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.
Vintage tropical townhouse close to pool
In addition this resort is a golfer's paradise being that the unit is situated near the Waikoloa Beach Golf Course. Enjoy all the conveniences of our townhome, right at your fingertips. On the bright side the vaulted ceiling in this condo allows natural sunlight to...
Princeville Private 3 bed 2 bath w/AC
This private end of road cul-de-sac home has everything you need! It’s steps away from Princeville’s community center with fine dining, night life, shops, treats, and groceries. While central, this home is a personal hideaway with a private back yard backed up to...
Maui Resort Rentals: Marriott's Maui Ocean Club 2BR Mountain/Garden View Suite
Freshly Renovated 2 Bedroom Mountain/Garden View Suite at Marriott's Maui Ocean Club. When you can’t afford a mediocre Maui vacation. Family time is limited, make the most of your vacation time with an out of this world experience. Why pay for a small hotel room when...
Puuwai Alii Estate: Stunning Luxury Home with Pool, Hot Tub & Ocean Views,AC!
Absolutely amazing property! A one of a kind 5-bedroom, 6-bathroom property that is built to impress with gorgeous high end materials and is one of just seven properties in the quaint "Pu'uwai Ali'i" subdivision. The gated entrance, majestic surrounding trellises, and...
Laidback Island Living Close to Beach & Shopping
Welcome to Larae’s Place! This cozy 3BR/1BA home comfortably accommodates up to 7 guests. Located minutes from local beaches, shopping, and the airport, it`s perfect for exploring Hilo. Relax in the outdoor dining area and enjoy all the essentials needed for a tropical...
Beautiful! Light & Airy Top Floor Condo! 3 Bed, 3 Bath + Lanai. Pool and Jacuzzi
This beautiful condo has been artfully designed with your comfort in mind. Fall in love with the white board and batten walls, natural contemporary furnishings, and high quality linens and bedding. Your home away from home comes fully stocked with kitchenware, small...
Kaanapali Shores #933, Stunning Top Floor Full Ocean View Condo
Welcome to your ultimate getaway in paradise at the Aston Kaanapali Shores Unit 933. Be on top of it all in this top-floor penthouse suite offering stunning 180 degree ocean and pool views. From your personal lanai you will enjoy the sparkling blue of the ocean,...
Perch - Maalaea Banyan: Oceanfront 1BR | 20 Steps To Beach
Welcome to your recently updated home away from home! New appliances, new kitchen, and new paint throughout. Enjoy the panoramic ocean view while you are relaxing on the couch or preparing a drink in the kitchen. As a ground floor unit, you can extend your relaxation...
Ocean Views W/Private Lanai - Kaha Lani 206
Castle Kaha Lani Resort #206, located on the second floor: One look inside this beautiful 1-bedroom/1.5-bathroom vacation condo, and you’ll see why it’s a favorite. The living room is decorated with modern tropical décor and attractive red accents and features natural...
Calming Volcano Studio 2 Blocks From The Ocean
This comfy and clean Volcano Studio is located 2 blocks from the beach and Ali'i drive where all the best attractions are such as tasty restaurants, fun retail shops, bars, coffee and smoothie spots, fresh farmers markets, Magic Sands Beach, and much more. The Volcano...
Rivendell Oasis-Peaceful garden setting with private hot tub close to waterfalls
This location is ideal for a visit to Hawaii Island's lush tropical east side. Close to all the amenities of town, yet secluded enough to only hear the sounds of nature. Located in a quiet secluded neighborhood at a cool elevation minutes from beautiful waterfalls and...
NEW LISTING!! 2 bedroom/1bath Hale Honu with Jungle Views!
Beautiful newly updated condo 2 bd/1 ba duplex unit, on a quiet access road between Princeville and Hanalei, avoiding the bustle of the main Princeville thoroughfare. Relax in the natural tropical landscape and take advantage of all the northern side of Kauai has to...
❤️epic Panoramic Ocean View⭐️renovated-Dual Ac❤️owner Mgmt🐳
Aloha! 🌺 Welcome to the hotel-zoned Kihei Akahi, Maui, Hawaii–permitted resort property situated directly across from the iconic beaches of South Kihei! This stunning condo offers an unforgettable experience, combining the comforts of home with the allure of a tropical...
