Hawaii Vacation Rentals – Island Condos, Beachfront Homes & Luxury Villas
Welcome to your guide for Hawaii vacation rentals, where tropical luxury meets everyday comfort. From sunrise-facing lanais on Maui to private bungalows near the lush valleys of Kauai, each rental is handpicked for quality, location, and local charm.
Why Book a Vacation Rental in Hawaii?
Unlike traditional hotels, vacation rentals provide full kitchens, private lanais, and dedicated living space—ideal for families, couples, or long stays. Many homes are steps from the beach, offer high-speed Wi-Fi, and include perks like pools, BBQ areas, or resort access.
Popular Vacation Rental Locations
- Waikiki, Oahu – High-rise condos near beaches, shops & nightlife
- Kihei, Maui – Walkable, affordable, and family-friendly
- Princeville, Kauai – Scenic cliffs, golf, and luxury condos
- Kailua-Kona, Big Island – Oceanfront escapes with sunset views
Rental Types Available
- Beachfront Condos with resort amenities
- Private Beach Homes with full kitchens
- Luxury Villas with pools & panoramic views
- Studios & Bungalows for solo travelers or couples
What Makes To-Hawaii.com Rentals Stand Out?
- Verified properties across all major Hawaiian islands
- Detailed descriptions, amenities, and photo galleries
- Helpful internal links to top Hawaii activities and Hawaii rental cars
- Flexible booking options, from weekend getaways to long-term stays
Plan Your Dream Island Escape
Explore the beauty of the islands with confidence. Whether you're whale watching on Maui, snorkeling on Oahu, or enjoying a peaceful sunrise on Lanai, our vacation rentals offer the perfect base for unforgettable memories. Start planning your Hawaiian adventure today.
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...
Gorgeous Home on Landscaped Acre-3BR/3BA
Welcome to Pua Lani, a gated one acre estate two blocks from the ocean that features resort landscaping and large lawn areas that create a very private and serene setting for your stay. The two story home features 3 bedrooms and 3 baths along with a large high ceilinged...
Luxury Golf Front Home with Pool and Spa
Constructed in 2019, this one-story luxury residence is nestled in Holuakai's exclusive gated community. A modern island retreat, it seamlessly combines sophistication with tranquility, boasting contemporary amenities for the ultimate luxury experience. Crafted by...
Romantic Suite with AC, walk to 2 Beaches and 1 Hotel Resort and restaurants
Welcome to The Tiki Suite at Hale Moi, a peaceful and stylish hideaway perfectly located in the heart of Princeville—Kauai’s most desirable North Shore destination. This charming top-floor suite offers an inviting blend of comfort, romance, and unbeatable location,...
New Luxury Home w /Golf Views, A/C & Private Pool/Spa. Mauna Lani KaMilo #311
Island-inspired design and tropical landscaping set the tone at Mauna Lani KaMilo #311, a detached three-bedroom home in the heart of the Gold Coast. With 2,500 square feet of indoor living and an expansive lanai overlooking the golf course, this retreat pairs modern...
•GROUND FLOOR, LOVELY OCEAN VIEW, UPDATED•
Beautiful, GROUND FLOOR OCEAN VIEW. Fresh, clean and inviting. Guests are treated to beautiful ocean view,full kitchen amenities, bedding, washer & dryer, and everything else in between, No expense was spared during the remodel. Lots of space indoors and out....
Exceptional 1 -bedroom condo unit 2323 in the heart of Kihei
This recently remodeled, bright one bedroom condo is appointed with wood flooring in the living room, bedroom and kitchen with tile in the bathroom and hallway, keeping the space airy and cool. LG-HIMacs counter tops in living room and bathroom provide a clean and...
Unquie Artists Condo Home
Koa resort condo community has 5 tropical landscaped acres with 5 low rise buildings surrounding an Olympic sized pool. Ground floor unit completely remodeled with all the comforts of home. Private entrance, a private lanai with a view straight to the pool makes this a...
Primo View Beach Condo w/Washer/Dryer, Free WiFi, Kitchen – Waikīkī Shore #716
This deluxe one-bedroom one-bathroom suite offers wonderful views of Waikiki beach and Pacific Ocean from the furnished lanai. This unit has a full-size kitchen with all the appliances to make wonderful meals in your home away from home. The suite is also furnished with...
Rare 1 Bedroom Condo in at the Heart of Waikiki 2 blocks from the beach
Newly renovated in clean white with bright accent colors. Features a separate bedroom with it's own lanai. Full kitchen with full size refrigerator, stove, new built-in microwave, Keurig coffee maker, toaster, rice pot, utensils, pots, pans & bakeware. Bathroom has new...
