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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NEW! KBM Resorts Niki Lani Condo | FREE CAR | Kuilima Estates | 3-Bedroom Condo at Turtle Bay! KUL-W11

** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 12
📍 Kahuku, Hawaii

Waialua Beachfront Home, 5 bed/4 bath-Northshore

Welcome to our private, beachfront home on the North Shore of Oahu in Waialua. Wake up to panoramic ocean views on your own secluded estate just steps to the sandy beach. This single story family home has 4 bedrooms and 3 full baths with an additional bonus studio with...

🛏 5 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 9
📍 Waialua, Hawaii

Coconut Plantation 1190-1: Spacious 3BD Resort Villa w/ 3 Lanais—Walk to Lagoon

Welcome to Coconut Plantation 1190-1 by Gather, a luxurious and newly refreshed three-bedroom, three-bath townhome located within the prestigious Ko Olina Resort on Oahu’s sun-drenched west side. As the largest model in Coconut Plantation, this elegant...

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

Stunning Ko Olina 2BR Beach Villa O414 w/ Golf Course, Mountain & Ocean Views

Welcome to Ko Olina Beach Villas O414, a beautifully positioned 4th-floor corner villa offering a refined blend of comfort, island elegance, and effortless resort living. Overlooking the Ko Olina Golf Course with framed mountain vistas and a peek of the ocean, this...

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

Hale Kaimana by Gather: Lux Gold Coast Condo w/ Ocean Views & Beach Access

Wake up to breathtaking views of Diamond Head and the Pacific Ocean at Hale Kaimana by Gather, a stunning oceanfront retreat located in the prestigious Colony Surf building on Honolulu’s Gold Coast. This 2-bedroom, 2-bathroom condo offers 1,867 square feet of elegant...

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

Fully Renovated 2BR/2BA Near Waikiki Beach+Parking

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...

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

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

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...

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

Tropical & inviting home w/spa, torches, waterfalls & ocean view

Hale Wailele (Waterfall House) is a beautiful, spacious home with floor to ceiling windows in the great room looking out onto fountains in the pool with an incredible ocean view beyond the palm trees and torches. The architecture of the home makes it unique and inviting...

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

Beautiful Beach Villa in Oceanfront Resort

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

Private One Bedroom Condo in the heart of Waikiki

Perched near the top of Foster Tower, this high-floor one-bedroom retreat offers an unrivaled vantage point over Waikiki. From the moment you step inside, the sweeping ocean and Diamond Head views create a breathtaking backdrop for your island stay. Sunlight streams...

🛏 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

Foster Tower Ocean Front One Bedroom w/direct Ocean Views

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

Exclusive Beachfront Home in Private Gated Community

Welcome to Hale 4 U! Step through the front door and be captivated by breathtaking panoramic views of one of the most unique coastlines in the Hawaiian Islands. Nestled within an exclusive gated community with access to a private bay, this beachfront retreat offers 5...

🛏 5 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 9
📍 Haleiwa, Hawaii

Fabulous Ocean & Diamond Head View with Free Parking!

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

Fairways Ko Olina 27H: Your Ultimate 3BR Retreat in Hawaii with Resort Access

Welcome to Fairways at Ko Olina 27H, a spacious three-bedroom, two-and-a-half-bath townhouse offered exclusively as a monthly vacation rental within the gated Fairways community on Oahu’s sunny west coast. This comfortable home blends open living spaces with serene...

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

Beachfront Condo at Beach Villas at Ko Olina | Hale Hoaloha by AvantStay

Welcome to Hale Hoaloha! With an ideal location in the charming Ko Olina Kai resort, this condo offers one-of-a-kind access to the shimmering waters and sandy beaches that make Kapolei so unique. Thirsty from the tropical heat? Grab your friends and sip fruity...

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

Turtle Bay Hale Lani by RedAwning

This lovely 1 bedroom w/loft upgraded unit has new kitchen cabinets &appliances, ceramic tile floors and granite countertops. The living room has aflat-screen TV, internet and WIFI, and ceiling fan. Window a/c in the livingroom and the bedroom. Reserved parking spot,...

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

Hale Kai - Large Enclosed Lanai - Sleeps 2

Hale Kai - Spacious Enclosed Lanai - Sleeps 2Welcome to Hale Kai, your “Home by the Sea” in the charming Kuilima Estates East community. This beautifully designed island-style retreat offers 875 square feet of living space, including a large enclosed lanai, perfect...

