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.

List
Map

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

Oahu North Shore 2 BR Oceanfront Retreat at Sunset Beach

Reviews (50)

Escape to the stunning shores of Haleiwa and experience the ultimate beachfront getaway at our charming vacation rental. Nestled along the pristine sands and turquoise waters, this slice of paradise offers an idyllic setting for relaxation, adventure, and unforgettable...

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

Panoramic Ocean & Mountain Views --we have FULL AVAILABILITY please message us.

Reviews (2)

Let the Aloha spirit be with you during your Hawaii visit by staying along the famous Koolau Mountain range on the lush Windward Side of Oahu. With 3900 sq. ft. of space to relax and enjoy a panoramic view of the grand mountains and the peaceful ocean as a backdrop,...

🛏 6 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 22
📍 Kaneohe, Hawaii

Hale Oka Nunu: Oceanfront Private, Spacious Paradise North Shore Home w/ Hot Tub

Reviews (1)

Hale Oka Nunu is a four-bedroom, three-bath oceanfront retreat on O’ahu’s North Shore, where the Pacific is just steps from your lanai. Designed for both relaxation and connection, this single-level home blends open living spaces, gourmet amenities, and sweeping views...

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

Luxury Living near Pearl HARBOR/CAMP Smith, Home "G", Golf Course Views, AC/EVSE

Reviews (4)

Welcome to Quiet Hillside Perfection overlooking the Greens at Golf Ridge Homes!Discover your ideal, fully furnished, quiet 5 bedroom, 4.5 bath, air conditioned executive home located in central Honolulu. Perfect for savvy business travelers or corporate construction...

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

'Kailua Lani Suite' short walk to Kailua Beach. Air conditioned and private.

Reviews (120)

"In order to comply with Oahu's 90 day minimum short term rental laws, we may not advertise to rent for a period shorter than 90 days."Come enjoy island life while staying in our newly built, 600 sq. ft. upstairs suite. Beautifully furnished with a modern meets the...

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

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

Reviews (1)

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

Condo 1 block from Waikiki Beach

Reviews (5)

This is my timeshare. Please do not try to book this directly. Send me a request for the dates you are looking for so I can check with the timeshare location for availability. This property is a 2 minute walk to the beach. Set moments from Waikiki Beach and offering...

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

Monthly Discovery Bay 2810 Studio Ocean / Sunset / Marina Views King Bed, Sofa Bed

Reviews (1)

PANORAMIC Ocean VIEWS, 5 Minute Walk to Beach, High Floor, Remodeled, Furnished and Fully Appointed. No smoking room. Parking, Pool, Utilities, WIFI, BBQ, Gym, Security, Washer/Dryer Included. 1 Month Minimum / contact Agent.Sweeping Ocean Views from High Rise, Tasteful...

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

The Grand Islander, a Hilton Grand Vacations Club

Reviews (1)

Discover the beauty of Honolulu from this adorable 2-bedroom resort. The rooms feature 1 king bed in primary room and 1 king or 2 double beds in the second bedroom. perfect for a serene night's sleep. Enjoy the convenience of 2 full bathroom with showers and a cozy...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 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

Renovated Waikiki Studio, Full Kitchen, Free Parking, 4 Blocks to Beach!

Reviews (5)

Fairway Villa #1109 – 2345 Ala Wai Blvd.(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)You'll enjoy this remodeled (August 2023) 11th-floor studio in the quieter east end of Waikiki. With a full kitchen, free Wi-Fi, and free parking, this cozy...

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

LUXURY DIRECT OCEANFRONT! Fully Renovated! Free Parking! Sleeps 6

Reviews (49)

Waikiki Shore #700 – 2161 Kalia Rd.TRUE direct beachfront unit overlooking the sandy Waikiki shoreline with breathtaking panoramic ocean views! Gorgeously renovated from top to bottom in 2021 with FREE onsite Parking and everything you need for a luxurious Hawaiian...

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

WFH in Paradise: Beachfront Hauula Getaway!

