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.
Gorgeous home with private pool, hammock, large patio, lanai, & enclosed yard
Kohola HaleOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Escape to your own private oasis in the prestigious community of Princeville on the North Shore of Kauai at Hale Mahana....
Luxury Aloha Escape Turtle Bay - Kuilima Estates West
Stay comfortably in Kahuku at this 2-bedroom condo. Experience the enchanting atmosphere of this cozy retreat, complete with a king bed and a twin bed. Enjoy the peaceful surroundings and modern amenities like WiFi, AC, and a washing machine. Relax in the living room...
Maui Parkshore 2 Bd 2 Bth Great Ocean View Vacation rental
Experience the ultimate Maui Style living with this top-floor 2-bedroom, 2-bath condo at Maui Parkshore - boasting panoramic views of the Pacific Ocean. Located just steps away from the golden sands of Kamaole Beach Park III. Designed to capture the essence of...
Kona White Sands B4 | 0 Bed, 1 Bath
Welcome to Kona White Sands – Your Beachside Retreat on Ali’i DriveNestled across from the iconic Magic Sands Beach, Kona White Sands offers the perfect blend of comfort, convenience, and breathtaking natural beauty. This charming condo provides a flexible layout with a...
3 bedroom house with WIFI and free parking, close to beaches and hikes.
Make yourself at home in this 3-bedroom Makaha retreat. With 2 queen beds, a twin with trundle, and 2 full bathrooms (with shower, bidet, and hair dryer), this home is set up for a relaxing and easy stay. Enjoy WiFi, a washer/dryer, and other thoughtful touches...
Pu'uwai Place in the heart of Volcano Village
Pu'uwai Place is centrally located in the heart of Volcano Village, just outside Hawaii Volcanoes National Park. Cooper Center, convenience stores, and restaurants are all within walking distance. You'll feel right at home in this newly updated home with full private...
Wailea Elua #2107 - Spacious, Stylish & Just Moments from Wailea Beach
Wailea Elua #2107 – Your Serene Wailea EscapeWelcome to Wailea Elua Village, a peaceful, terraced beachfront property located in the heart of the Wailea resort community. This low-density gated complex features two-story buildings set on 24 acres of lush tropical...
Oceanview condo w/ shared pool & ocean view - close to the beach
Mahina Surf 111Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Escape to paradise at this charming one-bedroom condo located in the serene Mahina Surf resort property in Lahaina,...
Kapalua Golf Villa 27T7 - 1BD Stunning Views
Indulge in the serenity and sophistication of Kapalua Golf Villa 27T7, a beautifully appointed 1-bedroom, 1.5-bathroom retreat ideally located along the pristine fairways of the renowned Kapalua Bay Golf Course. Perfect for up to four guests, this refined villa invites...
NEW! Experience oceanfront bliss at Napili Point A26
Welcome to your home away from home! Napili Point A26 has an amazing location at the resort with oceanfront, and unobstructed views! This 1-bedroom, 1-bath features 2 split A/C systems that can be independently controlled for optimal comfort, a fully equipped kitchen,...
Special Rates ~ Experience Luxury at Kapalua Golf Villas 27T5
Experience the epitome of island elegance at Kapalua Golf Villa 27T5, a newly furnished and meticulously designed 1-bedroom, 2-bathroom retreat perched on the second level of the prestigious Kapalua Bay Golf Course. This lovely 1,100 square foot villa can accommodate up...
Elevated Honolulu Sanctuary Renovated w/ Aircon
Summary:*** Disclaimer: All rooms are renovated in a similar fashion. Furniture style may vary in pictures and in the unit. Functionality are all the same. Queen size bed in bedroom, sofa bed in the living room. Newly renovated in 2024Designer furnishedSecured & gated...
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,...
Kolea 7E- Second Floor 3 Bedroom Kolea Condo with an Ocean View
Recently upgraded in 2024, Kolea 7E is a spacious 3 bedroom vacation rental at Kolea with a nice ocean view over a vacant lot. As you enter the double entry doors you will be struck by the spaciousness of the great room and the view! The living room is comfortably...
Experience the perfect blend of privacy, tranquility, and luxury at Na Hale O Keauhou
Welcome to Kai Nani Hale – Luxury Living in ParadiseDiscover Na Hale O Keauhou, a prestigious gated community nestled in the heart of the Keauhou Resort area. This meticulously maintained 13.36-acre complex features 14 pods, each comprising six two-story townhouses,...
Mauna Kea - Waiulaula Condo - Stunning Sunset and Sunrise Views - Close to Pool
**Mauna Kea will complete their new gym, pool, and spa by October 2025. Existing pool will have some upgrades. An exceptional lifestyle within the coveted Wai’ula’ula community at the legendary Mauna Kea Resort. This beautifully furnished Wai’ula’ula E201 is an...
