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.
Unique, private and central
Nestled in the middle of nature, enjoy waking up listening to the sound of the birds singing in the morning. The hau'oli house is a house of joy. A house where friends and family gather to celebrate life. A house where the art of doing nothing brings you peace and calm....
Wyndham Bali Hai | 2BR Suite with Resort Access
Summary:Nestled 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 pools or...
Mauna Lani Point | H206
Welcome to Mauna Lani Point H206, a luxurious retreat nestled on the stunning Kohala Coast of Hawaii. Our two-bedroom golf view vacation rental offers an unparalleled experience, featuring breathtaking vistas of the renowned Mauna Lani Golf Course alongside the comforts...
Remodeled 1 bedroom Kihei gem close to beachnn
Welcome to Maui Vista 2121. This coastal remodeled 2nd floor 1 bedroom condo is located in the heart of S. Kihei. This condo can accommodate 4 people & has everything needed to feel at home. Cross the street to get to Charley Young beach which connects to Kamaole I...
Ilikai Hotel, Beautiful Yacht Harbor & Ocean View. Sunsets every night!
Beautiful views of the yacht harbor overlooking the Pacific ocean can be enjoyed from this comfortable & classy condo. This spacious 1-bedroom is over 500 sq ft of comfortable living space is located on the 16th floor of the Ilikai Hotel. KITCHEN- Refrigerator-...
Maui Resort Rentals: Honua Kai – Incredible 7 Bedroom Oceanfront Offering, Over 4400 combined Sq. Ft. w/ Built-in Viking BBQ!
This incredible seven-bedroom pairing combines a stunning 3BR oceanfront residence with two neighboring 2BR partial oceanview suites to create the perfect gathering space for large groups and families to reconnect and celebrate. Your group will enjoy the space and...
Maui Tranquility II - Relax & Feel Welcomed!
Maui Tranquility II - Relax and Feel Welcomed! This is the second chapter in our Maui Tranquility story. Another amazing place to stay on Maui, completely remodeled with meticulous attention to the details so you'll feel comfortable and appreciate the aesthetics,...
Makena Surf | B204 | Beachfront Resort
Experience the ultimate beachfront getaway at this luxurious 2-bedroom oceanfront vacation rental at Makena Surf, located on the stunning shores of Maui. This exquisite condominium offers breathtaking views of the Pacific Ocean and the nearby islands, including Molokini...
Kaanapali Alii | 291
This stunning Maui ocean view condo on the ninth floor enjoys unforgettable views of the beach, ocean, and neighboring island of Lanai. Watch visitors parasail in the ocean from the comfort of your private lanai. In the winter months you can watch for whales as you sip...
Exclusive Oceanfront Access at Alaeloa #3
Modern Paradise Luxury at Alaeloa – Exclusive Oceanfront Access Welcome to your private sanctuary in the heart of Napili, just 5 minutes South of Kapalua and 10 minutes North of Kaanapali. This exclusive Oceanfront community is surrounded by lush tropical gardens and...
𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 Beachfront Maui Ocean Club Resort+Amenities -2BR Suite
Welcome to 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢🌴🌺 Ideally located in the heart of Kaanapali Beach along the famous Kaanapali Beachwalk. It is right next to Kaanapali Point and mere minutes from the shops and restaurants of Whaler’s...
Double the Comfort! 2 Stylish Ocean-View Suites | Steps to Beach, and Dining!
Make this comfortable and convenient oasis home base for your next Waikiki adventure! Relax by the pool, enjoy dinner with family at one of three on-site restaurants, or grab a pastry and morning coffee at the coffeehouse. And best yet, the sun, sand, and surf of...
Discovery Bay Ocean View Studio, Near the Beach!
Enjoy the best of city living with scenic ocean views in this inviting studio on the 37th 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...
