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.
A Marbled Suite near Waikiki, Ala Moana, McCullynn
Fully A/Ced apartment, marble floors, granite counter tops, queen size bed in each room, TV in living room, and a in-unit washer/dryer.Located in between Waikiki, Ala Moana, and UH Manoa, this is the ideal starting and ending point for every day.Less than 15 minutes...
2 Spacious Units with Private Lanais, Outdoor Swimming Pool!
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...
Royal Kuhio 1708 - Spacious Corner Unit w/ Ocean City Views in Heart of Waikiki
Heart of Waikiki - Royal Kuhio (17th Floor)Address: 2240 Kuhio Ave., #1708, Honolulu, HI 968151 Bed | 1 Bath | Sleeps 4Beds: 2 Queen-size beds + 1 Queen sofa bedSize: 436 sq ft + 80 sq ft lanaiView: Partial ocean and mountain viewsKitchen: Fully equipped with oven,...
7 Nights in a 1-bedroom villa with an OCEAN VIEW April 19-26, 2025
Stroll the white sand Ka’anapali Beach, sharing the sunsets with the isles of Lana’i and Moloka’i in view. Dine in the finest restaurants or grill your own fresh fish and steaks near the pool. Take a short walk along the boardwalk to Dukes, ride to the top of...
Paniolo Greens Resort 2 BR w/ POOL & HOT TUB
Nearby, discover ten of the world's most scenic golf courses, as well as tropical restaurants, shopping centers, and beachfront bars ideal for relaxing after a day of sightseeing. Adventure seekers can enjoy island charters at sea or helicopter tours high above. The...
Kaanapali Alii | 342
Kaanapali Alii 342 is a luxurious vacation rental nestled in the heart of Maui's popular beach retreat of Kaanapali. This spacious condo offers partial ocean views from its private lanai.The interior of this well-appointed condo features a tastefully decorated living...
STVR Home - Kona’s Cozy Retreat - 4Bd/3Bath/Sleep 12/Pool with AC
Welcome to your perfect Hawaiian getaway! Nestled in a serene neighborhood in Kailua-Kona, our charming home offers everything you need for a memorable stay on the Big Island. Whether you’re here to explore the island's natural beauty, relax by the pool, or simply...
Koa Resort 3i - Spacious 2 bedroom 2 bath with AC near beach
Book with us and come to Maui to explore everything we have to offer!This conveniently located 2 bedroom 2nd floor condo offers easy access to miles of sandy beaches, the Hawaiian Islands Humpback Whale Visitor Center, and an old Hawaiian fish pond that provides both an...
Kolea 15C is a two bedroom penthouse with a nice open ocean view!
Enjoy unparalleled living in this spacious two-master bedroom penthouse condo, featuring stunning ocean views and panoramic mountain vistas, along with an extended floor plan that provides ample space and privacy for two couples or families.Once inside, you will be...
Tropical Elegance: Tropical Elegance, Acacia Bar, Jetted Tub & Majestic Views
Welcome to Tropical Elegance by Gather in Princeville, HI! Nestled in the heart of paradise, this 1738-square-foot townhome showcases a fusion of meticulous design and Hawaiian vibes. Designed for those who value quality, it’s the perfect blend of style, function, and...
New Listing! Ekahi 26B-Spacious & Family Friendly | Ground-Floor Garden Oasis
New Listing! *Intro Specials: Reduced rates and discounts for stays 7 nights or more. Excludes Dec 20-Jan 5*Ground-Floor Garden Oasis | 1BR/2BA Wailea Ekahi Condo | Walk to Keawakapu Beach & PoolsDiscover the perfect blend of island charm and modern comfort at Wailea...
3-bedroom condo in welcoming Ko’Olina Resort with WiFi, AC. Relax and enjoy
Escape to this cool condo in picturesque Ko’Olina. With 3 bedrooms including 1 king, 1 queen, 1 twin, and 1 full bed, this fantastic property is perfect for families or groups. Enjoy the convenience of AC, WiFi, a washing machine, and more. The 2 bathrooms offer a...
Maui Resort Rentals: Honua Kai – 4 Total Bedrooms, 9th Floor Stunning Deluxe Ocean and West Maui Mountain Views!
