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.
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 tropical and ocean viewThe fans and fan lights in all rooms are new with remote controls We have done a...
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)...
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, and...
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...
Wailea Ekahi Village 15A - 1 Bedroom Garden View Condo
Walk to the beach in minutes from this ground floor condo at Wailea Ekahi Village. Slide open the glass lanai doors of Wailea Ekahi 15A and you will quickly be out on the manicured grass lawns surrounded by palm trees, plumeria trees, and colorful hibsicus. Feel the...
**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 Hotel.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 sofa...
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,...
#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...
🏖️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...
Kihei Surfside #213: Oceanfront Charm and Comfort with Breathtaking Views
Kihei Surfside #213 – Ocean View Comfort with Split Duct A/C and Open InteriorsEnjoy breathtaking coastline views and island breezes at Kihei Surfside #213, a beautifully maintained one-bedroom, one-and-a-half-bathroom condo located in the heart of South Kihei. Just...
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...
New Listing! Keauhou Punahele 2 BR/2BA, Great View
Stunning 2BR/2BA Condo with Ocean and Golf Course Views and Resort Amenities – Keauhou Punahele Welcome to your peaceful island retreat at Keauhou Punahele A203! This beautifully updated 2-bedroom, 2-bathroom condo is in exceptional condition, thoughtfully furnished,...
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
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
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, with free parking just a few steps away and many amenities that can make your...
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. No bookings of fewer than 30 days will be...
Deluxe Oceanview Waikiki Condo...steps to the Sand!
Welcome to our Deluxe Oceanview1-BR Waikiki Condo... ideally located at the start of Waikiki, next door to the the famous Hilton Hawaiian. 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,...
Maui Vista Condo in South Kihei- Only a 2 night minimum
Our ground floor Maui Vista condo overlooking the gardens has been recently remodeled to create a resort style vacation spot at an affordable price. A sunny lanai provides a perfect spot for morning coffee. Sleeps 4 comfortably- 1 BR/1BA- Bedroom has a new QUEEN BED-...
Second-Floor Oceanfront Condo w/Private Balcony, Free WiFi, Shared Pool & Grills
Mahina Surf 220Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'When the Aloha State calls your name, you better pick up! This oceanfront, second-floor condo is ready to provide...
Enjoy ocean views perfect for whale watching
Kahana Reef 318 is a 3rd floor, 2-bedroom, 2-bathroom condo that offers ceiling fans and unobstructed ocean views. There is no A/C in this unit. There are elevators at this property. Unit 318 can accommodate up to 4 guests. The master bedroom features a king-size bed....
Sugar Beach 314 Front Row Ocean Views in Beautifully Upgraded Beachfront Condo
Book with us and come to Maui to explore everything we have to offer!Beautiful oceanfront home with front row views. The best views on Maui with incredible sunsets from the Lanai (balcony). Upgraded unit with granite counter tops and glass back splash. This...
Papakea K105 Last Minute May Getaway Deal Ground Floor Condo Oceanfront Resort
The Stice Team — Powered by Gather Vacations. Maui Born and Raised Professionals. Your Local Experts in Crafting Unforgettable Stays.Welcome to Papakea K-105, a beautifully remodeled ground-floor 2-bedroom, 2-bath residence that sleeps up to eight in one of Maui’s...
Maui Resort Rentals: Honua Kai Konea 550 – 5th Floor Ocean Front Crown Jewel 3BR w/ B.B.Q on Balcony
From the moment you walk through the door of Konea 550, you will realize that you are entering one of Kaanapali Beach's crown jewels. This masterpiece boasts a stunning 5th-floor location above the palm canopy in the closest column to the ocean in Honua Kai's coveted...
Ocean view PH Studio at the Luana Waikiki Hotel
Beautiful high floor ocean view studio at Luana Waikiki, a fantastic boutique building located in the heart of Waikiki. The room sleeps 4 in a queen size bed and a full-size sleeper sofa. The kitchenette features granite countertops, under-counter fridge, microwave, 2...
Open layout with hardwood floors throughout
Nestled within the serene ambiance of Kihei Resort, unit 128 offers a sublime retreat on the sun-kissed shores of Maui. This charming ground floor, 1 bedroom, 1 bathroom condo sleeps up to 4 guests. Step into the inviting living space, where plush furnishings beckon you...
Kapaa Shore Resort A308, Oceanfront, Moon Rise and Sunrise views, 3rd floor
Kapa'a Shore Resort A308 – Your Hawaiian Beachfront EscapeLocation: Coconut Coast, Kapa'a, Kaua'iDiscover paradise at Kapa'a Shore Resort A308. From your private lanai, enjoy breathtaking moonrises over the Pacific Ocean, spectacular sunrises, and, from November to...
1610 🌸 free parking 🚙🅿️, fast WIFI💻
Island-inspired, tastefully furnished & decorated apartment with all the amenities you would expect to find during your perfect vacation.Much larger than a standard hotel room with large lanai ( balcony ) overlooking vibrant Waikiki.Continuously maintained and...
Remodeled Whaler Studio #963 Spectacular Views of Lanai
Remodeled Whaler 963 is a studio ocean view condominium located on the south side of Tower Two. High above Whalers Village, this unit offers expansive views stretching from the West Maui Mountains, south to Lahaina and out to the neighbor island of Lanai. Enjoy...
KRL H303 Remodeled Condo on 2BD/2BA Condo on Maui Golf Course
Kaanapali Royal H303 Sweeping Ocean Views at this Spacious 2 Story, 2Bedroom, 2Bathroom Condo at Kaanapali Beach, Steps to the pool, Walk to the Beach! FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*:...
Maui Resort Rentals: Honua Kai – Incredible 5 Bedroom Oceanfront Gem, Over 3800 combined Sq. Ft. w/ 2 Built-in Viking B.B.Q.s!
This 5 bedroom gem combines one of our very finest 3 bedroom oceanfront residences with an adjacent 2 bedroom oceanfront residence to create a 4th floor oceanfront masterpiece, perfectly suited to larger groups or families. Each of these oceanfront residences affords...
Premium Beachfront Unit with Stunning Views! Polo Beach 405
The location cannot be beat! There is no other accommodation closer to the beach in Wailea! Start your day walking the famed Wailea Beach Path, which begins right out front! Enjoy every sunset on your private and spacious covered lanai with ample seating!Able to...