Kiahuna Plantation Resort Royal Garden 1 Bedroom
Royal Garden View 1 Bedroom- Spacious condo with lanai features full kitchen include stove, oven, microwave, refrigerator, dishwashwer, coffeemaker, cookware and tableware- Walk-up, no elevators- 1 King bed in bedroom- Queen sofa sleeper in living area- 880 sqft/82 sqm-...
Wyndham Bali Hai Villas, Upscale 1 Bedroom Deluxe Upper Level
Perched high on the cliffs of Princeville, this Kauai resort beautifully combines natural and man-made wonders. You can indulge in a tranquil retreat at the on-site spa or use the resort as your base for exploring the many adventures that Hawaii has to offer. This one...
Ilikai Marina - Great Location in Waikiki! Stunning Sunset View, Fireworks on Friday!
Construction Notice 4/23/25: Spall repairs are currently underway on the ocean-side units and will commence on the mountain-side units in May. Please be aware that construction noise may occur between 8 AM and 4 PM. The project is expected to be completed by late...
Breathtaking Ocean Views! Peaceful Retreat/No Resort Fees. n
Amazing ocean, marina and mountain views.. Enjoy the relaxing and peaceful resort lifestyle, in this one of a kind recently remodeled unit. Designer decorated, new flooring, upgraded appliances, kitchen and bathroom. Resort like amenities include fitness center,...
Kaanapali Alii | 1101
Discover the perfect blend of comfort and coastal charm in this one-bedroom partial ocean view residence with a den at Kaanapali Alii. This beautifully designed space accommodates up to four guests, making it ideal for couples or small families.The primary bedroom...
Holualoa Country Home - Ohia, 2 bed 1 bath with a sunset view
The Holualoa Country Home - Ohia, has two bedrooms each with a queen bed in each room, small patio area with some ocean view, cable TV, Wi-Fi, kitchen, bath with tub/shower. Close to Holualoa Village, Kailua-Kona town, the ocean and beaches, airport, shopping and...
Luxury Family Retreat: Spacious Hawaii Vacation Rental with Premium Amenities
Summary:Discover the ultimate family retreat in Kailua-Kona! This exquisite 5-bedroom house boasts a private pool, sauna, and stunning ocean views. Enjoy luxurious amenities, from the chef's kitchen to the kids' play area, and create lasting memories. Ideally located...
Colony Surf Getaway: Elegant Condo, Designer Touches &Amazing Diamond Head Views
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.Welcome to Colony Surf Getaway by Gather, a...
Oceanfront, Sunsets, Whales, and Sea Turtles at Honuloha, Floor & Remodeled
Welcome to "Honuloha" unit 403 in Hale Ono Loa. A spectacular ocean front, top floor, 1 bedroom, 1 bathroom (plus sleeper sofa) condo. Honuloha is completely remodeled, offering an elevated space with modern amenities, and equipped chef's kitchen. Ocean views from your...
Amaui Villa #5 - Breathtaking Ocean View Residence
Nestled in an exclusive enclave of Mauna Kea Resort, Amaui Villa 5 embodies Hawaiian luxury with breathtaking ocean views and thoughtfully crafted spaces. The gourmet kitchen, featuring premium appliances and natural stone countertops, flows seamlessly into the dining...
Luxury Getaway in Princeville! Swimming Pool, Full Kitchen!
Hanalei Bay Resort is a 22-acre piece of tropical paradise overlooking the stunning Hanalei Bay on the North Shore of Kauai. Vacationers enjoy a private beach, a state-of-the-art pool area, and an onsite bar and restaurant. Spacious one and two-bedroom condos feature...
Awesome ocean front property in Maui, Hawaii!!
The penthouse condo is on the 12th floor of the Valley Isle Resort and has awesome views of the ocean and the island of Molokai.You can sit on the lanai and enjoy the view with your meal or your drink.Watch the Whales in season and turtles in the water below. Take the...
Modern, Comfortable With Great Amenities! Washer/Dryer, Parking, WIFI included!
Stylish and comfortable with extra high 10' ceilings!Fully equipped and furnished condo with complete kitchen with dishwasher, built-in microwave, central A/C, and washer/dryer. The condo has a spacious tiled lanai to lounge and enjoy the bustling city & peek a boo...
