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.
Paradise Under the Plumeria Tree
Picture yourself in paradise. Our beautiful, clean, beach style rental is situated under a plumeria tree and is available for your relaxing stay in Kailua. We have taken great care in the design and high quality furnishings of our rental. We live on premises and are...
Beachfront View! A/C, Washer/Dryer, Wi-Fi, Sleeps 4!
Waikiki Shore #1010 – 2161 Kalia Rd.Waikiki Shore is the only condo in Waikiki where you can step directly from the building onto the sands of Waikiki Beach! This beachfront ocean-view condo (renovated in 2016) is a favorite with return guests! You'll feel right at home...
This well-appointed unit has a half bath downstairs and two bathrooms upstairs. The master bedroom has a queen bed with a full bathroom with stand-up shower and window air conditioner. The second bedroom upstairs has two twins, and window air conditioner and a full...
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...
Kailua Palms Guest House with Pool and Views! Parking and wi-fi included
Come bask in the gentle trades of the windward side at the Kailua Palms Estate Guest House, a fabulous two bedroom, two bath vacation guest house located in sleepy Kailua Town near Kailua Beach. The two bedrooms are spacious and comfortable. You will like the relaxed...
Direct Oceanfront. Tranquility and Seclusion ~ Best Oceanfront Value!
30 DAY MINIMUM RENTALPrivate oceanfront house located on Oahu's West (Waianae) Coast near Makaha Surfing Beach. Enjoy the deep-blue ocean and great sunsets from the lanai and large grass lawn. Nap to the sound of the waves. The property fronts coral reefs and is five...
Epic View w/Gourmet Kitchen–Waikīkī Shore #1100
Castle Waikīkī Shore unit #1100: Elevate your Waikīkī experience within 1,190sf of pure paradise! Our largest air-conditioned retreat indulges with an open design kitchen and living area, where floor-to-ceiling windows unfold to a beautiful panorama spanning the Pacific...
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...
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...
Ko Olina Beach Villa O1404 by Gather: Modern Penthouse w/ Panoramic Ocean Views
Discover the effortless charm of Ko Olina Beach Villas O1404, a sophisticated escape perched on the 14th floor in Kapolei, HI. This beautifully designed villa offers 1,187 square feet of elevated island living, complete with breathtaking lagoon and ocean views from its...
Mokuleia Beach House - Your Escape on the Beach!
Aloha! Welcome to the - Mokuleia Beach House - on the North Shore of Oahu, Hawaii. The Mokuleia Beach House is a family owned beach house situated in a private section of Mokuleia. Approximately 30 minutes from Honolulu and Honolulu International Airport, and only ten...
Makaha Beach Front Luxury Bamboo Compound Resort
Take the country road out to West Makaha's Crystal Blue Waters. Feel the ocean breezes where Bethany Hamilton's soul surfer movie was filmed in the waves in front of our very unique new beachfront luxury bamboo compound resort with over 150 feet of sandy beach!! - all...
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...
Ocean View Upgraded Waikiki Banyan
Summary:Unit Summary:Waikiki Banyan (Tower 1) 34th Floor offers unobstructed Diamond Head and Ocean views! Also overlooking Kapiolani Park. This is a clean and comfortable furnished unit.Tower 1 and the views from the 34th floor makes this one of the best and preferred...
Direct Oceanfront Waikiki! Parking at Waikiki Shore included!
This condominium unit is the most unique unit in the entire building since not only is it located directly on the beach direct oceanfront, but it is the only one-of-its-kind with a one bedroom and two full-size baths configuration. It sleeps up to four people...
Beachy Penthouse w/Epic Ocean View, Free WiFi, Kitchenette–Waikīkī Shore PH03
Looking for the perfect beach retreat? This unit has it all—in-room amenities, island charm, and all the conveniences of home. Simplicity is the key in this unit. You’ll love the functional kitchenette with tile floors, wood cabinetry, microwave, mini-refrigerator, and...
Close to the Beautiful Kailua Beach-A/C's-Full Kitchen-Covered Patio-Pet ok
For questions, to verify availability dates or to check the availability of other furnished rentals we manage, please contact the owner. This large 700 square foot rental unit called the 'Coconut Corner' is one of the nicest rentals you will find on the Windward side of...
