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.
Cozy Waikiki Vacation Rental with Partial Ocean Views - Great for families!
As of January 1, 2026, Hawaii will increase its Transient Accommodations Tax (TAT) rate by 0.75%. For reservations booked before January 1, 2026, an additional payment request will be sent for the 0.75% tax increase.This is a legal conforming vacation rental. Please see...
Classy Waikiki Studio
Classy, Clean & City CenterJust a short 2 blocks walk to the beach! Conveniently situated at the entrance to Waikiki, across from Ft. DeRussy Park and Hilton Hawaiian Village. Walk to the biggest shopping center (Ala Moana Center) and get easy access to main buses to go...
Brand New Kitchen & Updated Living Space - Oceanfront #216-2
Experience your island oasis. This oceanfront Puamana townhome offers the perfect blend of modern comfort and tropical charm. Enjoy breathtaking ocean views and neighboring islands from the spacious lanai, living room, and main bedroom. Inside, a newly remodeled kitchen...
KS 836 Studio in Kaanapali Shores w Pools AC
FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale Watch (seasonal), Dinner Sunset Sail, Snorkel Sail, Alpaca Farm Tour, Pineapple Farm Tour, and All Day Electric Bike Rental. (W1)*One ticket per...
Maui Tropical Getaway w/ Ocean View, Full Kitchen, Pool, A/C, WIFI, King Bed
Your stay location is 25 miles south of Lahaina. The Kihei / Wailea area has not been impacted and is open to all, including travel, lodging and activities.PRIME BEACH LOCATION:Look no further than Haleakala Shores, #A-102 for your Maui Hawaii vacation rental. This two...
Kamaole Sands -inner court - ocean views- Remodeled
We have Pipe & Roofing project that is taking place from during 2025 During this time there will be noise but it does not directly impact our building. We are all done with new roof and pipes!Unit 6304. Wonderful views and on the third floor.Please come and stay you...
Kona Shores#130 Beautifully Remodeled Ground Floor Condo w/AC!
Kona Shores#130 is a spectacular ground floor condo at an Oceanfront Condominium Complex. Kona Shores is just a mile to all restaurants, cafes and shopping within Kailua Village. From the oceanfront Pool and BBQ Area you will be able to enjoy the famous Kona Sunsets, as...
Fun in the Sun at Maui Sunset-Ocean View 1BR/2BA
The Maui Sunset is located on over 5 acres of ocean front in Kihei, which is considered one of the best locations on the Valley Isle. Kihei is noted for its year round sunshine, balmy trade winds and soothing evening air. It is one of the driest and sunniest areas on...
Maui Sunset B218 ~ 2 Bedroom Beautiful Ocean Views, Full Kitchen
Relax and unwind in this tastefully done Hawaiian Island style 2 bedroom / 2 bathroom condo. Feel the spirit of Maui as you watch the spectacular Sunsets, and whale watching during the whale season from your Lanai. Maui Sunset grounds are immaculately groomed with...
OCEANFRONT 2 bed/2bath West Maui condo on Napili Bay! Napili Point C12
Experience the beauty and tranquility of West Maui at Napili Point, a premier oceanfront property perched above the turquoise waters of Honokeana Cove. This well-appointed two-bedroom, two-bathroom condo offers panoramic views of the Pacific Ocean, Molokai, Lanai, and...
Oceanfront KUL716 - Beautiful Beachfront Corner Condo Great Ocean View!
** Summer 2025 Discounted Rates - Book Now! **Experience the ultimate Maui vacation in this beautiful oceanfront condo! Perched on the second floor, this one-bedroom, one-bathroom unit offers stunning views of the beach and the crystal-clear waters of the Pacific Ocean....
420123 Hanalei Bay Resort 3br 3ba Sleep 8 Absolutely Gorgeous View
Hanalei Bay Resort 420123 3 bedroom sleeps 8Vacation Rental Tax Number GE/TA #049-852-4160-01TMK 4540110030016(Special Permit – SP-2011-18) (TVNCU 4198)Jan 22-Feb 2, 2025 Units 4022 & 4203 available with King Bed & 2 Double Beds can sleep 6NO EXTRA COSTS for early...