Best location at Kuleana (Unit 405)! New Remodel. Spectacular Oceanviews.
Welcome to your island escape at the Kuleana Resort, West Maui’s hidden gem. This newly remodeled oceanfront 1-bedroom, 1-bath condo offers the perfect blend of comfort, style, and location—just steps from the shoreline, heated pool, and resort amenities.Enjoy...
Newly renovated, Free Parking, One block to Waikiki Beach
See my other Properties # 1503692 and #3156864 and #3512192 for my 5-STAR reviews and to book multiple units in the same building.Located in the Waikiki Sunset with beautiful mountain and city views this condo offers enough beds to sleeps 6. 1 bedroom (king bed and twin...
Stunning Oceanfront 1bd - Maalaea Kai 315
Welcome to your home away from home! This beautifully updated one-bedroom condo combines modern comfort with tropical charm, making it an ideal getaway for couples or solo travelers. Just steps from the beach, you can enjoy breathtaking views from your private lanai...
LUXURY PENTHOUSE 2 BDRM OCEANFRONT BUILDING: Just steps from the beach!
"Aloha Kai" Completely Renovated 2-bedroom (King Bed in each) Oceanfront at Menehune Shores with A/C in every room (hard to find). Many of these condos have no A/C or just one mini-split in family room.Fantastic 6th Floor Ocean Views!! Pack your suit...Aloha Kai has...
Private Ocean View Main House + Extra Suite, 5 MIN Walk to Poipu Beach, A/C
Enjoy A/C throughout the entire house. Our newly remodeled 1920's Hawaiian owned and built by my great grandparents, was originally the first house on the hill above Poipu Beach. Entering Poipu Hale Ohana, you will be stunned with views that overlook Poipu Beach, the...
Westin Ka'anapali 2 Bedroom Oceanview as low as 600 per night
Book a whole week or nightly for as low as 600 per night. (Check calendar for availability)The luxury vacation villas at this resort feature large lanais, stone flooring, granite counter tops, roomy bathrooms, fully equipped kitchens, washer/dryer, and the Westin...
Comfy Surf Studio 2 Blocks From The Ocean
This comfy and clean Surf Studio is located 2 blocks from the beach and Ali'i drive where all the best attractions are such as tasty restaurants, fun retail shops, bars, coffee and smoothie spots, fresh farmers markets, Magic Sands Beach, and much more. This relaxing...
Cozy Pineapple Studio 2 Blocks From The Ocean
This cozy and clean Pineapple Studio is located 2 blocks from the beach and Ali'i drive where all the best attractions are such as tasty restaurants, fun retail shops, bars, coffee and smoothie spots, fresh farmers markets, Magic Sands Beach, and much more. The...
Luxury Bali Hai Large Villa 2 BR, 2 Ba in Princeville, Kauai; Sleeps 6
This luxury villa is located in the exclusive Kaua’i resort of Bali Hai, in Princeville. This large upper level villa is a 2 bedroom, 2 bath unit that sleeps 6 with a king-size bed in the master bedroom and a luxurious private bathroom with a Jacuzzi tub. The 2nd...
Completely remodeled Whaler on Kaanapali Beach, stunning views of black rock!
Welcome to Whaler 508. This beautifully remodeled condo is situated in a quiet North Tower location providing stunning ocean & Black Rock views. Admire sunsets, whales, sailboats, and Black Rock torch lighting from your large private shaded lanai. This spacious 1...
Coastal Remodeled ocean view Papakea Resort condo
Welcome to Papakea G304. Partially updated Papakea Resort 1 bed, 1 bath fully stocked condo is in a great location with beautiful Ocean Views. This bright & airy condo has coastal vibes throughout & can accommodate 4 people. It comes with all the household items & beach...
Maui Eldorado ~ G108 ~ Stay in the Heart of Kaanapali
This is a legally permitted vacation rental according to the County of Maui ordinances.Oceanfront Bliss with Spacious Living, Private Lanai, and Unforgettable SunsetsE Kō Mo Mai! (Welcome!) Embrace the spirit of aloha as you step into your personal sanctuary, where each...