Ko Olina Beach Villas B204: Serene Ocean Views from Lanai
Just steps from the calm lagoons of Ko Olina, Ko Olina Beach Villas B204 offers a peaceful second-floor retreat with three bedrooms, three bathrooms, and a spacious indoor-outdoor layout designed for comfort. Surrounded by tropical gardens and resort pathways, this...
Real Affordable Luxury~1250 s.f Beauty~ Big Beachfront End Unit
This is a Beautiful and Spacious apartment in a truly unique location on Oahu...An uncrowded stunning beach on the Sunny/Dry Leeward side of the island. This 4th floor, 1250 sq ft. unit includes a private wrap-around lanai where you can relax and take in the...
Two bedroom ocean view home locates in the safe gated community of Kumulani.
Effective October 23, 2022 we will not accept rental for less than 91 days because we have to comply with the new law of the city and county of Honolulu. This property is about 30 minutes from the airport. And about 12 minutes from Disney Aulani Resort & Spa and...
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...
A Cozy and Romantic Studio at Heart of Waikiki
A private cozy and comfortable studio at the heart of Waikiki. Welcome morning with rejuvenating breeze throughout the unit with a wonderful view of the beautiful Ala Wai Canal. New kitchen cabinets and laminate granite counter top, new stylish Livingroom light and...
Studio - Ocean & Mtn Views top floor of Closest condo to Beach in Waikiki
This cute studio is the closest condo building to the Beach in Waikiki, on the top floor of famous Foster Tower has amazing view of ocean, mountain, Diamond Head and city. It's a corner unit with sunrise and sunset view between the months of April and September. This...
Waikiki Park Heights - 3 short blocks to Beach
Address: 2440 Kuhio AvenueA comforting and immaculate Condo in the heart of Waikiki. - Three short blocks to beach- Hi-Speed Internet/Wireless available- Lanai overlooking pool and city view - Parking garage - Secured elevator- Perfect for the family vacation or quiet...
Beachside condo w/ ocean views & beach access
Summary:Welcome to your island retreat in Waikiki - ocean views, breezy lanai mornings, and beach days just steps away.- Sleeps 4 | 1 bedroom | 2 beds | 1 bath- 37th-floor ocean, bay & city skyline views- Private lanai w/ outdoor dining- Shared heated pool, hot tub &...
A Family Favorite on Hawaii's Gold Coast 11th Floor Oceanfront Condo
Legal Vacation Rental2947 Kalakaua Ave. HI. Suite1101** For your health and safety, we utilize additional Sterilization procedures between reservations.The large lanai with an unobstructed view of the ocean comfortably seats seven. You'll love viewing the sunsets from...
Hawaii Dream Escape: Ocean Views & Free Parking
Summary:Experience a warm and inviting 1-bedroom escape on the 36th floor of the Waikiki Banyan, perfect for up to 4 guests. Enjoy an easy walk to Waikiki Beach, explore lively shops, and discover great dining just steps away. After a fun day out, relax on your private...
Waikiki Shore 1 Bedroom Ocean view
Waikiki Shore Hotel Condo is on Waikiki Beach, great views, restaurants and dining, parks. You’ll love my place because of Spacious and Comfortable with Full Kitchen and Washer/Dryer in unit...Cable TV & Bluetooth Speaker..Also the Lanai to enjoy fresh air and the ocean...
Create one of the most unique experiences on the beautiful Lā’ie country side.
Lā’ie is a very tight knit community, located on the beautiful North Shore of O’ahu. At our Lā’ie Tiny Home/Mobile Home, you will be offered an immersive experience living in the country side by enjoying fresh coconuts from our property and being away from the large...
@ML Ocean view, Golf, Gazebo and BBQ, we have all!
Summary:Welcome to your tropical paradise getaway! Cul-de-Sac location, this new home offers breathtaking ocean & mountain views, modern lighting fixtures. High ceiling in living area, comfortable couch set. Gourmet kitchen with upgraded KitchenAid Appliances.Gorgeous...
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...
Oceanfront Views | Aston Waikiki Beach Tower 2BPF4 – 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,...
