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.
Oceanfront 3rd Floor Mana Kai Condo
Hawaii Tax ID: TA-081-303-9616-01TMK: 390040230025Relax and enjoy sunrise over Haleakala and sunset over the ocean from your lanai of this third floor condo.Bedding Configuration:A side Bedroom: 1 King BedA side Living Room: 1 Full Sofa SleeperB side Bedroom: 1 King...
Cozy Studio at The Ilikai! Sleeps 4!
Ilikai #923 – 1777 Ala Moana Blvd.You'll enjoy this renovated 500-sqft studio at the world-famous Ilikai. With its full kitchen, free Wi-Fi and parking, and spacious open-air lanai, this is the perfect home base for exploring all that Waikiki and Honolulu have to...
City-MT Views Family Escape at the Waikiki Sunset Near Shops & Restaurants
Book with confidence! This property is professionally managed by Ali'i Beach Rentals, an award-winning property management company.The Waikiki Sunset has long been a favorite of savvy vacationers who enjoy the best of both worlds! This elegant condominium hotel resort...
Honolulu Vacation Condo, Near Beach + Free Parking
Aloha from Midway Vacations! Our team of local hospitality experts is dedicated to turning your Hawaiian getaway into a reality. When you stay at one of our properties, you can count on a professionally cleaned and meticulously maintained experience. We're even...
Direct Oceanfront, unobstructed ocean view top floor penthouse quiet & private.
Enjoy this private direct Oceanfront dream featuring unobstructed ocean Views. New central air conditioning and kitchen, including all new stainless steel appliances. King size bed. This top floor (12th) unit lets you relax in a home-like private setting. Queen pullout...
Summer Listing Special 249/ night, Fully Furnished 2 Beds, 2 Bath, Sleeps 6
Thank you for taking the time to view our property. For those new to VRBO, we are Moreno & Erika, Canadians from Vancouver, Canada, who fell in love with the Big Island and want to share our home with visitors who appreciate all that this beautiful island has to offer....
Hale Makai - AC, Beachfront
*PER COUNTY REGULATION THIS PROPERTY ONLY ACCEPTS 1 BOOKING PER 30 DAYS30 day rental. Please inquire.Wake up on Oahu's fabled North Shore to views of lush, tropical foliage and the warm ocean breeze. Located close to Turtle Bay, Polynesian Cultural Center, Pipeline,...
New! Palms 702 - Romantic Retreat - Split AC in Bedroom - Open-Air Living Area
Discover the perfect Maui escape at Palms at Wailea 702, a beautifully updated 1-bedroom, 2-bath luxury vacation rental ideally located in the heart of Wailea. This spacious ground-floor condo is designed for couples seeking a romantic retreat, offering comfort, style,...
Elegant Laie Home- Walk to the beach! 30 day rentals
Experience True Island Living in this Spacious Laie RetreatWelcome to your perfect Hawaiian getaway! This beautiful home, in a friendly neighborhood offers everything your group needs for a relaxing and memorable stay. Cook up family meals in the fully equipped kitchen,...
Bldg 10, Grd Floor, Ocean View, Large Lanai, April 25 Available, Christmas Avail
Kamaoele Sands,OCEAN VIEW - The condominium is located on the ground floor in Building 10 (one of the closest units to the beach in Building 10), directly opposite Kamaole III Beach (one of Maui's most famous sandy beaches), this condo is ideally situated for swimming,...
Beautiful Condo 🌺 with a Stunning Ocean View! 🐳 Kona Reef C-22
Enjoy a beautifully upgraded 1-bedroom condo at the Kona Reef offering all of the comforts you would expect in our island's tropical paradise.C-22 is located in the desirable C building from which you overlook the pool and the ocean. Many dolphins and whales can be...
Kona Makai 4-101--2 bed 2 bath plus den in Kona
Summary:Escape to paradise in this stunning oceanfront condo on Alii Drive in Kailua-Kona! This charming 2-bedroom, 2-bath retreat offers breathtaking views and is perfectly positioned for enjoying Kona's best. Steps from the beach, shops, and restaurants, you'll...
