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.
ALL NEW! 3BD Oasis: Views,Private,Tropical, Cozy, Outdoor Shower, single story
Welcome to Your Dream Getaway in Kaua‘iTranquility. Adventure. Aloha. Imagine waking up in a home where tropical breezes dance through sunlit rooms, and the spirit of Aloha is infused into every detail. Welcome to your home away from home—our fully renovated,...
Kauai Dream Retreat: Your Gateway to Coastal Living in Poipu Kai
LOCATION LOCATION LOCATIONKauai Dream Retreat: Your Gateway to Coastal Living in Poipu KaiAloha and welcome to Kauai Dream Retreat—a haven of coastal elegance and prime location in the heart of Poipu Kai. Situated along the lush Greenbelt, this 3-bedroom retreat...
On Hanalei bay with panoramic ocean views. Steps to the beach and walk to town.
TVNC 1322 Hawaii GE/TA Tax ID TA-090-147-6352-01. This rental is located in Tsunami Evacuation Zone. On-island contact Talia Abubo. This home has No Air-Conditioning. We offer a complimentary mid stay clean service for stays of 4 or more days. Located along the Pine...
Fabulous 3-Bed Villa | Walk to Poipu Beach, A/C
Summary:C211 | TA-018-220-0320-02Welcome to your luxurious Poipu Villa, tucked within the renowned Poipu Kai Resort. This spacious 1,600 sq ft retreat features a gourmet kitchen, upscale furnishings, and coveted air conditioning. Embrace the tranquility of island life...
NEW LISTING JULY 2023 Modern Renovated Condo - 1 block to beach, free parking!
See my other Properties # 1503692 and # 3197017 and #3156864 for more 5-STAR reviews and to book multiple units in the same building.Located on the 10th floor of the Waikiki Sunset with beautiful mountain and city views this condo offers enough beds to sleeps 6. 1...
Pili Mai 6K: Beautiful Oceanview Condo w/Shared Pool, Spa & AC
This single-story, second-floor condo opens to the scenic Kiahuna Golf Course, with ocean views beyond. Its newly constructed floor plan features central air conditioning and three spacious bedrooms, each with a television and its own full bath. Pili Mai 6K has an...
Maui Resort Rentals: Honua Kai - 8th Floor Penthouse, 3 Full Bedrooms, Partial Ocean AND West Maui Mountain Views!
This tandem package combines two of our very best 8th floor "penthouse" suites, each offering generous partial ocean views as well as views of the enchanting West Maui Mountains. The two-bedroom suite boasts a fantastic corner location and a massive 500+ sq ft balcony...
Stunning Ocean Views, Ground Floor Lanai
Wake up to stunning vistas from the king bedroom and cozy daybed, or step outside onto your private ground-floor patio (lanai) that flows into a lush grassy bluff with panoramic ocean views. Just outside your front doorstep, a moderate half-mile hiking trail begins,...
Big Family Home, Heated Pool, Yard, Lanai's, Views, Location! Air Conditioning
Air-Conditioning is optional. We understand that there a lot of you out there who prefer the wonderful Hawaiian breezes and since all of the rooms have doors and ceiling fans you shouldn't have to absorb that cost. If you would like to add it please let us know, its...
Kainani Villa 5: Luxurious Indoor-Outdoor Living
This dazzling resort-style, garden-level condominium home is, quite simply, perfect—and what better way to enjoy your South Shore stay than in a comfortably luxurious, exquisitely appointed hideaway with spectacular views. Savor sun-splashed mornings on the capacious...
Ohana Haven · Beach, Surf, Golf, Shop! Comfy beds &streaming TVs
Ohana Haven is situated in Waikoloa, just 1 mile from the beach! This villa has two beautiful pools with waterfalls and a jacuzzi to soak in after a day hiking in the gorgeous jungles or across the lava rock. There are gas BBQ's next to the pool for easy access while...
Oceanfront Kona Home w/ Beach Access & Views!
Escape to paradise and immerse yourself in the beauty of Kailua-Kona, HI, at this stunning 2-bedroom, 2-bathroom vacation rental house. Just steps away from the picture-perfect beaches, this tropical retreat is your gateway to adventure. Discover the natural wonders of...
