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.
Kapalua Bliss: Serene Villas in Hawaii's Nature Preserve
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...
Free Parking!! Renovated 1 Bedroom @ Waikiki Banyan
1 Bedroom/ 1 Bathroom / One FREE PARKING (max 6') unit at Waikiki Banyan. The unit can accommodate up to 4 guests. Total of 4 Beds: 2 Full Beds in the Bedroom & 1 Full SFBD & 1 Queen Size SFBD in the living room. 557 living sqft. & 67 sqft. Lanai(Balcony) over looks...
Perch - Seaside Serenity: Oceanfront 1BR Suite
♡ The home is located in Kahana Reef between Kaanapali and Kapalua. Our hearts go out to those whose homes were affected by the wildfires. We were blessed to have been unaffected and we welcome you to stay in our home. The businesses and amenities all around us are...
Kaanapali Alii Unit 332
Welcome to Kaanapali Alii Unit 332, a luxury vacation rental nestled in the heart of Maui's exclusive Kaanapali Alii Resort. This deluxe condominium offers a breathtaking view of the resort's manicured gardens, providing a serene and picturesque setting for your stay....
Kapalua Bay Villas | 2 Free Rental Cars | KBM Resorts | 180 Degree Views | 2 Units, 3 Bedrooms | KBV ML-2002
** 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...
Spacious Studio, Perfect Location In Wakiki, Located Near The Beach, Shopping
Enjoy the best of city living with scenic mountain views in this inviting studio on the 35th floor of Discovery Bay. Just steps from the beach, this spacious studio offers both comfort and convenience in the heart of Honolulu.Large windows showcase panoramic views of...
The Westin Kāanapali Ocean Resorts / 1-Bedroom
Summary:Explore the summit of a dormant volcano. Or hike through a rainforest to a 400-foot waterfall. There’s no better place than Maui for a once-in-a-lifetime experience. The Westin Kā‘anapali Ocean Resort Villas maintains relationships with the top tour...
Experience Paradise at Waikiki Landmark Unit 1705: Your Dream Vacation Rental
Only 8 minutes away from Waikiki beach this 2-bedroom apartment is perfect for your escape to Honolulu. The bedrooms feature a cozy king bed and a comfortable queen bed. The bathrooms are equipped with a jetted bathtub, bathtub, and all the essentials you need. Our cool...
Oceanfront, Top Floor, Center 2 Bedroom Kaanapali Ocean Resort Villa!
Only Available 1/3/26 - 1/10/26! Gorgeous Top Floor, Center, Oceanfront 2 Bedroom Kaanapali Ocean Resort Villa! Room Location Is Guaranteed, Unlike Other Timeshares!The Westin Kaanapali Ocean Resort Villas. Located on North Kaanapali Beach in Lahaina, Maui! Discover the...
Wailea Beach Villas PH104 - 2 Bedroom Garden View Penthouse
Marvel at the sophisticated style and décor of Wailea Beach Villas Penthouse 104, where a touch of Bali influence seamlessly merges with rustic undertones to create an unforgettable ambiance. The interior design captivates with elements like a textured wall-mounted...
Honua Kai | 4 Free Rental Cars | KBM Resorts | X X L Corner Suite | 4 Units, 7 Bedrooms | HK ML-1295
** 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...
Royal Sea Cliff Kona 429 Partial Ocean View Studio
Perched above lava rock bluffs, this oceanfront studio in Kailua-Kona offers a peaceful and scenic island escape. Ideal spot to relax and enjoy breathtaking coastal views. Unit 429 Partial Ocean View Studio• 4th floor condo located on north side of the building close...
Wai'ula'ula J101 Three Bedroom
Perched in the uplands of the prestigious Mauna Kea Resort, this stunning villa offers sweeping views of the Kohala Coast, where breathtaking sunsets and lush golf course vistas create an unforgettable backdrop. Designed for seamless indoor-outdoor living, the home...
