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.
Spectacular Unobstructed FULL Oceanfront Unit
Nestled within the picturesque Kihei Beach Resort, this enchanting 1-bedroom, 1-bathroom unit invites you to experience the allure of an authentic Hawaiian aesthetic, effortlessly blending modern comfort with the timeless charm of the Aloha spirit.As you step inside, be...
Winter Specials! Family Friendly, Close to Beaches!
This is a lovely, spacious 3 bed & 3 bath condo located in the desirable Waikoloa Village within the Paniolo Greens complex, C-206. It's only minutes aways from wonderful beaches, a grocery store and plenty of hiking and sight-seeing! The kitchen has been renovated...
Kihei Beach #307- Your Oceanfront Oasis
Kihei Beach #307 – One-Bedroom Beachfront Condo with Two BathroomsWelcome to Kihei Beach #307, a remodeled one-bedroom, two-bathroom beachfront condo offering panoramic views of the Pacific Ocean and neighboring islands. With modern upgrades and a prime location on...
Seclusion & luxury in west Maui! Condo #212
Unit 212 has a spectacular view of Honokeana Cove and Molokai Island across the Pailolo Channel. The Cove is home to dozens of turtles and offers sheltered snorkeling and paddle boarding above coral formations and tropical fish. This attractive two-bath unit sleeps five...
KBV 32B4 New Listing Oceanfront Kapalua w Spectacular Ocean Views
Kapalua Bay Villas 32B4 NEW LISTING Oceanfront 1Bedroom, 1Bathroom, Kapalua Villa with Spectacular Ocean Views! Escape to Maui at this charming 1-bedroom, 1-bathroom condo in Kapalua Bay Villas. This west Maui oceanfront home offers amazing ocean views that will...
Poolside Gem- Kealia Resort #102 -Ground-Floor - Walk Right Out to the Beach!
KEALIA RESORT, #102Welcome to Kealia Resort #102, a charming ground-floor oceanfront condo designed for the perfect tropical retreat. Step from your private lanai directly onto Maui’s longest stretch of sandy shoreline, where you can enjoy morning walks, days filled...
Ocean Views/Mountain Views!! HUGE LANAI Directly across the road from the BEACH!
LARGE LANAI condo directly located across from beautiful Magic Sands Beach!!! (sands appear and reappear at this beach depending on swell and current). Come stay at this perfect beach condo that sleeps 6! This condo is very spacious with 2 bedrooms, 2 bathrooms, also a...
Royal Mauian 601: Stroll to Shops, Dining, & Witness Haleakalā's Majesty!
Royal Mauian #601 – Upgraded Top-Floor Retreat with Mountain ViewsRoyal Mauian #601 offers a unique Maui experience with its top-floor privacy, completely upgraded interior, and sweeping views of Haleakala and the lush island landscape. This two-bedroom, two-bathroom...
Sugar Beach PH21 - Direct Oceanfront 1 bedroom
Book with us and come to Maui to explore everything we have to offer!Just Renovated!Beautiful views from a great unit. You will love the well maintained, upgraded corian kitchen and white cabinetry. Enjoy your coffee on the top floor balcony while looking at whales and...
Save up to 30% Instantly on stays thru 5/31/25! Whaler 456-Oceanview,1B/1B,AC!
Experience unparalleled oceanfront living at Whaler 456, where breathtaking views of the Pacific Ocean surround you from the spacious lanai to the master bedroom and throughout the entire residence. This exceptional condo offers sweeping vistas of the crystal-clear...
Hale Kai O Kihei condo with pool & free WiFi - swim, surf, & more
Hale Kai O Kihei 212Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This Hale Kai O’ Kihei condo offers a breathtaking ocean view from every room and includes a private lanai that...
Walk to Beach! HUGE 5 bedroom, 5 bath with Pool!!
