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.
Modern + Serene Oceanfront Napili Getaway W/AC - No parking or resort fees
Welcome to the Napili Point! This oceanfront 1 bedroom directly on the stunning Honokeana bay in Napili is a relaxed, contemporary space designed to create special memories in a stylish, comfortable environment. Freshly remodeled, this air conditioned property is...
Wailea Ekahi 14F - Best Views - 3 Minutes Walk to Beach
"Comfortable luxury with a magnificent view," wrote a recent guest. Wailea Ekahi 14F is an upper-floor 2-bedroom 2-bath condo. Situated in a quiet tropical garden setting in the center of Wailea Ekahi Village, far from road and pool noise, with one of the three "quiet"...
Charming. permitted cottage, short walk to Paia town & beach.nSTPH 2013/0004
Nestled on Baldwin Avenue, our plantation style one bedroom cottage provides convenient and comfortable accommodations for 2 people, with the amenities of Historic Paia Town and Paia Bay just a few minutes walk away and all areas of the Island within easy driving...
🌺 Fairways 1706 Tranquility Villa 🌺 Renovated, includes Beach Access, Bikes 🌺
Your perfect vacation begins here! The Fairways at Mauna Lani is a private gated community of quiet luxury condominiums, the famed Farimont Orchid Hotel and the Auberge Resort Collection. While relaxing, it is also close to the heart of Mauna Lani shopping, golf, spas,...
Downtown Luxury Penthouse, Free Parking, Washer/Dryer
Welcome to your stunning getaway in the heart of downtown Honolulu! This spacious, High-Ceiling two story Penthouse is perfect for families, large groups, or anyone looking to experience the best of the city with comfort and style. With 8 beds distributed across 3...
Ko Olina Beach Villas B1101: Breathtaking Ocean Views from Every Room
Welcome to Ko Olina Beach Villas B1101 by Gather, a luxurious 11th-floor, three-bedroom, three-bathroom oceanfront villa nestled in the exclusive Ko Olina Beach Villas Resort on Oʻahu’s serene Leeward Coast. Designed for up to six guests, this penthouse-style retreat...
Lavish Oceanfront Estate w/Pool, Spa & AC - Close to Beaches: Maunalua Sunset
This property is offered as a monthly rental. Although full-month occupancy is not required, the monthly rate remains fixed and applies in full, regardless of the number of nights stayed, as prorated rates are not available.Situated in the famed oceanside neighborhood...
On top of the Ocean Hideaway - Mermaid's Palace on Maui
Welcome to Kaimana at Pohailani Maui! Enjoy amazing ocean views, sunsets, wildlife watching, and neighbor island views of Molokai and Lanai from this well provisioned condo located on West Maui. We are located so close to the ocean you could throw a stone into the...
Ocean View Home
"Paradise at Ehupua" is a holiday home with ocean views. It is situated in Honolulu, Wailai Iki, Kahala district. This property has three bedrooms, two full bathrooms, a covered Lanai to enjoy the ocean view, a private outdoor pool, and a hot tub. Each bedroom includes...
16B; Ocean View, Quiet Beachfront King Studio in Luxurious Wailea Ekahi Resort
Ocean View, King Bed, quiet Ground floor Studio condo, in the beautiful Wailea Ekahi Resort, near one of the 4 private pools and a short walk to the beach.Enhanced cleaning protocols and private ground floor entrance with Lanai opening onto the beautiful gardens and...
Lokomaika'i Kailua: Elegant Vacation Home with Pool & AC
This property is offered as a monthly rental. Although full-month occupancy is not required, the monthly rate remains fixed and applies in full, regardless of the number of nights stayed, as prorated rates are not available.Let the relaxing atmosphere of Lokomaika’i...
Whaler Resort, Kaanapali Beach - One Bedroom Ocean View
A short walk from Whalers Village, Aston at The Whaler Kaanapali Beach Resort provides an adjacent golf course, a firepit, and a garden. This is a great place to bask in the sun with a beachfront location and sun loungers. For some rest and relaxation, visit the sauna...
