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.
Steps to Maui's Charley Young Beach, Condo Apt #8
Make yourself at home in this lovely 1-bedroom Kihei retreat. This cozy condo offers a beautiful living room with a private lanai to enjoy the sunrise or sunset, free use of washers and dryers onsite, and AC to keep you cool. Stay connected with WiFi and enjoy the...
Maui Resort Rentals: Kaanapali Ali'i – 6 Total Bedrooms, Luxuriously Remodeled, Premiere Ocean AND West Maui Mountain Views!
This phenomenal six-bedroom offering brings together a 2BR suite with a premier ocean view in one of the best interior stacks at the entire resort and two luxurious neighboring 2BR partial ocean view suites. Together the three 7th-floor suites offer a combined 4600+ sq...
Ke Aloha Estate - North Shore Kauai Retreat with Pool, Spa, Gym, Pool Table & Pickleball
TVNC - 4267 - TA-105-498-4192-0124/7 On Island Contact - Kimmy, House of Dreams KauaiRates are based on 10 guests. There is an additional fee of $75 per night per person up to 14 guests. All reservations will require main guest to review and sign a rental agreement for...
Newly Renovated Second Floor North Shore Princeville CondonMaster Bedroom & Loft
This Air Conditioned, newly renovated, spacious 1 BdRm condo with Primary Bedroom and Full Bathroom plus Loft with half Bath is located in the Resort Community of Princeville. New Novaform Comfortgrande King Size Bed in the Primary Bedroom and Queen Size Bed with half...
Mellow Kuhio Village Studio | Private Lanai
Take advantage of the amazing location of this Kuhio Village studio, right in the heart of Waikiki. In addition to the full bath, quaint kitchenette/dining area for 2, and private lanai with outdoor furniture, this unit features a flatscreen tv, wifi/cable, and ac....
Waterfalls, Palm Trees, and Hanalei Bay, Short walk to beaches and resorts
Awaken to views of waterfalls, palm trees and Hanalei Bay while the scent of jasmine wafts through your window on an island breeze. 3 king bedrooms all with en-suite dual vanity master baths. 1200 sqft lanai with private access from each bedroom. Relax to the sound of...
NEW !!! DIRECT OCEANFRONT nSUNSETS and crashing waves!Newly remodeled! GORGEOUS
**Boutique Beachfront Condo in Kona - Top Floor Studio**Welcome to the only beachfront condo complex in Kona! Renovated 11/2023 This top-floor studio (3rd floor-no elevator) offers the perfect Hawaiian retreat, just steps from the iconic Magic Sands Beach. Enjoy...
Charming 1-bedroom condo in awesome Kuilima, Kahuku, Oahu
Beautiful, gated Hawaiian-style condo. Steps to tennis courts and pools! Walk to the beach to surf, snorkel, sun bathe or people watch.Need more space for a wedding party ? Family Reunion?Neighbor units also available! This Kahuku condo boasts 1 inviting bedroom with a...
Beachfront Paradise on Sugar Beach - Kihei Beach Resort #408
Look no further, beautifull custom upgrades throughout, oceanfront condo directly on Sugar Beach, the longest stretch of sand Maui has to offer and just steps from your door. Start your morning off relaxing on the lanai listening to the waves while embracing the...
Aloha Condos, Kanaloa at Kona, Condo 1901, Oceanfront, AC
Unit 1901 in Kanaloa at Kona is a beautiful two-bedroom, two bathroom, groundfloor oceanfront condo with a fully equipped kitchen, TV in three rooms, ceiling fans throughout and air conditioning. • Oceanfront Location• Sunset Views Year Round• Quiet, Residential...
Beachside Penthouse ❀ Royal Mauian 604
Experience No. 604 at Royal Mauian, a comfy top-floor, air-conditioned beachfront sanctuary with breathtaking views. Nestled between two white sand beaches, enjoy the best of both worlds: dive into vibrant beach life or relax watching the ocean theater from your private...
2 Bedroom Condo-Princeville, Kauai-Family Friendly!
Perched above the sparkling waters of Hanalei Bay, this resort offers families a front-row seat to some of Princeville’s most awe-inspiring natural beauty—from the dramatic Na Pali Cliffs and iconic Bali Hai Mountain to cascading waterfalls, golden beaches, and palm...
