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.
Stunning Waikoloa Villas H101: 1BR, Golf Course and Ocean Views, Modern Comforts Await!
Modern 'Little 'Ohana' Condo at Waikoloa Villas with Golf Course ViewsAbout this spaceModern Waikoloa Villas Condo with Golf Course ViewsThe spaceWelcome to your modern tropical getaway at Waikoloa Villas — a stylish, freshly renovated 1-bedroom, 1-bathroom condo...
Hale Moku - Poipu Clifftop Home with Amazing Ocean Views - Walk to Poipu Beach
Hale MokuOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'From your oceanfront perch on a lava-rock cliff, a dazzling ombre of blues tantalizes the eyes and the smell of saltwater...
Quiet Condo With Ocean, Golf Course, And Mountain Views
Located in Princeville, this 2nd floor Kamahana condo has breathtaking views of the ocean, the Makai golf course, the Kilauea lighthouse, and the mountains. Enjoy the sunrise over the ocean with a cup of coffee on the lanai before heading out for a day of fun and...
10th Floor Deluxe Beauty overlooking the luscious Pool & Spa Area
The Bamboo Hotel is located in the heart of Waikiki so everything Waikiki has to offer is within walking distance, including of course Waikiki Beach which is just 4 mins walkLegal vacation rental: 2425 Kuhio Ave. Honolulu HI 96815With an ideal location near famed...
Hale Kamaole 115 Ground floor condo, easy access to best beach on Maui!
Cozy one bedroom condo with Garden View, located near pool and main office. Hawaiian style rattan furniture in front room, as well as Hawaiian decor throughout the unit - creating a beautiful Maui Oasis. Queen bed in bedroom, along with Air Conditioner and fresh linens....
spectacular ocean front studio condo, Magic sands, ideal view and location
Wake up every day and go to sleep to the sound of waves on the shore beneath your window. End your day by watching the sun set from your own magnificent view in your studio condo. You will have a big, WOW when you walk in and see the ocean right there out your living...
Keauhou Akahi 405: 2-Bedroom Condo with Garden View in Keauhou, HI
Newly updated, furnished and equipped condo in the quiet Keauhou Akahi complex. Ocean view living in this lovely 2 bedroom 2 bathroom condo in peaceful garden setting fronting golf course. Impeccable setting along Alii Drive.Adjacent to the Kona Country Club Golf...
Remodeled Hawaiian Vacation Condo by Waikiki Beach in Boutique Cabana Waikiki
Book with confidence! This property is professionally managed by Ali'i Beach Rentals, an award-winning property management company.Cabana at Waikiki - 2551 Cartwright Road on the 4th Floor (No Pool, No Parking and No Elevators)Living Room- Trundle Bed (2 Twins)- Flat...
Lovely Ocean Views with Convenient Walkable Location - Kamaole Nalu 601 w/ AC!
Kamaole Nalu #601 – Ocean View Comfort with Modern UpgradesKamaole Nalu #601 is a beautifully updated two-bedroom, two-bathroom condo located in one of Kihei’s most sought-after oceanfront communities. This sixth-floor retreat offers ocean views from the private lanai...
Kihei Akahi Condo w/ Shared Grill, Shared Pool-Beaches and Beyond
Kihei Akahi C315Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Step across the street and enjoy Kamaole Beach Park II, one of Maui’s best swimming and stunning beaches. Revel in the...
Puu Poa 407: 2 BR, 2 BA Condominium in Princeville, Sleeps 4
This top floor penthouse unit is one of the finest at the Puu Poa complex in Princeville. It’s open concept two bed two bathroom layout is perfect for families or two couples ready to experience Kauai in the lap of luxury. Attention to detail meets natures splendor...
New listing! 2 Bedroom Poipu Condo at Makahuena by Coldwell Banker
Your Kauai Home Base at MakahuenaWelcome to your south shore retreat! This 2-bedroom condo at the Makahuena offers everything you need for a memorable Kauai vacation—clean, well-equipped accommodations in an unbeatable location.The condo is tucked on a lower level with...
