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.
Holualoa Garden Studio-Cool elevation, 10 minutes to Kona town
Holualoa Garden Studio is located 4 miles above Kona town at 1400 ft elevation in the coffee belt. Temperatures are cooler with nice breezes in the afternoon. The studio is on the right side of a quaint Hawaiian home with two other units. They overlook a lush garden...
🏖️Breathtaking Oceanfront | AC | Concierge Included | vrKCV
vrKCV - Kona Reef A4, Professionally Managed by Kona Coast VacationsWelcome to Kona Reef Condo #A4, an oceanfront gem on the ground floor offering magnificent ocean views right from your covered lanai. With the tranquil Pacific Ocean just steps away, you can enjoy the...
Deluxe Garden View Waikiki Banyan, Free Parking
Waikiki Banyan Tower 1 Suite 708Deluxe City and Ocean View Condo at the Waikiki Banyan, Free Parking/Wi-FiThe pool and all associated amenities will be closed starting April 7, 2025, for an estimated duration of 10 to 14 months to accommodate the Recreation Deck...
🏖️ Concierge Included | Close to Pool | AC & WIFI | vrKCV
vrKCV - Waikoloa Colony Villas 2804, Professionally Managed by Kona Coast VacationsWelcome to Waikoloa Colony Villas 2804Experience the best of beauty and affordability on the Kohala Coast! This comfortable 2-bedroom, 2.5-bathroom townhouse offers a blend of luxury and...
Super Clean/Ocean Front! Fall Asleep to sound of the waves. Beach Gear included!
Ocean front yard! Penthouse Condo | Designer Renovated | Stunning Kailua-Kona ViewsExperience the best of Kailua-Kona from this ultra-clean, fully renovated oceanfront penthouse condo—where breathtaking views, modern design, and direct ocean access come together for the...
A Rare Find: Legal Beachfront Vacation Home on Maui’s Sunny South Shore
Everything you've dreamt for your Maui Vacation is here. BUT MORE IMPORTANTLY, THIS IS A LEGAL VACATION RENTAL PROPERTY. There are very few homes that can be legally rented for short-term vacations and those that cannot be are being shut down. Keep this in mind when...
Villas at Poipu Kai 3 bed/3 bath luxury villa with central air conditioning!
The Villas at Poipu Kai is the newest and most luxurious development within Poipu Kai Resort, located on the sunny south shore of Kauai! Unit C110 is a 3 bedroom 3 bathroom ground level luxury villa, boasting over 1,600 square feet of living space and a large lanai...
Golf-course-adjacent condo with ocean & garden views, fast WiFi, pool, & hot tub
Pili Mai 8GOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Pili Mai is one of Kauai’s newest developments providing modern Hawaiian living. Sit outside on your furnished balcony with...
Shores at Waikoloa Beach Resort, with large lanai and view
Remodeled fall 2017 Remodel includes tile floors throughout, widening galley kitchen, new shower and tub in master bathroom and large new shower in guest bathroom The Shores at Waikoloa is the place for your Big Island vacation! We are located close to Anaehoomalu Bay...
Hale Loke Cottage, 2 Masters, A/C, Use Of Resort Pool & Spa. Steps To Beaches
Hale Loke is a beautifully furnished and appointed single story detached cottage (no neighbors above or below). Hale Loke has two air-conditioned master bedroom suites and an a/c in the kitchen/living/dining area. The backyard has a BBQ grill, dining table, mountain...
Top Floor Beachfront Condo with Ocean view
Nani Kai Hale is a six-story condo located directly on the beautiful Sugar Beach in Maui. The suite is a cozy 1 bedroom, 2 baths, nicely furnished, top floor condo conveniently located on oceanfront in North Kihei with spectacular ocean, sunset, and mountain views. The...
Waipouli Beach Resort Exquisite Ocean View Condo in Oceanfront H Building!
Exquisite Ocean View 1 Bedroom, 2 Bathroom Condo in Oceanfront H Building - Newest Listing! This well decorated 1 Bedroom, 2 Bath Ocean View Condo is located in Highly Desirable Oceanfront H Building offering a gorgeous view of the Ocean. Enjoy whale watching during...
Ota House - a 2br/1.5ba mountain view home in Princeville
TA # 101-766-3488-01 The Ota House is perfect for families looking for a central location to stay while they explore Kauai! The house is very family friendly and located in a quiet neighborhood near the Princeville Makai Golf Course. It's only a 20 minute walk to the...