Maui Kaanapali Villas, Studio Ocean View
Maui Ka’anapali Villas Studio Ocean View condo at Beach Front Resort on N. Kaanapali BeachPhotos are not of actual unit. Units are individually owned and have some variation. Unit will be assigned at check-in.Experience the verdant garden and ocean views at this lush...
Waikiki: Eat • Play • Love -Clean Comfortable Cute
Welcome to 134 Kapahulu Avenue. This delightful studio apartment located in the Waikiki Grand Hotel is perfect for your Hawaiian holiday. It is just a short stroll past shops and restaurants to the turquoise waters of Waikiki beach. Spend your vacation eating local...
Lagoon Tower HGVC HV Beachfront Resort & Spa
Enjoy the glamour of this stylish, upscale place. Set among 22 acres of pristine Waikiki beach space, Lagoon Tower, Hawaiian village, Grand Waikikian, and The Grand Islander, by Hilton Grand Vacations provides visitors with spectacular amenities and an unrivaled...
Hapuna Beach Luxury - Private Pool, Maid Service, Resort Access!
Introducing bespoke oceanfront living on one of the most pristine beaches in Hawaii! - C24 at the Hapuna Beach Residences is a luxurious 2-bedroom beachfront condominium with a private pool, adjacent to the Westin Hapuna Beach Hotel and within the Mauna Kea Resort....
❤️PiH❤️ Hono Loa ★ Bikes/Beach Toys ★ Private Beach Club ★
Presented by Paradise in Hawaii Luxury HomesWelcome to Hono Loa at the Fairways in Mauna Lani!Hono Loa offers the ultimate backdrop for your Hawaiian getaway. Perfectly designed to accommodate up to 6 guests, it's an inviting, luxurious, and serene retreat for both...
Kaanapali Maui Eldorado H206 Partial Ocean 1 BD
- 2nd floor condo with balcony- Open kitchen layout with granite counters, stainless steel fridge, stove/oven, microwave, dishwasher, cookware and tableware- 2 king beds- 1200 square feet / 111 square meters- Bathroom with walk-in-shower- Air conditioning- Washer/dryer...
Lani Paradise Oceanfront Villa Paia
Discover paradise in our 4-bedroom, two-story Villa overlooking Maui’s North Shore. Featuring a pool surrounded by breathtaking oceanfront scenery.This exclusive property offers waterfront views of the sought-after surf break, Tavares Bay, with sandy beaches within a...
New-*Summer Special Rates* #8-259-Across from Beach! Next to Food/Shops
*New Listing!*Peaceful Garden Condo | 1BR/1BA | Walk to Kam II Beach + Dining | Sleeps 4Tucked into the lush tropical trees at the back of the Kihei Kai Nani complex, this serene 1-bedroom, 1-bathroom condo offers the perfect blend of island charm and convenience. Just...
Upgraded Stunning Ocean View Studio w/Kitchenette, WiFi, A/C- Waikīkī Grand #716
Castle at Waikīkī Grand #716 - Charming and inviting are only two of the many words to describe this ocean view studio with a kitchenette! Wake up to the glow over the rim of Diamond Head Crater from your plush bed with two pillows. This studio provides ample space...
Maui Sunset A412 Beach Front Condo
Maui Sunset A412 Beautiful oceanfront property located in the heart of Kihei! Steps away from the beach. Walking distance to shops and restaurants. Easy access to the highway to road to Hana, Haleakala Crater, Maui Ocean Center, Lahaina and to the Airport.Taxi, Uber,...
Upgraded Waikīkī Studio w/ Kitchenette, AC and WiFi - Bamboo Waikīkī Hotel #703
Castle Bamboo Waikīkī Hotel #703 - Set high on the seventh floor of the amenity-rich Bamboo Waikīkī hotel awaits your own sanctuary offering modern convenience and elegant style that will make your Hawaiian escape a memorable one. Floor-to-ceiling glass sliders...
