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.
LOCATED IN HOTEL ZONE - LUXURY PENTHOUSE WITH UNSURPASSED VIEWS!
For a 3D Virtual Tour visit: https://my.matterport.com/show/?m=L3Tz1rjZxSBYou Tube Video: http://www.youtube.com/embed/K_Hw2vwAIkIWelcome to Hala Kahiki - our hidden paradise located in the heart of south Kihei just steps from Kamaole Beach! This luxury Penthouse Condo...
2BR2BA Huge Lanai for 6: views, hot tub, pool, AC, across from the beach
Step into a sprawling 1,300 sq ft haven where every moment promises pure Maui bliss for up to 6 guests. This is more than a stay; it's an invitation to panoramic ocean views from your generous lanai, where sunsets paint the sky in fiery hues. Just moments from your...
❤️PiH❤️ Sunset Breeze ★ Hilton Pool & Waterslide Passes Included ★ Bikes
Brought to you by Paradise in Hawaii Luxury Homes.Welcome to the newest elegant home, Sunset Breeze, in our Hawaiian Luxury Collection. Sunset Breeze is a wonderful new large single level 4 bedroom, 3 bathroom home. This home is an amazing family retreat in the...
🏖️Well-Equipped | Close to Beaches | AC | vrKCV🏖️
vrKCV - Waikoloa Colony Villas 2306, Professionally Managed by Kona Coast VacationsWelcome to Your Big Island Escape!Step into a world of “aloha” on Hawaii's Kohala Coast, where our villa offers a truly immersive Hawaiian experience. From the handcrafted art and...
Aston Maui Kaanapali Villas A405 Ocean View 1 bedroom on N. Kaanapali Beach
Maui Ka’anapali Villas #A405: One bedroom ocean view on N. Kaanapali Beach with Pool and Beach Access. Maximum occupancy: 3This condominium is located in the Aloha Tower, the central hub of the property. Situated on the 4th floor, this unit boasts magnificent ocean...
Stunning Deluxe Ocean View W/Lanai-Kamaole Sands
Kamaole Sands unit #10208 is located on the second floor: With all the space, comfort, and amenities necessary to accommodate an unforgettable Maui retreat, there is no place better than this recently remodeled one-bedroom/two-bathroom condo located within a block from...
KBM Resorts | FREE CAR | Honua Kai Konea | Ocean view | 2-Bedroom Corner Suite with an Huge Lanai! HKK-229
** 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...
Kaanapali Ocean View Condo Top Floor Newly Renovated across from Whalers Village
Welcome to our Kaanapali Royal Condo Unit !**We owner manage our property**Top Floor Unit. The Kaanapali Royal is a quite and gated luxury condo complex located on the 16th fairway of the Kaanapali Royal Golf Course located across from world famous Kaanapali Beach and...
Waikiki Shore 1216
Updated in 2014, this deluxe one-bedroom one-bathroom suite with Pacific Ocean views has modern features that beach-goers will love! This bright and airy suite has a beachy décor, modern island furnishings, and Hawaiian-style artwork. You’ll love the kitchen, which...
Maui Resort Rentals: Westin Kaanapali Ocean Resort Studio Deluxe Oceanview Villa
The Westin Kaanapali Ocean Resort graciously rests along a pristine expanse of Kaanapali’s North Beach and offers this unique incredible studio deluxe ocean view that combines Westin’s standard of quality with one of Maui’s most spectacular ocean view vistas. As...
Honua Kai Ground Floor # K103 - 2 bed / 2 bath interior courtyard -view of ocean
This is ground floor unit Konea 103 at Honua Kai. After the devastating Lahaina fires, Maui has officially re-opened and is welcoming visitors back. Please book your stay and help support the Maui recovery. Currently, new bookings in my units through VRBO come with my...
LUXURY Condo!! One Ala Moana Large 1 bedroom 1 bath, 877 Sf
Location: Come experience the very best of island living at One Ala Moana, steps away from Ala Moana Shopping Center. Minutes to Waikiki, downtown.Interior: Features Philpotts designed deep-smoked walnut wide plank flooring. Magnificent floor-to-ceiling windows capture...
