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.
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...
Turtle Bay Sea Shells
Ground Floor Unit. (Stairs from parking lot and down into unit.) Really cuteunit with Hawaiian décor and tasteful artwork. Window Air Conditioning in bothbedroom and living room keeps the unit cool and comfortable. ComfortableCalifornia king bed. 42" flat-screen TV....
3BR on the ocean in Sunny Poipu + Athletic Club
Poipu Shores is Kauai's premier oceanfront complex with unparalleled shoreline views. Enjoy whale watching and searching for sea turtles from your private lanai or bask in the sun by the oceanfront swimming pool.Unit 301-B is a newly renovated 3 bedroom, 2 bath family...
Updated tropical condo with great location, pool access, and central AC
Bamboo Bungalow at Napili RidgeOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Come home to this beautiful, ground-floor Maui bungalow where you'll find a refreshingly updated living...
KM 114 2BD Oceanfront Condo w Ocean Views AC Pool
FREE daily activities included with your stay value up to $554! Complimentary admission, every day of your stay*: Whale Watching (seasonal), Sunset Dinner Cruise, Molokini Snorkel Trip, Alpaca Farm Tour, Pineapple Farm Tour, and Tea Farm Tour. (S1)*One ticket per...
Ko Olina Kai 1033C: 3BR Tropical Haven, Vaulted Ceilings, Steps from Lagoons
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 Ko Olina Kai 1033C by Gather, a...
Kauhale Makai 535 | Surf, Snorkel, Kayak and More!
When you stay at Kauhale Makai 535, you'll see firsthand why Kihei was once so popular with Hawaiian royalty! This 2 bedroom, 2 bathroom Maui retreat can accomodate up to 4 guests making it perfect for any island escape!Sleek and stylish, Kauhale Makai 535‘s living...
Spacious 2 Bedroom Condo - Kaanapali Plantation 52
Begin the day with ocean views in a tropical garden setting from Ka'anapali's North Course across the street from North Ka'anapali Beach. This space has 2 bedrooms, and 2 bathrooms, both bedrooms feature comfy king-size beds. Perfect for 2 couples or a family of 4. This...
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,...
Maui Beachfront Vacation Rental
Beautiful, newly remodeled, two bed/bath condo 50 yards from scenic Kamaole Beach III. Full kitchen and washer /dryer included among brand new appliances, furniture and other essential living amenities. Relax with the trade winds on the newly tiled lanai while watching...
PRICE Drop!!!True Oceanview Waikiki Studio B
Enjoy paradise views on the 30th floor (3002-B, E Komo Mai) in beautiful Waikiki beach. This studio condo is situated close to Convention Center, restaurants, family-friendly activities, the Ocean (minutes), and nightlife. out over the magnificent Ocean and Fort DeRussy...
Plantation Hale J11 | Condo in Kapaa with Central AC, Pool & Hot tub
Plantation Hale J11Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Nestled amongst all of Kapaa's natural wonders and local attractions, you'll find this bright and updated condo!...
Top-level condo with pools, hot tub, grill, W/D - close to beach access
Maui Kamaole D207Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Luxury and privacy meet at this Kihei Condo, located in the condo resort known as Maui Kamaole®, and just minutes...
Honoli'i Oceanfront Hale
Welcome to your dream vacation home in Honolii, Hawaii! This charming 1950s A-frame retreat is nestled right on the oceanfront, offering breathtaking views of the Pacific Ocean. With three bedrooms and two and a half bathrooms, this spacious getaway provides the perfect...
Beachfront Condo in Punaluu. Updated! Clean beaches to walk/swim! Escape Crowds!
Escape the crowed city, and come enjoy some time in the country. Relax in our updated island style condo in the iconic Pat's at Punaluu beachfront residence. This tastefully decorated unit has been fully outfitted with most everything you could possibly need, including...
Kahana Sunset A6 - Direct Oceanfront Great Rates For Winter 2024 - Magical Maui Sunsets!
Kahana Sunset Resort is the only beachfront resort situated on the secluded, sandy beach of Keoni Nu'i Bay with magnificent views of Lanai and Molokai. This direct oceanfront 2 bedroom 2.5 bath, is spacious two story condominium. Spend the day relaxing in the sun and...
Peaceful Top-Floor Condo w/ Unbeatable Views & Plenty of Island Charm
Located in the heart of Kauai's North Shore, Sealodge D7 offers a little bit of everything you need for the perfect family getaway: peace and privacy thanks to the top-floor location, unbeatable island ambiance thanks to the beautiful landscape and incredible ocean...
Beautiful, Spacious, Garden View Studio with Kitchenette. Wir Sprechen Deutsch.