Clean, Updated Condo, Steps Away from White Sands Beach, Kona<br>TA-011-682-6112-01
ALOHA,This is Paradise! Our unit is in the very back of the complex on the top floor so all you hear are birds chirping and your views are tree tops and the beautiful blue ocean. Everything is new, no funky outdated furniture and macrame in this unit. The master bedroom...
Royal Sea Cliff#406 Luxury 4th Floor Unit with Amazing Ocean View!
ENJOY UPSCALE LIVING WITH BEAUTIFUL OCEAN VIEWS AT THIS FULLY FURNISHED OCEANFRONT LUXURY RESORT CONDOMINIUM IN KONA!This condominium is located in the famous Royal Sea Cliff Resort. The unit is remodeled with an upgraded kitchen, new bathroom and new floors. It...
Luxury Meets Affordability! Permit Number: BBKM20150003
Luxury meets affordability. If you are looking for a wonderful time in Maui, we offer a luxurious, clean, pleasant, and comfortable environment at an affordable rate. This fully furnished master bedroom style state room for two (plus a child on a pull out if needed)...
Pono Kai F207 Oceanview AC, POOL, JACUZZI, BBQ, TENNIS
Pono Kai Resort - A Beachfront Resort on Kauai!Paradise as you imagined it! Oceanview! Steps from the Swimming Pool and Sandy Beach surrounded by lush tropical gardens, in the heart of wonderful Kapa'a Town! Pono Kai Resort perfectly located within walking distance of...
Experience Oceanfront Luxury at Royal Mauian 206: Stunning Views Await!
Royal Mauian is an excellent location for stunning sunsets, romantic beach walks, and seasonal whale watching. This luxurious renovated unit offers amazing views of the Pacific Ocean. The rooftop garden offers breathtaking 360 panoramic ocean and island views.Royal...
M. Maui Ocean Club~ Lahaina/Napili Towers, Beautiful 2-Bedroom Villas
Please choose a Friday through Sunday for arrival and enjoy a seven night stay.Rates are based on garden view, ocean view and oceanfront suites will be higher. Please discuss available view options for your travel week with your agent.Thank you for choosing Dash Realty...
Beautifully corner unit on the Gold Coast
One of a kind unit was completely remodeled from its original design. Gourmet kitchen, marble floors throughout the unit, custom cabinets, whirlpool tub in the bathroom. Washer and dryer in the unit, fully furnished. Enjoy the sound of the waves, and panoramic views of...
Cozy House near the Hawaii Volcanoes National Park and Volcano Village on 1 Acre
For questions, to verify availability dates or to check the availability of other furnished rentals we manage, please contact the owner. It's a 5-minute drive from the Volcanoes National Park, this house is an awesome home-away-from-home on a one acre lot.Sleep in the...
Enjoy Princeville at it's Finest! Beautiful Golf Course & Ocean Views!
Open concept island style Kauai vacation rental with private covered lanai and gorgeous golf course and ocean views on the 15th hole of the Makai Golf Course. Enjoy making dinner with beautiful views from the kitchen, the kitchen cabinets are newly refurbished.. Then...
Central Maui 2bd condo with stunning ocean views
Welcome to Maalaea Kai 220, your perfect island getaway nestled on the second floor of a tranquil oceanfront complex in the heart of Central Maui. This beautifully appointed 2-bedroom, 2-bathroom condo offers a serene retreat for up to 4 guests, making it an ideal...
**Fantastic, Best Maui Location * REMODELED Condo
AS OF DECEMBER 1, 2023 WE HAVE INSTALLED A BRAND NEW INDIVIDUALLY CONTROLLED SPLIT AC THROUGHOUT AND FULLY MODERNIZED THE PROPERTY WITH NEW FURNISHINGS, AND ART AFTER LISTENING TO GUEST FEEDBACK.Elevate your island retreat with the allure of this enchanting second-floor...
Direct Oceanfront Condo!!!
Hololani Resort is centrally located and convenient to all the excitement west Maui has to offer! Located direct oceanfront, midway between the world-class Ka`anapali Resort and the exclusive Kapalua Resort. Just minutes from golf, shopping, fine and casual dining and...
Cozy ground floor retreat on Kaanapali Beach
Welcome to your tropical getaway at Kaanapali Shores 144, a 1-bedroom, 1-bathroom condominium that offers convenient ground-floor access, Unit 144 can accommodate up to 4 guests. When it's time to retire for the night, you'll find a king-size bed adorned with...
