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.
DISCOUNTED RATES! Brand New - Completely Remodeled, steps from the beach.
This gorgeous unit was remodeled in 2020 and professionally designed with the most modern amenities. It features a King bed in the bedroom as well as a pull out cabinet Queen sleeper and Queen couch sleeper, each with memory foam mattresses. You will find all the modern...
🏖️Ground Floor | Gorgeous View of Mauna Kea | Concierge Included | vrKCV
vrKCV - Golf Villas at Mauna Lani A2, Professionally Managed by Kona Coast VacationsWelcome to Your Tranquil Golf Retreat on the Big IslandNestled within the exclusive Golf Villas at Mauna Lani Resort, this stunning ground-floor condo is the perfect blend of comfort and...
2 Bedroom Penthouse and Amazing Ocean Views!
Enjoy a top floor penthouse villa, directly overlooking the ocean and newly renovated pool at the Mauna Lani Terrace! Building "H" is one of the most requested and boasts a location directly on the seafront, nestled between the luxurious Auberge Hotel and the private...
Nicely Updated-Sleeps 8-WELL Equipped-Ac-Meticulous Cleaning
Book with confidence, this stunning, 3 bedroom, 2 bathroom spacious condo that has been nicely updated. This condo is managed by PMI Maui, a local Real Estate Brokerage that specializes in vacation rentals. We are located within a mile of the resort and available 24/7...
Luxury Mauna Lani Home, Family Friendly, Golf, Private Beach Club, Walk to Shops
Deluxe Two-story Town House with Lanai Partial Ocean View, Triple Suites and Garage.We invite you and your loved ones to experience the vacation of a lifetime in our elegant yet comfortable island home. The Big Island of Hawaii is a magical place. You will fall in love...
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...
Emmalani Oasis - Luxe Designer Home with stunning Mountain Views
Welcome to Emmalani Oasis, a beautiful, professionally designed, luxurious home located in the prestigious community of Princeville. Centrally located, Emmalani Oasis is close to the Princeville Park, Shops, Restaurants, Princeville Shopping Center and a quick drive to...
Posh & Lavish... 2 ADJOINING SUITES... Direct Ocean Views
*************************************************************************************ALL ADULT GUESTS IN YOUR PARTY MUST AGREE TO SEND PHOTO ID AFTER BOOKING CONFIRMATION AND BEFORE ARRIVAL &...
Hale Terra 3br 2.5ba Beautiful Nihilani Condo, Central AC, Pool, Hot Tub
Escape to Hale Terra, a modern surf shack nestled in the heart of Princeville. This luxurious, beautifully furnished, 2-story Nihilani townhome offers a tranquil retreat just steps from the pool and BBQ area.Our 3-bedroom, 2.5-bathroom townhome features hardwood floors,...
Beautifully remodeled 2 Bd, 2 Bath Condo, short walk to the Beach
This spacious two bedroom, two full bath condo is located in the perfectly manicured, lush landscape of Kihei Garden Estates. The fully remodeled, 850 sq ft top floor unit, has an open floor plan and a lanai with a table and four chairs that overlooks the pool and...
Hualalai Palm Villa 126A - Perfect location along the15th Fairway!
This well appointed Palm Villa rental, at the Four Seasons Resort Hualalai, overlooks the 15th Fairway of the beautiful Jack Nicklaus Signature golf course. Sweeping ocean views beyond the golf course combined with the Villa's casual elegance make this the ideal private...
🌴 Ocean Front * Premium Luxury Condo * Mahana Kaanapali 🌴
Upon entering this west Maui condo, you are stopped in your tracks. You can hardly believe what you are seeing.First, there is the view. Eight-foot-high and stretching along the entire ocean-facing front of the unit, the floor-to-ceiling windows are filled with a...
Aqua Aloha Surf Waikiki 305 Moderate Studio with Partial City Views, Sleeps 2
Aqua Aloha Surf Waikiki 305 Moderate Studio with Partial City Views located just 2 Blocks to Waikiki Beach, (1) Full/double bed, Sleeps 2, 175 Sq FtAqua Aloha Surf Waikiki brimming with island personality offers a range of accommodations that are perfect for couples and...
