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.
Beach House with bay view 1B/1BA Local-style Romantic bungalow on Hanalei Bay
Our Beach Home here next to Hanalei Bay can be yours! Walk out your front door and across the grass to the sand and sea.Hanalei Moon Beach Cottage is named after the famous Hawaiian song "Hanalei Moon," which extols the extreme beauty and romance of the Hanalei Valley...
Alihi Lani #1 Air Conditioned and Ocean Front Luxury Living at it's Finest.
You will love the expansive and breath taking Ocean View, and the luxurious air conditioned home. Alihi Lani is a private boutique condo community. The home is ground floor, and a corner unit. This spacious condo with two master suites and endless ocean views will...
#162 Ground Floor Peak Ocean View New Stearns & Foster CA King Bed
This is one of the best locations at Hale Kamaole, ground floor walk out to the pools, tennis court, bbq's and of course the Beach!! You will be right at the beach, there is super boogie boarding, great sunsets, & lots of beach walking! Hale Kamaole is a beautifully...
Fairway Villas Waikoloa O21 - Tropical Villa, Close to Beach and Shops!!
Designer furnishings, tropical artwork, luxurious linens and toiletries! Outstanding accommodations await you. Conveniently located parking to condo and elevator. Well-appointed, spacious master bedroom features a comfy Cal-king size bed, with en-suite. Deep soaker bath...
🏖️Ocean View Corner Unit | AC | vrKCV
vrKCV - Kona Riviera Villas 206, Professionally Managed by Kona Coast VacationsOceanfront Condo with Breathtaking Sunset ViewsWelcome to your perfect oceanfront getaway! This top-floor, corner unit offers unparalleled privacy and sweeping views of the ocean, all while...
Ground floor, ocean view, remodeled Hale Kamaole
Remodeled, ocean view, ground floor 1 bedroom, 1 bathroom condo at Hale Kamaole. The location is perfect here just steps away from the pool or cross the street and end up at Kamaole III beach park, a local and tourist favorite for sunsets, picnics, swimming, and...
Darling, Private Cottage Near Hawaii Volcanoes Nat'l Park
Volcano Kahaualea Cottage, a perfect place to explore the East Side of the Big Island, from the village of Volcano, Hawaii. Retreat from the world in privacy on 3 acres of lush forest. The cottage, constructed in 1982 and completely renovated in 2018 was artfully built...
Gorgeous Oceanfront Year-Round Sunset Views from Lanai and Master Bedroom!
This spectacular third floor direct oceanfront unit features breathtaking views of the islands of Lanai and Molokai from your lanai, living room, kitchen and master bedroom. Our two-bedroom condo, in the highly desirable Papakea 'L' Building, is just steps from the...
KB503-1 Bedroom/1bath Charming Oceanfront Condo on Beautiful Sugar Beach
Comfortable, remodeled and charming home away from home. Beachfront property on Sugar Beach. Enjoy the huge ocean views and Maui's colorful sunsets from your spacious private lanai. This condo has a large living room with great views of the Pacific Ocean and the islands...
14FL 3 Bedroom 2 Bath + Free Parking + Partial Ocean View, 2 min from the beach
Legal vacation rental at a fabulous location by [SUPER HOST]! This renovated 930 sq ft, 3 bedroom 2 bath with 2 balcony home is across from ‘Alohilani Resort, Steps away from the Waikiki Strip (Kalakaua Ave) and Waikiki beach! There are endless shopping, dinning, and...
The Perfect Getaway
This perfectly located condo is in the heart of Kahana, is just a short walk to a sandy beach and 5 min drive to Napili Beach. Many of the favorite shops and restaurants are located within 5 minuets of our new remodeled condo. From the spacious living room to the lanai,...
Perfectly located between the beaches & Kona town, just 10 min from airport. nn
Prefect location for your home away from home. Equal driving distance to the prime beaches and shopping / dining. Quick straight shot to the KOA airport for ease of travel. Family friendly with ample room and large well appointed kitchen. sleeps 8 1 king bedroom, one...
Beachfront Location with GREAT View! Washer/Dryer, Washlet, A/C, Wi-Fi!
