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 Kolea - Luxury Lanikai Hillside Retreat
Hale Kolea is perfect for families and larger groups... A 3 story home at the end of Lanikai with access to an exclusive secluded beach within a gated drive. This beautiful home is on a hillside overlooking the crystal clear, gorgeous blue and green hued water. Wake up...
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...
Open and relaxing vacation home with breathtaking panoramic ocean view
This home is perfect for the savvy, discerning traveler who prefers comfort, convenience, cleanliness, spaciousness, and spectacular views. Discover the hidden gems of an affluent neighborhood with gorgeous views, privacy, and lots of aloha.This renovated, fully...
TMK 570010290064 Neighbor island feel - with the benefits of Oahu nearby.
Like being on a neighbor island, The location, views and overall ambiance gives you a true island feel but you also have the benefit of Honolulu's city life too! Our unit is on the West side of the island and our guests have full access to the Condo's onsite swimming...
Enjoy the Gorgeous Mountain, Canal and Golf Course Views #2120
* Please note: the shower temperature may fluctuate between warm and lukewarm even after setting it, but it’s still fully functional for showering. * Please be advised that there may be unplanned water outages without prior notice from the building management.Important...
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...
Stunning Ocean View Luxury Suite - Ko Olina Beach Villas O421 End Unit
Escape to paradise at our luxurious 2-bedroom, 2-bathroom ocean view villa in the heart of Ko Olina Resort, Oahu’s sunny west shore. Nestled steps from four turquoise lagoons, this professionally designed condo offers breathtaking Pacific Ocean views and the perfect...
3BR Ocean View Condo w/ FREE Parking, WiFi, Walking Distance to Waikiki Beach
3 Bedroom unit located on the 20th floor of a very popular condo. The unit is located in the heart of Waikiki, walking distance to Waikiki Beach, shopping, Honolulu Zoo and Waikiki Aquarium and fine dining restaurants. (World famous Hy's Steak house is located in the...
Newly renovated Waikiki Sunset unit with STUNNING Diamond Head and ocean views
Newly renovated, FREE PARKING, STUNNING Diamond Head and ocean views!**Need multiple rooms? Additional accommodation: please view my other unit located in the same building #2824127**Renovated and on a higher floor of "Waikiki Sunset". Indulge in a post card worthy view...
Ocean View - Studio - Marriott's Ko Olina Beach Club - Full Resort Access
Experience oceanfront elegance at Marriott’s Ko Olina Beach Club, a premier beachfront retreat on Oahu’s breathtaking western shore. Enjoy a world-class Marriott resort stay—often at 30–70% savings compared to booking directly with the resort.All villas are...
Panoramic Oceanfront & Diamond Head views, just steps to beach. FREE Parking!
Colony Surf Penthouse #6 – 2895 Kalakaua Ave(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL. Preference given to calendar month bookings.)You'll fall in love with the amazing Diamond Head and ocean views from this 540 sqft 20th floor penthouse studio...
@ Marbella Lane - Mesmerizing Ocean + MT Views
Summary:Welcome to this vibrant 3-bedroom home, conveniently located in a gated private community in the heart of the Makaha Valley. This is truly a perfect place to take a break from the hustle and bustle of the city life, as you enjoy the calming mountain and ocean...
Last minute discount, 4/26 - 5/12. Huge 3/3 Oceanfront Penthouse
This beautiful Ocean Tower 10th floor Penthouse end-unit is huge, recently renovated, and has a unique floor plan with glass doors on both sides of the main living area that slide completely into the walls, creating a wide open space more than 75 ft wide with east,...
Wellcome to Lovely Condo 2 Beds 2 Baths Free Parking in Waikiki Beach
Aloha !Your family will be close to everythingwhen you stay at this centrally-locatedplace.It 3-minutes walk to Waikiki Beach8-minutes walk to the Honolulu Zoo.Theproperty location on the #12 floor allremodeled it almost 1000 sq.ft and 2 lanais150 sq.full kitchen &...
Breathtaking ocean vistas from Waikiki Shore luxury penthouse suite!
Waikiki Shore Penthouse #2 – 2161 Kalia Rd.You'll never want to leave this 1-bed/1-bath penthouse suite at Waikiki Shore. Enjoy unbeatable sweeping ocean views from every room. Relax in style on your spacious private lanai and take in the mesmerizing Hawaiian sunsets...
Newly Renovated Lanikai, steps to Ocean A/C, kayak, Detached Private cottage
Enjoy a restful respite in this private cozy cottage with a beautiful private garden. The Lanikai Bungalow is a private separate cottage. It has one bedroom with beautiful relaxing living spaces, full kitchen and bathroom. The cottage has a gorgeous private lanai/patio...
