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.

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Nalu Collection 2/2 Oceanfront Living~Luxurious Amenities OPEN 4/18-29

The Nalu Collection is a premier group of boutique, luxury villas within Ko Olina Resort. Our properties are consistently top rated, and upgraded with custom-made furniture, natural materials, appliances, and amenities. We personalize each arriving guest party based on...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kapolei, Hawaii

Turtle Bay Fairway Condo - Kuilima Estates East

Welcome to your North Shore paradise! Step into our fully remodeled Turtle bay condo, boasting breathtaking views of the 18th hole through wall-to-wall windows. Outside, Indulge in luxury with 2 private pools, tennis and pickleball courts, and 5+ miles of pristine...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Kahuku, Hawaii

Hale Hau'oli ~ House of Happiness

This one bedroom, one bathroom condo was completely renovated in 2020 and has everything you need to relax and enjoy your time on the island. It is the perfect space for solo travel, couples or escaping with your best friend. All of the furnishings are brand new and...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Kahuku, Hawaii

S&N Lux suite/Free Parking/King Bed/Kitchen/Wi-Fi

Experience luxury in our modern suite in Honolulu, Hawaii. Nestled amidst European-style gardens, our resort harmonizes with Oahu's tropical charm. Relax in the outdoor pool, stroll through the garden, stay fit in our gym, or unwind in the sauna. Explore Honolulu's...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Honolulu, Hawaii

Beach Front Estate With Guest Cottage Sandy Beach Heated Pool/Spa:Please Inquire

30 Night ContractShare the romance and beauty of the North Shore with your entire family: 2 separate fully appointed living spaces with high end amenities great your every moment of your vacation.Swing open the gate to our Sandy Beach, sink your toes into the white sand...

🛏 4 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 8
📍 Waialua, Hawaii

First Class Luxury Beach Front Resort Condominium

Located in the World-Famous Ko Olina Resort and Marina on the 2nd of four lagoons, you’ll enjoy the mile and a half walkway along the four lagoons as you pass the newest 4 Seasons in Hawaii, the Disney Aulani Hotel & Spa, the Marriot Ko Olina Beach Club and us, The Ko...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 8
📍 Kapolei, Hawaii

Luxury Honeymoon Villa, mere steps to the beach! Early bird discounts dm us!

This is a newly owned One-bedroom studio villa. Designed with Romance and Island flare in mind for lovers.Enjoy Oahu's magnificent North Shore from a luxury one-bedroom, privately-owned villa. You will awaken each morning to the sounds of ocean waves and tropical birds...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 3
📍 Kahuku, Hawaii

Ilikai 30-Day Rental in Waikiki

This rental is on the 19th floor of the Ilikai Hotel with direct lagoon and ocean views. This 1 bedroom apartment has been remodeled into a large 500 sq ft studio and is gorgeous! High-end materials were used throughout the apartment. We used beautiful flooring in the...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 3
📍 Honolulu, Hawaii

Stylish Waikiki 1 Bedroom Gem with Parking

30-Day Rental Only!Kick back, relax in this stylish, newly remodeled space in quiet Waikiki. Charming 1-bedroom apartment featuring fully-equipped modern kitchen and bathroom, and air-conditioned bedroom for restful nights. Perfect for solo travelers or couples with...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Honolulu, Hawaii

Watermark - Luxury 2BD/2BA/1PA on 22nd floor with an Ocean View!

This unit has 1 queen size bed, 2 twin size beds, and 1 sofa bed, and can accommodate maximum of 5 people. This picture-perfect luxurious unit has 2 bedroom/2 bathroom/1 parking. From the bedroom, you are able to see the brilliant view of Ala Moana Beach from a window...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 5
📍 Honolulu, Hawaii

🌺New🌺 Moku Paradise B - Steps to beach | PCC

***30-day rental. Please inquire.Welcome to Moku Paradise B! This 1-bedroom, 1-bath island-style oceanfront cottage has breathtaking ocean views and a semi-private beach. This is a perfect getaway paradise for those seeking a calm, private, and relaxing island...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 3
📍 Laie, Hawaii

Honu Hale on Turtle bay golf course - Kuilima Estates West

2 bed 2 bath condo with a loft. Sleeps 4 people. Explore Oahu and enjoy North Shore's beautiful ocean. Just a 8 minute walk to the relaxing beaches of Turtle Bay Resort. A short 5-15 min drive to many legendary beaches with soft sand, turquoise water, & amazing waves!...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kahuku, Hawaii

Ocean Pearl at Turtle Bay Resort - Kuilima Estates West

Ocean Pearl is a luxurious retreat nestled in the heart of scenic Turtle Bay Resort, offering a perfect blend of comfort, convenience, and breathtaking views. With three full bedrooms and two full Jack & Jill bathrooms, this spacious abode provides ample accommodation...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kahuku, Hawaii

You're Resort Home! Walk to Disney, Beach & Pool!