Hilton Pass, Poolside Villa w/BBQ, Ground Unit, BOB Stroller, Sleeps 6, D3
2025 check ins receive a bottle of sparkling to start vacation out right! This poolside paradise is within Waikoloa Beach Resort area - a perfect destination for your next vacation. Unit also includes access to the Hilton (just down the street) so you can enjoy resort...
Waikiki Living, 4 blocks from surf, mountain views, king size bed and office!
Sunrise on the surf, sunset on the beach, dinner at the top of Waikiki. Enjoy views of Ala Wai canal, Ko'olau mountains and the new park on Aloha Drive from spacious lanais, including your own private lanai. Equipped with A/C, smart TV, microwave and a full kitchen to...
Escape, Relax, Renew 🌈 Hilton Pool Pass included!
E komo mai! Welcome to the Big Island! Our spacious and updated condo is the perfect place to relax and enjoy all the amenities and adventures of the Big Island.Two bedrooms and two full bathrooms--one of each downstairs--makes this an ideal family retreat. There is...
Oceanview Townhome, freshly updated in Keauhou, close to Kona.
Aloha, and welcome to "Makani Moana #104" a beautifully appointed private townhome and tropical retreat at Keauhou Resort. Located near the ocean and tucked away in a quiet area, this comfortable townhome is our little piece of paradise on the Island of Hawaii and we...
NEW HOME in Private Community with Ocean/Mountain Views. 5 Min. Drive to Beach
BRAND NEW HOME located in a gated community in Mākaha Valley, with beautiful ocean and mountain views. Just a 5 minute drive to Mākaha Beach for swimming, surfing, boogie boarding or just relaxing. Home is equipped with all you need for a day at the beach. This 4...
A/C - Blue Ocean - Mountain & Waterfall Views
This air conditioned island gem is set atop the Jungle Valley. Sit back and take in the stunning Mountains, Waterfalls and partial Ocean Views. Take a stroll and sit on the nearby grassy bluff to watch migrating whales when in season. Experience the symphony of tropical...
Beach Walker at Champion Ridge: Mauna Lani Resort Home with Pool & Spa
Set within the exclusive gates of Mauna Lani Resort, Beach Walker at Champion Ridge by Gather is a 4-bedroom, 4.5-bath luxury estate that blends island serenity with sophisticated design. Overlooking lush fairways and framed by distant ocean and mountain vistas, this...
Luxury 1BR Beachfront Condo on Sugar Beach unit 505
This high end, remodeled Sugar Beach Resort condo offers unbeatable views of the sparkling ocean from North Kihei, Kahoolawe, Molokini and Makena.Take a dip in the heated pool, or enjoy long walks on Maui’s renowned Sugar Beach and a swim just steps from the condo. The...
Hilton Pool Pass thru June 2025. Waikoloa Colony Villas 1303
This vacation rental is professionally managed by ResorticaHawaiiGolf Views • 2 King Beds + Sleeper • Pool Access + Hilton Waikoloa Resort Pass🌺 Waikoloa Colony Villas 1303 | 2 Kings + Sleeper | Golf Views + Hilton Pool Pass thru December 31, 2026🌴 Steps from the pool...
Golf Villas at Mauna Lani - Q22 - 1,460 sq ft with Beach Club Access
The Golf Villas at Mauna Lani is a quiet complex with swimming pool, hot tub, and fitness center. Our Villa has two bedrooms and a loft that is set up as a third bedroom. The unit is located in the middle of this small complex. Walk around the back of the building and...
Laule'a 'Ohana Hale - Luxurious 'Ohana home with A/C
Laule'a 'Ohana HaleWelcome to Laule'a 'Ohana Hale, Princeville, a luxurious and luxe vacation rental home on Kaua'i! This home boasts impressive panoramic mountain views from the main living areas, lanais and primary bedroom suite. Wake to glimpses of Hanalei waterfalls...
Kauai Bay House, Ocean Front, AC
Summary:Oceanfront three-level home perched above Kukuiula Bay with sweeping ocean and mountain views. Features two king bedrooms, an open loft with two queen beds, split-system A/C, multiple lanais, a full kitchen, beach gear, and direct access to paddleboarding and...
Ocean Front With Ocean View! AC, King Bed, 2 Bath!