This exceptional 4BR deluxe ocean view offering that pairs two neighboring 9th-floor residences for over 2300 sq ft of combined interior living area. The suites boast spacious floor plans, luxurious finishes, and breathtaking views of the Pacific Ocean and lush West...
Kaanapali Alii | 1104
Welcome to Kaanapali Alii 1104! This two-bedroom, two-bath residence sleeps up to six guests and boasts ocean views from the lanai, living room, dining room, and primary bedroom. Entertain family and friends in comfort and style in this spacious and updated...
Relax to the Sound of Waves in This Oceanfront Studio with Beach Access
Your oceanfront tropical oasis awaits on beautiful Maui!This listing is for a room within a hotel.✦ Your room is 450 sq. ft, equipped with complimentary toiletries, TV.✦ Daily cleaning services included in the nightly price.There are a few additional details to know...
Spend Thanksgiving Week 2025 at Marriott Vacation Club - Lagoons. 2br/2b suite.n
This brilliant hotel suite in Lihue offers 2 lovely bedrooms with king beds, 2 bathrooms (hair drier , linens soaps) with a bathtub and shower, and a cozy living room with a sofa bed. Guests can enjoy amenities including outdoor pools, fitness room, outdoor grills,...
Lau'eki Estate at Hualalai Resort - Sweeping Ocean and Golf Course Views ** 2 Golf Carts**
A Sanctuary of Luxury – Lau‘eki Estates at Hualalai ResortDiscover refined Hawaiian living at its finest in this exceptional estate, nestled within the exclusive Lau‘eki Estates at the world-renowned Hualalai Resort. A perfect harmony of tranquility,...
Boldly Oceanfront. Stylishly Maui. Royal Mauian 2-Bedroom Retreat
*This is a NEW listing and it's gorgeous! This is not your average beach condo! This stunning 2-bedroom, 2-bath unit at the Royal Mauian is oceanfront living with purpose; fully renovated, thoughtfully designed, and infused with island energy throughout.The decor is...
Royal Kahana Maui Partial Ocean View 2 Bedroom
Partial Ocean View 2 Bedroom 2 Bath- Lanai with 84-254 square feet- Open kitchen layout includes dishwasher, stove, oven, refrigerator, microwave, coffeemaker, toaster, coffee starter kit, blender, tea kettle and complimentary tea- Master bedroom with 1 king bed or 1...
DELUX family friendly accomodations in charming Princeville.
Get ready to relax in this terrific 2-bedroom condo in Princeville. This serene retreat offers a king bed, a twin bed, and two bathrooms with master bath with a jetted bathtub. Enjoy the additional living space with a cozy sofa bed. Take advantage of the fitness room,...
Oceanfront Retreat! Near Waihee Coastal Dunes and Wetlands Preserve, Pool
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...
Relaxing dog-friendly home near beaches, private W/D and shared pool
Manawa Ho'omaha | 31-Day MinimumOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Escape to paradise with this charming house that has everything you need for a wonderful month-long...
Oceanfront home w/ detached studio, lanai, hot tub, beach access and WIFI
Kahaone Family Retreat (30+ night rental)Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to your tropical paradise in Waialua, HI! This stunning oceanfront house features...
Waikiki View 2 Doubles at OUTRIGGER Waikiki Beachcomber Hotel, Pets Allowed
Come for the beaches, stay for the adventure! With comfortable amenities and convenience to local attractions, you’ll have everything you need for a relaxing getaway or exciting family vacation. Take a dip in the rooftop pool with views of Waikiki. Enjoy a meal at the...
Sands of Kahana fantastic two bedroom villa
Concierge Realty is proud to present luxury villas at Sands of Kahana.**Reservations are available in weekly (7 night) increments with arrivals and departures on Fridays, Saturdays, and Sundays only.Please note: Please be aware that air conditioning is not available in...
Waikiki Shore 902 Ocean View 2 Bedroom
Wake up to sweeping ocean views in this beautifully appointed two bedroom, two bath condo, nestled on iconic Waikiki Beach. With room for the whole family and all the comforts of home, it’s an ideal base for your island getaway.Unit 902 Ocean View 2 Bedroom 2...