Entire House! Peaceful retreat 4BR Waikoloa beach
About this spaceWelcome to our exquisite residence in Ainamalu, the "Peaceful Land" of Hawaii.1. Surrounded by majestic mountains and the ocean, our home offers a serene and captivating backdrop.2. Accommodates up to eight guests, perfect for families or groups of...
Hali'i Kai 6D Luxury Condo-Ocean & Golf View!
Elegantly furnished Condo with Ocean Views from every room located on the Waikoloa Beach Golf Course! Walk to Waikoloa Hilton (restaurants, shops), Island Gourmet Market (grocery store), or to 'A' Bay beach. Truly a paradise location! Our 2 bedroom, 2 bathroom Hawaiian...
Newly renovated ground-floor oceanfront condo
Noelani 104 is a 1-bedroom, 1-bathroom condo featuring such as panoramic ocean views, a remodeled kitchen, and a washer/dryer. The condo can accommodate up to 4 guests with a Queen-size bed in the bedroom and a queen sleeper sofa in the living space. The spacious main...
Oahu Family cabin_Oceanview and Beach Fun
★Pool with Ocean View★: Community center pool where kids can play and adults can chill.★Mountain View★: Discover a peaceful escape with stunning vistas.★Beach 5 Min★: A sandy beach just 5 minutes away, perfect for family fun and relaxation.★Golf★: Enjoy...
Maui Resort Rentals: Luana Garden Villas 9C – Modern 3BR Villa at Kaanapali’s Newest Luxury Residences!
This luxurious brand-new 3Bedroom/3Bath residence is conveniently set within Enclave Two of the Luana Garden Villas. Villa 9C's north-facing orientation offers a Shady respite from West Maui's legendary endless sun and its designation within our "Elevated" collection at...
BEAUTIFUL LUXURY AIR-CONDITIONED APARTMENT, PRINCEVILLE KAUAI,HAWAII
Enjoy the very best of Kauai from the comfort & convenience of this upgraded private retreat! Perfectly situated in Princeville just minutes from Hanalei and some of the world's most iconic beaches & surf spots. Step outside to enjoy warm trade wind breezes, relax...
Ocean View-Upfront #277 Dolphin Bldg, Kaanapali Beach
********* Come relax and unwind at the Maui Kaanapali Villas in the 2-story Dolphin Building. Condo 277 has beautiful views from the private covered lanai of the ocean, swimming pool and west Maui mountains.Kaanapali Beach is superb for walking, swimming, snorkeling,...
Spectacular Oceanfront Luxury- Between Kam1 & Kam2 Beaches - Royal Mauian #511n
Royal Mauian #511 – Upgraded Oceanfront ComfortRoyal Mauian #511 offers a beautifully upgraded retreat in one of South Kihei’s most desirable oceanfront properties. This two-bedroom, two-bathroom condo combines modern design, stylish finishes, and the comforts of...
SPECTACULAR VIEW LE PENTHOUSE 513B Luxury KING Bed OCEAN FRONT UPSCALE REMODEL
'LE PENTHOUSE' - BREATHTAKING VIEW- WHY STAY IN A CONDO...WHEN YOU CAN STAY IN LE PENTHOUSE! READ OUR REVIEWS, STAY IN UPSCALE WAILEA STYLE SURROUNDINGS! TRAVEL IN STYLE - EXPERIENCE OUR LUXURY PENTHOUSE OASIS! THIS 1 BED, 2 BATH HAS BEEN EXQUISITELY RENOVATED. ONE OF...
Top Floor Retreat w/Mtn Views & Beach Access, 1537
Located on the top floor, this stunning, air-conditioned retreat offers the ultimate in luxury. With no stairs to navigate and steps from parking, you'll enjoy effortless access to your private oasis, complete with breathtaking views. No matter your vacation needs, this...
Konea 1019: Rare Honua Kai Penthouse with Panoramic Ocean Views & Private BBQ
Discover the epitome of luxury and privacy at Konea 1019, a stunning 3-bedroom, 3.5-bathroom penthouse and the only one of its kind at Honua Kai Resort. This exclusive top-floor Royal Penthouse Suite offers unmatched panoramic ocean views, a private outdoor gas BBQ, and...
Hale Kunu | Stunning Views
Summary:Say aloha to your Big Island vacation rental! Hale Kunu is nestled in the oceanfront condo complex White Sands Village, located in the gorgeous town of Kailua-Kona. Maximum occupancy strictly enforced in accordance with local ordinances.The Space:Guests will...
