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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Newly Remodeled Modern Condo + Free Parking Waikiki

Reviews (10)

Welcome to our spacious, modern one bedroom condo located on the 6th floor above the swimming pool/jacuzzi. Renovations on the condo were completed in January 2021. Along with 24 hr. security, amenities include free secured parking (hotels charge up to $50 a day), with...

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

Malaekahana Ocean Front Cottage (30 day min)

Reviews (265)

Beautiful and charming describes this tranquil and peaceful ocean front cottage.It sits on the 1st level, beach front, of a private estate home on over 3/4 acres of manicured lawn to the ocean. A view from every room!Fall asleep to the sound the ocean waves and wake to...

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

Kakela Kai, Beachfront Kailua Home, Private, A/C

Reviews (14)

A comfortable beachfront home set in a security-gated neighborhood with central air condition. Decorated with island style rattan furnishings, ceiling fans throughout the house, cool white tile, granite counters and wooden flooring. There is a well stocked kitchen with...

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

Quality & Views- Centrally Located - Golf & Disney!

Reviews (7)

IDEAL FOR ... Corporate & Long Stays ! Centrally Located - CLOSE TO ... Golf & Disney !Our home is located in an exclusive Quiet Private area of Kapolei, Honolulu County, Hawaii, away from the hustle and bustle of town and yet close enough to all the Beaches, Shopping...

🛏 5 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 11
📍 Kapolei, Hawaii

Walk to Pipeline Rocky Point and Waimea

Reviews (102)

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

Exceptionally Pristine Haleiwa North Shore Beachside Retreat

Reviews (7)

FIND PEACE & ESCAPE FROM STRESS HERE. -This is considered one of the best North Shore neighborhoods for location, privacy & safety. The large North Shore Winter surf is here! Check it out just minutes away down a private beach access. Shell collecting, monk seal & green...

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

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

Reviews (4)

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

40th Floor One Bedroom Condo

Reviews (2)

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

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

North Shore Condo Rental at Kuilima

Reviews (176)

Relax to swaying palms, stunning seas and a tropical breeze! You deserve it! Step right out the lanai onto fairway one of the Fazio golf course. Swaying Palms is an end unit, situated within the complex to provide lots of natural light, privacy, and a more spacious...

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

Kahala Oceanside – Coastal Sanctuary with Panoramic Views

Reviews (17)

Kahala Oceanside is a private paradise retreat that comfortably sleeps 14. This luxurious ocean front hideaway on the South Shore of Oahu, known for its spectacular sunsets, is just minutes away from fine eateries, world-famous hikes, and the endless attractions of...

🛏 6 Bedrooms
🛁 6 Bathrooms
👤 Sleeps 15
📍 Honolulu, Hawaii

Luxury beachfront villa on a world class beach in Kailua, HI

Reviews (2)

As you enter the electric remote gate into this luxurious villa you will feel this sense of peace and calmness come over you.This luxurious Kailua Villa is located on the ocean which is hidden in the best part of Kailua. Wake up every day to the most amazing sunrises...

🛏 6 Bedrooms
🛁 5 Bathrooms
👤 Sleeps 18
📍 Kailua, Hawaii

~Naupaka Breeze~ Newly remodelled! Ocean View Home 30 Day Stays

Reviews (39)

Recently updated ocean view home on an ocean front peninsula. Enjoy the views of Laie Bay from the comforts of the home or deck of the house, or venture to the Ocean Front cliffs right in the back yard and indulge in the beauty captured only from this peninsula.Naupaka...

🛏 4 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 14
📍 Laie, Hawaii

Aloha Suite Near the Sea IV, 3 Block Walk to Beach

Reviews (9)

TMK260230500082, TA-166-694-5024, STR# 2667 Convenience & Location! Just 3 SHORT BLOCKS TO WAIKIKI BEACH! Enjoy the ocean with gorgeous sunsets day after day. Fun shopping, great restaurants & entertainment all around you!3 Additional studio suites available same...

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

Tranquil 2-Bedroom Getaway at The Cove Waikiki

Reviews (1)

Stay in seclusion & serenity at one of Waikiki's newest gems, The Cove Waikiki. This private community is nestled 2 short blocks from Duke Kahanamoku Bay and among Discovery Bay's ample shops, cafes and activities, and easy access to Waikiki, Magic Island Beach Park,...

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

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

Reviews (5)

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

Ocean View 1-bed/2-bath Penthouse Suite at Waikiki Shore!

Reviews (3)

Waikiki Shore Penthouse #6 – 2161 Kalia Rd.You'll never want to leave this spacious 706-sqft 1-bed/2-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...

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

Luxury Moana Lani: Oceanfront Home with Pool & Jacuzzi

Reviews (16)

Experience the relaxed elegance of oceanfront living at Moana Lani by Gather, a captivating six-bedroom, six-and-a-half-bath architectural masterpiece designed by renowned architect Philip “Pip” White. Nestled along the tranquil shores of Maunalua Bay between Kahala and...