Escape to Pahoa! 3 Bed 2 Bath in Hawaiian Beaches
This 4-bedroom, 2-bath Hawaiian Beaches residence offers 3 Roku TVs, high-speed internet, ultimate relaxation, and a fully equipped kitchen. Explore Lava Tree State Park, visit black sand beaches like Kehena and Pohoiki, or discover the Maku'u Farmers' Market. Drive the...
Please inquire about 2025 booking requests
Please inquire about 2025 bookings in the Ocean Front Deluxe Unit. Best view at the Westin KOR and directly facing/across from the ocean. Please inquire with any questions.RESERVATIONS AVAILABLE IN SEVEN NIGHT INCREMENTS ONLY WITH CHECK-INS ON FRIDAYS, SATURDAYS or...
Maui Lahaina 3 Bedroom Sleeps 6
Please Send An Inquiry Before Requesting To Book By Clicking The Contact Host Tab.This peaceful, quiet property is nestled into West Maui's Kaanapali hillside on vast beautifully manicured tropical grounds. Onsite amenities include a swimming pool, tennis court, and...
Royal Kahana Maui 310 Oceanfront 2 BD/2.5 BA
- 3rd floor condo with wrap around 254 square feet balcony- Updated open kitchen with granite counters, kitchen island includes stove, oven, refrigerator, microwave, coffeemaker, toaster, coffee starter kit, blender, tea kettle and complimentary tea- Tiled entry,...
Honua Kai Luana Garden Villa 3A 3 Bedroom 3 Bath
Unit #3A Luana Garden Villa 3 Bedroom 3 Bath Garden Villa- Open kitchen concept – Bosch appliances to include induction cooktop, wall oven, counter-depth French Door refrigerator with two freezer drawers, quartz countertops with full height ceramic tile backsplash,...
Wailea Point 3 Bedroom/3+ Bath Oceanview Condominium #2503
Yes, you can enjoy a holiday and vacation stay at Wailea Point, the iconic red roofs on Maui's wonderful southern shore; and at a rate lower than a suite at the Wailea hotels. 2503 just may be the 'best location in the whole property'; with an expansive outdoor lanai...
Beachy Kona Getaway. Located within walking distance to the heart of Kona Town.
Welcome to our dreamy Kona getaway! This newly refurbished, luxury beachy retreat is designed for relaxation and convenience in the heart of Kailua Kona. Walking distance from Kona's best restaurants and bars, it provides easy access to Ali'i Drive and all it offers,...
Oceanfront Paradise with Panoramic Views at Lahaina Shores 511
*Seasonal Special: Stay 5 nights from now until December 15, 2025, and get 1 FREE!Lahaina Shores 511 – OCEANFRONT!Lahaina Shores is a charming boutique resort located directly on the oceanfront in the heart of historic Lahaina Town. Unit 511 is a 5th-floor oceanfront...
Maui Resort Rentals: Honua Kai – 6 Total Bedrooms, 9th Floor Stunning Deluxe Ocean Views!
This rare 6BR offering brings together three neighboring 9th-floor residences at Honua Kai, each featuring elegant finishes and breathtaking ocean views from high above the palms. Elevated above the neighboring resort wings, these suites enjoy an unrivaled vantage...
Kapalua Ridge Villa 2215 Ocean View 1 Bedroom
- 1st floor villa with two stories overlooking Oneloa beach- Stairs between parking and front door- Interior stairs to access Master bedroom- Tile in kitchen, bathrooms and dining room with bedroom carpeted- Granite counters and stainless steel appliances includes...
Waipouli Beach Resort Studio
This well-appointed studio offers the ultimate Kauai experience for two. Whether sipping coffee on your lanai or strolling along the nearby beach, you’ll love the blend of comfort and unbeatable island views.• Studio kitchen includes microwave, coffee maker, and...
🏖️Fully Air-Conditioned | Updated Top Floor Incl Loft | Ocean Views | vrKCV
vrKCV - Country Club Villas 327, Professionally Managed by Kona Coast VacationsCountry Club Villas 327 – Ocean & Golf Course Paradise in KeauhouExperience the beauty of island life at Country Club Villas 327! This newly renovated (2024) 2-bedroom plus loft condo is...