Our Penthouse over the Pacific ☀ A true gem that sleeps 4 is lovingly cared for
Legally permitted vacation rental - Our Penthouse over the Pacific ☀ A true gem that sleeps 4 is lovingly cared for2947 Kalakaua Ave #PH01⚕⚕For your health and safety⚕⚕We utilize additional Sterilization procedures between reservations.🛏🛏When it comes to the perfect...
Family sized condo minutes walk from beach and golf course in Ko Olina Kai.
HOA rules (for ALL residential condos in Ko Olina, not just ours!) restrict rentals to 1x/30 days and Hawaii State Laws requires stays of 30 days or longer.This comfortable and spacious villa can accommodate 6 guests in a gated community with its own private pool. it is...
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...
Aloha Suite Near the Sea I, 3 Block Walk to Beach! Great Location!
TA-166-694-5024-01, STR Permit # 137, TMK 1260230500039Enjoy the ocean with gorgeous sunsets day after day. Fun shopping, great restaurants & entertainment all around you!This studio is the perfect choice for your Hawaiian holiday! With comfortable accommodations for 2,...
Beachy Hawaiian Cottage on the Famous North Shore. 2 bed, 1 bath. Sleeps 4
Aloha! Charming beachy 2 bedroom, one bathroom cottage on Oahus famous North Shore. All new stainless steel appliances, fresh fluffy towels and amazing sheets. WiFi, internet, cable, and AC in bedrooms. -The Master has ice cold AC, bedroom fan, a super comfortable king...
North Shore Oahu: Stunning Beachfront Custom Home
Welcome to our custom-built beachfront home on Oahu's picturesque North Shore! This stunning property is designed to provide you with the ultimate beachside retreat, complete with breathtaking ocean views.As you step inside, you'll be greeted by an open and spacious...
Aloha Suite Near the Sea III - 2 Block Walk to Beach!
TA028872294401, STR Permit# 2212-CCH-0578 expiration date 02/24/2026, TMK 260230500040With comfortable accommodations for 2, this charming, completely remodeled vacation rental studio is the perfect spot for a romantic island retreat! Meticulously designed to optimize...
37FL-Elegant Waikiki King Studio with Fabulous Views
Perched on the 37th floor, this beautifully updated condo offers breathtaking panoramic views of the ocean, Waikiki Golf Course, and Diamond Head. The elevated setting provides an unforgettable backdrop from sunrise to sunset.Perfectly located in the heart of Waikiki,...
Newly Renovated Waikiki Condo 2 blocks to the Beach! Free parking.
Beautiful 1 bedroom sparkling just renovated condo unit in the Waikiki Sunset Hotel overlooking the swimming pool! The location is perfectly located just 2 short blocks to the main area of Waikiki beach, International Marketplace, the best shopping and dining! The Zoo,...
16P - Permitted penthouse end unit at the Hawaiian Princess - best view on Oahu
Hawaiian Princess 1 bedroom, 1 1/2 bath end unit penthouse. There is no better ocean/beach view on the westside of the island than from the lanai of this 16th floor condo. This condo sits right on the beach. 850 square feet inside the condo, and 400 square feet of lanai...
2 Bedroom, 2 Bath Condo With Mountain And Water Views In The Heart Of Waikiki
Located in the heart of Waikiki along the Ala Wai Canal, with beautiful views of the mountains, water and golf course. This two bedroom condo will provide the perfect base of operations for your vacation. Walking distance to Waikiki beach, Honolulu Zoo, restaurants and...
Aqua Aloha Surf Waikiki Studio
Summary:Beautiful studio located on the 12th floor boasting a balcony that offers captivating city views! Accommodating up to 3 guests, this unit offers high-speed wireless internet, a 40” flat-screen TV, towels and beach towels, and a well-equipped kitchenette...
Waikiki Beach Modern Condo for Rent
Hawaii Tax ID No. TA 200-103-3216-01, 2020 NUC No. 90-TVU-1101Renovated Pool and Recreation Deck will be re-open by end of April-May 2026. The Condo is located one block from the world-famous Waikiki Beach. The unit offers luxury living with peaceful mountain, canal and...
Nice Ocean View 1bed room, full kitchen, near Waikiki Beach! Rooftop pool&BBQ.
Our beautifully remodeled 1 bed room unit with a split ACs is located in the Pacific Monarch with a balcony and awesome ocean views! It's only a few steps away from the famous Waikiki Beach, shopping, and restaurants. The unit has a full kitchen with all kitchen...
Waikiki Beach ocean view studio with pool access right on the white sand beach.