Waikiki Shore #1412 – 2161 Kalia Rd.Waikiki Shore is the only condo in Waikiki where you can step right from the building onto the sand of world famous Waikiki Beach! This premier beachfront condo is a FAVORITE with repeat guests! With 706 sqft plus the large 124-sqft...
April 2025 ONLY 109/nt ! Reserve SOON! EXCELLENT REVIEWS! Close to the beach
Welcome to Unit #104! This remodeled condo offers the perfect blend of comfort and convenience. It features a brand-new Italian Queen sofa sleeper and new King mattress in the master with luxury linens/pillows Both the living room and bedroom have window A/C units to...
Beautiful Oceanfront Corner Unit
#240 is one of the top 1 bedroom, end unit, rental condominiums at Sugar Beach Resort, which is one of the top resort designations on Maui. Consider staying with us for the following reasons:1) Oceanfront property - Spectacular views down the southern beach coast, all...
Remodeled Family-Size Condo with Fantastic View of the Ocean and Pool
Break away to surf, sand and fun on your next family vacation. Enjoy it all when you stay at oceanfront Makahuena Resort. Our fully remodeled three-bedroom Poipu condo here (Makahuena 2309) has a fantastic view of the ocean and pool. The layout is ideal for up to 8...
Oceanfront Gem, Top Floor Views & Gorgeous Sunsets, KING Bed, FULL AC, DUAL Bath Sink, FAST WiFi
Hawaii Tax ID: TA-026-430-5152-01TMK: 390080030057The ocean at your doorstep.Every comfort at your fingertips.This is life as it should be… waking up to the sound of the ocean waves and topping off your day with a picture-perfect sunset on your...
Resort-like, Beach-side Kailua Lanikai, Pool, AC, WiFi, Kayaks, 50% DISCOUNTS
The property marker shows the property location incorrectly. This property is a 2 1/2 to 3 min walk from the sandy beach of Lanikai.Walk through the entry gate, and find yourself in the middle of your own personal "resort". A lush tropical yard greets you as you walk to...
Beautiful Ocean Front Condo - unit A-314
Maui Sunset is the perfect vacation home. The large 112 square foot private lanai, overlooks the beautiful gardens, pool and ocean. It is perfect for watching whales in the morning or sunsets in the evening. Located on 6.5 acres of oceanfront property makes Maui Sunset...
Waikoloa Beach Villas G2-Luxury top of the line vacation home, Fairway Views!
Luxurious top of the line Hawaii vacation condo! Away from it all, yet central to everything at the Waikoloa Beach Resort – located on the sunny Kohala Coast of the Big Island. This secluded unit is just 20 minutes north of the Kona International Airport and overlooks...
Maui Resort Rentals: Honua Kai Konea 412 - Rare 1BR + Den w/ Spacious Floor Plan, Lush West Maui Mountain Views
Konea 412 is a luxurious one-bedroom PLUS den mountain view suite offering fantastic views of the West Maui Mountains. Suite 412 affords a perfect opportunity to gather, reconnect, and celebrate. The suite can accommodate up to six guests in one king-sized bed, one...
Awesome Ocean View! Lovely! Highly Upgraded! King Bed
Start your day with koi pond views and end it whale watching from your lanai. This upgraded third-floor Papakea unit offers tropical charm and modern comforts—Bosch appliances, blackout shades, granite counters—just steps from top beaches, poke, and food...
Princeville Home with Magnificent Mountain Views!
Spacious family home with gorgeous mountain views that sleeps 8 people.This large comfortable home is located in a quiet part of the upscale community of Princeville, on the North Shore of Kaua'i.Within walking distance to beautiful Pu'o Poa beach on the world famous...
Includes Hilton Waikoloa Pool Pass thru June 2025. Waikoloa Beach Villas B23
**Complimentary Late Check Out up to 7:00pm for stays of 5 nights or more between October 1-December 19, 2025 (stay must be complete by December 19th) based on availability at the time of booking. Please message us to inquire about the availability of late checkout on...
Newly Renovated Condo steps away from Kamaole II Beach
Our beautifully renovated condo has a fully equipped kitchen, new Stearns & Foster queen size bed, a queen sofa couch, smart TV, wireless internet, new bathroom with step in shower and a soothing plank floor. Beach towels and beach chairs are also provided. We are steps...
