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.
Hale Kahakai | Ko Olina | Beach Villa w/ Pool!
Summary:Welcome to Hale Kahakai in Ko Olina! Nestled between exotic gardens and shimmering koi ponds, this charming paradise beckons vacationers looking for a secluded tropical escape. Maximum occupancy strictly enforced in accordance with local ordinances.The...
Spacious Comfort with A/C, Washer/Dryer, Parking, Wi-Fi, and Washlet!
Aloha Towers #8J-Diamond Head Tower – 2215 Aloha Dr.(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)You'll feel right at home in this two-bedroom, two-bath family-friendly condo (1171sf) with central A/C in a quiet, secure residential area of...
Ilikai Hotel Partial Ocean View 2 BR Corner unit 18th Floor
(City View with City Flair) This first class accommodations in the world famous Ilikai Hotel is located at the gateway to Waikiki. This location is complete with a fully remodeled, spacious 2 bedroom, 2 bathroom and a beautiful views of the Pacific Ocean & City View of...
Oceanfront Getaway on Oahu North Shore
Feel your stress melt away in this gorgeous 3-BR, 2-BA oceanfront sanctuary! House is in a gated community on the fabled Oahu Northshore. The secluded, aqua-blue waters of Kawela Bay are in your own backyard—swim, snorkel, surf, paddleboard, kayak and sunbathe...
Beach House on Spectacular North Shore Beach - Sunset/Ke Iki
LOCATION, LOCATION, LOCATION. This charming beachfront house is located on one of the largest and most beautiful beaches the North Shore of Oahu has to offer. Relax and enjoy the sun, surf and sand that is right under your toes. Whether you are ready to surf, snorkel,...
Amazing views of Diamond Head, Waikiki Beach, and the Pacific Ocean!
UNBELIEVABLE VIEWS!: This 2 BR condo is on the 35th floor of the Waikiki Sunset. It offers unmatched views of Diamond Head and Waikiki Beach. No expense was spared in this condo's remodel. Bold granite highlights the custom cabinetry and stainless appliances. Designer...
Beautifully furnished 750 square ft. condo in an oceanfront building, secured parking.Fabulous 1 bedroom 1 bath condo that sleeps four( 2 adults and 2 children) ( king bed, and a comfortable pull-out sofa bed). The owner spared no decor for the full kitchen and granite...
Spectacular Diamond Head and Ocean Views! Free Valet Parking, Wi-Fi, Pool!
Waikiki Beach Tower #3602 – 2470 Kalakaua Ave.This spacious, centrally air-conditioned two-bedroom, two-bath condo (1025 square feet plus large lanai with table and chairs) has one of the most breathtaking panoramic ocean views in Waikiki, plus an unobstructed Diamond...
Kuilima Estates West 3 Bedroom
TMK (1)570010290042 Welcome to Kuilima Estates West. Location! Location! Location!Only steps to the grounds of the famous and newly renovated Turtle Bay Hotel on the North Shore. We are a Legal Vacation Rental.The condos are Surrounded by Two Beautifully manicured golf...
30FL Great Ocean Views w/ Lanai, King bed, Parking
Summary:Enjoy this newly updated 30th-floor 1-bedroom at Waikiki Banyan with stunning ocean and Diamond Head views. Sleeps up to 4 and is just a short walk to Waikiki Beach, plus great shopping and dining nearby. Perfect for your relaxing Waikiki getaway!• King bed•...
Secluded Sands ~ Private Beach Access, A/C
Head to the tropics of The North Shore and see for yourself why our guests describe our destination/vacation home as an "island paradise." Our spacious beach house, with 7 bedrooms and 4 full bathrooms, has access to one of Oahu's few remaining, truly secluded beaches...
Fully Remodelled View Condo Near Waikiki Beach with Free Parking/WiFi
Hawaii Tax ID No. TA 200-103-3216-01, 2020 NUC No. 90/TVU-1102Contact Owner Debbie for more information.Please note: Pool and Recreation Deck will closed for upgrading in 2025-2026. No refund or discount will given during this period. The Condo is located one block from...
Heart of Waikiki! Close to Beach! Free Parking Nearby! AC, Wi-Fi, Kitchen
Regency on Beachwalk #64 – 255 Beach WalkYou'll really appreciate the convenient location of this fully-furnished 6th-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...
