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.
Plumeria House, Poipu Beach, Koloa Home with a View
Don't miss out on your dream vacation in this 4 bedroom, 3.5 bath home located on Kauai's sunny south shore. Sip coffee on the lanai while watching the sunrise, or sunbathe on the deck in the heated pool. The upper floor holds a spacious, gourmet kitchen, which opens to...
Tropical apartment with amazing water views & rooftop pool - prime location
Marina Views Studio - Ilikai, 941Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Aloha is abundant at this immaculate Honolulu studio! Centrally located, you can shop, dine, and sit...
❤️PiH❤️ Mauna Kea Horizon ★ Newly Updated ★ Ocean Views ★ Sleeps 8 ★
Brought to you by Paradise in Hawaii Luxury Homes.Welcome to Mauna Kea Horizon, part of our exclusive Hawaiian Luxury Collection.Perched within the Kumulani complex at Mauna Kea Resort, Mauna Kea Horizon offers sweeping views of the golf course, mountains, and the...
Ocean View 1 BR Cottage on Oceanfront Property. Permitted
$340/night + tax 17.962%. Rate is for 1 or 2 persons.(Permit # CP2001/0018 & HT ID TA-003-079-5776-01 & TMK 2-6-009-008). Minimum stay 7 nights. Want to stay fewer days? At certain times of the year, or for last minute bookings, we might waive the minimum nights stay....
Spacious lanai and open-concept oceanfront condo
Noelani 215 offers stunning panoramic oceanfront views with high-end tropical interior décor. The spacious and well-appointed one bedroom, one bathroom condo offers split A/C and all the luxuries you would want at your home away from home. The fully equipped remodeled...
The Whaler Beachfront Condo Available 6/26 - 7/10
Beautiful 1 bedroom/2 bathroom condo, 4th Floor, Tower 1, Unit #424 at The Whaler on amazing Kaanapali Beach. This is a corner unit that has a wrap-around lanai with a gorgeous view of both the West Maui mountains and Kaanapali Beach.The following are details of our...
Two-bedroom corner condo with spectacular views of Hanalei Bay & AC
Hanalei Bay Resort 4205 sixOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Hanalei Bay Resort 4205/6 is an air-conditioned condo, featuring two bedrooms, two bathrooms, kitchen,...
Pacific Palm Villas at Hali’I Kai 5H! 3 bedroom, Luxury Location With A/C
Welcome to your dream vacation home at Pacific Palm Villas, Hali'i Kai, located in the heart of the exquisite Waikoloa Beach Resort. This opulent 3-bedroom, 2-bathroom villa offers a seamless blend of elegance and comfort, featuring breathtaking views of the lush golf...
Maui Beach Bungalow, the hippest property on Maui.
THE HOUSE: Light and airy bungalow (single story) located on Halama Street, the most walkable street in Kihei. The bungalow was designed by an interior designer with beautiful and fun touches throughout. Across the street from the ocean and just steps from one of the...
Fully Loaded 1 Bedroom 2 Bathroom Condo in Kihei, Maui!
This stylish place to stay is perfect for your trip. Fully loaded with everything you need in the kitchen and out on the beach! You'll have a wonderful experience staying at this condo. Kick back and relax with the A/C or hangout outside on the lanai with a very...
WE 907 Breathtaking Ocean Views from the Top of Wailea 2BD Amazing Location
Wailea Ekolu 907 NEW LISTING! FREE daily activities included with your stay value up to $956! Complimentary admission, every day of your stay*: Lu'au, Golf, Whale Watching (seasonal), Sunset Dinner Cruise, Molokini Snorkel Trip, Alpaca Farm Tour, Pineapple Farm Tour,...
Cozy Cottage in a quiet neighborhood.
Charming cottage converted from a detached garage. Full bathroom and full kitchen and combined living/bedroom space.Located in Kohala Estates not far from the resorts. Great space for stargazing in this quiet community.
Luxurious Waipouli Beach Resort Getaway! (Unit E-205)
If a sanctuary on one the worlds most beautiful islands is what you are looking for, Waipouli Beach Resort & Spa is where you want to be. A beautiful beach front setting with Lush Tropical landscaping and Spectacular Views awaits you. The resort is located in Kapaa on...
