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.
Oceanfront Kona Beach House
Very rare spot, one of the few single house by Alii dr. and just on the water.Drift away to paradise in this amazing 2-bedroom, 2-bath Kailua-Kona oceanfront home. The endless ocean views will keep you coming back year after year. Begin each day with a cup of Kona...
Pet Friendly Guesthouse + Parking
LOCATION:Our Property Is Within Walking Distance To Ala Wai Canal Walking Trail, Waikiki Beach/Waikiki International Marketplace, Diamond Head Hiking Trail, Safeway Grocery Store, Restaurants, Starbucks, Jamba Juice, Honolulu Zoo, Close to Kapiolani Community College,...
Aloha Chic Penthouse Vistas
Summary:Bright, modern, and spacious. Completely remodeled in September 2021. Thoughtfully designed to elevate your Maui experience. This one-bedroom, one-bathroom condo features luxurious touches throughout paired with beautiful ocean views. Located in sunny Kihei, all...
Spectacular Ocean View Front Row 2 Bedroom Condo! H-209
Aloha, we would like to welcome you to a beautiful ocean front condo designed by Peter Rusnak. Hawaiian decor with island style furnishings throughout the unit. You will experience Hawaii while relaxing in a luxury 2 bedroom condo. H209 is a quiet condo located in the...
Discounted! Partial ocean view condo with pool & just steps to beach.
WOW- discounted rates on the beach in N Kihei!! Stay with us while they continue the repair efforts on the far end of the building & some of the beachfront from the Feb 2025 storm. Easy beach access is still available, giving our guests access to 5 miles of beach right...
Kauai Vacation Rental - Kuhio Shores 319–Oceanfront, Sunset Views, A/C!
Enjoy spectacular ocean views in one of Koloa’s most sought-after oceanfront condominiums. This south and west facing 2-bedroom, 2-bath corner condo has a unique view of Kauai's unsurpassed sunsets. Floor to ceiling windows, an elevated position on the third floor and...
#37 - Stunning Unit with Ocean View
This condo sits OCEANFRONT on the Sea Mountain Resort at Punalu'u Black Sand Beach. It is a spacious one-bedroom unit, fully furnished with laminate and ceramic tile floors throughout. The uniqueness of this Polynesian style condo with a modern flair is that it is a...
Wonderful luxury resort townhome, on golf course, near pool ~ Olu'Olu (MLF905)
Summary:Mauna Lani Fairway Luxury Town HomeSwim, Golf, Relax, Rejuvenate, Walk, Run, Snorkel, DiveThis vacation rental accommodates 6 persons.The Space:This unit has a private, direct, open-air entrance minimizing your contact with others. There is only ONE parking...
Kaanapali Alii | 373
Welcome to Kaanapali Alii 373, your ideal luxury vacation rental in the heart of Maui's Kaanapali Beach. This stunning 1,723 sq. ft. ocean view condo, situated on the seventh floor, offers breathtaking views of the Pacific Ocean and the islands of Lanai and Molokai....
Coastal Chic Condo with Ocean View & Full Kitchen
Step into a bright and airy beautiful condo, where modern elegance meets coastal charm. Expansive windows invite natural light to flood the open living space, offering breathtaking views of the marina and the sparkling Pacific Ocean. From your private balcony, enjoy the...
Beautifully renovated studio, shared pool and bbq, walk to beach
Prince Kuhio # 234Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to your luxurious island retreat in the heart of Poipu, Kauai! This beautifully renovated studio condo...
Gorgeous Napili Shores studio A/C
Come relax is this updated ground-floor studio located on famous Napili Bay (6 minute walk to beach!) Comfy, king-sized bed and twin sofa sleeper, full kitchen (all new appliances) with everything you need (fully stocked- even spices & oils!) Very close outdoor BBQ area...
★Jump Start The Road to Hana at Ocean Lookout! Private Hot Tub+Pool Access + AC
Escape to Ocean Lookout, a stunning private home located on Maui's dramatic North Shore, and discover the real Maui while jumpstarting your journey to the Road to Hana. With its breathtaking whitewater ocean, cliff, and Haleakala summit views, Ocean Lookout is the...