Beautiful Ocean Front 1-bedroom condo with WiFi, AC; Mahana 807
Unwind in Lahaina at this pleasant condo. This tremendous property features 1 bedroom with a cozy king bed, a modern bathroom with a refreshing shower, and an additional living space with a comfy sofa bed. Guests can enjoy amenities like WiFi, a washing machine, and AC...
Fabulous Location near Shipwreck Beach and Grand Hyatt Resort
We purchased this lovely ground floor garden view condo in April, 2013. This condominium has a large master bedroom with A/C. The master bedroom has an an en-suite master bath with a walk in shower. Our home also has a half bath for your convenience. Our spacious lanai...
Gorgeous Oceanfront 2 Bed/2 Bath Condo with A/C at Kona Bali Kai Resort Unit 306
Your home away from home in Kailua-Kona with 2 gorgeous bedrooms featuring 2 king beds. This fabulous 3rd floor oceanfront condo offers all the essentials for a comfortable stay, including WiFi, AC, and full-size washer/Dryer. The cool vibe of the space is perfect for...
Best Ocean Front Views on Maui! Whale Watch From the Lanai or Living Room!
Nestled in the heart of West Maui along the pristine Kaanapali Beach, the Mahana offers an unparalleled waterfront experience that few can rival. Located at the northern end of the scenic Kaanapali boardwalk, the Mahana offers an exceptional pathway suitable for...
Full Ocean View, Great For Whale Watching
It doesn't get any better than this: gorgeous, light, bright, breezy, full ocean view condo. Two wonderful lanais private and quiet. The perfect place to watch dolphins and whales play. Enjoy rainbows across Kauai's pristine mountains. While sipping your morning coffee...
Beautiful Top Floor Oceanfront #611 with A/C!
Paradise found! Unit #611 occupies the prime location at the Royal Mauian. It is on the top floor and centrally located in the building. This incredible vantage point provides gorgeous panoramic views of the ocean, beaches, mountains, and neighboring islands. At this...
Family Suite #1 - Two rooms w/ shared hot tub, Family suite # 1 - Ulu Retreat + A'ali'i Sunset Suite
Immerse in tranquility at our Ohia retreat with two serene rooms, each with its own private lanai for enjoying nature's symphony. Indulge in the comfort of 14-inch memory foam mattresses and flat-screen TVs. The courtyard, a blend of open skies and cozy corners,...
Oceanfront Corner Villa w/ Air Conditioning
Unparalleled oceanfront views make Unit 1, a highly sought after corner unit, at Poipu Kapili the ideal vacation rental for your dream Kauai vacation. Poipu Kapili is a boutique luxury complex in the heart of Poipu, just minutes from many popular beaches for snorkeling,...
Garuda Estate – Launiupoko Luxury Home
We invite you to indulge in this magnificent 3,300-square-foot villa nestled at the bottom of the Mountains of West Maui, Launiupoko. It's the first town off the bypass. A short 15-minute drive takes you into Ka'anapali. Whalers Village offers a golf course,...
Beautiful and Spacious Townhouse at Mauna Lani - Close to Beach
Enjoy the peaceful resort life in this beautiful townhouse with upgraded furnishings in the luxurious Kulalani at Mauna Lani community. With access to both the Beach Club and the acclaimed Kamilo amenity center, this stylish property is perfect for families or small...
Hale Anuenue By Parrish Kauai - AC & walk to Poipu Beach!
Perched on the rim of Poipu Crater overlooking Poipu Beach to the west and Mount Haupu to the east, Hale Anuenue ("house of rainbows") offers the perfect spot to see rainbows when the skies offer liquid sunshine. Positioned for views of the morning sunrise glow over the...
Across From Beach! Newly Remodeled Modern Condo! Family Friendly Prime Location!
Enjoy a comfortable, stylish Maui beach experience at this newly remodeled condo centrally located in the South Kihei Wailea area. All new modern furnishings, appliances, and decor. Located at Kihei Akahi; directly across from Kamaole Beach 2; you'll be just steps from...
Luxury Ko Olina Beach Villa B109 by Gather w/ Stunning Ocean & Kapolei Views
Welcome to Ko Olina Beach Villa B109 by Gather, a luxurious two-bedroom, two-bathroom oceanfront retreat in the prestigious Ko Olina Resort, located in Kapolei, Hawaii. Perfectly designed for up to four guests, this ground-level villa offers seamless indoor-outdoor...
