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.
Lei Ohana - Private Pool, Separate Guest House
LEI OHANA AT KOLOA KAI VACATION RENTALSA Private Island Retreat in PoipuEscape to Lei Ohana, a luxurious ranch-style home offering over 3,000 square feet of spacious living on Kauai’s sunny south shore. Nestled in a tranquil residential neighborhood in Poipu, this...
Top floor condo & loft with partial AC, W/D, outdoor pool, hot tub & grills
Hanalei Bay Resort 8233 fourOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Hanalei Bay Resort 8233/4 is located in the Plumeria Building with air-conditioning in the bedrooms....
❤️ PiH❤️ISLANDS DELIGHT ★ Dual Master ★Newly Renovated ★ Privacy
Brought to you by Paradise in Hawaii Luxury Homes.Welcome Islands Delight, a part of our Hawaiian Luxury Collection. Island Delight at Islands is a wonderfully large, 2,189 square foot two-bedroom home that can sleep 6. Located in the Islands at Mauna Lani, a low...
❤️EPIC PANORAMIC OCEAN VIEW⭐️RENOVATED-DUAL AC❤️OWNER MGMT🐳
Aloha! 🌺 Welcome (e komo mai) to Epic View Suite, your gateway to paradise across from the Maui famous Kamaole Beaches! This stunning condo offers an unforgettable experience, combining the comforts of home with the allure of a tropical getaway. We are in South...
Beach Theme Home, with 2021 Mercedes SUV, West Oahu, Wai Kai Lagoon resort.
Aloha! Beach themed home in west Oahu! Located next to many golf courses (7 courses within 4 mile radius), including the prestigious, Ernie Els designed, Hoakalei Country Club. This 3Br, 2.5Bath 2-story townhome features 1400sq ft of living space, full amenities as you...
New home in quiet neighborhood, amazing views, minutes from top resorts.
This beautiful, custom built home was completed last year and has never been rented before. Outdoor living is a premium with a 700 square foot deck and a 700 square foot lanai facing west that capture the entire Kohala coast line. Enjoy views of the ocean, sunsets,...
Incredible Views!!!
Sun Tracks Across the Water ---Sun Tracks Cross the WaterBeautiful panoramic sunset views across the curvature of the earth. Close enough to watch whales, away from crowds and the beaten tourist path, your vacation starts here. This brand new custom vacation house is...
Oceanview Condo w/Athletic Club Access, Shared Pool, Hot Tub, Free WiFi, & A/C
Pili Mai 13COur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Ready to experience Hawaii as a family? Feel right at home in 13C, even when miles away in the middle of the blue Pacific....
OCEANFRONT Bliss! FIXED UNIT 1414 Building 1 3BR, 2BA, sleeps 8
This luxurious Fixed unit 1414 in building 1 is a 3 bedroom oceanfront villa that features nearly 1500 sq. ft. of living space and comfortably sleeps up to 8 adults. The master bedroom is outfitted with Westin’s signature king size Heavenly Bed and the master bath...
Mahalo Hale - Private Luxury Resort Property
Welcome to your private luxury resort on the stunning north shore of Kauai.Four king bedrooms, one with additional media center + queen bed, three full baths, grand gathering room with pool/ping pong table, additional media room with 72” TV. Whole house AC -...
Kumulani Residence A2
This ground-level, oceanview residence, finished in classic Hawaiian decor, offers a great room with sliding glass doors for indoor/outdoor island living, a full kitchen with premium stainless steel appliances (including a wine refrigerator) and granite countertops,...
🏖️Upgraded 2BD Plus Loft | Amazing Golf & Ocean Views | AC | vrKCV
vrKCV - Country Club Villas 341, Professionally Managed by Kona Coast VacationsWelcome to Country Club Villas #341 – Your Dream Vacation Awaits!Aloha! Step into paradise and experience breathtaking views from Country Club Villas Unit #341. Perched on the third floor,...
Honolulu Condo w/ Private Lanai: Walk to the Beach
Experience the perfect blend of beachside relaxation, outdoor adventure, and city exploration when you stay at this 1-bedroom, 1-bath vacation rental. Complete with modern amenities, a private lanai with sweeping mountain views, and a central walkable location, this...
