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.
Cozy Ko Olina Kai 1061F: 2BR w/ Open-Plan Living, Private Lanai & Spa Access
This property is offered as a monthly rental. Although full-month occupancy is not required, the monthly rate remains fixed and applies in full, regardless of the number of nights stayed, as prorated rates are not available.Embark on an exquisite Hawaii getaway at Ko...
Golf Course View Retreat | Wailea Condo GC100 | Walk to Shops & Beaches
New Listing! *Intro Specials: Reduced rates and discounts for stays 7 nights or more. Excludes Dec 20-Jan 5*Welcome to Grand Champions #100, a meticulously updated 2-bedroom, 2-bathroom villa located in the heart of Wailea. Overlooking the 3rd hole of the Wailea Blue...
Aloha Spirit! Only 2 mi from Kona & 1/2 mile walk to the shoreline!
Aloha Spirit is a 2 bedroom, one bathroom town-home, with living area and kitchenette (refrigerator, toaster oven, and microwave- no oven or stove). It is located on the bottom floor and accessed though a private entrance. Each bedroom is equipped with a queen bed....
Tropical Escape: Spacious 1BR at Kings’ Land
Escape to the lush surroundings of Waikoloa in this 1-Bedroom suite at Kings’ Land, Hilton Grand Vacations Club. Designed to accommodate up to four guests, this approximately 600-sq ft unit blends comfort, Hawaiian ambiance, and resort amenities for a truly relaxing...
Kaanapali Alii | 2111
Experience the ultimate Maui getaway at this luxurious vacation rental located on the 11th floor of Kaanapali Alii. Offering breathtaking ocean views, this spacious condo is designed for comfort and relaxation, accommodating up to four guests with ease.As you enter,...
Wailea Ekahi Village | 50C
Experience the ultimate in island luxury with a stay at Wailea Ekahi 50C, a beautiful one-bedroom, one-bathroom vacation rental situated in the heart of Wailea. This elegant ground floor condo offers the perfect blend of modern comfort and tropical charm.From the moment...
Peacock Palms* Newly remodelled* Central A/C*
AlohaTucked away on the West side of Oahu you will be able to experience our home away from home while visiting the Makaha Valley Towers for your Hawaiian adventures. You will fall in love with the rural and tranquility that our condo will offer to you during your stay....
Maui Banyan Resort-Steps to the Kamaole Beach! AC, Wifi, Pool views, Kitchenette
Escape to the sunny shores of Kihei, Maui and experience the ultimate island getaway in this charming condo with 2 full size beds . Nestled just a short walk from the pristine Kamaole Beach Parks 2 and 3, you'll be mere steps away from the sparkling blue waters and...
Amazing 1 BDRM Ocean and Diamond Head View Condo w/Parking/Washer/Dryer
Aloha and Mahalo from Waikiki! This property is a 30 day minimum rental at the Chateau Waikiki and is professionally managed by Happy Vacations. Very convenient and affordable condo, with Ocean and City Views! Friday night fireworks from the Hilton Hawaiian Village....
A Block away to Waikiki Beach/Free Parking
Ocean ∘ City ∘ Mountain views in the Heart of Waikiki.Just a block away to Waikiki Beach. Spacious One Bedroom Suite with living Room & Full kitchen & balcony.Beautiful condo with an amazing view of Waikiki.Spacious one bedroom in the Waikiki Banyan with windows AC...
Westin Nanea Ocean Villas, Beautiful 2-Bedroom well appointed accommodations
Please choose a Friday through Sunday check-in and enjoy a seven-night stay. Please use the "Ask Manager A Question" option prior to booking for accurate rates/availability.Thank you for choosing Dash Realty Group of Windermere, Florida. We are a registered Fla. Seller...
Royal Kahana Maui 418 Ocean View Studio
- 4th floor condo with balcony- Vinyl plank flooring throughout- Fully equipped kitchen with– fridge, stove/oven, microwave, cookware, tableware- Tiled bathroom with walk-in tiled shower- 1 king bed and twin sofabed- 431 sq. ft. - Washer/dryer in unit- Central air...