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

Fairways at Ko Olina 4A: Luxury Condo w/ Balcony Views & Resort Amenities

Fairways at Ko Olina 4A is your serene island retreat, nestled in a quiet corner of the Resort at Ko Olina. This upgraded two-bedroom, two-bath condo offers garden views, modern comforts, and resort-style amenities, all just steps from sandy lagoons and world-class...

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

Beach Front Condo w/ Beautiful Sunrises on Private Sandy Beach + Turtles + Perfect Snorkel Spot

Escape the hustle & bustle of Waikiki crowds & enjoy beautiful sunrises, private beach, calm waters & experience amazing turtles sunbathing on the beach. Relax & experience a memorable vacation in our modern beach front condo w/ an Elegant Coastal Décor and serene cozy...

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

Serene Lanikai House Near the Beach w/Full Kitchen and Great Outdoor Space

This property requires a minimum 30-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.ENHANCED PROTOCOLS : We have revised our protocols to include contactless check-in & check-out,...

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

Beautiful 2 Bedroom / 2 Bath / Sleeps 6

The beautiful home is located on the east side of Oahu in Hawaii Kai. Located near beaches such as the famous Hanauma Bay, restaurants, shopping centers,hiking trails, scenic lookouts and water sports. The home offers 2 bedrooms (2 queen beds), 1 sofa bed and 2...

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

Beach Glam @ Turtle Bay - Kuilima Estates West

We are all looking for a quiet, restful, safe place to de-stress and forget the troubles of the world. As a Hawaii born and raised local, there are few places that can rival this task than the North Shore on Oahu. With 24 hr security, free parking, and the Turtle Bay...

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

Villa Olina Charming 3-Bedroom Villa On the Golf Course Steps Away from Lagoons

Beautiful & spacious yet cozy and comfy Ko Olina Kai Welcome to your tropical haven in the coveted Ko Olina Kai community. This delightful 3-bedroom, 3-bathroom house rental offers a prime location just a 10-minute walk from the stunning Ko Olina Lagoons. Tailored for...

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

Kai Lani 14B by Gather: 3BR Resort Townhome w/ Pool & Spa

Welcome to Kai Lani 14B by Gather, your luxurious Hawaiian retreat in the exclusive Kai Lani community of Ko Olina Resort. Nestled on O‘ahu’s sunny west coast, this single-level 3-bedroom, 2-bath townhouse blends modern comfort with island serenity—perfect for...

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

La Bella’s Bed & Breakfast-Honu (Turtle) Suite-Walk to beach-In Kailua (O’ahu)

No detail is overlooked at this charming and luxurious home. La Bella’s Bed and Breakfast is the place to be if you are looking for a short walk to the beach, a beautiful garden to enjoy, great host family and close to amenities. Our luxury bedding and upgraded style...

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

Honu Hale Waikiki: 2BDR Spacious Panoramic View

Experience a unique Hawaiian getaway in our 2BD/2BA spacious condo in the heart of Honolulu. Enjoy stunning panoramic city and ocean views through floor-to-ceiling windows and relax on two private lanais. With ensuite bathrooms, a fully-equipped kitchen, and modern...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 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

Walk to Ocean from house- close to BYU-H & Polynesian Cultural Cntr 3 bed 2 bath

Enjoy a slower pace in our family-friendly home, conveniently located only eight houses from the ocean in a local neighborhood close to Laie. We invite you to relax in our comfortable beds and huge cozy couch, or recline on the lanai chaise while reading a classic. When...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 9
📍 Hauula, Hawaii

Private Tropical Paradise in the Heart of the North Shore - beachfront community

[Oahu requires a minimum 30 day rental stay. All quotes will be returned for 30 days to ensure a valid stay duration]Aloha, we want to extend our home to your family to build great Hawaiian holiday memories on the beautiful island of Oahu.Located in the heart of North...

🛏 4 Bedrooms
🛁 1 Bathroom
👤 Sleeps 8
📍 Haleiwa, Hawaii

Walk to Pipeline Rocky Point and Waimea

Beachfront property on Northshore Oahu. Beautiful home on the beach with close access to numerous activities. Gated property with lots of privacy, beachside lanai and memorable sunsets. House has 3 Bedrooms and 2 full Bathrooms with ac in all rooms included. Covered...

🛏 4 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Haleiwa, 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

Hale Lani – Heavenly Lanikai Hillside Luxury

Perched on the northern shores of Oahu in Lanikai, Hale Lani lives up to its name as a true "house in the heavens." This hillside retreat blends sweeping ocean views, open-air design, and effortless island living into a one-of-a-kind vacation home. With 3 bedrooms, 4...

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

Ocean View Sky Ala Moana Condo w/Amazing Amenities Near Restaurants & Shops

This property requires a minimum 30-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.Welcome to The Sky Ala Moana, the newest pinnacle of luxury in Honolulu. This exquisite property,...