🛏 6 Bedrooms
🛁 6 Bathrooms
👤 Sleeps 16
📍 Honolulu, Hawaii

Ilikai 1 Bedroom City Views, minutes to the Beach!

Reviews (1)

This spacious 7th floor unit at the Ilikai Hotel offers comforts of home while on vacation. Relax on the cooler side of the building and enjoy the tropical breezes from the mountain. KITCHEN- Refrigerator- Cooktop/Oven- Microwave- Dinnerware, Glassware, Silverware,...

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

Walker's Lanikai Beach House – Historic Oceanfront Retreat

Reviews (132)

This property is professionally-managed by Private Homes Hawaii, LLC and is licensed as a short term vacation rental, Non-Conforming Use Permit Number 1990/NUC-1757. It is compliant with Hawaii State Legislation (HB2078) for vacation rental accommodations,...

🛏 5 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 14
📍 Kailua, Hawaii

Modern 3Bed, 2Bath Walking Distance to Beach! AC, 1 Free Parking, and More!

Reviews (2)

Aloha from Waikiki! Thank you for considering our short-term vacation rental company. We are pleased to offer you Kuhio at Waikiki, a newly remodeled minimalist-style unit in the heart of Waikiki. Our location is just two blocks from the famous Waikiki Beach, providing...

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

May Sale - Stunning End Unit with Amazing Lanai Views at the Beach Villas Resort

Reviews (190)

Escape to paradise in this beautifully appointed high-floor villa at the exclusive Beach Villas Resort in Ko Olina. View our walk thru Video by searching for the Aloha Nui Properties Channel on YouTube.This spacious end unit offers panoramic ocean views, refreshing...

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

Ko Olina Beach Villas 608: Spacious 2BR Luxe Home w/ Ocean Views

Reviews (36)

Ko Olina Beach Villas B608 by Gather offers an elevated island getaway from the sixth floor of the coveted Beach Tower—Ko Olina’s building closest to the ocean. This beautifully appointed two-bedroom, two-bath villa accommodates up to four guests and showcases stunning...

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

North Shore Villa - Relaxed Luxury Retreat

Reviews (7)

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

Makapu’u Hale, Literally oceanfront! VIEWS! A/C, 2 bedroom/2 bath

Reviews (107)

We are literally oceanfront! E Komo Mai (Welcome) to Paradise!30 Day minimum stay required by Oahu OrdinanceOur homes are fully furnished with everything you need for an ideal Hawaiian vacation!Makapu'u Hale is 2 bedrooms, 2 baths, newly decorated with comfortable &...

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

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

Reviews (3)

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

Spacious Waterfront with Gorgeous View & Pool

Reviews (9)

Waterfront home with a million dollar view of Kaneohe Bay! Enjoy fresh tradewinds on your covered decks, and the comfort of a/c inside. Custom home has spacious living areas on both levels with CHAIRLIFT access to the bedrooms and the swimming pool. Fast WIFI indoors...

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

Best and Newest Beachfront Listing in Honolulu

Reviews (1)

LAST BLOCK of time for the year just discounted! December is heavily discounted, spend the holidays in paradise! Inquire for details. This is a completely modern, sandy beachfront villa in a private and secluded location in Honolulu that is the perfect home and location...

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

Fantastic Ocean View Unit- close distance to the beach, lagoon, mall, and more

Reviews (12)

Experience the elegance and comfort of this ocean-view one-bedroom unit, featuring two queen-size beds and a refined renovation. You can walk to the famous Ala Moana Shopping Center, the stunning beach park, and the lagoon. Many restaurants are nearby, and an ABC store...

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

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

Reviews (23)

Unit B1 is Ocean Front at Sunset Hale. Split AC units in everyroom. 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...

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

Coconut Plantation Luxury Rental! Ground Floor - Golf Cart Available!!

Reviews (45)

PERFECTLY PARADISE! 406/670-7307.Rates vary by season and length of stay and are subject to change without notice.SINCE VRBO'S INSTANT QUOTE FEATURE IS NOT ALWAYS 100% ACCURATE, PLEASE CONTACT OWNER VIA EMAIL OR PHONE FOR CORRECT DETAILED QUOTE. Located in the most...

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

Waikīkī Shore 404 - Studio Waikīkī Beach View

Reviews (1)

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

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

Reviews (54)

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

Kaneohe Bay View 2br/1.5ba

Reviews (4)

***HAWAII STATE LAWS governing short-term rental properties: In order to comply with the Honolulu vacation rental rules (Honolulu and County Ordinance 25-2, Bill 62), our property is available for month to month occupancy with a minimum 90 day stay. This means that our...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 4
📍 Kaneohe, Hawaii

Breathtaking Ocean Views from Quiet Beachfront Condo! Free Parking & Wi-Fi!

