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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Iconic Diamond Head and Ocean View in Waikiki!

Reviews (1)

Aloha from Midway Vacations! Our team of local hospitality experts is dedicated to turning your Hawaiian getaway into a reality. When you stay at one of our properties, you can count on a professionally cleaned and meticulously maintained experience. We're even...

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

Foster Tower Ocean Front One Bedroom w/direct Ocean Views

Reviews (1)

Embrace the aloha spirit in this beautifully appointed one-bedroom retreat. Featuring tasteful décor and modern conveniences, this unit provides a true sense of home in Hawaii. The open-concept layout is bathed in natural light, creating an inviting space to unwind...

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

Relaxing oceanfront home overlooking Kaneohe Bay

Reviews (1)

Take in the expansive ocean views and relax in this 3 bedroom, 1 bathroom downstairs unit just steps from the ocean! The unit is fully furnished, includes a full kitchenette with a 2 burner induction cooktop, a countertop convection oven (can cook up to a 20 lb...

🛏 3 Bedrooms
🛁 1 Bathroom
👤 Sleeps 6
📍 Kaneohe, Hawaii

Beautiful Koolina ground floor Villa Bikes, Beach Gear, close walk to beach!

Reviews (19)

Located in the beautiful Ko Olina Kai Community this beautiful luxury ground floor villa has an excellent location with only a short approx 10min. Walk to the resorts Blue Ocean lagoons and sandy beaches. Relax in tropical island style on our covered lanai which faces a...

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

Beautiful Beach Villa in Oceanfront Resort

Reviews (173)

Your ultimate paradise vacation awaits you at the Ko Olina Beach Villas Resort, Oahu's premier Oceanfront resort. Stay in this beautiful two bedroom/two bath luxury suite and enjoy sunset views from the expansive lanai. This spectacular beachfront resort features a huge...

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

Hidden gem at North Shore Turtle Bay - Kuilima Estates East

Reviews (6)

Enjoy our quiet condo at the renown Kuilima East Estates property (Turtle Bay). Our recently renovated rental sleeps two and gives our visitors a respite from the hustle of Honolulu, and access to a host of amenities: short walk to the beach, BBQ areas, pool access and...

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

Newly Renovated Waikiki 2BD 2BA Ocean City View

Reviews (1)

Summary:Aloha! Experience the best of Honolulu in this fully renovated apartment at 444 Niu Street. Enjoy the convenience of a full kitchen, partial ocean views, and free garage parking. With two bedrooms and two bathrooms, this apartment is perfect for a relaxing...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 7
📍 Honolulu, Hawaii

Discover Serenity: Rooftop Bliss, Pool, Sauna, Minutes from Waikiki Beach!

Reviews (2)

Family-friendly property located just steps from the beachThis listing is for a room within a hotel.✦ Your room is 1772 sq. ft, equipped with complimentary toiletries, kitchen with basic amenities, high definition 32-inch TV, available with Premium cable, ensuring...

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

Private, Pet-friendly, Newly Renovated Rainforest retreat close to Waikiki.

Reviews (4)

Welcome to our fully renovated (2024) 2B/1B free-standing guest house! Walk to Manoa Falls, community pool, courts (tennis, pickleball), and wellness classes. Full shopping center (groceries, dining, banks) is in the valley. We allow pets & long-term stays. Quick access...

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

Tropical Acreage + Fruit Trees + Beach ~5m drive!

Reviews (52)

Welcome to "Pua Pono House," on Oahu's captivating North Shore, where country living meets relaxation, away from the hustle and bustle of Honolulu and touristy hotels. Nestled on a lush one-acre estate, our retreat offers a serene and secluded oasis. Centrally located...

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

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

Reviews (2)

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

Kai Hale: 3 BR Oceanfront Lanikai Beach Estate

Reviews (4)

AlohaRelax and unwind at Kai Hale. This beautiful Lanikai ocean front home is directly in front of the Mokulua Islands.This location is suited for year round living and is ideal for stand-up paddling, kayaking, boogie boarding, snorkeling, and children's activities. A...

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

Luxury Ko Olina Beach Villa B109 by Gather w/ Stunning Ocean & Kapolei Views

Reviews (3)

Ko Olina Beach Villas B109 is a ground-level oceanfront retreat in Kapolei's Ko Olina Resort. With two bedrooms, two baths, and sleeping space for six, this villa blends comfort, luxury, and direct access to the lagoons, making it the perfect escape for families,...