Ma'alaea Kai #102 – Oceanfront Ground-Floor Escape with AC and Tranquil Views
Ma'alaea Kai #102 – Oceanfront Ground-Floor Escape with AC and Tranquil ViewsWelcome to Ma'alaea Kai #102, a beautifully updated 1-bedroom, 1-bathroom ground-floor condo offering peaceful oceanfront living with modern comforts. This inviting retreat features a private...
Bright and open one-bedroom ground floor condo at the Maui Kamaole
PROPERTY PROJECT:The upper pool will be closed from November 11th through November 21st 2025 to re-coat the upper pool deck. Bright and open one-bedroom condo located on the ground floor at the Maui Kamaole. This unit accommodates up to two (2) people with a queen bed...
Luxury Wyndham Royal Garden at Waikiki Condos
They Wyndham Royal Garden at Waikiki is a european style resort with Hawaiian tropical appeal just 5 minutes away from legendary Waikiki Beach. Whether you decide to explore the beach, attractions, golf, shopping and dining options or just spend time soaking up the...
Spacious 2-bedroom condo with a lanai, on-site pool, WiFi & golf courses nearby
Garden Isle at PuamanaOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to your tropical oasis in the heart of Princeville, HI! This beautifully appointed condo offers an...
Golf Course Front Kuilima West by Beach w/Parking & Resort Amenities
Book with confidence! Professionally managed by Ali‘i Beach Rentals, an award-winning property management company.Discover the charm of the North Shore in this beautifully renovated townhouse located in the desirable Kuilima Estates West at Turtle Bay Resort. Blending...
3 bedroom Condo at Sands of Kahana
Discover this delightful 3-bedroom Beach Front gem in Kahana. This charming condo is the perfect home away from home for guests. With 1 king bed, 1 queen bed, and 2 full beds, and a sofa bed; everyone will have a comfortable place to rest. The room also includes WiFi,...
OCEANFRONT LUXURY CONDO AT SUGAR BEACH RESORT MAUI #322 - RARE OPENING !
OUR ONLY HOST FEE IS THE CLEANING FEE!!! CHECK OUR DRIVE OUT PRICE!!!WHEN COMPARING CONDOS - BE SURE TO CHECK - DRIVE OUT PRICES !!!PLEASE ENJOY OUR BEAUTIFUL, RENOVATED, OCEANFRONT CONDO AT THE SUGARBEACH RESORT IN KIHEI, HAWAII. SUGARBEACH RESORT IS THE PERFECT...
Island Serenity Awaits: Studio Premium Villa at Westin Ka’anapali North
Escape to the tropical paradise of Maui with a stay in the Studio Premium Island View Villa at Westin Ka’anapali Ocean Resort Villas North—a perfect blend of luxury, relaxation, and family-friendly fun. Surrounded by lush island landscapes, this retreat is ideal for...
Wailea Elua Village 1510 - 2 Bedroom Ocean View Condo
Wailea Elua 1510 is a charming two-bedroom, two-bathroom vacation rental located in the premier Maui vacation destination of Wailea. This upstairs condo offers stunning ocean views and is just a short stroll away from the pristine Ulua Beach, one of the favorite...
New! Brand new Remodeled Modern Condo right across the beach in West Maui
Aloha & Welcome! Come relax and escape at this newly remodeled 1 bedroom that will engulf you in a palm tree oasis. Wake up from the comforts of a Queen lush bed.Right across from beach park in Honokawai, West Maui. Next door to farmers market, coffee shop, restaurants...
KBM Resorts | FREE CAR | Kapalua Golf Villa | 1-Bedroom Condo with Ocean & Golf Course views! KGV-17V3
** 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...
NEW LISTING DISCOUNT! 3BD/3BR Luxe Villa, AC, Pool, Walk to Beach
NEW LISTING – Special Introductory Rates!Hosted by a proven 8-year Superhost with 100+ 5-star guest reviews, Sugar Sands Villas offers the value of a new listing discount with the peace of mind of experienced, guest-focused hospitality—all within the newest and most...