Reviews (3)

Experience Oahu like never before at this sleek and modern Hauula vacation rental, located just steps from the shore and a variety of fresh food trucks. Aside from its incredible setting, this home offers 3 bedrooms, 1.5 baths, remote workstations, and a beautiful...

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

Ko Olina Beach Villas 410: 4th Floor Ocean Front, Gourmet Kitchen, Private Lanai

Reviews (5)

Step into oceanfront luxury at Ko Olina Beach Villas B410, a fourth-floor sanctuary overlooking the Pacific in the heart of Ko Olina Resort. This 2-bedroom, 2-bath villa offers 1,315 square feet of thoughtfully designed indoor-outdoor living, complete with a private...

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

Kuilima 1 bedroom + Loft, 2.5 bathrooms

Reviews (266)

Summary:ALOHA! ***As of September 16th, 2024, we have installed two new split-unit AC (air conditioners)—one in the living room and one in the loft. Both units are of the highest quality and were professionally installed by one of the most reputable HVAC companies on...

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

Spacious 3BR/2.5BA Townhome in Quiet Ko Olina - Pool, Beaches & Golf Nearby

Reviews (13)

Enjoy our comfy 3-bedroom, 2.5-bath townhouse in the quiet Hillside Villas community at Ko Olina. Our home is minutes away from world-class beaches, golf, and restaurants. Our place offers comfort and convenience for your tropical getaway. Nestled in a quiet,...

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

Beachside 🏖 Family, vacation home with pool 🌺 NO CLEANING FEE!

Reviews (9)

This Kailua, beachside, pool (heated) home was completely remodeled in 2019 with all new kitchen, bathrooms, pool house, pool surround, landscaping, TV's, furnishings, etc. And NO CLEANING FEE on 30 day bookings!Each room has an individually controlled AC system. The...

🛏 5 Bedrooms
🛁 1 Bathroom
👤 Sleeps 10
📍 Kailua, Hawaii

Waikiki Grand 1002- Sundeck level - The Best Location in Waikiki!

Reviews (1)

LEGAL SHORT-TERM RENTAL ❃ 1002 is located on the 10th Floor of theWaikiki Grand Hotel® sundeck!❀This spacious PH/Studio offers large living area w/ a Full-Kitchen incorporatedInsane views from your front door & the communal patio,all less than 2min walk to the soft...

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

Marriott Ko Olina Beach Club Ocean View 2 BDRM Villa

Reviews (1)

Currently we have this reserved for a one-week reservation sleeping up to 8. Located on one of four picturesque lagoons, Marriott's Ko Olina Beach Club is a premium vacation resort offering a secluded hideaway within a beautifully landscaped, gated community, on the...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 8
📍 Kapolei, 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

Fully Renovated Studio in the Heart of Waikiki – A/C, Wi-Fi, FREE Parking!

Reviews (3)

Marine Surf #2207 – 364 Seaside Ave.Beautifully furnished contemporary 22nd-floor studio in the heart of Waikiki, fully renovated in January 2025, complete with resort-style kitchenette, comfortable Queen size bed, A/C, free high-speed Wi-Fi, and 1 free onsite parking...

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

Recently Renovated Studio in Palms at Waikiki

Reviews (3)

Sweeping views of Waikiki are visible from the 8th floor through the main living space through the floor-to-ceiling sliding glass doors. You will have access to the gorgeous outdoor pool, and fitness center, all just steps away from Waikiki Beach. IHOP restaurant in the...

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

Makaha Mountain Hideaway

Reviews (2)

The spacePlenty of drawers and cabinets for ample storage for all your travel items. Walk-in closet with storage. I have provided all the basic necessities to start your vacation comfortably upon arrival.Guest accessThe entire property inside and out are available to...

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

Kailua Beach "The Pink House" 100 Yards from Ocean

Reviews (79)

The Pink House is a perfect beach house set 100 yards from beautiful Kailua Beach. This Hawaiian Style Home has an open floor plan that includes a combination living/dining area with a galley kitchen with stainless steel appliances. Recently added Air Conditioning (we...