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

*Newly Renovated Oceanfront Waikiki- Ilikai Marina

Reviews (1)

*Exciting Updates in Progress!We’re currently renovating to make your stay even better. In the meantime, please take a look at our beautifully updated Ilikai Marina listing to see the stunning upgrades you can expect soon!We’re excited to share our top picks for local...

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

Aqua Aloha Surf Waikiki 705 Deluxe Studio with Lanai and Partial City Views

Reviews (4)

Aqua Aloha Surf Waikiki 705 Deluxe Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) Full/double bed, (1) Twin bed + (1) Queen sofa sleeper, sleeps 4, 365 Sq. Ft.Aqua Aloha Surf Waikiki offers a range of accommodations that are perfect...

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

Hilton Hawaiian Village Lagoon

Reviews (22)

Beautiful two-bedroom two bath, city view 1,025 sq. ft. suite that features one king bed in the master bedroom, bathroom with standard shower/tub combination and TOTO washlet, the guest bedroom is furnished with two twin beds or two double beds, and a bathroom with...

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

Island Paradise Resort Villa

Reviews (4)

This newly renovated luxurious Villa is nestled in the quiet neighborhood of Ko Olina Kai. This Villa has 3 bedrooms and can sleep up to six guests. Choose to spend your days on the Ko Olina Championship golf course or at one of the 4 lagoons located within the...

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

Lanikai Breeze – Contemporary Comfort Steps from the Shore

Reviews (6)

Just steps from world-famous Lanikai Beach, Lanikai Breeze by Gather offers the ultimate blend of modern luxury and relaxed coastal charm. Built in 2017 and beautifully furnished by local designer Lotus Home Staging, this 5-bedroom, 4.5-bath home was crafted for...

🛏 5 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 10
📍 Kailua, Hawaii

Spacious Beachfront 6-bedroom on Breathtaking Sunset Beach

Reviews (1)

Sunset Beach welcomes you at this incredible 6-bedroom duplex (2 identical 3 bdrm/ 2 bath units). With 6 queen beds, 4 bathrooms and 2 additional living spaces with sofa beds, this place is perfect for large groups or families. A fully stocked kitchen, fresh linens and...

🛏 6 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 16
📍 Haleiwa, Hawaii

Stunning oceanfront cottage

Reviews (175)

This beautifully restored one-of-a-kind oceanfront home has all the charm of yesteryear with the added conveniences and sustainability of today. Meticulously appointed and private, the views and location are spectacular. The Guardian newspaper has listed Kona Moana Hale...

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

Waikiki Banyan 1 Bedroom with Parking!

Reviews (4)

Waikiki fully furnished one bedroom condo located on the 12th floor of the popular 'Waikiki Banyan'. The condo has a full kitchen and a lanai with partial ocean views. There is Free wifi, flatscreen cable tv, ac, and garage parking. The hotel has a large amenity area...

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

SEArider TWO at Turtle Bay (1 bedroom / 1 bath) - Kuilima Estates East

Reviews (17)

Our number one priority at SEArider is to provide our guests with a luxury Hawaiian experience. This unit has been completely renovated with our main focus being quality and comfort. Nestled in the condominiums that surround Turtle Bay, TWO has a luxurious but minimal...

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

Coconut Plantation by AvantStay | Resort Access, 0.4mi Walk to Beach!

Reviews (1)

Please note that this home is available for 28+ night stays only.Aloha from Coconut Plantation! Immerse yourself in the island lifestyle at this stunning two-story condo, surrounded by swaying palm trees and lush tropical landscaping. With 4 bedrooms and 3 full...

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

Surfer's Paradise: Waialua Condo Steps to Beach!

Reviews (2)

Experience the beauty of Hawaii at this cozy 1-bedroom, 1-bath vacation rental in Waialua. Relax with a book on the patio or walk to ʻĀweoweo Beach Park for world-class big wave surfing. This cozy condo also includes a flat-screen TV, a community coin laundry area, and...

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

Completely upgraded, Beach Tower 3 Bedroom. Last minute discounts 4/19-5/21/25.

Reviews (4)

Upgraded 3-Bedroom Beach Villa | Premier Lagoon & Ocean View LocationWelcome to your luxury island retreat at the Beach Villas at Ko Olina. This elegantly upgraded 3-bedroom, 3-bath villa is located on the 4th floor of the Beach Tower, just one building back from direct...

