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.
KBM Resorts | FREE CAR | Honua Kai Hokulani | Ocean view | 2-Bedroom Condo, Close to Beach & Pool! HKH-242
Stylish 2-bedroom villa with stunning ocean views, remodeled interiors, luxury tile flooring, and seamless indoor-outdoor living-perfect for a relaxing and elegant Maui escape with the whole family.** Limited Time Special Offer: Book any KBM rental home in Hawaii for 6...
Beautifully updated home w/ private hot tub, spacious backyard and free WiFi
Tiki HaleOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Located in a peaceful neighborhood in the heart of Princeville, surrounded by the elegant Makai Golf Club, Tiki Hale has the...
Direct Ocean Beachfront!! One bedroom one bath one parking!!
Direct Ocean Beachfront!! One bedroom one bath one parking!!Located in the middle of the desirable San Souci. Direct Oceanfront One Bedroom/One Bath with huge lanai directly overlooking Sans Souci Beach. Enjoy the view of the calming Pacific Ocean from your lanai. Watch...
Hale Hui Kai 312 Panoramic oceanviews of Keawakapu Beach
Center beach front views with spacious lanai offer unforgettable views! Open concept floor plan has a living room with a murphy bed for relaxing during the day listening to the waves roll is well equipped so you can cook a meal and still watch the ocean waves... Master...
My Hawaii Oceanfront 2 Bedroom Vacation Rental - Kona
Centrally located, My Hawaii Vacation Rental, "Kona Luana", is within a ten minute walk of Kailua-Kona Village. There are many attractions some of which include Kailua-Kona pier, variety of dinning options, waterfront shopping, Farmers Market, coffee shops and friendly...
Rare, Spacious Penthouse, Big Ocean and Mountain Views, Great Location, AC
Hotel Zoned Accommodations: Condominium - 3 Bedrooms - 2 Baths - (Sleeps 6)Professionally Cleaned Condo, No-Contact Check-In/Check OutNewly installed AC throughoutThis spacious 1145 sq. ft. two bedroom and a loft bedroom, two bathroom condo offers panoramic views of...
Amazing 🏄♀️ Oceanfront Penthouse 🐬 Newly Renovated! - Banyan Tree 403C 🌅
Complete oceanfront penthouse with two bedrooms and two condos at the top floor. Wondrous views of the ocean, reefs, moon and sunset plus all the facilities that your family and you enjoy.. Surfers and long waves have entertained visitors from all over the world on one...
Maui Sunset A421 ~ Spectacular Sunsets from this 2 Bedroom, 2 Bath Condo!
One of the BEST OCEAN VIEWS @ Maui Sunset! Two bedroom, two bath ocean view fourth floor condo. Good walking, windsurfing, kitesurfing beach fronts this oceanfront condo complex in North Kihei. A couple of minutes away from Kamaole Beach I, one of the great beaches on...
Pali Ke Kua 211 .. Ultimate Oceanfront view!
Beautifully decorated spacious 2-bedroom, 2-bathroom condo offers the ultimate oceanfront view in incomparable Kauai. This is the Hawaii of your dreams. From sunrise to sunset, the view from Pali Ke Kua 211 is nothing less than spectacular. Overlooking the Pacific...
Sandcastles - Anahola Beachfront Estate with Hot Tub & Enclosed Yard
Sandcastles TVNCU#1305Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This majestic home, Sandcastles, has vaulted ceilings and large sliding glass doors that open to a spacious...
Poolside Cozy 1br, 1Qbed plus 1QSofa bed, Med refrig, sm kitchen,2min to Ocean
Completely remodeled (July 2021) 1st floor poolside studio (2min walk to the ocean) is located in the Kona Islander Inn complex that extends from Kuakini Hwy to Alii Drive. The beautiful tropical gardens with banana trees, exotic flowers and green lawns surround you as...
Prince Kuhio 335 OCEANVIEW STUDIO
We invite you to relax and play on the beautiful and sunny south shore of Kauai in this 3rd-floor studio. (no elevators) The studio looks over Prince Kuhio Park and has an ocean view. Each of our properties is privately owned and represents value, comfort, and amenities...