Kamaole Sands 10-403 - Stunning Renovation - Penthouse Level - Split AC - Look!
Ocean and mountain views from this penthouse level two-bedroom, two-bath 1188 square foot condo in the highly desired building 10. Kamaole Sands 10-403 sits across the street from Kamaole III Beach Park in South Kihei, Maui. Enjoy the view from your large 166 SF lanai;...
2 Mi to Hawaii Volcanoes Nat'l Park: Tranquil Home
Furnished Gazebo | BBQ Ready | Near Hiking & GolfingDiscover breathtaking natural beauty with this Volcano vacation rental as your launching pad! Boasting peaceful surroundings and convenient proximity to Hawaii Volcanoes National Park, this 3-bedroom, 2-bath home makes...
Whaler at Kaanapali Beach Studio #164
Upgraded and Renovated Studio Garden View condo at the Whaler on Ka'anapali Beach. This spacious studio can sleep up to three people. There is a King bed and a Queen-size sofa bed. Located on the ground floor and a short walk to the beach. There is a 48-inch TV in the...
Ocean View Hanalei Bluff House With Pool
Discover Hanalei Bluff House located in Princeville overlooking the beautiful Hanalei Bay. This stunning newly constructed 3 bedroom 3.5 bath open concept house offers a salt water pool and the best of cool style and modern tropical living. Hanalei Bay, ocean, mountain,...
BEACHFRONT Luxe. Swim with turtles! private gated 4 bed/3 bath garage central AC
This property is offered as a monthly rental, although full-month occupancy is not required, "Contact Host" to see if your dates are available.TURTLE POINT BEACH HOUSEWelcome to your secluded paradise! Our backyard has a sea wall in which you can step down onto the sand...
🏖️Ocean & Mountain Views | 2BR with Loft, 4 Beds | Relax in Luxury | vrKCV
vrKCV - Golf Villas at Mauna Lani H22, Professionally Managed by Kona Coast VacationsWelcome to your tranquil retreat at Mauna Lani's Golf Villas, perfectly situated along the ocean-facing side of the prestigious South championship golf course. This immaculate condo...
Breathtaking views of Kaanapali Beach, Black Rock and the island of Molokai.
Beautiful views of the world famous Kaanapali Beach and Black Rock from this 1 bedroom, 2 bath condominium. Sleeps 4. Seasonal watching of humpback whales, spectacular sunsets or enjoy your morning coffee or breakfast on your large lanai while the beach and blue ocean...
Hyatt Residence Club Ka'anapali Beach Resort - 2bd/2ba Ocean View
Available from Saturday, Jul. 5, 2025 (4pm check-in) to Saturday, Jul. 12, 2025 (10am checkout).Minimum 6 nights from Jul. 5, 2025Luxury fully-furnished, 2 bedroom 2 bathroom oceanfront unit in top tier Hyatt Residence Club located inside world class Hyatt Maui...
Sweeping Views - Spacious 3 Bds!
“Ho'ohano” is a Hawaiian word that can be used to describe something pleasing or enjoyable, and believe us when we say that it’s the perfect word for this stunning 3-bedroom on Hawaii’s Big Island! Located in the desirable Waikoloa Village, fine dining and...
Oceanside -Walk to Beach- Modern & Serene- 2BD, 2BA- Kihei Alii Kai-Full Remodel
PROPERTY SUMMARY:Serene and modern, this spacious 2 bedroom - 2 bath fully remodeled condo is conveniently located steps from an amazing selection of casual restaurants, fine dining, shopping and beach rentals, and all this directly across the street from both Kamaole...
Lio Ka Hale (The Horse House) - Kamuela, Hawaii - spectaular views of Mauna Kea
This destination home is in the seat of horse country in the beautiful town of Kamuela/Waimea. This A-frame challet home has spectacular views of Mauna Kea and the verdant green, rolling hills of paniolo (hawaiian cowboy) country. Cozy up to the wood burning stove on...
Kona Bali Kai 232 - Studio Condo with Beach Access
This studio condo offers the perfect getaway for two (or for solo travelers!) The space is equipped with everything you need for a comfy vacation, including a king bed, fully-stocked kitchen, and a dining space. You’ll also be right across the street from the ocean...