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

Fully Renovated Corner Unit a Block to Waikiki Beach! Parking, AC, Wi-Fi

Reviews (4)

Ni'ihau Apartments #305 – 247 Beach WalkLocation, location, location! Ni'ihau is a hidden gem found within the hustle and bustle of Waikiki just a block away from world-famous Waikiki Beach where surfers and paddlers spend their days! This beautiful corner unit (673...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 5
📍 Honolulu, Hawaii

Relax, with breathtaking ocean views. Makaha 1-bedroom condo near Ko Olina

Reviews (1)

Nestled in the town of Makaha, our 1-bedroom condo offers a tranquil retreat for your Hawaiian getaway. As you step inside, you'll be greeted by a gorgeous ocean view! A kitchenette, complete with a stove, oven, refrigerator, and all the necessary appliances and...

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

Ko Olina Beach Villas B103: Spacious Elegance & Oceanfront Views

Reviews (1)

Ko Olina Beach Villas B103 offers a luxurious island escape in Kapolei, HI—where effortless comfort meets the soothing beauty of garden views and ocean breezes. Spanning 1,478 square feet, this thoughtfully appointed three-bedroom, three-bath villa accommodates up to...

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

Luxury 1BD in ONE ALA MOANA with Beautiful View and Room with Free Parking!!

Reviews (5)

One of the most luxury condominium in Hawaii. You can experience the best vacation ever in One Ala Moana!!The minute you go inside, you will be astonished the amount of light coming through huge ceiling to floor windows overviewing the city and the mountains. The fully...

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

A Modern Mix Waikiki Edition: 1 Br w/ Free Parking

Reviews (1)

***Amenities recreational deck renovations has begun. The renovation timeline is currently set from April 2025 - for the next 12-14 months (April - June 2026). Pool, hot tubs, grills, etc. will not be available during this time. Price has been adjusted due to...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 5
📍 Honolulu, Hawaii

Seabreeze:110' Oceanfront, Majestic Mountain Views, AC, Outdoor Shower, 30 Days

Reviews (4)

Seabreeze is a beautiful North Shore Hau'ula beach home with 110' of ocean frontage, spectacular sunrises & majestic mountain views. Dine on the lanai with turquoise ocean water so close you can almost touch it. Our home overlooks the sea & mountains (a rare & gorgeous...

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

Amazing Location & Beach. 200 plus 5-Star Reviews! Hot Tub, AC, 4 Bikes & More!

Reviews (207)

Aloha! Welcome to your North Shore Paradise where we cater to guests looking for an extended stay.Please message us through the Vrbo reservation system if you have any questions about the dates you are interested in. Our home features one of the top locations and most...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 7
📍 Haleiwa, Hawaii

Modern Waikiki Beach Oasis w/ free parking

Reviews (4)

Aloha! This 550 sq ft 11th floor 1 bedroom in Waikiki Banyan is a relaxed, contemporary space designed to create special memories in a stylish, comfortable environment. With a city and mountain view from the lanai, this fully updated, air conditioned property is just...

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

Ko Olina Kai 1083C: Contemporary 3BR, Private Lanai, Walk to Beach & Dining

Reviews (2)

Welcome to Ko Olina Kai 1083C by Gather, a beautifully furnished two story townhome in the gated community of Ko Olina Kai Golf Estates. This island contemporary retreat blends modern comfort with effortless indoor outdoor living, creating the perfect environment for an...

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

Spacious Modern 2Bdrm Condo, Free Parking in Bldg., Full Kitchen, Sleeps 6.

Reviews (28)

Renovations were completed in March 2024. Everything is new. 6 can sleep comfortably, 7 when 1 or more are children.This condo is tastefully decorated and features a spacious living room with a comfortable sofa that opens to a full-sized bed, and a flat-screen TV. The...

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

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

Reviews (12)

Nestled in the coveted Lanikai community of Kailua, Hale Nani Lanikai invites you to experience authentic island living in a refined, serene setting. This modern retreat accommodates up to eight guests across three spacious bedrooms—each with its own ensuite...

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

Luxury Living in Allure Waikiki with Free Parking

Reviews (3)

Indulge in an elegant and spacious 1 bed 1 bath plus powder room with large balcony luxury condo unit in the prestigious Allure Waikiki. The unit is conveniently located at the edge of Waikiki. A premiere destination for world class shopping on Kalakaua Avenue's luxury...

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

1-Bed, 1-Bath - Walk to Beach. Inquire for May and June.

Reviews (57)

Private, detached, gorgeous, newly built, fully equipped, one bedroom guest house ready and waiting to be booked by you! Superb location! Short walk to beautiful parks and beaches and minutes drive to historic Haleiwa Town.This incredible, newly constructed modern home...