Direct Oceanfront Condo: New Remodel, AC, Tidepools, Sunsets, Turtles & Surfers
This air-conditioned direct oceanfront unit on the 3rd floor (with elevator) overlooks a large lava tide pool that is frequented by turtles and colorful Hawaiian reef fish. The warm Kona surf laps directly below the lanai. While you lounge on the lanai, watch surfers...
Maui Resort Rentals: Honua Kai Konea 243 - Large 2BR w/ Great Interior Courtyard Location
Konea 243 is a luxurious two-bedroom suite offering lush interior courtyard views as well as partial views of the ocean through the palm canopy. Its excellent interior Konea Tower location is one of the most sought after areas of the entire Honua Kai property.Gather,...
Comfortable, Classy Farmstay Studio, walk to secluded world-class Kahili Beach
Book a stay on an operating Sugarloaf White Pineapple and Tropical Fruit Farm. Stay in a luxurious accommodation within walking distance to a lovely world-class Kahili (Rock Quarry) beach, a white sand beach with lots of exploration possibilities.It is a 15 minute...
Oceanfront Paradise: Breathtaking 3bd/2ba with Panoramic Views of Hilo Bay
Welcome to Hilo Hale, an oceanfront sanctuary with panoramic views of Hilo Bay.Built around the sweeping vistas of the bay, this light-filled home offers a seamless blend of comfort and natural beauty. From the moment you arrive, the rhythm of the waves and the changing...
Honu Villa at Mauna Lani – Luxury 3BR Home with Private Pool & Golf Perks
Our Honu Villa in the Villages at Mauna Lani is a private one-level Hawaiian Kahili home filled with everything you need for a Hawaiian vacation including your own pool and spa, and nearby beach! We are members of the Mauna Lani Resort Golf Courses and have substantial...
Serene Pakui Pua Estate at Hualalai with Saltwater Pool & Personal Concierge
Imagine stepping into your own Hawaiian sanctuary at Serene Pakui Pua Estate, where tranquility greets you in Hualalai Resort’s exclusive Kauhale neighborhood. Wake in the Grand Master Suite, ocean and Maui views filling your sight, and slip into the tropical outdoor...
Eco friendly, Tropical paradise,spacious farm stay, conveniently located in Hilo
Experience a tropical oasis in a small family farm in a suburban part of Hilo. We are conveniently located being 10 mins away from Downtown Hilo. Experience life on a farm as you tour our permaculture food forest consisting of a variety of tropical fruit trees,...
Sansei Hale, Overlooks Waikomo Stream, Ocean view
Sansei Hale (Third Generation House) is a luxury Hawaiiana vacation home. It overlooks the beautiful and private Waikomo Stream as it meets the ocean in secluded Turtle Cove, Poipu. Sansei Hale has three stream- and ocean-view bedrooms, and three bathrooms in a...
Top floor ocean view 2bd condo
Welcome to Polynesian Shores 205, a stunning 2-bedroom, 2-bathroom condo perched on the second floor, promising a tranquil retreat for up to 4 guests. Upon entering, you'll be greeted by an inviting open-concept layout adorned with modern furnishings and breathtaking...
Panoramic Views - Fourth Row Ho'olei - One of a Kind 112-4
Newly Remodeled in 2023! Come relax and enjoy the spectacular ocean and island views in this rare three bedroom condo perched on the very top row fourth tier in the Ho’olei community.This spacious unit has 3 bedrooms, 3.5 bathrooms, a large living room, fully equipped...
Recently Renovated Studio in Palms at Waikiki
Sweeping views of Waikiki are visible from the 8th floor through the main living space through the floor-to-ceiling sliding glass doors. You will have access to the gorgeous outdoor pool, and fitness center, all just steps away from Waikiki Beach. IHOP restaurant in the...
Hale A Kai - Oceanfront Luxury Estate in Poipu with Pool & AC
Amazing Kauai oceanfront rentals from Parrish Kauai feature this beautiful home at sunny Poipu Beach. Highlights include Hawaii plantation style design and décor and all the must have comforts, including spectacular ocean views from almost every room, three bedroom...
Fairways at Ko Olina 24H by Gather: Resort Townhome w/ Pool & Spa
Discover your island home away from home at Fairways at Ko Olina 24H by Gather, a beautifully appointed 3-bedroom, 2.5-bath townhome in the heart of Ko Olina Resort. Surrounded by tropical landscaping, this private retreat offers a seamless blend of comfort,...