This wonderful beach house with private pool is perfect for all your vacation needs! Centrally located one short block from beach and walking distance to Magic Sands and Kahaluu Beach Park.Permitted 5 private bedrooms all with their own bathroom . The upper level has...
Breathtaking Ocean Views Beach Cottage
This cozy cottage sits on a private white sand, reef-protected beach. Great for snorkeling and safe for kids! You'll enjoy swimming with turtles an a variate of colorful fish! Just sit on the serene sandy beach, enjoy the lush mountains, and captivating sunrises. You...
Beautiful 1bd ocean view condo, many upgrades
Papakea G207 is a 1-bedroom, 1-bathroom condo on the second floor and can accommodate up to 4 guests. Featuring a recently upgraded kitchen and bathroom with beautiful finishes. Unwind in the comfortable living room with new flooring throughout the condo. A sofa that...
Ilikai 1038 Ocean / Lagoon / King Bed, Sofa Bed
OCEAN & LAGOON VIEWS! STEPS TO WAIKIKI BEACH. Walking distance to shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life. The iconic Ilikai Suites are located at the gateway to Waikiki.Remodeled.The iconic Ilikai Suites are located at the...
Beachfront, Ocean View, Polo Beach Wailea/Makena #306
Unit 306 is a 2 bedroom and 2 bath condo located on the third floor at the Polo Beach Club. The Polo Beach condo's sleep 6. Please call for very latest openings as there may be a new booking in progress. Polo Beach Club has both ocean front and Prime (on sand) ocean...
Ilikai 606 Ocean / Sunset / Marina Views King Bed, Sofa Bed
STUNNING OCEAN & SUNSET VIEWS! STEPS TO WAIKIKI BEACH. Memorable Meals from the Lanai. Walking distance to shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life.The iconic Ilikai Suites are located at the gateway to Waikiki.Newly Remodeled,...
2BOF4 Aston Waikiki Beach Tower: 2 Br with Ocean Front Views & Full Kitchen
Waikiki Beach Tower: Two-bedroom suite with Ocean Front Views and Full Kitchen right across from Waikiki Beach.Aston Waikiki Beach Tower provides the perfect combination of exclusive condominium living and attentive resort-quality service. Modern and lively, this...
Classic Hawaiian Charmer - Spacious and Cheerful w/ Wraparound Lanai
Alii Kai 1201 is a light-filled, classic Hawaiian getaway in the heart of Princeville! Your home-away-from-home has two comfortably furnished bedrooms (king sized in the master suite, queen sized in the guest bedroom), a well appointed living and dining area, and a...
This luxurious 3BR/3BA residence is ideally situated within Enclave One of the Luana Garden Villas. Its desirable southern orientation creates a bright, welcoming ambiance for you and your family. Its placement within our “Elevated” collection offers a heightened level...
Gorgeous renovated corner unit just 1 block to Waikiki Beach! FREE Parking!
Niihau #805 – 247 Beach WalkLocation, location, location! Ni'ihau is a hidden gem found within the hustle and bustle of Waikiki just a block away from world-famous Waikiki Beach where surfers and paddlers spend their days! Recently renovated (2024) from floor to ceiling...
OCEAN FRONT! Paradise in Kona! Best Location!
GET LOST IN PARADISE!! Absolute BEST location with direct ocean front view at historic Alii Drive. This unit is upgraded with tropical island theme. We are 15 mins from the Kona airport and ocean fronting!!!FAST INTERNET!! for those of you decided to escape to paradise...
Direct OCEANFRONT, Rare Enclosed Lanai, AC - Maui Kai 804
Experience elevated island living at this beautifully updated 1-bedroom, 1-bathroom oceanfront condo at Maui Kai Resort on North Kaanapali Beach. With unobstructed views of Lanai and Molokai, a fully enclosed lanai for extended living space, and central air...
Sunny condo with pools, hot tub & washer/dryer - near swimming & surfing
Maui Kamaole I105Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Luxury and privacy meet at this Kihei Condo, located in the condo resort known as Maui Kamaole®, and just minutes...