Enjoy spectacular Ocean views of the white sand beach and sparkling turquoise waters from inside this condo and from your lanai. Step out of the elevator and straight on to the warm sands of Waikiki Beach. You can not find a better location! One of the closest studio's...
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...
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...
Single family home on KoOlina Golf course!
Luxury living at Ko'olina Golf Estates #6. This single level, single family home has a beautiful open floor plan located on the 10th hole of world famous Ko'olina Golf course. This home is highly upgraded with french doors, crown molding, wolf and sub- zero appliances...
Oceanfront in Punaluu, sleep to the sound of waves!
This is the most perfect white sandy beach and welcoming turquoise water on the North Shore and perhaps the whole island of Oahu, where you can snorkel all day protected by the reef. You can float for hours, stand up paddle or kayak. Lounge chairs are provided in the...
Designer Renovated, One Bedroom, Free Parking, Washer/dryer, Walk To Beach
Newly renovated 1 BR/1 BA unit located 21/2 blocks from Waikiki Beach and one block from the International Market Place.Shopping, restaurants, grocery store, bus line and everything Waikiki has to offer are all within walking distance. 15th floor lanai...
Gorgeous Ocean Views, Full Kitchen, Steps to Beach!
Waikiki Shore #1205 – 2161 Kalia Rd.Enjoy endless ocean and sunset views from your own private lanai! Come and stay in this high floor air-conditioned, ocean-view studio (347-sqft interior plus 61-sqft lanai) at Waikiki Shore, the only beach front condominium building...
Vacation In Paradise At Makaha Area in a Legal NUC
Come to Paradise on Earth at the Hawaiian Princess located in the dry, sunny Makaha Area in West Oahu. The condo is on a secluded 1/3 mile pristine white sand beach overlooking the gorgeous Turtle Cove. Celebrate a special occasion, romantic getaway or just come to...
Tradewind Bungalow, in Kailua on Oahu
Attractive, ground floor, 2 bedroom 1 bathroom unit with a separate living room and private entry. Located on the island of O’ahu, you'll find comfort and relaxation here while on vacation. A 6-8 minute walk to the world famous Kailua Beach. The exciting night life of...
Paradise Found at Hawaiian Princess, Makaha!
Aloha! If you're looking for an authentic Hawaiian experience, stunning beaches, local eateries, and a peaceful atmosphere far from the Waikiki hustle and bustle, you've found it! This one-bedroom, one-bath condo at Hawaiian Princess in Makaha, on Oahu’s beautiful...
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...
Manoa Valley A 2BR with ocean and mountain views
Permit 90/BB-0065Located on a hill overlooking Honolulu and the majestic Diamond Head crater, this two bedroom, two and half bath plus bonus sleeping space in Manoa Valley features gorgeous custom touches and a large lanai that’s perfect for a barbecue.Custom stained...
Amazing Ocean view on the 9th floor Beach Villa O-911!
Wake up to panoramic ocean views from the 9th floor of the Ocean Tower at Ko Olina Beach Villas Resort. This upgraded 3-bedroom, 3-bathroom villa is just steps from Oahu’s most beautiful lagoons and beaches—perfect for families, couples, or group getaways. Enjoy a...
Beautiful Spacious Cottage on 1.5 Acre of Lush, Gated Property. 30 Day Minimum.
A large private, free standing cottage/home with full amenities located 2 miles above Waimea Bay, including, in addition to the full bathroom, an added outdoor shower area, beautiful acre of green lawn and a TV room with 50' Plasma TV/DVD and quiet split Air...
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,...
Romantic Oceanview Guesthouse. Steps from the Beach!
Just a two minute (75 yard) walk to beautiful Kailua Beach using our private beach access! Air conditioning and Wifi included. This lovely 'hawaiian-style' 700 square foot studio features vaulted ceilings, a large tiled bathroom and a kitchen, as well as beautiful wood...
Comfy studio, King bed, kitchen & parking included with stay
This apartment is centrally located with a 5 minute walk to Waikiki beach.It comes with one dedicated parking space. The apartment has a king bed and one pull out full size sofa bed. There is a small kitchen with all things you need to cook small meals. Beach chairs,...
Kalo Homes - Ocean View Escape
Experience a true taste of Hawaiian paradise on the west side of Oahu at this new and stylish home with a relaxing coastal design. Enjoy the breathtaking sunsets of the Pacific Ocean and beautiful Makaha Valley on the raised lanai in a stunning tropical backyard with an...
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...
Unique Corner Studio Condo Incredible Ocean and Canal Views!
About this space Your Ideal Vacation Stay Here! The view is awesome from this newly remodeled, spacious studio condo on the 27th Floor of the Hawaiian Monarch Hotel, just a few blocks from Waikiki Beach! This clean, modern, luxurious space is in a great location to...