Magical Kauai Cottage on North Shore TV5131 NCU
Hale Huna ('Hidden House') is a wonderful cottage on a hillside near the end of the road on the North Shore of Kauai. Located on hill and a quiet cul-de-sac with only a few other local houses. Very private and peaceful (It is NOT on/near the highway like many Kauai...
Beautiful Condo with Ocean and Mountain Views
Hawaii Tax ID: TA-096-235-9296TMK: 390200010119This beautiful Kihei Akahi C611 condo, located on the top floor with ocean and mountain views, sits across the street from the gorgeous Kamaole Beach II. Kihei is located on the Southeast part of Maui, 20 minutes from the...
Private Corner Unit-8th Floor- Oceanfront Panoramic Views in Lahaina!
*Available for booking! Thankfully, our condo is not located in the wildfire affected area*Enjoy panoramic views in this renovated oceanfront corner unit condo located on Kahana Beach at Valley Isle Resort complex! This unique corner unit boasts a breathtaking 270...
Beautiful Ocean View Condo
Gorgeous condo in Kaanapali* Fully Stocked Kitchen with Quality Appliances! * Convenient Parking, Directly at the Bottom of the Stairs/Elevator!* Beach Chairs, Beach Towels, and a Small Cooler!* Washer/Dryer, Ironing Board, Hair Dryer, Laundry Soap * AC for when you...
Huge Patio 1BR WasherDryer Free Parking 5 min to beach
*** Newly renovated in August 2023Relax and unwind in this 1BR condo while being 5 min walking distance (one block) from the famous Waikiki beach. Resided in Waikiki Banyan condominium with 24-hour security, the condo offers the following characteristics that are...
Ocean Views And Beautiful Hawaiian Sunsets
Unwind in the comfort and elegance of this beautifully designed two-bedroom retreat, where breathtaking ocean views and upscale finishes create the perfect island sanctuary. Perched on the 14th floor of Foster Tower, this expansive residence offers large windows that...
Kauai Exclusive - Kauai Prince Kuhio 104 - Newly renovated & steps to the water
Kaua'i Prince Kuhio 104 is a gorgeous, ground-level, one bedroom condo with ocean views. The owners spared no details in the remodel of this home! A stunning kitchen, new flooring and an inviting living room! From your private porch, enjoy the serene sounds of rolling...
Hawaiian Paradise- Waiting Just for You-
Our 2 bedroom 2 bath condo received a complete renovation so we can offer all the amenities the discriminating traveler desires. The condo has a stainless steel kitchen, all small appliances, glassware, cookware & cooking utensils. Our Select Comfort Sleep Number...
Old Hawaii with Ocean views, walk to beach, private jacuzzi, health club
Step back in time in classic Hawaii home with ocean views, short walk to sandy beaches, large yard with private jacuzzi under the stars. Roof deck for shore line views of sunset. Large great room with breezy lanais, with three bedrooms and two baths, laundry and galley...
Maui Kamaole, 2 lanais, queen sofa beds, quiet, eco friendly, south Kihei condo
Enjoy a million dollar a year garden setting, steps from the pool, waterfall and spa, at this quiet, private one bedroom, two bath condo. The 2 lanais create a lovely cross breeze through the 850 square foot condo. Stay cool with 2 new mini splits as of 2025. Two full...
Hale Aikane: Gorgeous Oceanview Home w/Private Pool & Relaxing Garden Lanai
Welcome to Hale Aikane ("House of Hospitality") an elegant single-level home in a private subdivision featuring a solar heated pool and Tommy Bahama decor. The spectacular elevation of this home allows for miles of ocean and coastline views. You'll be in vacation mode...
Surfside Suite at Seaspray Ocean View
If your planning a trip to HAWAII, treat yourself to the luxury of an ocean view Suite. Surfside Suite has everything you would want for your dream trip. Relax on your private lanai for a direct view to people watch as surfers ride the waves or walk across the street...
Hale Hau'oli ~ House of Happiness
This one bedroom, one bathroom condo was completely renovated in 2020 and has everything you need to relax and enjoy your time on the island. It is the perfect space for solo travel, couples or escaping with your best friend. All of the furnishings are brand new and...
Ocean front | Snorkel with turtles!
Summary:We invite you to relax in the private and peaceful Honokeana Cove with breathtaking views of the Pacific Ocean. You will be very impressed with this direct oceanfront, luxury, vaulted-ceiling townhome with gorgeous views of the ocean and the island of Molokai...