Beautiful Oceanview Villa at Beach Villas at Ko Olina
This luxury villa is located in the Ocean Tower on the 6th floor (O604). You'll be impressed with the professionally furnished villa and the spectacular ocean view. The sliding glass doors open allowing the living area to become part of the lanai. The lanai also...
Incredible Unobstructed Pacific Ocean and Diamond Head Views! FREE Parking
Diamond Head Vista #1903 – 2600 Pualani Way(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)Located on a quiet street at the edge of the Waikiki and Kapiolani Park, this 19th-floor Diamond Head Vista beauty has unforgettable, unobstructed Ocean and...
Beach Tower - Luxurious 3rd floor Beach Villa Ko Olina
This spacious Villa is located in the more secluded Beach Tower. Villa faces the sunset side of the Beach Villas at Ko Olina's second crystal clear beach lagoon. Master bedroom is furnished with a newer King bed, new ceiling fan, and it has unique black out curtains,...
City Lights, Mountain View! Ilikai Hotel, One-Bedroom, Renovated & updated!
This condo is located on the 17th floor of the Ilikai Hotel. Your piece of paradise awaits, in this modern remodel that will please any guest with it's quality & attention to detail. As soon as you walk into the condo, you'll be welcomed by a clean & spacious living...
Villa B207 Private location closest to the beach, Ko Olina 3-bed beach villa!
This privately located beach tower villa 207 has no neighbors on either side and offers beautiful ocean and lagoon pool views! Located on 2nd level in the preferred Beach Tower building, this Villa is the closest 3 bedroom to the beach! This villa has Hawaiian touches...
Ko Olina Beach Villas 610: Luxury 2BD w/ Captivating Views of Ko Olina's Lagoon
Welcome to Ko Olina Beach Villas B610 by Gather, a luxurious sixth-floor retreat where ocean views and modern elegance blend seamlessly to create your perfect Hawaiian escape. Located within the exclusive Ko Olina Resort, this two-bedroom, two-bathroom villa...
Waimea Point Oceanfront House - with Air Conditioning
Our beautifully remodeled ocean front house, located at Waimea Bay on the world famous North Shore of Oahu, has Hawaiian views you dream about. The cozy house sits perched on the ocean's edge, with the ocean literally just a stone's throw below. We have solar powered...
Honolulu Studio w/ Ocean View: Parking Included!
Your dream island escape awaits at this Honolulu vacation rental! Located in the iconic Ilikai Hotel, this 1-bathroom studio boasts a beautiful interior, free parking, and access to the resort's pools and on-site restaurants. Sip your morning coffee on the balcony while...
Tropical Gardens,4 Bdr, Large Yard, Pool, 5 min Walk to Beach,Koi Pond, Kailua
Stay in comfort as long as you wish. 30 day minimum lease, shorter stud are of longer stays are welcome. Contact Us for Details and RatesHawaii Tax ID # available upon requestHale Pulelehua “The Butterfly House” has an open spacious Kailua feeling inside and out. The...
The Treehouse Cottage - 30 DAY Rental
GET number: GE-182-371-3280-01TAT number: TA-182-371-3280-01This 960 sq ft cottage is nestled at the back of a 2 acre yard on the second floor above an open air garage. The cottage is surrounded by a fair amount of trees that give it a treehouse feel. The cottage layout...
Holiday Sale! Turtle Bay Villas 201 by Gather: Beachfront w/ Shared Pool, Spa/AC
Turtle Bay Villas 201 offers one of the most coveted locations on Oahu’s legendary North Shore—just steps from the beach, the Turtle Bay Ocean Villas pool, and miles of shoreline trails. This second-level, recently refreshed 4-bedroom, 3-bath villa is the closest 4BR...
Come and stay at this newly remodeled condo at the 'Ilikai Hotel. Relax on one of two balconies overlooking the famous Waikiki beaches. Please note due to Covid restrictions only registered guests are permitted to have access to the Unit.No Parties are permitted as we...
Ocean front Bali Villa w/ infinity pool to die for! 30 Day Rental - Pls Inquire
30-day Rental. Please inquire for details of rental terms.Sleeps 26 comfortably. In beds or 8" ground mattresses, plus two port-a-cribs for your little ones. Experience the beauty of the Islands at the North Shore of Oahu's Private Luxury Villa. This hidden gem sits on...