Private and Quiet Luxury Beach House 5 minute walk to beach TVNV#5151
Live like a local in this professionally designed two bedroom, two bath retreat, offering the perfect blend of luxury and laid back Hawaiian charm. The area is known for its slowed down pace and ocean-centric lifestyle to escape the hustle and bustle of city life.The...
Charming 2-bedroom near the beach with AC, WiFi, Yoga, Surf, Golf
Consider this unique stay your home away from home while you visit Ewa Beach. Our unit is located upstairs with a private entrance. This cool property features 2 bedrooms with a queen bed and a full bed, along with a cozy living room with a sofa bed for extra guests....
Ocean Breeze Haven – Kaha Lani #211
Beachfront Resort | Ocean Views | Gentle Breezes on the Coconut Coast________________________________________Location, Location, Location | VIDEOHere is a new video of the inside and out NEW VIDEO INSIDE• Centrally located on the Coconut Coast with direct beach access...
Pili Aloha: 3BR Condo w/ Lanai, Pool & Mountain Views
Welcome to Pili Aloha by Gather, a beautifully designed three-bedroom, three-bathroom luxury condominium offering 1,318 square feet of elegant living space in the heart of Princeville, Kauaʻi. Situated on the upper level of the Plantation at Princeville, this home...
Hale Kai'opua - Modern Kauai Retreat with Private Pool & Lanai
Welcome to Hale Kai‘opua at Kukui‘ula, a stunning 3-bedroom, 3.5-bath luxury retreat set above the postcard-perfect South Shore of Kauaʻi. Spanning 2,961 sq ft of contemporary indoor–outdoor living, this newly built 2024 residence blends modern architecture with wide...
Mauna Lani Beach Club Pass included! 701 Fairways at Mauna Lani
Fairways at Mauna Lani #701: Exclusive Hawaiian ParadiseDiscover pure luxury in one of the most desirable locations in the prestigious Fairways at Mauna Lani. Unit #701 stands apart with its coveted west-facing orientation, treating you to breathtaking sunset views that...
KBM Resorts | FREE CAR | Honua Kai Konea | Ocean View | 3-Bedroom Condo with Amazing Views! HKK-825
** 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...
Hualalai Fairway Villa 116C - NEWLY Renovated, 2 golf carts, BEST LOCATION.
Newly renovated villa from top to bottom. A 3 bedroom, 3.5 bath luxury villa conveniently located in the heart of Hualalai Resort overlooking the 15th hole of the Jack Nicklaus designed Hualalai Golf Course. Ground floor single level floor plan features a spacious lanai...
Sweet & Cozy in Honolulu Free WIFI & AC
Summary:Welcome to the heart of Honolulu. Sweet and cozy one bedroom will newly updated kitchen and bathroom vanity. Keep it cool with A/Cs in the living room and bedroom. Relax poolside on your day-off.Complimentary Wi-Fi and parking stall provided.Perfect for all...
Tranquil Ground Floor Unit Central Honolulu w/ AC
Summary:Enjoy a stylish experience at this centrally-located place. Conveniently located near Waikiki, Diamond Head, and Ala Moana Shopping Center. Close to local attractions and popular restaurants.The Space:Newly remodeled ground floor unit. Updated kitchen and...
Amaui Island Escape – New 4BR Home with Pool, Spa & Mauna Kea Beach Access
Luxury Hawaiian Retreat – Private Pool, Hot Tub & Exclusive Beach Access!Escape to paradise in this brand-new, 4-bedroom luxury home, just minutes from the world-renowned Hapuna and Mauna Kea beaches. Nestled along the stunning Hapuna Golf Course, this exquisite retreat...
Luxury Waikoloa Retreat: 3BR, Hilton Pool Pass!
Welcome to this spacious 3-bedroom townhome, perfectly located in the heart of Waikoloa Beach Resort. With lush landscape views, a short walk to the beach, and complimentary Hilton pool passes, this home offers the ideal setting for your island getaway. Accommodating up...
Privacy and Elegance in Princeville
Escape to tranquility and breathtaking mountain views at Hale Laulea during your Kauai getaway. This stunning 4-bedroom, 4.5-bathroom vacation home, nestled on a peaceful cul-de-sac in a coveted Princeville neighborhood, offers an unparalleled blend of style, comfort,...