Plantation Hale Suite J8 AC, King Bed, Garden View, Ground Floor, Near Shops
Plantation Hale Suite J8, Ground Floor, Ocean facing (no ocean-view), end-unit. Kapa`a, Hawaii, Royal Coconut Coast. Walk to the beach, shops, restaurants, grocery stores, and more! New Remodel! Beautiful and Tasteful Updates Throughout!Wailua, Kauai Vacation Rental...
Huge Studio Unit with Ocean View #1624
Spacious, studio unit on the 16th floor of the famous Ilikai Apartment.Walking distance to Ala Moana Beach Park, Hawaii Convention Center, and Ala Moana Center, the largest open-air shopping center in the country.UNIT INFORMATION:- (1) King-sized bed- (1) Full-sized...
Luxury Poipu Beach House Sleeps 8 with Central AC
This new custom home has 3 large bedrooms & 2.5 baths, perfect for larger parties or families to stay together on their vacation. The house has central AC, high-speed wifi, memory foam beds, and beach chairs and coolers you'll need to enjoy Kauai's beaches. The house is...
Pacific Monarch - 1 BR - Ocean and City Views!
Aloha from Midway Vacations! Our team of local hospitality experts is dedicated to turning your Hawaiian getaway into a reality. When you stay at one of our properties, you can count on a professionally cleaned and meticulously maintained experience. We're even...
Dec availability check dates, Free Parking, free HS-WIFI walk to Magics beach
Princess Palm Suite at Palm hale, A Great open air studio. You will be located in a great area of Kona. Location location location:) Free high speed WI-FI, Queen bed, Cable TV, Full size Fridge and kitchenet with light cooking supplies, coffee maker, toaster, microwave,...
Maui Resort Rentals: Marriott's Maui Ocean Club Oceanfront Studio Villa
Oceanfront Studio Villa at Marriott’s Maui Ocean Club - New Lahaina or Napili Towers! With its premier location, luxurious accommodations, and sprawling tropical grounds, Marriott's Maui Ocean Club is a perennial Maui favorite, delighting couples and families with...
#04 Kawela Kai 503: Updated NORTH SHORE Beach Front-Relax & Unwind
LEGAL SHORT-TERM RENTAL! NONCONFORMING USE CERTIFICATE:1990/NUC-2058 LICENSE# 90/TVU-0005 TAX MAP KEY: 1-5-7-005:007Make sure when booking your vacation home the property that you are reserving has a TVU#LIVE YOUR DREAM IN PARADISE AS YOU WAKE TO THE SOUND OF THE...
New Central AC! Oceanfront Steps from the Beach, with Pool, Jacuzzi, & BBQ.
***BEST OCEAN VIEWS IN RESORT*** Top floor, corner unit, with stunning ocean and mountain views, just steps from the beach. Stay cool with brand new central AC. Watch thousands of humpback whales, visible from the lanai. See huge green turtles beached or dip in the...
🏖️Ocean Front | No Stairs | Upgraded | Concierge Included | vrKCV
vrKCV - Kona Isle E4, Professionally Managed by Kona Coast Vacations.Welcome to your peaceful oceanfront retreat! This serene ground-floor corner unit offers a private escape with nothing but the beautifully maintained lawn separating you from the waves crashing on the...
2 bedrooms, 2 bathrooms - Across street from beach and close to Kailua Village
Welcome to the Royal Kahili, located on Alii drive, close to everything on the Kona Coast. Within minutes of shopping, restaurants, and places of interest in Kailua Village.Enjoy the ocean view from the pool area, see the surfers at two of the Big Island’s best...
Gorgeous Updated Oceanfront Condo 2BR /2BA AMAZING Molokai Views~Hale Honu
Aloha and Welcome to our updated Oceanfront condo in West Maui featuring Hale Honu!Hale Honu features updated kitchen, bathrooms, electronics, and lighting. Hale Honu combines old Hawaiian relaxed low-density oceanfront resort property where guests can lounge by the...
Nestled on a bluff above the Pacific - Cliffs 4-310.
