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.
Beach access shops & dining with A/C Centrally located family friendly. End unit
AIR CONDITIONING. 2 bedrooms/Den with New comfortable king-size beds, featuring private sliding doors. 1 bath. The 3rd-floor corner condo offers more privacy than the others. No elevator. easily accommodates up to 4 or 5 people. Fully equipped kitchen (microwave, coffee...
Kihei Surfside 403 - Your Front-Row Seat to Maui’s Stunning Oceanviews
Kihei Surfside #403 – Oceanfront Serenity with Sweeping Views and Island ComfortWelcome to Kihei Surfside #403, a well-appointed 1-bedroom, 1.5-bathroom condo offering stunning 180-degree views of the Pacific Ocean. Located in one of South Kihei’s most iconic oceanfront...
Ocean front! Large Lanai. End unit.
Why not fill your waking moments with fresh trade winds fragrant with salty air and the lulling crash of steady ocean waves? Why not enjoy a fresh cup of Kona or Ka’u coffee on the lanai as birds greet the morning, or lounge in the evening surrounded by painted sunsets...
Oceanfront Bliss at Sugar Beach #409 - Stunning Views and Modern Comforts!
Sugar Beach Resort #409 – Your Luxurious Maui GetawayWelcome to Sugar Beach Resort #409, a beautifully upgraded one-bedroom, one-bathroom oceanview condo on the fourth floor. With modern touches, ocean breezes, and stunning views from your private lanai, this condo is...
Ocean-view condo with high-speed WiFi, mountain views, & loft
Mahina Surf 227Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Take in the lovely view of the ocean from your own private, furnished balcony - or enjoy it from the comfortably...
Ilikai 527 Ocean / Sunset / Marina Views Q Bed, Sofa Bed
OCEAN 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.The iconic Ilikai Suites are located at the gateway...
Island Style Living At It's Finest-Kaha Lani
Kaha Lani unit #324: A blend of curated local artwork and light rattan creates a mood for relaxation. The wide-open living room offers guests plenty of space to unwind and socialize with tasteful upholstered furniture including a sofa/pull-out bed and lounge chair. For...
Stay Longer, Save More at Palms at Wailea 1405
Escape to paradise in our luxurious ocean-view condo at the Palms at Wailea. Enjoy stunning sunsets, resort amenities, and the perfect Maui getaway with our special offer. Make lasting memories with an extended stay - book five nights and receive your sixth night...
Hale Kamaole Condo w/ Shared Pool, Shared Outdoor Pool - Near Everything
Hale Kamaole 232Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Hale Kamaole is a South Maui condominium complex located across the street from Kamaole Beach Park III, one of the...
Corner Unit with Mountain View, Full Kitchen, AC, FREE Wi-Fi and Parking!
Four Paddle #1401 – 2140 Kuhio Ave(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)City lights sparkle at night from the cool side of one of Waikiki's premier condominiums with stunning Ko'olau Mountain and Ala Wai Canal views. This well-equipped...
Turtle Bay 1br/1 bath condo - Kuilima Estates West
NUC #: 90/TVU-0268 - TMK 5-7-001:029-0195 or 57001029 - TAX IDs: TA-213-950-4640-01 & GE-213-950-4640-01Turtle Bay 1br/1 bath condo. Just relisted after a 2 year hiatus. Tile floors throughout, full size futon, 42” HD TV, Roku, wifi. Adequate sized living room, kitchen,...
Remodeled Oceanfront Condo w/Easy Beach Access, Private W/D, Shared Pool & Grill
Menehune Shores 116Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'You'll love coming home to this incredible ground-floor condo. Then again, why would you leave? Every morning, you...
Deluxe studio with kitchenette, furnished lanai, pool, & hot tub
Island Colony 4218Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Find yourself in paradise at this family-friendly, deluxe studio by the water complete with a furnished lanai and...