Beach Front 180 Degree View Of The Ocean - Gorgeous
Serene beachfront estate located in a quiet cul-de-sac on the beautiful North Shore of Oahu. Three bedrooms, two bathrooms inside main home and one half bath and shower outdoors. Kitchen is modern and kitchen table looks out onto a breathtaking view, as does the living...
Unobstructed view of Molokai from our Lanai. Watch the Whales!
Recently remodeled and continuously updated two bedroom condo located on the second level with no one above you! Master bedroom with ensuite bathroom is on the main level. It is a peaceful bedroom with a king size bed, ample closet space and a flat screen televison. The...
Elegant & Peaceful, Minutes Away From The Beach & Airport!
Tucked away in a friendly family neighborhood, this island jewel will provide you with a relaxing place to come home to after a satisfying day of Big Island adventures. Key Features Include:* 1,600 ft. elevation - while the coastline radiates the warmth of the day, you...
Perfect Hanlei Location! Walk to beach/town. Newly Remodeled w/AC TVNCU-4237
This newly remodeled beach house is very comfortable and in a great location. It's a couple minute walk to the beach or town. The house revolves around a great room of kitchen, living room and dining room. It's ideal for eating, drinking and hanging out after a day at...
Sans Souci 1106 - A Studio above the Beach
You'll find bicycles, golfing, and more on site at this smoke-free apartment. Waikiki Beach and Kaimana Beach are just a short walk away, so leave your car at the property, which offers covered onsite parking. After you return, unwind on the balcony and enjoy the...
Luxury Oceanfront Mahana Kaanapali. WHALE WATCH FROM LIVING ROOM SWIVEL CHAIRS!
"We literally watched the whales and turtles from the living room chairs. We have stayed all over Maui over the past 20 years and this was by far the most enchanting" -Anna 2025"Our selection was based on the closeness to the water, views from the bedroom and living...
Lae Nani 535 - Spectacular Beach Front - Quiet and Private with Bedroom AC & WD
Welcome to our beach front home on the Island of Kauai! Lae Nani is a beautiful resort located on the east side of Kauai, just south of Kapaa. Our location gives you easy access to the North Shore (Napali Coast) and South Shore (Poipu, Waimea Canyon) and there are lots...
Exclusive area. SW Infinity Pool, Putting Green, Private yard, Ocean Views
The Villa itself is absolutely gorgeous with everything one could possibly ask for in luxury and amenities. Twice featured in West Hawaii Today for its outstanding qualities, you will find your own private sanctuary, Collessie by the Sea, nestled in an exclusive...
Honu Hale Waikiki: 2BDR Spacious Panoramic View
Experience a unique Hawaiian getaway in our 2BD/2BA spacious condo in the heart of Honolulu. Enjoy stunning panoramic city and ocean views through floor-to-ceiling windows and relax on two private lanais. With ensuite bathrooms, a fully-equipped kitchen, and modern...
Wailea Beach Villas PH307 - 2 Bedroom Ocean View Penthouse
In Wailea Beach Villas PH307 you can immerse yourself in luxe tropical comforts blended with blue ocean views. This delightful Maui ocean view vacation residence will cultivate long lasting memories and leave you feeling rejuvenated upon departure. Centrally located on...
Kona Reef Condo Oceanfront Top Floor A/C In Town Ocean and Pool View
Perfect location, you will love the ocean & pool view from this beautiful top floor condo. Right next to Honl's beach. A short walk to restaurants and stores, enjoy all that Kona town has to offer! This 1 bedroom condo has AC in bedroom and living room, dishwasher,...
PREMIERE location of Napili, with 116 EXCEPTIONAL REVIEWS!
Aloha, enjoy stunning scenery and serenity at our home on the 'Point Oceanfront' at Napili Point on Maui with unobstructed views of the Palilolo Channel, Molokai and Lanai. Our home is the most premier location in Napili. Discover the advantages of being on the 'Point'...
Ekahi Village Gem -- 34C -- 2BR Ground Floor Corner Unit
Welcome to Paradise!!This 2 Bed, 2 Bath Luxury Ekahi Village Unit is impeccably appointed and maintained. Starting Summer 2019, it is being offered to rental guests for the first time in over 20 years. We purchased this first floor corner apartment at Ekahi Village...