Brand New to the rental Pool Take Advantage of our Introductory Rates
This home has been beautifully upgraded with Solid hardwood Maple flooring throughout. The kitchen has Monkey Pod solid wood cabinets and granite counter tops throughout. The bathroom has a beautiful walk in shower, Koa wood countertop and large soaking tub. TV stand is...
Maui Resort Rentals: Hyatt Residence Club – 3BR Oceanfront Lower Floor VIlla
3 Bedroom Oceanfront Luxury at The Hyatt Residence Club – Ka'anapali's Newest, Most Exclusive Resort.Perched upon Ka'anapali, one of the world's most beautiful beaches is the Hyatt Residence Club Ka'anapali. Within the lush borders of this sprawling tropical paradise,...
Honu Hale on Turtle bay golf course - Kuilima Estates West
2 bed 2 bath condo with a loft. Sleeps 4 people. Explore Oahu and enjoy North Shore's beautiful ocean. Just a 8 minute walk to the relaxing beaches of Turtle Bay Resort. A short 5-15 min drive to many legendary beaches with soft sand, turquoise water, & amazing waves!...
WBH D116 Aloha Wai2 – Serene Garden view by the Sea
Summary:Ground floor 1-bedroom/ 1-bath air-conditioned Condo Suite comes with a comfortable king-size bed and living room couch that pulls out to a queen size sofa-sleeper (8.5" mattress) allowing the unit to sleep up to 4 people. Complete Full Kitchen, Cable TV, Air...
🏖️Secluded yet Close to Everything | Ocean View | vrKCV
vrKCV, Orchid Hale, Professionally Managed by Kona Coast VacationsWelcome to Orchid Hale, a private sanctuary in Holualoa where rustic charm meets Hawaiian elegance. Accessed via a rustic farm driveway lined with coffee trees, this secluded retreat opens at stone...
Prime Location for Oceanfront Lovers
Situated in Maalaea, just a short drive from the airport, Island Sands 110 is the perfect base to enjoy all that Maui has to offer. The condo is steps away from the daily bustle of Maalaea Harbor, where you can indulge in a variety of ocean activities, including snorkel...
Hale Nalani O-202 a hidden Gem, comfort and fun
A Wonderful 3-Bedroom Villa to Enjoy the Beauty of Ko OlinaWelcome to your ocean-view beach villa, where privacy and beauty come together in a breathtaking setting. The property features serene koi ponds with waterfalls, a lagoon pool with a sandy beach for children, an...
Ko Olina Beach Villa Ocean View Condo 2BR/2BA
Penthouse Beach Tower 10th Fl (1003) - Steps from the Ocean. Escape to a Hawaiian Paradise at the Beach Villas Palekaiko on Oahu! Sleeps up to 6.The Palekiko welcomes you to paradise from the moment you walk in the door with all you need to relax and rejuvenate during...
Two Bedroom Ocean View Deluxe Luana Kai Resort A203
Luana Kai A203 is a two bedroom/ 2 bath oceanview. Enjoy the spectacular view while dining on the lanai. This condo has a King in the master with two twin beds in the guest bedroom, and a sofa bed in the living room. A203 does NOT have AC. Includes Wifi, cable Tv,...
Peaceful Petfriendly Paradise Home | with A/C
Welcome to Hale Kāhili! Enjoy a relaxing retreat at our peaceful, pet-friendly home in Hawaiian Paradise Park. Our spacious 4 bed 2 bath home accommodates up to 9 guests and is perfect for families or groups looking for a comfy and convenient stay close to Hilo. With a...
Oceanview Beautifully Renovated Kihei Condo D206
Escape to paradise with a stay in our stunning, recently renovated Oceanview condo in Maui. Perfect for a romantic retreat, this second-floor gem features brand new engineered hardwood floors and a stylish kitchen with a large center island, quartz countertops, a chic...