Hale Papakea | Ko Olina | Beachfront Villa w/ Views
Summary:Welcome to Hale Papakea in Ko Olina! Enter this coveted, ground-floor condo, where a floor-to-ceiling window slides open to expose exotic landscaping bordering the private marble patio. Maximum occupancy strictly enforced in accordance with local ordinances.The...
Modern Studio Style! OV Lanai, Kitchenette, WiFi, and AC – Waikīkī Grand #614
Castle at Waikīkī Grand #614 - Immerse into Waikīkī's energy in this upgraded 384sf corner unit with elegant hi-style decor. Couples love the kitchenette for cooking light meals to savor on the private lanai with Pacific/Diamond Head/park views. Air conditioning,...
Plantation Hale B13, AC, King Bed, Walk to Shops/Beaches. Free Wi-fi and Pkg
Plantation Hale Suites Unit B13, Royal Coconut Coast, Wailua, Kauai Vacation Rental.*One bedroom, 1 bath 2nd floor end unit with 2 NEW Full size beds and a Queen sofa sleeper couch, making it perfect for families or couples.*Private lanai and balcony with panoramic view...
Beach Front, Ocean View Condo (Best Surfing/Snorkeling).
This lovely, spacious condo at Kahalu'u Beach (Turtle Beach) has incredible Ocean and Sunset views, and is the perfect escape for guests wanting easy access to swimming, snorkeling, surfing and golfing. Ours is an unit on the ground floor in the back with views of the...
Everything You Need For Your Home Away From Home
Hawaii Tax ID: TA-159-912-1408-01TMK: 390010440016***SPA CLOSURE - November 6, 2024 to TBA***This spacious ground floor Kihei Holiday 116 unit has everything you need for your home away from home. Enjoy the fully stocked kitchen and the washer and dryer. With many...
Second-floor condo with great view of the ocean and Prince Kuhio Park.
One-bedroom, second-floor condo with great view of the ocean, Prince Kuhio Park, and the mountains. Enjoy the view while keeping in touch with the world with a 42' HDTV and high speed internet. You can hear the ocean waves from your bedroom at night while sleeping on a...
OCEAN and MOUNTAIN view corner 2 bdrm unit - Royal Kahana 220
Royal Kahana Resort- beautiful, 2 bedroom/2 bathroom condo on 2nd floor, corner unitOceanfront Pool and BBQ areaFitness RoomShuffleboard and ping pongACParking $15 per day, plus taxWalking distance to restaurants and storesOur beautiful two bedroom, two bathroom second...
Aloha Condos, Keauhou Kona Surf and Racquet Club, Condo 1-301, Oceanfront, AC
Keauhou Kona Surf & Racquet Club Condo 1-301 offers a comfortable, well-furnished stay with exceptional ocean views. Conveniently located near shops and restaurants, it makes exploring Kona easy. The wrap-around lanai provides breathtaking sunsets and ocean breezes. The...
Maui Vista 1120: 1 Br Ground Garden View Condo near Kamaole Beach Park I
One-bedroom Garden view condo located on the ground floor. This unit accommodates up to four people with a queen bed in the bedroom and a pull-out sofa bed in the living room. The kitchen has been renovated with new cabinetry, countertops, fixtures and new white...
Vacation in comfort with unrivaled ocean and island views!
*Please note that the Kapalua Resort and this property were not affected by the Lahaina fires, nor were our surrounding areas or Napili, Kahana and Ka‘anapali. West Maui communities of Ka‘anapali, Napili, Honokowai, and Kapalua are fully open to visitors. Lahaina...
Mauna Lani condo with waterfall pool, hot tub & tennis court
Palm Villas at Mauna Lani H22Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This condo in the beautiful Mauna Lani area will almost make you want to stay in for a day. Enjoy every...
Stay in Kihei - Newly Updated - Three Minute Walk to Kamaole II Beach!