This lovely, tiled, spacious (300 sq. ft.) studio with large covered lanai and tropical garden view is one of several studios in our Guest House. Wake up in the morning to birds singing and pick papayas from your lanai. Our studio has a comfortable queen bed, sleeper...
Serene Ocean View Retreat in Keauhou Palena
Welcome to your ideal getaway at our cozy ocean view condo in Keauhou Palena! Nestled on the serene 16th fairway of the prestigious Kona Country Club, this ground floor unit is perfect for those looking to relax and unwind.This charming 2-bedroom, 2-bath condo offers a...
New Flooring & Appliances, Views, On Golf Course
Welcome to your relaxing Big Island escape - perfect for families & friends seeking comfort, views & resort amenities:• Sleeps 4 | 2 bedrooms | 3 beds | 2.5 baths• Heated pool, hot tub, tennis & gym• Private lanai w/ golf course & Mauna Kea views• Beach...
Luxury Studio With Amazing Ocean And Night View!
Luxury Studio with Amazing Ocean View and Sparkling Night View from 29th floor on Kuhio Avenue!!Enjoy a luxurious studio at Aston Pacific Monarch. Great location! Only 5minutes from the world famous Waikiki Beach, restaurant, and shops.Spacious apartment-style...
Single-Story Shores Golf Villa 19 - 3 Ensuite & Loft
Summary:Maximum occupancy is strictly enforced in accordance with local ordinances.The Space:Shores at Waikoloa Golf Villa 19, located along side Golf Villa 20- are the only single-story standalone condominiums in all of Waikoloa Beach Resort that are available as a...
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...
Wailea Ekahi Village | 4B
Wailea Ekahi 4B is a charming ground-floor vacation studio nestled on a gentle slope in the picturesque Wailea Ekahi Village. This island hideaway offers a unique blend of accessibility and privacy, featuring a secluded back lanai enveloped by lush treetops, creating an...
Charming condo near the beach with tennis courts
Waikiki Banyan 913Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Located in the heart of Waikiki, this charming condo in Honolulu is the perfect retreat for a relaxing Hawaiian...
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...
Hale Kauka ~ House of the Artist - Kuilima Estates East
Hale Kauka – Artist’s Retreat on the Fazio Golf Course at The Ritz-Carlton at Turtle Bay Step into the world of art and relaxation at Hale Kauka, a beautifully designed, spacious one-bedroom, two-bathroom ground-floor condo on Oahu’s North Shore. Every detail in...
Toast Paradise! Ocean View Suite w/Kitchen, Washer/Dryer – Waikīkī Shore #1202
This ultra spacious deluxe two-bedroom two-bathroom suite offers expansive views of the Pacific Ocean from your furnished lanai. From the moment you step inside you’ll feel like you’re in paradise. Enjoy a full-size kitchen with white wooden cabinetry, stainless...
Updated waterfront condo with ocean views, heated pool, & private lanai
Poipu Shores 403AOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Experience heaven on earth at this renovated oceanfront condo. Enjoy million-dollar ocean views from the large lanai...
29th floor studio with two full size beds
29th floor studio with 2 full beds, AC, small kitchenette. Panoramic windows and a balcony, right next to the Ala Moana Shopping center, beach. Enjoy Mountain and ocean views.The studio has everything you might need for a convenient like home stay :)A kitchenette to...
Turtle Bay Wicked Wahine by RedAwning
Perfectly located on the 1st tee of the Fazio Course with the Turtle Bay ClubHouse out your back door and beautiful sunset views. The lovely 2 bedroom witha loft and 2 bathroom unit has tile flooring throughout. Walk-in showerupstairs and tub/shower downstairs....
Kauhale Makai 506 | Stunning Ocean Views!
Guests rave about their accommodations and view from Kauhale Makai 506. You have a great view of the ocean from your balcony. This condo has hardwood floors, modern furniture, and all the little extras that will make your stay extra special. Plus, the Kauhale Makai...
Maui Vista #1323: 1 Br, Walk to Kamaole Beach Park I (Charlie Young)
This one-bedroom condo can accommodate up to four people with a queen bed in the bedroom and a pull-out sofa bed in the living room. The fully equipped kitchen is perfect for preparing meals to dine-in or to take with you while on the go. The living area is an open...
Splendid Condo w/Pool Views, Lanai, Free WiFi, Shared Pool, Hot Tub, & Gas Grill
Makahuena 2202Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!' Welcome to your modern getaway! This freshly updated condo underwent a full renovation in 2025, featuring completely...
Tranquil Island Escape | Walk to Kehena Beach | Washer & dryer, WiFi
Tranquil Island Escape at Kehena BeachOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'A tranquil and tropical retreat awaits at this stylish two-bedroom, two-bath home, boasting a...