Cozy Ocean View Escape: Steps to Waikiki Beach!
Summary:Enjoy breathtaking ocean and city views from this cozy studio on the 29th floor of the Pacific Monarch Hotel. Relax at the rooftop pool area overlooking Waikiki or stroll just minutes to the beach, Duke’s Statue, shops, and restaurants. This prime location...
Beachfront Palaypa - Former Mission House
Direct beachfront at Sunset Beach. Incredible views to Kaena Point. Watch the sunsets from your covered lanai. World class surf break right in front of the house. Pumping surf in the winter, glassy and calm in the summer.This charming cottage has everything you need for...
Beachfront Beach Villas at Ko Olina O-501
Summary:Beach Villas at Ko Olina is about a couple miles stretch of coastline in this resort area. Four lagoon beaches that is shared with Disney Aulani, Four Seasons and the Marriott Vacation Club. But, the Beach Villas sits on "Honu" Lagoon which is basically...
Deluxe Garden View Waikiki Banyan, Free Parking
Waikiki Banyan Tower 1 Suite 708Deluxe City and Ocean View Condo at the Waikiki Banyan, Free Parking/Wi-FiThe pool and all associated amenities will be closed starting April 7, 2025, for an estimated duration of 10 to 14 months to accommodate the Recreation Deck...
Beautiful, Tropical Vacation Rental in Keauhou! STVR-19-366304.
This beautiful tropical vacation rental in the Keauhou Resort area of Kailua-Kona, HI is only a block away from stunning Keauhou Bay and across the street from the Kona Country Clubs wonderful ocean golf course. Walk to Keauhou Bay and jump on the Fairwind snorkel...
Hale Lokelani O-403 elegance and beauty to relax
The Beach Villas at Ko Olina is the ultimate getaway, perfectly situated oceanfront on the second lagoon in the exclusive Ko Olina Resort. This luxurious property combines tranquility and convenience, located next door to Disney’s Aulani yet far enough from the crowds...
Peaceful Hawaii Paradise three minutes from Beautiful Beach in a quaint Town
Large Studio with roomy bathroom beside a quiet home. Enjoy your coffee on your own patio near the pool overlooking the canal where you can kayak or paddle board to beautiful Kailua Beach. Quiet, private and clean. We supple you with a start of necessities. Walk to...
"Pineapple Perch" | Fully Renovated | A/C in Every Room
Welcome to your ultimate escape on Oahu's legendary North Shore. This spacious 3-bedroom, 2-bathroom home delivers modern comfort wrapped in laid-back island charm, making it a top pick for families, visitors of BYU Hawaii or the Polynesian Cultural Center, or anyone...
Makaha Hideaway by AvantStay | 10 Minutes to Beach
Kick back in the heart of Makaha Valley at Makaha Hideaway, a 3BR retreat that puts you 10 minutes from the beaches of Oahu. With tropical mountain views and distant ocean views from the patio, this modern Hawaiian escape blends style, space, and a beautiful location to...
Heart of Waikiki With Partial Ocean View! Washlet! AC, FREE Parking, Wi-Fi
Regency on Beachwalk #71 – 255 Beach WalkYou'll appreciate the convenient location of this fully-furnished 7th-floor end condo (693 sq. ft. plus two lanais with tables and chairs, for a total of 910 sqft) at Regency on Beachwalk, right in the heart of Waikiki and steps...
Spacious 2BR Partial Ocean View O410 Resort Living at Ko Olina Beach Villas
Luxurious Condo - 2 bedroom(1 King size bed, 2 twin-size beds, and a pullout sofa bed.) , 2 bath, full kitchen Sleeps 6This 2-bedroom luxury villa is located on the 4th floor of the Ocean Tower facing the Aulani hotel and mountains . It is easy to access to the pools,...
Turtle Bay Condo - Kuilima Estates East
This is a legal vacation rental located on the Legendary North Shore of Oahu!Permit #: 2211-CCH-0353TA #: TA-106-244-7616-01GE #: GE-106-244-7616-01Property TMK: 570010270159Famous North Shore Beaches, Two beautiful Swimming pools, Free Parking, No Resort Fees, AC,...