Whale Watching from your Lanai - Tropical Oceanfront 2-2 in West Maui
The Space:Welcome to our Spacious oceanfront home conveniently located at Hololani Resort in Kahana located between Kaanapali and Kapalua, a prime location in the heart of West Maui.We are offering a free Hawaiian Inspired Brunch on Thanksgiving morning for all guests...
🏝️SUMMER Deals - Walk to the beach, great and convenient location LSV15🏝️
South Maui Condo Steps from the BeachWelcome to our bright and airy second-floor end unit in the heart of Kihei. Located in Building 4, Unit #223, this condo offers windows on three sides, allowing natural light and refreshing trade winds to flow through.What Makes This...
SPECIAL LOW RATES- Spacious Studio-5 stars-Amazing Lanai with ocean view
Honua Kai Resort and Spa - unit 215 in the Konea Tower welcomes you with so much Aloha.... This spacious studio suite has a full kitchen, full bath, and can accommodate up to 4 guests.Honua Kai Resort is a five-star property on Maui. It has been voted the number one...
🏖️2 Bdrm PLUS Loft | Top-Floor Condo with Golf/Mountain views, Pool, Gym, & Fast WiFi |vrKCV
vrKCV - Fairway Villas Waikoloa F31, Professionally Managed by Kona Coast VacationsFairway Villas Waikoloa F31 – A Relaxing Retreat in Waikoloa Beach ResortWelcome to Fairway Villas Waikoloa F31, where the Aloha spirit greets you in this beautifully updated 2-bedroom,...
Sunrise Cottage: Pu'u O Hoku Ranch Retreat
Pu'u O Hoku Ranch offers a unique getaway for travelers seeking a rustic retreat. You can hike, swim, stargaze, surf, and see a working ranch in action. Pu'u O Hoku is one of the few places in the islands where you can feel Hawaii as it once was. The Sunrise cottage is...
Vehicle to Rent, Hilton Pass, BBQ on lanai, Sleeps 6, L23
Bookings through 2025 will receive a special welcome bottle of bubbly & Mac Nut Chocolates to enjoy Hawaii from your first moments. We stock our condo with everything — not just a”starter kit”. This gorgeous 2 bedroom, 2 bathroom home has 1,209 square feet with...
Brand New Luxury Studio in the Heart of Kailua Kona- Ocean View, 1 mile to Beach
The Kona Clark's luxury studio is located in the heart of Kailua Kona in a quiet neighborhood just 1/2 mile up from the famous Honl's Ocean Beach Park on Alii Drive. The studio at the Clark's residence has panoramic ocean views along with views of both Hualalai and...
Papakea D-105 - Updated - Great Discounts!
** Just Updated - Great Rates for Summer & Fall ** New photos coming soon - new carpeting, remodeled bathroom! ** NO RESORT FEES beginning July 1, 2025 ** Step from the lanai of Unit D-105 directly onto the lush grounds of the resort. This beautiful ground-floor...
Luxury North Shore Beachfront - contact for details HI requires 1 renter/30 days
Nalu Hale is a luxurious 5 bedroom+, 6 bathroom, 5 star quality home located on the famous North Shore, Oahu. See IG name below, so you can see our profile. PLEASE CONTACT FOR CLARITY ON HAWAII REQUIREMENTS FOR ONLY 1 RENTER PER 30-DAY PERIOD TO ENSURE CLARITY ON WHAT...
New Listing w/Discounted Rates! Escape to paradise with 180-degree ocean views and magnificent sunsets year-round!
Please Note: During weekdays, there may be some noise due to parking for construction workers involved in a project at the Montage Hotel. The parking lot is located below the villa. Construction is NOT taking place near the villa and there is no noise from the...
Stunning Views from only double lanai Penthouse unit.
Fresh, remodeled one bedroom, best unit in the building!This double lanai, dual view top floor penthouse is absolutely over the top!NOTE: You may have heard about Maui banning some vacation rentals. The County Council is voting to ban 7,000 units (out of the 14,000...
Dolphin Penthouse at Milowai
Overview:Marvel at the ocean and mountain views as you relax in this beautiful 4th floor, corner penthouse, oceanfront condo on Maui. Exit from your private elevator directly into the thoughtfully renovated and unique Dolphin Penthouse. Make yourself cozy and get ready...
