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.
Kona Makai 4-306: Top Floor 3 Bedroom Unit with Wrap Around Lanai &OceanViews
Kona Makai #4-306 is a excellent, very spacious condo for your Hawaii Vacation! Rarely are there 2 bedroom units with the loft being the Third Bonus Bedroom! Being the top floor corner in building 4, the location is truly wonderful! A great option for 6 people. The...
Steps to Magic Sands Beach l AC l Chef's Kitchen l vrKVR
Steps from Magic Sands Beach – Your Elegant Kona Coast EscapeIdeally situated just across scenic Ali‘i Drive from the iconic Magic Sands Beach, this bright and breezy 2-bedroom, 2-bath retreat is your perfect home base on the Big Island. With central air...
Kihei Surfside #511: Amazing Oceanfront Paradise with Stunning Views
Kihei Surfside #511 – Oceanfront Comfort with Split-Duct AC and Remodeled Kitchen & BathsWelcome to Kihei Surfside #511, a 1-bedroom, 1.5-bathroom oceanfront condo with stunning views of Maui’s south shore and a thoughtfully upgraded interior. This fifth-floor unit...
Blue Oasis - Champion Ridge Estate at Mauna Lani Resort
Experience the best of Hawaii in this luxury 5,600 sq ft estate in the Mauna Lani resort area. Take a dip in the heated pool and hot tub (heated to your desired temperature), drink a beer in the billiards room, have an evening putting competition on the private putting...
Highly Desired Unit-Amazing Ocean Views-hot tub pool- large kitchen-5 stars
Welcome to the 'Mahina Hideaway', a premier beachfront unit on the gorgeous west shores of Maui, halfway between Lahaina/Kaanapali and Kapalua Resort areas. The Hale Mahina Beach resort (a small private beachfront complex with only 52 units) is just minutes from Maui's...
Direct Ocean Front Property Wailea Ekahi 42A Remodeled 2024 - 1 Bed 2 Full Bath
Imagine waking to the gentle lull of the trade winds, sunlight streaming through your lanai, and the promise of a perfect day in paradise. Welcome to Unit 42A at Wailea Ekahi Villas, a meticulously remodeled one-bedroom, two-full-bathroom haven where luxury meets...
5 bedroom, Central A/C! Come relax at the Regency Villas at Poipu Kai H222
This 5 bedroom condo is a roomy and centrally air conditioned home with plenty of space for your whole crew. This sub development is called Regency Villas, and is located in Poipu Kai. This home offers modern appliances, central A/C, washer and dryer, beach toys, and so...
Maui Sunset Resort B102 - Aloha Tai, Ground floor, 1BR/2BA, Sleeps 5, AC, Wifi,
Summary:Oceanfront Resort Condo Suite - ground floor tastefully-updated with all new furniture (April 2022) 1-Bedroom 2-bath with King Bed, Queen Sleeper & Twin Murphy bed in LR. Family Friendly, sleeps up to 5, Full Kitchen, AC, Washer/Dryer in-suite, Free WIFI &...
Kailua-Kona Condo w/ Lanai, Walk to Beach + Pier!
Plan for plenty of exciting adventures when you make this Kailua-Kona vacation rental the site of your next stop in Hawaii! Conveniently located just a short walk from Kamakahonu Beach, Hulihe‘e Palace, and a number of top local restaurants, this 1-bedroom, 1-bath...
Oceanfront corner unit #106! Honokeana Cove
Oceanfront 2 Bedrm / 2 Bath Ground Floor Unit with Fully equipped Kitchen. Superb location within the complex . Offers spectacular views and only steps away from the Pool and the Best Snorkeling on Maui! Nestled in a private cove, with a breathtaking view of the nearby...
Aloha Aku Ohana Suite – Spacious Garden View Oasis
Summary:Aloha AKU is a tranquil Beachfront Estate w/ 5 Luxurious Private Full Suites & Exotic Fruit Grove. Full amenities. Our luxury Beachfront estate has 4 beachfront one-bedroom suites and a garden / wetlands view two-bedroom Ohana. Each suite has a private entrance,...
Kona OCEANFRONT PVT Home ~ Sleeps 8+, Hot Tub, 2 min walk to Magic Sands Beach
E komo mai (welcome) to HALE HONU!! (“Hall-eh Ho-new” ~ meaning the Home of the Sea Turtle) This is a great vacation home, really oceanfront, right on the water, just 3 miles from Kailua-Kona! **** SPECTACULAR LOCATION!! UNSURPASSED VIEWS!! PERFECT VACATION HOME!!...