Aloha Surf Waikiki - 5 minute walk to Waikiki beach
A extra twin size bed will be provided only upon booking for the 4th person.Just REMODELED the entire room from ceiling, walls, flooring, bathroom, kitchenette with cabinets & quartz counter top. Very nice, you will love the new look. Completed in Dec 1-2023Aqua Aloha...
Third-floor condo w/partial ocean views/shared outdoor pool/gas grill/pool spa
Papakea Resort B302Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Take advantage of all the benefits of a resort while being close to Honokōwai Beach, one of the best beaches...
This beautiful one-bedroom/one-bath condo is located just steps from the beach in the peaceful Luana Kai resort! Enjoy breathtaking sunsets, morning beach walks just 100 yards from your door, and stunning views of the west maui mountain framed by a large grassy park and...
Maui Banyan H-210 | Spacious Lanai, Steps to Beach
Escape to paradise at Maui Banyan H-210, your ultimate Hawaiian retreat! Nestled across the street from the stunning Kamaole Beach 2, with picturesque views of the majestic West Maui Mountains, this location offers unparalleled beauty and convenience. Explore nearby...
Gorgeous Condo W/ Ocean Views, Steps From Beach! Pool, Hot Tub, BBQ!
Completely Remodel, Modern Condo With Ocean View!! Kauhale Makai, Address for this Condo: 938 S. Kihei Rd #327, Kihei HI 96753***Professionally Cleaned Condo, No-Contact Check-In/Check Out*** Welcome to Kauhale Makai 327, a stunning freshly remodeled oceanfront condo...
Moani Kaiolohia – Country Beach House with Private Sport Court
PLEASE INQUIRE FIRST.Escape to a rare private beach estate where country charm meets breathtaking oceanfront living. Set on a full acre of beachfront land, this stunning 6-bedroom, 4-bath, two-story retreat is designed for unforgettable island getaways with family and...
Comfortable King Bed Waikiki Studio 2 mins walk to Beach with WiFi & AC
Unwind in Honolulu at this lovely studio. This excellent space offers a serene living area with a new king bed, perfect for relaxation. Guests can enjoy amenities offered, Full Kitchen, WiFi & AC during their stay. With a bathroom featuring a hair dryer plenty of fresh...
Oceanfront KUL714 - Upgraded Unit in W. Maui Condo Resort, Great Views
This stunning second-floor condo is the epitome of island living in Maui. As soon as you step inside, you'll be greeted with bright and cheerful surroundings that immediately lift your spirits. The condo has been completely renovated with high-end finishes from floor to...
Renovated Condo • Walk to Beach • AC + Pool
This beautiful 2 bed, 2 bath condo is conveniently located right up the street from dining, shopping and favorite beaches. New updates including New AC throughout and gorgeous new furnishings help make B108 the perfect home base for your Maui Vacation of a lifetime!Dual...
Spacious 30th Flr Oceanview Stu.A,3Guests Bargain w/Full Kitchen FREE Beach Gear
Step into Pure Aloha from the 30th floor of Hawaiian Monarch (unit 3002-A – Aloha Studio) – where panoramic ocean views sweep across sparkling blue waters, Fort DeRussy Beach Park, and the vibrant Waikīkī skyline. This spacious 300+ sq ft studio is your ideal home base...
🏖️Breathtaking Ocean View | Ocean Front Complex | vrKCV🏖️
vrKCV - Alii Villas 228, Professionally Managed by Kona Coast VacationsOcean View Alii Drive Condo | Walk to Town | Alii Villas #228Wake up to beautiful ocean views and the soothing sound of waves at Alii Villas #228, a second-floor condo located directly along scenic...
Beachfront Escape With Dazzling Ocean Views! - Sugar Beach Condo #418
Sugar Beach Resort #418 – Your Beachfront EscapeWelcome to Sugar Beach Resort #418, a beautifully upgraded one-bedroom, one-bathroom oceanfront condo. Located on the fourth floor, this retreat combines stylish island décor with panoramic views of Makena, Molokini, and...
Sizzling Specials at this amazing Oceanfront top floor condo!!
Top floor unit with unobstructed HUGE ocean views. Large windows face views and a cute balcony to sit and relax on. Unit is a comfortable 1bedroom/1bath with newly installed vinyl flooring, full kitchen: stove/oven, microwave, full fridge and...
