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.
Kaanapali Alii Residence 332
Kaanapali Alii 3321 Bedroom | 2 Bathrooms | Sleeps 4 | Garden View________________________________________Experience Kaanapali Alii 332, a beautifully remodeled one-bedroom garden view condo at Maui’s exclusive Kaanapali Alii Resort that offers stunning views of the...
Grand Waikikian by Hilton - 1 Bedroom Condo, Free WIFI
This spacious 1-Bedroom, 1-Bathroom Suite with a balcony features a primary bedroom with a king-size bed, charging outlets at each nightstand and a 55-inch flat-panel HDTV. The bathroom offers a freestanding shower, a separate soaking tub and a TOTO washlet. The...
Aqua Aloha Surf Waikiki 707 Deluxe Studio with Lanai and Partial City Views
Aqua Aloha Surf Waikiki 707 Deluxe Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) Queen bed+ (1) Queen Sofa sleeper, Sleeps 4, 360 St FtAqua Aloha Surf Waikiki brimming with island personality offers a range of accommodations that...
Kapalua Bay Villas | 2 Free Rental Cars | KBM Resorts | 180 Degree Views | 2 Units, 3 Bedrooms | 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 operators on...
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 Konea | 4 Free Rental Cars | KBM Resorts | X X L Corner Suite | 4 Units, 7 Bedrooms | 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...
Studio Aulani, a Disney Beachfront Resort & Spa
Enjoy a peaceful stay at this 1-bedroom resort in Kapolei. The room features a king bed and a sofa bed, perfect for relaxing after a day of adventure. Guests can stay comfortable with air conditioning and heating, while the bathroom includes a hair dryer for...
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 to...
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...
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...
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,...
Puunoa Beach Estates 101
Puunoa Beach Estates 101 2 Bedrooms | 2 Bathrooms | Sleeps 4 | Oceanfront ________________________________________ Welcome to Puunoa Beach Estates 101, a beautifully remodeled two-bedroom oceanfront villa that blends modern comfort with island elegance. This bright and...
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! KBM Resorts | FREE CAR | Kapalua Ridge Villas | Ocean view | Recently remodeled! Ground Floor, 1-Bedroom KRV-2121
** 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! 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 and 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...
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...
Molokai Lei Over
Escape to paradise in this beautiful 2-bedroom, 2-bath condo nestled in Maunaloa, Molokai. Perfect for couples, families, or friends, the condo features two luxurious king beds and a spacious living area with a comfortable sectional recliner—ideal for relaxing after a...
Luxury High Floor 2BR/2BA Central Waikiki with Washer Dryer plus Free Parking
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
Step onto your private lanai and soak in sweeping ocean views in this oceanfront one-bedroom, designed for couples, friends, or anyone wanting to unwind in paradise. Unit 708 Oceanfront 1 Bedroom 1 Bath• 7th floor condo with beautiful oceanfront views • Kitchen includes...
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...
Well-maintained lofted 2 Bedroom - Maui Vista 2411
Book with us and come to Maui to explore everything we have to offer!Relax while enjoying your luxurious ocean views! This wonderful lofted unit feels more like a home than a condo home. The bedroom features a queen bed while the loft includes two twin beds, while the...
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...
Open spacious Kitchen/Living Room, 800 sq ft deck, 8 blocks from the ocean
This beautiful and spacious house has an open floor plan and a new 600 sq foot deck over looking its growing gardens. It is on a quiet street located exactly 8 long blocks from the glorious Hawaiian Ocean. The kitchen is a large open space with an island and all...
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...
3-bedroom furnished house with ocean views, utilities, wifi, and parking
Furnished 3-Bed, 2-Bath Home in Kona. Perfect for 2-5 PeopleThis fully renovated, furnished home comfortably accommodates up to 5 people and offers stunning ocean views. Located on a large, breezy lot, it features modern amenities, including an 85-inch TV and a spacious...
Lodge at Kukuiula 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...
Aqua Aloha Surf Waikiki 710 Superior Studio with Lanai and Partial City Views
Aqua Aloha Surf Waikiki 710 Superior Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) Queen bed, Sleeps 2, 335 Sq Ft.Aqua Aloha Surf Waikiki brimming with island personality offers a range of accommodations that are perfect for...
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, and...
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....
Hilltop Oceanview Accommodations in Kealakekua Bay, Hawaii
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...
SkyNest : Queen's Gambit Penthouse at 66 Queen St
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...