Your Island Base: Mountain View Studio 224 LS
Enjoy the tranquility of West Maui from this beautifully appointed mountain-view studio at Lahaina Shores. Start your morning on the private lanai with a cup of coffee, listening to the trade winds and taking in sweeping views of the West Maui mountains. The studio is...
FREE parking ! Waikiki 400sf condo with Kitchen AC
Our fully furnished apartment is on the eleventh floor. It features a clean bathroom, a well-equipped kitchen, a soft queen size bed, a comfortable futon, a height adjustable desk, a private balcony, an EXTRA cooling split air condition, a wall-mounted flatscreen TV,...
Beachfront Oasis with Golf Course Views! Minutes Away from West Maui Mountains
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...
Luxury 2BR/2BA/1PKG w/Washer Dryer Ocean Mtn Views
Just a short distance from the world famous Waikiki Beach, restaurants & stores around. Beautiful corner unit w/ spectacular views from every BR. From ocean to the mountains, you can enjoy it all from this high-floor unit. Secure&private w/only 4 units/floor. 1,025...
Classic Room with King Bed – Design-Centric Space
Relax in this stylish 242 sq. ft. room featuring a king bed and distinctive interiors with local art. Located on the 2nd floor, this room offers modern comforts like air conditioning, free Wi-Fi, and a flat-screen TV, making it the perfect space for a comfortable and...
Royal Kahana Maui 708 Oceanfront 1 Bedroom
- - 7th floor condo with balcony- Updated open kitchen with solid surface counters includes stove, oven, stainless steel refrigerator, microwave, coffeemaker, toaster, coffee starter kit, blender, tea kettle and complimentary tea- Vinyl plank flooring throughout-...
Hawaii Getaway in Paradise! (FW-35G)
Hawaii living at its best in this beautiful 3 bed 2.5 bath townhouse in the Fairways Ko Olina Resort.Looking for a relaxing getaway in paradise? Look no further than this spacious and comfortable 3 bedroom 2.5 bath vacation rental in Ko Olina Fairways. This townhouse is...
Maui Resort Rentals: Honua Kai – Incredible 8 Bedroom Oceanfront Gem, Over 6000 Combined Sq. Ft. w/ Built-in Viking B.B.Q.!
This exceptional 9BR/9BA pairing brings together one of the absolute finest oceanfront residences on offer at Honua Kai, with two neighboring oceanview suites to provide over 6000 sq ft of combined living interior, perfectly suited to any large group or family. Each...
Relaxing, Spacious, Great Location In Waikiki!
This beautifully updated condo is located on the 12th floor of Discovery Bay, offering spectacular views of Ala Moana Blvd. Recently renovated in July 2024, the condo boasts a brand-new kitchen and bathroom, featuring luxury vinyl flooring in both spaces and a fresh...
Escape to paradise at Pili Mai 2M
Ground-Floor Luxury Kauai Retreat Escape to paradise at Pili Mai 2M, a lovely 3-bedroom, 3-bathroom ground-floor haven that perfectly captures the essence of Kauai's South Shore. Accommodating up to 6 guests, this 1,580 square foot home offers garden and mountain...
Ko'Olina, 2 Bed Ocean View Villa
If you want to truly relax, follow the thousands who have stayed at the 640 acre gated premium vacation ownership resort, Marriott Ko Olina Beach Club. Nestled on the West side of Oahu, this resort is surrounded by clear blue waters and a picturesque lagoon. Soak up the...
Studio Ocean Front at Marriott's Maui Ocean Club - Molokai, Maui, & Lanai Towers
Settle into the lap of luxury, where plush bedding assures pampered restfulness for the weary traveler.If you’re searching for the quintessential Hawaiian getaway, then this resort is quite the catch. If the sunshine, beaches, and glowing pools (many, many glowing...
The Lodge at Kukui‘ula - Cottage 3
This spacious three-bedroom vacation rental cottage on Kaua'i features one main house with two primary bedrooms and a stand-alone one-bedroom 'ohana. Situated within easy walking distance of the amenities of The Club at Kukui'ula, Cottage 3 has a prime location for...