Breathtaking Oceanfront Location, Gorgeous Views, Stroll to Hamoa Beach, Hot Tub
Maui County Permit #STHA 2016/0005This grand Oceanfront, 'Beach House' will surely make your vacation dreams come true in beautiful Hana, Maui. Situated in Hamoa Village a few miles south of Hana, Maui, our Oceanfront Vacation Rental Home overlooks the rugged shoreline...
Adventure awaits, relaxing begins! Tropical dreams come true in my Fairway Villa
My Fairway villa is a luxury dream vacation come true. Surrounded by world-class golf courses it is a golfers delight. Beautiful beaches are a short walk or drive away. Beach chairs and towels are all waiting for you. All you need to bring is your bathing suit. If you...
Napili Shores G-155 - Summer Specials - Free Activities
Napili Shores Resort is located on the south end of the gorgeous sandy beach of Napili Bay. A one-of-a-kind unit, this ground floor, non-smoking, ocean view G building studio is the ideal location for a peaceful Maui vacation. You will enjoy the sounds of the surf in...
Beautifully renovated luxury condo steps from the sand on premier Kihei beach!
Completely refurbished Building 9 1 bedroom, 1.5 bathroom condo across street from ocean on the best beach in Kihei. Beautiful partial ocean and Mt Haleakala views from the lanai. Pool and BBQ areas are a short walk away, Condo is loaded with the following...
(4323) 1 Br Hanalei Bay Resort, Ocean view and Plenty of Amenities
Welcome to Hanalei Bay Resort unit 4323, a bright and beautiful top floor unit with sweeping views of Hanalei Bay and the surrounding Bali Hai Mountains. This beautiful unit has 1 bedroom and a loft space. The main bedroom boasts stunning ocean views and a King size bed...
KBM Resorts | FREE CAR | Honua Kai Konea | 2-Bedroom Condo with Large Floorplan, Recently Updated! HKK-926
Luxurious 2-bedroom villa on the 9th floor of Konea Tower with sweeping mountain views, expansive lanai, elegant interiors, and top-tier entertainment-perfect for a stylish and serene Maui escape.** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii...
Comfortable condo near shopping/dining, near beaches, shared hot tub & pool
Kona Bali Kai #374Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Treat your friends to a sunny Hawaiian getaway at this comfortable condo near the heart of Kona! It's been...
KKSR#2303 OCEANFRONT, TOP FLOOR, OCEAN VIEWS, SLEEPS 8, 3 BED/2 BATH WITH AC!
Welcome to Ocean Breeze! Knutson & Associates Property Management is thrilled to offer Unit 2-303, a magnificent, updated top floor oceanfront unit centrally located in the Keauhou Kona Surf and Racquet Club. This luxurious 3-bedroom condo features vaulted ceilings and...
Gorgeous Ocean Views, Full Kitchen, Steps to Beach!
Waikiki Shore #1205 – 2161 Kalia Rd.Enjoy endless ocean and sunset views from your own private lanai! Come and stay in this high floor air-conditioned, ocean-view studio (347-sqft interior plus 61-sqft lanai) at Waikiki Shore, the only beach front condominium building...
Royal Palm Cottage/5 mins from beach/Akaka Falls/Private Lanai
Situated on an 8.5 acre exotic fruit farm along the Hamakua Coast, Royal Palm Cottage will provide you real feeling of Hawaii country living. A view of Mauna Kea greets you as you drive up Chin Chuck Road, known for the well manicured, 10 acre farm lots. As you enter...
Now book Maui's Best Beach, Golfing & views in calm Kaanapali waters with A/C
El Dorado Resort K-113 is a fantastic renovated vacation destination. Come and enjoy the warm ocean & beach in Kaanapali, named one of the World's Best Beaches, and what Maui has to offer. Best uncrowded clean golden sandy beaches, snorkeling with the marine life in our...
Ideal home away with pool, ocean views, & fast WiFi
Mahina Surf 103Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Treat yourself to the good life here in Lahaina and make yourself at home in this island getaway perfect for a small...
Makahuena 10 minute Walk to Poipu Beach
Private, below ground level lanai allows for relaxation on comfortable furnishings. The condominium complex is oceanfront on a rocky coastline. Our premium upgraded unit will fit your party's needs with many fine upgrades and amenities. Two bedrooms and 2 full baths add...
