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.
Waikiki Marina & Ocean Views! Easy Walk to Beach! Washlet!
Ilikai Marina #590 – 1765 Ala Moana Blvd.Relax in this newly furnished "beachy contemporary" 1-bedroom and take in beautiful views of the ocean and yacht harbor.CONSTRUCTION NOTICE: Due to emergency building exterior spalling repairs, unit lanai will be closed from...
Kihei Bay Vista B 203- One bedroom One Bathroom quiet garden view
Kihei Bay Vista is a low rise island style complex across from a long sandy stretch of beach. The beach is perfect for walks, sunset watching or just relaxing. At certain times it is a popular spot to watch the kite surfers ride the waves and sail through the air! The...
Alii Villas#304 Nicely Appointed Top Floor Condo with Garden & Ocean Views
Alii Villas, Unit#304 is a fantastic option for your Hawaiian Adventures. Discover your perfect island retreat in this charming top floor garden view condo nestled in the heart of Alii Drive. With lush tropical landscapes right outside your window and serene, peek-a-boo...
Golf course adjacent condo with furnished balcony, pool & fast WiFi
Waikoloa Villas H203Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Take in ocean and golf course views from the covered and furnished balcony of this two-story condo in Waikoloa...
Ground Floor Ease+Tropical View! Full Kitchen, Lanai, Flat Screens+WiFi–Kiahuna 2051
Merging a tropical vibe with ground floor ease, this 690sf suite features floor-to-ceiling sliders that bring the beauty of fruit trees and flowers into the casual living area. Homey touches include a full kitchen and furnished lanai for “at home” dining and...
Hawaiian inspired 4th floor condo in Kaanapali
Maui Kaanapali Villas A420 is a 4th-floor studio that offers central A/C, high-speed Wi-Fi, and a private lanai. This resort has elevators. This condo can accommodate up to 5 guests. The main area features 2 queen-size beds. The spacious bathroom includes an updated,...
🌴Lovely cooler elevation condo with ocean views. Well equipped.🌴
Set in the heart of Kona coffee country (Holualoa) and surrounded by coffee farms and plantations is Kona Coffee Villas. This 2-bedroom, 2-bath condo offers ocean views and resort amenities including:Heated Swimming PoolTennis CourtFull-size Basketball CourtGuest...
Experience Turtle Bay Lilikoi by RedAwning
SPECIAL PRICE. Ground Floor Unit. Comfy condo. AC and ceiling fan in thebedroom. WIFI. No Phone. No Phone. Welcome to Kuilima Estates, the condo property located on the grounds ofworld-renowned Turtle Bay. The condos are surrounded by two beautifullymanicured golf...
Banyan Tree 404:Top Floor DIRECT oceanfront condo
Knutson & Associates is very proud to represent Banyan Tree 404, a top floor condo in a secure and private building with an elevator, pool, spa and barbecue!Full length views of the ocean from both the living room and bedroom of this stunning unit. The bedroom includes...
Tropical haven with pool, hot tub, grills & window AC - walk to beach
Maui Kamaole I112Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Walk just minutes to shimmering beaches from this condo, ideally in the Maui Kamaole complex. Enjoy views of the...
Ilikai 1418 2 Bed Room Luxury Remodel Ocean / Lagoon Views
OCEAN / LAGOON VIEWS! STEPS TO WAIKIKI BEACH. 2 bedroom, 2 bathrooms, two 120 sq. ft lanais, 1,000 interior sq. ft. Kg bed, 2 double beds, Qn sofa bed. Walking distance to parks, shopping mall, restaurants, shops, buses, rental cars, parks.The Ilikai Suites are located...
Poipu Sands 221 Ocean-View Paradise
POIPU SANDS 221 AT KOLOA KAI VACATION RENTALSYour Island Oasis with Stunning Ocean ViewsWelcome to Poipu Sands 221, a spacious two-story home offering 1,371 square feet of tropical comfort and expansive ocean views. A private second-floor entrance opens into a light,...
Pili Mai 10F - Vacation Rental in Poipu
Pili Mai 10FOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Ideal for a family beach vacation, this sunny and inviting, golf course-adjacent condo offers everything you need for the...
Family Condo!!! Close to BLACK ROCK 2BR/1BA Ocean View - K 112 ground floor
The perfect family friendly Maui beach condo. Come as couple, or bring the family, even the extended family!!Primary bedroom sleeps two, while the back bedroom has two twin-over-full bunkbeds that can sleep all the kids.Large banquette dining area can accommodate 8 so...
Mauna Lani Point | J203
Welcome to your tropical paradise at Mauna Lani Point! This stunning two-bedroom vacation rental offers a luxurious retreat with breathtaking views of the world-renowned Mauna Lani Golf Course. Nestled within the prestigious Mauna Lani Resort on the Big Island of...
Sugar Beach Resort Condo w/ A/C, Private W/D-Swim, Surf, and More
Sugar Beach Resort 423Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Join the many guests who return each year to Maui's Sugar Beach Resort to enjoy the spectacular views from this...
