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.
Ko Olina Beach Villas B602 by Gather: Beachfront Villa w/ Sensational Views
Discover Ko Olina Beach Villas B602, a Welcoming RetreatNestled in the charming community of Kapolei, HI, Ko Olina Beach Villas B602 offers a refreshing ocean view from its inviting lanai. With a generous 1,140 square feet of interior space, this beautifully appointed...
Ko Olina Beach Villas B506 by Gather: Luxury 2BD 2BTH w/ Ocean Views
Ko Olina Beach Villas B506 by Gather offers an elevated blend of comfort, elegance, and breathtaking ocean scenery from its desirable fifth-floor position in the Beach Tower. This beautifully appointed two-bedroom, two-bath villa accommodates up to six guests, making it...
Ko Olina Beach Villas 410: 4th Floor Ocean Front, Gourmet Kitchen, Private Lanai
Step into oceanfront luxury at Ko Olina Beach Villas B410, a fourth-floor sanctuary overlooking the Pacific in the heart of Ko Olina Resort. This 2-bedroom, 2-bath villa offers 1,315 square feet of thoughtfully designed indoor-outdoor living, complete with a private...
Ko Olina Beach Villas B301: Serene Beachfront Luxury w/ Pool Views
Ko Olina Beach Villas B301 welcomes you to a serene coastal escape on the sun-kissed shores of Kapolei, HI. This beautifully designed three-bedroom, three-bathroom villa spans 1,750 square feet and accommodates up to eight guests. With sweeping ocean and pool views,...
Ko Olina Beach Villas B1101: Breathtaking Ocean Views from Every Room
Discover the welcoming vibe of Ko Olina Beach Villas B1101, a beautifully appointed vacation condo that offers mesmerizing ocean views in the enchanting area of Kapolei, HI. With 1,500 square feet of living space, including a generous outdoor lanai, this home is...
Ko Olina Beach Villas B103: Spacious Elegance & Oceanfront Views
Ko Olina Beach Villas B103 offers a luxurious island escape in Kapolei, HI—where effortless comfort meets the soothing beauty of garden views and ocean breezes. Spanning 1,478 square feet, this thoughtfully appointed three-bedroom, three-bath villa accommodates up to...
Ocean & Diamond Head Exclusive Panoramic PH Condo w/Parking & Near the Beach
This property requires a minimum 30-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.The Waikiki Landmark high rise is located at 1888 Kalakaua Ave. on the main strip of Waikiki. Situated in one...
Hale Milo: Charming Garden Cottage in Sunny Poipu!
Country-cottage charm meets elevated-plantation panache in Hale Milo: this delightfully distinctive 2+BR/2.5BA home in Kukui'ula’s leafy Kaulu neighborhood. Lovely island-style details and pleasant surprises abound, from the expansive lanai overlooking a lush, colorful...
KV E609 Remodeled 2Bedroom Condo w Pool AC Near Beach
Kahana Villa E609 Bright Blue Ocean Views from Remodeled Island Style 2Bedroom Condo in Kahana Across Street From Beach! Island Living with Conveniences of Home FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your...
Legendary Estate 50 Steps to Maui's Best Beach! New! 5 Bedroom, Pool with Slide!
Have you been dreaming about the ultimate Hawaii family vacation? Do you dream of a property that sits across the street from the top beach on Maui? Welcome to this incredible estateAs one of the only properties on Maui this close to an impeccable sandy beach, you'll...
Stay with Us, Memories Guaranteed- 5 star-Decor- Design = Delight! SPECIALS
Kahana Reef #303 invites you to escape the hustle and bustle of everyday life and immerse yourself in your own slice of paradise from this idyllic oceanfront condo, where every moment is adorned with stunning 180-degree water views. When you arrive, mix a tropical...
The Palm Treehouse: 3BR Serene Kauai North Shore Retreat
Experience the unparalleled majesty and tranquility of Kauai's North Shore! The Palm Treehouse (#30) at Hanalei Bay Villas is uniquely situated between the mountains and ocean, allowing you to admire both at the same time. Come get lost admiring the stunning landscape...
Waikoloa condo with amazing amenities! Close to beaches and golf courses.