E Komo Mai to our remodeled oceanfront unit with stunning ocean view at the Nani Kai Hale. Feel the ocean breeze, listen to the waves, and watch the whales and sunsets from our tranquil, oceanfront condo. From our comfortable lanai seating you have view of the Islands...
Grand Champions Villas 125, AC, King size Bed, close to Maui's best beaches!
We are located in the heart of Wailea at the Grand Champion Villas, close to Maui's best beaches and within walking distance to great restaurants, the Shops of Wailea and surrounded by Championship Golf Courses. Grand Champions is a serene 12-acre park-like resort next...
Aloha Condos, Na Hale O Keauhou, Townhome L-6, Ocean View, AC
Welcome to Aloha!! Listen to the crashing surf from gorgeous Na Hale O Keauhou L-6. Spacious 2-story luxury air-conditioned Townhome with Panoramic Ocean Views. This wonderful remodeled and upgraded unit features 3 Bedrooms, 3 Baths, well-appointed kitchen and full...
Wailea Elua: Huge Ocean Views, Pool, AC & Hot Tub
Summary:Nestled in the scenic beauty of Wailea, this inviting condo promises a delightful escape with everything you need for a memorable stay. Imagine waking up to ocean views, leisurely days by the pool, and evening strolls along the beach. This is a place where you...
Mountain, Ocean, Golf Courses in Hawaii!
Wake up in the morning, you see the greens & clouds kissing the mountains, hearing the birds chirping. You are a few minutes' drive to the beach. You can easily explore the most indigenous feel of Hawaii nearby. Surfing, swimming, hiking... there are a lot you can do....
Top-Floor Luxury: Rare 3 Lagoon View, 2 Lanais near Disney Aulani, Avail Jun15th
Lagoon 2 Top Floor – 3 Hot Tubs, Pools & Beach Bar – Next available date is April 18thOceanfront 2BR/2BA villa next door to Disney's Aulani and Four Seasons Resort (not affiliated). Top-floor, front-corner unit with two ocean-view lanais and a private guest bedroom...
Magical views of Hanalei Bay, Napali Coast and the Makai Golf Course in a beautifully styled home
Spectacular views from living room, two lanais, king and queen bedrooms. The whole house is light and bright, recently updated with new paint, flooring, light fixtures and all new furniture, high-end mattresses and linens. Cook's kitchen is stocked with everything...
Surfer's Paradise - Beachfront Vacation Rental on Oahu's North Shore
Nestled along the scenic coast of Haleiwa on Oahu’s famed North Shore, Surfer’s Paradise blends the relaxed rhythm of island life with panoramic ocean views and breezy, artful interiors. With 1,624 square feet of thoughtfully designed living space, this home easily...
Paia Bay House: 4BR Oceanfront Retreat on Maui's North Shore
Attention, the State of Hawaii Transient Accommodation Taxes has been recently increased to 11% for all 2026 reservations. Confirmed reservations will see an invoice adjustment when the new tax law is signed by the Governor.Oceanfront property in the heart of Paia town,...
Spacious, thoughtfully appointed 2nd-floor condo
Maui Kamaole D208 is a 2-bedroom, 2-bathroom spacious condo situated on the 2nd floor, has 3 window a/c units, and can accommodate up to 6 guests. Please note that this low-rise complex does not have elevators and there is a flight of stairs to get up to the unit's...
Hale Kuilima: Condo on the Golf Course at Turtle Bay
Our bright and breezy Kuilima West condo is located steps away from Turtle Bay Resort, Lei Lei's restaurant, walking trails, golf, and the beautiful beaches of Oahu's North Shore. With two Tempur-Pedic king beds and AC in all bedrooms and the living room, you can enjoy...
Beach Road Hale
Our Beach Road Hale is located in a safe, and peaceful community. In a walking distance from this bnb is a popular 2.5 mile hike to a beautiful secluded beach with turtles relaxing on the shores. Down the other end of the road about a 2min drive you’ll enjoy the...
Spacious 2-story condo with Maui views
Maui Kamaole J212 has split A/C units in the living area and each of the bedrooms. This two story, 2-bedroom, 2-bath spacious condo is situated on the 2nd floor and this property does not offer an elevator. J212 can accommodate up to 6 guests when using the queen sized...