Kona Reef F22. Beautiful Ocean view unit with AC and free WiFi. Close to town
Located on the edge of Kailua Village. Short walk to shopping and restaurants.Indulge in the Hawaii resort experience from this luxury top floor unit that lies near the ocean at Kona Reef. Relax on your lanai watching for whales, dolphins and outrigger canoes as waves...
LOW MAY RATES !!! Walk to the beach. Read our reviews !
Aloha and Welcome # 120 which is located in the back of a quiet oasis. This is a lushly landscaped resort with a beautiful Hawaiian ambiance. Comfortable linens, pillows ,stunning views of the grounds, comfortable furnishings, light and bright and oh so clean. NEWLY...
Princeville's best 3 bedroom 3 bath condo
Relax and enjoy Paradise in our luxurious and well maintained 2nd floor 3 bedroom, 3 full bath condo. The Plantation at Princeville is a beautiful community in central Princeville. Our property comes equipped with Central Air Conditioning, A large extended Lanai with an...
Hale Kawehi BnB Guesthouse In Quaint Downtown Hilo, Hawaii. PL-USE-2022-000007
Aloha & Welcome to Hale Kawehi. We want to extend all of the warmth, charm and aloha that Hawaii has to offer by making your stay a memorable one. Located in the center of historic downtown Hilo, Hawaii, this is a hosted, well-appointed ,vintage, kama'aina BnB...
FRONT ROW OCEANFRONT!Platinum 5 star villa.Water view from main & master! 26G-1
The villas Hawaiian themed designer furnishings are accented with original artwork from the owners private collection. This is a large one bedroom compared to other one bedrooms at the Bay Villas. Numerous oceanfront windows provide for panoramic ocean views from the...
Two Bedroom Deluxe Partial Ocean View Luana Kai Resort B304
B304 with AC is a Deluxe, 2-bedroom, 2 bath, partial ocean view. Oversized tile floors adorn the main living area and bathrooms. Seascape blown-glass wall sconces enhance the tropical turquoise accent walls bringing the colors of Maui indoors. The guest bedroom has 2...
Hale Malie - a peaceful rainforest retreat minutes from Volcano National Park!
Hale Malie is a charming 1-bed/1-bath cottage retreat on a private half acre of lush Hawaiian rain forest just minutes from Volcano National Park. Featuring vaulted ceilings, a full kitchen, a sunny dining area, and expansive covered lanai, this cottage is ideal for two...
Remodeled, Ground floor studio; Inquire about specials from 4/21 - 6/25
Welcome to a majestic, remodeled ocean front ground floor studio. A short walk, directly from the parking lot to your unit, this unit provides everything you need for an amazing and wonderful Maui vacation. Open your lanai doors and take 30 steps to feel the calming...
Colorful condo with lanai, W/D, on-site outdoor pool, tennis, hot tub, gas grill
Nihilani 32BOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'If you're looking to spend quality time with the ones you love, look no further than this cozy condo in Princeville,...
Blue Sky Escapes Vacation Home w/ big Oceanviews, Pool, Jacuzzi, 5min to beach
Come stay at my Blue Sky Escapes Maui Vacation home! Located in sunny south Maui the home is a beautiful, remodeled ocean view home with private pool swimming pool. This property is extremely private with no other rentals on property located in Maui Meadows a hillside...
Unbeatable Location at Kamaole III Beach - Kam Sands Bldg. 1
This third floor, perfectly located, inner courtyard condo in Buildin #1 has a highly desirable single level floor plan. Situated at the end of the building, this unit offers increased privacy and views, with an extra window to watch the sunrise over Haleakala. The...
Ocean View, Fully Remodeled, New A/C, Walk to Beach
Across the street from one of Maui's most beautiful beaches. Perfect for families. Relax on the lanai (patio) and feel the cool island breeze as you gaze over turquoise waters. Take a short walk to the beach to relax, swim, snorkel, read, and soak up the sun and views....
Panoramic Ocean Views Remodel - FREE Parking/Wi-Fi, AC, Washlet, Sleeps 6
Ilikai #1944 – 1777 Ala Moana Blvd.Enjoy luxurious high-end ocean-view living in this beautiful condo at the world-famous Ilikai, made famous by Hawaii Five-O. This 19th floor corner unit has magnificent views of the Pacific Ocean, Duke Kahanamoku Lagoon, and Waikiki...