🛏 4 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kailua, Hawaii

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

Reviews (13)

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

World Famous Kailua Beach Charming Cottage

Reviews (1)

Studio Cottage near Kailua Beach and Beach Park! Large, 200 square foot lanai, fully furnished. Nice neighborhood setting. You won't believe how close this is to the beach! Also close to Kalapawai Market and other Beach Shops & Food. All utilities - A/C, Cable,...

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

Executive Balinese Vacation Home in Hawaii Kai

Reviews (2)

Find serenity,luxurious style, at Hale Maluhia. This Oahu vacation rental, whose Hawaiian name translates to "house of tranquility," is a beautifully contemporary resort close to some of the island's best beaches and east oahu coastline. Invite up to eight friends or...

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

Kalo Homes - Breath of Life

Reviews (1)

Welcome to Breath of Life, your serene escape in Makaha Valley! Perched on a prime lot with stunning ocean and mountain views, this peaceful retreat is tucked at the end of a quiet cul-de-sac with no through traffic. With all bedrooms on the first floor, it’s the...

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

Sans Souci Unit 1001 - One Bedroom

Reviews (8)

Nestled on Kaimana Beach, this charming, fully furnished one bedroom in Sans Souci is just steps away from the ocean. The unit boasts a complete kitchen and offers wifi & cable for your convenience. Enjoy the proximity to the renowned restaurant Hau Tree, located at the...

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

Makaha's Hidden Gem by Kalo Homes

Reviews (21)

Escape to paradise in this beautiful vacation home located in Makaha Valley. Enjoy stunning panoramic ocean views and relax in the tropical backyard. Inside, you`ll find a fully equipped kitchen, comfortable furnishings, and ample space for your group. Take a short...

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

Large Luxury Home w/ pool and Ocean Views. Special discounted rate March 2025

Reviews (2)

This magnificent architectural masterpiece - a luxury home that captures an unobstructed 180-degree vistas of the Pacific Ocean, stretching from the iconic Diamond Head to Koko Kai awaits you. Enjoy ever-changing views, from sunrise to sunset, a daily spectacle. Nestled...

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

Modern 2BR Condo | Pool & Sauna | Ala Moana

Reviews (1)

Stay in style at this brand-new 2BR/2BA condo in upscale SKY Ala Moana. Perfectly situated in Honolulu, this modern unit accommodates six guests with two queen beds and a pull-out sofa. Enjoy luxury amenities, including a year-round outdoor pool, sauna, and free garage...

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

Perfect Kailua Vacation at Ka Hale Lai-House of Serenity-pool and spa.

Reviews (87)

Perfect Kailua Home on 18,000 square feet of land all your own!! Lots of room to spread out!! We have a gorgeous newly tiled Swimming Pool and spa! You are invited to rest and relax in “Ka Hale Lai” , Kailua’s House of Serenity, 5 minutes to the beach, and a short drive...

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

Beachfront Estate On The North Shore with AIR CONDITIONING 90/TVU-0043

Reviews (145)

Hukilau Beach and the blue waters of the Pacific Ocean on one side and the Ko'olau mountains on the other, Hale Lani lives up to its name as the “House of Heaven.” The perfect choice if you’re traveling with a large family or a group of friends, this home is one of only...

🛏 6 Bedrooms
🛁 5 Bathrooms
👤 Sleeps 14
📍 Laie, Hawaii

Luxurious 2-Bedroom Retreat in the Heart of Waikiki.

Reviews (1)

Waikiki Landmark Unit 2901. Escape to paradise in this spacious and luxurious 2-bedroom, 2.5-bathroom condo at Waikiki Landmark, Unit 2901. Located in the heart of Waikiki, this expansive unit offers everything you need for an unforgettable Hawaiian vacation. Fully...

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

Probably The Most Peaceful & Beautiful of North Shore Estate

Reviews (39)

Greetings! Welcome to the - HaleAlohaEstate - on Oahu's North Shore. Come experience a truly authentic Hawaiian experience in our beautiful Estate home with 6+ bedrooms, and 4.5 bathrooms on the quiet – best part of Oahu’s famous North Shore. Enjoy the 5-acre landscaped...