Enjoy a centrally located condo with the perfect home base for your big island adventure. You are located just six miles from the island's most beautiful beaches along the Kohala Coast where you'll enjoy spectacular snorkeling, swimming, and other ocean activities....
Oceanfront-Amazing Views-Quiet-Private Turtle Viewing Beach-Great Location
Noelani 119 sits only 10 feet from the water's edge, and we welcome you with so much Aloha....Some of the many owner-supplied extras are:• Beach chairs• Beach umbrella• Beach towels• Cooler• Complimentary daily turtle viewing and free sunsets!We provide all of these...
Lua Hoana - 3-BD Home with Ocean Views and Hot Tub
Welcome to your tropical paradise! This A-frame cedar cabin offers a stunning backdrop to your island vacation. With 3 comfortable bedrooms (including one with a private balcony) and plenty of outdoor space, there’s no shortage of room to relax. Enjoy ocean views from...
Sandy Beach Front Property - Family Friendly - 4 min stroll to H2O - Ocean Views
Escape to paradise to our family friendly beach front property, Wailea Ekahi Villas unit 35B. 35B is a luxurious 2-bedroom, 3-bathroom 2 story condo (nobody above you!) and only a 4-minute walk down a gentle slope to Keawakapu Beach, a mile-long stretch of pristine...
NEW Listing: Special Rate - Mauna Kea Fairways South 22 - Dreamy Hawaiian Escape
Special New Listing Rate!Welcome to Mauna Kea Fairways South 22, where elegance meets contemporary comfort in a tranquil setting with breathtaking ocean views. Our *fully remodeled* 3,800sqft vacation rental is designed for peace and luxury, offering a haven for...
Beautiful Beachfront Bungalow
Hosted by VacaMauiGreat care went into this home getting the small details right. Located in the exclusive Pikake complex containing only 12 units. Perfect for your peaceful west Maui escape!Stainless Steel appliances, granite countertops, and stunning ocean views are...
Discover Paradise at our Waikoloa Village Retreat: Grand Floor upgraded unit.
Contemporary upgraded ground level cozy 1 bedroom with covered lanai with a wet bar looking over the golf course, ready for your relaxing stay. The unit is conveniently located directly across from the communal pool / hot tub.For extra sleeping area, pull out queen in...
The Grand Islander, a Hilton Grand Vacations Club - 2 Bedroom Premier - Ocean View - 2BX
Premier Ocean Panorama at The Grand Islander – 2-Bedroom Ocean View Retreat Product Description 2 Bedroom Premier • Ocean View • Sleeps 6 Take in expansive Pacific vistas from this 2-Bedroom Premier Ocean View Suite at The Grand Islander, a Hilton Grand Vacations Club....
Contemporary Ocean View Suite - In the Heart of Waikiki
Thoughtfully appointed studio with contemporary decor. Fully renovated in January 2024! Includes FREE high speed Wi-Fi, cable TV, and various TV apps for streaming services.Check in and out at your convenience with a lock box. Check in after 3pm and check out before...
Hidden gem at North Shore Turtle Bay - Kuilima Estates East
Enjoy our quiet condo at the renown Kuilima East Estates property (Turtle Bay). Our recently renovated rental sleeps two and gives our visitors a respite from the hustle of Honolulu, and access to a host of amenities: short walk to the beach, BBQ areas, pool access and...
A Piece of Paradise at The Beach Villas in Ko Olina 2 Bedroom 2 Bath
Aloha and welcome to the Beach Villas at Ko Olina!The Beach Villas at Ko Olina are in the World-Famous Ko Olina Resort and Marina on the second of the four spectacular lagoons. You’ll enjoy the mile-and-a-half walkway along the lagoons, passing the Four Seasons Resort,...
A Slice of Paradise in Kona - walk to stores, restaurants and the beach
Nestled in the center of Kona this 1BR/1BA recently fully renovated condo offers a base for 2 to 4 people as you seek local attractions or nearby restaurants. Many stores as well as the beach are in walking distance. Yearning a home cooked meal, use the fully equipped...
