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.
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...
Beautiful resort with your own cozy hotel suite in lovely Waikoloa Village!
Whether you’re seeking adventure or looking for relaxation, Marriott’s Waikoloa Ocean Club is a truly unique vacation destination. This welcoming oasis celebrates the breathtaking landscapes of the Big Island — its white-sand beaches, lush green flora and...
Waikiki panoramic views, beach, amenities , free parking
Panoramic views by day and night , queen size bed, sitting area, dinette, kitchenette and full bathroom. Traditional Hawaiian decor. WiFi and cable TV. Pool, jacuzzi, sauna, gym, barbecue area plus ..Restaurants galore inc red lobster, outback, Cinnabon. 24 hrs...
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
3 Bedroom Luana Garden VIlla- Open kitchen concept – Bosch appliances to include induction cooktop, wall oven, counter-depth French Door refrigerator with two freezer drawers, quartz countertops with full height ceramic tile backsplash, quartz slab kitchen island with...
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...
Maui Resort Rentals: Westin Ka'anapali Ocean Resort North 2BR Islandview Villa
Welcome home to The Westin Ka'anapali Ocean Resort Villas and enjoy the luxury you deserve on vacation! The Westin Villas property is legendary with amazing pools coupled with an incredible location on prestigious North Ka'anapali Beach. This spacious 1300 sq ft 2...
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,...
Downtown Honolulu Suite Near Ala Moana Beach!
Paradise awaits at this 1-bedroom, 1-bathroom vacation rental in Honolulu! Located at Executive Centre, this cozy apartment has resort amenities like a swimming pool, hot tub, and coin laundry machines. This prime location is within walking distance to downtown with...
Large Estate for 40 guests on Oahu's Windward Coast
Summary:Welcome to the only property on the North Shore capable of hosting 40+ guests in one stunning location! This half-acre private estate features five separate units, each with 3 bedrooms and 1 bathroom, making it perfect for large gatherings. Whether you're...
Royal Kahana Maui 1113 Oceanfront 1 Bedroom
- 11th floor condo with lanai- Vinyl plank flooring in living room, dining room, bathroom- Updated open kitchen with granite counters and stainless steel appliances – fridge, stove/oven, microwave, dishwasher, cookware, tableware- Updated bathroom with granite counter...
Dead center ocean views and indoor/outdoor living at it's best
Feel the Aloha as soon as you walk through the door with expansive ocean views from this beautiful 1 bedroom, 1 bathroom condo centrally located on the Westside of Maui. Recently remodeled kitchen and bathroom, fully stocked with Pampered Chef items, new linens, beach...
New Island-Inspired 2BD Oceanfront ~ Hololani B301
* NEW PROMO: Stay 5 or more nights from August 1st - October 25, get 1 FREE! Welcome to Hololani B301, a stunning oceanfront retreat where comfort meets breathtaking views. This spacious two-bedroom, two-bathroom condo offers 1,066 sq. ft. of beautifully designed living...
Ocean Ohana — Private Luxury on the Hamakua Coast
Welcome to our breathtaking luxury property nestled along the serene Hamakua Coast of Hawaii's Big Island. This awe-inspiring oceanfront paradise is a true tropical haven, enveloping you in the purest essence of Hawaiian living.Every detail has been curated to immerse...
Wailea Elua 1304 - Spectacular Oceanfront Condo with Panoramic Views
Wailea Elua #1304 – Oceanfront Comfort in the Heart of Wailea’s Resort CommunityWelcome to Wailea Elua #1304, a beautifully appointed 2-bedroom, 2-bathroom oceanfront condo offering the perfect blend of luxury and relaxation. Nestled in one of Wailea’s most...
NEW! Village Manor D21, Distant Ocean Views, Walk to Kapaa Town and Beach
Village Manor Beach Side Apartment #D21. Waipouli, Kapa'a, Kaua`i Vacation Rental with distant ocean views and coconut grove views. Accommodates up to 4 guests, including children and infants.Second floor (top floor), walk up end unit apartment. Centrally located on...
