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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Kailuana Beachfront Estate: 5 BR Kailua Oceanfront Home

Reviews (35)

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...

🛏 5 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 12
📍 Kailua, Hawaii

Ilikai Hotel Renovated Condo Steps Away From Beach w/Free WiFi & Full Kitchen

Reviews (46)

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...

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

Create one of the most unique experiences on the beautiful Lā’ie country side.

Reviews (113)

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...

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

Haleiwa Beachfront Condo. Perfect Peaceful Paradise!

Reviews (76)

E komo mai!Hawaiian for "Welcome" to the North Shore of O‘ahu. Make this one bedroom/two bath beachfront front condo your home away from home. In June 2019 the interior was completely remodeled: A beautiful kitchen; waterproof flooring throughout; smoothed ceilings,...

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

Stunning Oceanfront— Ocean/Sunrise View. Steps to the Beach. AC bedroom

Reviews (187)

Tucked away on the most beautiful side of the Island, our spacious, 700 square ft., and comfortable country hideaway is located 45 minutes from Honolulu/Waikiki. Surrounded by the ocean and the mountains, you will experience the timeless beauty unique to this place in...

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

Gorgeous Ocean View! Beachfront! Full Kitchen, Washer/Dryer, A/C, Wi-Fi!

Reviews (127)

Waikiki Shore #1110 – 2161 Kalia Rd.Not only is this beachfront OCEAN VIEW one-bedroom condo (706 sqft plus 124-sqft lanai/balcony) a favorite with our return guests, but Waikiki Shore is the only condo in Waikiki where you can step right from the building onto the sand...

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

Block to Beach! Koko Resorts at the Waikiki Banyan 23rd Floor Pool View

Reviews (4)

Waikiki Banyan Tower 1 Suite 2305Gorgeous High Rise Waikiki Condo with Ocean and Diamond Head ViewsThe 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 renovation...

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

Holiday Sale! Turtle Bay Villas 205 by Gather: Beachfront w/ Pool/Spa/Lanai

Reviews (30)

Welcome to Turtle Bay Villa 205 by Gather, a serene second-floor studio retreat located on Oahu’s world-famous North Shore. Nestled within the 850-acre Turtle Bay Resort community, this elegant villa accommodates up to four guests and provides the perfect balance of...

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

Nakoa Estates | Beach Access, Ocean Views

Reviews (14)

Nakoa Estates offers spacious, modern homes just a short walk from the beach. Photos are represent a collection of homes within the estates. Five bedrooms with portable A/C, 3 full baths, large kitchen, and two living areas with one sleeper sofa. Perfect for families...

🛏 5 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 11
📍 Hauula, Hawaii

~Waikiki~ LOWEST RATES IN AREA ~ 3 Bedroom ~ Fully Furn ~ Blocks to Beach ~

Reviews (5)

We offer our Hale to you to enjoy the benefits of staying in one of the largest Apts. in our surrounding location, right in the Heart of Waikiki.Our large open floor plan is fabulous featuring a living/dining room combo. All 3 Bedroom apts. have a private lanai for your...

🛏 3 Bedrooms
🛁 1 Bathroom
👤 Sleeps 7
📍 Honolulu, Hawaii

Lovely Studio in the Heart of Waikiki – A/C, Wi-Fi, FREE Parking! Sleeps 2

Reviews (39)

Marine Surf #1102 – 364 Seaside Ave.Check out this beautifully furnished contemporary 11th floor studio in the heart of Waikiki, complete with resort-style kitchenette, comfortable King size bed, A/C, free high-speed Wi-Fi, and 1 free onsite parking space. Building...

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

Large private home with pool & ocean views - Inquire about dates!

Reviews (26)

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...

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

Mahina Kai: Large Tropical Modern Home with Pool, Ocean & Koko Head Views & A/C

Reviews (5)

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...

🛏 5 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 12
📍 Honolulu, Hawaii

Turtle Bay Hale Lani - Kuilima Estates East

Reviews (36)

This is a beautiful, modern 1 bedroom w/loft and one and a half bathroom end unit. Unit has updated kitchen cabinets & appliances, ceramic tile floors and granite countertops. The living room has a large flat-screen TV, internet and WIFI, TV in master bedroom as well....