Steps to beach, pool, garden. April/May Cancellation Special. CALL NOW!
Minimum 30 day rental, this 3 bedroom, 3 bath with a private pool is the perfect location to relax and unwind. The entire property is surrounded by lush landscaping, beautiful palm trees and tropical flowers. The spacious yard is perfect for sun bathing, barbecuing or...
Poipu Shores B202: Beautiful Oceanfront Condo on Kaua'i's Pristine South Shore
Beautiful two-bedroom oceanfront condo on Kaua'i's pristine South Shore. This remodeled Poipu Shores unit is equipped with a full kitchen, air conditioning, and Hawaiian style furnishings. Relax at Poipu Shores' oceanfront pool, enjoying the gorgeous views, or take time...
🏖️Beautiful Ocean View | Updated | WIFI Included | vrKCV
vrKCV - Casa de Emdeko 216, Professionally Managed by Kona Coast VacationsEnjoy stunning ocean views from the private lanai of Casa 216! This 2nd floor condo is the 4th unit from ocean front! The covered lanai is the perfect place to watch whales and spinner dolphins,...
DOWNTOWN KAILUA-KONA AC, FREE WIFI, FREE PARKING, Historic Kailua-Kona Village
Aloha and welcome to Unit #110 Hale Moana (Moh-ah-nah)! This bright and airy studio apartment was freshly remodeled in 2019 and recently updated with new furnishings in April 2021. It is conveniently located in the heart of downtown Kailua-Kona. Our studio is the...
Special Rate! Ground Floor at Royal Sea Cliff, Central AC!
Royal Sea Cliff is an architectural wonder that sits on the pristine Kona Coast. If you are looking to be close to town but feel away from it all, this is the place for you to make your Hawaii memories. This one bedroom, one bath is the perfect oasis to enjoy your...
Exquisite interior updates and stunning ocean view
Kaanapali Shores 849 is a 1-bedroom, 1-bathroom condo with central air conditioning that can accommodate up to 4 guests. Located on the 8th floor, you'll find an open-concept layout and Hawaiian-inspired furniture and decor. When it's time to rest, the bedroom features...
*Luxurious & Remodeled *Complex is OCEANFRONT*
*Please Note the Lanai / balcony in the property is not accessible, however make sure to take advantage of the gorgeous one of a kind 360° wrap around views just a 60 second walk from the property on the complexes rooftop or enjoy the ample grassy area around the...
Paradise in Puamana just steps to the Pacific Ocean 4 king beds
Puamana 177-1 is like staying at a Hawaiian home. Living area is 1250 SQ FT with 220 SQ FT of front and back lanai’s and an added-on room to the rear of unit that provides a 3rd bedroom at night. It has an 800 SF backyard and 300 SF front yard which includes a unique...
Kona Plaza#202 2ND FLOOR OCEAN VIEW IN HEART OF KONA TOWN! AC & Elevators!
Knutson & Associates Property Management is proud to be representing Kona Plaza#202. Best location in the development! Highly desirable west facing with Ocean views! Best location in all of Kona Plaza. Its amazing location puts you right in immediate walking distance to...
VI 902 BeachFront Condo w Sunset and Ocean Views Pool
FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale Watch (seasonal), Dinner Sunset Sail, Snorkel Sail, Alpaca Farm Tour, Pineapple Farm Tour, and All Day Electric Bike Rental. (W1)*One ticket per...
Ocean View KAN106 - Maui Beach Front, Lovely & Charming Ground-Floor Condo
Looking for a tranquil oceanview condo for your vacation in Maui, Hawaii? Look no further than Kanai A Nalu #106. This 2 bedroom/2 bath unit is fully furnished and can comfortably accommodate up to 4 guests. With a serene master bedroom, fully equipped kitchen, and...
KA 409 OceanFront Condo w Ocean Views Heated Pool AC
FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale Watch (seasonal), Dinner Sunset Sail, Snorkel Sail, Alpaca Farm Tour, Pineapple Farm Tour, and All Day Electric Bike Rental. (W1)*One ticket per...
KBM Resorts | FREE CAR | Honua Kai Konea | Ocean view | 2-Bedroom Condo with Huge Lanai, Corner Villa! HKK-234
Luxurious 1-bedroom villa with soaring ceilings, ocean views, gourmet kitchen, and private lanai. Enjoy resort amenities and peaceful island living, perfect for a romantic Maui escape.** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an...