***New Updates and Upgrades - We just completed updating our condo! We've listened to our previous guests and took many of their suggestions and did a large update of our condo. Here are some of the updates:New kitchen with new cabinets, counters, appliances, lighting...
Aloha Condos, Napili Bay Resort, Condo 108, Beachfront
Best Beachfront Location! This is Hawaii the way you dream about it. No building taller than a tree on Napili Bay. Swim, surf, boogie board, snorkel, whale watch and glorious sunsets without leaving the property.30 seconds from the blender to the beach!Sleep to the...
Dazzling 4th Floor Ocean Views in Poipu - Sunset Kahili #406 Mele Moana
ALOHA, GUEST! Welcome home! Enjoy the surf song and expansive ocean views from every room, lie in bed and watch whales spout in season, dolphins frolic and rainbows touching the sea, whitewater on the rocks and spectacular sunsets from your lanai, lush greenery and...
Hale Mauna Loa Volcano Vacation Getaway-Upper Level Volcanoes National Park
Hale Mauna Loa offers the complete Hawaiian volcano experience. The home is tucked cozily in a very private corner of lush tropical rainforest in Mauna Loa Estates. Located just a minute from the quaint selection of restaurants and stores of Volcano Village, and just a...
Beautiful home in the Heart of Hana, sleeps 4 with 2br/1b
Aloha!Welcome to our home in the heart of Hana right above Hana Bay. Come relax in this 2 bedroom / 1 bathroom main house featuring a fully equipped kitchen. The cozy living space is perfect for visiting or watching a movie. A 4-person dining table and spacious covered...
🏖️Ocean Front Deluxe | Top Floor | AC | Concierge Included | vrKCV
vrKCV - Kona Reef A36, Professionally Managed by Kona Coast VacationsOceanfront Paradise Awaits at this Top-Floor CondoExperience the ultimate Hawaiian getaway in this direct oceanfront top-floor condo, where breathtaking views of the Pacific Ocean and stunning sunsets...
Hale Hui Kai 308 OCEAN VIEW Two bedroom Two bath
Recently updated and upgraded- this is a wonderful spot for your vacation on Keawakapu Beach. The open floor plan lets the ocean breezes flow through the comfortable designer style living room and gourmet kitchen. The bedrooms both have king beds for your sleeping...
Maui Resort Rentals: Honua Kai Konea 318 – Partial Ocean & Mountain Views, King Size Balcony!
Konea 318 is a luxurious two-bedroom corner suite and one of the few offerings at Honua Kai that affords views of both scenes Maui is famous for the relaxing blue Pacific Ocean and the majestic West Maui Mountains.Highlights include an extra-large balcony and a prime...
Wailea Ekahi 17E | Resort Level Amenities!
The beauty of sand and sparkling waters and the warm Hawaiian sun is calling your name! Wailea Ekahi 17E is a one bedroom, two bathroom condo that sleeps two guests. Take in the ocean view, enjoy the 34 tropical landscaped acres at Wailea Ekahi Village, Keawakapu Beach,...
Waikiki Shore - Beachfront
Enjoy a stylish experience at this centrally-located large studio. King size bed w/ brand new mattress (2023), fully stocked kitchen and washer / dryer in the apartment for extra convenience. Panoramic views of the Pacific Ocean, Fort DeRussy Park and Diamond Head, and...
Beautiful Tropical Getaway - Pool - Grill & More
This is it...! Ideal for Families or a Romantic Couples Getaway... THE FLOOR PLAN: A Two Story 3 Bedroom Townhome ~ Spacious with Floor to Ceiling Windows ~ Tropical Breezes and Unobstructed Views of the Tropical Garden, Golf Course and Distant Ocean Vista. THE...
Sunset Kahili 303 Has Gorgeous Ocean and Sunset Views!! Walking Distance to Poipu Beach Park.
This gorgeous Sunny South Shore home is tastefully remodeled with a spectacular ocean view. You'll want to soak in the breathtaking sights... and simply exhale.Along with a lovely, high end condominium community, Sunset Kahili offers a sparkling clean pool and very...
