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.
Seaside Sanctum: Work and Play
Step into a world where magic meets comfort at our unique and delightfully family-friendly condo. Here in Kai Lani, you have access to all the perks of the the Koolina resort with the creature comforts and space in your home away from home. We are community within a...
Waikiki high-rise Ocean view with free parking
Your home away from home in Honolulu with 1 bedroom. See the million-dollar ocean view room you've been dreaming of! Your room windows offer direct ocean views, allowing you to witness the sea, surfers, whales, sunsets, and more.This beachfront property is just minutes'...
Kapalua Bliss: Serene Villas in Hawaii's Nature Preserve
Nestled in lush gardens and beside pristine beaches, our secluded sanctuaries offer tranquility. Enjoy world-class golf, snorkeling, award-winning spa treatments, and farm-to-table dining. Experience luxury in our fully-equipped villas, with stunning sunsets from your...
Free Parking!! Renovated 1 Bedroom @ Waikiki Banyan
1 Bedroom/ 1 Bathroom / One FREE PARKING (max 6') unit at Waikiki Banyan. The unit can accommodate up to 4 guests. Total of 4 Beds: 2 Full Beds in the Bedroom & 1 Full SFBD & 1 Queen Size SFBD in the living room. 557 living sqft. & 67 sqft. Lanai(Balcony) over looks...
Stunning Mountain View Studio – High Floor Waikiki 3107B
At the beginning of Waikiki, the tourist center of Honolulu. Our charming studio in Waikiki is a breezy unit in Hawaiian Monarch buildingEnjoy breathtaking Mountain View. Hotel quality sheets, pillows, and air conditioning await you.Excellent location right across from...
Perch - Seaside Serenity: Oceanfront 1BR Suite
♡ The home is located in Kahana Reef between Kaanapali and Kapalua. Our hearts go out to those whose homes were affected by the wildfires. We were blessed to have been unaffected and we welcome you to stay in our home. The businesses and amenities all around us are open...
Kaanapali Alii 3321 Bedroom | 2 Bathrooms | Sleeps 4 | Garden View________________________________________Experience Kaanapali Alii 332, a beautifully remodeled one-bedroom garden view condo at Maui’s exclusive Kaanapali Alii Resort that offers stunning views of the...
Grand Waikikian by Hilton Grand Vacations Club 1 Bedroom Condo, Free WIFI
This spacious 1-Bedroom, 1-Bathroom Suite with a balcony features a primary bedroom with a king-size bed, charging outlets at each nightstand and a 55-inch flat-panel HDTV. The bathroom offers a freestanding shower, a separate soaking tub and a TOTO washlet. The...
Aqua Aloha Surf Waikiki 707 Deluxe Studio with Lanai and Partial City Views
Aqua Aloha Surf Waikiki 707 Deluxe Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) Queen bed+ (1) Queen Sofa sleeper, Sleeps 4, 360 St FtAqua Aloha Surf Waikiki brimming with island personality offers a range of accommodations that...
** 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...
Spacious Studio, Perfect Location In Wakiki, Located Near The Beach, Shopping
Enjoy the best of city living with scenic mountain views in this inviting studio on the 35th floor of Discovery Bay. Just steps from the beach, this spacious studio offers both comfort and convenience in the heart of Honolulu.Large windows showcase panoramic views of...
The Westin Kāanapali Ocean Resorts / 1-Bedroom
Summary:Explore the summit of a dormant volcano. Or hike through a rainforest to a 400-foot waterfall. There’s no better place than Maui for a once-in-a-lifetime experience. The Westin Kā‘anapali Ocean Resort Villas maintains relationships with the top tour operators on...
Honua Kai | Multi Unit Listing | KBM Resorts | Mountain Views | 2 Units, 5 Bedrooms | HK ML-3562
** 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...
Experience Paradise at Waikiki Landmark Unit 1705: Your Dream Vacation Rental
Only 8 minutes away from Waikiki beach this 2-bedroom apartment is perfect for your escape to Honolulu. The bedrooms feature a cozy king bed and a comfortable queen bed. The bathrooms are equipped with a jetted bathtub, bathtub, and all the essentials you need. Our cool...
Wailea Beach Villas PH104 - 2 Bedroom Garden View Penthouse
Marvel at the sophisticated style and décor of Wailea Beach Villas Penthouse 104, where a touch of Bali influence seamlessly merges with rustic undertones to create an unforgettable ambiance. The interior design captivates with elements like a textured wall-mounted...
Honua Kai | 4 Free Rental Cars | KBM Resorts | X X L Corner Suite | 4 Units, 7 Bedrooms | HK ML-1295
** 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...
Studio Aulani, a Disney Beachfront Resort & Spa
Enjoy a peaceful stay at this 1-bedroom resort in Kapolei. The room features a king bed and a sofa bed, perfect for relaxing after a day of adventure. Guests can stay comfortable with air conditioning and heating, while the bathroom includes a hair dryer for...