Grand Waikikian by Hilton Grand Vacation Club, HI!
Enjoy the glamour of this stylish, upscale place. THIS IS A 2 BEDROOM SUITE! Enhance your island adventure by reserving a well-appointed accommodation at the Wyndham at Waikiki Beach Walk. Situated in Honolulu, Hawaii just one block from Waikiki Beach, this stylish...
30FL Hale Nalu Waikīkī | Oceanview King Bed Studio
- Located on the 30th floor of Island Colony, a secure high-rise building with 24/7 security- Elevator access for convenient arrival and departure– Building amenities on the 6th floor: swimming pool, jacuzzi, sauna, laundry facilities, convenience store, ice maker,...
Wonderful South Maui Beach Condo
Ground floor easy access. Cold AC in living and bedroom. 3 minutes to the beach! Surrounded by lush tropical landscape.The property has 3 private pools, 6 tennis courts, barbecue grills, and beautiful landscaping throughout. You can also soak in the sun on the beach; we...
Serene Ala Wai Palms 2-Bedroom | Newly Renovated
This stylishly renovated and ideally located home-away-from-home offers two private bedrooms with ensuite bathrooms, a spacious living area, and remodeled kitchen. This modern Waikiki apartment features Ala Wai views and sleeps 4 guests. Elevators are available....
Luana Inn Bed and Breakfast - Oceanview Hilltop Accommodation in Kealakekua Bay
Nestled in the foothills of Mauna Loa mountain and overlooking beautiful Kealakekua Bay, Luana Inn bed and breakfast offers comfortable and peaceful accommodations to experience the magic of Big Island. The Napo'opo'o road location offers ever-changing breathtaking...
OmniView Sunset Penthouse : Mountain, Ocean, City
Rise above Honolulu in this art deco-inspired penthouse, where sweeping harbor sunsets and bold architecture create your private sanctuary in the sky. With 24/7 security, private elevator, secure parking, infinity pool, and gym, every detail balances luxury and peace of...
Royal Kahana Maui 615 Ocean View 1 Bedroom
- Royal Kahana is an oceanfront vacation condo resort - Carpet & tile flooring throughout - Fully equipped kitchen with– fridge, stove/oven, microwave, cookware, tableware - Tiled bathroom with walk-in tiled shower - Designated work space desk and printer - 1 king bed...
Comfort and Convenience! Full Kitchen, Balcony, Outdoor Pool! Beach Access
Discover a serene oasis just steps from the iconic Waikiki Beach, where tranquility meets excitement. Explore nearby treasures such as the Royal Hawaiian Center and Diamond Head State Monument. Only a short drive from Daniel K. Inouye International Airport, this vibrant...
Lagoon Tower HGVC Hawaiian Village,Beachfront Resort
Enjoy the glamour of this stylish, upscale place. Set among 22 acres of pristine Waikiki beachspace, Lagoon Tower by Hilton Grand Vacations provides visitors with spectacular amenities and an unrivaled position in the heart of paradise. Guests are treated to access to...
Brand New 2BR/2BA Condo with Modern Comfort
This stylish condo is perfect for group trips. Minimum 30-day rental. Brand new 2BR/2BA modern unit surrounded by great restaurants and just a short walk to Ala Moana Shopping Center. Enjoy resort-style amenities including an infinity pool, jacuzzi, gym, and BBQ...
Kaanapali Alii Unit 195
Welcome to Kaanapali Alii Unit 195, a luxury vacation rental nestled in the heart of Maui's exclusive Kaanapali Alii Resort. This stunning oceanfront condominium offers breathtaking, unobstructed views of the Pacific Ocean and the neighboring islands of Lana'i and...
The Lava Shack
The Lava Shack is a bright 1BR/1BA condo in Kihei Kai Nani, just steps from Kamaole II Beach. Enjoy a full kitchen, pool, BBQs, free WiFi, and a private lanai. Walk to dining and shops, or drive minutes to Wailea golf, beaches, and adventures. Perfect Maui vacation...