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.
Gated Oceanfront Villa with private access to beach, heated pool & tennis court!
Welcome to Barefoot Kona @ Alii Point. Be one with nature in a family friendly 2 story oceanfront villa, located in an exclusive gated community of only 16 homes - with private access to a heated pool, tennis court and a beach where lava rocks meet the sea!A meandering...
Waikoloa Fairways 2-bed, 2.5-bath golf-front paradise with AC + spacious lanai
Turn moments into memories at this two-bedroom, two-and-a-half-bath Waikoloa Fairways property. A golfer's paradise as the property sits right on holes 3 and 4 at Waikoloa Village Golf Course, designed by Robert Trent Jones Jr. This property offers dual suites, central...
2 units back from Oceanfront, Views of Lanai Island and the beautiful courtyard
The Kitchen and foyer have been remodeled in 2020. Custom art work .The Whaler is located in the heart of Ka'anapali. Whalers village is right next door. There is shopping ,restaurants and convience stores. Golfing is nearby. The beautiful catamarans come right up in...
Cozy stay just 5 minute drive to Volcano National Park, Winery and Golf!
A warm room awaits in a home on a quiet cul de sac in the Volcano Golfcourse and Country club. Minutes from the entrance of Hawaiʻi Volcanoes National Park, Historic Volcano Village, golf course and Winery. A covered garage with private entrance leads to a completely...
Direct oceanfront views, remodeled condo
Papakea L107 is a charming ground-floor 1-bedroom, 1-bathroom condo that can accommodate up to 4 guests with a split air conditioning system to keep you cool and comfortable. Upon entering this open-concept space, you'll be greeted by a serene ambiance that invites you...
Spectacular Oceanfront Views with Split AC -Wailea
Kihei Surfside #507 features Incredible views from the lanai, kitchen, dining, and living areas. Completely renovated featuring porcelain tile flooring, custom cabinetry, granite countertops, and a fully equipped kitchen with stainless steel appliances. Bath has a...
Breathtaking Ocean Views, Nestled Between Two Stunning Beaches! Royal Mauian 606
Highly cleaned and sanitized for your vacation. Ask about our AlohaSafeStay program. If you have a stay that qualifies for housekeeping services, traditional housekeeping service will be performed every 7th day. This includes refreshing the condo and exchanging bed...
Fully Remodeled in 2021 All new Furniture
Fully Remodeled in 2021 All new FurnitureThis 2 bedroom, 2 bathroom condo (#602) is perfect no matter what you want out of your vacation. You will be located on one of the best beaches on Maui. Our unit has one of the top 6 locations at Mana Kai, being all the way in...
Panoramic Oceanfront Views - Royal Kahana 911
Stunning ocean front views from the 9th floor in this beautifully remodeled & tastefully furnished condo on Kahana Bay. A large wrap-around lanai, accessible from the living room and master bedroom, adds to the view. In addition to the HD TV & Blu-Ray DVD player in the...
Maui Resort Rentals: Honua Kai Konea 739 - Stunning 7th Floor Ocean View 2BR w/ Deluxe Corner Floor Plan!
As one of the finest two-bedroom suites available to rent at the entire Honua Kai Resort, Konea 739 boasts an exceptional 7th-floor corner vantage point and is among a class of the most sought-after 2 bedroom floor plans at Honua Kai.What distinguishes this column in...
Oceanfront 1 bedroom + loft with Beach BBQ & Pool !
With oceanfront views and an unbeatable location near shops and restaurants, Hale Kai puts you in a central position for the ultimate Hawaiian getaway. This unit features a private bedroom with king size bed, a private den upstairs with a sofa sleeper, and a pull out...
Real Affordable Luxury~1250 s.f Beauty~ Big Beachfront End Unit
This is a truly beautiful, spacious apt in a unique and special location. On an uncrowded and fabulous beach on the Sunny/Dry Leeward side of the island. This 4th floor, 1250 sq ft. unit includes a private wrap-around lanai offering breathtaking views where you can...
Kamaole Beach Royale 409 - Beautifully Renovated Condo & Commanding Ocean Views
The Kamaole Beach Royale 409 is conveniently located one block from beautiful Kamaole Beach I. This half-mile long beach is perfect for walking, swimming, sunbathing and building sandcastles with your keiki (children). The condo is within easy walking distance from a...