Keauhou Lani: Luxury 4BR Keauhou Estates Ocean View Home
Welcome to Keauhou Lani, an exquisite private residence located in the desirable gated community of Keauhou Estates.Step into the grand entry of Keauhou Lani's 4 bedroom, 3.5 bathrooms, 4,750 sq. ft. home plus, 1,700 sq. ft. covered lanai complete with views of Keauhou...
Hale Lewa ~ Newer Home ~ Ocean Views ~ 30 Day Rent
Summary:Nicely Appointed Modern Home - Ocean ViewThe Space:Hale Lewa is a 30 day minimum rental.Serving as a 3 bedroom, 3 bathroom sanctuary atop a hill with beautiful ocean views, Hale Lewa is a great base to enjoy the Kohala Coast of the Big Island. The spacious open...
Kaanapali Shores 318 - SUPER CLEAN! OCEANVIEW 1BD / 1BA
Aloha and Welcome to Ka'anapali Shores #318. This unit is disinfected and deep cleaned after every guest! Not only am I the owner of this unit, I am the cleaner too - so I have complete control to ensure it is CLEAN for your stay. Kaanapali Shores is a hotel zone...
There is NO PLACE like Wailea especially in a two-storey townhouse! Enjoy!
WELCOME TO OUR HAWAIIAN RETREAT in Wailea!We purchased our second property in Wailea - November 2019. Enjoy your getaway at our new home-away from home! We spent the 2019 holiday season buying new furniture for EVERY room, decorating, cleaning and repairing this...
Hawaii Life - A/C and Steps to the Beach
Kauai's North Shore has been a frequent backdrop for countless movies due to its incredibly lush beauty and phenomenal beaches. Nestled within this gorgeous, pristine expanse, lies Haena Kai. Set back just thirty paces from a soft, deserted, coral sand beach, this...
Beach Chic Condo with Huge Ocean Views, Walkable to Beach, Shops & Dining
Address for this Condo: 2385 S. Kihei Rd #403, Kihei HI 96753 Condo Name: Kamaole Beach Royale***Professionally Cleaned Condo, No-Contact Check-In/Check Out*** Welcome to Kamaole Beach Royale #403, located in the heart of Kihei, Maui!. Enjoy a spectacular views of the...
Off the Beaten Track On the Island of Hawai`i!
Named for the spring on the land, Waiola (Water of Life) is a romantic hideaway, a peaceful retreat, an artist's getaway or a perfect stay-cation. Stone walls, taro lo`i (the garden plot that taro was grown in), a trail, and a stone house site from ka wā kahiko...
🏖️Ocean View | Golf | Sunset | Pool | vrKCV
vrKCV - Hali'i Kai 10E, Professionally Managed by Kona Coast VacationsWelcome to Villa 10E – Ocean, Golf & Sunset Views at Hali'i KaiStep into the luxury and tranquility of Villa 10E, a recently remodeled ground-floor unit at Hali'i Kai, where the signature hole of...
Beautiful & Spacious upstairs Apt in Poipu Beach Estates! One Bedroom with A/C!
This beautiful upstairs 1 bedroom Ohana is located in Poipu Beach Estates just minutes from all sunny Poipu has to offer. A perfect retreat for a couple looking to find a comfortable place to stay in a charming setting. The bedroom has a Queen bed and brand new Air...
Suite on North Shore property. Walk to beach & town!
The Ho'okipa Surf Suite is located on the rear part of a private ocean front property on the North Shore of beautiful Maui. We are less than 5 minutes from world class surf breaks, kite and wind surfing beaches. The rental contains 1 bedroom, 1 bathroom, living area &...
Oceanfront Bliss at Hale Kamaole 215 - Your Perfect Maui Retreat Awaits!
HALE KAMAOLE, #215Escape to paradise at Hale Kamaole #215, a well-appointed 1-bedroom, 1-bathroom condo located directly across from Kamaole Beach Park III in sunny South Kihei. This second-floor unit offers garden and partial ocean views, updated interiors, and a...
Jewel Of Sunset Point <br>at world famous Sunset Beach
A Kaimaina home that is nestled on a quiet dead end street in the coveted neighborhood of Sunset Point. This one of a kind home has been in our family for over 70 years. Remodeled and completely refurbished, this is “country living” at its best. This two bedroom one...
Luxury Contemporary Remodeled Beachfront Condo. Hotel zoned -not Minatoya list!
This condo is legally zoned as a hotel, not a residence or apartment (not on the Minatoya list). Given all the confusion and controversy surrounding the Maui fires, this condo is not earmarked to become a long term rental. It is a vacation rental, so please come and...
