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.
GROUND FLOOR GARDEN OASIS Peaceful and convenient!!! REDUCED RATES FOR 2024
Situated between the Maui Marriott and the Westin Maui Hotel on Kaanapali Beach, the unit offers seclusion, yet is in the heart of all the Kaanapali fun. The resort is 45 minutes from the Maui Airport at Kahului. Just a short walk down the paved path you can shop at the...
Enjoy comfort in Wailea, a spacious 2BD/2BA condo with garden views
Grand Champions 130. Beautifully decorated with an island feel you will have a true sense of home away from home. This spacious 2 Bedroom, 2 Bathroom unit is conveniently located on the top floor and centrally located in the heart of Wailea!This comfortable 2bd/2bath...
Modern vacation home - Bikes/Surfs/Beaches/Sun
30 days mIn. stayAfter swimming in the blue water or collecting shells on the beach, you will find the central location of your apartment puts you within minutes reach from :*Foodland market*famous surfing spots Waimea, Pipeline and Sunset Beach*walking and bike...
Spacious 3 bedroom home, fully AC'd with Pool/BBQ, Views and Walking Path
Come enjoy what Kauai's North Shore has to offer. Nihilani at Princeville Resort is a perfect jumping off point for cruising the entire north shore from this "home away from home" in your very own fully furnished 3 bed 2.5 bath, air-conditioned townhome unit. Nihilani...
Golf-view condo with pool, gym & jacuzzi - near beach
Waikoloa Fairway Villas E5Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Enjoy this amazing villa in the heart of Waikoloa right on the golf course! In Fairway Villas, you can...
Ocean view condo with sandy beach just steps away
Hono Kai A6 is a ground-floor, 1-bedroom, 1-bathroom condo that is just a few short steps from the pool and close to the ocean. Unit A6 can accommodate up to 4 guests. The bedroom is furnished with a queen-size bed. As you step into the living room you'll find a...
Stunning Ocean View Condo
Enjoy fabulous unobstructed views of the ocean from this oceanfront, 5th floor one bedroom unit. The ocean is so close to this unit you can hear the waves crashing on the beach and the palms blowing in the trade winds. Enjoy whale watching from your lanai (balcony) in...
Renovated Luxury Condo - A206
Find Paradise at the Vista Waikoloa! Experience the beauty and interest of the Kohala Coast on the Big Island in this recently renovated and redecorated, two bedroom Hawaiian-luxury condominium. This condo is for those discriminating guests who want “Four Seasons-like...
Hale Kalea - Oceanfront Vacation Rental on the North Shore of Oahu
The City of Honolulu recently enacted a law which allows rental homes to be rented once within a 30 day block of time. While few guests visiting Hawaii are able to stay 30 days, the law is that the owner may only rent the house once within a 30 day window, regardless of...
Ocean views, across from beach & centrally located in South Kihei!
Aloha! Welcome to your slice of paradise. Stay by the C506 is located in the exclusive and popular Kihei Akahi complex. We appreciate that your visit to Maui will be one of the best experiences of your life. Stay by the C506 offers you accommodations and comforts that...
Oceanfront 1bedroom gem, stunning views @ Royal Kahana n
Welcome to Royal Kahana 512. This spacious oceanfront 5th floor 1 bedroom, 1 bathroom condo offers ocean & surrounding island views. This unit is tastefully appointed with classic Hawaiian decor. The ocean view bedroom has a king size bed & living area has a queen...
Mountain view home with outdoor shower & lots of light - close to beach
Star of Waikoloa Beach Resort - Ainamalu HouseOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'See everything the Waikoloa area has to offer with this beautiful Hawaiian villa just 2...
STUNNING OCEAN VIEW WITH SUNSETS, CITY LIGHTS and A/C
Experience the ultimate island getaway in this stunning 1-bedroom, 1-bathroom, air conditioned condo, boasting breathtaking ocean views and mesmerizing sunsets over the deep blue waters. Each evening, watch as the sky transforms while the lights of Kona town sparkle...
Ko Olina Beach Villas O1111: 3-Bed Penthouse, Ocean & Mountain Views
Welcome to Ko Olina Beach Villas O1111 by Gather, an exquisite Hawaii vacation penthouse on the eleventh floor where luxury meets tranquility. Located in the Ko Olina Resort, this stunning property offers breathtaking views of the ocean, pool, and majestic mountains...
