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.
Beachfront Lahaina Condo w/ AC: Featured on HGTV!
Watch sea turtles meander across the sand and whales splash in the ocean from your very own private lanai when you stay at this vacation rental condo. This Lahaina getaway promises breathtaking sunsets and island views as you swim in the resort pool or stroll the beach...
Maui Resort Rentals: Honua Kai Konea 609/13 - 4 Total Bedrooms, 6th Floor Deluxe Ocean Views!
This pairing combines two of the best two-bedroom suites on offer at Honua Kai, each offering its own spacious oversized lanai overlooking the pristine pools within the Konea towers lush interior courtyard and boasting stunning views of the turquoise-hued...
Oceanfront Retreat! Near Waihee Coastal Dunes and Wetlands Preserve, Pool
Our spacious suites with private lanais offer breathtaking views of the pristine shoreline, courtyard, or garden, providing the perfect backdrop for relaxation and adventure. Stay connected with high-speed internet, unwind in our unique whale-shaped outdoor swimming...
Royal Kahana Maui 1105 Ocean View Studio
- - 11th floor condo with balcony- Updated kitchen with granite counters and stainless steel appliances includes stove, oven, refrigerator, microwave, coffeemaker, toaster, coffee starter kit, blender, tea kettle and complimentary tea- Tile floors in entry, kitchen and...
Aqua Palms Paradise Studio | Walk to Beach
Enjoy sunny palm-tree views from this gorgeous hotel-style studio at the Palms at Waikiki Building. Nestled across the street from Ala Wai Boat Harbor, Hilton Hawaiian Village, Duke Kahanamoku Lagoon, Waikiki Beach, and so much more, our home is walking distance to...
Sugar Beach Resort 619: Many upgrades throughout this 1 Br Penthouse Condo
Ocean Front One Bedroom Condo. This has been refurbished and redecorated with new furniture, carpet, and appliances. This unit sleeps up to two people. New furnishings in the living room give this unit the comforts of home. There is a flat-screen TV in the living room....
Golf Villa 2102 – Contemporary & Ocean Views | Onsite Staff & Daily Housekeeping
Golf Villa 2102 – Contemporary & Ocean Views | Onsite Staff & Daily HousekeepingThis prime ocean-view villa enjoys the premier Golf Villas location at Hualalai Resort. This Golf Villa features unobstructed ocean, golf course, and sunset views and quick access to the...
Maui Resort Rentals: Honua Kai - 3 Total Bedrooms, Stunning 7th Floor Ocean Views!
This tandem offering brings together one of our best 2br deluxe ocean view corner suites with our very best 1 bedroom suite. The 2br suite offers superb ocean views from its prime corner location, and the adjacent 1br suite offers superb ocean views of its own. Take in...
AirCon, Modern STUDIO in fabulous Kaloli Point, next to Trailhead to Haena Bch
With Airconditioning, after your long day of adventure, nice and cool cozy getaway awaits in Keaau Kaloli Point a Micro climate of sun, at this amazing Detached STUDIO. A detached Studio from Main House. Equipped with essential amenities like WiFi, AC, and a COUCH/Pull...
Maui Ka’anapali Villas #204: Studio Ocean View on N. Kaanapali Beach
Maui Ka’anapali Villas #204: Hotel Room with Ocean Views on N. Kaanapali Beach. Maximum occupancy: 2This hotel room is the perfect homebase for your Maui getaway. Situated on the 2nd floor, there are ocean views from the main room and out on the shared balcony. This...
Mele Olina, Private Home-golf Course & Ocean View
Nestled along the Makai Golf Course in the serene Princeville community, Mele Olina offers a beautiful, secluded retreat with stunning ocean and mountain views. This private family home comfortably accommodates up to 6 guests and is designed for relaxation, connection,...
Blissful Honolulu Oasis: Renovated & Modern w/ AC
*** Disclosure: All rooms are renovated in a similar fashion. Furniture style may vary in pictures and in the unit. Functionality are all the same. Queen size bed in bedroom, sofa bed in the living room. Washer dryer in the unit. Free tandem parking allowed Park two...
