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.
Marriott Maui Ocean Club- Stunning Three Bedroom Villa Lahaina/Napili Towers
Concierge Realty is proud to present luxury villas at Marriott Maui Ocean Club TowersWe are able to offer 7 night weekly rentals with check-in on Saturdays only.Beginning Aug. 23, 2025, to Dec.16, 2025, Marriott’s Maui Ocean Club - Lahaina & Napili Towers will be...
Breathtaking Panoramic Bali Hai with Unobstructed Bali Hai Ocean View
Named by Condé Nast Traveler as one of the top tropical resorts in the world. This is truly the Hawaii of your dreams.Hanalei Bay Resort is a scenic paradise with awe inspiring views. You'll be surrounded by cascading waterfalls and lush foliage - a mixture of tropical...
"Oceanfront Condo: Coconut Tree & Ocean Views, Whale Watching, Paddlers, and Surfers at Wailua Bay!"
"Picturesque Oceanfront" Wailua Bay View Condo with an Coastline ViewScenic Oceanfront View from this attractive top floor condo at Wailua Bay View. Decorative upgrades with splashes of color with a tropical Hawaiian touch helps you to feel at home. If you are looking...
Wheelchair Accessible Ground Floor 2BR/2BA Makani a Kai
This is a unique property on Maalaea Bay. Recently upgraded and renovated, it boasts wheelchair accessible features such as a large master bathroom, ADA compliant, including a large roll-in shower. Ground floor accessibility and very close accessible parking stalls make...
Elua 2303: Gorgeous Luxe Condo, Ocean Sunset Views
This property is hotel zoned, and not being affected by the recent proposed legislation.This bright and spacious condo is perfect for honeymooning couples, anniversary stays, and those just looking to escape to their own island retreat. Stunning ocean views and lush...
Spectacular Ocean Maui Sunset View
This 3rd floor condo is the perfect spot to base your Maui vacation. Casual Hawaiian themed decor with all the comforts of home. Spend your vacation as busy -- or as relaxed -- as you'd like. You can explore the island or just stay in and enjoy the fabulous view from...
Maui Kamaole A107: Spacious 1 Br Condo across from Kamaole Beach Park III
PROPERTY PROJECT:The upper pool will be closed from November 11th through November 21st 2025 to re-coat the upper pool deck. Relax in your personal piece of paradise! This spacious one-bedroom condo is located on the ground floor and has a private lanai with peaceful...
Mauna Kea South Fairways 4 BR -4.5 Bath 180 Ocean Views & Private Pool, Sleeps 8
To see a walkthrough of the house, visit: https://my.matterport.com/show/?m=NffDEzCwbow&brand=0. Situated in the South Fairways of the Mauna Kea Resort, our home has beautiful views of the ocean and mountains, and is the perfect retreat for extended family or friends to...
North Shore Guest House @ Maui Adventure Villa
The North Shore Guest House is conveniently located on Maui's famous North Shore. Spacious, very comfortable, peaceful and quiet THREE (3) BEDROOM/TWO (2 BATHROOM HOME with a large living room and open-style kitchen. A king size bed in the master-bedroom and queen size...
OceanView Tranquility: Luxurious Condo with Spectacular Grounds - Elua #1104
Wailea Elua #1104 – Ocean View Comfort with Versatile Sleeping Options and Elegant Island StyleWelcome to Wailea Elua #1104, a beautifully situated ocean view condo offering space, flexibility, and island elegance in one of Maui’s most exclusive beachfront...
Majestic Mountain Studio Retreat
Imagine vacationing in a brand new studio set in a peaceful valley. You're surrounded by Ka’ala & Waianae mountains, towering palms, mango trees, wild peacocks, & famous beaches.You take a sunrise/sunset stroll around the gated neighborhood (w/24hr security) and...
Maui Resort Rentals: Honua Kai - 4 Total Bedrooms, 5th floor Ocean AND West Maui Mountain Views
This tandem package is comprised of two fantastic 5th floor two bedroom suites that are right across the hall from each other. Hokulani 510 offers delightful partial ocean views along with views of the West Maui Mountains and Hokulani 511 offers full ocean views along...