Beachfront Condo W/ Unbeatable Ocean Views! Floor To Ceiling Windows & Lanai!
Address for this Condo: 800 S. Kihei Rd #505, Kihei HI 96753***Professionally Cleaned Condo, No-Contact Check-In/Check Out*** Koa Lagoon is an oceanfront condominium complex located in North Kihei with spectacular panoramic views of the Pacific Ocean, the other islands...
Feb special Beautiful Beachfront 1/1 condo on the beach with free parking & W/D
Sugar beach Resort unit# 336 is on the third floor. It has wash and dryer in the unit and free parking on the property. The property is perfect for watching the humpback whales play during the winter months and each evening as the Maui sun sets off in the distance. The...
KAS 10203 1BD Condo w Ocean Views Across From Beach
Kamaole Sands 10203 Make Magical Maui Memories at Remodeled Kihei Home Across the Street From Beach Located Near Shops and Eateries FREE daily activities included with your stay value up to $554! Complimentary admission, every day of your stay*: Whale Watching...
Ocean View Top Floor Free High Speed Internet
Experience the essence of paradise in our top floor unit. Lush tropical grounds surround two swimming pools and a tennis court. The smell of tropical flowers drift on the wind from over 50 different varieties of vegetation. Our view extends from South Maui to the exotic...
4Br Princeville Home, AC, Pool, Tennis, Private Yard, Beach Toys, Sleeps 10
Adventure Awaits on KauaiWhether you're surfing the North Shore waves, playing golf at the Princeville resort, or hiking the NaPali coast, you'll find this modern and luxurious property the perfect home base for all your adventures on the Garden Isle of Kauai. Ideal for...
KKSR5203 DIRECT OCEANFRONT, 2ND FLOOR, SPECTACULAR REMODEL, ONE OF THE BEST!
Keauhou Kona Surf & Racquet Club #5-203 is hands down one of the nicest remodels in the entire development. Step into a dream come true! This second floor, 2 bedroom, 2 bath offering is THE premiere unit in one of Kona's finest oceanfront complexes. Located in Building...
Gorgeous renovated 3-Bedroom Oceanfront Condo!!
A few short steps from the semi-private, white sand Kahana Beach lies the Kahana Outrigger Resort. This resort is located oceanfront along the West Maui shoreline, situated centrally between the renowned Ka`anapali and Kapalua Resorts. A quiet and family-friendly...
Spacious 1BD Ocean View Golf Villa with A/C
* NEW PROMO: Stay 5 or more nights from August 1st - October 25, get 1 FREE! Welcome to Kapalua Golf Villa 20T5, your refined escape on Maui's spectacular northwest coast. Nestled on the terrace level of the prestigious Kapalua Golf Villas—no stairs required—this...
+DIRECT OCEANFRONT+GROUND FLOOR 1-BEDROOM A109+ SPLIT A/C+FULLY EQUIPPED+
We have loved vacationing at this resort for years, and are very grateful to have the opportunity to share our Maui home. Papakea is a low density, oceanfront resort, located on 13 tropically landscaped acres, 1 1/2 miles north of Black Rock on Ka'anapali Beach. Our...
Ekahi 27A: Priceless Ocean View from a Private Lanai
Private corner unit, 1 bedroom 1 bathroom with 2 private lanais. Ocean view. Have all your meals in our large private lanai. Watch breath taking sunsets without leaving home. Brand new wood floors around the entire condo. New air conditioner in living room and bedroom.
Maui Resort Rentals: Honua Kai Konea 609 - Expansive 6th Floor Interior Courtyard 2BR w/ Stunning Ocean Views!
Konea 609 is an expansive 2 bedroom ocean view suite at Honua Kai. Its 6th-floor location offers stunning ocean views , high enough to avoid the palm tree blockage that affects lower floors. This prime interior Konea Tower location is one of the most sought after areas...
Ocean Front! Kona Alii #402
Ocean Front in the heart of historic Kailua-KonaKona Alii #402Bedroom Configuration:Master Bedroom: King Bed Living Area: Full Size Cabinet Fold Out BedLiving Area: Sectional Couch (not fold out) Amenities:Beach Equipment: All of our vacation rentals include beach...