Keauhou Punahele | Condo in Kailua-Kona
Keauhou PunaheleOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This dreamy island condo is waiting to welcome you to a true slice of paradise. Wake each morning to the sounds of...
Book your Beach vacation, and stay at beautiful oceanview Kamaole Sands 2-206
Kamaole Sands 2-206 is set back from the road, making it quiet and private with a spacious open feel. It comfortably sleeps up to four guests. This spacious condo is 818 square feet, with beautiful tile plank flooring throughout. Unlike most owners at the Kamaole Sands,...
Kolea 1E - 3 Bedroom Oceanview Vacation Rental
Kolea 1E is located in the luxurious community of Kolea in Waikoloa Beach Resort. Its location within the complex gives you the easiest access to the Hilton Waikoloa, which guests of Waikoloa Vacation Rentals have access to. As you enter into the villa off of your...
1206 The Palms-Wailea. Owner Direct. Car available. The reviews say it all
Hyundai Santa Fe with room for five is made available to guests through Turo for $40-$60 a day. If you are interested, let us know.DIRECT TO ROOM CHECK-IN: At 1206 The Palms, you go directly to your private condo without ever needing to check in. The same is true upon...
❤️PiH❤️ MAUNA KEA BEACH ESCAPE ★ Ohana Suite ★ Pool & Spa
Brought to you by Paradise in Hawaii Luxury HomesWelcome to Mauna Kea Beach Escape, a brand new exquisite 4 bedroom, 4 1/2 bath home located in Hapuna Estates within the Mauna Kea Resort. Prepare to embark on a truly remarkable escape where luxury, comfort, and natural...
Exceeding Expectations at Hale Aloha Kaloli~Air Conditioning Throughout the Home
Modern furnishings and recently updated with Air Conditioners in every room!! New Kitchen appliances makes meal prep a breeze. Private home is conveniently located 30 minutes from Hilo, 40 minutes from the newest beach in the world, and less than 50 minutes away from...
Romantic, Private Cottage Nestled Away in Volcano
This is a private cottage located in one of the prettiest parts of Volcano Village. This one bedroom cottage is perfect for honeymooners, a special anniversary, or as a writer or artist's retreat.Enjoy natural beauty and incredible privacy. Step out the front door and...
Luxury Gem at Kauai Beach Resort and Spa KBR 3122 - TWO QUEEN BEDS!
Enjoy a delightful beach vacation at Kauai Beach Resort and Spa, a full-service oceanfront resort situated on 25 lush acres along Kauai’s longest strolling beach. This is a privately owned, immaculate ground floor unit steps from the ocean and 4 salt water pools. The...
Maui Banyan F-103 Stunning 2 Bedroom Condo With AC
**Please note: This is a ground floor unit, although there are stairs down from the parking lot and another set of stairs down to the ground floor hallway. Everything in the unit has been upgraded! Floors, newly built walk-in showers in both bathrooms, new bathroom...
Honu Kai Villas 2 by Destination Kauai - A/C, Ocean Views, Stunning Sunsets
E Komo Mai, Welcome to Honu Kai Villas IIJust steps from the Pacific coastline, this multi-level updated villa boasts beautiful ocean views and stunning sunsets on Kauai's south shore. Morning strolls to watch the sea turtles and spinner dolphins are a must! Snorkel at...
Renee's Poipu Paradise! Oceanfront Views & A/C!
SPECTACULAR Oceanfront Views and A/C! Enjoy the sunrise, turtles and whales in season directly off your private lanai! Kauai's best snorkeling? A 5 minute walk to Lawai Beach. Kid-friendly beach? "Baby Beach" a 5 minute walk the other way. Surfing? 30 feet to the water...
Top floor oceanfront 2 bedroom condo, with expansive views
Welcome to Hale Mahina A406, aka "The Fish Condo". This top floor oceanfront 2 bedroom, 2 bath condo boasts stunning views from your private lanai, living room, & even the kitchen. With your Maui memories in mind this condo has everything needed to feel right at home....
Lovely 2 Bedroom Cottage Near Brenneckes Beach! Best Location in Poipu!