Luana Hale: Peaceful Garden Home w/ AC & Serene Lanai in Princeville
Your Princeville paradise awaits in this luxury single-level home in a quiet neighborhood on the lush north shore of Kauai. Tastefully decorated with fine finishes such as travertine tile and Brazilian cherry flooring, Luana Hale offers over 2,800 square feet of stylish...
Fantastic Oceanfront Condo at the Cliffs Resort. Great amenities & free WiFi.
Large 1 bedroom / 2 full bath ground-floor condo in Princeville, on Kauai's North Shore at The Cliffs Resort. No need to worry about struggling up stairs with your bags to get to this easily accessible condo. Check out our:1. Queen sized sleeper sofa in living room.2....
Tropical breezes, ocean view and sunny white sand beaches.
Tropical breezes, ocean view and sunny white sand beaches make this an ideal vacation rental house. It is furnished in a traditional island style with a fully equipped kitchen. Upstairs is a large ocean-facing master suite with a California King, an adjoining sun-room...
3 Bedroom Home with a Pool at Waikoloa Beach Resort
Enjoy a 3 bedroom home in Waikoloa Beach Resort at a nice price. This home is situated on one of the larger lots at Ainamalu and offers an open view with both the Mauna Kea and Mauna Loa mountains in the background.The spacious great room offers ample space for...
New Ductless Split A/C System! Close to complex pool and grocery store.
Nestled next to the Kona Country Club Golf Course, this one-bedroom plus den, two-bath condo at the Keauhou Palena complex offers a cozy retreat for your Big Island vacation. Take a quick dip in the pool located just outside, or go for a stroll down the road and enjoy...
Beautifully upgraded & air conditioned Pali Ke Kua 102 - Bali Hai ocean views
Pali Ke Kua #102Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'We invite you to be our guests in our “Iki Māhele O Ka Lani…Little Slice of Heaven.” As you enter, you will...
Kolea 1A ~ 3 Bedroom Ground Level Kolea Vacation Rental
This ground-level villa offers a prime location with convenient access to a spacious, open grassy area directly off the lanai—ideal for children and anyone looking to enjoy the scenic views in a private, relaxing setting.As you step into the villa, you'll be welcomed...
Tropical ocean front breezes and stunning views
Kahana Reef 321 does not have A/C, is a 1-bedroom, 1-bathroom condo on the 3rd-floor with oceanfront views! Kahana Reef offers an elevator for your convenience. Unit 321 can accommodate up to 4 guests. Fall asleep to the tropical sounds of Maui! In the master bedroom,...
Keoniana Kai - Pool & Hot Tub with Ocean Views
Keoniana Kai, Princeville Perched on a dramatic ocean bluff above the surf, Keoniana Kai, a 3-bedroom (King, Queen, Queen), 4-bath architectural masterpiece, that sits with panoramic ocean and white water surf views.Keoniana Kai, located in the prestigious town of...
All the beauty and tranquility that Kauai has to offer starts with this lovely villa.
Whether you are looking for an adventure-filled visit to Kauai or a peaceful retreat to recharge your senses, this is the place for you! Situated only five miles from Lihue Airport sits this wonderful vacation get-away within the Kauai Beach Villas.This...
This townhouse is a 2 bedroom(s), 2 bathrooms, located in Koloa, HI.
Explore our airy and roomy Royal Palm unit, which is situated in the midst of verdant tropical landscaping and measures 1550 square feet in size. The pure white sands of Poipu Beach are within a five-minute stroll. Luxurious deep tub in the master bathroom, a...
2 BR Kihei Oceanfront Vacation Home - Sleeps 6
Welcome to our exquisite oceanfront home, where you can indulge in breathtaking, uninterrupted 180° views of the Pacific Ocean. This private sanctuary offers a truly unique experience, as you will have exclusive access to your own sandy entrance leading directly to the...
🌴Alii Villas #229 Absolute oceanfront getaway. Nicely upgraded and well equipped🌴
This is one of the most stunning oceanfront condos in Alii Villas. Totally upgraded and set up for your comfort. Sleeps 4 people comfortably in 2 queen beds, walk in showers in both bathrooms, high end appliances and fully equipped kitchen. Free Wifi and flat screen...