Hale Pua ~ The House of Flowers - Kuilima West
This deluxe 2-bedroom 2-bathroom ground floor unit is a lovely space that your family will love to come home to after a long day exploring the beaches or restaurants of the North Shore. This updated unit has a California king bed downstairs with a full bathroom with...
Experience the lush tropical & Garden Island of Kauai.
Everyone loves the beach! Experience the lush "Garden Island" of Kauai, in this one-bedroom / two-bath condo at the Waipouli Beach Resort. It's located oceanfront on the beautiful Coconut Coast, just 8 miles from Lihue Airport. Come relax in peace and comfort in the...
Sugar Beach 102 Gorgeous Remodeled Home Beachfront Condo Home
Book with us and come to Maui to explore everything we have to offer!Enjoy the ocean breeze in your luxury 1 bedroom condo home. Wander right out to the beach or stroll past the resort putting green. The air-conditioned unit is fully equipped and recently remodeled with...
Hale Kai O Kihei Condo w/ Shared Pool, Ocean View-Beaches Await
Hale Kai O Kihei 202Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This Hale Kai O’ Kihei condo offers a breathtaking ocean view from every room and includes a private lanai that...
Mountain Views & Steps to Beach + 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...
2 min to beach Ocean View W/King Bed & AC at Papakea Ocean Front Resort
Escape to Paradise – Oceanfront Comfort & Value at Papakea Resort, West MauiWelcome to our fully remodeled, ocean-view condo at the renowned Papakea Resort, West Maui’s hidden gem. Located just a 2-minute stroll to North Kaanapali Beach, our north-facing unit offers...
Luxury Beach Vacation House in Kailua Beach
Additional guest fee of $98 per person per day applies to parties over 10 people. Additional service fee and tax will apply.A private home with eight bedrooms on Kailua Beach (Voted Number One Beach in America). (Adjacent 2-bedroom Guest Cottage also available to...
Kauai North Shore Beachfront Luxury Home
Nestled on Kauai’s North Shore, this beachfront home blends luxury and natural beauty. Steps from Anini Beach’s calm waters, enjoy year-round snorkeling and paddle boarding. Expansive glass walls frame ocean views, while lush gardens provide privacy. Fully...
Kona Bali Kai #241
Kona Bali Kai #241Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Aloha and welcome to the hidden gem on the Big Island of Hawaii! With sand and surf literally steps away, you won't...
Spacious Townhouse w/ Shared Pool & Hot Tub, Private Washer/Dryer, & Mtn. Views
Villas of Kamali'i Apt 44Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Sprawling mountain and golf course views make this home the friendly retreat of your dreams! Partial air...
Newly Remodeled Condo in the Heart of Waikiki! 1 Block to Beach! FREE Parking
Ni'ihau Apartments #304 – 247 Beach WalkNEW TO OUR INVENTORY and FULLY RENOVATED! Welcome to your home away from home! This newly remodeled (2022) condo is the perfect launching point to explore all that Waikiki and Oahu have to offer. FREE Wi-Fi and parking at nearby...
NS D127 Studio w Pool Near Beach and Gazebo
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...
WAILEA JEWEL; NEAR BEACHES; SHOPS/5 STAR HOTELS; CONVENIENT!
ALOHA and welcome to our unit in Wailea Ekolu, A two bedroom, two bath condominium on the ground floor. Our condo is located in the beautiful, lush, and spacious Wailea Ekolu Village. Ekolu is located in the five-star resort area of WAILEA. Our condo sleeps up to 6 and...
Kauai Exclusive - Princeville Honu Condo 2A
This comfortably priced condominium is a highly sought-after commodity on the desirable North Shore. With up-to-date amenities, a classic Hawaiian motif, and an incredible location, you can’t go wrong! Two bedrooms easily sleep up to 4 guests, while a two-level...
Awesome View, Best Snorkel Beach, Big Lanais, Private Home
Kahaluu Beach Holmes is a great vacation rental property with a spectacular view! We are located a short 300 feet from Kahaluu Beach, one of the Island’s premier snorkeling beaches. Our home offers unrivaled views of the beach and a panoramic view of the pacific ocean...