𝐅𝐢𝐧𝐝𝐢𝐧𝐠𝐌𝐞𝐢𝐥𝐢 GorgeousBeachfront KoOlina Resort+Amenities.STUDIOsuite
𝐕𝐢𝐬𝐢𝐭 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 to enjoy 𝐄𝐱𝐜𝐥𝐮𝐬𝐢𝐯𝐞 𝐒𝐚𝐯𝐢𝐧𝐠𝐬 on this stylish 𝐒𝐭𝐮𝐝𝐢𝐨 𝐒𝐮𝐢𝐭𝐞 at the stunning 𝐌𝐚𝐫𝐫𝐢𝐨𝐭𝐭’𝐬 𝐊𝐨 𝐎𝐥𝐢𝐧𝐚 𝐁𝐞𝐚𝐜𝐡 𝐂𝐥𝐮𝐛, 𝐎ʻ𝐚𝐡𝐮’𝐬 𝐩𝐫𝐞𝐦𝐢𝐞𝐫 𝐁𝐞𝐚𝐜𝐡𝐟𝐫𝐨𝐧𝐭 𝐑𝐞𝐬𝐨𝐫𝐭.Unlock 𝐌𝐞𝐢𝐥𝐢 𝐌𝐞𝐦𝐛𝐞𝐫-𝐎𝐧𝐥𝐲 𝐑𝐚𝐭𝐞𝐬 & 𝐔𝐩𝐠𝐫𝐚𝐝𝐞𝐬:𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 𝐄𝐱𝐜𝐥𝐮𝐬𝐢𝐯𝐞 𝐒𝐚𝐯𝐢𝐧𝐠𝐬 ($500–$1000 𝐎𝐅𝐅 𝐬𝐞𝐥𝐞𝐜𝐭 7-𝐧𝐢𝐠𝐡𝐭 𝐬𝐭𝐚𝐲𝐬)...
Hawaiian Treehouse, Peaceful Glamping Retreat
BAUMHAUS - a fully off-grid 12 feet high tree house on 2 acres of tropical rainforest on the Big Island of Hawaii. Experience stargazing like no where else in the world, while warming up at the fire pit. Chill out in the large hanging net or spend rainy days in the hot...
Tranquil 1-Bedroom Haven in Kapaa, Kauai - Your Perfect Island Retreat
Welcome to our charming 1-bedroom, 1-bathroom condo in the heart of Kapaa, Kauai! Perfectly located for exploring the island, this cozy retreat offers a fully equipped kitchen, comfortable living space, and a private lanai to enjoy the tropical breeze. Just minutes from...
New Listing: 2BD/2BA Condo in Waikoloa Village –BBQs, Heated Pool & Golf Course
Aloha and welcome to your serene Hawaiian retreat! This spacious 2-bedroom, 2-bathroom condo in Waikoloa Village is the perfect place to relax, recharge, and enjoy the natural beauty of the Big Island. Whether you're here for a family getaway, a romantic escape, or a...
Tranquil Keauhou Resort Condo with Ocean View & Resort Amenities
Escape to paradise at Keauhou Resort Condo 139, a charming 1-bedroom retreat in Kailua-Kona, Hawaii. This beautifully updated condo offers a peaceful getaway with no neighbors above or below, ensuring privacy and tranquility. The inviting living room features high open...
Charming 2-bedroom Oceanfront Condo in Kailua-Kona with AC, WiFi
Enjoy a peaceful stay at this charming oceanfront 2-bedroom condo at the Kona Bali Kai in Kailua-Kona. This tremendous property offers all the comforts you need, including AC, in unit washer & dryer, and WiFi. With 2 bathrooms and a cozy atmosphere, it's the perfect...
𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 Beach Fun at Waiohai Club +Resort Amenities. 2-Bedroom
𝐕𝐢𝐬𝐢𝐭 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 to enjoy 𝐄𝐱𝐜𝐥𝐮𝐬𝐢𝐯𝐞 𝐒𝐚𝐯𝐢𝐧𝐠𝐬 on this elegant, 𝐬𝐩𝐚𝐜𝐢𝐨𝐮𝐬 𝟐-𝐁𝐞𝐝𝐫𝐨𝐨𝐦 𝐕𝐢𝐥𝐥𝐚 at one of Poʻipū Beach, Koloa’s most sought-after 𝐁𝐞𝐚𝐜𝐡𝐟𝐫𝐨𝐧𝐭 𝐑𝐞𝐬𝐨𝐫𝐭𝐬 — 𝐌𝐚𝐫𝐫𝐢𝐨𝐭𝐭’𝐬 𝐖𝐚𝐢𝐨𝐡𝐚𝐢 𝐁𝐞𝐚𝐜𝐡 𝐂𝐥𝐮𝐛 𝐑𝐞𝐬𝐨𝐫𝐭.Unlock 𝐌𝐞𝐢𝐥𝐢 𝐌𝐞𝐦𝐛𝐞𝐫-𝐎𝐧𝐥𝐲 𝐑𝐚𝐭𝐞𝐬 & 𝐔𝐩𝐠𝐫𝐚𝐝𝐞𝐬:𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 𝐄𝐱𝐜𝐥𝐮𝐬𝐢𝐯𝐞 𝐒𝐚𝐯𝐢𝐧𝐠𝐬...
