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.
Modern bungalow with lanai, grill & outdoor shower - steps to Keauhou Bay
The ShackOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Hawaii is calling- answer with this laid-back island bungalow. Just a step from Keauhou Bay and shopping center, this...
Ohana Kai: Modern Water Front Condo w/Gorgeous Views, A/C, Yard, & Shared Pool
Ohana Kai offers the rare chance to stay directly along the tranquil waters of Hawaii Kai’s marina, blending the ease of island living with the comforts of a contemporary home. Set within a private gated community on Oahu’s south shore, this two-story corner condo...
Ocean/Sunset Views - Full A/C- Giant Heated Pool - 3 Primary Suite Luxury Poipu
This exclusive "Hawaiian Modern" luxury property is in one of Poipu's premier resort neighborhoods, Kiahuna Golf Village, and is less than a mile from the best beaches and restaurants of Poipu Beach. The private one third acre tropical paradise fronts the Kiahuna Golf...
Tranquil 1-Bedroom Haven in Kapaa, Kauai - Your Perfect Island Retreat
Welcome to our charming 1-bedroom, 1-bathroom condo in the heart of Kapaa, Kauai! Perfectly located for exploring the island, this cozy retreat offers a fully equipped kitchen, comfortable living space, and a private lanai to enjoy the tropical breeze. Just minutes from...
Modern Suite / Free Parking / View / AC / King Bed / Kitchen / Prime Location
Modern Suite in the Heart of Honolulu – Walk to Waikiki Beach.Our modern suite is located in the vibrant heart of Honolulu, just a 10-minute walk from the iconic Waikiki Beach. Enjoy the best beaches, dining, nightlife, and shopping Honolulu has to offer, all within...
Convenient to Waikiki Large 3000 sqft 4br 2ba house in East Honolulu
*please read property description thoroughly*Come stay at my large, private, extra-comfortable, 4 bedrooms 3000 sqft house in a located in beautiful East Honolulu - one of the premier neighborhoods on Oahu. Located at only a 20 minutes drive from Waikiki, East Honolulu...
New Listing! Hotel Zone Lahaina Shores Premier Mtn view Studio on the Beach
New Listing Call 1 707 477 8952 if you have questionsLahaina Shores Mountain View Studio an Ocean front property on Front St. LahainaLahaina Shores Beach Resort Hotel Zone property 475 Front Street, Lahaina, HI 96761Mountain View studio maximum guests 2Ocean Front...
Beautiful 2 Bedroom Family Home in Holualoa with Stunning Views
Nestled on the slopes of Hualalai mountain on the Big Island of Hawai'i lies this gem of a property, boasting views of the Pacific Ocean from its expansive lanais that overlook a yard filled with a plethora of exotic fruits and flowers. Located close to the quaint...
Kuilima Estates West - 3 Bedroom Vacation Home
NEW LISTING! This newly renovated 2-story 3 bedroom condo is located at Turtle Bay in the gated community. This is the ONLY condo with split AC downstairs and central AC upstairs. This beautiful island condo sleeps 8 guests.This condo is just steps away to two...
n Gorgeous 3 bedroom 3 bath, Luana Garden Villas, 10B Ground Floor
***Aloha and Welcome to Maui and Luana at Honua Kai Resort***Luana 10B is a ground level beautifully designed and fully furnished villa in the new Luana subdivision of the Honua Kai Resort with 2047 sf of indoor living space. The large lanai provides gorgeous outdoor...
Alii Kai 2 BR Condo - Hawaiiana Style Walkout Unit
Sit back and relax in this 2 bedroom/2 bath desirable Alii Kai walk out, end unit condo. Situated ideally to feel like your own private oasis with no obstructions of your oceanfront view. Enjoy breathtaking ocean views from every bedroom, the kitchen and living room!...
Renovated 1BD/1BA Condo with A/C 3 min Walk to Beach
South Maui is open! Come unwind in this completely remodeled 1BD/1BA condo across from the Charley Young/ Kamaole I beaches. This soothing space will greet you with a gorgeous garden & partial ocean views. Bedroom has a queen size bed, TV, its own AC & a large closet....