Nestled on a bluff above the Pacific, this lovely Princeville condominium offers wonderful ocean, mountain and waterfall views, terrific amenities and abundant living and lanai space for families, couples and small groups. It is 1281 square feet with two full baths and...
Paradise Ocean View, 2Br/2Ba
This oceanfront, cliff-side property has all the views that you could ask for in a Big Island getaway! Located in Hawaiian Paradise Park, this 2 bedroom/2 bath home has views of the Pacific from all living areas. The kitchen is fully stocked with cookware and dinnerware...
1 Bedroom Ocean View - Pono Kai.
Pono Kai Resort is located on oceanfront/beachfront property. Our 1 Bedroom Ocean view condo has a fully equipped kitchen, 1 bedroom and 1 full bathroom. The bedroom has a Queen size bed. There is also a pull out sleeper sofa in the living room, fully stocked with...
KBM Resorts | FREE CAR | Kapalua Golf Villa | Ocean view | 2-Bedroom Condo, Recently Remodeled! KGV-21P2
Elegant 2-bedroom golf villa at Kapalua Resort with ocean views, modern upgrades, and resort shuttle access-ideal for golf lovers and nature seekers craving a luxurious Maui retreat.** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an...
Emmalani Hideaway #223
Emmalani Hideaway #223Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Take in expansive views of the adjacent fairway from this stunning, second-story condo in Princeville. This...
Kam Sands1Bd/2Ba Sleeps 6. Ground floor near pool and Kamaole Beach
Kamaole Sands #6-109 is a spacious, one bedroom two bath condo just steps away from the pool and a short walk through the beautiful grounds to the beach. It is located on the ground floor, free parking just a few steps away and many amenities that can make your vacation...
Spacious Ewa Beach Guesthouse On Beachfront Lot 30-day minimum.
30-day minimum stay by required by law. This property may not be rented for less than 30 consecutive days and rental prices will not be reduced or adjusted based on the number of days the rental is actually used or occupied. Roomy Guest House on beachfront lot100Mbps...
Deluxe Oceanview Waikiki Condo...steps to the Sand!
Welcome to our Deluxe Oceanview Waikiki Condo... ideally located at the start of Waikiki, next door to the the famous Hilton Hawaiian Village. Enjoy Stunning Oceanviews from the Privacy of your own Spacious Lanai while sipping your favorite tropical drink! Appointed in...
Absolutely Oceanfront - 60' Waterfall Lap Pool
Kailua Absolutely Oceanfront Deluxe Legal Vacation RentalThe closest house to the Ocean in KailuaLocated in a quiet upscale neighborhood away from the crowdsHear the waves breaking just outsideGo tide pooling steps away60ft salt-sanitized waterfall lap poolDramatic...
Oceanfront, Yacht Harbor, Luxury, Friday Fireworks front row seat, FAB!
Experience luxurious designer decor in this one-bedroom CORNER condo with stunning views of the ocean and yacht harbor. Located at the entrance to Waikiki the safest area. This is the perfect location to explore the area on foot. The windows offer two times the...
Mauna Lani Getaway
Nestled away In the beautiful mountains of Makakilo, sits our beloved “Mauna Lani.” Located in west Oahu, Just 10 quick minutes from Hawaiis renown Koolina where you’ll find some of the safest, cleanest beach’s. Also conveniently located near two major malls, 5...
Absolutely Oceanfront - Penthouse - Top Floor Corner
Direct high-floor oceanfront views - Not from the side of a building overlooking another balcony-The closest building to the water on Maui, it's like being on a boat, you're practically in the water. -Located on a point of land with waves coming from the left and the...
KONA ALII 609 - IN TOWN WITH LOVELY VIEW!
What do you think of when you hear the word Hawaii? The beautiful ocean, swaying palm trees, volcanoes and endless adventures, beach hopping, shave ice, coffee, pineapples? Welcome to Hala Kahiki Retreat----from here you can experience all of the above and much, much...
🏖️Top Floor, Direct Ocean Front View, Air-Conditioned | vrKCV
vrKCV - Sea Village 4305, Professionally Managed by Kona Coast VacationsExperience Oceanfront Living with Stunning ViewsWelcome to your perfect Hawaiian retreat! This top-floor, direct oceanfront 2-bedroom, 2-bathroom condo offers breathtaking views and a comfortable,...