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.
Dreamy Ocean Views, Private Lanai, Updated Kitchen
Experience the best that Maui has to offer at our updated coastal retreat with dreamy ocean views and a large private lanai. Stroll to the beautiful, world-renowned beaches, dine at delicious local restaurants, and shop at charming boutiques. South Maui's main surf...
** 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...
Maui 2BR Ocean-View Villa at Marriott’s – Full Kitchen, Lanai & Kaanapali Beach
Discover island comfort and spacious living in this two-bedroom, two-bath villa at Marriott’s Maui Ocean Club – Lahaina & Napili Towers, nestled on the sun-drenched Kaanapali Beach in West Maui. Ideal for families or groups, the residence features a master bedroom with...
Stunning remodeled oceanview in the heart of Kihei
Summary:Welcome to Kihei Akahi C610. This beautifully remodeled 6th floor ocean view condo is the perfect place to make your Maui memories. This condo has been completely remodeled with high end finishing, and split AC throughout. Admire sunsets & ocean views from your...
4 Suites with Balcony and Living Area | Outdoor Pool & Free Breakfast
Unwind in a spacious suite with private lanai, deep soaking tub, free WiFi, and plush bedding. Enjoy continental breakfast with Kona coffee, then stroll to Waikiki Beach or nearby shops. After exploring, relax by koi ponds or dip in the pool. Perfect for couples,...
Sleeps 12! Ocean Views! 4 BD/4BA! 2 Renovated Condos!
Room for 12! Welcome to Pineapple Paradise Maui - The Original and 2.0!Bring your whole group to enjoy these TWO incredible 2 bedroom 2 bathroom condos only 1 minute walk from each other and a 2 minute walk to the beach! Both condos have just been completely remodeled!...
🏖️Top-Floor Golf View Waikoloa Condo w/ Loft & Central AC
Bright Top-Floor Golf View Condo with Loft | Walk to A-Bay & Shops | Fairway Villas G32Wake up to golf course views and warm island breezes at this bright top-floor condo in Waikoloa Beach. With soaring 22-foot ceilings, a shaded lanai, and a spacious layout with a...
Free parking 2-bedroom condo in Waikiki, cool breeze w/A/C. Sleeps 6
Recently remodeled, completed March 2026! Welcome to this fabulous newly remodeled condo in Waikiki. This perfect two-bedroom retreat features a Queen bed and 2 Full beds, plus a cozy living room with an additional Full bed (pull out couch). The bathroom is beautifully...
Hillside Villas 1498-3 by Gather w/ Garden Views, Close to Golf & Beach
Set within the quiet Hillside Villas community in Ko Olina, Hillside Villas 1498-3 by Gather offers a comfortable retreat designed for long-stay relaxation. This two-story townhome features soothing garden views, a welcoming open layout, and the convenience of nearby...
Brand new! Cozy and safe lockout unit in Kihei condo. Close to everything!
Escape to this charming studio in picturesque Kihei. This fabulous rental features 1 cozy bedroom with a queen bed, perfect for a single or couple's getaway. Enjoy the convenience of amenities like WiFi and AC during your stay. Experience the magic of Kihei at this...
Honua Kai | 4 FREE Rental Cars | KBM Resorts | Amazing | 4 Units, 8 Bedrooms | HK ML-2849
** 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...
** 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...
Kailua Hale Kahakai by Gather: Lux Oceanview Villa w/ Beach, Walk to Attractions
Welcome to Kailua Hale Kahakai, a serene beachfront estate set along one of the most breathtaking stretches of Kailua Beach. With six bedrooms, five bathrooms, and over 4,300 sq. ft. of breezy living space, this expansive retreat blends open-air island design, panoramic...
Westin Princeville Ocean Resort Villas | 2BR Villa
Summary:With its cascading waterfalls, tropical rainforests, and mountainous landscapes, Kauaʻi is a magnificent vacation destination. The Westin Princeville Ocean Resort Villas offers a collection of amenities to keep you entertained without ever having to leave the...
NEW Waipo'o Hale: Luxury 4 Bedroom Estate w/private Pool & AC
Named after one of Kauai’s most majestic places Waipo’o Falls, this brand-new home is the perfect place to enjoy all the best that Kaua’i has to offer. With luxury and elegance from the moment you pull into the driveway, Hale Waipo’o is sure to be your luxury home away...
** 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...
Honua Kai | 3 FREE CARS | KBM Resorts | Front Alii Suite | 3 Units, 6 Bedrooms | HK ML-3293
** 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...
** 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...
** 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...
Beautiful Modern Decor in a Light-Filled Condo, Hale Kamaole, Steps to Beach
This ground floor unit is perfectly located and easily accessible to all the complex's amenities: sparkling clean pools, gas and charcoal BBQs (cleaned daily), and a tennis court. You also have your own personal lanai to enjoy the cool island breeze as you sip your...