Makahuena 1-303 Ocean View condo 2 Bedroom Plus Loft Sleeps 8 AC!
Brand new AC!!Two bedrooms upstairs with a king and a queen bed, both with their own bathroom, plus loft on the third floor, with a queen bed and a trundle bed ( 2 singles), ample lanai space, washer and dryer in unit, large kitchen, sits on the island's southernmost...
Hale Kamaole 329 Third floor condo, easy access to best beach on Maui!
Garden, tennis court, and slight Ocean View. This two bedroom unit offers a king bed in the master bedroom, twins in the downstairs bedroom, and a sofa sleeper in the living room - sleeps 6. Very large flat screen in the living room, and 32 inch flat screens in each...
Kihei Surfside #609: Oceanfront Gem with Stunning Views and Comfort
Kihei Surfside #609 – Oceanfront Serenity with Bedroom AC and Spectacular ViewsWelcome to Kihei Surfside #609, a 1-bedroom, 1-bathroom oceanfront condo offering expansive views of the Pacific Ocean and West Maui coastline. Perfect for a couple or solo traveler, this...
Kona Alii#208 Beautiful 2nd Floor unit w/Elevators, INCREDIBLE LOCATION & AC!
Welcome to the listing page of our gorgeous Kona Alii, Unit#208! You are as close to the heart of Kona as it gets. Enjoy Hawaiian Living just above the excitement of Alii Drive. This complex is directly across from the ocean, & the unit is recently renovated. Air...
#330 Third floor condo, easy access to best beach on Maui!
The main floor bedroom has a queen bed, air conditioner, and ceiling fan. The main floor bathroom has a walk-in tiled shower. The upper master bedroom has a beautiful king bed, wall mounted cable TV, air conditioning, and ceiling fan. The adjoining bathroom was...
Most Sought After Condo! Gorgeous 2 bedroom on 9th fairway!
Waikoloa Villas E102 is a ground floor 2 bedroom/2 bathroom fully furnished condo.As you enter the condo, you will get the feeling of being home for your vacation. Wood flooring throughout the main living areas with tile in the kitchen and bathrooms. On your left is the...
🏖️Ocean Views | Across the Street from Beach | WIFI | vrKCV
vrKCV - White Sands Village 210, Professionally Managed by Kona Coast Vacations.Across from Magic Sands Beach | 2BR Kona Condo w/ AC & Ocean View | White Sands Village 210Escape to the Kona coast and stay just steps from one of the island's most beloved beaches. White...
Beautifully restored cottage with AC in bedrooms - two blocks to beach & harbor
Haleiwa Cottage - 30-Night MinimumOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Located 2 blocks from the beach in the heart of Haleiwa Town, this beautifully restored 3BR/2BA...
Wavecrest C211Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Boasting a covered lanai and access to a shared pool, a cabana, grills, shared laundry facilities, and beautiful, lush,...
1-Bed Rental in Downtown Kailua-Kona with Pool Lanai and Convenient Location
This one bedroom, one bathroom vacation rental in downtown Kailua-Kona offers an affordable and comfortable place to stay in Hawaii. The rental features a cozy queen-sized bed, fresh linens, and a bathroom with a tub and shower combo, providing all the essentials for a...
🏖️Spacious Ground Floor End Unit | Close to Beaches & Shopping | vrKCV
vrKCV - Waikoloa Beach Villas I4, Professionally Managed by Kona Coast VacationsGolf Course View Ground-Floor Townhome | Waikoloa Beach Villas I4 | Walk to A-Bay & ShopsRelax into island living at Waikoloa Beach Villas I4, a spacious 3-bedroom, 3-bath ground-floor...
AMAZING location steps from the beach - Ohia Lehua Suite - AC, & PBAC included!
Summary:Relax in sunny Poʻipū at this updated 1-bedroom condo featuring a split AC system, custom living room shutters, and keyless front door entry with virtual front desk support. Walk to the beach, enjoy the pool & athletic club, and experience true island...