LUXURY/MOST POPULAR SNORKELING & SURFING BEACH ! Turtles!
Wow! The perfect beach home w/ beautiful ocean views, Kona sunsets, newly renovated Hawaiian style home, "Kahalu'u Gem" is located right across Kahalu'u Beach Park and next to a surf shop!Total renovation by Kona Architect, Ali Ghalamfarsa, with Ohi'a wood, Opiuma wood,...
Lush Luxury Oasis with Private Pool, Spa, AC, Yard & Coastal Views: OneOcean 1C
3BD OneOcean (1C) at Mauna Lani Resort is a private oceanfront retreat on the Big Island’s Kohala Coast, where over 3,000 square feet of indoor-outdoor living blends with lush tropical landscaping, golf course greens, and serene ocean views. This two-level residence...
Poipu Beach House with AC in Bayview Resort-Steps to Beach & Grand Hyatt
LOCATION: Hale Poipu is in an unbeatable location in the prestigious Poipu Kai Resort, adjacent to the world-class Grand Hyatt Resort. It’s a great home base for enjoying and exploring Kauai. Within a few short minutes, you can surf at Shipwreck’s Beach (lots of...
SPECTACULAR KAANAPALI BEACH FRONT VACATION
Sweeping views of Lanai and Molokai from the top floor wraparound lanai. This treasured beachfront Villa is truly a home-away-from-home. We provide comfortable accommodations right on the beach. Gaze through the sliding glass doors or step out onto your oversized...
Stunning Oceanview 2BR Condo - Steps to the Beach - Newly Remodeled!
Escape to Paradise – Oceanview 2BR Condo at Kihei HolidayEnjoy breathtaking ocean views from this beautifully remodeled 2-bedroom, 1-bathroom condo, perfectly situated across from Sugar Beach—Maui’s longest walking beach. Whether you’re relaxing on the lanai or...
Mountain/city-view condo minutes from island attractions with open layout & W/D
Waikiki Townhouse 1101 - 30 night minimumOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Say aloha to island luxury at this condo located in the heart of Honolulu. With breathtaking...
Relax & Enjoy the Warmth of Hawaii in a 2 BR/2 BA.nGreat Rates for Long Stays!
Keauhou Punahele is located at the very south end of Ali'i Highway, a 5 minute walk to Keauhou Bay and the Outrigger. We are close to shops, restaurants, farmer's markets and many of the varied activities this island has to offer. Our condo is located at a quiet area of...
Mauna Lani Golf Course Villa with Newly Renovated Pool & Spa
Brought to you by Abita Luxury Rentals.Now with Mauna Lani Sports Club and Mauna Lani Beach Club Access!This resort home is situated on the Mauna Lani North Golf Course, with views of the 4th fairway from the private pool and spa that were renfinished in 2023! The...
5 STAR Ocean Front Air Conditioned Condo, With Views You Won't Forget, sleeps 4
With over 150 ten star reviews a recent guest review described the condo as a 10 Star for the cost of a 7. Be assured the comfort of a home waits your stay at our beautifully completely renovated 9th floor, exceptionally clean, central air conditioned one bedroom, one...
🏖️Ocean Front | AC | Private Pool | Unbelievable View! | vrKCV
vrKCV - Holua Kai 23, Professionally Managed by Kona Coast VacationsHukilau Hale at Holua Kai – Oceanfront Luxury in Kailua-KonaExperience an unforgettable Hawaiian escape at Hukilau Hale, a stunning oceanfront home offering unobstructed 180-degree ocean views....
Hilton Waikoloa Pool Pass for stays through 2025. ML Beach Club Pass. Palm Villa
Mauna Lani Palm Villas F4. Includes Mauna Lani Beach Club Pass. Please scroll down for detailed informationBedding Configuration:Master Bedroom: King BedGuest Bedroom: Two Twin BedsGuest Bedroom: One Queen BedLoft Area: Full Sleeper SofaHilton Pool Pass: Valid for...
Golf Villas G-2 at Mauna Lani
Situated on the beautiful Kohala Coast in the heart of the luxurious, world renown Mauna Lani Resort, we welcome you to the Golf Villas at Mauna Lani, a collection of exquisite town homes.Poised alongside the 9th Tee, this Balinese style, luxuriously furnished three...
