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.
Luxurious Waterfront Retreat w/ Views, Soaking Tub, Pools, Hot Tubs at Honua Kai
Honua Kai - Konea 738Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'If you’re considering a luxurious Maui retreat, this beautifully updated one-bedroom condo offers both location...
Kamaole Beach Royale Unit 305:1 Br/2 Ba Across from Kamaole Beach Park I
Enjoy 180 views from the 3rd-floor living room and a private lanai with table and chairs where you can relax and listen to the waves crash on the shore. In the winter months, you can see the whales playing in the ocean and throughout the year you can watch the boats...
Wyndham Bali Hai | 1BR Suite with Resort Access
Summary:Nestled amidst the stunning scenery of Princeville on Kauai, Pahio neighborhood and Hanalei town beckon with a delightful array of restaurants, beaches, galleries, boutiques, and world-class golf courses, all within easy reach. Unwind by one of the two pools or...
Beachfront Gem; Steps from the Glistening Shore
Indulge in the unparalleled beauty of Hawaiian sunsets as you retreat to your own private haven on the ground floor of this conveniently located condo. Revel in the breathtaking ocean and garden views from your expansive lanai (terrace), where you can start your day...
Maui Kamaole i210 - Ocean View and Whales!
Unwind on one of two private lanais while taking in the stunning ocean views. The interior is fully equipped with all the comforts of home, including a fully stocked kitchen, comfortable furnishings, and a spacious living area. After a day of exploring Maui, relax in...
Partial Ocean View! King Bed! A/C, Wi-Fi, Pool, Parking, Close to Beach!
Waikiki Sunset #1812 – 229 Paoakalani Ave.You'll enjoy partial ocean views and great sunsets and city lights at night from this 18th floor, one-bedroom condo (534 sqft plus balcony/lanai), with central AC and free Wi-Fi! 4-person max.Just a 10-minute walk to the best...
Tranquil Retreat Sunbelt of Hawaiian Paradise Pk
Summary:Discover the charm of island living in this spacious home nestled within the serene enclave of Hawaiian Paradise Park. Enjoy the essence of the sun-soaked Sunbelt region, where each day invites you to embrace the beauty of Hawaii's natural landscape. With ample...
Maui Resort Rentals: Honua Kai Konea 302 – Direct Ocean Front 3BR w/ B.B.Q on Wrap Around Balcony
Upon first entrance to Konea 302, your senses will acknowledge that you've chosen one of the finest three bedroom direct oceanfront residences that Honua Kai has to offer. ALI'I (Hawaiian word for 'royalty') residences offer the largest 3BR oceanfront floor plans for...
Calm & Quiet New Waikiki Studio
Located on the quieter side of The Waikiki Grand Hotel™ with a city skyline view, this comfortable 8th floor Queen bed studio has free WiFi & built in Stovetop.The super clean & well equipped kitchenette area ensures that a simple meal can be easily prepared at home....
Condo w/free AC, great Kihei location - steps from the ocean
FREE AC in both LR & BR! King bed (new purple mattress 7/23) + queen sleeper sofa (4 pp max.). Remodeled kitchen & bath. New smart TVs: 55" in LR & 50" in BR. Laundry in unit. Free parking. Follow us on IG @luanakaimaui for specials!This quiet, oceanfront complex...
Village Manor A21, 2nd Floor, End Unit, Coconut Grove & Ocean Views!
Coconut Grove Apartment, Village Manor #A21. Just steps from the coastal bike path, walk to the beach, shops and grocery stores. Ocean, Mountain and Royal Coconut Grove views from the lanai. Accommodates up to 4 guests, including children and infants.Waipouli, Kapa'a,...
Oceanview 2 Bdrm/2 Bath - KAN114 -1st floor Gorgeous / Upgraded Condo
Kanai A Nalu ocean view condo #114 is a stunning vacation rental that has been remodeled with exquisite attention to detail. From high-end materials, finishes, and furniture to beautiful doors and light fixtures, every detail has been meticulously thought through to...
KM 114 2BD Oceanfront Condo w Ocean Views AC Pool
Kauhale Makai 114 Ground Floor 2Bedroom, 2Bathroom Condo with Ocean Views, Pool, and Hot Tub. Just Steps to the Ocean for a Fun Family Winter Vacation FREE daily activities included with your stay value up to $554! Complimentary admission, every day of your stay*: Whale...
Oceanfront, walk to shops and restaurants
Hawaii Tax ID: TA-091-878-1952-01TMK: 390080030022Stay in this 2 bedroom Hale Kai O'Kihei 305 unit and enjoy amazing ocean views and the convenience of being close to shops and restaurants. This property is perfect for a few couples or a family with 2 bedrooms and 2...
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...
Kaua Corner
Nestled in a charming mid-century modern apartment building. Located steps to the beach. This stylish retreat offers the perfect blend of comfort and convenience, with a bright, airy space that’s ideal for relaxation.A short drive to Paia town, where you can explore...
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...
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...
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...
Spacious, stylish oceanfront studio
Noelani 118 is a Studio condo located on the ground-floor featuring amenities such as panoramic ocean views, an oceanfront lanai, and air conditioning. The condo can accommodate up to 3 guests with a queen-size bed and a queen sleeper sofa in the living room. The...
Wailua Bay View 215 Oceanfront condo
Welcome to this delightful condo in Kapaʻa. This cozy space features 1 bedroom with a comfortable king bed and air conditioning in the bedroom, perfect for a relaxing stay. Enjoy the convenience of WiFi, a hair dryer, and a washing machine during your visit. The...
🌺 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
PROPERTY PROJECT:The upper pool will be closed from November 11th through November 21st 2025 to re-coat the upper pool deck. 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...
Fully modernized 11th floor studio at The Palms
Situated just below the penthouse, this fully furnished, newly renovated studio features a preferred layout with 2 queen sized beds and open lanai.Fully modernized 10th floor studio at The Palms Hotel on the West side of Waikiki - Close to Fort DeRussey, Ala Moana...
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...
LOOK! Kai Cottage coastal getaway in Pauka'a!
Kai Cottage in the quiet Pauka'a neighborhood a few minutes drive north of downtown Hilo is the perfect vacation spot for exploring Hilo, Volcano and the eastern coast of Hawaii Island. This plantation era cottage, built in 1966, is designed to take advantage of coastal...
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...
Stargazing Mountainside Cottage by Pristine Beaches
This beautiful, breezy, and quiet cottage in the stunning Makaha Valley offers a wonderful opportunity for you to immerse in Hawaii's peaceful nature. Surrounded by gorgeous ridges and valley, you will enjoy amazing views all around. The backyard patio is perfect for...
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...
🏖️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...
Oceanfront 2Bd 2Ba Sunset Suite in South Maui
Unbeatable Location, Unmatched Views – Your Dream Vacation Awaits!Get ready to experience the vacation of a lifetime in this renovated 2-bedroom, 2-bath oceanview condo at Kamaole Nalu. With jaw-dropping views of the sparkling Pacific, this gem is the perfect blend of...
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...
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...