Punahoa Beach 201 - Direct Ocean Front, Beautiful Renovation, Split AC, Wi-Fi
Experience the ultimate ocean immersion at Punahoa Beach 201 and live your Maui adventure right on the beach with immediate access to the protective, warm-water swimming and vibrant snorkeling reef for which Kamaole I Beach is world renowned. Spectacular forever ocean...
Relaxing Condo with Ocean Views | Pono Kai Resort | PK-E103
Pono Kai's pool will be closed for repairs September 2025 through November 2025.The Kapaa Public Pool, located less than one mile from the resort, is open to the public.Experience the beauty of Kauai in this charming 2 bedroom, 2 bathroom ocean view condo that’s...
SPRING SPECIAL!! Zuki House Ocean Close, Hot Tub
Zuki House is a modern and elegant vacation rental close to the ocean. Enjoy our ocean view balcony upstairs outside the main bedroom suite. Our high ceilings and bright, modern furnishings give you comfort and style to enjoy throughout your stay. Experience the...
Kihei Akahi Resort, ocean view, steps from the beach
Imagine fabulous views of the Pacific, Molokini, Kaho'olawe, Haleakala, & amazing sunsets. This Kihei Akai Resort 6th floor penthouse is a remodeled 1 bedroom, 1 bath unit located across from Kamaole Beach Park II. There is BRAND NEW split system AC unit installed. It's...
RK 1020 Tropical OceanFront 2BD w Ocean Views AC 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...
OceanFront New Throughout
Totally new throughout at arguably the best location in all of Sealodge - oceanfront, end-unit on the vista bluff, looking down the coast over the Anini Reef six miles to the Kilauea lighthouse.This 2BR (2 Kings or 1 King and 2 Twins), 2BA (ensuite), 2 story condo,...
April 2025 ONLY 119/nt BOOK SOON.Newly remodeled kitchen.
Professionally cleaned , comfortable, high quality accommodations, this is exactly what you will get while staying at Kihei Resort. This ground floor unit has easy access with no stairs. Boasts a large living area and many comforts of home. Accommodates up to four...
Clean Ground Floor, One Bedroom Condo, Centrally Located, Reasonably Priced!
We offer a ground floor one bedroom condo. It is a modest condo with all the necessities of home so you can enjoy Maui for a reasonable price. Only steps away from the condo, through the atrium are the pool, kiddie pool, hot tub, picnic area with barbecue grills and...
Weekly and Monthly Discounts / Koa Lagoon Direct Oceanfront Top Floor Unit 603
Spectacular views of the ocean, West Maui Mountains and beautifully landscaped grounds await you from our (sixth) top floor oceanfront condo at KOA Lagoon in Kihei. You will enjoy brilliant sunsets and whale watching as you relax on our large lanai listening to the...
Wailea Elua Village | 208
Welcome to Wailea Elua 208, where paradise meets luxury! This stunning one-bedroom ocean view vacation rental is the perfect getaway for those seeking both tranquility and adventure. Located in the heart of Wailea, this coastal retreat offers breathtaking views of the...
❤️PiH❤️ Champion View Retreat ★ Private Infinity Pool PLUS Free Hilton Resort Passes ★
Brought to you by Paradise in Hawaii Luxury HomesWelcome to Champion View Retreat, part of our Hawaiian Luxury Collection. Champion View Retreat has private pool and spa with stunning golf, ocean and sunset views.Located in the prestigious Champion Ridge, this is one of...
J200 - Closest Unit to Ocean, Corner Suite with Authentic Island Decor 2BD/2BA
Kaanapali Condo - Ocean Views, Golf Course, Steps to Beach!Escape to this comfortable and convenient 2-bedroom, 2-bathroom condo in the heart of Kaanapali, Maui. This spacious second-floor unit offers unobstructed ocean views, a private lanai overlooking the...
Unwind by the Waves: Kihei Beach #203, Prime Beachfront Tropical Escape!
Kihei Beach #203 – Your Oceanfront Getaway!Welcome to Kihei Beach #203, a beautifully appointed condo in a six-story beachfront property in North Kihei. With stunning views of Kahoolawe, Molokini, and the sparkling Pacific Ocean, this condo offers the perfect blend of...