Beautiful Second-Floor Studio w/Free WiFi, Private Balcony + Shared Pool/Hot Tub
Islander on the Beach 257Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'With partial ocean views from the furnished private balcony, this lovely second-floor studio is a terrific...
Kapaa Shore Resort A309, Oceanfront, Walk to Shops, Restaurants, Beaches
Kapaa Shore Resort A309 on the Coconut Coast, in the heart of Kapaa Town, Kauai Vacation Rental.*Two bedrooms, two bath, oceanfront, 3rd (top floor, no elevator) unit with washer and dryer in the unit.*King bed in the upstairs loft bedroom with private bathroom and...
Hale A Kai: Big Island Home w/partial Ocean view, AC &WiFi
Hale A Kai by Gather or Home by the Sea translated from Hawaiian, is nestled at the end of a quiet neighborhood cul de sac. This recently updated four bedroom, four bath home, is aptly named due to its proximity to the ocean, located just minutes away. The...
NEW to Our Inventory! FULLY RENOVATED! Modern Condo in the Heart of Waikiki!
Niihau Apartments #203 – 247 Beach WalkFULLY RENOVATED! Welcome to your home away from home! This newly remodeled (2023) condo is the perfect launching point to explore all that Waikiki and Oahu have to offer! FREE Wi-Fi and parking at nearby lot. Secured...
Off grid house with almost 100 fruit and veg plants, close to green sand beaches
Tropical 2 acre farm like setting, minus the animals except maybe for some wild chickens running around. Coffee plants, bananas, loquats, pineapples, liliquoi, 5 kinds of citrus, ground cherries, dragon fruit, and more... (fruit is not available year round so please...
KKSR2204 DIRECT OCEANFRONT CORNER UNIT!!! 2nd Floor, Wifi, BREATHTAKING VIEW!
Welcome to the page of our gorgeous Keauhou Kona Surf & Racquet Club#2-204! DIRECT OCEANFRONT CORNER units are extra special here. The lanai is extended for extra space. 2nd floor, so only 1 flight of stairs! This property is absolutely spectacular. The owners have...
Kaha Lani Resort #311, Great Ocean and Sunrise Views, Steps to Sandy Beach
Kaha Lani Resort #311, Ocean View, 3rd floor end unit, Kauai Vacation Rental located in Wailua, Kaua'i. Steps to sandy beaches, surrounded by parks, a golf course, and the ocean. Relax to the sound of the waves. Accommodates up to 4 guests, including children and...
Refreshed North Shore Retreat W/AC, Community Pool & Tennis!
Refreshed in 2024, this beautifully updated home is the ultimate North Shore retreat, located in the prestigious Sunset Drive neighborhood—one of Princeville’s most sought-after communities. Guests enjoy exclusive access to a private clubhouse with a pool, tennis...
Beautifully Remodeled 2 Bedroom Waikiki Condo - Sleeps 6!
Experience modern comfort in this beautifully remodeled 2-bedroom corner condo at the iconic Ilikai Hotel. Featuring elegant travertine flooring throughout, spa-like bathrooms with travertine showers, and a fully upgraded kitchen with high-end granite countertops and...
Timeless island charm and breathtaking views
Papakea D208 is a 1-bedroom, 1-bathroom condo featuring amenities such as an ocean view, a washer/dryer, and air-conditioning. Located on the second floor, this condo can comfortably accommodate up to 4 guests with a Queen bed in the bedroom and a Queen sleeper sofa in...
Napili Shores H-166 - Full Remodel Summer 2024 - $750 Free Daily Activities
Napili Shores Resort H-166 Full remodel Summer 2024 - new kitchen and bathroom, updated furnishings ... enjoy the brand new space! Perfect for family vacations, the lanai of this ground floor 1-bedroom / 1-bath Napili Shores condo extends into the grass and landscape of...
Corner condo on golf course with pool & hot tub access, & private washer/dryer
Shores at Waikoloa 135Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Make yourself at home in this beautiful garden-level condo in the Shores at Waikoloa! After a day of golfing,...