Hale Pumehana O-1202 stunning views and comfort
The elegant and spacious Ko Olina Penthouse offers a luxurious retreat with three bedrooms, 2.5 baths, and a private 50-square-foot lanai. Thoughtfully designed for comfort and style, this penthouse features a state-of-the-art kitchen designed by world-renowned Master...
Modern vacation home - Bikes/Surfs/Beaches/Sun
30 days mIn. stayAfter swimming in the blue water or collecting shells on the beach, you will find the central location of your apartment puts you within minutes reach from :*Foodland market*famous surfing spots Waimea, Pipeline and Sunset Beach*walking and bike...
Ground Floor Beach Condo Spectacular Views AC in Bedroom 30 day Minimum Rental
Welcome to Coastal Living at Its Finest! Stylish ground-floor condo with unobstructed ocean views and direct beach access in a quiet oceanfront complex — this 1-bedroom/2-bath unit has been remodeled and is loaded with high-end upgrades. Amenities include high-speed...
Pacific Monarch. 29th Floor with Full Ocean Views. 1 Bedroom. Great Deal!
VIDEO OF CONDO: SEE #3 PHOTOTHIS IS AN '03 UNIT OR A REAL "1 BEDROOM OCEAN VIEW & KITCHEN". THE '02 & '03 UNITS HAVE 1 BEDROOM AND FACE THE OCEAN. THE '01 & '04 UNITS ARE STUDIOS FACING THE CITY. ALL OTHER UNITS ARE MOUNTAIN SIDE.LISTED AS A "1 BEDROOM SUITE WITH A FULL...
SERENDIPITY on THE MOANA - Legal & Oceanfront - Great for Work & Play!
*Serendipity on the Moana is a Beautiful, Fully Furnished, one-bedroom condo directly on the beach with over 740 square feet in Maili Cove on Oahu. This unit is perfectly located in the center of the building on the second floor and has an unobstructed, panoramic view...
Tropical Turtle Bay Condo - Kuilima Estates East
This newly listed unit features a loft bedroom, with a large kitchen and living room. Unit is located right on the Arnold Palmer golf course and a 5 minute walk or 2 minute drive from Turtle Bay Resort. Enjoy luxury gated community amenities featuring gated access,...
High-floor condo w/ lanai & beach access
Summary:Welcome to your Waikiki retreat - a relaxed island stay with ocean views and walkable surroundings:- Sleeps 4 | 1 bedroom | 3 beds | 1 bath- High-floor condo w/ private lanai & ocean view- Shared pool, hot tub & sauna (pool and hot tub are under renovation until...
Luxurious DistantOcean View Villa
THIS IS THE BEST VALUE ONE CAN GET AT THE 5 STAR ACCOMODATIONS AT THE BEACH VILLAS AT KO OLINA! Located in the Beach Villas at Ko Olina, within the Ko Olina resort and Marina, this relaxing 2 bedroom 1200 sq ft totally upscale villa has mountain and distant ocean views....
Permitted Hawaiian Princess - High floor, amazing view, ocean, turtles, sunsets
This one bedroom beachfront condo at the Hawaiian Princess Resort in Makaha is on one of the very best beaches on the island. This high floor unit has a spectacular sunset ocean view from the lanai, one of the best on the entire island. The condo has not been remodeled,...
HIGHLY DESIRED PRIVATE BEACHFRONT HOME. Walking distance to Haleiwa town
This property is a legally established dwelling that is rented for periods of 30 consecutive days or more at any one time. Contact us for more details. ***RARE LOCATION***Homes like this are usually reserved for locals. Beachfront, gorgeous views and walking distance to...
Island condo w/ lanai & beach access
Summary:Welcome to your island retreat in Waikiki - perfect for beach days & breezy lanai mornings!- Sleeps 4 | 1 bedroom | 3 beds | 1 bath- 19th-floor condo w/ ocean, bay & city views- Private lanai w/ outdoor dining & BBQ grill- Shared heated pool, hot tub & sauna...
Resort-like, Beach-side Kailua Lanikai, Pool, AC, WiFi, Kayaks, 50% DISCOUNTS
We offer a solar-heated Pool, AC , WIFI, Kayaks, and up to 50% Discounts on monthly rentals. This property is a 2 1/2 to 3 min walk from the sandy beach of Lanikai (the property marker shows the property location incorrectly).Walk through the entry gate, and find...