Papakea Resort - Beautiful 1 BR Ocean View Suite - NO Resort Fee
Papakea Resort Maui provides amenities like dry cleaning/laundry services and 2 hot tubs. Guests can connect to free in-room WiFi.Other perks include:• 2 outdoor pools• Free self parking• Barbecue grills and concierge servicesRoom featuresAll guestrooms are individually...
"Da Koa Bar" Paradise at Turtle Bay Unit 113 - Kuilima Estates West
NO HOST FEES!!!! BOTTOM LINE PRICING!!! Plus Oceanfront Outer Island "Book Ends Tour" PROMO $ 75 PER NIGHT !!! Contact Tom for details. Located amongst a Superior Turtle Bay Resort and centrally located along t he World-Famous North Shore of Oahu, the possibilities and...
Kihei Akahi Condo w/ Shared Pool, A/C-Beach Lovers Dream
Kihei Akahi D416Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Step across the street and enjoy Kamaole Beach Park II, one of Maui’s best swimming and stunning beaches. Revel in the...
Banyan Harbor #E56, Walk to Beach, Wifi, AC, Pool, Parking, Laundry
Banyan Harbor #E56 – Kauai Vacation Rental, Lihue, HawaiiCentrally Located on the Island of Kauai. Accommodates up to 5 guests, including children and infants.Discover the beauty of Kauai from the comfort of this spacious and well-appointed 2-bedroom, 2-bath...
Konea 410 is a luxurious 4th-floor 1BR/1BA suite showcasing beautiful sunrises over the lush West Maui Mountains, along with glimpses of the stunning blue Pacific. Perfectly suited to small families and couples, this spacious 750 sq. ft. suite features a generous living...
Very Beautiful! High Floor! Waikiki Banyan One Bedroom with Parking Included
A Few Minutes of a Quick Stroll to Waikiki Beach! Enjoy Breakfast on the Lanai Overlooking Gorgeous Diamond Head Views with Peek-a-Boo Ocean Views. Waikiki Banyan is Close to Waikiki Beach, Shops, and Restaurants. The Unit Sleeps up to 4 Guests with 2 Full Beds and 2...
Perfect Private Kalapaki Beach Cliffside Getaway!
Discover the very best of Lihue from the comfort & convenience of this luxury oceanfront getaway! Step outside to enjoy incredible views overlooking Nawiliwili Harbor on your private cliffside balcony, or experience kayaking, surfing & relaxing on Kalapaki Beach just...
Waikiki 1 Bedroom Condo w/ Pool - Sleeps 4
A great place to relax with the whole family at this peaceful place to stay in the heart of Waikiki. The suite has two lanai balconies, both approx. 40sq ft eachSuperb pool and whirlpool spa for the kids surrounded by lush tropical pool deck with cafe/bar (a great place...
Oceanfront Kailua-Kona Townhome w/ Pool & Views!
Snorkel Gear | 0.5 Mi to Honl's BeachEscape to Hawaii at this unbeatable tropical oasis: a beautiful 2-bedroom, 1.5-bath vacation rental townhome. Nestled in the town of Kailua-Kona, this retreat ensures endless opportunities for fun! Snorkel at Magic Sands Beach, find...
Wailea Ekolu 1514 - Ocean Views, Private Lanais, Spacious 2-Story in Beautiful Wailea
Welcome to Wailea Ekolu 1514 - a spacious, two-story luxury condo designed for travelers seeking comfort, privacy, and jaw-dropping ocean views. This townhome-style villa boasts one of the most private floor plans in the community, with no shared walls and no unit...
Beautiful, Modern, & Spacious: Updated Island Townhome Great for Large Groups
If you're looking for a place to unwind in style while you're on island, Puamana 6B has everything you'll need! This attractive, contemporary retreat features two spacious and comfortable bedrooms, each with their own private lanai, as well as an upstairs loft area with...
Perfectly located to provide spectacular views in every direction.
Sitting at the end of Pua'ana Point, high atop a bluff where picturesque Hanalei Bay meets the Pacific, this Princeville oceanfront condo is perfectly located to provide spectacular views in every direction...a panoramic sweep of Hanalei Bay, Lumahai Beach and the...
KBM Resorts | FREE CAR | The Whaler | Ocean view | Studio with Stunning Sunset! WH1-1218
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...