Discover Tropical Bliss: Marriott's Maui Ocean Club - Your Family’s Hawaiian Dre
Set on the iconic Ka’anapali Beach, Marriott’s Maui Ocean Club - Molokai, Maui, & Lanai Towers offers the ultimate tropical getaway. Picture-perfect golden sands and crystal-clear waters await just steps from your luxurious accommodations.Family-friendly suites...
Luxury Kapalua Golf Villa 14P1-2 w/ Golf Views, Lanai & Pools
Welcome to Kapalua Golf Villas 14P1-2 by Gather, a two-bedroom, two-bathroom luxury condo in Lahaina, Maui. Located on the 10th fairway of the Kapalua Bay Golf Course, this beautifully appointed retreat offers panoramic ocean and golf course views. Enjoy a fully...
Luxurious Villas in Kapalua, Maui with Pool Access
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...
Hyatt Residence Club Maui, Ka'anapali Beach Christmas & New Years 7 or 14 night
Enjoy the prime holiday season at Kaanapali’s newest and most luxurious resort, the Hyatt Residence Club Kaanapali. This unit is available for a 7-night or 14-night booking, with check-in and check-out on Saturday. This one-bedroom mountain view unit is spacious with...
Cozy 1-bedroom apartment with WiFi, AC in welcoming Waikiki
Your oasis in Waikiki, welcome to paradise living! Available for rent fully furnished at $3800/mo + GET (3 months min) starting 8/7/24. Just bring your clothes and toothbrush, everything else is provided. This fully renovated 1-bedroom unit at Liliuokalani Gardens...
Maui Bay Beach Front Villas
This two-bedroom, two-bathroom suite offers a 138 square-foot lanai area, as well as a balcony with seating for four. The primary bedroom features a king-size bed, 55-inch TV and desk. The primary bathroom includes a vanity with a single sink, a backlit mirror, backlit...
Ground Floor Ease w/Kitchen, Laundry, WiFi, Lanai, Flat Screen+AC–Kamaole Sands 4104
Edging the resort’s beautiful grounds landscaped with gardens, waterfalls and ponds. The open design kitchen and living area create a perfect space for mapping out the day’s itinerary as meals are being prepped for sharing at the granite countertop breakfast bar,...
Royal Kahana Maui 1018 Ocean View Studio
- 10th floor condo with balcony- Updated kitchen with granite counters includes stove, oven, refrigerator, microwave, coffeemaker, toaster, coffee starter kit, blender, tea kettle and complimentary tea- Tile floors in entry, kitchen and vinyl plank flooring in the...
Highly desirable Deluxe One-bedroom City View Unit. Reserve Today, Will not last Long!!
1 Bedroom Deluxe City View on the 13th Floor! Look no further, you've found PARADISE! This condo offers the comforts and conveniences of home. It is well maintained, reasonably priced and conveniently located in Waikiki. This condo can comfortably accommodate 4, with a...
Oceanfront Bliss at Hale Kona Kai 310 - A Cozy 1-Bedroom Retreat in Kailua Kona
Kona Town's historic “OCEAN VIEW MILE WALK”, with 24 Pacific Ocean view restaurants, multiple live entertainment venues, ocean front swimming beaches and charming shops, BEGINS AT YOUR FRONT DOOR.Enjoy ocean views, sounds and sweet fresh air breeze from your...
❤️PiH❤️ Mauna Kea Horizon ★ Newly Updated ★ Ocean Views ★ Sleeps 8 ★
Brought to you by Paradise in Hawaii Luxury Homes.Welcome to Mauna Kea Horizon, part of our exclusive Hawaiian Luxury Collection.Perched within the Kumulani complex at Mauna Kea Resort, Mauna Kea Horizon offers sweeping views of the golf course, mountains, and the...
Glam Mid Century Modern 4-bedroom oceanfront estate in wonderful Honolulu
30 day minimum rental. YOU are James Bond (or a James Bond villain!) in this oceanfront architectural marvel with its own beach and cove!!! Site of dozens of editorial fashion, film and television shoots. Check out our socials at midcenturyhonolulu. This property was...
Cozy Studio Hotel Stay w/ Resort Amenities
Experience the serene charm of Maui’s North Shore at this inviting hotel room in Kahana Falls Resort. Just steps from Kahana Beach, this cozy retreat is perfect for solo travelers or couples. Enjoy a Queen bed, a convenient kitchenette, free Wi-Fi, and a flat-screen...