Top-floor oceanfront condo with AC, water views, & pool access - steps to beach
Menehune Shores 626Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'We donate 10% of our rental proceeds to the Pacific Whale Foundation, supporting victims of the Maui...
Turtle Beachfront, snorkeling, free parking, wash-dryer in unit, Air Condition.
New remodeled kitchen and bath in this condo with an ocean view and located on a beautiful beachfront that has the best snorkel and swimming beach protected by a reef, with lawn like carpet and a Sandy beach where you can swim with turtles or just sunbathe, kayak or...
Maui Resort Rentals: Kaanapali Ali'i – 5 Total Bedrooms, Luxuriously Remodeled, Oceanfront Royal Penthouse Offering, Sleeps 14!
This premier 11th-floor offering brings together one of our most sought-after 2BR royal oceanfront suites with a luxuriously upgraded 3BR neighboring oceanview suite to provide an unmatched top-floor pairing boasting breathtaking vistas of the Pacific Ocean. For a...
KR 117 Renovated OceanFront 1BD w Ocean Views
FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale Watch (seasonal), Dinner Sunset Sail, Snorkel Sail, Alpaca Farm Tour, Pineapple Farm Tour, and All Day Electric Bike Rental. (W1)*One ticket per...
Hale Kamaole Condo w/Private Washer/Dryer, Shared Pool, Free WiFi
Hale Kamaole 110Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Hale Kamaole is a South Maui condominium complex located across the street from Kamaole Beach Park III, one of the...
Upgraded 1BR Condo Ocean View - Sleeps 6
Hello and thank you for taking the time to visit our listing. We tried to create a home away from home for you in lovely Waikiki.This unit is on the south east corner of the 14th floor (Tower I). Corner units are larger (10%) than middle units in the Banyan. The kitchen...
Ko Olina Kai 1065E: Elegant 3BR with Luxury Lanai, Near Lagoons & Golf
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 Ko Olina Kai 1065E by Gather, where...
The Pacifica Inn The Gecko and Volcano Room
Welcome to The Pacifica Inn located in Volcano on the Big Island of Hawai’i. The Pacifica Inn is a special little place out in the middle of the Pacific Ocean where you can experience peacefulness and tranquility. Come and enjoy the beautiful Hapu’u trees that...
Oceanfront Condo-Paradise
Kona Reef is a luxury resort in Kailua-Kona just two blocks from town and next door to the beach. The unit sleeps 4 comfortably with a king bed for the Master bedroom and a new queen sleeper sofa in the living room. The pool, hot tub and BBQ area overlook the ocean. It...
Wailea Ekolu Village 1406 | Gorgeous Views + Community Pool!
Welcome to Wailea Ekolu Village 1406, your serene tropical oasis nestled in the heart of Kihei, Hawaii. This stunning condo offers a tranquil retreat for up to 4 guests, with 2 bedrooms and 2 bathrooms ensuring ample space and comfort during your stay.As you arrive,...
Ocean View Studio Steps to Beach - Pool, Spa & Pickleball - Free parking & Wi-Fi
SPECTACULAR OCEAN VIEW! FREE PARKING!Come enjoy this 2nd story condo with its direct ocean view. Feel the gentle ocean breezes and watch the waves as they rush across the reef to the sandy beach and shore.This gorgeous studio is across from the 'Humpback Whale Marine...
Maui Sunset B409 1 bedroom, 2 bath with ocean views!
Renovated one bedroom, two bath ocean view fourth floor condo. Stainless steel kitchen appliances. Air conditioning in living room and bedroom. Condo has a queen size bed and a sofa sleeper. Remodeled bathrooms feature tiled showers, no tub. Good walking, windsurfing,...
Steps To The Sand Ground level Makani A Kai A1
This ground floor level beach front condo offers direct beach access from the complex grounds with views of the breathtaking Maalaea Bay, the grand volcano Haleakala and the sparkling Kihei lights at night. Enjoy your private lanai and small grassy area overlooking the...
Modern Elegance with plush comfort & style await you...
Legally permitted rentalPalms 5251850 Ala Moana Blvd 525⚕⚕For your health and safety⚕⚕ We utilize additional Sterilization procedures between reservations.🏝Escape to your private Paradise at Palms Waikiki🌡A modern City View studio retreat in the heat &...
1 Block from World Famous Waikiki Beach!
Ni'ihau Apartments #802 – 247 Beach WalkNEW TO OUR INVENTORY! Unpack, you've arrived! Time to relax, explore – or do it all! FREE Wi-Fi and parking at nearby lot; secured building/elevator. Located in the newly revitalized area of Waikiki, you're just steps to great...