Hale Kai - Brand New Kukui'ula Luxury Home with Pool & Spa
Nestled in the exclusive Kukui'ula neighborhood in Poipu, this stunning, brand new luxury home offers the perfect blend of comfort, elegance, and island charm. With 4 bedrooms and 4.5 bathrooms, this meticulously designed residence comfortably accommodates up to 10...
Luana Waikiki Hotel & Suites
Offering an outdoor pool with a sun deck and BBQ facilities, Luana Waikiki Hotel & Suites, is 10 minutes’ walk to Waikiki Beach.A flat-screen TV is included in each air-conditioned guest room at Luana Waikiki. Select rooms offer a balcony, kitchenette or full...
Tranquil Panoramic Retreat: Embrace Romance in Peaceful Serenity
This cottage is solely for couples who are in need of relaxation and peace. It is a cozy two-bedroom one-bath cottage, conveniently located on the ground floor for easy accessibility to our BBQ area along with a lanai capturing breathtaking sunsets of our West-Central...
Bamboo Bliss: Ocean Views & Waterfalls Await!
**Escape to Thai Hale at Maui Eco Retreat – Your Haven of Bamboo Bliss and Ocean Views**Immerse yourself in the unparalleled tranquility of Maui Eco Retreat, where the rhythm of nature sets the pace for your rejuvenation. Thai Hale offers an idyllic retreat that...
❤ Spectacular Full Ocean View - Beachfront - Oceanfront - Hono Kai C3 ❤
There are spectacular unobstructed views of the ocean and Haleakala with floor to ceiling windows from inside the condo and on the lanai! You simply can't get closer to the beach or ocean! Perfect for whale watching! Steps away from the ocean, equipped with a fully...
*New* Hale Halai - Pool, AC, Close to Beach
Welcome to your spacious retreat! This expansive 5000 square foot home boasts an inviting open floor plan, perfect for bringing families, friends, or colleagues together for a memorable getaway. With 7 bedrooms, 5 bathrooms, and the comfort of air conditioning, everyone...
3 bedroom right across the street from the beachn
This spacious family friendly condo features 3 bedrooms, 2 bathrooms & a private lanai overlooking the pool. The condo if fully equipped to feel right at home & can accommodate up to 6 people. The resort offers amenities like BBQ cabana area, lush tropical landscape,...
"Kona Nook", Enjoy a Relaxing Cozy Retreat.
Kailua-Kona is waiting for you at this lovely 1-bedroom apartment. With heating, AC, and a hair dryer provided, guests can relax and unwind in this welcoming space. A great place to call homebase while you're away, we hope you enjoy your stay.The "Kona Nook" is a...
Cliffside Comfort – Studio Premium Villa on Kaua‘i’s North Shore
Perched atop Kaua‘i’s stunning North Shore cliffs, the Studio Premium Villa at The Westin Princeville Ocean Resort Villas offers a relaxing retreat that blends resort amenities with the comforts of home. Measuring about 510 square feet, this villa accommodates up to...
Waipouli Beach Resort Town View 2 BD 3 BA
Perfect for a family of 4 to enjoy everything Kauai has to offer. This 2 bedroom, 3 bath includes a fully equipped kitchen, spacious living area and an extra bathroom for added convenience.Town View 2 Bedroom 3 Bathroom• Kitchen features granite countertops, Wolf...
Relax with Mauka Panoramic Views from Lahaina Shores 514
* NEW PROMO: Stay 5 or more nights from September 1st - October 31, get 1 FREE! Lahaina Shores 514 – West Maui Mountain ViewsLahaina Shores is a charming boutique resort located directly on the oceanfront in the heart of historic Lahaina Town. Unit 514 is a 5th-floor...
Ocean View Bliss: 1-Bedroom Premium Villa at Westin Ka’anapali Ocean Resort
Indulge in the ultimate Hawaiian escape with a 1-Bedroom Premium Ocean View Villa at Westin Ka’anapali Ocean Resort Villas, where breathtaking Pacific vistas meet unmatched luxury and family-friendly fun. Nestled along the pristine sands of Ka’anapali Beach, this...