Sale!! The Perfect Hawaii Location for a Relaxing Getaway now on Sale!!
Aloha, E Komo MaiNEW DISCOUNTED SUMMER RATES!!Welcome to Hale Makamae-Maui, a luxury first floor condo in Wailea's premier Grand Champions Villas. Our home is unit #103 on the east side of the complex. Spend your vacation enjoying this 1 bedroom, 2 bath unit that...
Amazing views of Diamond Head, Waikiki Beach, and the Pacific Ocean!
UNBELIEVABLE VIEWS!: This 2 BR condo is on the 35th floor of the Waikiki Sunset. It offers unmatched views of Diamond Head and Waikiki Beach. No expense was spared in this condo's remodel. Bold granite highlights the custom cabinetry and stainless appliances. Designer...
Turtle Bay Villa 310: Beachfront with Shared Pool, Spa & AC
Set within the 850-acre oceanfront community of Turtle Bay, Turtle Bay Villas 310 offers an elevated third-floor retreat where lush tropical views and resort-style comfort meet. This 1,538-square-foot villa accommodates up to eight guests across three beautifully...
Wailea Luxury Beachfront Resort #904
The Palms in Wailea will allow you to 'live like the locals'. #904 is in one of the quietest corners of the community with garden, mountain and ocean views. The Palms community is an easy walk to the beach, shops, golf course and tennis courts. Walk along the ocean to...
North shore living! Walking distance to Hale’iwa town. Private lanai, AC, WiFi.
30 day minimum! Welcome to north shore living! This comfortable, vibrant beach house upstairs unit has everything you need plus more for an amazing vacation. Enjoy ice cold AC after a long day at the beach, a fun, private lanai with a hammock overlooking beautiful views...
Gingerbread House-Less than a mile from Paia town and all North Shore beaches
This unique and romantic two story, one bedroom house is nestled in a mango tree. The house is an A-frame structure with high ceilings and skylights making it bright and airy. It is located less than a mile from the bohemian town of Paia and ALL of the North Shore...
Upgraded 11th Floor Oceanfront Corner 1BR/2BA - Premier 1BR Location at The Whaler!
Offering an unsurpassed location in the heart of Kaanapali, the Whaler provides the perfect setting for experiencing all that the world-famous beach has to offer, and Suite 1101 enjoys one of the absolute best locations of any one-bedroom on the entire property....
Large 1 Bdrm plus Den-Cold AC-Resort Pools-Most Desired-Ocean views-Sleeps 6
Welcome to Konea 506, a luxurious one-bedroom plus den vacation rental at Honua Kai Resort and Spa on Maui’s Kaanapali Beach. Managed by Jill and her team at Hula Hideaway, this 5th-floor unit offers stunning views of the coastline, mountains, and greenbelt. It sleeps...
Kauai Pono Kai Resort BR/1BA Vacation Condo
GARDEN VIEW CONDO JUST STEPS FROM THE OCEAN!!!This beautiful Pono Kai Condo Building H is steps from the ocean and the beach!! With a full kitchen, dining area, living room, private patio, pool, hot tub, tennis, exercise room, volleyball, BBQ grills, WiFi included,...
Waipouli Beach Resort VIP Ocean Front Penthouse Villa! AC Pool
Your Dream Vacation in Paradise! Royal Beachfront Penthouse Villa an exquisite Ocean Front Villa, our Newest Listing! Located in Oceanfront A Building, the most desired building at Waipouli Beach Resort on Beautiful Kauai. This Beachfront/Oceanfront Penthouse Villa...
🏖️Serene Location | Excellent Resort Amenities | Concierge Included | Oceanfront
vrKVR - Halii Kai 20F, Professionally Managed by Kona Coast VacationsWelcome to Hali'i Kai 20F, a stunning two-level, three-bedroom, three-bathroom condo located in one of the most prestigious gated communities within the world-famous Waikoloa Beach Resort. Offering...
Studio with AC, lanai, and mountain views. Steps from the ocean with beach gear!
Air Conditioned, Cozy, and Full of Aloha!Nestled in the cozy and quiet Hale Moi complex in Princeville, our spacious Studio suite condo is perfect to serve as your home base as you explore the awe-inspiring beauty of the North Shore (and beyond) of Kauai. The condo is...