Waipouli Beach Resort Exquisite Beautifully Decorated Extra Large Luxury
Newest Listing! Waipouli Beach Resort Exquisite Beautifully Decorated Extra Large Unit D310! Best of the Best! Ocean & Pool View! Central AC! Beach Chairs (up to 4) and Cooler!**Exquisite Luxury Condo of Distinction located at the World Renown Waipouli Beach Resort on...
Ikena Lani - Beautiful 5 BR House with Pool & Jacuzzi overlooking Kalihiwai Bay
Welcome to Ikena Lani, a luxurious modern custom home with breathtaking ocean views. Designed by award-winning firms, it offers a serene island retreat with hand-picked materials from Asia. The main house has 5 bedrooms, a spacious living room, kitchen, and media room....
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...
Maui Resort Rentals: Honua Kai Hokulani 713 - Stunning Interior Courtyard 1BR Penthouse Gem w/ Gorgeous Ocean Views!
As the top-floor penthouse gem in the one-and-only column of inner courtyard 1br suites available at Honua Kai, Hokulani 713 is simply the best of the best among Honua Kai 1br suites. Enjoy gorgeous Pacific Ocean and Molokai views from this incredible 1br vantage point....
Direct Oceanfront 1,000 sq' corner/end 18th floor condominium unit.
This "01" end unit is considered the best location in the Colony Surf. Enjoy cooling Hawaii trade winds that pass through from the Diamond Head windows to the ocean side windows. So much to see from this ocean facing unit. Check out the surf, marine life (turtles,...
Maui Resort Rentals: Honua Kai Hokulani 738 - Luxurious 1BR w/ Partial Ocean & Mountain Views!
Hokulani 738 is a luxurious 7th floor one bedroom suite that offers views of the tranquil blue Pacific Ocean as well as views of the lush West Maui Mountains. You will have plenty of space to relax in the 700 sq. ft. interior. To fully enjoy the warm Hawaiian breeze,...
Ke Aloha Villa - 3BR Princeville Paradise with Lanai, Pool & Golf Views
All reservations require the main guest to review and sign a rental agreement to stay at Ke Aloha Villa.**Dearest Future Guests,**Welcome to your very own slice of paradise at Ke Aloha Villa in beautiful Princeville! As you prepare to embark on this adventure, we want...
Deluxe, Garden View Hali'i Kai 23E
Welcome to your Hawaiian retreat - a relaxing villa in the gated Hali’i Kai community at Waikoloa Beach Resort. Perfect for families & groups, it blends comfort w/ resort-style amenities:• Sleeps 6 | 3 bedrooms | 4 beds | 2 baths• Lagoon pool, sand-bottom hot tub...
🏝️SUMMER Special-Renovated Golf, West Side Getaway🏝️
This two-bedroom/two-bathroom condo is perfect for any getaway. Whether you are looking to play golf at the world class Bay and Plantation Course, relaxing and romantic getaway with going to the spa at Montague or Ritz Carlton, enjoying wonderful restaurants at Sansei...
Maaleaa Surf C5 Oceanfront townhouse on miles of Sandy Beach
Book with us and come to Maui to explore everything we have to offer!Brand NEW remodel and new vacation rental! Come stay with us!Escape to paradise in this beautifully remodeled 1-bedroom unit featuring a fully upgraded kitchen, extra large...
Luxury Villa! Views! 1/2 mile to beach! Huge lanai! Hilton Pass for entire stay!
Resort life awaits you in the Shores at Waikoloa in this beautiful condo overlooking the golf course—only half of a mile from the beach. Cooling cross breezes and central A/C provide year-round comfort. The spacious layout ensures privacy for each side of the condo....
BIG ISLAND HALE OHANA, 4 BR Oceanfront in Puako, Private Pool! Spring Rates!
This 2200 square foot home was built in 2002 with an additional bedroom and bathroom added in 2012. It was designed in old Hawaii estate style with a roomy 1100 square feet of lanai, screens and sliders that open full length plus louvered windows to encourage the...