Private ocean view oasis with dream pool, rooftop deck, vaulted ceilings
Kona ParadiseOur 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 retreat at this open-concept two-bedroom bungalow, perfectly perched in the hills above Kona...
🌺 IMMACULATE 3-BEDROOM 2-BATH UNIT IN KO OLINA KAI! 🏖️
IMMACULATE CONDO IN KO OLINA KAI! 🌺 🏡 This beautiful property features 3 bedrooms and 2 bathrooms, a full kitchen, Spacious living and dining areas and, of course, a nice lanai (balcony) so you can enjoy your morning coffee or watch a beautiful Hawaiian Sunset!...
29th Corner 1 BR Great Panoramic Ocean View!! Pacific Monarch
Enjoy the lovely Hawaiian breeze in this high-floor 1-bedroom unit. Within walking distance to Waikiki's finest destinations." The Pacific Monarch building is centrally located in Waikiki, with a great variety of entertainment and dining options nearly at its doorsteps....
Maui Kamaole F-204 | Large Private Balcony!
Welcome to Maui Kamaole F-204, your well-equipped and well-located address on the western shore of the beautiful island of Maui. This two-bedroom, two-bath spacious second floor condo is located in the first-class Maui Kamaole resort, which is situated on 23 acres of...
Maui Kamaole J214: Remodeled 2 bedroom condo with Ocean views, sleeps 6
Stunning remodel completed at the end of 2018 in this two-bedroom ocean-view condo at Maui Kamaole. This beautiful remodel can be most enjoyed in the kitchen and two full bathrooms. The furnishings in this condo are a mixture of tropical and modern and create a feeling...
Superior, remodeled, Oceanfront two bedroom 2.5 bath low rise, AC, pool.
Aloha, and welcome to this picture-perfect Puamana home. #43-2 is an ideal oceanfront location inside the beautiful protected Puamana grounds, unharmed by the Lahaina fire. This home has just recently been updated and features numerous improvements. Brand new, cool &...
Stunning Oceanview Studio, Remodeled Whaler 714, AC Steps to Kaanapali Beach
Welcome to Whaler 714, your ideal Kaanapali Maui vacation retreat. Perfect for the solo traveler, couple, friends, or small family, this beautifully upgraded ocean view studio on the 7th floor offers stunning views of Kaanapali Beach and unforgettable sunset beach...
Ko Olina Kai 1047B: Spacious 3BR, Stylish Comfort, Walk to Beach & Dining
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 the tranquil beauty of Ko Olina Kai...
Updated home with pool, patio, deck, WiFi, washer/dryer, & gas grill
Keauhou Surf & Racquet 3-201Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Nestled in the resort-style gated Keauhou-Kona Surf & Racquet Club community, this condo has been...
Tropical Gem Near Waikiki Beach 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...
Kahana Manor 502 Remodeled 2 bedroom 2 bath Oceanview
Book with us and come to Maui to explore everything we have to offer!Portable ACs installed in both bedrooms (not pictured).This remodeled 2-bedroom 2 bath Kahana Manor condominium has everything you need to relax in Maui. The granite and stainless-steel kitchen is...
Ocean View Room, Spectacular Beachfront Resort, 4 pools, Restaurants on site
Our unit is a privately owned hotel room located in the Outrigger Kauai Beach Resort and Spa.Beautiful fifth floor unit with amazing views of the ocean and pools. Comfortable King bed and Chaise Lounge.The Outrigger Kauai Beach Resort and Spa is a beautiful Hawaiian...
Newly renovated 2nd floor condo — 150 yards from Mama’s Beach!
Right on the fabled road to Hana just one mile east of Paia Town, this little gem of a hideway offers a sampling of both sides of Maui, "mauka" (toward the mountain) and "makai" (toward the sea): From this home's front entryway, an unobstructed view of majestic...
🏖️Concierge Included | Ground Floor with Ocean Views | vrKCV
vrKCV - Sea Village 2106, Professionally Managed by Kona Coast VacationsRelaxed Ocean-View Escape Near Downtown Kailua-KonaPerfect for couples and families, this bright and breezy two-bedroom, two-bath condo offers a comfortable home base on the beautiful Big Island....
KR506-Ocean View - Beachfront Resort - Great Winter Whale Watching!
Located on the fifth floor, this condominium offers a spacious and relaxing retreat. The master bedroom boasts a king-size bed as well as a lofted day bed in the alcove, providing ample sleeping space. Step out onto the private lanai to take in stunning ocean views and...
Fully Remodeled, Affordable Quality 3-4 mins walk to Waikiki Beach
Legally permitted short-term vacation rentalBamboo Waikiki2425 Kuhio Ave 502Honolulu HI 96815Our Brand New Fully updated Suite at Bamboo Waikiki Hotel in the heart of Waikiki is delightful & just 3-4 mins walk from Waikiki Beach.With all new floors, furniture &...
Kihei Retreat w/ Kamaole Sands Resort Amenities!