Holua Kai #26: Luxury Fairway Front Villa w/ Pool, Spa, Lanai, AC & Ocean Views
Holua Kai #26 is a two-story, plantation-style retreat in the gated Holua Kai at Keauhou community, overlooking the 2nd hole green of the Kona Country Club’s Makai Golf Course with glimpses of the Pacific from its expansive covered lanai. This 2,685-square-foot...
Steps Away from the Beach in This Premium Oceanfront Condo - SENIOR RATES AVAIL.
SPECIAL RATE FOR SEPTEMBER, OCTOBER AND NOVEMBER 2025 - $190./NT FOR ALL (2 persons; add $50./nt for additional guests) Keywords: New AC with cold plasma air purification device, medical grade air purifier in bedroom, ground floor condo, located on 12 beachfront acres,...
Great Rates - Clean and Cozy Condo!
Come relax in this clean, quiet, and quaint studio condo.Kihei Bay Surf is a 2-story, 7 building complex, with 118 total units in a tropical setting. The 7 buildings are built around a central courtyard that includes a swimming pool, hot tub, 2 tennis courts, and a BBQ...
Clean, Ocean Front, Large 1 Bd, 1st Floor, Royal Kahana
Lovely one bedroom home conveniently located on the first floor of the Royal Kahana Resort with a view of the ocean and pool from the lanai. This oceanfront resort is one of Maui’s best-kept secrets. We clean and sanitize the property before each guest arrives. The...
Beachfront Palaypa - Former Mission House
Direct beachfront at Sunset Beach. Incredible views to Kaena Point. Watch the sunsets from your covered lanai. World class surf break right in front of the house. Pumping surf in the winter, glassy and calm in the summer.This charming cottage has everything you need for...
Maui Resort Rentals: Honua Kai Hokulani 144 – Large Ground Floor 1BR, Spacious Lawn Area + Easy Pools/Beach Access
Hokulani 144 is a premier ground floor suite with one of Honua Kai's largest one-bedroom floor plans and easy access to the pools, beach, and B.B.Qs mere steps away! Enjoy the extra space to spread out on the partially secluded adjacent lawn area. Take in the views of...
Kihei Akahi C405 Beautiful Ocean and Garden Views
"Endless Aloha Awaits - Last-Minute Savings on Maui Vacation Rentals. Book Now!".Nice ocean and garden views! 4th Floor comfortable beach home - Building CPlease review the property description and pictures carefully prior to booking, and call/email if you have any...
Kiahuna #39 PRIVATE + QUIET! Seconds to beach +ground floor A/C New furniture!
Kiahuna Plantation is the only beach-front property on Poipu Beach. White sands, palm tree shaded grassy areas, state of the art gas grills, complimentary towels and beach chairs and chaise lounges are all standard fare. Relax on the beach or go boogie boarding....
SPECIAL RATE! - All New, Beautifully Renovated 5th Floor Condo, Amazing Views!
PLEASE NOTE: The unit was recently 100% completely renovated including all new furniture, appliances, and amenities, placing it in the highest 'superior' category of all rentals! Summary: This beautiful, exquisitely appointed, 5th floor, ocean-view, one bedroom condo...
Calm island condo with ocean views & pool - walking distance from beaches
Hale Lolo at Poipu KaiOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Escape to Hale Lolo, your gateway to Kauai's paradise! Immerse yourself in tropical bliss with a prime...
❤️PiH❤️ Hawaiiana Escape ★ Hilton Resort Passes ★ Beach Club Access ★ Near Pools ★
Brought to you by Paradise in Hawaii Luxury HomesWelcome to Hawaiiana Escape at Kulalani on the Big Island of Hawaii, a part of our Hawaiian Luxury Collection. Hawaiiana Escape is a wonderful 3 bedroom home in the gated Kulalani community with high-end finishes and golf...
Lovely Studio in the Heart of Waikiki – A/C, Wi-Fi, FREE Parking! Sleeps 2
Marine Surf #1102 – 364 Seaside Ave.Check out this beautifully furnished contemporary 11th floor studio in the heart of Waikiki, complete with resort-style kitchenette, comfortable King size bed, A/C, free high-speed Wi-Fi, and 1 free onsite parking space. Building...
🏖️Holua Kai 31 | Private Pool | Central AC | Concierge Included | vrKCV
vrKCV - Holua Kai 31, Professionally Managed by Kona Coast VacationsWelcome to Your Tropical Oasis in Keauhou!Escape to this beautifully decorated Hawaiian-themed vacation rental in the heart of Keauhou on the Big Island of Hawaii. With a private pool, hot tub, and...