2 mins walk to Waikiki Beach, Adorable 10th Floor Studio, Free Parking & WiFi
High up on the 10th floor with Ocean & Park views from your own private lanai - This spacious King bed studio apartment with kitchen is for many the perfect place to call home during the annual Honolulu vacation.With a comfortable king bed and ample space to lounge...
Kaanapali Maui Eldorado G109 Partial Ocean Studio
Nestled along Kaanapali golf course, this studio features a partial ocean view and all the comforts of home. Just moments from the beach, it’s perfect for couples seeking sun, surf, and serenity in one unforgettable island getaway. Unit G109 Partial Ocean View...
Marriott's Waiohai Beach Club - 2BR Island View
This timeshare condo is located within the Marriott Vacation Club’s Waiohai Beach Club resort on the lovely south shore of Hawaii’s Garden Isle, Kaua’i. This is a spectacular beachfront resort with lush grounds and lovely outdoor pools. All condos (“villas” in...
Waikiki Shore 1406
Your Waikīkī vacation begins in this deluxe one-bedroom one-bathroom ocean view suite, which was updated in 2015. You’ll love the kitchen, which has lovely wooden cabinetry, stainless steel appliances, and a view! You’ll also have indoor eat-in dining for four,...
Luxe Golf Estate w/ Hilton Pool passes - Sleeps 10
Luxury Meets Paradise: Nohea Hale in Waikoloa Beach Resort – Top 5% Airbnb Guest Favorite!Welcome to Nohea Hale, a luxury 4-bedroom, 4-bathroom Five-Star estate located in the prestigious Ainamalu community at Waikoloa Beach Resort. Ranked in the top 5% of Airbnb...
Mauna Kea Villa, Walking Distance to the Beach and Hotel - Beyond Perfection!
We are implementing the highest level of sanitization for the villa with our housekeeping and use of E-Mist between guests. E-Mist's patented electrostatic disinfectant application systems deliver safer surfaces, and can kill up to 99.999 percent of pathogens,...
Steps to world-famous Hanalei Bay, walk to restaurants, ocean view lanai
Indulge all your senses from this ocean-view, 3-bedroom, 2-bath Hanalei beach home.If you were any closer to the waves of Hanalei Bay, you’d need flippers. You’ll hear the surf from every room in this three-bedroom, two-bath beach house that’s a mere 80 steps from...
Panoramic Ocean View Condo
Welcome to our little slice of paradise. Our condo is located across the street from Cove Park in Kihei at the Shores of Maui. Your morning cup of coffee view will be a panoramic shot of the pacific ocean with surfers you can nearly throw rocks at. This air conditioned...
WHITE LOTUS🏝️ Brand New Bespoke Euro Luxury 3BR 3BTH Golf Villa, Steps to Beach
Welcome to White Lotus at Kapalua Golf Villa 18T5, a rare 2-story 3 bedroom 3 bath luxury retreat offering over 2,000 sq. ft. of interior living space plus 500 sq. ft. of covered lanais. Situated directly on the 4th tee of the Kapalua Bay Golf Course, and just a short...
Private Home, Beaches, Volcano, Wi-Fi, Tv, Games, Fruit Trees
Cozy 2 bd/1ba home nestled in serene Orchidlands. We’re in 2 acres of island forestry, giving you plenty of privacy and quiet time to relax.Bedroom 1 has a King size bed. Bedroom 2 has a queen size bed with ample closet space. Phone charging ports at side tables and...
Luxurious Ocean View Condo - Steps from the beach! nsleeps 6- 3 bedroom- 2 bath
Awaiting you in this tropical paradise is a luxurious 3 bedroom 2 bathroom condo that has everything you need to relax and enjoy your time in Hawaii. Nothing was spared in this fully equipped and fabulously appointed condo, whether it be to read a book in comfort and...
Newly remodeled corner unit w/ large patio -Wailea Treasure awaits you!
In sunny Wailea, a short stroll to some of south Maui's most incredible sand beaches, you will find our WAILEA TREASURE! Close proximity to all of the great Wailea amenities like world class resorts, golf, tennis and shopping. We offer a recently remodeled (down to the...
Ocean View, Steps away from the pool
"COVID-19: Dear travelers. Even though we have always maintained an exceptionally clean property, you can rest assured that we are following the guidelines of the CDC and Expedia/VRBO for enhanced cleaning and disinfecting of short term rentals. Additionally, the State...