It can’t get any better than Hawaii resort living in Ko’olina! Make yourself at home in this beautiful, bright, fully equipped family home. There are plenty of comfortable work-friendly spaces & fast reliable WiFi. Soak up the sun at the pristine Ko’olina beach...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kapolei, Hawaii

Kuilima West Estates 198B

Surf's up on the North Shore and our condo is ithe perfect place to Hang Ten! You'll appreciate the attention to detail, modern amenities and the chic, decor when you escape to our Surfer's Paradise. Our location provides easy access to the surrounding amenities, and we...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kahuku, Hawaii

Poolside Waikiki Retreat w/ AC, surfboard storage, walking distance to beach!

Located in the center of Waikiki with amenities like A/C, on premises laundry, and bike & surfboard storage, this spot is a no brainer. Directly across from the *eight foot deep* outdoor pool and patio, and just blocks from the beach, this apartment is truly a piece of...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Honolulu, Hawaii

Downtown Luxury Penthouse, Free Parking, Washer/Dryer

Welcome to your stunning getaway in the heart of downtown Honolulu! This spacious, High-Ceiling two story Penthouse is perfect for families, large groups, or anyone looking to experience the best of the city with comfort and style. With 8 beds distributed across 3...

🛏 3 Bedrooms
🛁 1 Bathroom
👤 Sleeps 12
📍 Honolulu, Hawaii

Lanikea at Waikiki - Luxury 2BR Suite Ocean & Park View

This 2 bedroom unit comes with 1 California king-sized bed, 1 queen-sized bed, and 1 sofa bed, and can accommodate maximum of 6 people. The unit is equipped with a full kitchen with cookwares and utensils. A brilliant view of the ocean and park from the living room and...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Honolulu, Hawaii

North Shore Turtle Bay Hideoutn - Kuilima Estates East

BRAND NEW RENOVATION. This unit backs up to the world famous Fazio golf courses with a beautiful view of the 18th hole from the relaxing lanai. Just a five-minute walk from the beaches at Turtle Bay Resort and access to miles of walking and biking trails. Turtle Bay is...

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kahuku, Hawaii

Oceanfront Island Living at its Finest! Unbeatable Panoramic Ocean Views!

Waikiki Shore #1400 – 2161 Kalia Rd.TRUE direct beachfront unit overlooking the sandy Waikiki shoreline with breathtaking panoramic ocean views! Full kitchen, free Wi-Fi, free parking for 1 vehicle. This 1-bedroom condo's generous 1,188 sqft of interior living space...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Honolulu, Hawaii

Gorgeous Ocean & Diamond Head Views! Waikiki, FREE Parking!!

One of a kind nearly 3000 SF (280 SQ/M) high floor custom condo with one of the best views in Waikiki. Located a mere 5 minute walk to beach and across from the world famous Hilton Hawaiian Village, this truly unique and newly remodeled unit offers unparalleled luxury...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 6
📍 Honolulu, Hawaii

Charming Dolphin Suite with AC in delightful Kailua

Consider this studio your home away from home while you visit Kailua. We hope you enjoy what our place and Kailua has to offer.NOTE: Temporary construction site is nearby so price has been reduced. Details provided upon booking request so you can make a decision if this...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Kailua, Hawaii

NEW Gorgeous BEACHFRONT Condo with Fabulous Ocean Views! Fully Renovated!

Waikiki Shore #702 – 2161 Kalia Rd.FULLY RENOVATED! This condo is perfect for 2 couples or up to 6 guests (STRICT MAX OCCUPANCY, using optional rollaway beds).– Contemporary beachfront condo overlooking famous Waikiki Beach with spectacular OCEAN Views!–...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Honolulu, Hawaii

1-Bedroom unit on the 21st Floor overlooking the surrounding Waikiki area!