Stay at this 2-bedroom, 2-bathroom vacation rental, and get ready to experience R&R like never before. The condo boasts at-home essentials and ample resort amenities to ensure an unforgettable stay. Along with swimming and surfing, you can also experience great...
Molokai Shores 217
Molokai Shores unit #217: Upon entry, notice the open layout that leads your gaze to the sliding glass door offering views of the Hawaiian blue sky and palm trees just outside your second-floor retreat. Handsome hardwood-like flooring and a charming island décor...
Iconic Diamond Head! Great for Family!
Waikiki Sunset #1414 – 229 Paoakalani Ave.Enjoy a fabulous view of majestic Diamond Head from this 14th floor, two-bedroom, one-bath condo with central AC (604sf plus lanai with table and chairs). 6-person max!Just 10-minute walk to the best swimming and surfing beach...
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...
Keauhou Punahele A104 - Cozy Island Themed 2 Bed 2 Bath
Please note, effective Jan 1st. 2026, Hawaii`s Transient Accommodations Tax will increase from 10.25% to 11% for all stays with an arrival in 2026 forward. We may need to collect the tax difference to secure and finalize your booking. We will contact you to confirm the...
🏖️Direct Ocean Front | WIFI | Concierge Included | vrKCV
vrKCV - Sea Village 4106, Professionally Managed by Kona Coast VacationsDiscover Oceanfront Comfort and ConvenienceStep into the charm of this budget-friendly, uniquely styled oceanfront condo, offering a cozy haven for your Hawaiian getaway. Located on the ground...
Beautiful Mauna Lani Golf Villa! Club Access, Gated, Sleeps 4, AC, Pool, SpaPool
Paradise on the Kohala Coast! Welcome to the exclusive and pristine Mauna Lani Golf Villas located in the Mauna Lani Resort. This condominium offers expansive views over Mauna Lani's golf course. Enjoy breathtaking sunsets from your private patio as you settle into the...
New Bathrooms Coming Soon! Heated Pool and Hot Tub!
This is a wonderful ground floor condo! Nice and quiet with a lanai that looks onto the complex grassy grounds. This condo is so close to the pool, too! Condo has been recently renovated.There are 2 bedrooms and 2 bathrooms. The master has a king size bed with...
Mauna Lani Point | B204
Aloha and welcome to Mauna Lani Point B204, your tropical paradise on the Big Island of Hawaii! This exquisite two-bedroom, two-and-a-half-bath upstairs unit offers the perfect blend of luxury, comfort, and breathtaking views, making it an ideal retreat for your...
Private Condo w/ Amazing Sunset View, Shared Pools/Hot Tub - Walk to Beaches
Manualoha 504Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Beautifully situated among rustling palms and verdant tropical greenery, this townhouse-style condo brings both privacy...
KAS 4413 Remodeled 2BD Beach Retreat Across Beach w Pool AC
Kamaole Sands 4413 Remodeled Coastal Style 2 Bedroom, 2 Bathroom Beach Retreat Across the Street from Kamaole III Beach Park in Kihei! FREE daily activities included with your stay value up to $554! Complimentary admission, every day of your stay*: Whale Watching...
Top floor one bedroom with King bed, On the Ocean
Sweeping views from top floor, King bed condo A514Rare and fantastic location and awesome views of the ocean, palms in the tropical oasis of Maui Sunset. The best location in a 1 bedroom at Maui Sunset.Premium renovations top off the experience, although you'll spend...
Hale Ulili: Island-Style Kauai South Shore Vacation Home
Located on the dramatic Poipu coastline, this casual and unassuming island-style Kauai vacation home has ocean views from every room. Watch dolphins, turtles and seasonal whales swimming right off the property, waves crashing on the rocky coastline, and palms swaying in...
Grand Champions 87 ocean-view condo with pool, hot tub & washer/dryer
Wailea Grand Champions 87Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Newly and beautifully remodeled from top to bottom, this golf-course-front condo in the heart of Wailea will...
Beautiful OCEAN & CANAL View - Waikiki Studio
This fully furnished, higher floor, Hawaiian Monarch studio has stunning ocean and Ala Way Canal views where you can relax and enjoy your wonderful, Hawaiian vacation. Slide open the windows and enjoy the fresh air, or leave them closed and turn on the A/C. It is within...
Molokai Shores 205
It’s all about the view in this 570 sq. ft. home edging landscaped lawns and the Pacific. A private lanai offers incredible views for sharing meals prepped in the open-style kitchen. Other comforts include hardwood floors, breakfast bar, cable TV, and ceiling fans....
Kauai Birdsong at Poipu Crater! Spacious and private 2/2 minutes from the beach.
Your home away from home in Poipu with 2 bedrooms. This fantastic townhome features a cozy queen bed and a luxurious king bed, perfect for a good night's sleep. With amenities like a hair dryer, washer & dryer, WiFi, and AC, you'll have everything you need for a superb...
Sugar Beach Resort Condo w/ Private W/D, Free WiFi-Beach Lovers Dream
Sugar Beach Resort 118Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Join the many guests who return each year to Maui's Sugar Beach Resort to enjoy the spectacular views from this...