Ocean Views - Across from Beach - Magical Sunsets!
Post Covid and the New Norm... Maui is ready to receive visitors again safely. COVID-19 CLEANING: Mary has two decades of experience in the industry. Her most recent certification is the Vacation Rental Housekeeper Program awarded by the Vacation Rental Management...
Close to airport and 15 minutes drive to downtown, really nice garden.
Great House on a corner lot. 6 car parking lot. Lower level 2 bedrooms and 1 bathroom with a great room and kitchen, pravit entrains. Nice view. great garden with Mango, banana and papaya trees. cable TV and WiFi. 5 minutes drive to Kona airport and 15 minutes drive to...
Ocean Views - Best Location! Across Street from Beach/Rooftop deck!
Aloha! Welcome to our piece of paradise! Kamaole Beach Royale is in a premier location of S. Kihei. 1 bed/1 bath condo - 300 yards from Kam 1 beach, known for great swimming & snorkelling! Plenty of shopping, dining/pubs, beaches, natural foods, Snorkel Bob's rental...
OCEANFRONT RESORT- 2x2 Spring Pricing! Kihei Sands Beachfront Condo B14
Are you still looking to book that perfect summer vacation? Airline prices are dropping and it's the perfect time to come to the Valley Isle and find out for yourself why Maui No Ka Oi - Maui is the best! Take advantage of these incredibly discounted nightly rates...
Step right into the ocean! Air conditioned #105
Oceanfront 2 bedroom 2 bath Ground Floor unit. Nestled in a private cove, with a breathtaking view of the nearby island of Molokai. Brand new appliances, furniture, hard wood floors, lighting, new King bed. Just steps from the Ocean, the Heated Pool and the Gas barbecue...
Kealoha - Golf Course and Lake views with A/C, Pool, Hot Tub
Kealoha, meaning "the loved one", is a beautiful Kaua'i home situated on the 10th fairway of the famous Makai Golf Course. With lake views and a pristine location, this remodeled Princeville home provides privacy and serenity. Tucked towards the end of a quiet...
Quiet, Private Paradise M208 steps to the tropical pool and tennis court
Be our guests at Beautiful Maui Kamaole, located at the border of Wailea across from KamaloeBeach III. Our Condo is located in the newest part of the Maui Kamaole Resort, steps to the tennis courts and the tropical lava pool and a sand bottom jacuzzi. Spacious and up to...
Perfect Romantic Getaway - Right on the Ocean!
You can't beat our little corner of paradise. This is truly our HAPPY PLACE! Relax on the lanai with your favorite beverage, and allow yourself to be serenaded by the crashing of waves and the refreshing salt water breeze. Our expansive ocean view is amazing every day...
Chung Cottage - a 1br/1.5ba cottage steps from Hanalei Bay
Chung CottageThis family-friendly property features a large fenced yard and a covered outdoor dining area. Located a short walk from beautiful Hanalei Bay and also close to Hanalei town with lots of shops, restaurants, food markets and the public Kauai Bus stop. One...
Kiahuna Ocean View Ground Floor- in Unit Washer/dryer
Welcome to our beach bungalow on the sunny south shore of Kauai! Our ground-floor, one-bedroom, one-bath condo is located on the Kiahuna Plantation, the only white sand beachfront resort in Poipu. When you arrive at condo #28, you'll find that it is located on the...
Vacation Home in Secluded Makaha Valley Near Beach w/Full Kitchen & Bbq Grill
NEWLY BUILT 3-bedroom home in a quiet and 24/7 gated community. Features full kitchen, AC and ceiling fans, TVs with YouTube TV, premium mattresses, 3 parking spaces.***This house is new to our inventory. Reviews are coming soon. Please rest assured this house is...
2/2 PARTIAL OCEAN VIEW with AC - Poipu Beach Kiahuna End Unit, Pool/Gym/Courts
This is the only condo resort in Poipu on a sandy beach! Other condos are on a rocky shoreline or a long walk or drive to the beach. New air conditioning, fully renovated, new flooring, kitchen, bathrooms, furniture, beds, decor. Corner end unit for northeast tradewinds...