Maui Resort Rentals: Kaanapali Alii 241 - Interior Courtyard 2BR with Stunning Ocean Views from Nearly Every Room!
Maui Resort Rentals is proud to present this luxurious 2BR/2BA suite at the acclaimed Kaanapali Alii in the heart of Kaanapali Beach. Newly launched on October 13th, 2025, the suite is now open for reservations with first arrivals beginning on November 10th, 2025.Suite...
Waikiki Banyan 1 Bedroom with Parking!
Waikiki fully furnished one bedroom condo located on the 12th floor of the popular 'Waikiki Banyan'. The condo has a full kitchen and a lanai with partial ocean views. There is Free wifi, flatscreen cable tv, ac, and garage parking. The hotel has a large amenity area...
Ground floor villa - 1-minute to the beach
Kahana Villa E111 is a 2-bedroom, 2-bathroom ground-floor condo that offers an open-concept layout and partial ocean views depending on your location inside. Unit E111 can accommodate up to 6 guests. Walking into the upstairs master bedroom, you will find 2 queen-size...
Sugar Beach Resort #120: Just Mere Steps to the Ocean from this 1 Br Condo
Adventurous Beachside Condo with Easy Beach AccessLiterally only a few steps to the beach where you can feel the sand between your toes before dipping them into the warm Pacific Ocean. This ground-floor condo is the perfect location for your beach-side Maui getaway.This...
Beautiful Mauna Lani Home with access to the Private Beach Club.
This spacious Hale Honu townhouse has an open floor plan providing 2174 sf. of luxurious living (plus over 400 square feet of covered outdoor lanai). It features 3 ensuite bedrooms and a guest half bath. Villages 619 has mahogany trims and doors, upgraded countertops in...
Breathtaking Ocean, Kohala Coast, 4 Volcano Views, Fountains, Pool, Spa, Estate
"HOUSE of SINGING WHALES" is a 3 bed/3 bath 1 acre garden estate with BREATHTAKING EXPANSIVE OCEAN, 4 VOLCANO, and KOHALA COASTLINE views, just 1000 ft from the ocean waves. Relax in this beautiful Hawaiian luxury home, while gazing at spectacular unobstructed sunsets...
Beautiful Kihei Condo on the Water with best prices
Unit B105 in sunny Kihei, is a ground floor walk in condo with a large lanai. Located at the ocean end of building B, in The Waiohuli Beach Hale property. WBH is a small two level peaceful uncrowded complex with lush tropical landscaped gardens, waterfalls, and a 60' x...
Kapalua Bay Villas With Stunning Elevated Views 1 BD/2BA
MAUI IS CALLING AND YOU MUST GO Your Tropical Paradise Found Kapalua Bay Villa 31-B2 Inhale the delightful island air and feel the relaxation begin KAPALUA - “ARMS EMBRACING THE SEA” Maui - The ‘Valley isle” Voted #1 vacation destination *A Vacationer’s Dream...
Maui Resort Rentals: The Whaler 1001 - Upgraded 10th Floor Oceanfront Corner 1BR/2BA - Premier 1BR Location at The Whaler!
Maui Resort Rentals is proud to present this stunning 1BR oceanfront residence at the iconic Whaler Resort on Kaanapali Beach—newly launched and available for bookings starting July 5th, 2025!Situated in one of the most coveted locations at The Whaler Resort on...
Private Ocean Views A/C Pool BBQ & More
Paradise Found! Step inside and you will be inspired by the Sapphire-Blue Ocean View. In the evenings take in the starry sky while lounging on one of the two furnished lanais. When in season, view Humpback Whales and Laysan Albatross. Enjoy the private BBQ & dine...
Stunning Ocean View Studio Unit #313 has 117 reviews, score of 9.8 out of 10!
Unit #313*********WONDERFUL LOCATION, GREAT UNIT*******This remodeled Ocean View Studio is beautifully decorated. The many personal touches will make you feel at home in this unit and you will Love spending time relaxing on the lanai. You will enjoy gazing at the...
605 - Top Floor, Luxury Oceanfront, Newly-renovated with A/C! 1/1.5
Oceanfront condo with NEW luxury renovation July 2023 with A/C in both bedroom and living area.* FREE HI SPEED INTERNET CONNECTION * FREE LONG DISTANCE CALLING TO USA AND CANADA * Ocean front condo has been upgraded * 100 feet from one of the finest beaches in Maui -...