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

OCEAN FRONT Luxury Villa - Stunning Ocean Views - Steps To the Beach -Central AC

Summary:This is when QUALITY meets LOCATION!!! Implacably maintained, built with only the best of the line in luxury, this Ocean Villa is located in arguably the best location on the North Shore and even in the world! Located at Turtle Bay Resort in the gated Ocean...

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

Cottage with Private Salt Water Pool

30 night minimum This beautiful recently updated cottage is nestled in the quiet, safe, and upscale neighborhood of Kahala. Excellent location! Just minutes to Waikiki, nearby parks and the pretty white-sand beaches of the East Honolulu coast. Also, in very short...

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

2Bd/2Ba Condo at Lagoon Tower Hilton Hawaiian Village Sleeps 6

Nestled within the renowned Hilton Hawaiian Village, this spacious 1,025 square foot, two-bedroom, two bath condo offers the ideal retreat for families seeking relaxation and adventure.Step into the expansive living room, where ample seating invites you to unwind after...

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

Cozy Waikiki Apt with FREE parking sleeps 4

Cozy studio apartment loaded with amenities to make you feel at home while on vacation. The space can best be described as a hotel room with a small kitchen. This apartment is located in the heart of Waikiki. -parking is included (if paid separately would be at between...

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

Sunset Beach House in paradise! Inquire for special 30 day rates!

Unit B1 is Ocean Front at Sunset Hale. Newly updated 2-bedroom 2.5-bath ground floor oceanfront unit. The Kitchen, living room and dining area are all facing out to beautiful ocean and sunset views! Enjoy these views from inside or hang out on the porch. Bedroom (1) has...

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

Watermark Waikiki Unit 901: Luxe Condo w/ Pool, Resort Amenities & Oceanviews

Step into refined island living at Watermark Waikiki Unit 901, a spacious two-bedroom, two-bathroom corner residence in Honolulu’s iconic resort district. From the ninth floor, your lanai frames sweeping views of the ocean, marina, city, mountains, and fiery...

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

Sugar Mill Shore, 2 Kitchens, A/C, Modern Finishes

This charming North Shore property offers a versatile layout perfect for multi-family vacations or groups of friends. The main house, private mother-in-law unit, and a separate bunkhouse with four twin beds offers the perfect balance for multi-family or group stays. The...

🛏 5 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 14
📍 Kahuku, Hawaii

Pacific Monarch Hotel Corner Unit

Visits to Hawaii have always been expensive, but each year prices seem to go higher. However, I think if you compare my condo with other options, you will realize it is a good deal. I try to keep the nightly rate about $100 less than what the hotel charges. I want...

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

Unwind on Oahu's famous north shore! Country living, country views! AC and WiFi!

Consider this house your home away from home while you visit Hauula. This cozy retreat features 2 bedrooms with a king bed, queen bed, and bunk bed, perfect for a family or group of friends. The bathroom comes equipped with a hair dryer for your convenience. Relax in...

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

Ocean-Waikiki Skyline Panoramic PH in Luxury Condo w/Parking & Near the Beach

This property requires a minimum 30-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.*This penthouse is new to our inventory. Reviews are coming soon. Please rest assured this house is...

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

Ocean View! Lagoon Tower! Family Friendly Resort! Beautiful Hilton Condo On Waikiki Beach!

Set along the breezy coastline of Honolulu, and with all the comforts of home. You will have access to four swimming pools, one with multiple waterslides, a saltwater recreation lagoon, daily planned family activities, Waikiki Beach access, water sports, spa...

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

Posh Oceanview Condo w/Resort Pool & Spa, AC & Spacious Lanai - Park Lane Palm

This fourth-floor luxury suite blends island sophistication with modern comfort in the heart of Oahu's coveted Kaka'ako neighborhood. With ocean and Great Lawn views, a spacious lanai, and curated resort amenities, Park Lane Palm Resort is designed for both relaxation...

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

Villa 315: Ocean views every bedroom!

Our Villa 315 is Located on the Turtle Bay Resort! You can use the Ocean Villas pool and Jacuzzi, park for free, and pay no resort fees! You can also use most of the Turtle Bay Resort Amenities for a fee. You have FREE access to the 12 miles of hiking and biking trails,...

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

Ko Olina Beach Villas - Beachfront (Beach Tower 709)

Our spacious 1,500 square foot suite is the only beach-front penthouse available for rent at the prestigious Beach Villas Resort in Ko Olina and the only privately rentable condo with panoramic ocean views from every room.Watch the video of our property -...

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

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