OCEAN VIEWS-REMODELED-WELL EQUIPPED-CLOSE TO THE BEACH-AC-METICULOUS CLEANING
Book with confidence this brand new remodeled, 1 bedroom, 2 bathroom condo that provides an exceptional vacation experience. The condo offers tremendous value with it's beautiful level of finishes, location, and how well it is equipped. This condo is managed by PMI...
Makahuena 5203 - Elima Building: Oceanfront 2BR Condo
Located on the southernmost point of Kauai, this unique oceanfront property is situated on the edge of a bluff providing spectacular views of the blue Pacific and the entire Poipu coastline from each unit. Incredible ocean views are the dominant feature of this resort...
Ka Makana on Weke Rd in Hanalei, A/C & Short walk to Hanalei Bay TVNC #1333
Ka Makana is a gorgeous home located in Hanalei town, at the end of a quiet cul de sac and is a short walk to Grandpa's @ Hanalei Bay. Less than 5 minute to the beach, this house is the ideal location for family vacations. With a screened in lanai, beautiful...
Sugar Beach PH31 Front Row Amazing Oceanviews in Highly Upgraded Unit
Book with us and come to Maui to explore everything we have to offer!Don't miss this beautiful unit at Sugar Beach. Direct Oceanfront gorgeous unit that will take your breath away. One of the best units at Sugar Beach with it's sweeping ocean views and views of the...
Maui Resort Rentals: Honua Kai Konea 144 – XL Ground Floor 1BR w/ Spacious Lawn Area + Easy Pools/Beach Access
Maui Resort Rentals is proud to bring you this extraordinary 1BR ground floor suite at the Honua Kai Resort, newly launched on 12/17/2024 to start taking reservations for check-ins on 1/28/2025!Boasting one of the largest one-bedroom floor plans at Honua Kai, Konea 144...
KKSR3301-DIRECT OCEAN FRONT, 3 BDRM, 3 BTH -INCREDIBLE VIEWS!
Our condo is located in the KEAUHOU KONA SURF & RACQUET COMPLEX and is one of VERY FEW units that HAS 3 BEDROOMS and 3 BATHROOMS and IS DIRECT OCEANFRONT! And Now offers A/C to guests that want it- read below.Unit 3-301 is a 1700 sq foot END UNIT located on the third...
My Ohana 30+ days
Owner hosted - The place is walking distance to Magic Sands and Kahalu'u beach park. The place is about 770 sq/ft and it has a nice size lanai equipped with its own bbq grill and beach gear. The place is located a 1/2 block off of Ali'i Drive. The bedroom has a king...
Hilton Waikoloa Pool Pass for stays in 2025! Waikoloa Beach Villas J33
This vacation rental is professionally managed by ResorticaHawaiiWaikoloa Beach Villas J33Please scroll down for detailed informationHilton Pool Pass: Valid for stays through December 31, 2025. Maximum 6 persons per pass (children under the age of 5 are not counted...
Pali Ke Kua 212 ..Enjoy gorgeous views of Bali Hai & beautiful Pacific Ocean.
At Pali Ke Kua 212, you will enjoy gorgeous views of Bali Hai and the beautiful Pacific Ocean. Sit out on your private lanai to enjoy this scenic panorama while the palms trees sway in the breezes. You will want to watch for frolicking dolphins and the occasional boat...
Ko Olina Beach Villas O1121: Luxurious Villa w/Golf Course & Ocean Views
Welcome to Ko Olina Beach Villas O1121 by Gather, where your dream Hawaii vacation awaits. This luxurious beachfront vacation rental promises an unforgettable stay with stunning views of the Ko Olina 2nd Beach Lagoon and easy beach access. This three bedroom, three...
Peace of Heaven Oceanfront 180 Degree of ocean front views/Kuleana unit 616
SEE OUR VIRTUAL TOUR BELOW! THIS UNIT SITS RIGHT ON THE WATER. Its a Corner second floor end unit OUT ON A POINT. The six foot picture window to your left views open ocean and the beach 50 feet away.The lanai straight ahead views the islands of Lanai and Molokai. Watch...
Modern, Recently Updated, Walk to Beach, AC, Private Lanai + Pool, Sauna, Tennis
POIPU CRATER 16 AT KOLOA KAI VACATION RENTALSLuxury Living in a Tropical ParadiseWelcome to Poipu Crater 16, a newly renovated designer cottage that offers the perfect blend of luxury, comfort, and natural beauty. Nestled within a lush 7-acre dormant volcano crater,...
