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.
Prime Napili Bay location great for whale watching
Napili Point C9 is a 1 bedroom, 1 bathroom top-floor condo featuring amenities such as oceanfront views, a washer/dryer, and air-conditioning. Located on the second floor, this corner unit can accommodate up to 3 guests with a King bed in the bedroom and Queen sleeper...
WHALE SEASON! Oceanview Top Floor, Balcony; 1 Min to Beach! Family Favorite!
**Ocean Views & Island Vibes at This Relaxed Maui Retreat**Welcome to your home away from home on Maui! This airy, top-floor condo blends island comfort with thoughtful upgrades, giving you the perfect place to unwind, recharge, and soak in the island life. With...
Open, bright, spacious home with AC in bedrooms, sleeps 9.
Spacious and comfortable 3 bedroom, 2 bathroom (plus outdoor shower) home in heart of Princeville. Home sleeps 9 (primary bedroom has a comfortable California King, 2nd bedroom has a queen, 3rd bedroom has a queen bed + twin bunk bed, and upstairs loft area has a twin...
Island furnishings add to the tropical ambience of this studio-style condo.
Attractive island furnishings add to the tropical ambience of this comfortable, studio-style condo. Its convenient, ground-floor location lets you easily step out for a stroll in the garden beyond your lanai. A few steps away is the pool where you can lounge in the warm...
Emmalani Court 424 - Fairway view & A/C
Emmalani Court condos are located on the spectacular North Shore of the Garden Island of Kauai in Princeville. This spacious condominium is adjacent to the Makai Golf Course in Princeville. The living area and bedrooms are air conditioned making sure you are always...
Tropical Oasis in Poipu ~ Steps to Pool, ground floor. Ask about Jeep!
In the heart of Poipu lies a cozy yet large 1-bedroom villa that's just three minutes away by car from beautiful Poipu Beach. Step into your home-away-from-home and be greeted by a fully stocked kitchen, complete with all appliances plus BBQ grill(in the common areas),...
KONA PACIFIC A102, No stairs, Ocean View, WALK TO TOWN! Elevators, AC!!
Welcome to Kona Pacific A-102! A spectacular property that's extremely spacious! A-102 has 1227 interior square feet & a 357 square foot lanai! Exquisitely remodeled from top to bottom. Granite Counters and Hickory Soft-close Cabinets!There are 2 bedrooms & 3 bathrooms,...
🏖️Peaceful garden view and upscale amenities | vrKCV
vrKCV - Hali'i Kai 20D, Professionally Managed by Kona Coast VacationsWelcome to Hali'i Kai 20D: A Tranquil Retreat in Coconut GroveNestled in the serene Coconut Grove area of the Hali'i Kai resort, this 2-bedroom, 2-bathroom condo invites you to unwind with its...
Halii Kai complex: BBQ on Lanai, Close to Shops,Restaurants.
Aloha and welcome to Hali'i Kai at the Waikoloa Beach Resort. Discover the captivating allure and serenity of the sunny Kohala Coast on the magnificent Big Island. Embrace the renowned Waikoloa Resort as you embark on a journey to Kamako Iki 4B at Hali’i Kai.Space-...
Modern oceanfront 1bd with upgrades
Noelani 202 is a 1-bedroom, 1-bathroom condo on the 2nd floor featuring amenities such as panoramic ocean views, a remodeled kitchen, and a washer/dryer. The condo can accommodate up to 4 guests with a King-size bed in the bedroom and a queen sleeper sofa in the living...
Grand Champions 55, Beautifully Renovated Single Level, Ocean Views, Split AC
Grand Champions 55 is a bright and spacious 3-bedroom condo at Grand Champions Resort. Ideally situated to take in Maui's wonderful natural scenery and a perfectly located home base for your family adventure. This unit opens the view with floor to ceiling sliding doors...
OCEANFRONT PROPERTY DIAMOND HEAD BEACH HOTEL unit 704
Newly remodeled studio unit at the Diamond Head Beach Hotel and Condominiums located at the Gold Coast area. Very friendly building located on the ocean with outdoor space for watching sunset and sunbathing. Laundry facilities available downstairs. Parking in the...