Perched on the 21st floor, this spacious one-bedroom condo offers beautiful city views of Waikīkī's vibrant skyline. Relax on the large lanai and watch the city come alive from dawn to dusk. Inside, you'll find a deep soaking tub for unwinding after a day of...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Honolulu, Hawaii

2 mins walk to Waikiki Beach, Adorable 10th Floor Studio, Free Parking & WiFi

High up on the 10th floor with Ocean & Park views from your own private lanai - This spacious King bed studio apartment with kitchen is for many the perfect place to call home during the annual Honolulu vacation.With a comfortable king bed and ample space to lounge...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Honolulu, Hawaii

Haleiwa Oceanfront Cottage - Charming 1BR Retreat

Discover the delightful onebedroom getaway nestled right within Haleiwa. Nestled just a 22-minute drive from the renowned Banzai Pipeline and 24 minutes from the stunning Turtle Bay Beach, this cozy retreat offers the perfect base for your Hawaiian adventure. ocean...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 3
📍 haleiwa, Hawaii

Sans Souci 1106 - A Studio above the Beach

You'll find bicycles, golfing, and more on site at this smoke-free apartment. Waikiki Beach and Kaimana Beach are just a short walk away, so leave your car at the property, which offers covered onsite parking. After you return, unwind on the balcony and enjoy the...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Honolulu, Hawaii

Popular Ground Floor 2BR/2BA villa Ko Olina Beach Villas

This spacious Villa is located in the more secluded Beach Tower. Villa faces the sunset side of the Beach Villas at Ko Olina's 2nd Crystal Clear Beach Lagoon. This ground floor villa is the FIRST unit behind the direct front end caps. Away from the main entrance of the...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kapolei, Hawaii

Waikīkī Shore 404 - Studio Waikīkī Beach View

Castle Waikīkī Shore Unit 404 offers all the comforts of home on your Hawaii vacation: a fully equipped kitchen, air conditioning, WiFi, mounted flat screen television, washer/dryer, and private lanai. The unit is tastefully furnished with beautiful koa wood furniture...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 HONOLULU, Hawaii

Simply Beautiful Waikīkī Apartment

*MONTHLY RENTAL* Stay close to Waikīkī Beach, 5 minutes walk to the sand. Our stylish 2-bedroom space is in a secure building with free parking, pool, jacuzzi, sauna and rooftop BBQ area. Highlights include a big balcony, full kitchen, 3 air-conditioners, double...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 6
📍 Honolulu, Hawaii

Just 40 Steps to the Most Beautiful White Sand Beach in the World

Tropical Trade Winds and Unsurpassed Views are from our Beach Front Home. Opens up for full enjoyment of Hawaii's Climate. Our rap-around Lanai overlooks the beautiful beach, Kailua Bay, and Offshore Islands.Kailua is a small upscale town with excellent retail stores....

🛏 4 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 8
📍 Kailua, Hawaii

Kahala Breeze: Modern Tropical Home with Pool & Private Yard

This property is offered as a monthly rental. Although full-month occupancy is not required, the monthly rate remains fixed and applies in full, regardless of the number of nights stayed, as prorated rates are not available.Experience the laidback luxury and authentic...

🛏 4 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 8
📍 Honolulu, Hawaii

Free parking marinesurf Comfort central Waikiki

Aloha our unit have free reserve parking ,5-10 minutes walk to the beach , heart of Waikiki, International market, DFS , Royal Hawaiian shopping center. You stay in a very convenient and comfortable place .

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 3
📍 Honolulu, Hawaii

Oceanfront Penthouse Villa - walk to the beach and gorgeous sunset views!

Aloha! E Komo Mai (Welcome) to our beautiful luxury Beach Villa in Ko Olina on the island of Oahu and conveniently located just 25 minutes from Honolulu! We would love to have you come stay with us!!Our fully equipped luxury 15th-floor penthouse is located in the Ocean...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kapolei, Hawaii

Ocean View Villa on 6th floor w/Semi-Private Elevator

Our condo is both beautiful and luxurious. Take advantage of the view by opening the lanai doors that disappear into the walls for the ultimate in indoor/outdoor living. It has a full frontal ocean view from the Lanai, the living room, kitchen, and dining room. The...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Kapolei, Hawaii

North Shore Villa - Relaxed Luxury Retreat

Welcome to your peaceful retreat on Oahu's stunning North Shore, located in the desirable Kuilima East community. Nestled next to the luxurious Ritz-Carlton Oahu, Turtle Bay, and overlooking its world-renowned golf course, this charming vacation rental offers the...

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kahuku, Hawaii

Malaekahana Beachfront Oasis Steps from Excellent Sandy-Bottom Swimming

Completely restored in 2024, this light-filled, 2,800-sq-ft, open concept home features breathtaking views of Malaekahana Bay. Enjoy the fully equipped modern kitchen, living/dining room for easy entertaining and a recreation room that has a ping-pong table, a game...

🛏 3 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 10
📍 Laie, Hawaii

!New Remodel Oceanview Waikiki AlaWai AlaMoana

New remodeled private, high rise studio in a secured apartment on Niu Street (Waikiki) with ocean view, Diamond head, city light, Ala Wai Canal view. Walking distance to Convention Center, Ala Moana, beaches, shops and eateries.Please inquire about other listings in...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 3
📍 Honolulu, Hawaii

3 bedroom Beach Tower at Ko Olina Beach Villas - Ocean View & Family Friendly!