Kihei Kai Nani 6-248 – Family-Friendly, A/C, Walk to Beach & Shops
Aloha and welcome to your perfect Maui escape! This bright, island-style condo is directly across from Kamaole Beach Park II, one of South Kihei’s most beloved beaches. Whether you're chasing sunsets, snorkeling, or just enjoying the breeze, you'll love how close you...
Direct Beachfront Newly Remodeled!
Hosted by VacaMauiWe chose Nani Kai Hale due to it's fantastic beachfront location directly on Sugar Beach. Sugar Beach 3 is a beautiful white sand beach which is popular for swimming, snorkeling, and boogie boarding. The unit was finished being completely remodeled...
Relaxing or Adventurous North Shore Waterfront Home
Experience Paradise: Your Ultimate North Shore Hawaii Waterfront RetreatNestled along the mesmerizing shores of North Shore, Hawaii, awaits a haven of tranquility andadventure, where the whispers of the Pacific Ocean soothe your soul and the lush landscapesembrace your...
Kahala Beachside Villa: Lux Condo w/ Pool, Balcony Views & Beach Access
This property is offered as a monthly rental. Although full-month occupancy is not required, the monthly rate remains fixed and applies in full, regardless of the number of nights stayed, as prorated rates are not available.Escape to paradise at Kahala Beachfront Villa...
Maui Kamaole M207! Spacious 2 bdrm with A/C
Escape to paradise at this exquisite Maui Kamaole condo, where luxury meets island charm. This spacious two-bedroom, two-bath retreat boasts a soothing ambiance with its beachy décor, beautiful blue hues, and local art prints that bring the spirit of aloha indoors. The...
PARADISE! 1 BR Beach Condo Steps Away from the Beach and Downtown
Enjoy the world's best sunsets and beaches.E Komo Mai to the Kona Billfisher, where true aloha spirit awaits your arrival! Situated on the southern edge of the village of Kailua Kona, on the island of Hawaii, the Kona Billfisher is walking distance to beaches, shops,...
Marriott Maui Ocean Club - Christmas Week - 1 bedroom, 2 bath
This studio unit is the middle property of the three Westin Kaanapali Ocean Resort properties on one of the highest rated beaches in the world, with snorkeling, kayaking and safe swimming right out your door. This property can only be reserved for a Sunday to Sunday...
Poolside Peace Meets Island Play—Your Kona Getaway Starts Here l 4 Rooms
Endless adventure awaits in Kailua-Kona! Whether you're staying for a day or a week, our hotel puts you close to top attractions, local dining, and must-see spots like the Amy B.H. Greenwell Ethnobotanical Garden and Pu'uhonua o Hōnaunau National Historical Park....
2-Bedroom Ocean View, Perfect Location in Waikiki!
Modern Luxury with Stunning Views - Flexible 2-Bedroom Layout!Renovated in June 2024, this upgraded condo seamlessly blends modern luxury with practicality, creating a stylish and comfortable retreat. Featuring new kitchen cabinets with quartz countertops, luxury vinyl...
Fun Family Private Retreat with lighted Sports Court and Pool
More than just a stay, it's an experience for the whole family, both young and old. Our family retreat has over 3000sq' under roof, overlooking incredible ocean and coastline views. Sitting on 6 private acres of old lava fields with a beautiful pool, lighted...
KR 203 Stunning Direct Ocean View 1BD Amazing Kahana Maui Location
Kahana Reef 203 NEW LISTING Bright Blue Direct Ocean Views from this Kahana 1Bedroom Condo West Maui FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale Watch (seasonal), Dinner Sunset Sail, Snorkel...
2-Bedroom Garden & Ocean Views!
Welcome to your slice of paradise! After your long journey, we know you will be ready to unwind. To make your arrival extra special, we have prepared an Aloha Basket filled with snacks and coffee, so you can relax right away.This spacious single level 2-bedroom,...
Greenery Mountain View Waikiki Seaside Monarch Paradise Hotel Room
Beachfront Location: Waikiki Seaside Monarch Paradise Hotel Room Greenery Mountain View in Honolulu offers a private beach area and beachfront access. Guests can relax by the rooftop swimming pool and enjoy stunning lake views.Comfortable Amenities: The apartment...