Kailua Beachside Studio - Monet Room
This is a legally established property, please read more below....Enjoy our Hawaiian sunshine and one of the most beatuiful beaches in the world. Our studio has high ceiling with a Monet- designed decor. A Large queen size 4 poster bed, with a sitting area and dining...
New Listing: Spacious Suite for 4x with panoramic ocean view
Our Tropical Treasure is situated at a cool 1300' elevation with a "million dollar view" over looking the ocean. The climate is perfect all year around.This 1-bedroom studio is a sanctuary after a day at the beach or exploring other parts of the island. This...
Luxurious Wailea Polo Beach Club Oceanfront Condo, Spectaular View
Polo #406 is a beautiful, comfortable unit overlooking the ocean. It offers breathtaking views of Molokini, West Maui, Kahoolawe, and Lanai. The unobstructed sunsets are absolutely stunning!While staying at the Polo Beach Club, guests are steps away from a private,...
Polynesian Shores #201 is where cherished memories are made.
A LITTLE ABOUT THIS CONDO..... Welcome to Polynesian Shores #201 Your Tropical Family Haven Perched on the second floor, this expansive three-bedroom, three-bath condo is the ultimate getaway, accommodating up to eight guests with ease. The thoughtfully arranged...
Prince Kuhio #205, Ocean View, sunny south shore Poipu area
Welcome to Prince Kuhio #205. This one bedroom is the perfect place to stay while in Kauai. Recently renovated and fully equipped with everything you need to enjoy and relax. This gem with a spectacular ocean view is only a 100 yards to beautiful sandy Lawai Beach and...
Stunning Golf Course & Garden Views - WAILEA GRAND CHAMPION #142
Wailea Grand Champions #142- Garden View Comfort in the Heart of WaileaWelcome to Wailea Grand Champions #142, a beautifully maintained one-bedroom, two-bathroom villa set among lush tropical gardens and offering a peaceful retreat in one of Maui’s most sought-after...
OCEANFRONT Spectacular 60 ft to the water, Recently Re-modeled! HDTV,WiFi,AC
We welcome you to our luxurious Milowai ocean front condominium located along the shore of Maalaea Bay. Come experience the spirit of Aloha where you will find the best of Hawaiian living along with the relaxing comforts of being in paradise in this beautiful vacation...
Turtle Bay - Relax In Paradise - Kuilima Estates West
Aloha ! Welcome to my condo located at 57-101 Kuilima Dr. Kahuku Hawaii 96712. My condo is clean, well maintained, and comes with many amenities . Some amenities are Tennis rackets, bodyboards, snorkel and mask sets , beach towels, beach chairs, and more. Full access to...
Air Conditioned Upstairs Condo with full kitchen, pool, wifi, walk to beach.
Experience comfort and style in our newly renovated upstairs condo, featuring fresh flooring, modern appliances, and updated furniture throughout. This air-conditioned retreat comfortably sleeps 4 guests, with a luxurious king-sized bed in the bedroom and a convenient...
One of a Kind, Oceanfront, New 2025 Remodel - Find Maui Joy at Whaler 807!
FIRST WEEK OF JANUARY IS OPEN!!! SPEND YOUR NEW YEAR IN PARADISE!- Unique and Complete Remodel in 2025!- Best location in best tower at the Whaler Resort. - Awesome value - best pricing - we like our repeat guests!- One bedroom, two bath - will now sleep up to six...
Maui Sunset A310 - 1BR, 2BA Oceanview King Bed
A310 is a beautiful 1 bedroom, 2 bath oceanview condo at Maui Sunset Resort which is the perfect vacation home. The resort is oceanfront and has a large swimming pool, hot tub, a shuffleboard court, putting green, and gorgeous gardens and grounds. There are also gas BBQ...
Experience historic charm near Kailua Pier - Walk to restaurants, shops,AC,Wifi
Aloha, welcome to our amazing ground floor, garden view condo, in the heart of Kona town close to EVERYTHING! This studio has been updated for our guests to enjoy. We live on island and would like to share are little getaway condo with you. There is a CAL KING...
3bd 3ba Oceanview Condo w Office and AC and WIFI and Garage ACAA1
TA: 025-066-2912-01TMK: 750180080137This cleaning Fee includes a $100 Reservation Fee and $75 Damage Protection Fee.**Alii Cove unit provides spectacular sunset views! This particular unit is very quiet and has an ocean view from the main lanai and upper lanai. The...