Oceanfront Corner View Luxury! 2 Bedroom 2 Bathroom
Mahana 919 is a 2 bedroom, 2 bath spacious corner unit has one of the most outstanding views at the Mahana and on the island - It is also one of the nicest places to stay!! This condo is on the south west corner of the building which means you will not only have the...
New Listing! 2bd chic Island elegance and comfort
Welcome to Kapalua Golf Villa 23P 3&4—a beautifully maintained 2-bedroom, 2-bathroom condo that combines comfort with island elegance that can comfortably accommodate up to 6 guests. This villa features central A/C, and the convenience of an in-unit washer and dryer....
Fabulous Waterfront Modern Home on the Keiki Beach, Walking Distance to Town
E komo mai! Welcome to our light and bright beach house, located directly on the calm and lovely Keiki Pond at Kona Bay Estates. Enjoy ocean and beach views from every room. The primary bedroom features 180* view of the beautiful Kona coast. Kona Bay Estates is ideally...
Kihei - Tropical Cottage Across from the Beach - PERMIT # STKM 2015/0003
Come stay with us at our tropical and clean, 2 Bedroom, 1 Bath Cottage. Our cottage is across the street from a 5 Mile long beach in Sunny, Quiet, North Kihei. It takes only 30 seconds (45 seconds if you walk really slow!) to walk to the beach from the cottage. Great...
ALII VILLAS Oceanfront complex! Stunning Ocean and Pool view, highly rated Condo
NEW STVR -19-359761 Aloha! Our beautiful condo is a favorite with couples and we assure you, our amazingly low nightly rate is NOT too good to be true. You can be one of the many to check out and rate our immaculate, comfortable, one bedroom/one bath condo. We sleep two...
Waikiki Banyan 1BR Corner Unit, Gorgeous Mountain/DiamondHead view, free parking
Aloha E Komo Mai. Welcome to Waikiki Banyan Rental, our vacation rental condo at the Waikiki Banyan.Our unit is a LEGAL short term vacation rental at the Waikiki Banyan. (Registered with the C&C of Honolulu, Permit # 2212-CCH-0749).The Waikiki Banyan is one of Waikiki's...
Ocean Front 3 bedroom Villa - sleeps 12
Marriott continues to closely monitor and comply (exceed) the Centers for Disease Control and Prevention (CDC), World Health Organization (WHO) guidance.We will be happy to respond to your needs as concerns dates and other resort options via return e-mail. Please use...
Maui Resort Rentals: Honua Kai Konea 609/13 - 4 Total Bedrooms, 6th Floor Deluxe Ocean Views!
This pairing combines two of the best two-bedroom suites on offer at Honua Kai, each offering its own spacious oversized lanai overlooking the pristine pools within the Konea towers lush interior courtyard and boasting stunning views of the turquoise-hued...
Salt Water Pool⛱️ Ocean View 🌊 Hualalai View🌋 140+ 5 Star Reviews 🌟🌟🌟🌟🌟
Welcome to Paradise! Enjoy Hawaii's Big Island from your private condo (with an ocean view)! Your condo within the Vista Waikoloa Complex features: 🌴 Ocean View of Anaeho'omalu Bay (A/Bay for short!) from Lanai, Living Room, Dining Area and Master Bedroom! 🌴 Huge...
Gorgeous Oceanview Townhome - AC included!
Welcome to our tropical paradise in Kona, Hawaii! This luxurious 3-bedroom, 2.5-bathroom townhouse/condo offers the ultimate island getaway. With a prime location, stunning ocean views, and modern amenities, you'll experience the vacation of your dreams.As you step...
Maui Resort Rentals: Honua Kai Konea 303 - Upgraded 2BR, Only One Stack Back from Oceanfront, Pool and Ocean Views!
Located only one stack back from oceanfront, Konea 303 is a luxurious 3rd-floor interior courtyard two bedroom suite boasting beautiful views of the blue Pacific Ocean and the lush Konea pools and courtyard. Since your group will be located in the closest column to the...
Remodeled #56, New owner discount rates, AC, grnd flr end unit, ideal location!