** 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...
Stunning Oceanfront Retreat, Kahana Reef 218
Direct oceanfront unit in a highly desirable location right in between the popular areas of Kaanapali and Kapalua. When you sit on the balcony, you have panoramic views looking out to the islands of Lanai and Molokai. You will also see whales and sea turtles and have...
In Town Ocean View Condo-Walk to the Beach, Shops, Restaurants and Bars!
This top floor condo is spacious with open beam ceilings and an ocean view. It is located in the center of Kailua Kona. You can walk to the pier, to restaurants, shopping, even the bank and the grocery store are nearby. The condo has two bedrooms with California King...
Akala Pua Cottage By Parrish Kauai - great location in Poipu!
Akala Pua is a lovingly cared for three bedroom home within walking distance to two popular South Shore beaches in Poipu. Lawai Beach is to your left and Baby Beach is to your right, so choose your direction and in 200 plus yards you will enjoy the sun and sand. Distant...
Ocean front Quiet Top Floor Maalaea Kai
Welcome to your top-floor oceanfront getaway in peaceful and centrally located Maalaea Bay, Maui. This bright and breezy condo offers the perfect mix of comfort, convenience, and unforgettable views — ideal for couples, families, or small groups looking to unwind and...
Villa Sky@Poipu Kai, Resort Amenities, Sunset Walk To Beaches & Restaurants W/AC
VILLA SKY @ POIPU KAI, NO ADDED FEES! This Bright, newly renovated, Island Chic condominium is in the heart of Poipu Kai Resort. A short stroll along a beautiful Green Pathway to Poipu Beach & 3 more Beaches. Great top floor location is unbeatable with the high vaulted...
One-of-a-Kind Octagonal Home in the Rainforest - 2BD/2BA Near Hilo & Volcano
Paradise awaits you at this cozy, Big Island getaway. Boasting lush, tropical grounds, a wraparound lanai, private gas grill, and a large outdoor dining table, you'll have everything you need to relax over your favorite tropical meal.Welcome to your slice of paradise at...
Gorgeous Diamond Head Views from 34FL with Free Parking
Aloha from Midway Vacations! Our team of local hospitality experts is dedicated to turning your Hawaiian getaway into a reality. When you stay at one of our properties, you can count on a professionally cleaned and meticulously maintained experience. We're even...
Ilikai Hotel - Waikiki City Lights! Full renovations to be completed 12/2023!
The condo has been fully gutted and will be modernized and styled for your comfort. New appliances, open kitchen, brand new furniture!Enjoy the Hawaiian breeze from the mountains and watch the city from the condo. Added bonus, this unit comes with a washer +...
Spacious home w/ AC, lanais, shared pool, hot tub, & views of Makai Golf Course
Nihilani 21COur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'There's something simply magical about the Garden Island of Kauai that speaks to people throughout the world. It's all...
Romantic Tropical Retreat, 150 yds from the Ocean!
Kona Dreams sleeps 4 adults. Walk 150 yards to the ocean. 2 bed/2 bath tropical home in a quiet neighborhood. Chef’s kitchen, laundry, beach gear, use of kayak. Free phone, wireless, off-street parking. Hiking and beach on-site. Maid service with an extra fee.Kona...
Waikiki Banyan 1909 Amazing Views and Just Steps to the Beach
Beautiful Views of Ocean and Diamond Head, Relax on the Lanai with a tropical drink and enjoy this Beautiful view's 1 Block to Waikiki Beach. Full Kitchen equipped just like home Bedroom has a Queen and Twin Bed, Queen Sofa sleeper in the living room and a pack & play...
Unit 123, Two Bed,Two Bath, Ocean View Condo
This condo is a beautiful ground floor condo with a direct view of the ocean; Maalea harbor; west Maui mountains; and whales, during whale season, from your private lanai. You can head up to the roof top to enjoy the full kitchen, gas BBQ grills, picnic tables plus a...