Pili Aloha: 3BR Condo w/ Lanai, Pool & Mountain Views
Welcome to Pili Aloha by Gather, a beautifully designed three-bedroom, three-bathroom luxury condominium offering 1,318 square feet of elegant living space in the heart of Princeville, Kauaʻi. Situated on the upper level of the Plantation at Princeville, this home...
Large End Unit - Special Pricing - Luxurious 3 Bedroom/3 Bath Town Home
This beautiful 1850 square foot 3 bedroom / 3 bath town home is a very private end unit which has a wall of windows that fill the living area with natural light. On the main floor, you will find a gourmet kitchen with granite counter tops and brand new stainless steel...
Stunning Remodeled 2BD/2BA Oceanview Condo
Kauhale Makai (Village by the Sea) truly embodies paradise. This newly remodeled 2-bedroom, 2-bathroom condo has been beautifully updated, boasting a brand-new kitchen complete with granite countertops and high-end appliances.The elegantly designed bedrooms and...
Hawaiian Elegance – 5BR Retreat Steps from Mauna Kea & Hapuna Beaches
Welcome to Hawaiian Elegance! From sunrise to sunset, beautiful views surround this exquisite five en-suite bedroom estate in the prestigious Kauna'oa gated community in the heart of the Mauna Kea resort. Hawaiian Elegance is a brand new home just completed in March...
Perfectly located budget friendly condo, across the street from the beachnn
🌺 WHY YOU’LL LOVE IT• Updated 3rd-floor condo with tropical foliage and partial ocean views• Private lanai ideal for morning coffee or sunset breezes• Fully equipped and ready for your Maui getaway• Prime South Kīhei location — walk to beaches, shops,...
Enjoy Perfect Vacation at Luxury Beach Front Resort.
Welcome to the paradise in Kauai, Waipouli Beach Resort. G-205 with 2 suite bedrooms and 3 full bath is equipped with high end luxuries to provide a comfortable, memorable vacation experience. Wake up to the sound of the ocean and prepare for a full day of leisurely fun...
❤️PiH❤️ Hapuna Sunsets ★ Beachfront ★ Steps From Ocean ★ A33
Welcome to Hapuna Sunsets at Hapuna Beach Residences brought to you by Paradise in Hawaii Luxury HomesThe shimmery Pacific Ocean beckons you from the moment you wake. Enjoy vibrant sunsets over the ocean each evening. Steps away from your condo is the stunning Hapuna...
Oceanfront Corner Unit - #201 - Panoramic Ocean View - Over 150 "5" star reviews
Please be sure to read the reviews. Prior guests truly tell the story. This beautiful multi-million dollar property is directly oceanfront with a 180 degree panoramic ocean view.The oceanfront corner unit provides unobstructed expansive views which include the...
Modern ocean view suite walking distance to the coolest beach town in Maui
Mangolani Inn is a refreshing alternative to Maui's mega resorts. Live a more like a local by staying in our luxurious award winning tropical sanctuary walking distance from the coolest little beach town in Maui. The Ocean View our newest premier studio on property is...
Private Island Style Cottage With Ocean View And Tropical Garden
Beautiful island style cottage with sunset views and tropical garden. If you want to experience true Hawaiian living in an eco-friendly natural, non smoking environment this is your place. Have a soak in the tub, pick fresh herbs, veggies and fruit or stroll through the...
KBM Resorts | FREE CAR | Honua Kai Hokulani | Ocean view | Deluxe 3-Bedroom Condo includes Beach Gear! HKH-504
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
Upgraded, 2 kings, ocean view
Summary:Tastefully renovated unit has it all: vaulted ceilings, fully stocked chef's kitchen, large bar, coffee station. Living area opens to expansive covered lanai with ocean and golf views - enjoy sunsets over water every evening. Located in desirable Waikoloa...
Former Model at the Colony Villas , Amazing Golf Course View!
Imagine your well-deserved vacation at a gorgeous three bedroom, two and a half bath townhouse at the Waikoloa Colony Villas - a luxury, gated community located in the prestigious Waikoloa Beach Resort. The townhome is the former model built in 2004 with the best...