Kapaa Sands 2- Ocean Front 2 Bedroom Multi-level
Coastal Charm Hideaway – Oceanfront Escape at Kapaa Sands 2Welcome to Coastal Charm Hideaway, a delightful 2-bedroom, 1.5-bath oceanfront retreat at Kapaa Sands, where the beauty of Kauai's east shore meets the comfort of island living. Enjoy stunning ocean views,...
1 Bedroom Oceanfront Penthouse - Valley Isle 1209
Enjoy this relaxed and private, direct ocean front penthouse condo on Kahana Bay. Spectacular views of Molokai, Lanai & Sunsets. Feel the tropical breezes off of the ocean. Smell the fragrant flowers, dip your toes in the warm island waters. Now you’re in Maui. This...
Guest House on gorgeous tropical private 3 acre estate perfect central location.
Located on the Big Island of Hawaii, this detached studio guest house is fully furnished, very private, with vaulted ceilings on a beautifully landscaped 3 acre privately enclosed property. Property has a gated entrance with private gate code, grounds security system,...
SPECIAL RATE Unique Honua Kai REMODEL 2BD 2BA Private Oversized Corner XL Lanai
🌴 West Maui is Open – and Honua Kai is Resort-Zoned. 🌴Book with confidence knowing you’re safe from the recent legislation impacting other short-term rentals.🌿 Spacious & Ultra-Private Corner Retreat – with Waterfall & Koi Pond Views 🌿Welcome to Konea...
Kapalua Golf Villa 23P 5&6: 2BD Spring Special!
Welcome to Kapalua Golf Villa 23P 5&6, a beautifully updated 2-bedroom, 2-bathroom retreat offering the ultimate island luxury, comfort, and convenience. Nestled in the heart of one of Maui's most prestigious resort communities, this villa boasts breathtaking views of...
Beach Villas at Kahalu‘u, Sunset/Ocean Views, Prime Snorkel/Surf Beach, Pool/Spa
Welcome to Surfing Turtle Kona where there are ocean and sunset views from every room. Amazing access to the best snorkeling and surfing reef in Kailua Kona, wake up and walk across to the beach. This large 1 bedroom, 2 bathroom condo has spectacular views and is in the...
Awesome Panoramic Ocean Views - Best Beaches - Great Location - Nicely Equipped
Enjoy panoramic ocean views and stunning Maui sunsets from your lanai. We think our unit really is something special. Located at the end of the hallway, away from the elevators and other foot traffic .... this quiet one bedroom unit, located in Bldg. D, is the perfect...
Honu Lani - Oceanfront Home with Pool and Amazing Views!
Youtube Video Presentation - https://youtu.be/cXeJePt8tlIRelax from your back yard while enjoying sunrise to sunset views from the pool, lanai, and master bedroom of this open and spacious 3 bedroom, 2.5 bath getaway vacation dwelling. The superb design offers high open...
"Peggy's Place" - Premier Beachfront Condo for Families -- Direct Beach Access
Just bring your swimsuit and Aloha spirit to Peggy's Place, a recently remodeled beachfront condo on Maui's best family beach. Step right onto the sand and enjoy stunning oceanview sunsets, soak up the sun with the included beach gear, or fall asleep to the sound of...
Kaanapali Alii: Newly renovated (2023); amazing top floor views
The Kaanapali Alii is in on beautiful Kaanapali Beach - a prime destination in Maui and one of the top beaches in the world. The Alii is an oceanfront resort located between the Marriott and Westin, and has a fabulous courtyard and 3000 square foot state-of-the-art...
Condo with Ocean View
The Shores of Maui overlooks the beautiful ocean. Enjoy your coffee watching the surf or the breaching whales, fall asleep to the sound of the waves, and watch the sunset as you sit in the hot tub. This unit is on the ground level, so you can walk out to the pool with...
Perfect family home with A/C! Amazing location, a short walk to Poipu beaches!
This private ranch-style home is located in the Lanai Villas section of Poipu Kai Resort. What makes this house special is the enclosed tropical backyard with a gate that leads out to a secluded greenbelt path for a short walk to Grand Hyatt, Shipwreck Beach and the...