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

Luxury Estate with Panoramic Honolulu views. Steam room, Sauna, Spa, Heated Pool

Reviews (1)

The ultimate contemporary estate to de-stress, unwind and recharge your well-being. Luxury hotel and spa experience without the crowd and traffic. It can accommodate multiple families and corporate retreats, providing private and shared spaces, allowing guests to come...

🛏 5 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 10
📍 Honolulu, Hawaii

Ilikai 1718 Free Parking* Ocean / Lagoon King Bed, Sofa Bed

Reviews (2)

STUNNING OCEAN / LAGOON VIEWS - Includes Free Parking - STEPS TO WAIKIKI BEACH. Memorable Meals and fireworks from the Lanai. Walking distance to shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life.The iconic Ilikai Suites are located at...

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

Pool & Beachside—NEW Kailua Luxury Beach House - Direct beach access!

Reviews (2)

Indulge in an Unforgettable 30+ Night Stay at Our NEW Luxury Beach House at Kailua BeachImportant Compliance Notice: This home is available only for stays of 30 nights or longer, in full compliance with Kailua’s strict short-term rental regulations. We appreciate your...

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

Rare Deluxe Ocean View Gem with Free Parking

Reviews (23)

Aloha from Midway Vacations! Our team of local hospitality experts is dedicated to turning your Hawaiian getaway into a reality. When you stay at one of our properties, you can count on a professionally cleaned and meticulously maintained experience. We're even...

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

Ko Olina Beach Villas O1006: Luxe Penthouse w/Pool, Golf, & Ocean Views

Reviews (30)

Welcome to Ko Olina Beach Villas O1006 by Gather, a luxurious two-bedroom, two-bathroom penthouse on the tenth floor of the exclusive Ocean Tower. Designed for up to six guests, this elegant villa offers panoramic ocean views, serene vistas of the resort pools and koi...

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

Incredible Highrise Views! | Heart of Town

Reviews (1)

Enjoy breathtaking ocean views in this recently completely remodeled hotel condo, perfectly located next to Ala Moana Mall and across from Ala Moana Beach Park. Ideal for up to 4 guests, the condo features two double beds, a functional kitchenette, and a private lanai....

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

14FL 3 Bedroom 2 Bath + Free Parking + Partial Ocean View, 2 min from the beach

Reviews (23)

Legal vacation rental at a fabulous location by [SUPER HOST]! This renovated 930 sq ft, 3 bedroom 2 bath with 2 balcony home is across from ‘Alohilani Resort, Steps away from the Waikiki Strip (Kalakaua Ave) and Waikiki beach! There are endless shopping, dinning, and...

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

Fabulous, Renovated Large 3BR Condo on Kahala Beach

Reviews (2)

Welcome to our newly renovated slice of paradise at Kahala Beach! Nestled in one of the most sought-after neighborhoods in Honolulu, this spacious 3-bedroom, 2-bathroom property promises a luxurious escape for your Hawaiian getaway.Step inside and be greeted by a...

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

SEArider ONE at Turtle Bay (2 bedroom / 2 bath) - Kuilima Estates East

Reviews (19)

~ You just found your Base Camp to explore the North Shore of Oahu ~Our condo has just been completely remodeled and redecorated with two brand new bathrooms as of September 2021. We are situated alongside the Palmer Golf Course and are a short 5-10 minute walk to the...

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

Aston Waikīkī Beach Tower by Gather 2BR Condo w/ Oceanview, Pool & Lanai

Reviews (2)

Overlooking Waikiki’s sparkling shoreline, Aston Waikiki Beach Tower by Gather is a bright and stylish two-bedroom, two-bathroom retreat set in the heart of Honolulu’s most iconic district. With sweeping ocean views from your private lanai and modern resort amenities at...

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

Upscale Kailua Getaway: Steps to Swim Beach!

Reviews (3)

An unforgettable Hawaiian escape awaits at this luxurious 3-bedroom, 2-bathroom Kailua vacation rental home! Sip your coffee on the deck, then walk to Lanikai Beach to enjoy the morning waves. Spend your days relaxing in the private pool, lounging in the hammock, or...

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

Steps To Kailua Beach

Reviews (5)

Our beautiful home has been featured in Hawaii Home Magazine and has received a best in class award from the Hawaii Builders Association. The home is within a 2 minute walk to Kailua Beach Park, the Kalapawai Market and Buzz's Steak house. There is ocean, mountain and...

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

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