Aqua Aloha Surf Waikiki 304 Moderate Studio with Partial City Views, Sleeps 2
Aqua Aloha Surf Waikiki #304 Moderate Studio with Partial City Views located just 2 Blocks to Waikiki Beach, (1) Full/double bed, Sleeps 2, 183 Sq FtAqua Aloha Surf Waikiki brimming with island personality offers a range of accommodations that are perfect for couples...
Aqua Aloha Surf Waikiki 211 Moderate Studio with Partial City Views, Sleeps 2
Aqua Aloha Surf Waikiki 211 Moderate Studio with Partial City Views located just 2 Blocks to Waikiki Beach, (2) Twin beds, Sleeps 2, 222 Sq FtAqua Aloha Surf Waikiki brimming with island personality offers a range of accommodations that are perfect for couples and solo...
Aqua Aloha Surf Waikiki 1401 Deluxe Studio with Lanai and Partial City Views
Aqua Aloha Surf Waikiki 1401 Deluxe Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) Full/double bed, (1) Twin bed, (1) Queen sofa sleeper, sleeps 4, 360 St FtAqua Aloha Surf Waikiki brimming with island personality offers a range of...
Aqua Aloha Surf Waikiki 1113 Moderate Studio with Partial City Views
Aqua Aloha Surf Waikiki #1113 Moderate Studio with Partial City Views located just 2 Blocks to Waikiki Beach, (1) Queen bed, Sleeps 2, 223 Sq FtAqua Aloha Surf Waikiki offers a range of accommodations that are perfect for couples and solo travelers. On-site amenities...
Maui Resort Rentals: Honua Kai Konea 406 - Extra Large One Bedroom Den, Partial Ocean and West Maui Mountain Views!
Konea 406 is an expansive one-bedroom suite boasting views of what West Maui is most famous for, the blue Pacific Ocean and the lush West Maui Mountains.An additional den area offers fantastic value unique to this class of suites at Honua Kai.When it's time to rest, the...
Breathtaking taking ocean views! Kapalua Bay Villa #34B4! Quam Properties
Nestled in the heart of Maui's prestigious Kapalua Resort, Kapalua Bay Villa 34B4 offers the perfect blend of tranquility, luxury, and convenience. Surrounded by lush tropical landscapes and perched above the sparkling Pacific, this one-bedroom, one-bathroom villa...
Wailea Elua 1308 - Direct Beachfront Luxury Condo in the Heart of Wailea, Maui
Introducing: Wailea Elua 1308. Offering a front row beachfront location, this immaculately maintained unit features unobstructed ocean view corridors, privacy, convenient access to the Wailea Beach Path, and one of the world’s best beaches as the front yard. Extensively...
Breathtaking ocean views!! Steps to the beach!! Recently remodeled!!
Our Hale Kai O Kihei (‘ha-lay-ky o ‘kee-hay) condo offers breathtaking ocean views. On the private lanai, you can enjoy the tranquil sounds of the ocean and view the amazing year-round sunsets. There are also miles of sandy, un-crowded beach directly in front of the...
Kolea 6D ~ Ocean View Garden Home
Welcome to Kolea 6D ~$100 Lava Lava Beach Gift Card Emailed to you on Arrival!This 3 bedroom, 3 bathroom condo has a prime location just steps from the Kolea Beach Club and Anaehoomalu Bay. Kolea 6D offers convenience and ease of access to a large 3 bedroom home. It is...
THE GRAND ISLANDER BY HGVC, 2br Premier Ocean View Condo
This 2-Bedroom, 2-Bathroom partial ocean view Suite with lanai features a primary bedroom with a king-size bed and a 55-inch flat-panel Smart TV. The spa-inspired primary bathroom includes a sleek shower, a deep soaking bathtub, a private water closet with a TOTO...
Oceanfront Condo with A/C, 10 Steps to the Ocean, Ground Floor, Kuhio Shores 112
Kuhio Shores 112 is a quiet, private oceanfront air conditioned condo that is 10 steps from the water’s edge. No need to deal with stairs or elevators; simply walk out the sliding glass door, and enjoy the ocean’s majesty! The first-floor location allows easy access to...