JC Surf House: Elegant 5BR with Pool, BBQ & Ocean Views
Welcome to JC Surf House, a relaxed 5-bedroom, 5-bath island haven tucked within the exclusive Kukui‘ula community on Kaua‘i’s sunny South Shore. Spanning approximately 2,900 sq ft of breezy indoor–outdoor living, this two-story retreat blends modern comfort with...
Brand New! Luxurious Sky Ala Moana 2 Bed 2 Bath
Summary:*30 DAY MINIMUM* Discover the lively heart of Honolulu and enjoy leisurely walks along the beach with this 2 bed and 2 bathroom apartment on the 16th floor of Sky Ala Moana. Get a charming view of the city and take advantage of the convenience of being close to...
*Affordable Island Getaway with private yard *
We're situated in a prime residential neighborhood, just 2 blocks away from Kailua Beach Park Entrance and Kalapawai Market, as well as downtown Kailua. You'll find an abundance of shops and restaurants, plus two of the world's most beautiful beaches, Kailua and Lanikai...
Recently Renovated Studio in Palms at Waikiki
Sweeping views of Waikiki are visible from the 8th floor through the main living space through the floor-to-ceiling sliding glass doors. You will have access to the gorgeous outdoor pool, and fitness center, all just steps away from Waikiki Beach. IHOP restaurant in the...
THE Best Ocean Views! Modern, Beach, Pool, Whales, Views! Video Tour!
**Welcome to Kihei Holiday #220 – Your Oceanview Retreat in the Heart of Maui**Indulge in island living at **Kihei Holiday #220**, a newly renovated, top-floor condo offering panoramic ocean views, elegant design, and the laid-back charm of South Maui. Perfectly located...
Hawaiian home with incredible ocean views, orchids, and gorgeous sunsets
Our home is in a rural area of the Big Island, on one acre of landscaped property with orchids, palms, banana plants, a koi pond and more. This is our personal residence, available the months when we are not there. The kitchen is totally equipped with everything but a...
In the center of it all!
Maui at it finest! Fantastic oceanviews where you can watch whales from your balcony and visit sea turtles on the private beach area. This centrally located property is in a quiet area on Maui, but everything is just minutes away!Maui's beautiful southern 7 Mile beach...
Maui Eldorado K-106 - April Specials!
Centrally located in the heart of Ka'anapali, Maui Eldorado Kaanapali is the perfect place to enjoy your Maui Vacation. This ground-floor end unit with an elevated garden view is very close to the front desk and outdoor parking - handy for unloading luggage and...
ICC 16 Kaanapali 2BD Plantation Cottage w AC Near Beach
International Colony Club 16 Maui Plantation Style 2Bedroom Cottage with AC, Large Enclosed Lanai and a Short Walk to the Beach. Experience Maui Year-Round Island Style FREE daily activities included with your stay value up to $570! Complimentary admission, every day of...
OCEANFRONT RESORT in Koloa-Poipu with AMENITIES INCLUDING WIFI, walk to beach
ALOHA! This 2 bedroom, 2 bathroom condo is located in the beautiful resort called "The Point at Poipu", a family friendly resort.Gorgeous 2 BEDROOM, 2 BATHROOM (King in master and 2 Twins or we can request a Queen for the 2nd bedroom), OCEANFRONT RESORT, short walk to...
Modern Luxury Suite at Waikiki Beach Tower w/ Ocean View
Relax in this beautifully renovated unit with ocean views at Waikiki’s finest oceanfront condo building. Wake up to the crystal blue ocean from the luxurious king bed in the master bedroom, entertain family and friends in the open kitchen and living room, and enjoy a...
🏖️Ground Floor | Private Corner Unit | Includes Concierge | vrKCV
vrKCV - The Shores at Waikoloa 102, Professionally Managed by Kona Coast VacationsThe Shores in Waikoloa Beach Resort, Unit #102Welcome to Your Dream VacationWelcome to your dream vacation at The Shores in the Waikoloa Beach Resort! Nestled in the exclusive Sandalwood...
The Emerald Turtle Room. Direct Oceanfront Studio, Maui.
"You will not find better views anywhere in Maui, for any price."Proud to be a "Superhost" for 12 years straight, we would love to share our Maui direct oceanfront studio with you. Our condo is situated about 10 feet from the water's edge with incredible ocean views. It...