Oceanfront Bliss - Luxury on The Bluff
Experience this beautifully renovated suite. A perfect blend of tranquility, luxury, and natural island beauty. A rare offering of panoramic, unobstructed views of the Pacific. Wake up to breathtaking sunrises and enjoy nature’s finest moments—Humpback Whales...
Waikiki 2BR Condo, walk to Beach, free parking
Escape to your next Hawaii getaway at this large 2-bedroom,1-bathroom condo in Honolulu,Hawaii! The property is ideal for families or friends traveling together and accommodates up to 6 guests comfortably. Offering stunning ocean views throughout the condo and a lovely...
Magic Skies Ocean View Turtle Room
Turtle lovers, you will feel right at home with queen size bed with panoramic ocean views. It features an ensuite w granite counter tops, double sinks & marbled tile walk-in shower w rain shower head, regular head & hand-held. The room also has a mini frig, coffee &...
New listing - Sea Village 3304 Ocean Views
Welcome to Sea Village 3304 – Your Oceanfront Oasis on the Kona Coast!Experience the ultimate Hawaiian escape at Sea Village 3304, a beautifully appointed oceanfront property offering stunning views and unparalleled relaxation. This 1-bedroom, 1-bathroom condo is...
Kona anne best big island stay korean clean safe quiet comfortable
One of the best stay at big island Kailua Kona. location is heart of kona those near shopping center, beach, and etc. 15 mimites from airport Very comfortable, clean, outside parasol with flower garden being called Kona Anne
Golf Villas Gold Ocean View 1 Bedroom at The Kapalua Villas Maui, Outdoor Pool
Nestled in lush gardens and beside pristine beaches, our secluded sanctuaries offer tranquility. Enjoy world-class golf, snorkeling, award-winning spa treatments, and farm-to-table dining. Experience luxury in our fully-equipped villas, with stunning sunsets from your...
Lagoon View In the Ilikai Hotel, Perfect Location!
1 Bedroom Lagoon View on the 8th Floor of the Ilikai Hotel! Enjoy the Hawaiian sunshine from your lanai overlooking the peaceful lagoon and the Pacific Ocean. This piece of paradise featuring a full, open kitchen, two twin beds, and free long distance and wifi is the...
Aston Maui Kaanapali Villas #267 - Premium one bedroom loft, with two bathrooms,
Aston Maui Kaanapali Villas #267 - Premium one bedroom loft, with two bathrooms, and sleeps four guests.Stunning, Premier, one-bedroom condo at the Maui Ka'anapali Villas. This beautifully remodeled condo is the perfet spot to relax during your Maui getaway. The bedroom...
Hale Ola: 5BR Portlock Luxury Home with Saltwater Pool
In Honolulu’s exclusive Portlock neighborhood, Hale Ola welcomes you with sweeping ocean views, the gentle sound of cascading waterfalls flowing into koi ponds, and a backdrop of Diamond Head and the mountains. This single-level estate blends refined interiors with...
Kailua Bay Resort#2-306: Top Floor Corner 2 bedroom condo with Ocean Views
Top-Floor Gem in the Heart of Kona – Kailua Bay Resort 2-306Welcome to your Hawaiian getaway at Kailua Bay Resort, Unit 2-306 — a stunning top-floor 2-bedroom, 2-bathroom condo that has been beautifully remodeled for modern island living. Located in the heart of...
Kukui Cabin with Private Bath
Welcome to Kukui Cabin, your cozy retreat nestled in a serene setting. Perfect for couples, friends, or solo travelers, our cabin features two twin beds that can be combined into one queen bed. The cabin is conveniently located near a Common House that boasts a...
Monthly- Chateau Waikiki 3513 2 Bedroom Ocean / Diamond Head
PANORAMIC OCEAN / Diamond Head VIEWS, 10 Minute Walk to Beach, 2 Bed Room, Furnished. No smoking condo. 2 Parking, Pool, Utilities, WIFI, BBQ, Gym, Security, Washer/Dryer Included. 2 Month Minimum / contact Agent.Spectacular ocean, volcano, mountain and town views from...
Maui Resort Rentals: Honua Kai - 4 Total Bedrooms, Top Floor Deluxe Ocean and West Maui Mountain Views + BBQ on Balcony!
