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.
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
Oceanfront Paradise on Oahu’s North Shore!Escape the city and experience the legendary North Shore of Oahu at its finest—where sunsets, surf, and the spirit of “Real Hawaii” come alive. Perfectly situated on the iconic stretch between Sunset Beach and Pipeline, this...
Maui Resort Rentals: Honua Kai Konea 737 - Stunning 7th Floor Ocean View Studio!
Boasting one of the absolute best vantage points of any studio on offer at Honua Kai, this outstanding ocean-view suite will impress from the moment you enter. From its optimal orientation toward the ocean to its ideal 7th-floor vantage point, your group will enjoy...
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
**Ko Olina Beach Villas O1111** is a beautifully appointed vacation rental located in the serene Kapolei area of Oahu. Offering 1,532 square feet of interior space, this inviting villa is designed for families or couples seeking a tranquil escape, accommodating up to...
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
WINTER IS COMING - BUT NOT TO MAUI! Even the Whales come here in the winter! Join us for WHALE SEASON November THROUGH March!Aloha & welcome to Condo B14! Our fully equipped KITCHEN has everything you need to feel right at home, including spices & oils. Bring your...
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...
Wailea Ekolu Village 910 - 2 Bedroom Ocean View Condo
Discover the perfect Hawaiian retreat at Wailea Ekolu Village with this stunning two-bedroom, two-bathroom ocean view rental. This premium condo offers breathtaking views of the Pacific Ocean, Kaho\'olawe, and Molokini from its private lanai. Ideal for families or small...
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...
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...
K L V R presents Beautiful Ground floor Villa 1A at Honua Kai Resort,
Kaanapali Luxury Vacation Rentals welcomes you to our beautiful garden level Luana Villa at the Honua Kai Resort.This new, luxurious villa is located within a private garden enclave at the spectacular, beach front, Honua Kai resort. This villa boasts 2047 sq. ft. of...
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...
NEW - Lauhala - Hawaiian Villa with private hot tub
Proudly presenting this spacious home, new to the market and freshly renovated with everything needed for your vacation! It is a secure property, fully fenced with dual automated gates, circular driveway and ample parking. The floor plan is open, kitchen is fully...
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 now through December 31, 2026. Maximum 6 persons per pass (children under the age of 5 are not counted...
A True Oceanfront Condo! Freshly Updated! Centrally Located 5 Star Views!
Aloha! Welcome to our freshly updated oceanfront condo located on the "Garden Island" Kauai. - The condo offers stunning views of the culturally significant Wailua Bay and the lush mountain range beyond. My grandparents’ home, the condo was sold, with regret, in 2016,...
Ko Olina Beach Villas O1121: Luxurious Villa w/Golf Course & Ocean Views
Perched high above the glistening sands of Lagoon 2, Ko Olina Beach Villas O1121 by Gather offers a luxurious vantage point over the Pacific. This elegant 11th-floor penthouse spans 1,532 square feet, blending refined design with island warmth. With breathtaking ocean...
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
Summary:Modern, beautifully renovated 2-bed/2-bath cottage with split A/C, chef’s kitchen, private lanai, and resort amenities including pool, sauna, tennis, and BBQs. Located inside Poipu’s lush crater setting and just a short walk to Poipu Beach, Brennecke’s, dining,...
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 furnished home. It boasts...
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. Legal Short Rental: STR 2755.Our two-level, one-bedroom plus loft, end unit condo is located on the second...
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...
1 Bedroom Condo w/Epic Ocean View - Kaha Lani 319
Castle Kaha Lani Resort #319 - Stand out over the Pacific in this 739 sq. ft. one bedroom oceanfront corner unit with convenient touches and island decor. Start the day off with Kauai’s beautiful sunrise before heading out on your Kauai adventure. The vaulted ceilings...
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...
*Island Sands 512* Maui Spacious Prime Oceanfront! SPLIT A/C! Amazing Views.
New split system a/c cooling living room and both bedrooms! This 5th story unit offers gorgeous views of the ocean, Haleakala and peaceful Maalaea Bay that you can enjoy on your large, shady, private lanai which is accessible from the living room and master bedroom. The...
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...
Makanui 522 - Mountain Views, FREE membership to the Poipu Beach Athletic Club
Summary:Two-story condo with beautiful mountain views, portable A/C in both bedrooms, and quick access to Poipu Beach, Brennecke’s, and area dining. Enjoy a private lanai, full kitchen, in-unit laundry, beach gear, and access to the Makanui and Poipu Kai pools. Includes...