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

High Floor with Ocean View! Bedroom A/C, W/D, Wi-Fi, Pool, FREE Parking!

Reviews (101)

Fairway Villa #2502 – 2345 Ala Wai Blvd.Terrific views, contemporary/Hawaiian design, relaxing and close to everything! This fresh, quiet corner one-bedroom condo (635 interior sqft plus 76-sqft balcony/lanai with table and chairs) with bedroom A/C (great cross-breezes...

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

North Shore Beachfront Condominium 30 day rental period

Reviews (64)

Haleiwa Surf condominium located just a few feet from the beach to enjoy drinks, meals and sunsets on your own spacious balcony.This Condominium is 'tropical' style with modern amenities including cable TV and fast internet connection. .The beach is ideal for...

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

Luxury Waikiki beachfront for 2. Waikiki Shore!

Reviews (41)

Step out of the elevator and on to the warm sands of Waikiki Beach. You can not find a better location! Walk to restaurants, shopping, and all that Waikiki has to offer. You don't walk to the beach, you are on the beach. This Suite is perfect for two people that want a...

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

Beachfront Legal Condo-Views! Free Pkg-Wifi-Pool-Hot TUB-TENNIS/PICKLE 7

Reviews (57)

AWESOME! 180º UNOBSTRUCTED OCEAN /SUNSET VIEWS! BEACHFRONT! LIGHT, BRIGHT, AIRY, AND SUPER CLEAN CONDO! LEGAL VACATION RENTAL. NO RESORT FEE. FREE PARKING IN GATED LOT FREE iNTERNET/WiFi This unit has not been remodeled as recently as our other condos, so it is...

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

1 Bdrm Ocean View walk to Turtle Beach, close to Kona Village&Magic Sands Beach

Reviews (11)

Cute one bedroom beach side apartment with ocean view in perfect location, on Ali'i Drive across the street from Turtle Beach. Turtle Beach access 2 blocks south at white and blue Public Access Sign, follow to shoreline. Be careful traversing the rocks, wear water shoes...

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

1 Block from World-Famous Waikiki Beach in the Heart of Waikiki! FREE Parking

Reviews (8)

Ni'ihau Apartments #602 – 247 Beach WalkUnpack, you've arrived! Time to relax, explore – or do it all! FREE Wi-Fi and parking at nearby lot; secured building/elevator. Located in the newly revitalized area of Waikiki, you're just steps to great dining, shopping and...

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

Free parking, 2 weekly towel changes, F/Kitchen, GYM, AC, WiFi, pool, Pool/ping

Reviews (6)

This deluxe studio is in the Royal Kuhio building. We manage 39 units and are offering a rare experience opportunity to stay in one of our units. Each unit has a full kitchen, including a box of chocolate macadamia nuts and 4 bottles of water to WELCOME you to our...

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

Luxury Oceanside/Beauty, FREE Parking/Wi-Fi, 2/2, AC, W/D, Washlet, Sleeps 6

Reviews (215)

Ilikai #744 – 1777 Ala Moana Blvd.Enjoy luxurious high-end ocean-view living in this beautiful 2014 remodeled condo at the ILIKAI, the iconic Hawaiian apartment/hotel made famous by the TV show Hawaii Five-O. This 7th floor corner unit boasts magnificent views of the...

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

@ Marbella Lane - Stylish House + Impressive Views

Reviews (26)

Summary:Welcome to your tropical paradise in the heart of the Makaha Valley. This stylish vacation home offers the perfect retreat for you and your family to unwind and create lasting memories after exciting days of snorkeling, hiking, and sightseeing. Nestled within...

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

Majestic Mountain Studio Retreat

Reviews (7)

Imagine vacationing in a brand new studio set in a peaceful valley. You're surrounded by Ka’ala & Waianae mountains, towering palms, mango trees, wild peacocks, & famous beaches.You take a sunrise/sunset stroll around the gated neighborhood (w/24hr security) and return...

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

Private, Country Island Beach House

Reviews (25)

***THIS IS A MONTHLY RENTAL PLEASE MESSAGE ME WITH QUESTIONS***Description of Halekai Welcome to our little slice of heaven overlooking the tropical waters of the pacific. This property is located in the quiet little town of Laie on the part of the Island that is what...

🛏 5 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 12
📍 Laie, Hawaii

Upgraded 5th floor in Beach Tower - Ocean Views & Beautiful Sunsets

Reviews (56)

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...

