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.
Kahala Lani: Balinese-Inspired Home with Private Pool
This property is offered as a monthly rental. Although full-month occupancy is not required, the monthly rate remains fixed and applies in full, regardless of the number of nights stayed, as prorated rates are not available.Ideal for multi-generational families and golf...
Kaanapali Alii | 341
Kaanapali Alii 341 is a luxurious oceanfront vacation rental located about a 35 minute drive from Kahului airport along Maui's beautiful western shoreline. This spacious condo offers breathtaking views of the Pacific Ocean, the islands of Lanai and Molokai, and the...
2 Mi to Hana Hwy: Haiku Home w/ Ocean Views!
Ocean-View Lanai (800 Sq Ft) | 4 Mi to Ho'okipa Beach Park | Newly Renovated Kitchen Experience the serenity and adventure of island living when you stay at this stylish Haiku vacation rental! Located just 4 miles from the coast, this 3-bedroom, 2-bath home makes it...
Located In The Historical District And Near The Beach! Pet-friendly, Bar, Pool
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...
Charming 1-bedroom condo at Luana Kai in Kihei with WiFi B204
B204 is a charming one-bedroom, one-bathroom unit, situated on the 2nd floor (NO elevators so you are walking up stairs) is a wonderful tropical oasis for your dream vacation. Step into a spacious living area that comfortably accommodates up to four guests, making...
*NEW 3BD Luxe Beach Estate |Pool, PickleB, Gym| AC
Welcome to our stunning 5 bedroom, 4 bathroom estate, perfectly designed for large groups or families. Centrally located in the serene Poipu Beach Estates, this property is just a half mile from the beach, offering a blend of luxury, comfort, and convenience. Our...
The Marbled Suite - Waikiki - Ala Moana - McCullynn
With all the convenience of Waikiki, but with free parking for your rental car. Located between Waikiki, Ala Moana, and the highway (without highway noise). For those looking to also explore outside of the tourist bubble called Waikiki, this location is golden. Minutes...
Kapalua Bay Villa 18B2 Gold Oceanfront 2 Bedroom
- Villa closest to Oneloa Beach- Split level villa with no stairs between parking and front door- Tile floors throughout- Updated kitchen with granite counters includes – fridge with ice maker, stove/oven, microwave, dishwasher, cookware, tableware and unique chef’s...
Tranquil Marina Front Pool House Resort
Marina Front Property in peaceful Cal-De-Sac with large tranquil salt water pool and marina access.Spacious outdoor patio lounge with BBQ grill and prep station and patio furniture and large TV.Parking for two cars! Close to Hanauma Bay, Kona Brewery, Costco, Koko Head,...
Kaanapali Maui Eldorado Garden View 2 Bedroom
Garden View 2 Bedroom 2 Bath- Full kitchen includes refrigerator, stove/oven, microwave, dishwasher, cookware, tableware- Master bedroom with 1 king bed- Guest bedroom with 2 double beds- Sofa bed in living area- 1700 square feet / 158 square meters- Bathroom with...
Dreamy Beachfront Home - Car & Parking Available
*** Aloha! Welcome to our happy place! ***** Newly Remodeled Coastal Retreat, with Floor-to-Ceiling Ocean View **Welcome to our beach house, where every detail has been thoughtfully designed by a professional interior designer to create a serene, luxurious...
Panoramic Oceanfront Retreat in Lahaina Shores 509
* NEW PROMO: Stay 5 or more nights from September 1st - October 31, get 1 FREE!Lahaina Shores 509 – Pacific Ocean ViewsLahaina Shores is a charming boutique resort located directly on the oceanfront in the heart of historic Lahaina Town. Unit 509 is a 5th-floor...
Aston Kaanapali Shores - Studio Resort View - No cleaning or Resort fees
All of our guests have complimentary access to our Maui specialist and support team during their stay.*This condo is in the Aston rental program and is subject to a $10.95/day parking fee to be paid to the front desk on property. {A valid credit card is required to...
Hapuna Beach Residence B13 at Mauna Kea Resort
This impeccable, oceanfront, newly-constructed, ground level island masterpiece offers floor-to-ceiling sliding window walls that create indoor/outdoor living space, a true chefs' kitchen outfitted with professional-grade Wolf, Sub-Zero and Miele appliances, wine...
New Listing, Vistas Waikoloa B203 2/2. Ocean Views
Tropical Retreat at Vistas Waikoloa B203- AC, WIFI and ocean viewsAloha and welcome to your serene escape on the Big Island! Nestled in the heart of Waikoloa Beach Resort, Vistas Waikoloa B203 is a spacious 2-bedroom, 2-bath condo offering comfort, privacy, and ocean...
One Bedroom Condo Across Kamaole Beach Park III
Welcome to Hale Kamaole! Nestled in South Maui, you’re just steps away from the beautiful Kamaole Beach Park III & a short drive to the Shops at Wailea. Enjoy breathtaking sunsets from your private lanai or the beach.The property features two pools, tennis courts &...
Oceanfront Center, Westin Ka'anapali, 2 bedroom, 2 bathrooms, 3/8-3/15/2025!
This 2-bedroom unit in Lahaina is perfect for your escape to paradise. This is a timeshare but is also a hotel that is managed by Marriott. Check prices with the hotel to see what a bargain this price is for our oceanfront center units. Oceanfront studios run $900+ per...
Charming apartment with AC and WiFi in serene Kailua.
New charming studio rental located on the owner's property in beautiful Kailua, Hawaii. Perfectly situated just moments away from stunning beaches, lush landscapes, and quaint town. This cozy retreat offers a unique blend of comfort, convenience, and island charm. The...
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...
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...
Ewa Beach Apartment w/ Beach Gear ~ 1 Mi to Ocean!
Embrace the island lifestyle at this 2-bedroom, 1-bath vacation rental in Ewa Beach! Just 1 mile from Puʻuloa Beach Park, this cozy apartment puts you near the surf, sand, and much more. When you're not splashing around in the turquoise ocean waters, book a tee time at...
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-*Reduced Intro Rates* | 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...
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...
Nohie Lanikai by Gather: 4BR Beachside Retreat w/ Lanai & Private Yard
This property is offered as a monthly rental. Although full-month occupancy is not required, the monthly rate remains fixed and applies in full, regardless of the number of nights stayed, as prorated rates are not available.Welcome to Nohie Lanikai by Gather – A...
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,...
Beachfront Studio with Partial Ocean View
Summary:Escape to our beachfront studio condo in Hauula, Hawaii! Perfect for families, this apartment offers a peaceful retreat with a communal pool, gym, and BBQ area. Enjoy the convenience of in-unit laundry and free parking. While there's a limited ocean view from...
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...
Wailea Ekahi Village | 12B
Wailea Ekahi Village 12B is a beautiful vacation rental that underwent a complete update in March 2021. Interior designers may want to take notes! This gorgeous ocean view studio is ideal for couples looking for a cozy retreat or solo travelers looking for the perfect...
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,...