Beachfront Paradise Across from Brennecke’s Beach – Hot Tub, Ocean Views, EV Charger!Enjoy your dream Kauai escape at this beautiful two-bedroom beachfront home directly across from Brennecke’s Beach and Poipu Beach Park—famous for boogie boarding, body surfing,...
Kamaole Sands 4-411 - Modern, Ocean View, Split AC, Pool, Walk to Beach & Dining
Discover the ultimate getaway at Kamaole Sands 4-411, a stunning ocean-view condo nestled in the heart of South Kihei, Maui. This luxurious 2-bedroom, 2-bathroom retreat offers a perfect blend of comfort and style, accommodating up to 6 guests, making it ideal for...
Chic & Upscale Waikiki Beach Ocean View w/ 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...
Maui Paradise – BEACH FRONT condo w/AC, Stunning Ocean & Sunset Views!!
Breathe in the ocean, unwind and enjoy the spectacular ocean view right from your private Lanai! DON’T SETTLE FOR LESS THAN a gorgeous direct oceanfront view to fulfill your dream vacation in a beautiful paradise, MAUI.For any of your questions or concerns regarding...
NEW LISTING: Newly furnished with lovely decor. Experience our tropical paradise
NEW LISTING: Welcome to Kealohilani, our heavenly home by the sea and your ground floor tropical escape. Nestled a few steps from lush gardens and pristine pools, and a stone's throw from the island's most famous beaches, this getaway is a dream come true for those...
Charming Dolphin Suite with AC in delightful Kailua
Consider this studio your home away from home while you visit Kailua. We hope you enjoy what our place and Kailua has to offer.NOTE: Temporary construction site is nearby so price has been reduced. Details provided upon booking request so you can make a decision if this...
Pacific Shores 2-Bdrm across from Charley Young Beach!
This enjoyable condo in Kihei offers a relaxing escape for guests. The kitchen was recently remodeled and the unit has tile throughout, washer/dryer in unit, air conditioning in the living room and ceiling fans in each room. With 2 bedrooms featuring a king and queen...
Relaxing Ocean View Vacation Paradise! 5 star Reviews!
Our townhome features an open concept greatroom, fully-equipped gourmet kitchen with new amenities, 3 bedrooms (2 with kingsize beds). Great for families! Enjoy stunning ocean and mountain views while you relax in the most spacious floor plan at Hali’i Kai.Everything...
Wailea Grand Champions | 71
Wailea Grand Champions 71 is a beautifully updated ground-floor vacation rental that offers both fairway and ocean views from the living room and private lanai. This spacious two-bedroom, two-bath condo comfortably accommodates up to six guests, providing ample room for...
Beautiful Top Floor Waikiki Studio! Walk to Beach!
Summary:Experience the best of both worlds with this beautifully appointed 18th-floor studio in the serene Ilikai Marina, an oceanfront building on the quieter side of Waikiki. Just a short stroll to the soft sands of Waikiki Beach, you can soak up the sun, feel the...
Luxury Condo at the Hapuna Beach Residences at the Mauna Kea Resort - C45
Stylish, island-modern residence housed within the renowned Mauna Kea Resort area overlooking the beautiful Hapuna Beach. Just steps to the ocean as well as amenities to allow for easy access to play, dine, unwind, and connect. Available access to both the Mauna Kea...
Spectacular Ocean View 2BR Unit at Kiahuna Plantation
The spirit of aloha lives in our tropical two-bedroom, ocean view condominium, and it awaits your arrival! Situated on a small rise, the view of the ocean is as delightful as the trade winds that greet you when you slide open the plantation shutters. Our unit - #74, in...
Golf Course Front - Upgraded - Kulalani Mauna Lani
Welcome to Kulalani 1004, where comfort meets modern charm in this newly remodeled 2-bedroom, 2.5-bathroom townhouse-style condo. Situated within a private gated community, this unit offers a delightful golf course view, making it the perfect retreat for those seeking a...
Island Oceanfront Getaway
Summary:Relax with the whole family at this peaceful home. Our newly renovated oceanfront property is the perfect island getaway. With ocean and mountain views from your doorstep yet just minutes from the best local food and famous attractions you will enjoy the perfect...