Top-floor corner unit - amazing ocean views - steps to beachside pool & hot tub
Islander on the Beach 333Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Discover the perfect ocean getaway at Islander on the Beach, a 6.5-acre oceanfront resort with stunning...
CORNER Unit with 11th Floor Waikiki Ocean, Lagoon & Marina Views! Washlet!
Ilikai Marina #1180 – 1765 Ala Moana Blvd.CORNER UNIT! Incredible panoramic views of the Pacific Ocean, Duke Kahanamoku Lagoon/Beach, and marina; and stunning sunsets! Bring your binoculars!CONSTRUCTION NOTICE: Due to building exterior spalling repairs, please expect...
Steps from the beach and elevated views
Welcome to Kaleialoha 310, a spacious 1-bedroom, 1-bathroom condo that offers an open concept design and ocean views from the 3rd floor. This property has elevators for easy access. Unit 310 can accommodate up to 4 guests. Rest peacefully in the spacious bedroom, which...
❤️PiH❤️ ENDLESS SUMMER ★Big Golf Discounts★Heated Pool&Spa★
Brought to you by Paradise in Hawaii Luxury HomesWelcome to Endless Summer Villa, a part of our Hawaiian Luxury Collection. Endless Summer Villa at KaMilo is a wonderful large single-level 4 bedroom, 4 1/2 bathroom home that includes three bedrooms in the main house,...
Spacious Kauai townhome w/ pool & hot tub - close to world-class beaches
Nihilani 25COur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This two-story townhome with three bedrooms and a den feels open and spacious thanks to its many windows, floor-to-ceiling...
Oceanfront 2 bedroom suite in Sunny Kihei
Third floor ocean view easy access to tropical gardens and the ocean beyond. Large private view deck and renovated interior. Large private condominium apartment at the resort condominium complex on the beach in sunny Kihei, Maui, Hawaii. 2 bedrooms with private attached...
Maui Kamaole 2 Bedroom Corner Unit J101
Welcome to one of the rare ground floor 2 bed/2bath den units, offering extra side windows and even an extra lanai off the master bedroom. Indoor/outdoor living is what we love about our tropical home, with 3 lanais you can always find a quiet piece of paradise here....
Palms at Wailea 901 - Luxuriously Decorated Spacious Unit w/ Large Private Lanai
Hawaii Tax ID: TA-144-497-4592-01 QUIET PRIVACY IN PARADISE The Palms #901 is a luxurious one-bedroom two-bath ground floor villa tucked away in a private and quiet corner in one of the nicest locations on the property. Often the only sound you will hear is the waves...
Kiahuna Plantation With View of Ocean
Our condo is located on the sunny, south side of the beautiful island of Kauai in the Kiahuna Plantation Resort. We are located in Building #19, Unit #131 which is upstairs with no vacationers above you. It is situated on the property where parking is ample all day....
🏖️Walk to Restaurants | Full Kitchen | Concierge Included | vrKCV
vrKCV - Waikoloa Beach Villas O3 - Professional Managed by Kona Coast VacationsWelcome to Waikoloa Beach Villas – Your Hawaiian Paradise Awaits!Nestled within the renowned Waikoloa Beach Resort, this stunning 2-bedroom, 2-bathroom ground-floor condo offers a serene...
Ground-level condo with lanai, lagoon pool, hot tub, W/D & beach access
Maui Kamaole B106Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Luxury and privacy meet at this Kihei Condo, located in the condo resort known as Maui Kamaole®, and just minutes...
Oceanfront 2BR/2BA Condo: Stunning Views, Prime Location!
This spacious 2-bedroom, 2-bathroom condo along Alii Drive offers incredible direct Ocean Front Views and has been newly updated in 2022. Get whisked away into your tropical vacation at Kona Nalu, a private and oceanfront property. Here's what you can expect from this...
** 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...