Spacious Cliffs Condo with Beach Gear & Ocean View
BEDROOMBedroom: King bed, dresser + closet, connecting bath, lanai w/seating for 2. Room darkening curtains, full length mirrors, mini-fridge, 55” smart TV.Our memory foam mattresses are medium firm with a 1.5" quilted top panel and multiple layers of memory foam,...
The Ishihara Home- Classic Quality!
TVNC-1317 TA-150-219-3664-01Recently refreshed and decorated, this executive style plantation home features fascinating exotic wood finishes with the feeling of home from days past. You will never tire of the expansive jaw dropping Waimea Valley and Ocean Views. Most of...
Hale Kaheka 6596, Oceanfront Private Home and Ohana with a Pool and A/C
Located along the iconic Ali'i Dr., this oceanfront home has privacy and world class amenities. Upon driving into the gate, you will be greeted with unobstructed ocean views. Take a ride down the slide into the pool. Or jump in the spa to relax from a long day of...
Rare Ground Floor Ocean Front, best at Maui Sunset
Ocean front! Ground Floor! B-122 is the closest 2 bedroom to the ocean. Best location and your living area is the 10 acres of manicured lawns and gardens just steps from the large "L" shaped swimming pool of Maui Sunset. Large private condominium apartment at the resort...
Newly renovated Oceanfront Condo! Incredible Sunsets, Endless Views
Hawaii Tax #172-837-0688-01Welcome to Sugar Beach #521. Your Hawaiian paradise -- and your home away from home.Your condo rests peacefully on the 5th floor of one of Maui's best resorts, Sugar Beach. From the spacious lanai (patio), you will gaze upon 4.5 miles of...
Ground-Floor Condo w/Shared Hot Tub, Pool, Gym, Central A/C, Free WiFi, Patio
Waikoloa Fairway Villas H3Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome home to this wonderful spot in the Fairway Villas. As you can see, this is an easy and convenient...
Turtle Bay unit 6, 2 bedrooms w/LOFT - Kuilima Estates
Wish You Were Here – Turtle Bay Condo | Stylish, Spacious + Steps to your next Adventure..Escape to Oahu’s legendary North Shore and stay in this beautifully updated 2-bedroom, 2-bath ground-floor condo at Turtle Bay Resort, with a bonus loft and room for the whole...
Pali Ke Kua 106, Fabulous view near a bluffs edge
Near the edge of a bluff overlooking the ocean, this special condominium is a favorite with many guests who return each year. Comments in the guest book reflect how much they enjoy vacationing here in their "home away from home" and some have even said that this end...
Beautiful Condo in Ko Olina next to beach
Furnished two bedroom, two bath condo on the ground floor. Located in Coconut Plantation in Ko Olina Resort. It's across the street from the famed Aulani hotel. Access to four lagoons, first class shopping and dining and world class golf. Condo situated behind gated...
Quiet, Licensed, Clean & Affordable Cottage Studio with Kitchenette
This charming, affordable, and clean little unit is one of the few free-standing units within the Paniolo Complex. It is situated in a quieter area, as it faces the Prince Golf Course rather than the street. Being a single-level unit, there are no neighbors above to...
Cliffs 6-306 with Extraordinary views of the ocean and lush foliage
From the moment you enter The Cliffs 6306 and see the breathtaking ocean front view, you will feel the stress melting away. Perched on a bluff above the beautiful Pacific Ocean, this spacious corner unit with 18-foot floor-to-ceiling windows and two lanais offers...
🏖️Close to Complex Amenities | Ground Floor | Nice Unit | vrKCV
vrKCV - Casa de Emdeko 109, Professionally Managed by Kona Coast VacationsWelcome to Casa De Emdeko 109 – Your Ideal Garden View Getaway for Couples or Families!Nestled on historic Ali'i Drive in Kailua-Kona, Casa De Emdeko offers a perfect combination of comfort and...
Hale Kamaole 271 Second floor condo, easy access to best beach on Maui!
This Maui condo rental, has two bedroom’s plus a sleeping loft featuring Ocean, garden, and pool views ! Master bedroom has king bed. Unit has flat screen TVs & Blue-ray players in both bedrooms, a large flat screen/Blu-ray player in living room area. This unit has 3...