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

Ocean Front-Ocean View Condo Free Parking & Beach Gear

Reviews (113)

One of the best ocean view apartments in Waikiki, ideally located and the best equipped, with everything you will need to have a wonderful vacation. It has been beautifully remodeled and decorated, with many wonderful island-style furnishings, antiques, art objects and...

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

Island Life Retreat-Ocean Front-Beach Access

Reviews (79)

BEACHFRONT • GROUND FLOOR • WALK-OUT WITH VIEWSStep straight from your ocean-view lanai onto a quiet stretch of white sand—your own authentic Hawaiian paradise. The reef-protected turquoise waters are calm and perfect for swimming, paddleboarding, kayaking, or simply...

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

Ocean Views | Aston Waikiki Beach Tower 2BOV1 – Pool, Hot Tub & Spa

Reviews (5)

Waikiki Beach Tower: Two-bedroom suite with Ocean 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, this condominium...

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

Luxurious Guest home w/Swimming Pool Just Steps away from the Ocean/Beach.

Reviews (42)

Welcome to this exquisite Japanese-inspired retreat, a sanctuary of elegance and tranquility. This luxurious guest house seamlessly merges architectural sophistication with serene, peaceful vibes. Attached to the main residence yet offering complete privacy through its...

🛏 2 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 4
📍 Waianae, Hawaii

Contemporary City View One Bedroom Condo at the Ilikai w/King Bed & AC!

Reviews (5)

Experience the beauty of Waikiki with Happy Vacations! Our team is excited to offer you a contemporary condo at the Ilikai. You'll love the spacious balcony, thoughtfully furnished with attention to detail, providing an ideal spot to sip your morning coffee and take in...

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

Picturesque Lagoon & Ocean Views

Reviews (270)

Beautiful views are seen from anywhere in this comfortably decorated condominium. Sliding glass doors give access to two spacious lanais where views of the Pacific Ocean, Duke Kahanamoku Lagoon, and Ala Wai Yacht Harbor. This amazing, 1000sq.ft, ocean-view condominium...

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

Close to the Beautiful Kailua Beach-A/C's-Full Kitchen-Covered Patio-Pet ok

Reviews (76)

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...

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

Wake up in paradise with a touch of Hawaiian rainbow

Reviews (15)

Wake up in paradise in a one bedroom apartment just a stone throw away from the Waikiki beach.Waikiki park Heights is located just 2 blocks away from the beach, international market place , the most famous HY's steak house in Honolulu and a lot of good Hawaiian style...

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

Delighted City View 1 BDRM Condo, Cal King Bed w/Kitchenette and Free WIFI!

Reviews (17)

Aloha from the Ilikai in Waikiki! Happy Vacations is a short-term vacation rental company. Property is located 4 minutes to the beach and 10 minutes to one of the nation's biggest outdoor malls, "Ala Moana Shopping Center". Friday night fireworks display starting at...

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

Ilikai 1102 Ocean / Sunset / Marina Views King Bed, Sofa Bed

Reviews (45)

STUNNING OCEAN & SUNSET VIEWS! STEPS TO WAIKIKI BEACH. Memorable Meals from the Lanai. Walking distance to shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life.The iconic Ilikai Suites are located at the gateway to Waikiki.Newly Remodeled,...

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

Luxury Ilikai 2-bedroom 2-bathroom Unit NO RESORT FEES! FREE WIFI

Reviews (133)

Best 2-bedroom, 2-bathroom city view Ilikai unit!Great deal for a world-famous Ilikai unit over 1000 s.f. with two lanais to enjoy some cool ocean breeze.It is tastefully furnished with all you need for a comfortable stay in paradise.The Master bedroom has a king bed,...

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

A 'Spa feel' at the Diamond Head Beach Hotel🕉

Reviews (53)

Legally permitted vacation rentalDiamond Head Beach Hotel🕉2947 Kalakaua Ave 303⚕⚕For your health and safety⚕⚕We utilize additional Sterilization procedures between reservations.Whether for business or pleasure the delightful attention to detail Wins!⛰Located at the foot...

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

Huge Panoramic Ocean View. Walk to the Beach. Low rate of 3,900 per month.