8 minutes to Nat'l Park! Enjoy the sound of rain & birds in a peaceful retreat.
Hawaii Tax ID: 148-388-6592-01. Hawai'i County IDs: STVR 19-345382, NUC 19-287Aloha! E komo mai. Welcome to our Hawaiʻi Island home, or hale (pronounced HA-LAY). Located in Volcano Village, and just minutes from Hawaii Volcanoes National Park, we invite you to make our...
Hapuna Beach Residence B24 at Mauna Kea Resort
This island contemporary, oceanfront, newly-constructed, second level studio offers floor-to-ceiling sliding window walls that create indoor/outdoor living space, a gourmet kitchen outfitted with professional-grade Wolf, Sub-Zero and Miele appliances, wine storage and...
"Escape to Kauai" Oceanview at the Islander on the Beach 359
Escape to Kauai – Ocean View Studio at Islander on the Beach 359Welcome to Escape to Kauai, a top-floor ocean view studio at Islander on the Beach where you'll experience the charm of Old Hawaii with the comforts of modern living. With sweeping ocean vistas, vibrant...
First floor-Walk to pool, BBQ and hot tub. Golf course frontage. Paradise
Our condo is a piece of paradise. Private and comfortable ground floor unit with no stairs. Completely remodeled and offers high speed WiFi and a 50" Sony Smart TV for entertainment. Everything you need from the beach chairs and boggy boards to a wet bar on the lanai to...
Luxurious Condo - Wonderful Ocean Views - in the Heart of Kailua-Kona
Relax and pamper yourself in this well-appointed condo with wonderful ocean views. This is NOT your average vacation rental! Granite counters and tiled floors throughout, a super-comfortable king sized bed, and stocked with many amenities to make it feel more like your...
Oceanview, walking distance to beaches & Golf! Kapalua Bay Villa #25G4 - Quam Properties Hawaii
Kapalua Bay Villa 25G4 is your invitation to unwind, explore, and savor the best of Maui's iconic coastline.Welcome to Kapalua Bay Villa 25G4 — a peaceful, ground-level retreat where island elegance meets coastal serenity. This beautifully appointed one-bedroom,...
1 Bdm/2 Bth Near Oasis Pool! UP TO 15% OFF FOR SPRING/SUMMER BKNGS!
********************************************************************Health and Safety Updates: CDC hospitality cleaning by our professional cleaning staff,.********************************************************************* If you are looking for a condo rental that...
Westin Ka'anapali Maui - Summer Special - Only 700 per night in July 2025
AVAILABILITY for our Two-Bedroom Two-Bath Luxury Villas features prime Summer Weeks in July 2026. Other dates are available on request. Please note that there is no availability for the Christmas - New Year's period.The Westin Ka'anapali Ocean Resort Villas reflect the...
2 Bedroom on Kaanapali Beach - Papakea Resort L407
Fourth floor 2 bedroom, 1 bath vacation condo with ocean views in North Ka'anapali. This condo features a king bed in the master bedroom downstairs. The bathroom which is downstairs features a tub/shower combo. The loft upstairs serves as a guest bedroom with a queen...
Ko Olina Beach Villas O1004: Oceanfront Penthouse Escape w/Pool & Golf Views
Ko Olina Beach Villas O1004 offers an exquisite retreat where luxury meets island life, perfectly situated in Kapolei, HI. This two-bedroom, two-bath penthouse villa spans 1,187 square feet and invites you to unwind on its expansive lanai, where gentle breezes and ocean...
Kauai Love-Family Home 4B/2.5B, A/C, Greenbelt Access to 2 Beaches!
Welcome to Kauai Love—a bright, open-concept 4-bedroom, 2.5-bathroom home located on the scenic Poipu Kai Greenbelt. With room for up to 8 guests, this home is perfect for multi-generational families or groups of friends looking to relax, explore, and enjoy the best of...
BEACHFRONT MAUI KIHEI HOUSE
Welcome to the beach! We open our home to you, your family and friends. This home and property was originally built as a family, beachfront vacation home and our intent is to share this wonderful home for years to come. This home has 4 bedrooms and 2-1/2 baths and air...
Remodeled,Ground Level, A/C Throughout,King Bed,Everything Needed for Kids/Beach
This beautifully remodeled ground level, 1 bedroom 2 full bathroom condo, features all new stainless steel appliances, air condition throughout, king size memory foam bed, 60 inch and 55 inch 4K flat screen TVs with Bluetooth Sound Bar/Subwoofer, queen size memory foam...