A Tropical Retreat with Garden & Water Views + Resort Amenity Access
Welcome to Maui Kamaole C-109, a serene ground-floor condo located in the heart of Kihei, Hawaii. Perfect for a small family or a couple’s getaway, this inviting vacation rental comfortably accommodates up to 4 guests with its spacious primary bedroom and a queen...
New 2 Bedroom Guesthouse with Mountain & Ocean View!
This comfy, stylish guesthouse is located near Kealakekua Bay and the Captain Cook Monument. Here you can enjoy snorkeling, hiking, kayaking, boat tours and scuba diving. Our Guesthouse offers 2 bedrooms with queen beds, a full-size kitchen, lanai, laundry room and BBQ...
Panoramic view of ocean. Excellent location. Quiet neighborhood. Sleep 10
Do you like an unobstructed panoramic view of the ocean and sunsets? Comfortable beds? Air conditioning in 4 zones? Quiet neighborhood? Excellent location in the heart of Kona? Free WiFi? This house has it all. Wake up in the morning and have a coffee on the very large...
NP B28 March price drop! 1BR gorgeous, private spot, full AC, well stocked
Whether your idea of the perfect Hawaii vacation includes snorkeling, surfing, golfing, paddle boarding, hiking, or just relaxing on the covered lanai, by the ocean or by the pool with a good book, Napili Point condo B-28 is your perfect home base. Our luxurious and...
WOW! WHALER's BEST-10th Fl. 1 BR- SLEEPS 6 -PANORAMIC Ocean Views 365 SUNSETS!!!
Unit 1059 is truly one of the absolute nicest 1 bedroom units at the Whaler. Unit 1059 is on the 10th floor and has one of the most spectacular views anywhere in Kaanapali. This total remodeled and professionally decorated 10th floor suite is one of the VERY nicest one...
Honua Kai Luxury in Paradise 2BR / 2BA Sleeps 6
Aloha! Welcome to our suite at the Honua Kai Resort and SpaUnit 212 Hokulani TowerWe do not charge a resort or parking fee. The quote listed is all in.We also have a 1 BR available in the same building one floor below. See VRBO # 1308715. One minute walk down the...
Puuwai Alii Estate: Stunning Luxury Home with Pool, Hot Tub & Ocean Views,AC!
Absolutely amazing property! A one of a kind 5-bedroom, 6-bathroom property that is built to impress with gorgeous high end materials and is one of just seven properties in the quaint "Pu'uwai Ali'i" subdivision. The gated entrance, majestic surrounding trellises, and...
Lowest Rates-Amazing Romantic Getaway- Studio On top of the ocean-Cold AC
Fall in love with The Hula Hideaway—a newly remodeled oceanfront studio just 10 feet from the water in Kahana, Maui. Enjoy stunning sunsets, whale watching, and island views from your private lanai. Includes king bed, full kitchen, AC, Wi-Fi, washer/dryer, and beach...
Kaulana Naue – Luxury Beachfront Home on Kauai’s North Shore
Exclusive Luxury Beachfront Home located around the point from Tunnel’s Beach. More secluded not so populated gorgeous beach which is just a beach walk from Tunnels.Imagine an island, a lush green paradise in the far-off reaches of the deep blue sea. Mango trees sway...
Fresh, Bright, New! Near Hanalei. Walk to the ocean in minutes.
Aloha and Welcome to Hale Honu O Hanalei ~ House of the Turtle.This hidden jewel sits on the ridge above the Hanalei Valley on Kauai's tropical North Shore. Tucked away on a quiet side road, and walking distance to one of the North Shore's best-kept secret beach trails....
5★Tropical Oasis, Heated Pool, Waterfall, Gazebo, OceanView,❤️of Kona,NEW Remodel
Located in a quiet, gated community, this house ticks off all the boxes. Located all on one level, there is room to spread out with the primary bedroom separated by a lovely open living/kitchen area from the second and third bedrooms. New furnishings and appliances...
Bright & modern dog-friendly oasis on two lush acres with generous patio & W/D
Orchid Land | 31-Day MinimumOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Escape to paradise in this charming, newly built home in Keaau, Hawaii available for long-term stays....