Private Oceanview Top Floor Nihi Kai Villa Koloa!
Unbeatable location, unforgettable views—welcome to your South Shore escape! This spacious 2BR/2BA condo at Nihi Kai Villas offers sweeping views of Kauai’s south coastline all the way to Niʻihau, with breathtaking sunsets right from your lanai. Just steps from Poipu’s...
Direct Oceanfront Summer/Fall Special Rates was 275 NOW 175
From your PRIVATE LANAI you have UNOBSTRUCTED, DIRECT OCEANRONT VIEWS OF NEIGHBOR ISLANDS * GORGOUS SUNSETS * TURTLES * RAINBOWS * DOLPHINS * and last but not least WHALES during the winter season!ABOUT THE CONDO...This OCEANFRONT one bedroom unit is nicely decorated...
The Flying Honu is located in the heart of Kona Town
The Flying Honu is located in the heart of Kona three blocks from the Ironman starting line. Built on the fragrant pathway from the mountain to the sea (Mauka to Makai ) it is a great example of Hawaiian single wall construction. Open floor plan with large windows to...
Ocean View, Top Floor Unit - Updated Beach Chic Beauty! AC Units, Wifi & Pool
***Professionally Cleaned Condo, No-Contact Check-In/Check Out*** Beach chic, calm and serene, completely remodeled/custom ocean view condo at Maui Sunset. This tropical oceanfront complex has long been revered for the immaculate and beautifully landscaped grounds that...
In Town, Ocean View, Steps Away From The Beach, Shops, Restaurants And Bars!
This one bedroom, one bath which is ideal for the single traveler or couple. It has a King Bed, and a full bathroom with a brand new walk-in shower. Full kitchen with all items you might need. There is also a washer and dryer for your use inside the unit. Free parking...
Top floor end unit great ocean view
This renovated two bedroom unit has everything going for it. Each bedroom has its own bathroom, and king bed along with a separate entrance and separate lanai. We have a flat screen television in each bedroom along with one in the living room. The fully equipped kitchen...
Updated Ocean View 2br/2ba Oceanfront Condo with Sand Beach
Peaceful and quiet with spectacular unobstructed views of the sandy beach, ocean, palm trees and the Islands of Lanai and Molokai. This 2 bedroom, 2 bathroom condo is fully furnished in a light and airy Hawaiian style and is under new housekeeping management! Bathrooms...
203 - Gorgeous Remodeled Oceanfront unit with A/C!
* Awesome condo with air conditioning in a great location! * This ocean front condo has been fully remodeled! * 60 feet from the ocean - Watch the whales (in season) from your private lanai * 100 feet from one of the finest beaches in Maui - Wonderful snorkeling and...
OWL NEST: serene stream side retreat for 2 or 3
The Owl Nest: Family friendly. Be immersed in nature at our peaceful, cozy stream side retreat. Located next to the Waipio Lookout, our Hamakua Coast rain forest property is the perfect place for two adults with one child stays. Hear the rush of our waterfall and...
Spectacular Oceanfront Sunset and Whale Views!
Come stay on one of the most popular beaches in Hawaii! Mana Kai Resort is situated on Keawakapu beach and faces South, perfectly blocking the North winds and creating an ideal grassy space below to enjoy the afternoon sun. Morning strolls on this serene stretch of...
Ocean Views Bound to Take Your Breath Away AIR CONDITIONED Condo!
Puu Poa 110 a spacious luxury ground floor unit in Pu'u Po'a - #110 offers immediate access to an acre of lawn, the heated ocean view swimming pool, and tennis / pickleball court.A recent guest's comments: 'We loved every minute here. Condo is beautiful, location is...
Kai Lani-Beautiful Ocean View Condo In Paradise
2 bedroom, 2 bath spacious ocean view condo. Beautifully furnished with vaulted ceilings and ceiling fans. Lovely views of the ocean and green area. Kitchen has granite counter tops and stainless steel appliance also includes stainless steel washer and dryer. 55” 3D...
Waterfront retreat w/ a furnished balcony, incredible view, & a shared pool
Kona Bali Kai #205Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Paradise awaits at this two-bedroom, oceanfront, Kailua-Kona condo. Offering a variety of desirable amenities,...