Honua Kai Hokulani 934, Renovated, AC, Large Lanai, No Carpet, Amazing Views!
Located beach front at North Kaanapali Beach, Honua Kai 934 is the newest and most luxurious vacation resort in West Maui. The concept is a hybrid of a luxury hotel with oversized, private condo living, and this amazing corner-end 9th floor unit showcases one of the...
🏖️Ocean View | No Stairs! | Washer/Dryer in Unit | Top Floor | vrKCV
vrKCV - Casa de Emdeko 304, Professionally Managed by Kona Coast VacationsWelcome to Casa de Emdeko #304, your perfect Hawaiian getaway! This top-floor, one-bedroom condo features a comfortable king bed and includes ocean views from the lanai. With no stairs to...
Ground Floor - Ocean Front Condo Maui Sunset- Modern Furnishings
Maui Sunset 1032 S Kihei Rd - unit B109; Full kitchen and both bathrooms remodeled making the unit modern and sleek. The unit has 1 King bed in master bedroom, 1 queen sofa bed,1 murphy (single)bed in main living area. Beautiful, spotless premium condo that has it all!...
WELLCOME TO LOVELY CONDO 2 BEDS 2 BATHS FREE PARKING IN WAIKIKI BEACH
Aloha !Your family will be close to everythingwhen you stay at this centrally-locatedplace.It 3-minutes walk to Waikiki Beach8-minutes walk to the Honolulu Zoo.Theproperty location on the #12 floor allremodeled it almost 1000 sq.ft and 2 lanais150 sq.full kitchen &...
Brand New Oceanfront Home - Enjoy Fabulous Sunsets & Whale Watching!
Enjoy the raw beauty of the Big Island from the luxury of Sunsets and Whales at Kohala Waterfront - a newly built four bedroom residence located above one of the most active whale coves in Hawaii, offering wintertime visitors front-row seats to leaping humpback whales....
Ocean Front Sugar Beach Resort Maui 4th Floor 1 Bedroom Condo unit 440 end unit
Welcome to our home, Sugar Beach Resort 440. Our condo is a non-smoking, recently updated and professionally cleaned one bedroom, 4th floor, ocean front, end-unit with a side window. 440 is one of few units in Sugar Beach that offers views of sunrises over Haleakala and...
Ocean & Sunset Views, FREE Parking & Washlet!
Waikiki Shore #1304 – 2161 Kalia Rd.How does it get better than being able to enjoy endless ocean and sunset views from your own private lanai? Come and stay in this high floor air-conditioned, ocean-view studio (360-sqft interior plus 61-sqft lanai with table/chairs)...
Paradise Perfected! Relax with Private Pool and Golf Course views.
When thoughtful design meets every expectation effortlessly, the vacationer encounters their Paradise. When the fine-tuning of taste, vision, and elegant artistry harmonizes into a chord of calm, the guest melts into their surroundings. This is why the love of discovery...
BEAUTIFUL BRAND NEW REMODEL-OCEAN VIEWS-SLEEPS 8-AC-WELL EQUIPPED
Book with confidence, this stunning, 2 bedroom, 2 bathroom spacious condo that has been newly remodeled. This condo is managed by PMI Maui, a local Real Estate Brokerage that specializes in vacation rentals. We are located within a mile of the resort and available 24/7...
Mountain and Waterfall Views
Welcome to your beautiful home away from home, Hale Iolani. Centrally located on the North Shore of Kauai in the pristine community of Princeville, here you will find your own slice of paradise surrounded by colorful, tropical foliage with impressive mountain and...
Ma'alaea Surf, D9 - Oceanfront Condo - remodeled two-bedroom, 2nd Floor
Our property IS NOT impacted by the recent news of potentially prohibiting Short Term Rentals (STR) in Maui. Ma'alaea Surf is zoned as a hotel property so is therefore exempt from any of the potential STR regulations being proposed by the County.Ma'alaea Surf, Unit D09...
Hilton Pool Pass for stays in thru June 2025. Golf Discounts. Waikoloa Beach Vil
This vacation rental is professionally managed by ResorticaHawaiiWaikoloa Beach Villas L22Please scroll down for detailed informationBedding Configuration:Master Bedroom: King BedGuest Bedroom: One Queen BedHilton Pool Pass: Valid for stays now through December 31,...