🛏 6 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 20
📍 Waialua, Hawaii

Luxury Oceanfront High Floor @ Waikiki Beach Tower

Reviews (1)

Brand New Listing at Waikiki Beach Tower! Relax in this bright and beautiful 33rd floor unit and be the first to review this 5-star guest favorite listing that is new to our portfolio! Relax in this beautifully renovated unit with ocean views of Waikiki Beach. Wake up...

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

High Floor Luxury Oceanfront @ Waikiki Beach Tower

Reviews (19)

Waikiki Beach Tower Relax in this exclusive upper floor unit at the most luxurious vacation rental tower on the beach in Waikiki. This 1,200 SF newly renovated condo has the only open floor plan in the entire building and its sky high location on an upper floor provides...

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

Executive Center Studio with Kitchenette, secure building pool, FREE PARKING

Reviews (22)

Updated downtown studio with (Free Parking a $50.00 Value per night can go in and out no charge/ dedicated parking stall few feet away from elevator ) located in the Aston Executive Centre. Enjoy hotel amenities including 24 hour security, pool, hot tub, on site laundry...

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

Luxury North Shore Beachfront - contact for details HI requires 1 renter/30 days

Reviews (4)

Nalu Hale is a luxurious 5 bedroom+, 6 bathroom, 5 star quality home located on the famous North Shore, Oahu. See IG name below, so you can see our profile. PLEASE CONTACT FOR CLARITY ON HAWAII REQUIREMENTS FOR ONLY 1 RENTER PER 30-DAY PERIOD TO ENSURE CLARITY ON WHAT...

🛏 5 Bedrooms
🛁 5 Bathrooms
👤 Sleeps 12
📍 Haleiwa, Hawaii

Ocean View Condo at Foster Tower Across from Beach w/Great Amenities

Reviews (1)

This property requires a minimum 30-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.Foster Tower located at 2500 Kalakaua Ave on the 14th floor.Welcome to The Foster, perfectly situated in the...

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

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

Reviews (23)

Summary:-Listing contact must be reached at three, one, 0, 5, 7, 9, two, four nine, 4 BEFORE a booking because of the new 30-day minimum rental law.-Only home that has its OWN PRIVATE BEACH in Hawaii,where all beaches are public.-This estate has been a vacation home of...

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

Lanikai Cottage: Charming Tropical Oasis with Private Pool

Reviews (17)

Just steps from the turquoise shoreline of Lanikai Beach, Lanikai Cottage by Gather is a beach-chic 3-bedroom, 2-bath retreat with two separate dwellings on one property and a brand-new private pool. Ideal for families or couples traveling together, this island holiday...

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

Adorable 1-bedroom condo with kitchen, pool, WiFi near Waikiki Beach, sleeps 6-8

Reviews (2)

Adorable newly upgraded condo with full kitchen, WiFi, AC and pool in the center of Waikīkī just blocks from Waikiki Beach and International Marketplace filled with famous art galleries restaurants and high end fashion! Furnished with a queen bed, king bed, 2 twins...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 8
📍 Honolulu, Hawaii

Just steps to beach! Gorgeous Partial Ocean View at Waikiki Shore!

Reviews (1)

Waikiki Shore #314 – 2161 Kalia RdWaikiki Shore is the only condo in Waikiki where you can step directly from the building onto the sands of Waikiki Beach! This exquisitely remodeled 3rd-floor beachfront studio is a favorite with return guests! You'll feel right at home...

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

Hale Hau'oli ~ House of Happiness

Reviews (16)

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

Kuilima Estates West - 3 Bedroom Vacation Home

Reviews (27)

NEW LISTING! This newly renovated 2-story 3 bedroom condo is located at Turtle Bay in the gated community. This is the ONLY condo with split AC downstairs and central AC upstairs. This beautiful island condo sleeps 8 guests.This condo is just steps away to two...

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

Waikīkī Beach Loft Near Restaurants

Reviews (30)

Stay close to Waikīkī Beach, minutes to Fort DeRussy Beach Park. Our 2-bedroom designer loft is in a secure building with a free offsite parking pass. Highlights include a full kitchen, unique wet room, beach gear, kids accessories and onsite laundry room. Find an ABC...

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

Showing 1 of 72 pages.