1000 Feet to the 🏝
This suite offers tons of natural light with airy vaulted ceilings along with a beautiful garden view. The property is an oasis of tropical trees and garden, no less than 28 Plumeria trees. The home will only be occupied by you and your guest this is a stand alone...
Golf Swim and Surf Waikoloa Village
, this cute, condo 2/2, is centrally located on the big island. The waikoloa village golf course surrounds the complex on three sides, and is a favorite of local golfers, who consider it one of the west hawaii's best-kept secrets-low green fees that make it a superb...
1Br Princeville Sands Condo with Pool and Hot Tub (137-A)
Are you looking for a updated condo in Princeville for your vacation? If so... You have arrived! This wonderful 1 bedroom 1 bath condominium has it all. Pride of ownership exudes here. The bedroom has a queen size bed and bathroom. This condo boasts an amazing lanai,...
Refreshed unit at this Perfect Island Getaway With Ocean Views & Pool!
Welcome to your perfect island escape—where sweeping 180-degree views of Kaua‘i’s stunning North Shore coastline set the tone for a truly unforgettable stay. Perched on the second floor, this peaceful retreat offers unobstructed views of the deep blue Pacific, framed by...
Special Rate! Maui Kamaole D103! Ground floor condo! Garden Retreat!
Maui Kamaole D103 provides an exceptional Hawaiian retreat! This ground floor, 1bedroom condo comfortably accommodates four. Enjoy the large private lanai and garden area!Take in the charm of this condo. Open and inviting living area offers the perfect setting to relax...
🍍Oceanfront Condo & Walking Distance to Beach and Town! 🏖 - Hale Kona Kai 207
Real and Total oceanfront condo with a lanai (balcony) that almost hangs over the beach. See the ponds below where the turtles and the eels want to come and feed. Let the sounds of the sea make you sleep after a day of sightseeing or relaxation; all bedrooms and living...
Summer Specials Plantation Hale D2 "The Palm Shade Stay" – Newly Renovated with AC
Welcome to The Palm Shade Stay, your breezy home base on Kauai's lush Coconut Coast. Nestled among swaying palms at Plantation Hale, this freshly updated ground-floor condo features brand-new furnishings, fresh paint throughout, and a newly renovated bathroom—bringing...
Affordable, Near Kaanapali Beach and Whaler's Village - Maui Eldorado #K105 - Quam Properties
Maui Eldorado Resort is located in the heart of Kaanapali on the golf course. Easy walk or free shuttle to private beach cabana for Eldorado guests only. Whalers Village is also within walking distance with world-class shopping and restaurants. This spacious 1 bedroom 2...
Wyndham Waikiki Beach Walk|2BR/2BA King Balc Suite
Summary:This tropical escape boasts an impressive 7.7 acres of on-site fun. The family-friendly resort is only a block from popular Waikiki Beach and serves up a game room, children’s activities, and an outdoor pool.We understand the importance of an ocean view for your...
3BR on the ocean in Sunny Poipu + Athletic Club
Poipu Shores is Kauai's premier oceanfront complex with unparalleled shoreline views. Enjoy whale watching and searching for sea turtles from your private lanai or bask in the sun by the oceanfront swimming pool.Unit 301-B is a newly renovated 3 bedroom, 2 bath family...
Updated tropical condo with great location, pool access, and central AC
Bamboo Bungalow at Napili RidgeOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Come home to this beautiful, ground-floor Maui bungalow where you'll find a refreshingly updated living...
Kauhale Makai 535 | Surf, Snorkel, Kayak and More!
When you stay at Kauhale Makai 535, you'll see firsthand why Kihei was once so popular with Hawaiian royalty! This 2 bedroom, 2 bathroom Maui retreat can accomodate up to 4 guests making it perfect for any island escape!Sleek and stylish, Kauhale Makai 535‘s living area...
Alii Villas#304 Nicely Appointed Top Floor Condo with Garden & Ocean Views
Alii Villas, Unit#304 is a fantastic option for your Hawaiian Adventures. Discover your perfect island retreat in this charming top floor garden view condo nestled in the heart of Alii Drive. With lush tropical landscapes right outside your window and serene, peek-a-boo...