Renovated 2 BR West Maui Condo (with AC), Ocean View, Sandy Beach
Welcome to paradise…aloha styleCome enjoy paradise in this renovated two-bedroom, two and 1/2 bath condominium with recently added AC in West Maui, Hawaii. With a panoramic view of the ocean, Kahana Sunset Unit E6, is just steps away from a private sandy beach. The...
Coral Hale 5br 3ba Luxury Home, AC, Private Hot Tub, Mountain Views, Beach Gear, Large Kitchen
Whether you are looking for a peaceful escape to recharge or a home base while you explore Kaua'i, this home is an exceptional option. With inspiring spaces for gathering, sharing a meal, and relaxing, interesting architectural details, and lush, tropical surroundings,...
Seaside Studio - Oceanview A/C & WI-FI - 1 minute from Beach
Oceanview - Air-Conditioned , spacious 450 sq.ft. Studio with a private covered lanai with a table and chairs for 2. Come & stay in our beautiful Seaside Studio Suite, full bath - 100 steps to Poipu Beach Park! If you want a location convenient to surfing or basking in...
Peaceful Island Bliss Will Be Yours
We invite you to be our guests in our remodeled and upgraded condo studio. ** Hawaii Tax I.D. TA 146881126401 & GE 146881126401**.We are located on the western shores of Maui in the beautiful laid back city of Kihei where you can enjoy the beautiful sea breezes flowing...
🏖️Concierge Included | Ground Floor - No Stairs | vrKCV
vrKCV - Vista Waikoloa C105, Professionally Managed by Kona Coast Vacations Vista Waikoloa C105: Luxurious Ground Floor Lanai with No Stairs!Welcome to Vista Waikoloa C105, an elegantly updated 2-bedroom, 2-bathroom vacation rental designed for an unforgettable Hawaiian...
Includes access to the Mauna Lani Beach Club. Villages at Mauna Lani 622
This vacation rental is professionally managed by ResorticaHawaiiVillages at Mauna Lani 622. Includes Mauna Lani Beach Club PassPlease scroll down for detailed informationBedding Configuration:Master Bedroom: King BedGuest Bedroom: Two Queen BedsGuest Bedroom: Two Full...
RARE 2 BEDROOM WITH NO STAIRS-OCEAN VIEWS-2 LANAI’S-METICULOUS CLEANING
Book with confidence, this nicely remodeled, 2 bedroom, 2 bathroom (1088 sq. ft) condo. This condo is managed by PMI Maui, a local Real Estate Brokerage that specializes in vacation rentals. We are located within a mile of the resort and available 24/7. This condo...
Fabulous Ulua Beach & Lush Grounds Await: Wailea Elua 807, Groundfloor Gem!
Wailea Elua #807 – Ground-Floor Serenity with Ocean Breezes and Refined ComfortWelcome to Wailea Elua #807, a beautifully appointed ground-floor, 1-bedroom, 1-bathroom condo designed for peaceful and private escapes in one of Maui’s most exclusive beachfront...
POPULAR ON OCEAN COMPLEX - GREAT AMENITIES AND LOCATION!!!
E komo mai (Welcome)!!!🤙 Kona Isle is known for the beautiful grounds and Lava rock Beach front property. It is managed extremely well and the best part is along the Ocean, with BBQ's, Picnic tables, Lounge chairs, Chairs, Saltwater pool and the Ocean splashing right in...
North Shore Beachfront Condominium 30 day rental period
Haleiwa Surf condominium located just a few feet from the beach to enjoy drinks, meals and sunsets on your own spacious balcony.This Condominium is 'tropical' style with modern amenities including cable TV and fast internet connection. .The beach is ideal for...
New Listing! Adorable Renovated 2 BR in Poipu
Newly Renovated Coastal 2-Bedroom with Ocean Views at MakahuenaThe perfect home base for your Kaua'I vacation, this freshly renovated 2-bedroom coastal retreat at Makahuena featuring ocean views from your private lanai.Sleeping Arrangements (Sleeps 6):• Primary bedroom...
West Maui, Kahana Sunset, Ocean View with AC, Private Beach
Kahana Sunset is quite special since it has its own spacious white sandy beach in Keone Nui Bay. Sitting on our west facing beach you have picturesque views of Molokai and Lanai islands.Since this is a small complex, it is ideal for family vacations and there is...