Hale Lani – 5BR Estate at Hualalai Resort
LIMITED-TIME OFFER: when you reserve today, you will receive one round of golf for up to 8 guests and in villa luau not including the cost of food and beverage) for the ultimate Big Island experience.WHY IT'S SPECIALEvery nuance of Hawaiian paradise is incorporated into...
Westin Ka'anapali Luxury 1 BR Villa w Full Kitchen
Take an island vacation to the Westin Ka'anapali and experience everything Maui has to offer! The many luxurious accommodations of the unit will allow you to explore everything the resort has to offer including a spa, snorkeling, surfing, or simply lounging on its...
Kohala Suites, a Hilton Grand Vacations Club - 2 Bedroom Plus
*** Sanitation/Cleaning Update ***We understand that our guests’ expectations for hotel cleaning and disinfecting have changed. That’s why we’ve taken additional measures beyond our industry-leading cleaning standards by partnering with RB, maker of Lysol &...
Enjoy this newly renovated beautiful and spacious studio located near Waikiki.
Enjoy this newly renovated beautiful and spacious studio. Located across the convention center and next to Ala Moana shopping center and beach. Walking distance to sandy beaches, Waikiki, shopping and more. Comfortably sleeps three with a Queen bed and Xl twin pull out....
Kona Makai #5-103 One-Bedroom Tropical Escape
Discover your perfect Hawaiian escape at Kona Makai 5103, a charming and tranquil one-bedroom condo nestled in a lush tropical setting. This cozy retreat is designed for comfort and relaxation, offering a serene garden view and convenient amenities to make your stay...
Maui Parkshore 401: Top Floor 2 bedroom corner unit with Ocean Views
Enjoy ocean views and views of South Maui from this top-floor condo. This unit features two bedrooms and two full bathrooms. The master bedroom has a king bed and a full bathroom ensuite. The second bedroom has a (2) Twin beds. The living room has a pull-out sofa bed...
Maui Kihei 2 Bedroom Condo Sleeps 6
Please send an inquiry before requesting to book!The resort is situated on the southwest coast of Maui. Spectacular ocean views put you at home with the privacy and convenience of your own tastefully decorated two-bedroom condo. On-site amenities include a swimming...
Kapalua Golf Villas Gold Ocean View 2 Bedroom
Golf Villas Gold Ocean View 2 Bedroom 2 Bath- Situated along Kapalua’s Bay Course fairway- Fully equipped kitchen includes stovetop/oven, microwave, refrigerator, coffeemaker, cookware, tableware- Master bedroom with 1 king bed and bathroom- Guest bedroom with 2 twin...
Stunning Oceanfront Beach House w/AC & Mokulua Isle Views at Lanikai Oceanside
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.With front row seats to the ocean and the...
Maui Resort Rentals: Westin Ka'anapali Ocean Resort North 1BR Islandview Villa
Welcome home to The Westin Ka'anapali Ocean Resort Villas North and enjoy the luxury you deserve on vacation! The Westin Villas property is legendary with amazing pools coupled with an incredible location on prestigious North Ka'anapali Beach. This spacious 800 sq ft 1...
Walk to Beach | Pool, Gym, Lanai
Summary:A211 | TA-009-423-5136-01Wake up to paradise in Villa A211, a spacious 3-bedroom, 3-bathroom luxury retreat at the Villas at Poipu Kai. Enjoy your morning coffee on the lanai with garden views and ocean peeks, walk just minutes to Poipu’s world-class beaches,...
Mauna Kea Villa 3019 - Lavish Island Villa
This single-level, magnificent, oceanfront estate offers a sunken living room with sliding glass pocket doors for indoor/outdoor island living, a chefs' kitchen with premium, stainless steel appliances and natural stone countertops, two dining areas and a master suite...
Hawaiian King 405 1-Bedroom, King Bed and Sleeper Sofa, Pool and BBQ Grill
Décor and Charm in the Heart of Honolulu - Hawaiian King 405Escape to the charming Hawaiian King 405, a delightful 1-bedroom vacation rental in the heart of Honolulu. Located at 417 Nohonani Street, #405, Honolulu, HI 96815, this cozy retreat combines the best of...