5 Stars Oceanfront Puu Poa Air Condition Unit in Northshore Princeville Kauai
Discover the ultimate beachside oasis with this exquisite end unit boasting breathtaking ocean views from every angle. Step onto not one, but two expansive decks - perfect for soaking up the sun while grilling your favorite dishes or unwinding in an exotic enclosed...
Kalo Homes - Breath of Life
Welcome to Breath of Life, your serene escape in Makaha Valley! Perched on a prime lot with stunning ocean and mountain views, this peaceful retreat is tucked at the end of a quiet cul-de-sac with no through traffic. With all bedrooms on the first floor, it’s the...
Waikoloa Beach Villas P2nLuxurious Paradise
Luxurious tropical island vibe. Relax and take in all Hawaii has to offer with fully furnished condo in walking distance to shops, restaurants, beaches and entertainment. The Space: Highly desirable location for both privacy and walking distance to many attractions....
Beautifully 2-BR Oceanfront Condo with A/C
Royal Kahana end unit condo 920 offers what is needed to make lasting memories in comfort and private. This spacious 2-bedrooms/2-bathrooms (1140 sf) with central-air has stunning ocean views from the 9th floor (ocean views from both bedrooms and living room)! The...
Private Pool | AC | Concierge Included | vrKCV
vrKCV - Ainamalu 11 - My Favorite Island in the Sun, Professionally Managed by Kona Coast VacationsWelcome to My Favorite Island in the Sun!Escape to this expansive, single-level 3-bedroom oasis, ideal for families, friends, and athletes alike. “My Favorite Island in...
Take advantage of our SUMMER SPECIAL DISOUNTS on this beautiful property
CHECK OUR SUMMER SPECIALS LAST MINUTE SPECIAL POSSIBLE you could consider the West suite a little more private with the kitchen area inside but You will also hear the waves crashing. See the turtles in front of your vacation Suite. Enjoy the wonderful warm Pacific...
Right On the Water, Stunning Ocean views and Sunsets, AC, Elevator, Pool
Hale Kai a 2 bedroom condo at the oceans edge overlooking two amazing surf spots our condo is breathtaking for relaxing and listing to the ocean waves and watching the magnificent sunsets! Enjoy coffee in the morning while watching dolphins frolicking and seasonal...
Across from the Beach - Sunsets, Ocean and Turtles
Puako Beach Condos - Unit 210: Your Hawaiian Getaway Awaits!Escape to paradise at this newly remodeled 3-bedroom, 2-bathroom end unit in the heart of Puako, just steps away from a pristine white sand beach. Whether you're seeking relaxation or adventure, this beautiful...
Wailea Beach Villas | PH411
Let the sounds of palm fronds brushing against each other in the gentle trade winds sing you to sleep this vacation. With relaxing views of the ocean and the manicured tropical landscaping, Wailea Beach Villas Penthouse 411 leaves no stone unturned in the pursuit of...
1 Bedroom Villa at Westin Kaanapali Ocean Resort
Beautiful Ocean-view 1-Bedroom Villa available throughout the year, located on Maui's pristine northwestern shore. The 900sqft Villa includes a fully-equipped kitchen, dining area, bathroom, spacious living room with a pull out sofa bed, and a separate room with a...
Luxury designer remodel, top floor, direct ocean view
Hawaii Tax ID: TA-109-440-8192-01TMK: 390080030030Hale Kai O'Kihei 310 is the epitome of luxury. No detail has been overlooked in this exquisite oceanfront condo. Enjoy every splendor you deserve in this modern and forward thinking getaway, all...
View of Maui Mt, Partial Ocean View, A/C in All Rooms, 3 min Walk to Beach
Wall to wall, ceiling to floor windows in the living room and master suite open unto private lanais which offer panoramic views of West Maui Mt and peeks of the ocean.Every room is cooled with Split System AC's with remote controls. Master suite has a King bed (single...
Oceanfront views in this upgraded 1bd condo
Welcome to Valley Isle 901, a 1-bedroom, 1-bathroom condo that features sweeping ocean views from your private lanai, ceiling fans throughout, and a split A/C system. This resort has elevators for easy access. Unit 901 can accommodate up to 4 guests The spacious bedroom...