Golf Course Serenity at Turtle Bay, near beach
Escape to our serene, ground-floor condo nestled along the scenic Turtle Bay Golf Course. With captivating views and a prime location near Turtle Bay Resort, beaches, and dining, it`s the perfect retreat for couples, adventurers, and business travelers alike.Split...
Kahalu’u Surf and Snorkel Beachfront Paradise, with Hot Tub
Incredible views of the bay and surfers! Modern house(built 2014) with A/C, across the street from Kahalu’u Beach. This is the BEST snorkeling and surfing in Kona. Surfboards,The Kona Trolley stop, and food trucks are steps away. The house has a hot tub, 4 bedrooms, one...
Hale Kainani #6 E Komo Mai: Secluded Luxury Home w/ Pool, Spa, AC & Ocean Views
Welcome to Hale Kainani #6, an exquisite island sanctuary nestled within the exclusive Kukuiʻula Resort community on Kauai’s sunny south shore. This newly built luxury retreat captures the essence of Hawaiian living, where sophistication meets serenity. Surrounded by...
April/May Fill-In Sale! $398/nt!
Welcome to Hale Maluhia (House of Peace), Your Island Oasis at Mauna Lani ResortEscape to Hale Maluhia, where you’ll experience the true essence of Hawaiian hospitality and the serenity of island living. Nestled within the lush, gated Mauna Lani Resort, this beautifully...
Ko Olina Beach Vacation Home
Luxurious three bedroom Ko Olina Resort villa located in west Oahu. Enjoy the calm ocean lagoons. In short walking distance to Four Seasons, Marriott Beach Club, Ko Olina Golf and Ko Olina center (restaurants & shops).State of Hawaii requires us to collect 17.75% tax on...
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...
Coastal Living Celebrated-North Shore Beach House
**Please contact for availability!Experience the ideal North Shore lifestyle in this architecturally renowned Hawaiian beachfront cottage. Here you will find the perfect Island getaway for couples or small families looking for privacy, modern comfort, and direct beach...
Beautiful Oceanfront Kona Reef Resort Private Top Floor Condo A33, AC throughout
We are the proud owners of this beautiful vacation home and we are excited to share this slice of Paradise with you! We are experienced Superhosts and Premier Partners and we have worked hard to make sure you will have the most comfortable stay ever!We have updated this...
OCEANFRONT DUPLEX, with POOL, SAUNA and steps from BEACH
Very unique property—like staying at a private resort, this listing is for TWO units on the same property with separate entrances. Located within minutes from downtown HIlo in a very quiet neighborhood, a short walk to a surfing beach and swimming river park… it’s...
New Modern Studio in Waikoloa Beach Resort- Close to White sand Beaches!
Perfectly located in Waikoloa Beach Resort - Big Island! Close to all the best beaches on the Kohala Coast! Away from crowds...very serene and quiet.This new and spacious 1 bedroom studio (sleeps 2) is located within a new luxury home subdivision called "Ainamalu" in...
Relax and Rejuvenate in the Heart of Kona. Minutes walk to town!
Condominium pool will be closed all of October due to renovations. BBQ’s will be open. Simple 1 bedroom/2 bathroom condo for rent. Sleeps two comfortably but can sleep four. Unit is fully furnished, with two lanai's, washer/dryer, television, Wi-Fi, and 1 garage space...
Alii Cove G3 Beautiful Ground Floor Spacious 2 Bedroom with AC
Alii Cove#G-3 is an excellent beautifully furnished option for your Vacation. This spacious 2 bedroom, 2 bath unit has fantastic features that many guests enjoy. A perfect option for up to 6 people. ~No stairs! Walk right into the unit, there are 2 assigned parking...
Kona Coast Condo w/ Lanai & Outdoor Kitchen!
Plan your next tropical getaway and book this Kamuela condo for a week of beach exploration from the comfort of a tropical sanctuary. Located just a mile away from Holoholokai Beach Park, this 2-bedroom, 2.5 bathroom vacation rental lets you experience authentic Hawaii...
