioned ocean view studio (347 interior sqft plus 61-sqft lanai) at Waikiki Shore – the only condo in Waikiki where you can step directly from the building onto the...
Oceanfront Beach House - Tropical Paradise!
Oceanfront Beach House - Tropical Paradise!Our Tropical Paradise is oceanfront and conveniently located between historic Haleiwa and Waimea Bay at the world famous Chuns Reef beach. Great swimming, snorkeling, scuba diving, and surfing are right in the 'front yard.' Our...
Ko Olina Beach Villas 706: 2BR Villa w/ Panoramic Ocean View
Ko Olina Beach Villas B706 by Gather invites you to experience refined beachfront living in the prestigious Ko Olina Resort Beach Tower. Perched on the seventh floor, this two-bedroom, two-bathroom villa spans 1,500 square feet of elegant indoor-outdoor living and...
Luxury Oceanside/Beauty, FREE Parking/Wi-Fi, 2/2, AC, W/D, Washlet, Sleeps 6
Ilikai #744 – 1777 Ala Moana Blvd.Enjoy luxurious high-end ocean-view living in this beautiful 2014 remodeled condo at the ILIKAI, the iconic Hawaiian apartment/hotel made famous by the TV show Hawaii Five-O. This 7th floor corner unit boasts magnificent views of the...
Luxury Ilikai Ocean View Studio! *NO RESORT FEES! FREE WIFI*
Luxury unit with amazing lagoon/ocean/beach views. Open kitchen, granite countertops, granite bathrooms, and so much more! This unit has a comfortable king bed and queen sized sofa bed, a free wireless work desk, and a 120 s.f of lanai to enjoy the ocean breeze and...
Large Oceanfront House on a Secret Beach with Spacious Yard and Amazing Views
Beautiful Country Beach House in Laie, Hawaii. Our Spacious property has all you need for your extended family retreat. Located on a gated oceanfront property our guests enjoy privacy and seclusion. The highlight of our property is its oceanfront location. We have...
REMODELED Corner Unit with Ocean Views, 1 Free Parking, Wi-Fi, Washer/Dryer!
Four Paddle #2402 – 2140 Kuhio Ave(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)You'll enjoy a partial ocean view from this 24th floor one-bedroom corner unit with central AC (553 sq.ft. plus lanai) (remodeled in 2017) at Four Paddle, one of...
Warm Aloha Vibes: Mountain Views + Free Parking!
Summary:This beautiful 1-bedroom unit is brought to you by Midway Vacations, suitable for a variety of guests, including couples, solo travelers, business professionals, and families with children. It accommodates up to 4 guests and is located within the Waikiki Banyan,...