Reviews (2)

Colony Surf #1005 – 2895 Kalakaua Ave(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL. Preference given to calendar month bookings.)Stunning ocean and Diamond Head views! This spacious (853 sq. ft.) open floor plan suite is the perfect spot to enjoy...

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

30Fl Renovated w/ Parking | Short Walk to Beach

Reviews (1)

Aloha from Midway Vacations, your local experts in paradise! Enjoy spotless, well-kept homes, island hospitality, and 24/7 support for a worry-free Hawaiian escape.Enjoy your tropical getaway in this beautifully renovated 600 sq ft 1-bedroom condo for up to 4 guests at...

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

Orchid House - Pool and Endless Ocean views!

Reviews (1)

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

Charming Hale Mokolea in Lanikai –2BR, 2BA, Full Kitchen

Reviews (5)

Nestled in the beachside community of Lanikai, Kailua, this fully furnished home is over 1400 square feet of island style living. Beautifully yet simply decorated, this unit is the whole upper half of the main house. The entrance is at mid-floor level with a Brazilian...

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

Incredible secluded beachfront, heart of Oahu's north shore A/C

Reviews (22)

Note: Changes to Hawaii law Jun 2019 limit rentals to 31 days or more on Oahu's North shore (our monthly rate competitive to 8 days at a resort hotel).From the moment you first enter our home, you can just feel a sense of relaxation settle through your body as you hear...

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

Luxury Ko Olina Beach Rental Panoramic Ocean View 3BR 3BA 8th floor 2 parking

Reviews (259)

Imagine yourself in a world-class Oahu, Hawaii oceanfront resort in Ko Olina beach rental bliss with exotic woods, natural stone, and an expansive lanai. Imagine as you lie down on a bed of total luxury. You sink down into silky softness that cuddles you as you are...

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

From 185 nt Aloha Summer Sizzle 2025 incl AC, 5 Star Luxury on the Big Island

Reviews (109)

Island breezes, fragrant blossoms, privacy - Na Hale O Keauhou, Hawaii's Best Kept Secret. This private 2 bedroom, 2-1/2 bath, 2 story town home is located in a 5 star, gated, luxurious resort complex with breathtaking, panoramic views of the ocean and mountains. Within...

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

Most Luxurious Ocean Front Condo in Kai Lani, Ko Olina, Hawaii

Reviews (44)

Awaiting you in this tropical paradise is a luxurious 2 bedroom, 2 bath 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...

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

licensed NUC no 90/TVU-0326 Serenity Beachfront Cottage

Reviews (60)

Charming beachfront cottage right on Kailua Beach! licensed NUC no 90/TVU-0326 Serenity Beachfront Cottage. This delightful 2 bedroom/1 bath vacation rental cottage puts you right in the middle of world renowned Kailua Beach. Enjoy ocean views from your living room....

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 4
📍 Kailua, Hawaii

Spacious Studio with AC and WiFi, Just One Block from Waikiki Beach

Reviews (3)

Just one block from Waikiki Beach! Located on the Diamond Head side of Waikiki, this spacious studio offers two queen beds, a full kitchen, bathroom, AC, a 65" flat-screen TV and high-speed Wifi. Beach amenities included: snorkel gear, sand toys, beach umbrella, towels,...

🛏 Studio
🛁 1 Bathroom
👤 Sleeps 3
📍 Honolulu, 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

*Honu Hale: Penthouse 2 BDR Ocean View Waikiki*

Reviews (1)

Experience breathtaking panoramic views from our spacious penthouse 2BDR/ 2 Bath condo. With floor-to-ceiling windows and two lanais, soak in the vibrant cityscape and sparkling ocean. Enjoy privacy with ensuite bathrooms and modern kitchen amenities. Access a plethora...

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

Waikiki Sunset 3110

Reviews (113)

See my other properties #3156864 and #3197017 and #3512192 for more 5-star reviews and to book multiple condos for large groups.Located on a high floor of the Waikiki Sunset with sweeping ocean, coastline, and park views this condo offers enough beds to sleeps 6. 1...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 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

Lulani House Beachfront Vacation Home in Haleiwa

Reviews (13)

Imagine walking out the back gate of your beachfront vacation home, entering a private path with tropical trees overhead and white sand beneath your toes. Then you see it, the turquoise blue water, waves, rays, and views of Three Tables Beach that you and your loved...

🛏 5 Bedrooms
🛁 5 Bathrooms
👤 Sleeps 14
📍 Haleiwa, Hawaii

Island Breeze Oasis - Newly Furnished

Reviews (35)

Welcome to our slice of paradise! Prepare for a vacation that feels like a dream – our villa is not just a place to stay; it's an experience waiting to unfold!Imagine waking up to the sun-kissed charm of four stunning lagoons right at your doorstep. These crystal-clear...

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

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