Newest addition to our Kiahuna Plantation condos! We just purchased and started renting #56. For additional accommodations, please look up our other units - VRBO 1300156, 1587209, 3511146, and 2160974Brand new dual AC in living room and bedroom.Kiahuna is a beachfront...
Stunning Maui oceanfront resort. 2 bedroom, 2 baths
2 bedroom 2 bath ocean front condo in Kihei.Aloha! Our condo is in Kauhale Makai - or Village by the Sea which is a great resort complex on a large grassy ocean front property. There is a saltwater pool and a hot tub. It is a 2 minute walk across the grass to a sandy...
Luxury in Paradise l Beaches, Golf, Shopping
Summary:B211 |TA-018-220-0320-02Experience luxury and comfort in Villa B211 – a beautifully designed 3-bedroom, 3-bathroom retreat with 1,600 sq ft of living space and a 400 sq ft private lanai – Relax in the master suite with a soaking tub and dual-head shower –...
The Treehouse at Hulili Farm - NEW
High in the podocarpus trees, the Treehouse sits, with a sweeping view of the ocean, and the beautiful sound of birdsong. Sip coffee on the lanai as you watch the sunrise over the ocean. Fall asleep gazing up at the unobscured starry night sky through the carefully...
The Islands M2 Oasis at Mauna Lani Resort
Welcome to The Islands, your exclusive retreat within the luxurious Mauna Lani Resort! Nestled in a serene tropical oasis, our M2 townhouse invites you to experience the epitome of comfort and style. This 2-bedroom, 2.5-bathroom haven is ideal for up to 4 guests,...
Rare Deluxe Ocean View Gem with Free Parking
Close to scuba diving, windsurfing, and more, this smoke-free condo brings it all within reach. There's convenient covered onsite parking, so you can leave your vehicle behind and let your feet make short work of the 8-minute walk to Waikiki Beach or the 10-minute walk...
Ocean front, high floor 2 BR unit at Hyatt Residence Club Ka'anapali Beach
Spectacular 2 Bedroom suite with king & queen beds and queen sleeper sofa (sleeps 6) and beautiful direct ocean and pool views. The unit is located on floor 9 or above, direct ocean view. This is a 40 acre lush tropical resort property. Relaxing lobby lounges overlook...
New! Emmalani Court 314! North Shore Haven w/ Heated Pool | Mins to Hanalei Bay & Beaches!
Welcome to your dream getaway in Princeville, Kauai! This beautifully appointed condo sits along the 8th hole of the renowned Makai Golf Course, offering stunning views of lush fairways and distant mountain peaks. Whether you're here to relax, explore, or play a round...
Aloha Villas 3, Oceanfront Townhouse, Steps to The Beach, Great Location
Unmatched Comfort Two-Story Layout and Private Garden LanaiImagine stepping into your luxurious Hawaiian home away from home at Ekolu Villa. Nestled within the Aloha Villas beachfront complex in South Maui, this spacious two-story townhouse offers the perfect blend of...
DISCOUNTED RATES! Oceanfront extra large 1 br Kulakane 209 new A/C
West Maui Welcomes You Back! Our communities of Ka'anapali, Honokowai, Kahana, Napili and Kapalua; we all welcome you. Please have compassion and malama (care for) the island during your visit. Please stay away from Lahaina Town while it heals and rebuilds.Welcome to...
View whales from modern Top floor Oceanfront condo. Maalaea, Haleakala sunrise!!
Recently remodeled. New everything! New flooring throughout. New Beautiful Hawaiian Bedroom King set with a firm Beauty-rest mattress bed with custom closets. New A/C. This place is great for honeymooners with the ocean making waves every night.To get your attention...
NEW! Sunset Hideaway w/ Beach Access, Pools, Tennis & A/C!
Experience breathtaking views of Hanalei Bay and Bali Hai from this delightful two bedroom condo, ideally located in the serene area of Hanalei Bay Resort.This second-floor condo showcases distinctive island-themed decor, air conditioning, a fully equipped kitchen, an...
Beautifully updated ground floor condo. Just steps from the beach and pool!
Walk to beautiful beaches, soak up the Maui sunshine, and come home to the comfort of your own lanai/patio when you escape to this well-appointed condo in Kihei. Open the sliding glass doors to let in the cool ocean breeze, prepare island-inspired breakfast in the fully...