Honolulu, Oahu, HI: 1BR Condo w/Free WiFi, Steps From World-Famous Wakiki Beach!
ABOUT THE SPACE This spacious junior lanai suite is 500 square feet, and provides guests with luxurious amenities. The space includes a king bed, a queen sleeper sofa, a fully equipped kitchen, and a dining area. The kitchen adds affordability and convenience, allowing...
A11y Room with King Bed, Lanai - Upper Floor
Stay in this accessible 242 sq. ft. room featuring a king bed and a private lanai. Located between the 4th and 11th floors, this room offers accessibility features, air conditioning, free Wi-Fi, and modern amenities for a relaxing and inclusive stay.Key Features: •...
Just What You're Looking For! W/ Kitchen, Outdoor Pool, Free Parking!
Stay in a beautiful beach resort on Northshore Kauai, next to Makai Golf Club!This listing is for a room within a hotel.✦ Your room is 1162 sq. ft, equipped with complimentary toiletries, kitchen with basic amenities, TV, ensuring cleanliness and comfort throughout...
Royal Sea Cliff Kona Oceanfront 2 Bedroom
Ocean Front 2 Bedroom 2 Bath- Condos located on 2nd, 3rd and 4th floors- Private balcony- Kitchen features stovetop, oven, refrigerator, microwave, dishwasher, coffeemaker, blender, cookware and tableware- Master bedroom with 1 king bed and private bathroom with...
Ocean View Suite: with Seating Area and Balcony! Pet-friendly, Outdoor Pool!
Discover Moloka'i, a peaceful island nestled along Kamiloloa Beach and Hawaii’s only barrier reef, just minutes from Kaunakakai, the island’s main town. Immerse yourself in its rich culture as you explore the birthplace of Hula, wander through lush hiking trails,...
Spacious 2100 sq. ft. North Shore Condo in a Princeville Resort
On the northern shore of Kauai, there's a beautiful plateau overlooking romantic Hanalei Bay called Princeville. Amidst this splendor, you'll find the private paradise the Ka'Eo Kai resort. A stroll along its winding paths takes you past waterfalls, streams, gardens and...
2br 2ba Modern Kamahana, Pool, Close to Beach
Modern Island Retreat – 2BR/2BA Condo in Kamahana, PrincevilleExperience the beauty of Kauai's North Shore from the comfort of this modern 2-bedroom, 2-bathroom condo located in the peaceful Kamahana complex in Princeville. Surrounded by tropical landscaping and...
Tropical Garden & Pool View at a Beach Front Property-Kihei Kai Unit 8
Condo #08 is a garden view unit located on the lower level. This charming condo is in front of our tranquil pool surrounded by lush palms and fragrant plumeria trees. The kitchen has been newly remodeled and equipped with upgraded appliances. This condo will sleep 4...
Cozy hotel suite in marvelous The Modern Honolulu Hotel
Enjoy a peaceful stay at this brilliant 1-bedroom hotel suites in Honolulu. This cozy retreat offers everything guests need for a nice getaway. With amenities like a fitness room, heating, AC, WiFi, iron, coin laundry, and a hair dryer, you'll have everything you need...
N34 Fairway Villas at Waikoloa Beach Resort. Golf Discounts at Waikoloa Beach Re
Waikoloa Fairway Villas N34Please scroll down for detailed information Bedding Configuration:Main Bedroom: King BedGuest Bedroom : Two Twin BedsLoft: Queen BedWaikoloa Beach Resort Gold Membership Golf benefits (discounted tee fees at the Waikoloa Beach Resort Courses)...
Peaceful, quiet condo with pool, private lanai, gas grill, WIFI, steps to beach
Hale Wailana 3AOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to your charming retreat in North Kihei, a delightful 2-bedroom, 2-bath condo just 50 yards from the pristine...
𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 Maui Magic: Beachfront Maui Ocean Club Resort! 2BR
Welcome to 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 🌴 The Spectacular Maui Adventure at Marriott's Maui Ocean Club awaits! 🌴Additional $500-$1000 SAVINGS available with 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 on certain 7-Night stays. All...
Bright updated condo w/ lanai & shared pool/hot tub - steps to beach
Kona Bali Kai 353Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Experience the ultimate Hawaiian getaway at this stunning oceanfront condo complex in Kailua-Kona, HI. This luxurious...
Enjoy the Space! Super Pacific View, Kitchen Ease, Free WiFi–Waikīkī Shore #708
Unwind in this one-bedroom one-bathroom deluxe suite with views of the Pacific Ocean, which you can enjoy from your furnished lanai. This unit’s decor is reminiscent of iconic Waikīkī charm. You’ll love the wicker furnishings, wide-leaf paddle fan, and vibrant...
Honolulu Vacation Rental: Walk to Beaches
Make this lovely Honolulu condo rental your home base in Hawaii! This 1-bath studio boasts a stunning location that's within walking distance of hotspots like Kapiʻolani Regional Park, Kaimana Beach, and Diamond Head, so you can enjoy the area's attractions and natural...
Wailea Elua Village | 2402
Wailea Elua Village 2402 is an exquisite ocean-view second-floor condo located in the prestigious Wailea area of Maui. This elevated condo with vaulted ceilings enjoys great views out over the South Maui coastline, especially remarkable during whale season, since you...
Beautiful Makai Club Cottages - 2BR
Escape to a lush tropical oasis at Makai Club, situated on the North Shore of the island of Kauai. This quaint resort is surrounded by the lush greenery and the towering mountains of The Garden Isle. Spend your days lounging on one of the nearby beaches while soaking up...
Kiahuna Plantation Resort 249 Partial Ocean 1 BD
- Third floor end unit with lanai looking out to the ocean- Walk-up, no elevators- Bright and airy with tropical accents- Carpeting and tile throughout- Full kitchen with granite countertops and backsplash includes full size refrigerator, stovetop/oven, dishwasher,...
Wailea Ekolu 804 | 1BD/2BA | Ocean Views | Prime Wailea Location
Interior photos coming soon. Wailea Ekolu 804 | 1BD/2BA | Ocean Views | Prime Wailea LocationWelcome to Wailea Ekolu 804, a beautifully appointed one-bedroom, two-bathroom retreat perfectly positioned in the heart of Wailea. This spacious condo is nestled along the...
Hale Kalapu Amazing North Kaanapali Ocean Views 3BD Private Home Walk to the Beach
FREE daily activities included with your stay value up to $1035! Complimentary admission, every day of your stay*: Lu’au, Golf, Whale Watch (seasonal), Dinner Sunset Sail, Snorkel Sail, Alpaca Farm Tour, Pineapple Farm Tour, and All Day Electric Bike Rental. (W3)*One...
Cozy Modern Kamahana Studio, Pool, WiFi
Charming Island Getaway – Studio Condo in Kamahana, PrincevilleEscape to the serene beauty of Kauai in this stylish and modern Studio with en-suite bathroom located in the peaceful Kamahana complex in Princeville. Ideal for couples or solo travelers, this cozy retreat...
Kapalua Golf Villa 18T4 Gold Fairway 1 Bedroom
- Street level unit overlooking Bay Golf Course- One Step-up into the front door- Tile in kitchen, bathrooms and dining room with bedroom carpeted- Granite counters and stainless steel appliances includes fridge with ice maker, stove/oven, microwave, dishwasher,...
Lilikoii Landing
Welcome to Lilikoi Landing! Escape to our stylish 2-bed, 2-bath condo in Princeville, Kauai, where relaxation awaits. Enjoy air-conditioned comfort, ocean views from the front yard, and lush green mountain views in the back. Just minutes from Hanalei Bay and other...
Poipu Kai Kahala 114 - Two-bedroom Garden View
Poipu Kai Kahala 114 - Two-bedroom Garden View condo on the island of Kaua'i. Primary bedroom: King BedPrimary bathroom: full bath ensuite with tubBedroom 2: 2 TwinsSecond bathroom: full bath with shower tub comboLivingroom: Queen sofa bedAC: Portable AC in primary...