Breathtaking Ocean Views + Luxury Amenities + Gorgeous Beachfront Retreat
The Space:Surf Shack Properties welcomes you to your Luxe Oceanfront Retreat! 1 Bedroom/ 1 Bath Condo at the Valley Isle Resort 2nd Floor with AC, Luxurious Amenities, and Ocean Views in Kahana, West Maui!✔ Oceanfront✔ Air Conditioning (A/C)✔ Luxurious Amenities:...
Cozy, family friendly 1-bedroom condo with AC in beautiful Napili, Maui
Unwind in Lahaina at this amazing condo. The space features one cozy bedroom with a king bed, perfect for a restful night. Guests can relax in the welcoming living room, which includes a sofa bed (queen) and a futon (full) for extra comfort. Perfect for families! The...
** 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...
Stunning Views-North Shore jewel. One block to beach.
Aloha! North shore Kauai, deep in the jungle but only 5 houses to the beach. One mile to the famous Tunnels Beach. Private and quiet gated estate. Half acre of flowering plants and ediable fruit trees- flat land with stunning views of the mountains. You're in mystical...
Ko Olina Kai 1105E: Upscale 3BR, BBQ Lanai, Near Golf & Disney Resort
Tucked within the serene Ko Olina Resort community, Ko Olina Kai 1105E offers a welcoming retreat where comfort, connection, and island living come together effortlessly. This refreshed 3-bedroom, 2-bath upstairs condo spans 1,427 square feet and is designed with...
Tropical Paradise Awaits: Marriott's Maui Ocean Club for Family Fun
Immerse yourself in Hawaiian luxury at Marriott’s Maui Ocean Club - Molokai, Maui, & Lanai Towers, a breathtaking resort on the golden shores of Ka’anapali Beach, where every moment feels like paradise.Spacious accommodations designed for families include one-, two-,...
1BR Plus Partial Ocean View – Grand Islander Waikiki Escape
The Grand Islander is a modern tower located within the iconic Hilton Hawaiian Village beachfront resort complex in Waikiki. The resort spans dozens of tropical beachfront acres and offers direct access to Duke Kahanamoku Beach and Lagoon.Guests can enjoy multiple...
Marriott's Kaua‘i Beach Club | Two Parlor Suites
Summary:Experience the beauty of Kauai from the cozy parlor suite, the resort offers ocean views and easy access to Kalapaki Beach, consistently ranked among Hawaii's best swimming beaches. Enjoy resort amenities including a communal pool and hot tub, and relax on your...
Hale Namakeha! Brand New Construction with Exquisite Design! Mins to Beach with Air Conditioning!
Summary:Nestled in the heart of Princeville, this exquisite home captivates luxurious amenities, and meticulously designed interiors.The Space:Enjoy brand new construction & professional design with air conditioning! Located in the lush landscapes of Princeville,...
Making The Best Memories Along The Way! Outdoor Pool, Oceanfront!
When it comes to comfort, convenience, and an aloha spirit - you found the right place to stay. Relax by the pool, indulge in our buffet dinner, and enjoy views out over Kahului Bay. All this is yours within 10 minutes of the airport, and you'll be close to many of the...
Cozy 1-bedroom condo with AC, fitness room in welcoming Kihei
This brilliant 1-bedroom condo in Kihei is perfect for your escape to relaxation. With a cozy king bed and a charming living room featuring a comfy murphy bed, guests can unwind in style. Enjoy the convenience of a fitness room, washing/drying machine, full kitchen,...
Aqua Aloha Surf Waikiki 1513 | City View Suite – Pool & BBQ
Aqua Aloha Surf Waikiki 1513 - Studio hotel room with a Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, Sleeps 2. Square footage: 301.Aqua Aloha Surf Waikiki brimming with island personality offers a range of accommodations that are perfect for...
2 Spacious Room Perfect For Family Stay with Balcony | Free Breakfast
Unwind in a spacious suite with private lanai, deep soaking tub, free WiFi, and plush bedding. Enjoy continental breakfast with Kona coffee, then stroll to Waikiki Beach or nearby shops. After exploring, relax by koi ponds or dip in the pool. Perfect for couples,...
ML - Nohea Stylish Home w Perks I Near Top Sight
Summary:This home is perfect for families or groups of friends looking for a relaxing and luxurious vacation located in a gated private community in the heart of the Makaha Valley It s just minutes away from Makaha Beach Park a popular surfing spot and the great golf...
![[Rare]Mtn View | Walk Score 95 | Parking | Kitchen](https://media.vrbo.com/lodging/129000000/128310000/128308800/128308733/6bd302ea.jpg?impolicy=ccrop&w=1000&h=666&q=medium)
[Rare]Mtn View | Walk Score 95 | Parking | Kitchen
Summary:Experience the newly renovated corner unit at Waikiki Banyan, with stunning 270° views of the Koʻolau Mountains, Koko Head, Diamond Head, and the Honolulu skyline from a private 28th-floor lanai. Revel in breathtaking sunrises and vibrant rainbows.In the heart...
Kaanapali Maui Eldorado H204 Garden 1BD + Bonus BD
Tucked away on Kaanapali golf course, this garden-view retreat includes one bedroom and a bonus room for extra flexibility. Just a short walk to the beach, it features a fully equipped kitchen, comfortable living space, and plenty of room to relax. Unit H204 Garden View...