Reviews (22)

This condo is situated in the Discovery Bay Tower, with a View of the world-famous Waikiki beach & Ocean, Magic Island on a calmer and more convenient side of Waikiki. Spacious Unit. For a monthly discounted rate, contact me at, starkmdx@yahoo.... Imagine yourself...

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

Beautiful Turtle Bay Condo - Kuilima Estates East

Reviews (126)

Kuilima Estates at Turtle Bay – We’re a value priced condo located on 840 acres of landscaped gated grounds, the only tropical resort on Oahu's tranquil and iconic North Shore!Get away from crowded vacation spots with our one-bedroom condo with 2 full bathrooms on the...

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

Waterfront Home near Beach. Peaceful Community w/Pool/Boat Dock. Family Friendly

Reviews (10)

Experience Oahu like a Kama'aina (local) in this 3 bedroom, 2 1/2 bath waterfront home. Safe community. Views from every room. Private lanai, BBQ grill, boat dock, community swimming pool, and beautifully maintained park / lawn. Walk to dining, shopping, bars, farmers...

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

the Birdcage - Waikiki Hideaway, Steps to the Beach

Reviews (131)

Location is everything!The Birdcage is a breezy and bright studio giving you clear views of the Koolau Mountains. With historic Waikiki Beach just outside the hotel lobby, the Birdcage is the perfect home base for exploring Honolulu and the rest of Oahu.Double paned...

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

Ilikai 1927 Ocean / Sunset / Marina Views 2 Double Beds, Sofa Bed

Reviews (27)

STUNNING OCEAN & SUNSET VIEWS! STEPS TO WAIKIKI BEACH. Sunset views. Walking distance to shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life.The iconic Ilikai Suites are located at the gateway to Waikiki. Remodeled, Tastefully Furnished &...

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

Ko Olina Beach Villas O904 by Gather: Luxe Ocean View Abode w/ Resort Amenities

Reviews (6)

Ko Olina Beach Villas O904 by Gather offers a serene ocean-view escape on the 9th floor of the Ocean Tower in Ko Olina, where luxurious comfort meets effortless indoor–outdoor living. This beautifully appointed 2-bedroom, 2-bath villa spans 1,187 square feet and...

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

Ocean View from Lanais - Walk to Waikiki Beach

Reviews (27)

Discover easy island living at this airy 2BR/2BA getaway just steps from Waikiki’s shoreline. With soft ocean glimpses from your private lanai and a breezy, open layout, this 910 sq. ft. condo offers an inviting home base for relaxation between beach days. Optional...

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

Absolutely Oceanfront - 60' Waterfall Lap Pool

Reviews (168)

Kailua Absolutely Oceanfront Deluxe Legal Vacation RentalThe closest house to the Ocean in KailuaLocated in a quiet upscale neighborhood away from the crowdsHear the waves breaking just outsideGo tide pooling steps away60ft salt-sanitized waterfall lap poolDramatic...

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

If you're looking for your get-away spot, look no further.

Reviews (22)

***NEWS ALERT!*** This condo was gutted, fully renovated and tastefully decorated with brand new stainless steel appliances, furniture, roller shades, painting, the works!! This condo is located on the 6th floor of the Ilikai Hotel. Live in luxury with this spacious 500...

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

Secure 1-bedroom with full kitchen, Washlet, parking & ocean/sunset views!

Reviews (125)

Four Paddle #1704 – 2140 Kuhio Ave.Enjoy partial ocean views and a great location from this newly remodeled, contemporary one-bedroom condo (553 sqft plus lanai) with central A/C and beautiful new ceramic flooring! 2-person max.Gourmet marketplace Dean & DeLuca is...

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

Gorgeous new listing! Half-block from Waikiki Beach!

Reviews (69)

Be one of the first to stay in this gorgeous new listing! This spacious 2 BR, 2 BA condo is steps from beautiful Waikiki Beach. Located in a quiet residential building, situated among Honolulu's finest hotels, it combines an alluring tropical setting with modern...

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

Waikiki Shore - Beachfront

Reviews (21)

Enjoy a stylish experience at this centrally-located large studio. King size bed w/ brand new mattress (2023), fully stocked kitchen and washer / dryer in the apartment for extra convenience. Panoramic views of the Pacific Ocean, Fort DeRussy Park and Diamond Head, and...

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

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