Designer oasis with waterfall & sunset views, hot tub, kayak, surfboard & bikes
Enchanting Mermaid ManorOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Take in mesmerizing waterfall and sunset views from both the living room and lanai at this tropical oasis....
Luxurious 4BR/3.5BA House: AC, Short Walk To Beach
Discover Elegance at Poipu: The Ohana House hosted by BlueTideVillas.Step into the luxury of the Ohana House, a 2,800-square-foot haven nestled on a half-acre oasis, boasting a sprawling private lanai—perfect for savoring your favorite tropical drink. Celebrated as one...
Wailea Ekolu 505 ~ Big Ocean Views ~ New Furnishings
Spectacular Ocean and Sunset Views!!A short walk or drive to Wailea’s best beaches.Newly furnished and well appointed home will provide an exceptional experience.Wailea Ekolu is peaceful and spacious development with dinning, coffee, shopping and Maui's best beaches...
Newest 2 BR at Maui Eldorado, prime Ocean View
Maui Eldorado – Spacious Top-Floor Family Retreat with Ocean & Golf Course ViewsWelcome to this expansive two-bedroom, two-bath residence located in the heart of the Kaanapali Beach Resort area. Offering approximately 1,440 square feet of interior living space plus...
Mountain/city-view condo minutes from island attractions with open layout & W/D
Waikiki Townhouse 1101 - 30 night minimumOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Say aloha to island luxury at this condo located in the heart of Honolulu. With breathtaking...
Oceanfront with AMAZING Views and AC! 2 Bedroom, 2 Bath Corner Unit KKSRC #3104
Oceanfront condo with amazing views! Two bedrooms, each with a Cal King bed, two full bathroom ground floor corner unit with extra large lanai and AC. Well equipped kitchen with everything you could need. Located in the Keauhou Surf and Racquet Club, which has a...
Oceanfront Beachfront Escape Hale Kai 1Bed
Discover charm and comfort in our ground floor vacation rental, nestled by the pool and oceanfront. Immerse yourself in stunning sunsets just steps from the water. This cozy unit boasts a fully equipped kitchen, a luxurious king-size Tempur-Pedic bed, and a sofa sleeper...
Professional Design Ocean View Private Apartment
Summary:Designed by Twin Islands Interior Design Group - Escape to Big Island and indulge in the tropical paradise of Hawaii with this charming 1 bedroom, 1 bathroom Airbnb property. Enjoy an ocean view from your breezy porch and sleep peacefully in a comfortable...
Plantation Hale Suites H15, Top Floor, AC, Walk to Beach
NOTE: Rates Automatically Discounted from September 15 through December 2025 due to construction repairs on various H-building decks during this time. We apologize for the inconvenience. Work Hours: Monday–Friday, 9:00 AM–5:00 PM.Plantation Hale Suite H15, Top/2nd Floor...
The Sacred getaway at Fairway Villas C1! This 3 bedroom, 3 bath condo is new!
Welcome to Sacred Peaks Getaway, a newly renovated and tastefully designed condominium that can comfortably accommodate up to eight guests. This spacious vacation rental features three bedrooms, providing ample space for everyone in your group. The guest bedroom...
Oceanfront Paradise Escape on the North Shore of Oʻahu. 30-Night Minimum Stay
Please Note: In accordance with Hawaiʻi regulations, this property is available for a minimum stay of 30 nights only. We kindly ask that you do not inquire about shorter stays, as we are unable to accommodate them. That said, this home is truly special, and with its...
Amazing condo with pools and hotub across from the beach
Welcome to Maui Kamaole! This wonderful 1 Bed/2 Bath condo is the perfect location for your Maui vacation. It is conveniently located across the street from the Kamole Beach Parks and is nearby shops and restaurants. This updated, fully equipped kitchen makes it perfect...
ONE Bedroom Ocean View
Welcome to Kihei Akahi! This wonderful 1 bed /1 bath is the perfect location for your Maui vacation. Step cross the street and enjoy Kamaole Beach 2, one of Maui's best swimming beaches. The condo has a fully equipped kitchen, making it ideal to enjoy dinners at home...