Renovated-Stunning Direct Oceanfront Top Floor Penthouse in Kona with AC!
What better way to enjoy Hawaii than having an unobstructed 180 degree view of the Pacific Ocean?This recently renovated, oceanfront penthouse is located in Kona at the Kona Bali Kai complex. Watch surfers cutting through the waves, turtles gliding in the shallows or...
Wailea Ekahi Village 34E - 1 Bedroom Ocean View Condo
Wailea Ekahi Village 12E is a delight to the senses. A vibrant row of Bougainvillea and the sweet smell of plumeria welcome you to this picture-perfect Maui vacation rental in the heart of Wailea. Once inside Wailea Ekahi 12E, you will be immediately drawn to the...
Wailea Elua Village 1704 - 2 Bedroom Oceanfront Condo
Wailea Elua 1704 is a stunning oceanfront vacation rental located a short stroll from one of the top snorkeling beaches on Maui. This spacious two-bedroom, two-bathroom corner unit spans approximately 1,600 square feet and comfortably accommodates up to six guests,...
Prime Location, Budget Friendly Kahalu'u Bay Getaway
You'll love the location and the views from the lanai. You can enjoy sunrises and sunsets, depending on the time of year, as well as water views year round. Situated steps (160 m to be exact) from Kahalu'u Bay, which has one of the best snorkelling beaches in Hawaii on...
Luxury Estate with Panoramic Honolulu views. Steam room, Sauna, Spa, Heated Pool
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...
Maui Resort Rentals: Kaanapali Ali'i 362 - Elegantly Remodeled 6th Floor 2BR w/ Ocean AND Mountain Views!
This incredible listing was recently remodeled and boasts gorgeous views of both the tranquil blue Pacific Ocean AND the lush West Maui Mountains.The elegant remodel was completed in 2017 and only the finest materials were used. From top to bottom, no expense was spared...
Maui Wailea Escape 2 Bedroom, 2.5 Bath Condo #23A - View, Pools, Walk to Beach
Sun, fun and the Hawaiian Island lifestyle is waiting for you! Our townhouse is located in the beautiful beach front property of Ekahi Village. Explore the winding pathways through Ekahi's lush gardens spanning over 34 acres. Take a stroll down the hillside and you'll...
Kona Plaza 301, Ocean Views and Renovated
Kona Plaza 301! Your Ideal Hawaiian Getaway! Welcome to Kona Plaza 301, where modern comfort meets tropical paradise! This beautifully updated condo features brand new floors and is designed to provide you with a relaxing retreat during your stay in the heart of...
🐬Georgeous 5-STAR Wailea Retreat!🏝Tranquil Corner unit, Top tier Upgrades🌈
Wailea Grand Champions Villas -- Condo #188Aloha!You are coming to Maui for your Dream vacation---Why not stay in a Tranquil, spacious condo full of High-end amenities while enjoying the island? We welcome you to share our well-loved Maui paradise in stunning Wailea!...
Cleaning fee waived!! 5 mins to the Beach/ OCEAN+Mt View. Centrally located
For limited time only 5% monthly discount.Early check in 10:00am and late check out 3:00pm at no additional charge. Breathtaking ocean and diamond head view right from the 32nd floor, features a spacious 1100 square feet with central AC and an open concept living area...
Studio Suite at Waikiki Marina Resort at the Ilikai
Come enjoy this beautiful Waikiki resort! Now reopened!COVID Update: Enhanced cleaning measures are in effect. Some amenities are open with access limitations.• Must provide resort with negative covid tests taken within 72 hours of arrival (for all people staying...
100% OCEAN VIEWS FROM ALL ROOMS, Cancellation June Special!!, Hokulani #525
**Book any stay for 7 nights or more and receive 10% off at instant booking**We offer an owner-managed luxury condo with a personal touch. Avoid the hassles typically associated with third-party property managers. Walk from the front door to one of the world's best...
New! Poipu Kapili, Sweeping Ocean & Fully Updated w/ Newly Installed Central AC
Just renovated! Enjoy ocean waves and sweeping views of the Pacific in this stunning Hawaiian style townhome in Poipu Beach, Kauai. Creature comforts: Newly Installed central air for a good nights sleep; do not lie awake to the sound of portable ACs that are at the...
BBQ Grill on the lanai and Beach Gear Included! Waikoloa Beach Villas G1
This vacation rental is professionally managed by ResorticaHawaiiWaikoloa Beach Villas G1Please scroll down for detailed informationBedding Configuration:Master Bedroom: King BedGuest Bedroom Upstairs: One Queen BedGuest Bedroom Downstairs: One Queen BedAmenities:Beach...
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...