Beautiful - Modern Manualoha 3bdr/3 bath with AC
This fabulous large rare 3 bedroom, 3 bath unit is in the popular Manualoha complex at Poipu Kai Resort. Ground floor corner unit is steps from the greenway and an easy walk to Poipu, Brenneke, and Shipwreck beaches. Featuring a large living area that opens up to the...
Ocean View, Ocean Front, 30 feet from the Ocean!
Ground floor, ocean front, ocean view condo thirty feet from the ocean! Location, location, location! This is where you want to be in Maui. Kaleialoha condominiums in Honokowai is centrally located near all the great beaches and attractions of West Maui.Drive 5 minutes...
Stylish 2bd condo with bright, airy interior
Welcome to Kuleana Unit 104, a breathtaking oceanfront condo nestled in the serene West Maui resort area. This stunning 2-bedroom, 2-bathroom retreat spans 1300 square feet and has been meticulously remodeled with top-notch finishes and furnishings, ensuring a luxurious...
Home of Aloha, 5 Bedrooms / 4 Baths, Sleeps 14
The Home of Aloha is a beautiful two story home located on the east side of Oahu in Aina Haina. Located near beaches, eateries, shopping centers, hiking trails, scenic lookouts and water sports. The home offers 5 bedrooms and 4 bathrooms. Reliable high speed internet...
Oceanview #205 at Hana Kai Maui - 1 Bedroom Upper Floor - Amazing View!
“Mokuhano” – Unit 205 – is an upper floor, ocean view studio located in Hana Kai’s Mauka Building. There is a king-size bed in the living/bedroom area, open-beam ceilings and tiled floors throughout. The view of the bay is enhanced by the expanded glass wall...
PUAMANA 2 BR PREMIER UNIT 200 Ft. from Ocean 153-6
PUAMANA PREMIER 2 BEDROOM GARDEN UNIT 153-6, 3 BATHROOMS & SLEEPS 9. Less than 200 FT to the ocean. It is one of the largest two-bedroom units with 1,368 sq ft. The August 2023 Lahaina Fire spared our unit. Maui County has cleared this area of Puamana for access and...
Amazing Oceanfront Studio in Lahaina - Mahana 1103
Mahana Studio unit #1103, located in the Molokai Tower. Rent this updated Mahana condo with 1 bedroom unit #1104 next door. Pride in ownership for both of these extraordinary Maui vacation rentals. The Maui vacation rental features a comfy king size bed, remodeled...
Paradise awaits! Oceanview Ground floor 1bdrm. Updated. #175 Hale Kamaole. Kihei
Kihei-Recently renovated condo., 1 br (very comfortable king size bed) & flat screen TV, 1 ba, living room w Queen size sofa bed, large flat screen TV, wireless modem & high speed internet. Ceiling fans in bedroom & living room. New A/C in bedroom. Fully equiped kitchen...
Kapalua Golf Villas 15P3-4: Garden View Condo w/ Pool, BBQ at Resort
Welcome to Kapalua Golf Villas 15P3-4 by Gather, a luxury retreat located in the highly desirable Kapalua area on Maui. This beautifully remodeled villa, nestled along the 10th fairway of the world-famous Kapalua Bay Golf Course, offers panoramic views of early tee...
Ocean View from Lanais - Walk to Waikiki Beach
Your home away from home in paradise, featuring views of Waikiki Beach from the 2 lanais! 925 sf, perfect for families and groups - sleeps up to 6 people. 2 bedrooms, 2 full baths. Located just two blocks from Waikiki Beach, with endless dining, shopping, and activities...
Great Rates and A/C in every room. Near North Shore beaches. Pool & Hot Tub!
Three bedroom, three bath luxury Villa located in Princeville, Kauai with A/C! Just steps from the Makai Golf Course Country Club. Includes two master suites with king-size beds. First master suite has a walk-in shower and TV. The second master suite includes private...
KRV 1011 New Listing 1BD Condo w Spectacular Kapalua Ocean Views at the Ridge
FREE daily activities included with your stay value up to $1035! Complimentary admission, every day of your stay*: Lu’au, Golf, Whale Watch (seasonal), Dinner Sunset Sail, Snorkel Sail, Alpaca Farm Tour, Pineapple Farm Tour, and All Day Electric Bike Rental. (W3)*One...
