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.
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...
Remodeled ground floor Kihei condo, walk to some of the best beaches
Welcome to Kihei Akahi C103. This beautifully remodeled ground floor condo is the perfect place to make your Maui memories. This condo is fully equipped to accommodate 4 guests, & has beach gear for your use. There is AC in the living room only, and ceiling fans...
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...
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...
Royal Sea Cliff Kona 429 Partial Ocean View Studio
- 4th floor condo located on north side of the building close to BBQ grills and parking- Private balcony- 1 king bed- 600-650 sqft/55-60 sqm- Maximum 2 persons including children and infants- Kitchen features stovetop, oven, refrigerator, microwave, dishwasher,...
Bright and open one-bedroom ground floor condo at the Maui Kamaole
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 in the bedroom as well as a full bathroom ensuite. The living room is carpeted and features rattan furnishings with tropical...
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...
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...
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
Incredible views from this updated view level unit at Kapalua Golf Villas! Enjoy views of the ocean including lanai and Molokai and forever views of green as the unit sits along the Golf Course.** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii...
Mauna Lani Point F204
Enjoy breathtaking ocean and golf course views from Mauna Lani Point F204, a one-bedroom condo located in the Mauna Lani Resort. This 1,250 sq ft villa is the perfect place for your next Hawaiian vacation. Whether you want to adventure and explore all the Big Island has...
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...
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...
Third floor resort studio - ocean-view lanai - steps to beachside pool, hot tub
Islander on the Beach 340Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Experience the ultimate oceanfront retreat at this premium top-floor condo in Kapaa, Hawaii. Situated in the...
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...
Dream Hawaiian Getaway at Stunning Oceanfront Maui Sunset!
Welcome to your dream Hawaiian getaway at Maui Sunset, a stunning oceanfront complex known for its lush, beautifully landscaped 5-acre grounds. This newly updated 1-bedroom, 2-bathroom condo offers everything you need for a comfortable and unforgettable stay.Step into a...
Valley Isle Resort #702 - Vacation West Maui
Welcome to Valley Isle Resort #702, your beachfront West Maui Escape!•Free Parking•Free Wi-Fi•No Resort Fees•Powerful AC in each room•Beach and Ocean Front Views•Direct Beach Access at Kahana Bay•Fully Equipped Kitchen•In-room Washer & Dryer•King Sized...
Wyndham Bali Hai 3BR Suite with Resort Access
About this spaceNestled amidst the stunning scenery of Princeville on Kauai, Pahio neighborhood and Hanalei town beckon with a delightful array of restaurants, beaches, galleries, boutiques, and world-class golf courses, all within easy reach. Unwind by one of the two...
Royal Kahana Maui 503 Ocean View Studio
- 5th floor condo with balcony on the north side of the building- Updated kitchen with granite counters includes stove, oven, refrigerator, microwave, coffeemaker, toaster, coffee starter kit, blender, tea kettle and complimentary tea- Updated bathroom with granite...
Honua Kai Luana Garden Villa 3 Bedroom
Relax in this spacious three-bedroom garden view villa on Maui’s iconic Kaanapali North Beach. Surrounded by lush landscaping, it offers a peaceful and comfortable island retreat.Luana Garden Villa 3 Bedroom 3 Bathroom• Exclusive on-site provider with the only homes...
Makai Club Cottages 2BR/2BA
Located on the North Shore of Kauai, the Makai Club Cottages are gorgeous free-standing 2-Bedroom Cottages on the Makai Golf Course. With stunning mountain and Norfolk pine views, you’ll have easy access to Hanalei Bay within 5 minutes. The units are fully renovated...
Kapalua Ridge Villa 1514 Gold Ocean View 2 Bedroom
- 1st floor villa with 8 stairs from designated covered parking and front door- Porcelain tile floors throughout- Updated open kitchen with granite counters and stainless steel appliances includes – fridge with ice maker, stove/oven, microwave, dishwasher, cookware,...
Maui Resort Rentals: Honua Kai – Incredible 11 Bedroom Oceanfront Gem, Over 7200 combined Sq. Ft. w/ Built-in Viking B.B.Q.!
This 8-bedroom gem combines one of the absolute finest oceanfront residences on offer at Honua Kai, with three neighboring oceanview suites to provide over 7200 sq ft of combined interior living space, perfectly suited to any large group or family. Each residence boasts...
Wailupe Seaside 6BR by Gather: Beachfront w/ Luxury Guest House
This property is offered as a monthly rental. Although full-month occupancy is not required, the monthly rate remains fixed and applies in full, regardless of the number of nights stayed, as prorated rates are not available.Escape to Wailupe Seaside 6 Bedroom by Gather,...
Great Amenities! Beachfront, Water Activities, Pool, Spa, On-Site Dining
Looking for a beachfront getaway in Waikiki? Look no further than this convenient property! Just minutes from the most popular attractions, the excitement of Waikiki is all around you! And with comfortable amenities and authentic Hawaiian hospitality, you'll have...
Spend the New Year in Hawaii! Studio Deluxe KaEo Kai Princeville, Kauai, Hawaii
Gorgeous property overlooking Hanalei Bay and the Pacific Ocean. We are on the north shore, which is the more tropical side of the island. Smaller property with pools, spa, waterfalls, foliage, and winding walking paths. The most peaceful place I have ever visited. This...
Perfect Event Location! 3 Awesome Units, Beachfront, Event Space, 3 Restaurants
Looking for a beachfront getaway in Waikiki? Look no further than this convenient property! Just minutes from the most popular attractions, the excitement of Waikiki is all around you! And with comfortable amenities and authentic Hawaiian hospitality, you'll have...
Wailea Elua Village | 1202
Wailea Elua 1202 is a stunning vacation rental property that offers visitors a truly luxurious and unforgettable experience in the heart of Maui's renowned Wailea resort area. Situated just steps away from the pristine white sands and crystal-clear waters of Ulua Beach,...
❤️PiH❤️ Kamilo Ohana ★ Views ★ Heated Pool ★ Beach Club Access ★
Brought to you by Paradise in Hawaii Luxury Homes.KaMilo Ohana is a serene sanctuary nestled within the KaMilo community, offering peaceful views of the Mauna Lani North Course and glimpses of the ocean.Perfectly suited for large groups of up to 10 guests, this elegant...