Alohilani - Private 5 Bedroom Villa w/ Pool & 5 AIR CONDITIONED BEDROOMS
Alohilani is a breathtaking five bedroom two-story luxury home nestled above the Poipu coastline that can accommodate up to 10 people. Built with classic elegance and tall ceilings, Alohilani is an immaculate, spacious, gated estate beautifully appointed & furnished....
Kaanapali Condo Quiet-Clean-WiFi-Smart TV’s-Beach Cabana-Near Whaler’s Village
This air conditioned unit is very comfortable with spacious, open rooms. A queen-size Murphy bed in the living room opens to create a second bedroom. During the day, the bed is hidden and out of view. Two full bathrooms with showers and large dressing areas are perfect...
Two bedroom: Steps away from Turtle Bay Resort, AC - Kuilima Estates West
Enjoy the North Shore by staying close to everything when you stay at this centrally-located place. The townhouse is right next to the famous Turtle Bay Resort.Our two-level, one-bedroom plus loft, end unit condo is located on the second floor for full privacy. ***($20...
Sweet Vintage Hawaiian Cottage and Guest House! Great deal in beautiful Lanikai!
At Old Hawaii Beach House and Guest Cottage in Lanikai, we extend to all our guests the old-fashioned Hawaiian Hospitality, and the famous Spirit of Aloha. Step back in time to the romance, the charm, that is truly 'Old Hawaii.' Tropical plants and flowers (seasonal) in...
Luxurious 2BR Mana Kai Retreat: Panoramic Ocean Views, Modern Amenities
Absolutely stunning, fully remodeled vacation rental with panoramic ocean and island views! Get ready to experience a truly luxurious tropical getaway in a location that will leave you breathless. Here are the incredible features of our rental:Panoramic Ocean and Island...
CASA DE EMDEKO, Jewel of the Sea Waterfront Property, AC and Full Washer/Dryer
Recently renovated condo close to downtown Kailua-Kona. Two pools, one right on the ocean (saltwater pool) and one freshwater pool. BBQ area overlooking the ocean. Beach area where you can sit right next to the ocean and enjoy beautiful Kona sunsets! Enjoy light...
Beaches, Eats, Shops, Trees, Flowers, Frogs, Birds: Go Native!
Waikomo Stream Villas is a lovely SMALL RESORT property in the heart of POIPU'S BEST SHOPPING, DINING, AND BEACHES. A mature TROPICAL GARDEN with many flowering plants is the centerpiece of this 3.9 acre resort of several surrounding three-story wood buildings, a POOL...
Dramatic Oceanfront One Bedroom with central AC, romantic setting with amazing over ocean lanai
Poipu Shores 102B is the destination for a once-in-a-lifetime Kauai excursion. The 500 square foot private lanai, exclusive only to this and the neighboring 1-bedroom unit, is the only one of its kind on the island. The lanai is cantilevered over the cove below, giving...
Right on the BEACH! 100% Oceanfront & Extra Spacious Groundfloor 1 Bed/1 Bath!
Aloha & Welcome~Our suite 111 is an oceanfront, ground floor, extra large, 1 bedroom 1 bath corner suite! Walk right out your lanai to the beach, pool & BBQ's! The Mahana is located on the north end of Kaanapali Beach. It offers the best combination of privacy, comfort...
Aloha! Oceanfront, TV, Pool, Hot Tub, A/C.
Banyan Tree Unit #202 is ready for your Hawaiian Vacation. The 1200 sq. ft. unit has 2 bedrooms, 2 bathrooms, kitchen, living/dining area, & lanai that is 25' from the ocean. The Master Bedroom has a King Bed whereas the Guest Bedroom has 2 twin beds. Shoji Screens...
Great Listing/Price/AC in the bedroom!
New....New....New.......everything new here. All new furniture, new bedding, new linens.....new owners!This is the place for you....direct oceanfront....with the surf, turtles and whales right in front of you! Sit on your oceanfront lanai and have a front row seat!...
Secluded Quiet Home Near Pahoa. Easy Day Trips to Hilo & Volcano National Park
Stan and I had a property in Kapoho listed with VRBO for four and a half years. Mama J's Pond House was taken by Pele, the Hawaiian goddess of fire on June 5th, 2018 during the Kilauea eruption. During our time of being hosts, we learned a lot about hospitality and what...