Beach Unit! Unlimited ocean view-Beautiful reef protected sandy beach
Enjoy this bit of paradise at Haleiwa on Oahu’s legendary North Shore. This wonderful one-bedroom, two-bath condo offers the perfect North Shore home, with breathtaking ocean views that greet you the moment you walk through the door.Enjoy your private lanai for an...
Centrally Located Elegant Vistas
Summary:Enjoy a stylish experience at this centrally-located place. Bright, modern, and spacious. Complete remodel in October 2022. This two-bedroom, two-bathroom condo features luxurious touches throughout, located in the sunny and vibrant beach town of Kihei, all of...
New Listing! Poolside Poi'pu Condo - 2BR Kahala
Poolside Poi'pu Condo - 2BR Kahala at Poipu KaiExperience the best of Poipu in this perfectly positioned condo with the convenience of poolside living and easy beach access. This bright, modern 2-bedroom retreat features travertine floors, granite countertops, and...
Westin Maui OCEANVIEW
WESTIN Resort & Spa surrounded by lush gardens and cascading waterfalls . acres of beachfront for serenity walks, snorkelling and water activities .Excellent Westin Hotel services and amenities in a condo setting , with various restaurants on property to chose from.Full...
Christmas Week - Marriott Waiohai Hawaii!
Marriott Waiohai at Poipu Beach Kauai.Elegantly appointed, spacious two-bedroom Poipu Beach villas can easily accommodate up to six guests. Poipu beach resort's amenities include three outdoor pools, five whirlpool spas, fitness center, game room & daily activities....
Royal Kahana Maui 207 Oceanfront 1 Bedroom
- 2nd floor condo with balcony- Tiled floors throughout- Updated kitchen with granite counter – fridge, stove/oven, microwave, cookware, tableware- Updated bathroom with granite counters and walk-in tiled shower with grab bar- 1 king bed and 1 queen sofa bed- 777...
Golf Villas Ocean View 2 Bedroom at The Kapalua Villas Maui, Full Kitchen, 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...
Modern 1BR Kamahana Condo with Tropical Breezes, Pool
Modern 1BR Condo with Ocean Breezes – Kamahana, PrincevilleWelcome to your serene slice of paradise on Kauai's North Shore! This beautifully updated 1-bedroom, 1-bathroom condo in the highly sought-after Kamahana complex offers the perfect blend of island charm and...
Papakea H302 1BR Condo with Spectacular 180º Ocean View & Central AC 🏄♂️ 🌞!!!
The Papakea is a Kaanapali Beach Oceanfront Resort. Unit H302 is a 1 bedroom, 1 bathroom condo with Central A/C (very rare for 1 Bedroom Condos), Landscape 180 degree Ocean View from the LanaiExcellent location, with fantastic panoramic view of ocean, koi ponds, (2)...
Maui Ka’anapali Villas #A407: One bedroom ocean view
Maui Ka’anapali Villas #A407: One bedroom ocean view on N. Kaanapali Beach with Pool and Beach Access. Maximum occupancy: 2This condominium is located in the Aloha Tower, the central hub of the property. Situated on the 4th floor, this unit boasts magnificent ocean...
Relaxing tropical retreat near Diamond Head. Unwind and rejuvenate your senses.
Experience a calming Oasis at the Kahala Beach Apartments. This peaceful retreat is a fully furnished 2 bedroom, 2 bath dwelling located on the 1st floor and has 1 parking stall included. Cool off comfortably with fully integrated air conditioning throughout the space...
Kiahuna Plantation Resort 76 Ocean View 2 BD 2 BA
- Nicely appointed, two-story condo with beds and baths downstairs and living areas upstairs looking across the grounds to the ocean. AC in living area- Walk-up, no elevators- Carpet in living and dining areas with tile throughout the rest of the unit- Full kitchen with...