Luxurious Beachfront Condo with Modern Amenities - Makena Surf Resort #E-203
Makena Surf E203Welcome to Makena Surf E203, a beautifully remodeled luxury condominium within the prestigious Makena Surf Resort. With breathtaking ocean views, modern interiors, and access to exceptional resort amenities, this unit is the perfect retreat for your Maui...
Peaceful Big Island Homebase with Coastline Viewsn
Experience Big Island aloha from your fully outfitted vacation rental house in Kaʻū, Hawaiʻi Island's southernmost district.• Punaluʻu Beach (black sand, 14 mi)• Ka Lae (South Point, 12 mi)• Hawaiʻi Volcanoes National Park (40 mi)Recharge back at your comfy...
Beachfront 1-bedroom corner condo on Kameole Beach II, with two ocean views.
Escape to the stunning beachfront 1-bedroom condo in Kihei, where the perfect Maui vacation awaits. Just a short walk to the beautiful Kamaole Beach Park 3 and Kamaole Beach Park, you'll have easy access to the island's renowned white sand beaches and crystal-clear...
5 Bedroom with Private Pool and Spa in Waikoloa Beach
Ainamalu - Protected Land - is a newer resort area on the big island. This is a luxurious and unique oasis: it is away from the tourist crowds, yet only minutes from great restaurants, grocery stores and some of the best beaches in the world.Ainamalu Memories is a...
25 Feet Unobstructed Harbor View!
25 feet of unobstructed Kahului Harbor View! Watch whales from the sofa or your desk in this fully equipped one bedroom, one and ½ bath condo. High end finishes and top-of-the-line appliances give you a luxury experience in this centrally located 800 square foot 4th...
Manta Ray Manor - Oceanfront Gated Community, short walk to beach and town.
Location, location, location. Manta Ray Manor is a vibrant, 3 bedroom/3 ensuite baths, ocean view 2500 square foot home set on the Kona coast in a private, gated oceanfront community. Manta Ray Manor provides a perfect retreat for your Hawaii adventure. Keiki Beach with...
Oceanfront Penthouse at Kona Reef King Bed fast WiFi AC Free parking
Oceanfront Kona Reef Penthouse – Stunning Kailua Bay Views & Prime Location! Watch Sunsets and surfers from the lanai. This air-conditioned 1BR/1BA top-floor condo is just steps from Honl’s Beach and a short walk to Kona’s lively downtown. Enjoy a spacious living...
Maui Resort Rentals: Honua Kai Konea 239 - Upgraded Ocean View 2BR, Deluxe Corner Suite
Konea 239 is among a class of the most sought after two-bedroom floor plans at Honua Kai. What distinguishes this column in the Konea interior are the direct ocean views from virtually every interior vantage point of the suite. This premier two-bedroom boasts a spacious...
Ahhhh....Paradise OCEAN VIEWS in Luxurious condo, Snorkeling,Surfing steps awayn
(Please note there is a 7 night minimum at Christmas time. ) We are the newest complex on Alii Drive in Kona. Our location can't be beat. NOTE: LOTS OF UPGRADES added. We just added all New stainless steel appliances, a new central air conditioning system, and beautiful...
Kalo Homes - Ocean View Escape
Experience a true taste of Hawaiian paradise on the west side of Oahu at this new and stylish home with a relaxing coastal design. Enjoy the breathtaking sunsets of the Pacific Ocean and beautiful Makaha Valley on the raised lanai in a stunning tropical backyard with an...
Palms at Wailea 1203, offers the perfect location in Wailea!
Palms at Wailea 1203, offers the perfect location in Wailea. This 2-bedroom/2-bath ground-level unit surrounded by lush landscaping makes this a great Hawaiian retreat!Ideally situated just uphill from gorgeous Keawekapu Beach, The Palms at Wailea is an...
Rustic Cabin in Volcano Village
Rustic Cabin in the rain forest, located 5 miles to Hawaii Volcanos National Park.The quaint country cottage will draw the image just right.House is tailored to rejuvenate and enjoy seclusion in the forest.You can expect peaceful surroundings suited to relax and boost...
Exclusive Beachfront Cottage, Private, Ocean Views, AC, WiFi, Whale Watching!
On Maui's sunny south shore, is the romantic Honu’ea cottage, where quiet peaceful living is a way of life. Honu'ea (Hawksbill Turtle) is named after the endangered turtles that come and nest on the sandy shores in front of the property. Honu’ea is perfect for...