Royal Sea Cliff Kona 429 Partial Ocean View Studio
Perched above lava rock bluffs, this oceanfront studio in Kailua-Kona offers a peaceful and scenic island escape. Ideal spot to relax and enjoy breathtaking coastal views. Unit 429 Partial Ocean View Studio• 4th floor condo located on north side of the building close to...
Wai'ula'ula J101 Three Bedroom
Perched in the uplands of the prestigious Mauna Kea Resort, this stunning villa offers sweeping views of the Kohala Coast, where breathtaking sunsets and lush golf course vistas create an unforgettable backdrop. Designed for seamless indoor-outdoor living, the home...
LANIKAI SUITE - Spacious 1-BR 1-BA; located 3 houses from famous LANIKAI Beach
This fully furnished, turn-key, spacious 1-bedroom, 1-bath, is part of a private, gated, rambling plantation-style property. The 2nd LEVEL apartment catches the ocean breezes and comes with a window A/C in the bedroom, large living area and dining area. Street parking,...
Golf Course Front Kuilima West by Beach w/Parking & Resort Amenities
Book with confidence! Professionally managed by Ali‘i Beach Rentals, an award-winning property management company.Discover the charm of the North Shore in this beautifully renovated townhouse located in the desirable Kuilima Estates West at Turtle Bay Resort. Blending...
Puunoa Beach Estates 101 2 Bedrooms | 2 Bathrooms | Sleeps 4 | Oceanfront ________________________________________ Welcome to Puunoa Beach Estates 101, a beautifully remodeled two-bedroom oceanfront villa that blends modern comfort with island elegance. This bright and...
Island Serenity Awaits: Studio Premium Villa at Westin Ka’anapali North
Escape to the tropical paradise of Maui with a stay in the Studio Premium Island View Villa at Westin Ka’anapali Ocean Resort Villas North—a perfect blend of luxury, relaxation, and family-friendly fun. Surrounded by lush island landscapes, this retreat is ideal for...
Wailea Elua Village 1510 - 2 Bedroom Ocean View Condo
Wailea Elua 1510 is a charming two-bedroom, two-bathroom vacation rental located in the premier Maui vacation destination of Wailea. This upstairs condo offers stunning ocean views and is just a short stroll away from the pristine Ulua Beach, one of the favorite...
** 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...
New! Brand new Remodeled Modern Condo right across the beach in West Maui
Aloha & Welcome! Come relax and escape at this newly remodeled 1 bedroom that will engulf you in a palm tree oasis. Wake up from the comforts of a Queen lush bed.Right across from beach park in Honokawai, West Maui. Next door to farmers market, coffee shop, restaurants...
** 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...
** 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...
** 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...
FREE parking! Waikiki 400sf condo with Kitchen AC
Our fully furnished apartment is on the eleventh floor. It features a clean bathroom, a well-equipped kitchen, a soft queen size bed, a comfortable futon, a height adjustable desk, a private balcony, an EXTRA cooling split air condition, a wall-mounted flatscreen TV,...
3 Units, Luxe Two Queens with Lanai and Sleeper Sofa, Romer House Waikiki
This listing is for 3 separate rooms within a hotel. The price shown in the listing covers all 3 rooms.✦ Each room is 506 sq. ft, equipped with complimentary toiletries, TV.✦ Rooms are not adjoining and possibly not next to each other. Spaces are assigned upon arrival...
Beachfront Oasis with Golf Course Views! Minutes Away from West Maui Mountains
Our spacious suites with private lanais offer breathtaking views of the pristine shoreline, courtyard, or garden, providing the perfect backdrop for relaxation and adventure. Stay connected with high-speed internet, unwind in our unique whale-shaped outdoor swimming...
Escape to paradise in this beautiful 2-bedroom, 2-bath condo nestled in Maunaloa, Molokai. Perfect for couples, families, or friends, the condo features two luxurious king beds and a spacious living area with a comfortable sectional recliner—ideal for relaxing after a...
Sunset Hotel high-rise ocean view, free parking.
This is the million-dollar oceanfront property you've been looking for, with living room balconies and bedroom windows offering direct ocean views. You can see the ocean, surfers, whales, sunsets, and more.This beachfront property is just minutes' walk or drive from...
Luxury 2BR/2BA/1PKG w/Washer Dryer Ocean Mtn Views
Just a short distance from the world famous Waikiki Beach, restaurants & stores around. Beautiful corner unit w/ spectacular views from every BR. From ocean to the mountains, you can enjoy it all from this high-floor unit. Secure&private w/only 4 units/floor. 1,025...