Spacious Waikiki Beach Condo with 2 bedrooms 2 baths
Just a few minutes walk from the famous beaches of Waikiki, this spacious, ocean facing unit with 2 bedrooms 2 full bathrooms in Discovery Bay gives you the perfect opportunity to live the Hawaii city life with tree top and ocean views. Just two floors away from the...
New Designer Furniture, 1 Br Ocean View, 2 Bath, Beach Clubhouse, Jacuzzi
Welcome to the spacious, designer remodeled condo located on the top floor (2nd Floor)! Gorgeous ocean views from the living room, bedroom and the private lanai/balcony with lush gardens. Steps away from one of the 3 resort pools and a 7 minute walk to world famous...
High Floor 1 BD Condo - Steps away from the beach!
Wake up to gorgeous mountain views in this 30th Floor, corner-end unit at Waikiki Banyan!Perfect for hosting guests while you visit, this unit features a large, leather couch, a work station, a dining table with seating for 4, as well as 2 adjustable bar-stool chairs...
Luxury Meets Aloha — Oceanfront Paradise at Lahaina Shores 529
Lahaina Shores 529 is a perfect studio getaway!Outstanding, endless Pacific Ocean and neighboring island views from your private lanai. Set directly on the shoreline in historic Lahaina Town, Lahaina Shores is a charming boutique resort where the ocean is just steps...
Renovated 3BR w/ AC, Vaulted Ceilings & Lanai Ocean View Near Airport
Enjoy a partial ocean view from the lanai at this freshly remodeled (July 2025) Kona retreat. The bright, spacious home features vaulted ceilings, air conditioning, and year-round comfort at 1,070 ft elevation. Just 3.5 miles from the airport, you’re minutes from...
Kiahuna Plantation Resort Ocean View 2 Bedroom
Enjoy sweeping ocean views from this spacious split-level two-bedroom condo on Kauai’s most iconic beach. Perfect for families or couples traveling together, it offers comfort, space, and stunning scenery. Ocean View 2 Bedroom 2 Bath• Fully equipped kitchen includes...
15th Fl Luana Waikiki Studio | City & Mountain Views | Pool | Balcony
Enjoy a stylish 15th-floor studio at the Luana Waikiki, featuring city and mountain views just steps from Waikīkī Beach. Perfect for couples or small families, this boutique stay sleeps up to 4 guests and includes a kitchenette, pool, fitness center, and BBQ area — all...
Kapalua Bay Villa 36B3 Oceanfront 1 Bedroom
- Split level Condo- Villa closest to Kapalua Beach- No stairs between parking lot and front door- Tile flooring throughout and carpet in bedroom- Kitchen with stainless steel appliances – fridge with ice maker, stove/oven, microwave, dishwasher, cookware, tableware-...
Ilikai Hotel One-bedroom Unit with am AMAZING view of the Duke Kahanamoku Lagoon and Waikiki Beach
This condo is located on the floor of the 12th Ilikai Hotel.This AMAZING condo has beautiful views of the ocean overlooking the lagoon at the Ilikai Hotel. Relax in this cozy, Hawaiian styled condo. You'll love waking up to the beautiful and calming view of the ocean...
Hapuna Beach Residence B11 at Mauna Kea Resort
This oceanfront, newly-constructed, ground-level masterpiece offers floor-to-ceiling sliding window walls that create indoor/outdoor living space, a magnificent chefs' kitchen with Wolf, Sub-Zero and Miele appliances, including double ovens and a wine refrigerator, as...
Penthouse Paradise 2 Bedroom Apartment on the water, overlooking Hilo Bay!!
Nestled in Hilo, this delightful condo offers a serene escape for guests. With 2 bedrooms featuring a queen and king bed, along with 2 bathrooms equipped with showers, this phenomenal property ensures a comfortable stay. Enjoy amenities like WiFi, a fitness room, AC,...
@ Marbella Lane - Luxe 2BR w/ Panoramic Ocean View
Summary:Escape to paradise in our luxurious 2-bedroom Home in Honolulu, Hawaii, featuring breathtaking ocean views. Designed for comfort and convenience, the space offers modern amenities including air conditioning, a fully equipped kitchen, and high-speed Wi-Fi. Just...
Maui 2BR Ocean-View Villa at Marriott’s – Full Kitchen, Lanai & Kaanapali Beach
Discover island comfort and spacious living in this two-bedroom, two-bath villa at Marriott’s Maui Ocean Club – Lahaina & Napili Towers, nestled on the sun-drenched Kaanapali Beach in West Maui. Ideal for families or groups, the residence features a master bedroom with...
Maui Resort Rentals: Kaanapali Alii 313 - Ground Floor 1BR Steps from the Beach with Expansive Lawn!
Maui Resort Rentals is proud to present this luxurious 1BR residence at the acclaimed Kaanapali Alii in the heart of Kaanapali Beach—newly launched on October 21, 2025 to start taking bookings for check-ins starting December 19th, 2025!Nestled just one column back from...