Spacious 3-bd Villa at Ko Olina Resort. Beach Tower 5th floor on private wing with large floor plan (sleeps 6!)3 Bedroom 3 bath, with panoramic Ocean, Pool, and mountain views. Family friendly: pack-n-play crib and high chair provided.Exclusive beachfront property has 2...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 6
📍 Kapolei, Hawaii

AwardWinning|PrvtBeach|RitzCarlton|$20K90"TV|3Spas with Beachfront Jacuzzis,Gym

Close to rock climbing, fishing, and more, this family-friendly villa brings it all within reach. Ahupua'a O Kahana State Park is an easy 13-minute walk away, so you can leave your car at the property, which offers onsite parking, or jump in your vehicle to make short...

🛏 4 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 12
📍 Hauula, Hawaii

New low rates thru Mid-Dec 2022.... Weekly Housekeeping now included FREE!

TA-105-568-8704-01Enjoy your morning coffee in comfort on the master lanai and end the day watching the sunset from your own backyard. Spend days relaxing poolside while listening to your favorite tunes play throughout. Kalani Villa is the epitome of what a holiday home...

🛏 4 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 8
📍 Honolulu, Hawaii

Enjoy this Lovely Tropical Paradise!!

Hale Luana is a private gated fully furnished luxurious custom home, located in Pūpūkea above Waimea Bay on Oahu’s North shore. Enjoy the tranquil beauty of ocean views and the peaceful serenity of sunsets and starry nights.The spacious 5 bed, 3 bath home features a...

🛏 5 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 10
📍 Haleiwa, Hawaii

Luxury Ko Olina Beach Villa with direct beach view. Sleeps 6.

Premium Beach Villa very close to the beach. B-208 is the closest villa to the beach on the sunset side. Enjoy direct views of the beach and ocean without looking past another lanai. Enjoy added privacy and ocean views on the desired sunset side of the beach tower....

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kapolei, Hawaii

Luxurious Ocean View Condo - Steps from the beach! nsleeps 6- 3 bedroom- 2 bath

Awaiting you in this tropical paradise is a luxurious 3 bedroom 2 bathroom condo that has everything you need to relax and enjoy your time in Hawaii. Nothing was spared in this fully equipped and fabulously appointed condo, whether it be to read a book in comfort and...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kapolei, Hawaii

Orchid House - Pool and Endless Ocean Views!

ORCHID HOUSETA # 087-311-0016-01With magical views of the Mokuluas from most rooms, this 3 bedroom, 4 bath custom home was just renovated using exotic hardwoods and stone from around the world. Features include solid hardwood floors, granite countertops, slate stone...

🛏 3 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 7
📍 Kailua, Hawaii

Unique, Top of the Line Ocean View in Makaha

Locally owned and operated. Newly renovated with upcycled local accents and eco friendly products. All new premium wood cabinets combine with one of a kind solid cement coulter tops, stainless steel appliances, and mango wood shelving in the kitchen. A premium sofa...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Waianae, Hawaii

Hale Nani Lanikai: Beautiful Tropical Home Close to Beach w/Pool, Yard & AC

This property is offered as a monthly rental. Although full-month occupancy is not required, the monthly rate remains fixed and applies in full, regardless of the number of nights stayed, as prorated rates are not available.Welcome to Hale Nani Lanikai by Gather, a...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 8
📍 Kailua, Hawaii

40th Floor One Bedroom Condo

Newly developed and completed in Fall 2021, Azure Ala Moana makes the perfect home away from home. Perfect for long term stays- you'll have a spacious full kitchen with dishwasher, full size oven, and a washer and dryer in the condo, and a beautiful view of Sunset....

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Honolulu, Hawaii

Luxurious Two bedroom Unit with Panoramic Ocean View in ONE Ala Moana

This luxury corner unit has an epic panorama ocean view with floor-to-ceiling windows on 2 sides of the unit for a spacious feel. ONE Ala Moana is the pinnacle of world-class living. This unit has 2 bedrooms, 2 baths, and 2 parking stalls directly in front of the...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Honolulu, Hawaii

Take-it-easy Waikīkī Beach Condo

Stay close to Waikīkī Beach, Kūhiō Beach Park and Kapiʻolani Park. Our newly-renovated 2-bedroom 2-bathroom beach pad is in a secure building with free parking. Highlights include a balcony with dining area, full kitchen, beach gear, kids accessories and a washing...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Honolulu, Hawaii

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