Waikiki Horizon Retreat – Corner Ocean Views 19F
At the beginning of Waikiki, the tourist center of Honolulu. Our charming studio in Waikiki is a breezy unit in Hawaiian Monarch building.Enjoy breathtaking Ocean views. Hotel quality sheets, pillows, and air conditioning await you.Excellent location right across the...
Waikiki Beach Ocean 28F Suite, Free parking+Patio
Be amongst our first guests to experience the breathtaking ocean views overlooking the world famous Waikiki Beach from both the living room and bedroom, as well as a stunning view of Diamond Head from the large lanai! This top-tier Superior 28th Floor Ocean view condo...
Classic Room with King Bed – Design-Centric Space
Relax in this stylish 242 sq. ft. room featuring a king bed and distinctive interiors with local art. Located on the 2nd floor, this room offers modern comforts like air conditioning, free Wi-Fi, and a flat-screen TV, making it the perfect space for a comfortable and...
Royal Kahana Maui 708 Oceanfront 1 Bedroom
Step onto your private lanai and soak in sweeping ocean views in this oceanfront one-bedroom, designed for couples, friends, or anyone wanting to unwind in paradise. Unit 708 Oceanfront 1 Bedroom 1 Bath• 7th floor condo with beautiful oceanfront views • Kitchen includes...
Hawaii Getaway in Paradise! (FW-35G)
Hawaii living at its best in this beautiful 3 bed 2.5 bath townhouse in the Fairways Ko Olina Resort.Looking for a relaxing getaway in paradise? Look no further than this spacious and comfortable 3 bedroom 2.5 bath vacation rental in Ko Olina Fairways. This townhouse is...
This exceptional 9BR/9BA pairing brings together one of the absolute finest oceanfront residences on offer at Honua Kai, with two neighboring oceanview suites to provide over 6000 sq ft of combined living interior, perfectly suited to any large group or family. Each...
Well-maintained lofted 2 Bedroom - Maui Vista 2411
Book with us and come to Maui to explore everything we have to offer!Relax while enjoying your luxurious ocean views! This wonderful lofted unit feels more like a home than a condo home. The bedroom features a queen bed while the loft includes two twin beds, while the...
Relaxing, Spacious, Great Location In Waikiki!
This beautifully updated condo is located on the 12th floor of Discovery Bay, offering spectacular views of Ala Moana Blvd. Recently renovated in July 2024, the condo boasts a brand-new kitchen and bathroom, featuring luxury vinyl flooring in both spaces and a fresh...
Escape to paradise at Pili Mai 2M
Ground-Floor Luxury Kauai Retreat Escape to paradise at Pili Mai 2M, a lovely 3-bedroom, 3-bathroom ground-floor haven that perfectly captures the essence of Kauai's South Shore. Accommodating up to 6 guests, this 1,580 square foot home offers garden and mountain...
Honolulu Economy Studio w/Priv Bath and Kitchenette -Laundry Included
*** Pricing includes applicable taxes, Parking, Laundry Room & WiFi! This room is set up to be the perfect home office with access to a printer, EFAX and Smart TV for Zoom calls. Monthly leases to be reviewed every 90 days for renewal. **Within walking distance of...
Open spacious Kitchen/Living Room, 800 sq ft deck, 8 blocks from the ocean
This beautiful and spacious house has an open floor plan and a new 600 sq foot deck over looking its growing gardens. It is on a quiet street located exactly 8 long blocks from the glorious Hawaiian Ocean. The kitchen is a large open space with an island and all...
Sea La Vie II Furnished Luxury Beach Home
Note: Min. stay is now 30 days due to the local govt. making short term renting illegal...except for hotels. Ref. Ordinance 19-18. Please inquire for >30 day rates.nice deck with sunset. Beach home is located in one of the most desirable neighborhoods of Hawaii with...
Studio Ocean Front at Marriott's Maui Ocean Club - Molokai, Maui, & Lanai Towers
Settle into the lap of luxury, where plush bedding assures pampered restfulness for the weary traveler.If you’re searching for the quintessential Hawaiian getaway, then this resort is quite the catch. If the sunshine, beaches, and glowing pools (many, many glowing...
3-bedroom furnished house with ocean views, utilities, wifi, and parking
Furnished 3-Bed, 2-Bath Home in Kona. Perfect for 2-5 PeopleThis fully renovated, furnished home comfortably accommodates up to 5 people and offers stunning ocean views. Located on a large, breezy lot, it features modern amenities, including an 85-inch TV and a spacious...
The Lodge at Kukui‘ula - Cottage 3
This spacious three-bedroom vacation rental cottage on Kaua'i features one main house with two primary bedrooms and a stand-alone one-bedroom 'ohana. Situated within easy walking distance of the amenities of The Club at Kukui'ula, Cottage 3 has a prime location for...