North Shore Oahu Beachfront Condo, 2BR / 2BA
This fully equipped, ocean front, condo unit is located in Waialua on the beautiful north shore of Oahu. The minimum stay is 30 days at a rate of $185 per day or $5,550.The mountain side master bedroom features a queen size, comfort foam pillow top bed, full on-suite...
Extraordinary Listing on the Block! 2 Story Condo Renovated!
***ATTENTION DEAR GUESTS***If any of you are worried about the recent storm that hit Oahu’s North Shore, please do not be concerned in regard to our property.We are happy to share that our property has not sustained any damage at all and remains in excellent condition....
Private oceanfront lounge for relaxing under the Hawaiian sun. Smell the salt water, listen to the ocean and allow yourself to be caressed by the warm trade winds. Ocean access to surf, swim, snorkel and sun bath along the Gold Coast. Luxury at affordable price: Simple...
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...
Comfortable 2 Bedroom, 2 Bath, Free Parking, Walk to Beach
Recently renovated 2 bedroom, with 2 bath and one free assigned parking.24th floor corner unit with views of the Ala Wai Canal and golf course from thelanai. Fully equipped kitchen, with dishwasher, coffeemaker, toaster and rice cooker.Washer and dryer included. Big...
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...
Kailuana Beachfront Estate: 5 BR Kailua Oceanfront Home
This property is professionally-managed by Private Homes Hawaii, LLC and is a licensed short-term vacation rental, Non-Conforming Use Permit Number 1990/NUC-1774 for the main house and 1990/NUC-1775 for the guest cottage. It is compliant with Hawaii State Legislation...
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...
Bright Corner Condo w/AC, W/D, DW, Parking, Wi-Fi! Sleeps 4. 30-Night Min
Four Paddle #1001 – 2140 Kuhio Ave(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)You'll find so much to appreciate about this air-conditioned newly furnished contemporary 1-bedroom corner condo (577 sq.ft. plus lanai) on the cooler mountain side of...
Ko Olina Beach Villas B505: Rest & Replenish w/ Pool & Ocean Views
Located on the sunny side of Oʻahu, Ko Olina Beach Villas B505 welcomes you to a refined island retreat where contemporary comfort meets effortless Hawaiian living. This two-bedroom, two-bath villa on the fifth floor of the Beach Tower sleeps six guests and offers...
Ilikai Hotel Renovated Condo Steps Away From Beach w/Free WiFi & Full Kitchen
Book with confidence! This property is professionally managed by Ali'i Beach Rentals, an award-winning property management company.ILIKAI BUILDING NOTICE:Spalling repairs and full exterior painting of the building in effect. Please be advised: Balcony access for this...
Home of Aloha, 5 Bedrooms / 4 Baths, Sleeps 14
The Home of Aloha is a beautiful two story home located on the east side of Oahu in Aina Haina. Located near beaches, eateries, shopping centers, hiking trails, scenic lookouts and water sports. The home offers 5 bedrooms and 4 bathrooms. Reliable high speed internet...
Elegant Laie Home- Walk to the beach! 30 day rentals
Availability shown on the calendar may not be updated. Please reach out to the host to confirm availability. This spacious, welcoming home offers room to relax, a fully equipped kitchen for shared meals, cozy living spaces, and reserved parking. Beach gear included,...
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 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...
Upgraded 5th floor in Beach Tower - Ocean Views & Beautiful Sunsets
This 5th floor luxury Beach Villa has a wonderful ocean view and features 2 beautifully decorated bedrooms. Soak in the ocean views from the lanai off of the living room area.The elegant the master bedroom features a spacious king size bed with a walk in closet, and a...
Ko Olina's Hillside Villas 1538-2: 3BR, Comfort & Style with Lanai
Hillside Villas 1538-2 offers a welcoming retreat in Kapolei, HI, with tranquil surroundings and scenic views that set the tone for a relaxing island getaway. Spanning 1,173 sq. ft. of thoughtfully designed space, this two-story villa comfortably accommodates up to six...
Lovely, spacious private estate, 300 ft to Sunset Beach TA#083767910401
30 DAY RENTAL*****A beautiful, peaceful, private north shore estate, 300 ft from sunset beach. The main house has 4 bedrooms and 4 bathrooms and sleeps 8 in beds. You may rent the cottage for an additional 2 people-check availability-it's called the plantation cottage;...