Peek-a-boo Ocean View,1bd1bath AC Condo, closer to downtown Kailua village
Kona Shores#118 is a spectacular ground floor condo at an Oceanfront Condominium Complex. Kona Shores is just a mile to all restaurants, cafes and shopping within Kailua Village. From the oceanfront Pool and BBQ Area you will be able to enjoy the famous Kona Sunsets, as...
Royal Mauian 309 - Direct Ocean Front, Renovated, Seconds to the Beach, Split AC
A unit renovation will take place in unit 310, next door to this unit, beginning April 7th through September 15th. Please expect noise as well as the potential for dust and debris during work hours. ------------------------------------------Royal Mauian 309 is a newly...
Poipu Kai B111: Lovely Gardenview Villa w/Shared Pool, Spa & AC, Near Beaches
Please be aware that exterior painting on Building B at The Villas will take place from October 6, 2025, to November 10, 2025. Work will occur Monday through Friday, excluding Poipu Kai-observed holidays, and may involve limited activity on lanais. The project includes...
Aloha Condos, Kanaloa at Kona, Condo 2906, Oceanfront, AC
Kanaloa at Kona 2906 is a luxury 1600 square foot oceanfront condo that is built on an ancient lava flow from the Hualalai shield volcano that last erupted over 200 years ago. It has a spectacular west-southwest ocean front facing view. There are 2 full master...
Luxury Beachfront Remodel ★ 180° Views ★ Epic Sunsets at Luana Kai D203
Luana Kai D203 by KNOWLES MAUILuana Kai D203 is a sophisticated 2 bedroom, 2 bath resort condo that sleeps up to four guests in a prime oceanfront location. Enjoy 1,150 square feet of luxury living space. Take in the spectacular panoramic ocean and outer island vistas...
Maui Resort Rentals: Wailea Elua 2204 − Luxuriously Remodeled 2BR w/ Stunning Ocean Views, New Listing!
Boasting stunning panoramic views of the Pacific Ocean that extend deep into the home's living, kitchen, and dining areas, Wailea Elua 2204 is a luxuriously renovated second-floor villa featuring some of the most spectacular vistas South Maui has to offer. Watch...
Beachfront Resort Gorgeous 2Bd2Ba Oceanview
"Endless Aloha Awaits - Last-Minute Savings on Maui Vacation Rentals. Book Now!".Oceanfront condo on the third floor with beautiful ocean views! Gorgeous upgraded property. Quiet home listen to the sounds of the seaWelcome to our condo at Kanai A Nalu resort, your...
Step to beach New Quiet Kiahuna Plantation Remodeled 2 bedroom condo with A/C
Kiahuna plantation unit 222 in Building 35.You are very short walk away from a beach, actually 200 steps.On first floor. Poipu beach is very near.Welcome to Kiahuna Plantation on the sunny south shore of Kauai! This newly remodeled 2 bedroom 2 bathroom Kiahuna...
nGreat 1 bedroom with custom murphy bed in LR room, 61 reviews! HOTEL ZONED
Desirable Ground Floor Unit We highly recommend travelers insurance. You never know what can happen and need to cancel!Please send message to owner before entering your credit card, to be sure the unit is available. The Whaler Resort has two 12-story condominium towers...
ENJOY RESORT LIVING 2 Beds/2 Baths Ocean Views
This privately owned unit offers extra amenities you won’t find elsewhere, including a fully equipped kitchen stocked with spices, coffee, teas, cooking oils, and more.The spacious 2 bedroom / 2 bath apartment is located at the oceanfront Royal Sea Cliff Resort on the...
Shores of Maui 121 | Upgraded Condo, Pool + Lanai!
The very best of Hawaii awaits when you vacation at Shores of Maui 121. This ground floor one bedroom/one bath unit has tile floors throughout and is outfitted with lovely island-style furnishings, including a queen bed and quality sleeper sofa that comfortably allow...
BEAUTIFUL*Partial Ocean View by TOP Swimming Beach
Relax on the king bed in the master bedroom after a long day of snorkeling, hiking or sunbathing on the beach. Ceiling fans keep you cool at night and the TVs in the bedroom and living room keep you entertained after the sun goes down. This bedroom is roomy and...