Anahola Beach Hale - Tropical Beachfront Home with AC
This quintessential tropical beachfront home with 4 bedrooms and 4 baths with air conditioning throughout is surrounded by lush tropical foliage and swaying palm trees is located on one of Kauai's most beautiful beaches. The expansive stretch of white sandy beach...
Hualalai Fairway Villa 104D - overlooking the 15th tee
Upper level 2-bedroom, 2-bath villa overlooking the 15th tee of the Hualalai Golf Course with stunning Mauna Kea, Island of Maui and horizon views of the ocean. Designed by Honolulu-based Architect Warren Sunnland, the Fairway Villas at Hualalai are located within a...
🏖️Peaceful and Private | Pool | Ocean Views | vrKCV
vrKCV - Nakukui Elua, Professionally Managed by Kona Coast VacationsNakukui Elua- Peaceful and Private with Pool and Ocean Views!Flowering hedges, rock walls and wooden fencing surround your island home. Located on 3/4 acre lot in the gated community of Kahakai Estates...
Only thing between you and the ocean is the Beach! Top Floor, unobstructed view
Newly renovated condo with 2 TV's, WIFI, Washer & Dryer, Dishwasher, Stove, Fridge, Keurig Coffee Machine, Nespresso Machine and Microwave. One bedroom has a king size bed and the other has a queen size bed. 55" Flat screen smart TV in Living Area and 40" Flat screen...
Papakea OceanFront Resort - Beautiful Two Bedroom Ocean View Suite
Papakea Resort Maui provides amenities like dry cleaning/laundry services and 2 hot tubs. Guests can connect to free in-room WiFi.Other perks include:• 2 outdoor pools• Free self parking• Barbecue grills and concierge servicesRoom featuresAll guestrooms are...
Ocean View Villa, Heart of Wailea, Ho'olei L1 23-1, Third Tier
This villa at Ho'olei was renovated in 2024. The renovations are extensive. New extra large kitchen island with ocean view seating: all new appliances in the kitchen: new stone counter tops throughout the home: new cabinets throughout the home: new tile in all the...
Wai'ula'ula: You Can't Beat This View
BEST LOCATION AND VIEWS! Wai'ula'ula A101 is located near the exclusive Amenity Center and offers panoramic and unobstructed views of the ocean, golf course and sunset.This unit is located on the ground floor and tastefully furnished & KID FRIENDLY.Please inquire for...
Executive Center Studio with Kitchenette, secure building pool, FREE PARKING
Updated downtown studio with (Free Parking a $50.00 Value per night can go in and out no charge/ dedicated parking stall few feet away from elevator ) located in the Aston Executive Centre. Enjoy hotel amenities including 24 hour security, pool, hot tub, on site laundry...
The Ridge House at Mauna Lani - Brand New Champion Ridge Estate
Enjoy the Big Island in style in this sprawling 5-bedroom luxury estate in the prestigious Champion Ridge at Mauna Lani community. Newly completed in 2024, this ultra-modern estate offers privacy, a spacious floor-plan and plenty of fantastic amenities to make your...
Luxury 1BR Beachfront Condo on Sugar Beach unit 505
This high end, remodeled Sugar Beach Resort condo offers unbeatable views of the sparkling ocean from North Kihei, Kahoolawe, Molokini and Makena.Take a dip in the heated pool, or enjoy long walks on Maui’s renowned Sugar Beach and a swim just steps from the condo....
New Listing: Breathtaking Oceanfront Corner Unit w/ Sweeping Views Central Ac
Only four units like this at Papakea Resort— and this one’s a stunner. Spot turtles and monk seals right from the balcony of a 3rd-floor corner unit — wraparound lanai and 180° views of the Pacific included. You're 30 feet from the water and 100 yards to the...
Spacious Home Near a Quiet Beach
Our lovely 2 bedroom surprises most guests with how spacious the rental is with expansive floor plan and the access to a yard to enjoy.The rental comes with a brand new kitchen with a very open design and lovely countertop to enjoy meal prep and dining. The large teak...
The Love Shack island getaway - minutes from Waikiki
The Love Shack Beach House - all the convenience of Waikiki without the hassle and noise. Walking distance to Waikiki, Diamond Head, beaches, the zoo, Kapiolani park, surf spots, snorkeling, swimming, great restaurants & bus stops. No need to rent a car if you don't...