Spacious 2 Bedroom Condo - Kaanapali Plantation 52
Begin the day with ocean views in a tropical garden setting from Ka'anapali's North Course across the street from North Ka'anapali Beach. This space has 2 bedrooms, and 2 bathrooms, both bedrooms feature comfy king-size beds. Perfect for 2 couples or a family of 4. This...
PRICE Drop!!!True Oceanview Waikiki Studio B
Enjoy paradise views on the 30th floor (3002-B, E Komo Mai) in beautiful Waikiki beach. This studio condo is situated close to Convention Center, restaurants, family-friendly activities, the Ocean (minutes), and nightlife. out over the magnificent Ocean and Fort DeRussy...
Plantation Hale J11 | Condo in Kapaa with Central AC, Pool & Hot tub
Plantation Hale J11Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to Your Kapa’a Getaway at Plantation Hale! Wake up to stunning mountain views, soak in the Hawaiian sun by...
Top-level condo with pools, hot tub, grill, W/D - close to beach access
Maui Kamaole D207Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Luxury and privacy meet at this Kihei Condo, located in the condo resort known as Maui Kamaole®, and just minutes...
Honoli'i Oceanfront Hale
Welcome to your dream vacation home in Honolii, Hawaii! This charming 1950s A-frame retreat is nestled right on the oceanfront, offering breathtaking views of the Pacific Ocean. With three bedrooms and two and a half bathrooms, this spacious getaway provides the perfect...
NEW LISTING 3 PENTHOUSES, 2 SideBySide Spectacular Ocean Beach Front 6 Bed 6 Ba
Now with Air Conditioning! Yes we now have Daikin AC systems in each Bedroom, and Living room. New Listing, other listing 5 Stars all the time. Spectacular Ocean Beach Front Maui Penthouses 6 Bedrooms 6 Baths. Our MauiPenthouses are the Ultimate Maui Vacation Rental....
Beachfront Condo in Punaluu. Updated! Clean beaches to walk/swim! Escape Crowds!
Escape the crowed city, and come enjoy some time in the country. Relax in our updated island style condo in the iconic Pat's at Punaluu beachfront residence. This tastefully decorated unit has been fully outfitted with most everything you could possibly need, including...
Kahana Sunset A6 - Direct Oceanfront Great Rates For Winter 2024 - Magical Maui Sunsets!
Kahana Sunset Resort is the only beachfront resort situated on the secluded, sandy beach of Keoni Nu'i Bay with magnificent views of Lanai and Molokai. This direct oceanfront 2 bedroom 2.5 bath, is spacious two story condominium. Spend the day relaxing in the sun and...
Peaceful Top-Floor Condo w/ Unbeatable Views & Plenty of Island Charm
Located in the heart of Kauai's North Shore, Sealodge D7 offers a little bit of everything you need for the perfect family getaway: peace and privacy thanks to the top-floor location, unbeatable island ambiance thanks to the beautiful landscape and incredible ocean...
Beautiful, Spacious, Garden View Studio with Kitchenette. Wir Sprechen Deutsch.
This lovely, tiled, spacious (300 sq. ft.) studio with large covered lanai and tropical garden view is one of several studios in our Guest House. Wake up in the morning to birds singing and pick papayas from your lanai. Our studio has a comfortable queen bed, sleeper...
Serene Ocean View Retreat in Keauhou Palena
Welcome to your ideal getaway at our cozy ocean view condo in Keauhou Palena! Nestled on the serene 16th fairway of the prestigious Kona Country Club, this ground floor unit is perfect for those looking to relax and unwind.This charming 2-bedroom, 2-bath condo offers a...
Condo with golf views, pool & hot tub
Summary:Views, On Golf Course, New Flooring & AppliancesThe Space:Welcome to your tropical retreat in Waikoloa Beach Resort - a peaceful escape surrounded by palm trees, golf views & resort comforts:- Sleeps 4 | 2 bedrooms | 3 beds | 2.5 baths- Heated pool, hot tub &...