Panoramic Oceanfront View, Condo with Air Conditioning and Large Lanai
Kuhio Shores #314. Floor to ceiling wrap around windows provide unobstructed panoramic ocean views! Our light, bright, spacious, and comfortable two bedroom-two bath Poipu Beach oceanfront vacation rental condo sits 40 feet from the ocean's edge. Floor to ceiling glass...
KBM Resorts | FREE CAR | Maui Kaanapali Villas | Beachfront Resort, Upgraded Studio! MKV-C152
Remodeled studio with ocean-view lanai, king bed, queen sleeper, full kitchen, tile floors, & A/C. Located in Papakea Resort with pools, tennis, tropical gardens, BBQs. Sleeps up to 4 guests.** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with...
Kanaloa at Kona 1606: Beautiful Oceanview Condo w/ Shared Pool, Spa, AC & Lanai
Welcome to Kanaloa at Kona 1606, a stylish 3-bedroom, 2-bathroom penthouse villa perched above the Keauhou Golf Course with panoramic fairway and ocean views. Featuring vaulted wood-beam ceilings, upgraded interiors, and resort-style amenities across 16 tropical acres,...
Wonderful home with central AC, heated pool & hot tub - close to dining
Waikoloa Fairways B114Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Enjoy the best of island living at this renovated and stylish two-bedroom, two-and-a-half-bath Waikoloa Fairways...
Guest suite, studio near the beach. 30 days minimum stay
Enjoy country style living in the North shore of Oahu. Located 5 minute walk from the beach. This place is perfect to work remotely. Near Surf spots. The area allows you to swim and snorkel year around in Waialua. In the evenings, enjoy a colorful sunset over the ocean....
Beautifully decorated Penthouse overlooking WAIKOLOA Beach golf course
The location is perfect if you want to be walking distance to all the best shops and restaurants In WAIKOLOA beach resort. Our condo at the Fairway Villas is right across the street from one of the Big Island’s best beaches, Anaeho'omalu (aka A-bay). After a long day...
Waipouli Beach Resort D105. A Spacious Condo with Lazy River and Top Shelf Restaurant Onsite.
This Oceanfront Resort is a Dream and located on the Beach. Just Steps to the Warm Turquoise Ocean. The Kids and Adults alike will love the Lazy River to the Huge Pool. The Hot Tubs are Incredible! This Large Home is a Great Room Concept and full of Light. Elegance and...
Relaxation at Its Finest: Beachfront 1bd/1ba Condo - Menehune Shores #517
Menehune Shores #517Experience the epitome of Hawaiian luxury at Menehune Shores 517, where the azure expanse of the Pacific Ocean stretches out before you, offering an unrivaled backdrop for your Maui escape. Nestled within the picturesque landscape of North Kihei,...
Gorgeous! The Waterfall Retreat At Reed's Island
ALOHA!The breathtaking Waterfall Retreat at Reed’s Island is a spectacular 4 bedroom, 3 bath home in the exclusive area of Reed’s Island in Hilo. The home is only a few minutes from downtown Hilo but it feels like a private paradise retreat with a stunning river and...
New! Hale Mehana, Beautiful North Shore Home, Princeville, Kauai
A tastefully updated North Shore Kaua’i vacation home located in beautiful Princeville. Conveniently located with easy access to the famous Hanalei Bay, Kilauea Lighthouse, Haena Beach Park, the breathtaking Napali Coast, shopping, dining, and more!• Indoor/outdoor...
Majestic Tropical Ko'olau Mountain views! Washlet!
Waikiki Sunset #2807 – 229 Paoakalani Ave.Savor fabulous mountain views by day and sparkling city lights at night from this 28th floor, one-bedroom condo (546 sqft plus access to lanai from bedroom with small table and chairs). Central AC, free Wi-Fi, Washlet!...
Unit #204-1BR+Mezzanine BR/2 Bath: 2 BR, 2 BA Condominium in Lahaina, Sleeps 4
Beautiful 2nd Floor Unit. Mezzanine bedroom with Queen bed, downstairs bedroom with with 1 King bed (can be made into 2 Twin beds upon request). Nearly 180 degree view of the Cove. Whale watch from your Lanai (in season) and a guaranteed swim with the turtles! Always in...