Support LOCAL: NEW! Makaha Valley Home
Mahalo (thank you) for choosing to support LOCAL!We know you have many options available to you in this neighborhood from big corporations, but we promise that you will be pleased with your decision.We are new to VRBO so check out our multiple 5-STAR reviews on Google...
Hale Maluhia ~ Peaceful home
Experience the ultimate North Shore getaway at Hale Maluhia, a serene retreat nestled in Turtle Bay. This cozy 1-bedroom unit features a queen bed, a twin daybed, and a fully equipped kitchen. Enjoy the convenience of air conditioning, free Wi-Fi, and resort style...
1 min walk to beach, New luxurious room with Ocean View!
Stunning ocean view, newly renovated and cozy bedroom, spacious living area and kitchen, with access ti rooftop pool, sauna...You and your loved ones will be close to everything when staying at this centrally-located place.Under 5 minute walk to:- 0.1 mi to Kalakaua...
Exceptional Oceanview Home - Heated Pool, Air Conditioning & Stunning Ocean View
Exceptional quality, unobstructed panoramic Oceanview, three-bedroom home with Air Conditioning (AC in all bedrooms) and a heated swimming pool located in Kailua-Kona. As you walk through the door and see the deep blue ocean, you have arrived in Hawaiian paradise! The...
Wailea Elua Resort Gorgeous Remodel #1507
Wonderful ocean views and serene location with a privacy garden and spacious outdoor area for relaxing, using the grill and having dinner. Beautiful finishes and amenities throughout this restful space. Access to tennis courts, putting green, workout center, pools and...
Sky Ala Moana 43rd fl PENTHOUSE Ocean & Diamond head view 1 Parking
-Luxurious Penthouse Retreat in the Heart of HonoluluIndulge in the ultimate urban oasis with our luxurious 43rd-floor penthouse condo, perfectly situated in the vibrant Ala Moana Center area between Waikiki and Kaka'ako. This prime location offers unparalleled...
Beachfront Molokai Sanctuary Romantic Getaway Writers retreat Solo Rejuvenations
3 Minute walk to the Beach! Hawaii as you imagined it 50 years ago! Breathtaking beaches only steps away in a serene, uncomplicated paradise of days gone by. Sparkling ocean views from the airy screened in lanai with only the sounds of waves at night and tropical birds...
Sugar Mill Cottage at Poipu Kai By Parrish Kauai - short walk to beach & quiet l
Sugar Mill Cottage is located in the heart of the Poipu Kai Resort community. It is the perfect location for beach access to either Shipwrecks beach or Poipu Beach park. A short stroll in either direction will take you to sun and sand!Enjoy the air conditioned bedrooms...
Spacious Hawaiian Suite for a Romatic Getaway in the Upcountry of Maui!
This Hawaiian plantation style suite is one of our largest and most spacious. It is very relaxing and romantic, especially in the evening when stars can be seen. This suite was named Hoku, meaning star in Hawaiian. You will find all sorts of star gazing tools in this...
Peaceful Location with Lush Tropical Views
From the moment you step inside this island-inspired home, you’re greeted by panoramic views of lush tropical gardens through a wall of windows. The beautifully landscaped yard invites visits from local birds, creating a peaceful soundtrack to your stay—best enjoyed...
Kama'ole One Beachfront Condo
Kama'ole One (oh-nee) means from "the Mountain to the sand" Discover the beauty of Kihei from this delightful beachfront 2-bedroom, 2-bath condo. Located on one of Maui’s finest beaches, Charley Young Beach. This wonderful property offers aloha spirit for all guests....
Hidden paradise with a hot tub, wood fireplace, large lanai, & jetted tub
Anthurium CottageOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Wake up to the melodic serenade of native birds and step out onto your private lanai to behold the lush, natural...
Endless Ocean Views from your Sugar Beach Retreat -Central AC #208
Come enjoy the amazing ocean views and breathtaking sunsets in our updated deluxe one bedroom, one bath, air-conditioned condo. Sugar Beach Resort, is just steps away from the 5-mile white sandy beach. Our beach access is excellent for swimming, snorkeling, windsurfing,...