Walk to Poipu Beaches: Koloa Condo w/ Pool Access!
Community Hot Tub, Grills & Tennis Courts | 1 Mi to Poipu Bay Golf Course | In-Unit LaundryCreate lasting memories at this 2-bedroom, 2-bath Koloa condo! Boasting an open layout with 2 balconies, access to resort-style perks, and a prime location near stunning ocean...
ADORABLE*Modern Beachy Decor Studio in South Maui
** A Solar Panel Removal and Installation Project will occur in the KIHEI BAY SURF Complex in the month of July 2024. There could be times of intermittent noise and dust. Rates have been discounted to reflect accordingly.This studio offers every amenity to make for a...
Delightful Honolulu Sanctuary Renovated w/ Aircon
Summary:*** Disclaimer: All rooms are renovated in a similar fashion. Furniture style may vary in pictures. Functionality are all the same. Queen size bed in bedroom, sofa bed in the living room. Nestled in a peaceful neighborhood, this apt. boasts a full kitchen,...
Downtown condo walking distance to the beach, prime location
Aloha!My condo is located in the heart of Kailua Kona, just two blocks from famous Alii Drive with tons of restaurants and souvenir shops. It’s walking distance to the pier, trolley line and sandy beach by King Kamehameha hotel. Kalanikai is very quiet complex with...
Beachfront Luxury - Polo Beach Club #707 - Amazing Views & Location!
Polo Beach #707Indulge in the refined elegance of Polo Beach #707, a fully remodeled “Maui Modern Masterpiece” at the exclusive Polo Beach Club in Wailea. This luxurious two-bedroom, two-bathroom condo offers unobstructed ocean views, high-end interior finishes, and...
Honu Sunset Steps to the Beach!
When you vacation at Honu Sunset, you’ll embark on the trip of a lifetime! Surrounded by lush tropical greenery and within moments of some of the most beautiful beaches in the world, the opportunities to create lasting memories are endless. Housed in the 23-acre Maui...
Waikiki GoldCoast spectacular views ocean, sunsets, surfers!
Spectacular high floor unit, stunning panoramic views of Waikiki, sunsets, surfers, Diamond Head, and Friday night fireworks. Beautiful 1 bedroom oceanfront condo with easy Waikiki Gold Coast living is located in the Diamond Head Beach Hotel & Residences, right on the...
Million Dollar View of Maalaea Coastline - Island Breeze
Experience the charm of Island Breeze, it's a delightful 2 bed/2bath condo, mere steps from the clear, azure waters of Ma’alaea Bay. Gaze at the sunrise over Haleakala from your own private lanai (two lanai's), while whales frolic in the bay and turtles gracefully...
Fun Condo / Ocean View Escape
Aloha! Discover Shores of Maui #122, a hidden gem in a prime location!!!!! We have a brand new air conditioning in the Living room and in the bedroom to keep you cool! This one-bedroom, one-bathroom condo also features a cozy queen bed, a twin bed, and an Italian...
Spectacular Ocean Front - Kuleana Resort
The Kuleana Resort is located between the West Maui mountains and the ocean on the gold coast of Maui. Unit 411 is a one-bedroom, second-floor oceanfront unit amidst lush gardens. It is newly remodeled with granite counter tops and travertine floors throughout. A...
Stay in paradise minutes from the beach
Awaken to a breathtaking sunrise on the beach. Wind down each evening sipping mai tais to live music. Between the two — when you're not curling your toes in the sand at Kauai Beach Villas — immerse yourself in the lush island's magnificent Coconut Coast and the...
Luxury Living at ONE Ala Moana
Welcome to the beautiful, One Ala Moana, one of the finest luxury apartments in Honolulu.With just 206 units, this unique building provides a rare sense of intimacy often missing in Honolulu. What does that mean for you? It means no long waits for the elevator, a lounge...
KoOlina Luxury Villa ON Beach 3 bedroom & 3 bath; free parking for 2 vehicles
Welcome to our beautiful luxury Beach Villa in Ko Olina on the island of Oahu! The complex of the Beach Villas is an Oceanfront property. Our villa is spacious with 3 Bedrooms and 3 Baths in over 1500 square feet of living space. Our villa has beautiful unobstructed...