Boutique Oceanfront Vistas
Summary:Elegantly remodeled oceanfront studio with fantastic ocean views. Located in the sunny and vibrant beach town of Kihei. Beach chairs, umbrellas, luxury beach towels and a cooler are all provided to enjoy your day at the beach! We strive to achieve a welcoming...
Sunny and Soothing Oceanfront Vistas
Summary:Completely remodeled sophisticated oceanfront 1 bedroom, 1 bath condo, with fabulous views from the fourth floor is located in the sunny and vibrant beach town of Kihei. Beach chairs, umbrellas, boogie boards, floating noodles, luxury beach towels and a cooler...
Calming Coastal Vistas
Summary:Renovated oceanfront 1 bedroom, 1 bath condo with fantastic ocean views. Located in the sunny and vibrant beach town of Kihei. Beach chairs, umbrellas, luxury beach towels and a cooler are all provided to enjoy your day at the beach! We strive to achieve a...
Oceanfront Penthouse Vistas
Summary:Completely remodeled penthouse 1bedroom 1 bathroom oceanfront condo on the top floor!Located in the sunny and vibrant beach town of Kihei. Beach chairs, umbrellas, luxury beach towels and a cooler are provided to enjoy your day at the beach! We strive to achieve...
Stunning Ocean Sunset Views From Your Private Lanai
Relax and recharge while sitting in your private lanai enjoying the gentle trade winds and ocean views. * Bedroom with king size bed* Queen size murphy bed in living room to easily accommodate up to 4 guests* Quiet, safe and clean* Fast and reliable WiFi* Samsung Smart...
Ocean views with Hawaiian-inspired decor
E komo mai! Come on in! Papakea J201 offers the best Papakea has to offer with its quiet shady-side location and broad ocean views. J201 is a 1-bed, 1-bath condo that accommodates 2 guests. The large windows on two sides of the living area offer sweeping views of the...
Hurry 7/24-8/20 available! Ocean & Beachfront Maui Sands of Kahana with A/C
🔥Traveler Update for Lahaina: Please note that The Sands of Kahana Resort was NOT impacted by the fires in Lahaina and is in the approved Maui Hotel Zone.Your Dreamy Oceanfront Oasis Awaits! 🌺 March 10th to March 14th Available!! Maui Sands of Kahana 8th Floor...
4 BR Kahala Vacation Home with Pool & Spa, Near Kahala Beach
This Property is professionally managed by Private Homes Hawaii, and is a legally established rental accommodation that is rented for periods of 30 consecutive days or more at any one time. It is compliant with Hawaii State Legislation (HB2078). Lic#TA-008-741-5296-01....
The Maui Moon Oceanfront Condo- Perfect for couples!
Voted as one of the top 25 islands in the world 2020 by Travel and Leisure magazine. Maui is truly the garden paradise for your hard earned Hawaiian Vacation. Aloha and welcome to the Maui Moon Condo in the Menehune Shores oceanfront complex in low key Kihei located on...
Kamaole Sands Remodeled 1 Bed 2 bathroom, Split AC, king bed
• Split A/C units• King bed• Remolded 2019• Close to swimming poolKamaole Sands unit 6-302 was fully remodeled in September 2019, this bright one bedroom, two full bathroom retreat awaits you. Enjoy views of the Pacific from your third story lanai, freshly prepared...
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...
Spacious & Private Home with AC & Hot Tub
This beautiful Princeville home, known as Paradiso Hale, can be found on a quiet cul-de-sac in the resort community of Princeville on the North Shore of Kaua'i. Surrounded by palm trees and colorful tropical landscaping, you'll find plenty of privacy to this pristine...
🏖️Easy Walk to Village | Air-Conditioning | Ocean View | WIFI | vrKCV
vrKCV - Kona Pacific D622, Professionally Managed by Kona Coast VacationsWelcome to Our Home on the Big IslandAloha and welcome to our home on the Big Island, a place of wonder, diversity, friendship, and beauty. As our guests, please relax and enjoy everything that our...