This spectacular 10th-floor 4BR/5BA 'penthouse' offering combines a breathtaking Deluxe Oceanview Suite with a neighboring corner Mountain View Suite, to provide over 2,000 sq. ft. of elegant interior living space and unforgettable panoramic views.Unquestionably one of...
1BR Condo near Waikiki Beach w/ Private Lanai
Escape to this one-bedroom condo at Sweetwater at Waikiki, just steps from the beach. Designed for comfort and convenience, this retreat features a queen-size bed, a Murphy bed in the living area, and a private lanai with stunning views. Guests enjoy access to a pool,...
Kapalua Ridge Villas Gold Partial Ocean 2 Bedroom
Ridge Villas Gold Partial Ocean View 2 Bedroom 2 Bath- The Ridge Villas are perched high above with views of Kapalua Bay Course’s fairway- Fully equipped kitchen includes stovetop/oven, microwave, refrigerator, coffeemaker, cookware, tableware- Master bedroom with 1...
City View Studio with Kitchenette - Waikīkī Grand #517
Castle at Waikīkī Grand #517 - Large glass windows invite the beautiful natural Hawaiian sunshine and showcase the surrounding city of Waikīkī. The living and sleeping area is furnished with comfortable chairs, a flat screen TV, and Wi-Fi to help you relax after a...
Sunset & Ocean View 2BR Condo in Waikoloa Village with pool and fitness room
A sanctuary with panoramic views in Waikoloa Village. The Lanai offers front row seat to the golf course, sunset over the Kohala Coast, Kohala Mountain and Haleakala on Maui! The condo has two ensuite bedrooms and baths, King beds, walk-in closets and a half bath. Roomy...
Kiahuna Plantation Resort 112 Royal Garden Vw 1B
- First floor unit with lanai that walks out to the lawn- Bright and airy tropical ambience- Tile throughout unit- Fully equipped kitchen includes full size refrigerator, stovetop/oven, dishwasher, microwave, coffee maker, blender, toaster, cookware and tableware;...
MK404 - Sleep at the Ocean and Watch Sunsets 3-Bed Suite
Welcome to your dream escape at Maui Kai, an unforgettable oceanfront gem nestled on the golden shores of Ka‘anapali Beach in West Maui. This rare 1-bedroom suite is the perfect retreat for ocean lovers looking for comfort, charm, unbeatable views, and a strong...
Newly Upgraded Studio with Parking
Sweeping views of Waikiki are visible from the 7th floor through the main living space through the floor-to-ceiling sliding glass doors. You will have access to the gorgeous outdoor pool, and fitness center, all just steps away from Waikiki Beach. IHOP restaurant in the...
HKI 110 Ocean Views from this 1BD West Maui Condo Oceanfront Pool Amazing Location
Hale Kai 110 NEW LISTING Convenient West Maui Location with Ocean Views from the Ground Floor Lanai, Oceanfront Pool and BBQ's! FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale Watch (seasonal),...
Kamaole Sands 10-110: 1 Br Ocean View near Kamaole Beach Park III
This ground floor S. Maui Vacation condominium conveniently located across the street from Kamaole Beach Park III gives you all the indoor comfort of your condo with the added beauty right outside your lanai door. The fountain view right outside your porch is sure to...
Waterfront Kaunakakai Condo in Molokai Shores
Imagine being surrounded by palm trees, a lush yard, and a community pool, all while enjoying views of the ocean. All of this and more can be yours when you stay at this modern 1-bedroom, 1-bathroom vacation rental in Kaunakakai. With modern, coastal furnishings and a...
NEW! 2BR/2BA Tropical Paradise in the HEART of Waikiki - Foster Tower
NEW ON THE MARKET!We welcome you to our Aloha HOME! Soak in Paradise in this pristine, luxurious 20th floor suite with panoramic ocean and mountain views. The beach is right out front. When not at the beach, enjoy the onsite pool, hot tub, sun deck, fitness center, and...
Princeville Kauai 4 Bedroom Sleeps 8
Please Send An Inquiry Before Requesting To Book By Clicking The Contact Host TabSituated on an ocean bluff this gorgeous home features 4 bedrooms and 4 ½ baths to comfortably accommodate up to 8 guests with its 1 California King Bed and 3 Queen beds. With upscale...