Top-floor beach condo with sweeping oceanfront views - steps to pool & hot tub
Islander on the Beach 353Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Discover the perfect ocean getaway at Islander on the Beach, a 6.5-acre oceanfront resort with stunning...
Puamana Ocean Front Tropical Paradise 226-1
Aloha to Maui Dream family vacation in a 4 bedroom 3 ½ bath spectacular ocean front condo at 226-1 Pualei Dr. in Puamana, Lahaina. This idyllic escape with unparalleled views and natural beauty is about 100 feet from the ocean. A beautiful grass area and palm trees are...
Hauula Beach Retreat-OceanViews, AC, work remotely
*30 day rental. Please inquire. You'll love being minutes away from world class entertainment, incredible beaches, delicious food, and so much more! Many of these opportunities for adventure can be found right outside the front door!When you stay in the Hauula Beach...
Ocean Front Condo at The Royal Sea-Cliff Resort
Amazing studio with ocean views. Enjoy the salt water and fresh water swimming pools and hot tub that overlook the Pacific. Have fun at the tennis court and take advantage of the outdoor BBQs. The resort is in a convenient location that is just 1 mile from the charming...
Near Pool, Updated Bathrooms, Family Friendly
Welcome to your Waikoloa escape - a relaxing retreat near the beach with resort-style comforts & space to unwind:• Sleeps 4 | 2 bedrooms | 2 beds | 2 baths• Shared pool, hot tub & gym• Private lanai, backyard & BBQ grill• Beach essentials for sunny days• Fully...
🏖️Quiet Complex | AC & WIFI | Well-Equipped | vrKCV
vrKCV - Casa de Emdeko 311, Professionally Managed by Kona Coast VacationsCasa De Emdeko is conveniently located approximately 1.5 miles south of historic downtown Kona. The condo complex itself features two pools: a freshwater garden pool and a saltwater pool built on...
Wailea Grand Champion Golf Villa 2 Bdr/2 Bath
Spring and Summer Special - Sixth Night Free! Each 6th night free! On all new reservations for nights between April 1, 2025, and August 31, 2025. Call or email for details. Discount applied to final payment and not to be combined with any other promotions. Comfortable...
🏖️Fairway & Ocean Views | Updated Top Floor | AC | vrKCV
vrKCV - Kanaloa at Keauhou 405, Professionally Managed by Kona Coast VacationsPerfect Setting in Keauhou - Experience the Best of the Big IslandKey Features: Bedrooms: 2 large bedrooms, each with a king bed Bathrooms: 2 bathrooms, each with combo Tub / Shower Kitchen:...
Makani Sands #301 Corner 3brm Townhouse on Ocean
Makani Sands #301 is a spacious corner 3 Bedroom, 2 1/2 Bath townhouse on the 3rd & 4th floor corner, with an incredible view of the ocean. Decorated in a traditional Hawaiian style, this beautiful townhouse comes equipped with 3 cable TVs. There is a full kitchen...
Waterfront Condo w/ Partial Ocean View, Resort Pools, Hot Tubs - Family Friendly
Honua Kai - Konea 446Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Escape to Paradise at This Upscale Maui CondoIndulge in the ultimate oceanfront getaway at this luxurious...
Fairway Villas I-23 2 bed 2 bath on golf course
Summary:Find your Hawaiian retreat in this welcoming 2-bedroom apartment in Waikoloa Village. Enjoy resort amenities, easy beach, golf, and shopping access. This family-friendly apartment has a fully equipped kitchen, private balcony, and air conditioning for a...
Luxurious Maui Getaway w/ Panoramic Ocean Views!
Wake up to the calming sounds of the sea with a stay at this luxurious Maui condo! The 1-bedroom, 2-bathroom Wailuku vacation rental is ideally located for exploring the lush and mountainous landscape of the island, with Maalaea Harbor, Baldwin Beach Park, and Iao...
Aloha Condos, Napili Bay Resort, Condo 216, Beach View
Napili Bay Resort Condo 216 is ideal for couples, just steps from a beautiful beach. Guests praise its excellent location, quiet garden view, and cozy Old Hawaii vibe. The studio is well-equipped, with comfortable furnishings, beach gear, and a responsive owner....