Hawi Hideaway, quiet home in small country town
Welcome to Hawi Hideaway,2 bedroom, 1 bath home in Hawi. Sleeps 6, walking distance to main street, Saturday farmers market, coffee shop, boutique stores and galleries. Our home is tucked away off the street in a beautifully landscaped yard. There is a mango and orange...
Napili Oasis Hideaway, Amazing Oceanview in Maui
Welcome to my beautiful oceanview condo, in one of a kind boutique condominium. Wake up to ocean breeze and view from lanai, watch turtles and sunset on lava rocks, feel at home falling asleep to the sound of the ocean every nightLocated on the 2nd floor at Napili...
KaMilo Luxury Living - Hale Lani. Bikes and Beach Gear included.
KaMilo Luxury Living – Hale Lani Welcome to Hale Lani at KaMilo, a luxurious home for your Hawaiian holiday. This four bedroom three and a half bath townhome is perfect for large families or friends to gather for a Hawaiian vacation. Beautifully and comfortably...
Masterfully Renovated Ocean View Unit in Waikiki
One of our best listings! Bright and Light One Bedroom, One Bathroom and One Parking (Max 6ft) at the Waikiki Banyan. Full of natural light during day! This partial Ocean View unit in the heart of Waikiki will make your stay in paradise a memorable one.Total of 3...
Wailea Beach Villas PH406 - 2 Bedroom Ocean View Penthouse
Wailea Beach Villas Penthouse 406 is desirable for its remarkable Pacific Ocean and Island views. This upscale penthouse vacation rental features two bedrooms, two bathrooms, exotic hardwood furnishings, an incredible antiquities collection, and an amazing ocean view....
Luxe Oceanview 2B2B Escape w/AC Near Beach & Shops
Summary:Location and Quality! You will feel the relaxed beach vibes from the very first step walking into this tastefully updated & beach luxe unit. Directly sit across the famous Cove surf spot & in the middle of all, you will be memorized by the ocean waves along with...
Maui Resort Rentals: Marriott't Maui Ocean Club 2BR Mountain/Garden View Villa - New Lahaina Tower
2 Bedroom Mountain/Garden View Villa at Marriott's Maui Ocean Club – New Lahaina Tower! With its premier location, luxurious accommodatiWith its premier location, luxurious accommodations, and sprawling tropical grounds, Marriott Maui Ocean Club is a perennial Maui...
Beachfront Villa and Guesthouse
Escape to a private Puako beachfront estate & guesthouse on Hawaii’s Big Island. Ocean views, steps from snorkeling, luxury amenities & sunset bliss await.Hale Ama is an Oceanfront home located in the magical Puako on the Big Island of Hawaii. Puako is one of the...
Quiet & Immaculate Molokai Condo, 2nd Floor End Unit, Ocean Views + Free Car
ALOHA! The Condo: This is a one-of-kind 2nd floor, 565 sq.ft. ocean view condo with to-die-for sunsets. Open floor plan with loft. hard wood floors, granite counter tops, 1 queen master bedroom and 1 double bed in loft. In condo washer and dryer. Fully supplied kitchen...
NOTHING BUT OCEAN VIEWS! Remodeled, AC, direct ocean front, large 2bd/2bth
Our unit is the 'FIVE STAR' condo in this building complex located in N. Ka'anapali/West Maui. Premier unit, front & center ocean & island views all from the 3rd fl. The condo is specifically designed as an adult only unit, but we do allow babies w/cribs or packNPlay...
Wailea Luxury Resort Vista
Summary:Completely remodeled (Sept 2023). Our new Wailea luxury condo is immaculate and offers direct ocean views. Airy, comfortable, and with stylish decor, every amenity a Maui visitor could hope for is provided. Guests will fall in love with Wailea's beautiful...
Steps to the Beach! Ocean Front Condo! 5 Star Views! Centrally Located!
Steps To The Beach! Ocean Front Condo! 5 Star Views! Centrally Located!Aloha-We bet that because you’re reading this you’ve looked at the descriptions of many vacation rentals on Kauai. Likely all of them gave glowing descriptions of how wonderful they are –...