Ho'olei Ocean View 21-6 Newly Listed, Renovation May 2025
Remodel completed June 2025! See the new photos just posted!The entire home has been repainted, almost all the furniture was replaced, a lot of new beautiful art was added, and all new hardwood French oak floors were installed in the bedrooms.. We also remodeled the...
New Listing Aston Kaanapali Resort with A/C, NO resort fee, Ocean front/beachn
Located in Lahaina, this condo is a dream. With a bedroom featuring a comfortable queen bed and a cozy living room with two sofa beds, this phenomenal property offers a tremendous space for guests to relax. Enjoy the convenience of amenities like AC, WiFi, and a fitness...
Outstanding modern condo with ocean view in Kihei
Hale Kamaole 241 is a 1-bedroom,1-bathroom second-floor condo featuring amenities such as a covered private lanai, air-conditioning, and a washer/dryer. This condo accommodates up to 2 guests with a King-size bed in the bedroom. The main living room has a lovely...
1 bedroom ocean view condo on Kaanapali beachfront -- Recently renovated!
This 5th floor condominium (elevator bank nearby) offers ocean views from the master bedroom, living/dining room, and lanai, this spacious 1 bedroom unit offers you the opportunity to fully enjoy the spectacular Kaanapali Shores ocean front resort. The unit offers a...
Hale Ka Pua Ola – Private Luxury Retreat in Kukui'ula
Welcome to Hale Ka Pua Ola at Kukui‘ula, an elegant 4-bedroom, 4.5-bath luxury retreat set within Kaua‘i’s prestigious Kukui‘ula community. Offering over 3,048 sq ft of refined indoor–outdoor living, this single-level sanctuary blends contemporary design with the...
Ocean Views | Steps to Sandy Beach | Kam 5-205
Welcome to Kamaole Sands 5-205, a rare single-level 2-bedroom, 2-bathroom haven just steps from world-famous Kamaole Beach III. This beautifully updated vacation retreat features a spacious open floor plan with modern amenities, including a fully renovated kitchen with...
Hale Kaimana by Gather: Lux Gold Coast Condo w/ Ocean Views & Beach Access
Wake up to breathtaking views of Diamond Head and the Pacific Ocean at Hale Kaimana by Gather, a stunning oceanfront retreat located in the prestigious Colony Surf building on Honolulu’s Gold Coast. This 2-bedroom, 2-bathroom condo offers 1,867 square feet of elegant...
NEWLY REMODELED-QUIET LOCATION-AC-WELL EQUIPPED-METICULOUS CLEANING
Book with confidence, this stunning, 3 bedroom, 2 bathroom spacious condo that was just completely remodeled with all new furnishings. This condo is managed by PMI Maui, a local Real Estate Brokerage that specializes in vacation rentals. We are located within a mile of...
Charming 3br Cottage w AC, Ocean Views
New Listing! Welcome to Kukuiula Vacation Home #2, a charming ocean view beach cottage located in the heart of Poipu's desirable Kukuiula neighborhood. This single-story plantation-style home beautifully combines vintage Hawaiian charm with modern luxury, offering a...
Charming Oceanside 2-bedroom condo with A/C in fabulous Kapaʻa
Located in Kapaʻa, this 2-bedroom condo offers an enjoyable stay with 1 queen bed and 1 king bed. The property comes with essential amenities like WiFi, AC, and a washer/dryer. Guests can relax in this adorable and peaceful space, perfect for both short getaways or...
KAANAPALI COTTAGEn 2 bedroom cottage within walking distance of Kaanapali Beach
International Colony Club’s cottage 29 is located in the world-famous Kaanapali Beach area, and a five minute walk from one of Maui’s best beaches. Built in 1964, this community affords a spacious and mature landscape between 44 private cottages spread over 10 acres....
3-bedroom lovely unit just across the street from beautiful beach.
Discover this fabulous 3-bedroom gem in Ewa Beach, Hawaii. This updated delightful apartment is fully furnished and in a convenient location for island fun. The cozy living room is the perfect for relaxing after a day of exploring. An open floor plan with plenty of...
New Listing! Peaceful Poipu Retreat Waikomo 200
Experience the perfect blend of serenity and convenience in this beautifully updated one-bedroom corner unit at Waikomo Stream Villas. Nestled among lush Hawaiian foliage, this modern retreat offers a peaceful jungle atmosphere while being just steps away from Poipu's...
Kalama Terrace Renovated Retreat, Centrally Located with AC!
Welcome to Kalama Terrace: Your Stylish, Centrally Located Kihei Retreat!Step into island living at Kalama Terrace, Unit P211—an inviting, fully renovated condo in the heart of Kihei. Perfectly situated just a short stroll from the sandy shores of Kamaole Beach and...