Kai Nalu: Spacious Beachfront Home in Waimea
Kai Nalu, which means "Ocean Wave" in Hawaiian, is right on the beach in Waimea, between the river and the historic Waimea Pier. Located on the sunny West side of Kauai, this spacious home provides a perfect setting for your holiday in paradise. Enjoy spectacular ocean...
Kalama Terrace P-307 - a charming 3rd-floor walkup near Kam 1 Beach with AC!
Welcome to Kalama Terrace P-307, a charming one-bedroom condo located in the heart of sunny Kihei. A short walk from Kihei's stunning Kamaole I Beach, this tropical retreat is an amazing value – it's clean, beautifully decorated, and has AC, smart ROKU TVs for...
In the Heart of Kauai, Great Location, Steps from the Beach and Shops
We are proud to offer you a clean and modern condo in the heart of Kapaa! This lower unit in Village Manor has just been remodeled and is optimized for the comfort of a family or group of four (up to 4). It has 2 bedrooms that are furnished with a queen bed, the other...
Hale Kona Kai 405 - Find your Beach with Kona Beach Properties
Hale Kona Kai 405 is on the top floor. Flooring was updated in 2025 with engineered wood flooring. Central air conditioning keeps the unit cool and comfortable, especially on those extra warm nights. Updated wifi equipment and settings provide high speed wifi, a...
Beachfront + Oceanfront Molokai Condo
Invitation to ParadiseWelcome. Enter and experience the Aloha Spirit you have come to the Islands to experience. Come listen to the Pacific Ocean speak to you. Come feel the sea breeze delight your senses. Come taste the air of Hawaiiana. Our sanctuary at Kepuhi invites...
Koana Breeze-Breathtaking Sunset & Ocean Views, Hot Tub Living at its finest!
This spectacular 2500 square-foot plantation-style home is perched on a hillside with breathtaking ocean views of Keauhou and Kailua Bays. Enjoy year-round outside dining with fabulous views of gorgeous Kona sunsets on the lanai, and enjoy drinks in the hot tub. We call...
Royal Kahana 510, Direct Oceanfront 2B/2.5B, Spectacular Views, AC, Sleeps 6!
Indulge in luxury in this newly renovated condo, offering 1,287 sq ft of living space and breathtaking wrap-around lanais. Located in a premier beachfront spot between Kaanapali and Kapalua. The expansive living and dining area, seating up to six, showcases panoramic...
Ailana Hale: Charming Princeville Home w/ Mountain Views & Spacious Backyard
Ailana Hale: A Serene Retreat in Princeville, HIExperience the relaxed rhythm of North Shore living at Ailana Hale, a newly rejuvenated 3-bedroom, 3-bath vacation home in Princeville. Offering 2,900 square feet of indoor space and surrounded by lush tropical...
Hale He'e - Octocondo at Alii Drive
Welcome to Hale He’e, a perfect little slice of Hawaiian beauty. Enjoy the best of what Hawaii has to offer in our completely updated condo at Kona Makai - an oceanfront complex complete with tennis courts, pool, spa and exercise room.This rarely available 798 sqft, 2...
Clean Comfortable Condo that is Steps to the Beach, Affordable w/Free Parking
Our second-floor unit is spacious with vaulted ceilings and an air-condition unit in the living area. The condo is a one bedroom that is equipped with all you need to enjoy a relaxing vacation in a tropical setting. We have free Wi-Fi , 2 wall hung LCD TV's, a 60" LCD...
KKSR#183 DIRECT OCEANFRONT REMODELED TOWNHOME. RIGHT ON WATER!
Gorgeous Direct Oceanfront Remodeled Townhome, truly stunning! Townhome#183 is very special, featuring all one could want in their Vacation Rental. It has two bedrooms & two bathrooms and is configured to accommodate up to 6 guests with a King bed in the ocean-facing...
Emmalani Court #221 - offered by Na Pali Properties, Inc.
Emmalani Court is a 42-unit, two-level luxury condominium complex located on a bluff over the ocean in beautiful Princeville, on Kauai’s north shore. Unit 221 is at the quiet end of the complex - the closest two bedroom to the ocean - and offers nearly 1500 square...