Tropical downtown suite w/private hot tub & gazebo, washer & dryer, patio
Kailua View Estates -HoeneOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'A serene paradise located just two minutes from downtown, this thoughtfully upgraded five-bedroom, five-bath...
Luxury Studio With Amazing Ocean And Night View!
Luxury Studio with Amazing Ocean View and Sparkling Night View from 29th floor on Kuhio Avenue!!Enjoy a luxurious studio at Aston Pacific Monarch. Great location! Only 5minutes from the world famous Waikiki Beach, restaurant, and shops.Spacious apartment-style...
Kona Reef B32: Oceanfront Condo w/ Pool, Lanai, New AC, Beach Access & Prime Ali
Welcome to Kona Reef B32, a beautifully appointed one-bedroom, one-and-a-half-bath ocean-view condo along scenic Ali‘i Drive in Kailua-Kona, Hawai‘i. With 630 square feet of well-designed living space, this top-floor retreat pairs modern comfort with tropical...
Single-Story Shores Golf Villa 19 - 3 Ensuite & Loft
Summary:Maximum occupancy is strictly enforced in accordance with local ordinances.The Space:Shores at Waikoloa Golf Villa 19, located along side Golf Villa 20- are the only single-story standalone condominiums in all of Waikoloa Beach Resort that are available as a...
Hale Kauka ~ House of the Artist - Kuilima Estates East
Welcome to Hale Kauka, an exquisite Artist's Retreat nestled on the prestigious Fazio Golf Course at The Ritz-Carlton, Turtle Bay. This enchanting one-bedroom, two-bathroom haven offers a serene escape for up to four guests. The master bedroom features a plush king bed,...
Toast Paradise! Ocean View Suite w/Kitchen, Washer/Dryer – Waikīkī Shore #1202
This ultra spacious deluxe two-bedroom two-bathroom suite offers expansive views of the Pacific Ocean from your furnished lanai. From the moment you step inside you’ll feel like you’re in paradise. Enjoy a full-size kitchen with white wooden cabinetry, stainless steel...
Updated waterfront condo with ocean views, heated pool, & private lanai
Poipu Shores 403AOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Experience heaven on earth at this renovated oceanfront condo. Enjoy million-dollar ocean views from the large lanai...
LOOK! Kai Cottage coastal getaway in Pauka'a!
Kai Cottage in the quiet Pauka'a neighborhood a few minutes drive north of downtown Hilo is the perfect vacation spot for exploring Hilo, Volcano and the eastern coast of Hawaii Island. This plantation era cottage, built in 1966, is designed to take advantage of coastal...
29th floor studio with two full size beds
29th floor studio with 2 full beds, AC, small kitchenette. Panoramic windows and a balcony, right next to the Ala Moana Shopping center, beach. Enjoy Mountain and ocean views.The studio has everything you might need for a convenient like home stay :)A kitchenette to...
A piece of paradise located in the heart of South Kihei.
This 1 bed, 1 bath condo located in Kihei Alii Kai is a meticulously designed living space that offers both comfort and convenience. Located in the beautiful area of Kihei, this condo provides a peaceful and relaxing environment.As you step inside, you'll be greeted by...
Kauhale Makai 506 | Stunning Ocean Views!
xperience the magic of Maui at Kauhale Makai 506, located in a premier oceanfront condo complex in the heart of Kihei, Hawaii. This elegant one-bedroom retreat offers the quintessential Hawaiian haven for up to four guests, blending resort-style luxury with the...
Maui Vista #1323: 1 Br, Walk to Kamaole Beach Park I (Charlie Young)
This one-bedroom condo can accommodate up to four people with a queen bed in the bedroom and a pull-out sofa bed in the living room. The fully equipped kitchen is perfect for preparing meals to dine-in or to take with you while on the go. The living area is an open...