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 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...
Lavish Oceanfront Estate w/Pool, Spa & AC - Close to Beaches: Maunalua Sunset
This expansive oceanfront estate, Maunalua Sunset, sits on a rare double-wide lot along the calm shoreline of Maunalua Bay in Portlock. Multiple standalone structures wrap around a lush courtyard and resort-style pool, creating a private sanctuary designed for extended...
Kolu Honu – Stunning Beachfront Condo for 2!
Summary:You’re so close to making the Hawaiian vacation of your dreams a reality, and at Kolu Honu, all the enchantment of the islands comes to life, beckoning you to a truly magical experience!The Space:You're just moments away from making the Hawaiian getaway of your...
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...
Fantastic Oceanview Studio Condo - Complete Beautiful Remodel Unit 368
Consider this condo your home away from home while you visit Kailua-Kona. This cozy space offers a fantastic ocean view and serene atmosphere, perfect for unwinding after a day of exploring. With a living room featuring a comfortable queen bed, and comfortable love seat...
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
On Oahu’s sun-kissed Windward side, Lokomaika’i Kailua (meaning “Gracious Kailua”) invites you to slow down, open the sliding glass walls, and let the island breeze transform everyday living into something magical. This single-level home blends open-concept interiors,...
Prime oceanfront 2 bedroom condo w/huge wrap around lanai
Welcome to Royal Kahana 210. This 1400 sqft, 2 bedroom, 2.5 bath condo features a massive wrap around lanai with unobstructed oceanfront views of the encompassing islands of Molokai & Lanai. Admire seasonal whale watching, sailboats, sea turtles, and sunsets from this...
Kona Bali Kai#164:Stunning Remodeled Studio with Ocean Views: Walk to Beach!
Discover the perfect blend of island living in this gorgeous fully remodeled studio unit at Kona Bali Kai with Ocean views located on the desirable ground floor. This beautiful unit offers just what you need for your Vacation: Ocean Views, Beautiful Furnishings, Very...
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...
Just steps to beach! Gorgeous Partial Ocean View at Waikiki Shore!
Waikiki Shore #314 – 2161 Kalia RdWaikiki Shore is the only condo in Waikiki where you can step directly from the building onto the sands of Waikiki Beach! This exquisitely remodeled 3rd-floor beachfront studio is a favorite with return guests! You'll feel right at home...
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...
Hi6A-ST1- The Dolphin Bay House
Escape to a serene slice of the Big Island at Dolphin Bay Estate - a spacious, tropical retreat in Captain Cook with self check-in and a secluded beach just a short stroll away. Perfect for families and friend groups who want privacy, ocean air, and easy access to...
Full Ocean View, Great For Whale Watching
It doesn't get any better than this: a 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...
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,...
Spacious Modern 2Bdrm Condo, Free Parking in Bldg., Full Kitchen, Sleeps 6.
Renovations were completed in March 2024. Everything is new. 6 can sleep comfortably, 7 when 1 or more are children.This condo is tastefully decorated and features a spacious living room with a comfortable sofa that opens to a full-sized bed, and a flat-screen TV. The...
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...
Luxury Ko Olina Beach Villa B109 by Gather w/ Stunning Ocean & Kapolei Views
Ko Olina Beach Villas B109 is a ground-level oceanfront retreat in Kapolei's Ko Olina Resort. With two bedrooms, two baths, and sleeping space for six, this villa blends comfort, luxury, and direct access to the lagoons, making it the perfect escape for families,...
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....
Kona Islander Inn#305: Downtown Kona, Walk to everything, Affordable Studio
Welcome to "Pacific Blue" your charming studio in the heart of downtown Kailua-Kona! This adorable unit offers the perfect blend of comfort and convenience, making it an ideal getaway for your Hawaiian vacation. Just steps away from the vibrant shops, restaurants, and...
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 natural...
Let's Do Sunset On Maui! 1 Minute Walk to Beach and Sunsets
Close to the beach without the beachfront price tag! Located just a 1 minute walk from white sandy beaches, stunning sunsets, & turtles on the beach daily, this island retreat is an ideal getaway. Your dream condo is centrally located in the heart of Kihei, Maui. This...
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....
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, fold...
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...
Spacious retreat with hot tub & BBQ grill
Summary:Ocean Front Pool/Hot Tub, Near Golf /Beach, TennisThe Space:Welcome to your Hawaiian retreat at Waikoloa Beach Resort - perfect for families & groups seeking relaxation by the coast! Enjoy peaceful garden views, resort amenities & easy island living:- Sleeps 6 |...
🏝️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 bathroom, air...
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. The...
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...
Awesome Ocean View Studio 34th Floor Near Everything in Waikiki!
The view is awesome from this newly remodeled, spacious studio condo on the 34th Floor of the Hawaiian Monarch, just a few blocks from Waikiki Beach! This clean, modern, luxurious space is in a great location to enjoy your vacation in fabulous Waikiki Beach. In this...
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 P2 Luxurious 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...
Ainamalu 11 – My Favorite Island in the Sun: Waikoloa 3BR Retreat with Lap Pool
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 SPECIALS ASK FOR LAST MINUTE SPECIAL SOMETIMES 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...
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...
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 while overlooking...
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...
OCEAN FRONT Luxury Villa - Stunning Ocean Views - Steps To the Beach -Central AC
Summary:Be sure to watch our video from the link below:https://www.youtube.com/watch?v=JqTc_KOQqFwThis is when QUALITY meets LOCATION!!! Implacably maintained, built with only the best of the line in luxury, this Ocean Villa is located in arguably the best location on...
New Remodeled May 2025 1-bed.Apartment in Kiahuna with AC and fiber internet.
Located in Koloa, enjoy what this 1-bedroom apartment has to offer. Guests can take advantage of the fitness room, iron, hair dryer, AC, heating, and WiFi during their stay. The cozy bedroom provides a nice retreat after a day of exploring. Make your holiday one for the...
Maui Resort Rentals: The Whaler 918 - Uprgraded 9th Floor Studio w/ Fantastic Pacific Ocean and Black Rock Views!
From its incredible 9th-floor vantage point high above the palms, Whaler 918 delivers stunning unobstructed views of the Pacific Ocean, Kaanapali's famous Black Rock, Maui's neighbor island, Molokai, and the lush West Maui Mountains. Its luxurious interior has been...