Aloha from Waikiki! 3 Partial Ocean View Units, Steps to Waikiki Beach Walk
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...
2 bm 2bth Westin Princeville Resort Villa Available 7/21-27 only
Situated on the bluffs of Kauai's North Shore, guests can indulge in a Two-Bedroom Villa. This accommodation is comprised of a connecting Studio Villa and One Bedroom Villa to create a spacious 1,311-square-foot personal retreat.Inside this spectacular villa, you will...
🏝️SUMMER-Booking Now Beautiful Oceanview, Great Location Across the Beach🏝️
This beautifully renovated condo boasts a stunning ocean view and is situated across one of the best beaches in Kihei, Kamaole 3 Beach Park. Enjoy the daily sunset from the lanai, whale-watching from December to April while sipping coffee, cocktails, and savoring...
Couples Retreat: Romantic Room with Seafront Sunrise
Discover Waikiki’s charms from our doorstep—steps to Kuhio Beach and Diamond Head. Explore local cuisine, shopping, and vibrant nightlife all within reach.Wake up to mesmerizing ocean views and let the day unfold with vibrant Hawaiian adventures at our beachfront...
Maui Bay Villas by Hilton Grand Vacations Club - 1 Bedroom Penthouse Premiere
*** 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 &...
Royal Kahana Maui 917 Ocean View Studio
- 9th floor condo with balcony- Updated kitchen with granite counters and stainless steel appliances includes stove, oven, refrigerator, microwave, coffeemaker, toaster, coffee starter kit, blender, tea kettle and complimentary tea- Tile floors in entry, kitchen and...
Royal Kahana Maui 1008 Oceanfront 1 Bedroom
- 10th floor condo with balcony- Updated open kitchen with granite counters and stainless steel appliances includes stove, oven, refrigerator, microwave, coffeemaker, toaster, coffee starter kit, blender, tea kettle and complimentary tea- Tiled entry, dining room,...
Cozy Aloha Suite with AC in charming Kailua
Welcome to our home! We are a legal vacation rental (TA-188-004-1472-01, 90/BB-0102) hosting guests for more than 30 years. We are an environmentally-conscious family doing our share to "Live Lightly" so our natural resources are protected.**PLEASE NOTE: As of November...
Lani Paradise Oceanfront Cottage
Discover paradise in our 2 bedroom cottage overlooking Maui’s North Shore, featuring a pool surrounded by breathtaking oceanfront scenery.This exclusive property offers waterfront views of the sought-after surf break, Tavares Bay, with sandy beaches within a 3 minute...
Maui Eldorado C203 Peaceful Paradise Adjacent to C202
Step into your own slice of paradise at Maui Eldorado C203, a spacious one-bedroom, two-bathroom condo surrounded by tropical gardens and island serenity. Recently updated and thoughtfully appointed, this relaxing retreat offers sweeping views of the island of Lanai,...
Kanaloa at Kona Oceanfront 2 Bedroom + Loft
- Oceanfront condos with loft located on 2nd floor- Kitchen features stovetop, oven, refrigerator, microwave, dishwasher, coffeemaker, blender, disposal, cookware and tableware- Private balcony with wet bar- Master bedroom with 1 king bed or 1 queen bed and private...
New Listing, Beach Villas Kahaluu, 4ppl OceanView
Beach Villas at Kahaluu – Ocean-View Retreat Across from Snorkeler’s Paradise Aloha and welcome to your Big Island getaway! Nestled right on iconic Alii Drive, this 1-bedroom, 1-bathroom ocean-view villa offers the perfect blend of comfort, location, and tropical...
Awesome access to Beach 1min!Studio in Hotel&Condo
【Basic Info】This is a private studio unit in Waikiki!!You can enjoy your stay by yourself, friend or partner. The condominium is located east area in Waikiki.This area is really closed to the Diamond Head, Kapi olani Park.You can enjoy a walk while feeling the...